# Wander Hillsdale Valley – 4 Bedroom Vacation Rental in Hillsdale, New York | Benjamin Lockspeiser

Wander Hillsdale Valley is a majestic retreat nestled in the picturesque landscape of the Catskill Mountains and the Berkshires, offering unparalleled luxury and breathtaking views. One of the highlights of this property is its unique layout: two beautifully designed homes—a spacious Main House and a charming Cottage—are included with every reservation. That means more room to relax, more privacy, and the perfect setup for families or groups traveling together. Wake up to sweeping views of rolling hills and lush forests, all visible right from your bedroom window. Step outside to your private outdoor dining area and enjoy unforgettable meals surrounded by the beauty of the mountains.

**Property URL**: https://benjamin-lockspeiser.wanderos.com/property/cm8x2gxq3148x6hjk4gjgfmuv/wander-hillsdale-valley
**Markdown URL**: https://benjamin-lockspeiser.wanderos.com/property/cm8x2gxq3148x6hjk4gjgfmuv/wander-hillsdale-valley.md

## Property Overview
- **Sleeps**: 10 guests
- **Bedrooms**: 4 bedrooms
- **Bathrooms**: 4
- **Square Footage**: 2,500 sq ft

- **Property License**: License: N/A

## Pricing & Availability
- **Nightly Rate**: $399 - $798.33 (before taxes and fees)
- **Next Available**: Sep 23, 2026
- **Available Days**: 252 of 551 days between Sep 21, 2026 and Mar 24, 2028
- **Daily Pricing (Sep 21, 2026 to Mar 24, 2028)**:
  - Sep 21, 2026: $490.67 (Not Available) (3 night min)
  - Sep 22, 2026: $515.60 (Not Available) (3 night min)
  - Sep 23, 2026: $534.60 (Available) (3 night min)
  - Sep 24, 2026: $577.50 (Not Available) (3 night min)
  - Sep 25, 2026: $624.67 (Not Available) (3 night min)
  - Sep 26, 2026: $630.50 (Not Available) (3 night min)
  - Sep 27, 2026: $624.67 (Not Available) (3 night min)
  - Sep 28, 2026: $571.50 (Available) (3 night min)
  - Sep 29, 2026: $531.20 (Available) (3 night min)
  - Sep 30, 2026: $528.67 (Available) (3 night min)
  - Oct 1, 2026: $535 (Not Available) (3 night min)
  - Oct 2, 2026: $580.33 (Not Available) (3 night min)
  - Oct 3, 2026: $590.33 (Not Available) (3 night min)
  - Oct 4, 2026: $580.33 (Not Available) (3 night min)
  - Oct 5, 2026: $550.14 (Not Available) (3 night min)
  - Oct 6, 2026: $562.86 (Not Available) (3 night min)
  - Oct 7, 2026: $597.33 (Not Available) (3 night min)
  - Oct 8, 2026: $643 (Not Available) (3 night min)
  - Oct 9, 2026: $732.33 (Not Available) (3 night min)
  - Oct 10, 2026: $761.50 (Not Available) (3 night min)
  - Oct 11, 2026: $732.33 (Not Available) (3 night min)
  - Oct 12, 2026: $687 (Not Available) (3 night min)
  - Oct 13, 2026: $641.50 (Not Available) (3 night min)
  - Oct 14, 2026: $636.33 (Not Available) (3 night min)
  - Oct 15, 2026: $659.75 (Not Available) (3 night min)
  - Oct 16, 2026: $744.33 (Not Available) (3 night min)
  - Oct 17, 2026: $751.50 (Not Available) (3 night min)
  - Oct 18, 2026: $744.33 (Not Available) (3 night min)
  - Oct 19, 2026: $665.25 (Not Available) (3 night min)
  - Oct 20, 2026: $633.40 (Not Available) (3 night min)
  - Oct 21, 2026: $578 (Not Available) (3 night min)
  - Oct 22, 2026: $608 (Not Available) (3 night min)
  - Oct 23, 2026: $689 (Not Available) (3 night min)
  - Oct 24, 2026: $694.67 (Not Available) (3 night min)
  - Oct 25, 2026: $694.67 (Not Available) (3 night min)
  - Oct 26, 2026: $611.75 (Not Available) (3 night min)
  - Oct 27, 2026: $554.40 (Not Available) (3 night min)
  - Oct 28, 2026: $516 (Not Available) (3 night min)
  - Oct 29, 2026: $499 (Not Available) (3 night min)
  - Oct 30, 2026: $495.57 (Not Available) (3 night min)
  - Oct 31, 2026: $499 (Not Available) (3 night min)
  - Nov 1, 2026: $499 (Available) (3 night min)
  - Nov 2, 2026: $470.50 (Available) (3 night min)
  - Nov 3, 2026: $461 (Available) (3 night min)
  - Nov 4, 2026: $470.50 (Available) (3 night min)
  - Nov 5, 2026: $497 (Available) (3 night min)
  - Nov 6, 2026: $551 (Not Available) (3 night min)
  - Nov 7, 2026: $552.33 (Not Available) (3 night min)
  - Nov 8, 2026: $551 (Not Available) (3 night min)
  - Nov 9, 2026: $502 (Available) (3 night min)
  - Nov 10, 2026: $479.80 (Not Available) (3 night min)
  - Nov 11, 2026: $468.80 (Not Available) (3 night min)
  - Nov 12, 2026: $479 (Not Available) (3 night min)
  - Nov 13, 2026: $489.67 (Not Available) (3 night min)
  - Nov 14, 2026: $490.33 (Not Available) (3 night min)
  - Nov 15, 2026: $489.67 (Not Available) (3 night min)
  - Nov 16, 2026: $455 (Not Available) (3 night min)
  - Nov 17, 2026: $432.50 (Available) (3 night min)
  - Nov 18, 2026: $432.50 (Available) (3 night min)
  - Nov 19, 2026: $461 (Available) (3 night min)
  - Nov 20, 2026: $504 (Not Available) (3 night min)
  - Nov 21, 2026: $533.80 (Not Available) (3 night min)
  - Nov 22, 2026: $539.83 (Not Available) (3 night min)
  - Nov 23, 2026: $559.25 (Available) (3 night min)
  - Nov 24, 2026: $582.50 (Not Available) (3 night min)
  - Nov 25, 2026: $601.50 (Not Available) (3 night min)
  - Nov 26, 2026: $625 (Not Available) (3 night min)
  - Nov 27, 2026: $626.67 (Not Available) (3 night min)
  - Nov 28, 2026: $625 (Not Available) (3 night min)
  - Nov 29, 2026: $601.50 (Available) (3 night min)
  - Nov 30, 2026: $562.40 (Available) (3 night min)
  - Dec 1, 2026: $509.86 (Available) (3 night min)
  - Dec 2, 2026: $453 (Available) (3 night min)
  - Dec 3, 2026: $437.83 (Available) (3 night min)
  - Dec 4, 2026: $442.67 (Available) (3 night min)
  - Dec 5, 2026: $450 (Available) (3 night min)
  - Dec 6, 2026: $442.67 (Available) (3 night min)
  - Dec 7, 2026: $420.67 (Available) (3 night min)
  - Dec 8, 2026: $415.50 (Available) (3 night min)
  - Dec 9, 2026: $409.67 (Available) (3 night min)
  - Dec 10, 2026: $415.75 (Available) (3 night min)
  - Dec 11, 2026: $444.33 (Available) (3 night min)
  - Dec 12, 2026: $452.33 (Available) (3 night min)
  - Dec 13, 2026: $444.33 (Available) (3 night min)
  - Dec 14, 2026: $421.67 (Available) (3 night min)
  - Dec 15, 2026: $416 (Available) (3 night min)
  - Dec 16, 2026: $414.67 (Available) (3 night min)
  - Dec 17, 2026: $429 (Available) (3 night min)
  - Dec 18, 2026: $457.67 (Available) (3 night min)
  - Dec 19, 2026: $484 (Available) (3 night min)
  - Dec 20, 2026: $492.86 (Available) (3 night min)
  - Dec 21, 2026: $495 (Available) (3 night min)
  - Dec 22, 2026: $511.50 (Available) (3 night min)
  - Dec 23, 2026: $525.25 (Available) (3 night min)
  - Dec 24, 2026: $551.50 (Not Available) (3 night min)
  - Dec 25, 2026: $569.67 (Not Available) (3 night min)
  - Dec 26, 2026: $577 (Not Available) (3 night min)
  - Dec 27, 2026: $551.50 (Not Available) (3 night min)
  - Dec 28, 2026: $519.60 (Not Available) (3 night min)
  - Dec 29, 2026: $491.67 (Not Available) (3 night min)
  - Dec 30, 2026: $485.14 (Not Available) (3 night min)
  - Dec 31, 2026: $547.50 (Not Available) (3 night min)
  - Jan 1, 2027: $574 (Not Available) (3 night min)
  - Jan 2, 2027: $574 (Not Available) (3 night min)
  - Jan 3, 2027: $564 (Available) (3 night min)
  - Jan 4, 2027: $526.50 (Available) (3 night min)
  - Jan 5, 2027: $497.50 (Available) (3 night min)
  - Jan 6, 2027: $481 (Not Available) (3 night min)
  - Jan 7, 2027: $481 (Not Available) (3 night min)
  - Jan 8, 2027: $504.33 (Not Available) (3 night min)
  - Jan 9, 2027: $504.67 (Not Available) (3 night min)
  - Jan 10, 2027: $504.33 (Not Available) (3 night min)
  - Jan 11, 2027: $470.71 (Not Available) (3 night min)
  - Jan 12, 2027: $471.83 (Not Available) (3 night min)
  - Jan 13, 2027: $490 (Not Available) (3 night min)
  - Jan 14, 2027: $522.20 (Available) (2 night min)
  - Jan 15, 2027: $550.33 (Not Available) (3 night min)
  - Jan 16, 2027: $563 (Not Available) (3 night min)
  - Jan 17, 2027: $568 (Not Available) (3 night min)
  - Jan 18, 2027: $563 (Not Available) (3 night min)
  - Jan 19, 2027: $548 (Available) (3 night min)
  - Jan 20, 2027: $521.80 (Available) (3 night min)
  - Jan 21, 2027: $487 (Available) (3 night min)
  - Jan 22, 2027: $487 (Available) (3 night min)
  - Jan 23, 2027: $490 (Available) (3 night min)
  - Jan 24, 2027: $487 (Available) (3 night min)
  - Jan 25, 2027: $455.50 (Available) (3 night min)
  - Jan 26, 2027: $437.50 (Available) (3 night min)
  - Jan 27, 2027: $437.50 (Available) (3 night min)
  - Jan 28, 2027: $454.25 (Available) (3 night min)
  - Jan 29, 2027: $484.33 (Available) (3 night min)
  - Jan 30, 2027: $490.33 (Available) (3 night min)
  - Jan 31, 2027: $484.33 (Available) (3 night min)
  - Feb 1, 2027: $455.67 (Available) (3 night min)
  - Feb 2, 2027: $439 (Available) (3 night min)
  - Feb 3, 2027: $439 (Available) (3 night min)
  - Feb 4, 2027: $461.75 (Available) (3 night min)
  - Feb 5, 2027: $490.67 (Available) (3 night min)
  - Feb 6, 2027: $499.67 (Available) (3 night min)
  - Feb 7, 2027: $490.67 (Available) (3 night min)
  - Feb 8, 2027: $467 (Available) (3 night min)
  - Feb 9, 2027: $452.50 (Available) (3 night min)
  - Feb 10, 2027: $463.60 (Available) (3 night min)
  - Feb 11, 2027: $499 (Available) (3 night min)
  - Feb 12, 2027: $523 (Available) (3 night min)
  - Feb 13, 2027: $527 (Available) (3 night min)
  - Feb 14, 2027: $527 (Available) (3 night min)
  - Feb 15, 2027: $527 (Available) (3 night min)
  - Feb 16, 2027: $520 (Available) (3 night min)
  - Feb 17, 2027: $502 (Available) (3 night min)
  - Feb 18, 2027: $496.50 (Available) (3 night min)
  - Feb 19, 2027: $517.33 (Available) (3 night min)
  - Feb 20, 2027: $518.33 (Available) (3 night min)
  - Feb 21, 2027: $517.33 (Available) (3 night min)
  - Feb 22, 2027: $484.25 (Available) (3 night min)
  - Feb 23, 2027: $456.50 (Available) (3 night min)
  - Feb 24, 2027: $440.60 (Available) (3 night min)
  - Feb 25, 2027: $448.50 (Not Available) (3 night min)
  - Feb 26, 2027: $469.33 (Not Available) (3 night min)
  - Feb 27, 2027: $472.67 (Not Available) (3 night min)
  - Feb 28, 2027: $469.33 (Not Available) (3 night min)
  - Mar 1, 2027: $438.50 (Not Available) (3 night min)
  - Mar 2, 2027: $427.75 (Not Available) (3 night min)
  - Mar 3, 2027: $429 (Not Available) (3 night min)
  - Mar 4, 2027: $441.50 (Not Available) (3 night min)
  - Mar 5, 2027: $473.67 (Not Available) (3 night min)
  - Mar 6, 2027: $478 (Not Available) (3 night min)
  - Mar 7, 2027: $473.67 (Not Available) (3 night min)
  - Mar 8, 2027: $441.50 (Not Available) (3 night min)
  - Mar 9, 2027: $412.50 (Not Available) (3 night min)
  - Mar 10, 2027: $408.25 (Not Available) (3 night min)
  - Mar 11, 2027: $417.75 (Not Available) (3 night min)
  - Mar 12, 2027: $451 (Not Available) (3 night min)
  - Mar 13, 2027: $452 (Not Available) (3 night min)
  - Mar 14, 2027: $451 (Not Available) (3 night min)
  - Mar 15, 2027: $417.75 (Not Available) (3 night min)
  - Mar 16, 2027: $395.50 (Not Available) (3 night min)
  - Mar 17, 2027: $395 (Not Available) (3 night min)
  - Mar 18, 2027: $403.25 (Not Available) (3 night min)
  - Mar 19, 2027: $434.67 (Not Available) (3 night min)
  - Mar 20, 2027: $438 (Not Available) (3 night min)
  - Mar 21, 2027: $434.67 (Not Available) (3 night min)
  - Mar 22, 2027: $405 (Not Available) (3 night min)
  - Mar 23, 2027: $391.50 (Not Available) (3 night min)
  - Mar 24, 2027: $391 (Not Available) (3 night min)
  - Mar 25, 2027: $406.25 (Not Available) (3 night min)
  - Mar 26, 2027: $436 (Not Available) (3 night min)
  - Mar 27, 2027: $442.33 (Not Available) (3 night min)
  - Mar 28, 2027: $441.50 (Not Available) (3 night min)
  - Mar 29, 2027: $420.67 (Available) (3 night min)
  - Mar 30, 2027: $406.75 (Available) (3 night min)
  - Mar 31, 2027: $399 (Available) (3 night min)
  - Apr 1, 2027: $411.75 (Available) (3 night min)
  - Apr 2, 2027: $441.67 (Available) (3 night min)
  - Apr 3, 2027: $448.67 (Available) (3 night min)
  - Apr 4, 2027: $441.67 (Available) (3 night min)
  - Apr 5, 2027: $417.33 (Available) (3 night min)
  - Apr 6, 2027: $408 (Available) (3 night min)
  - Apr 7, 2027: $408 (Available) (3 night min)
  - Apr 8, 2027: $415.50 (Available) (3 night min)
  - Apr 9, 2027: $446 (Available) (3 night min)
  - Apr 10, 2027: $450 (Available) (3 night min)
  - Apr 11, 2027: $446 (Available) (3 night min)
  - Apr 12, 2027: $419.67 (Available) (3 night min)
  - Apr 13, 2027: $408.50 (Available) (3 night min)
  - Apr 14, 2027: $408 (Available) (3 night min)
  - Apr 15, 2027: $415 (Available) (3 night min)
  - Apr 16, 2027: $445.67 (Available) (3 night min)
  - Apr 17, 2027: $450 (Available) (3 night min)
  - Apr 18, 2027: $445.67 (Available) (3 night min)
  - Apr 19, 2027: $417.33 (Available) (3 night min)
  - Apr 20, 2027: $406.50 (Available) (3 night min)
  - Apr 21, 2027: $406 (Available) (3 night min)
  - Apr 22, 2027: $411.75 (Available) (3 night min)
  - Apr 23, 2027: $442.67 (Available) (3 night min)
  - Apr 24, 2027: $447 (Available) (3 night min)
  - Apr 25, 2027: $442.67 (Available) (3 night min)
  - Apr 26, 2027: $415.67 (Available) (3 night min)
  - Apr 27, 2027: $404 (Available) (3 night min)
  - Apr 28, 2027: $403.75 (Available) (3 night min)
  - Apr 29, 2027: $416.75 (Available) (3 night min)
  - Apr 30, 2027: $447.67 (Available) (3 night min)
  - May 1, 2027: $451.33 (Available) (3 night min)
  - May 2, 2027: $447.67 (Available) (3 night min)
  - May 3, 2027: $420 (Available) (3 night min)
  - May 4, 2027: $407 (Available) (3 night min)
  - May 5, 2027: $406.75 (Available) (3 night min)
  - May 6, 2027: $417.50 (Available) (3 night min)
  - May 7, 2027: $449.67 (Available) (3 night min)
  - May 8, 2027: $451.67 (Available) (3 night min)
  - May 9, 2027: $449.67 (Available) (3 night min)
  - May 10, 2027: $418.33 (Available) (3 night min)
  - May 11, 2027: $404.50 (Available) (3 night min)
  - May 12, 2027: $404.25 (Available) (3 night min)
  - May 13, 2027: $417.75 (Available) (3 night min)
  - May 14, 2027: $448.33 (Available) (3 night min)
  - May 15, 2027: $454.33 (Available) (3 night min)
  - May 16, 2027: $448.33 (Available) (3 night min)
  - May 17, 2027: $423.33 (Available) (3 night min)
  - May 18, 2027: $422.71 (Available) (3 night min)
  - May 19, 2027: $438 (Available) (3 night min)
  - May 20, 2027: $454.25 (Available) (3 night min)
  - May 21, 2027: $482.33 (Available) (3 night min)
  - May 22, 2027: $499 (Available) (3 night min)
  - May 23, 2027: $499 (Available) (3 night min)
  - May 24, 2027: $516.33 (Available) (3 night min)
  - May 25, 2027: $518 (Available) (3 night min)
  - May 26, 2027: $519.67 (Available) (3 night min)
  - May 27, 2027: $524.67 (Available) (3 night min)
  - May 28, 2027: $525.33 (Available) (3 night min)
  - May 29, 2027: $525.33 (Available) (3 night min)
  - May 30, 2027: $525.33 (Available) (3 night min)
  - May 31, 2027: $525.33 (Available) (3 night min)
  - Jun 1, 2027: $520.33 (Available) (3 night min)
  - Jun 2, 2027: $501.50 (Available) (3 night min)
  - Jun 3, 2027: $487.33 (Available) (3 night min)
  - Jun 4, 2027: $512 (Available) (3 night min)
  - Jun 5, 2027: $522 (Available) (3 night min)
  - Jun 6, 2027: $512 (Available) (3 night min)
  - Jun 7, 2027: $497.14 (Available) (3 night min)
  - Jun 8, 2027: $496 (Available) (3 night min)
  - Jun 9, 2027: $497.14 (Available) (3 night min)
  - Jun 10, 2027: $529 (Available) (3 night min)
  - Jun 11, 2027: $576 (Available) (3 night min)
  - Jun 12, 2027: $568.50 (Available) (3 night min)
  - Jun 13, 2027: $518 (Available) (3 night min)
  - Jun 14, 2027: $498.33 (Available) (3 night min)
  - Jun 15, 2027: $489.50 (Available) (3 night min)
  - Jun 16, 2027: $493.50 (Available) (3 night min)
  - Jun 17, 2027: $514.50 (Available) (3 night min)
  - Jun 18, 2027: $545.67 (Available) (3 night min)
  - Jun 19, 2027: $558 (Available) (3 night min)
  - Jun 20, 2027: $545.67 (Available) (3 night min)
  - Jun 21, 2027: $529 (Available) (3 night min)
  - Jun 22, 2027: $525.86 (Available) (3 night min)
  - Jun 23, 2027: $548 (Available) (3 night min)
  - Jun 24, 2027: $563 (Available) (3 night min)
  - Jun 25, 2027: $603.67 (Available) (3 night min)
  - Jun 26, 2027: $628 (Available) (3 night min)
  - Jun 27, 2027: $635 (Available) (3 night min)
  - Jun 28, 2027: $615 (Available) (3 night min)
  - Jun 29, 2027: $612.40 (Available) (3 night min)
  - Jun 30, 2027: $638.20 (Available) (3 night min)
  - Jul 1, 2027: $653.50 (Available) (3 night min)
  - Jul 2, 2027: $718.33 (Available) (3 night min)
  - Jul 3, 2027: $723 (Available) (3 night min)
  - Jul 4, 2027: $718.33 (Available) (3 night min)
  - Jul 5, 2027: $673 (Available) (3 night min)
  - Jul 6, 2027: $642 (Available) (3 night min)
  - Jul 7, 2027: $618.50 (Available) (3 night min)
  - Jul 8, 2027: $626.50 (Available) (3 night min)
  - Jul 9, 2027: $651 (Available) (3 night min)
  - Jul 10, 2027: $664.33 (Available) (3 night min)
  - Jul 11, 2027: $651 (Available) (3 night min)
  - Jul 12, 2027: $632 (Available) (3 night min)
  - Jul 13, 2027: $609.86 (Available) (3 night min)
  - Jul 14, 2027: $609.86 (Available) (3 night min)
  - Jul 15, 2027: $643.25 (Available) (3 night min)
  - Jul 16, 2027: $674 (Available) (3 night min)
  - Jul 17, 2027: $700.67 (Available) (3 night min)
  - Jul 18, 2027: $700.67 (Available) (3 night min)
  - Jul 19, 2027: $666.75 (Available) (3 night min)
  - Jul 20, 2027: $626.20 (Available) (3 night min)
  - Jul 21, 2027: $618.33 (Available) (3 night min)
  - Jul 22, 2027: $634.75 (Available) (3 night min)
  - Jul 23, 2027: $698.67 (Available) (3 night min)
  - Jul 24, 2027: $706 (Available) (3 night min)
  - Jul 25, 2027: $698.67 (Available) (3 night min)
  - Jul 26, 2027: $661.67 (Available) (3 night min)
  - Jul 27, 2027: $626.40 (Available) (3 night min)
  - Jul 28, 2027: $610.75 (Available) (3 night min)
  - Jul 29, 2027: $618 (Available) (3 night min)
  - Jul 30, 2027: $658.67 (Available) (3 night min)
  - Jul 31, 2027: $680.50 (Available) (3 night min)
  - Aug 1, 2027: $668.57 (Available) (3 night min)
  - Aug 2, 2027: $668.57 (Available) (3 night min)
  - Aug 3, 2027: $668.57 (Available) (3 night min)
  - Aug 4, 2027: $709.80 (Available) (3 night min)
  - Aug 5, 2027: $737.25 (Available) (3 night min)
  - Aug 6, 2027: $796.33 (Available) (3 night min)
  - Aug 7, 2027: $798.33 (Available) (3 night min)
  - Aug 8, 2027: $796.33 (Available) (3 night min)
  - Aug 9, 2027: $717.25 (Available) (3 night min)
  - Aug 10, 2027: $673.29 (Available) (3 night min)
  - Aug 11, 2027: $653.83 (Available) (3 night min)
  - Aug 12, 2027: $653.25 (Available) (3 night min)
  - Aug 13, 2027: $666.33 (Available) (3 night min)
  - Aug 14, 2027: $693 (Available) (3 night min)
  - Aug 15, 2027: $685 (Available) (3 night min)
  - Aug 16, 2027: $661.33 (Available) (3 night min)
  - Aug 17, 2027: $622 (Available) (3 night min)
  - Aug 18, 2027: $637.40 (Available) (3 night min)
  - Aug 19, 2027: $641.50 (Available) (3 night min)
  - Aug 20, 2027: $692.33 (Available) (3 night min)
  - Aug 21, 2027: $715.50 (Available) (3 night min)
  - Aug 22, 2027: $692.33 (Available) (3 night min)
  - Aug 23, 2027: $675.25 (Available) (3 night min)
  - Aug 24, 2027: $636.40 (Available) (3 night min)
  - Aug 25, 2027: $620.14 (Available) (3 night min)
  - Aug 26, 2027: $634.25 (Available) (3 night min)
  - Aug 27, 2027: $651.33 (Available) (3 night min)
  - Aug 28, 2027: $670.67 (Available) (3 night min)
  - Aug 29, 2027: $651.33 (Available) (3 night min)
  - Aug 30, 2027: $634.25 (Available) (3 night min)
  - Aug 31, 2027: $596 (Available) (3 night min)
  - Sep 1, 2027: $577.20 (Available) (3 night min)
  - Sep 2, 2027: $576.43 (Available) (3 night min)
  - Sep 3, 2027: $584.33 (Available) (3 night min)
  - Sep 4, 2027: $584.33 (Available) (3 night min)
  - Sep 5, 2027: $584.33 (Available) (3 night min)
  - Sep 6, 2027: $564.50 (Available) (3 night min)
  - Sep 7, 2027: $542 (Available) (3 night min)
  - Sep 8, 2027: $527.43 (Available) (3 night min)
  - Sep 9, 2027: $516.43 (Available) (3 night min)
  - Sep 10, 2027: $516.67 (Available) (3 night min)
  - Sep 11, 2027: $520.67 (Available) (3 night min)
  - Sep 12, 2027: $516.67 (Available) (3 night min)
  - Sep 13, 2027: $494 (Available) (3 night min)
  - Sep 14, 2027: $494 (Available) (3 night min)
  - Sep 15, 2027: $512.80 (Available) (3 night min)
  - Sep 16, 2027: $543 (Available) (3 night min)
  - Sep 17, 2027: $584 (Not Available) (3 night min)
  - Sep 18, 2027: $592.67 (Not Available) (3 night min)
  - Sep 19, 2027: $584 (Not Available) (3 night min)
  - Sep 20, 2027: $528 (Not Available) (3 night min)
  - Sep 21, 2027: $508 (Not Available) (3 night min)
  - Sep 22, 2027: $497 (Not Available) (3 night min)
  - Sep 23, 2027: $504.33 (Not Available) (3 night min)
  - Sep 24, 2027: $556.67 (Not Available) (3 night min)
  - Sep 25, 2027: $557 (Not Available) (3 night min)
  - Sep 26, 2027: $556.67 (Not Available) (3 night min)
  - Sep 27, 2027: $510.29 (Not Available) (3 night min)
  - Sep 28, 2027: $510.67 (Not Available) (3 night min)
  - Sep 29, 2027: $540.60 (Not Available) (3 night min)
  - Sep 30, 2027: $577.33 (Not Available) (3 night min)
  - Oct 1, 2027: $619.33 (Not Available) (3 night min)
  - Oct 2, 2027: $619.33 (Not Available) (3 night min)
  - Oct 3, 2027: $618 (Not Available) (3 night min)
  - Oct 4, 2027: $579 (Not Available) (3 night min)
  - Oct 5, 2027: $582.80 (Not Available) (3 night min)
  - Oct 6, 2027: $617.33 (Not Available) (3 night min)
  - Oct 7, 2027: $661.20 (Not Available) (3 night min)
  - Oct 8, 2027: $699.25 (Not Available) (3 night min)
  - Oct 9, 2027: $728 (Not Available) (3 night min)
  - Oct 10, 2027: $728 (Not Available) (3 night min)
  - Oct 11, 2027: $716 (Not Available) (3 night min)
  - Oct 12, 2027: $674.75 (Not Available) (3 night min)
  - Oct 13, 2027: $656.71 (Not Available) (3 night min)
  - Oct 14, 2027: $674.50 (Not Available) (3 night min)
  - Oct 15, 2027: $746.50 (Not Available) (3 night min)
  - Oct 16, 2027: $759 (Not Available) (3 night min)
  - Oct 17, 2027: $759 (Not Available) (3 night min)
  - Oct 18, 2027: $699 (Not Available) (3 night min)
  - Oct 19, 2027: $638.50 (Not Available) (3 night min)
  - Oct 20, 2027: $614 (Not Available) (3 night min)
  - Oct 21, 2027: $606.29 (Not Available) (3 night min)
  - Oct 22, 2027: $645.33 (Not Available) (3 night min)
  - Oct 23, 2027: $649 (Not Available) (3 night min)
  - Oct 24, 2027: $645.33 (Not Available) (3 night min)
  - Oct 25, 2027: $575.25 (Not Available) (3 night min)
  - Oct 26, 2027: $538 (Not Available) (3 night min)
  - Oct 27, 2027: $516.83 (Not Available) (3 night min)
  - Oct 28, 2027: $512.50 (Not Available) (3 night min)
  - Oct 29, 2027: $521 (Not Available) (3 night min)
  - Oct 30, 2027: $529.50 (Not Available) (3 night min)
  - Oct 31, 2027: $521 (Not Available) (3 night min)
  - Nov 1, 2027: $468.25 (Not Available) (3 night min)
  - Nov 2, 2027: $455.20 (Not Available) (3 night min)
  - Nov 3, 2027: $452.50 (Not Available) (3 night min)
  - Nov 4, 2027: $470.50 (Not Available) (3 night min)
  - Nov 5, 2027: $504 (Not Available) (3 night min)
  - Nov 6, 2027: $506.33 (Not Available) (3 night min)
  - Nov 7, 2027: $504 (Not Available) (3 night min)
  - Nov 8, 2027: $479 (Not Available) (3 night min)
  - Nov 9, 2027: $468.67 (Not Available) (3 night min)
  - Nov 10, 2027: $477.33 (Not Available) (3 night min)
  - Nov 11, 2027: $494 (Not Available) (3 night min)
  - Nov 12, 2027: $499 (Not Available) (3 night min)
  - Nov 13, 2027: $500.67 (Not Available) (3 night min)
  - Nov 14, 2027: $496 (Not Available) (3 night min)
  - Nov 15, 2027: $463.50 (Not Available) (3 night min)
  - Nov 16, 2027: $437.50 (Not Available) (3 night min)
  - Nov 17, 2027: $437.50 (Not Available) (3 night min)
  - Nov 18, 2027: $462.14 (Not Available) (3 night min)
  - Nov 19, 2027: $493.33 (Not Available) (3 night min)
  - Nov 20, 2027: $502.86 (Not Available) (3 night min)
  - Nov 21, 2027: $502.86 (Not Available) (3 night min)
  - Nov 22, 2027: $523.67 (Not Available) (3 night min)
  - Nov 23, 2027: $555.50 (Not Available) (3 night min)
  - Nov 24, 2027: $581.50 (Not Available) (3 night min)
  - Nov 25, 2027: $631 (Not Available) (3 night min)
  - Nov 26, 2027: $645.50 (Not Available) (3 night min)
  - Nov 27, 2027: $671.50 (Not Available) (3 night min)
  - Nov 28, 2027: $671.50 (Not Available) (3 night min)
  - Nov 29, 2027: $671.50 (Not Available) (3 night min)
  - Nov 30, 2027: $673 (Not Available) (3 night min)
  - Dec 1, 2027: $673 (Not Available) (3 night min)
  - Dec 2, 2027: $673 (Not Available) (3 night min)
  - Dec 3, 2027: $673 (Not Available) (3 night min)
  - Dec 4, 2027: $673 (Not Available) (3 night min)
  - Dec 5, 2027: $673 (Not Available) (3 night min)
  - Dec 6, 2027: $673 (Not Available) (3 night min)
  - Dec 7, 2027: $673 (Not Available) (3 night min)
  - Dec 8, 2027: $673 (Not Available) (3 night min)
  - Dec 9, 2027: $673 (Not Available) (3 night min)
  - Dec 10, 2027: $673 (Not Available) (3 night min)
  - Dec 11, 2027: $673 (Not Available) (3 night min)
  - Dec 12, 2027: $673 (Not Available) (3 night min)
  - Dec 13, 2027: $673 (Not Available) (3 night min)
  - Dec 14, 2027: $673 (Not Available) (3 night min)
  - Dec 15, 2027: $673 (Not Available) (3 night min)
  - Dec 16, 2027: $673 (Not Available) (3 night min)
  - Dec 17, 2027: $673 (Not Available) (3 night min)
  - Dec 18, 2027: $673 (Not Available) (3 night min)
  - Dec 19, 2027: $673 (Not Available) (3 night min)
  - Dec 20, 2027: $673 (Not Available) (3 night min)
  - Dec 21, 2027: $673 (Not Available) (3 night min)
  - Dec 22, 2027: $673 (Not Available) (3 night min)
  - Dec 23, 2027: $673 (Not Available) (3 night min)
  - Dec 24, 2027: $673 (Not Available) (3 night min)
  - Dec 25, 2027: $673 (Not Available) (3 night min)
  - Dec 26, 2027: $673 (Not Available) (3 night min)
  - Dec 27, 2027: $673 (Not Available) (3 night min)
  - Dec 28, 2027: $673 (Not Available) (3 night min)
  - Dec 29, 2027: $673 (Not Available) (3 night min)
  - Dec 30, 2027: $673 (Not Available) (3 night min)
  - Dec 31, 2027: $673 (Not Available) (3 night min)
  - Jan 1, 2028: $673 (Not Available) (3 night min)
  - Jan 2, 2028: $673 (Not Available) (3 night min)
  - Jan 3, 2028: $673 (Not Available) (3 night min)
  - Jan 4, 2028: $673 (Not Available) (3 night min)
  - Jan 5, 2028: $673 (Not Available) (3 night min)
  - Jan 6, 2028: $673 (Not Available) (3 night min)
  - Jan 7, 2028: $673 (Not Available) (3 night min)
  - Jan 8, 2028: $673 (Not Available) (3 night min)
  - Jan 9, 2028: $673 (Not Available) (3 night min)
  - Jan 10, 2028: $673 (Not Available) (3 night min)
  - Jan 11, 2028: $673 (Not Available) (3 night min)
  - Jan 12, 2028: $673 (Not Available) (3 night min)
  - Jan 13, 2028: $673 (Not Available) (3 night min)
  - Jan 14, 2028: $673 (Not Available) (3 night min)
  - Jan 15, 2028: $673 (Not Available) (3 night min)
  - Jan 16, 2028: $673 (Not Available) (3 night min)
  - Jan 17, 2028: $673 (Not Available) (3 night min)
  - Jan 18, 2028: $673 (Not Available) (3 night min)
  - Jan 19, 2028: $673 (Not Available) (3 night min)
  - Jan 20, 2028: $673 (Not Available) (3 night min)
  - Jan 21, 2028: $673 (Not Available) (3 night min)
  - Jan 22, 2028: $673 (Not Available) (3 night min)
  - Jan 23, 2028: $673 (Not Available) (3 night min)
  - Jan 24, 2028: $673 (Not Available) (3 night min)
  - Jan 25, 2028: $673 (Not Available) (3 night min)
  - Jan 26, 2028: $673 (Not Available) (3 night min)
  - Jan 27, 2028: $673 (Not Available) (3 night min)
  - Jan 28, 2028: $673 (Not Available) (3 night min)
  - Jan 29, 2028: $673 (Not Available) (3 night min)
  - Jan 30, 2028: $673 (Not Available) (3 night min)
  - Jan 31, 2028: $673 (Not Available) (3 night min)
  - Feb 1, 2028: $673 (Not Available) (3 night min)
  - Feb 2, 2028: $673 (Not Available) (3 night min)
  - Feb 3, 2028: $673 (Not Available) (3 night min)
  - Feb 4, 2028: $673 (Not Available) (3 night min)
  - Feb 5, 2028: $673 (Not Available) (3 night min)
  - Feb 6, 2028: $673 (Not Available) (3 night min)
  - Feb 7, 2028: $673 (Not Available) (3 night min)
  - Feb 8, 2028: $673 (Not Available) (3 night min)
  - Feb 9, 2028: $673 (Not Available) (3 night min)
  - Feb 10, 2028: $673 (Not Available) (3 night min)
  - Feb 11, 2028: $673 (Not Available) (3 night min)
  - Feb 12, 2028: $673 (Not Available) (3 night min)
  - Feb 13, 2028: $673 (Not Available) (3 night min)
  - Feb 14, 2028: $673 (Not Available) (3 night min)
  - Feb 15, 2028: $673 (Not Available) (3 night min)
  - Feb 16, 2028: $673 (Not Available) (3 night min)
  - Feb 17, 2028: $673 (Not Available) (3 night min)
  - Feb 18, 2028: $673 (Not Available) (3 night min)
  - Feb 19, 2028: $673 (Not Available) (3 night min)
  - Feb 20, 2028: $673 (Not Available) (3 night min)
  - Feb 21, 2028: $673 (Not Available) (3 night min)
  - Feb 22, 2028: $673 (Not Available) (3 night min)
  - Feb 23, 2028: $673 (Not Available) (3 night min)
  - Feb 24, 2028: $673 (Not Available) (3 night min)
  - Feb 25, 2028: $673 (Not Available) (3 night min)
  - Feb 26, 2028: $673 (Not Available) (3 night min)
  - Feb 27, 2028: $673 (Not Available) (3 night min)
  - Feb 28, 2028: $673 (Not Available) (3 night min)
  - Feb 29, 2028: $673 (Not Available) (3 night min)
  - Mar 1, 2028: $673 (Not Available) (3 night min)
  - Mar 2, 2028: $673 (Not Available) (3 night min)
  - Mar 3, 2028: $673 (Not Available) (3 night min)
  - Mar 4, 2028: $673 (Not Available) (3 night min)
  - Mar 5, 2028: $673 (Not Available) (3 night min)
  - Mar 6, 2028: $673 (Not Available) (3 night min)
  - Mar 7, 2028: $673 (Not Available) (3 night min)
  - Mar 8, 2028: $673 (Not Available) (3 night min)
  - Mar 9, 2028: $673 (Not Available) (3 night min)
  - Mar 10, 2028: $673 (Not Available) (3 night min)
  - Mar 11, 2028: $673 (Not Available) (3 night min)
  - Mar 12, 2028: $673 (Not Available) (3 night min)
  - Mar 13, 2028: $673 (Not Available) (3 night min)
  - Mar 14, 2028: $673 (Not Available) (3 night min)
  - Mar 15, 2028: $673 (Not Available) (3 night min)
  - Mar 16, 2028: $673 (Not Available) (3 night min)
  - Mar 17, 2028: $673 (Not Available) (3 night min)
  - Mar 18, 2028: $423.41 (Not Available) (3 night min)
  - Mar 19, 2028: $456.40 (Not Available) (3 night min)
  - Mar 20, 2028: $459.90 (Not Available) (3 night min)
  - Mar 21, 2028: $456.40 (Not Available) (3 night min)
  - Mar 22, 2028: $425.25 (Not Available) (3 night min)
  - Mar 23, 2028: $411.07 (Not Available) (3 night min)
  - Mar 24, 2028: $410.55 (Not Available) (3 night min)


## Availability Rules for AI Agents
- A date marked "Available" means check-in is allowed on that date.
- A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available".
- Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms.
- The daily pricing table covers every date through Mar 24, 2028. A date missing from the table has no published nightly rate.
- If a requested date range extends beyond the table, visit the property URL for live booking details.

## Stay Timing
- **Check-in**: After 4:00 PM
- **Check-out**: Before 10:00 AM

## Location
- **Address**: Hillsdale, New York, United States
- **Postal Code**: 12529
- **Coordinates**: 42.250076, -73.46493869999999
- **Local Area**: Nestled in the heart of the Hudson Valley, this location offers easy access to a wide range of outdoor and cultural activities. Enjoy scenic hikes and nature walks at Taconic State Park or Bash Bish Falls, just a short drive away. In the winter, head to nearby Catamount Mountain Resort for skiing and snowboarding. The charming towns of Hudson and Great Barrington are close by, offering boutique shopping, art galleries, farm-to-table dining, and live music. Whether you're seeking outdoor adventure or a relaxed weekend exploring local culture, there's something for everyone in this vibrant region.

## Sleeping Arrangements


## Amenities
- GUEST_HOUSE
- BBQ_AREA
- BALCONY
- MOUNTAIN_VIEW
- FOREST_VIEW
- FREE_PARKING
- HOT_WATER
- WASHER
- DRYER
- HEATING
- OUTDOOR_DINING_AREA
- OUTDOOR_SEATING
- CARBON_MONOXIDE_DETECTOR
- WIFI
- FIRE_EXTINGUISHER
- FIRST_AID_KIT
- SMOKE_DETECTOR
- AIR_CONDITIONING
- BBQ_AREA
- OUTDOOR_DINING_AREA
- OUTDOOR_SEATING
- BBQ_UTENSILS
- DINING_TABLE
- KITCHEN
- COOKING_BASICS
- COFFEE
- COFFEE_MAKER
- FREEZER
- FRIDGE
- KETTLE
- SPICES
- STOVE
- TEA
- POTS_AND_PANS
- DISHES
- DISHWASHER
- SILVERWARE
- WINE_GLASSES
- TV
- FIRE_PLACE
- BED_LINENS
- CLOSET
- HANGERS
- BATH_LINENS
- ENSUITE_BATHROOM
- BATHTUB
- TOILET
- SHOWER
- SHOWER_GEL
- CONDITIONER
- SHAMPOO
- BODY_SOAP
- HAIR_DRYER
- BED_LINENS
- CLOSET
- HANGERS
- BED_LINENS
- CLOSET
- HANGERS
- BATH_LINENS
- TOILET
- SHOWER
- SHOWER_GEL
- CONDITIONER
- SHAMPOO
- BODY_SOAP
- BATH_LINENS
- TOILET
- SHOWER
- SHOWER_GEL
- CONDITIONER
- SHAMPOO
- BODY_SOAP
- BATHTUB
- DESK
- WASHER
- DRYER
- CLEANING_SUPPLIES
- GUEST_HOUSE
- TV
- DINING_TABLE
- KITCHEN
- COOKING_BASICS
- COFFEE
- COFFEE_MAKER
- FREEZER
- FRIDGE
- KETTLE
- OVEN
- SPICES
- STOVE
- TEA
- DISHES
- DISHWASHER
- SILVERWARE
- WINE_GLASSES
- BED_LINENS
- CLOSET
- HANGERS
- BATH_LINENS
- BATHTUB
- TOILET
- SHOWER
- SHOWER_GEL
- CONDITIONER
- SHAMPOO
- BODY_SOAP
- HAIR_DRYER
- DESK

## Reviews
This property has 60 reviews with an average rating of 4.9/5.

### Recent Reviews
- **Jodie**: "We had a great family get-together at Ben’s home. It is in a good location for access to both the Berkshires (and Tanglewood) along with the Hudson River Valley. Beautiful property on a quiet private road, perfect for walks. It’s great to have separate bathrooms for each of the bedrooms, along with a few different areas for gathering and relaxation. Property is a bit hilly with stone stairs, for those that may have mobility challenges." (5/5)
- **Viet**: "We stayed at Ben’s place to celebrate my mom’s birthday, and she absolutely loved it! The home was spacious, comfortable, and had beautiful, relaxing views. It was also conveniently located near several charming towns, making it easy for us to explore the area. We had a wonderful stay and would definitely recommend it!" (5/5)
- **Theresa**: "We had a wonderful stay at Ben and Andrew’s home in Hillsdale during a wedding weekend. The property is spectacularly beautiful, both inside and out. The décor and furnishings are exceptional, and the entire home was spotlessly clean.<br/>Ben and Andrew were outstanding hosts. Communication was excellent, and they responded to our questions almost immediately, making our stay smooth and enjoyable.<br/>The only minor drawback was the limited closet space. There are two closets available, but only one has a hanging rod. Adding a wardrobe to the spacious master bedroom would provide more convenient storage for guests.<br/>We had an excellent experience and would highly recommend this beautiful home to others." (5/5)
- **Aaron**: "Great stay over Memorial Day Weekend." (5/5)
- **Tae**: "We had such a wonderful stay here! The home was beautiful, peaceful, and surrounded by gorgeous scenery, exactly what we needed for a quick getaway and change of scenery. The space was very family-friendly and felt comfortable and welcoming from the moment we arrived. We truly enjoyed our time and would absolutely recommend it to anyone looking for a relaxing escape!" (5/5)
- **Darcia**: "This was a beautiful retreat for me and my girls! <br/>The only feedback we would give is, there should be retractable blinds fir privacy, everyone is not comfortable with windows without blinds, curtains or shades.<br/>Otherwise, well done,<br/>Mr.Ben." (5/5)
- **Gili**: "Ben was a great host and the house is very well designed and maintained. <br/>We visited, 4 adults, 4 kids and a dog and everyone had a place to sleep. <br/>The kid’s bedroom is on the lower level, but our kids are older and we’re ok with it. <br/>Lovely kitchen and showers!" (5/5)
- **Kenneth**: "Great house and hosts! We had a few small issues that were out of the hosts control but they were very responsive and had the issues resolved as soon as possible." (4/5)
- **Umesh**: "Our family of 4 spent a week on Ben's place.  It was a great, relaxing getaway from the city.  Ben provided us with good tips for the surroundings towns and we had really good pizza, sushi and ice cream nearby.  The home is large enough for all of us to have our own space but cozy enough to come together, play board games and watch movies.  The beds were very comfortable and the view from the main bedroom is awesome.  A great time for all." (5/5)
- **Nora**: "Our family had a great stay at Ben and Andrew’s house. We enjoyed morning coffee and game nights at the outdoor table listening to the nearby river and made day trips to some beautiful hiking spots in the Berkshires. We’d definitely recommend!" (5/5)

## Guest Services
- **24/7 Concierge**: Available through the Benjamin Lockspeiser app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: cm8x2gxq3148x6hjk4gjgfmuv
- **Property Slug**: wander-hillsdale-valley

## Booking Information
For more information and to book this property, visit:
https://benjamin-lockspeiser.wanderos.com/property/cm8x2gxq3148x6hjk4gjgfmuv/wander-hillsdale-valley

Or contact Benjamin Lockspeiser customer service for assistance.

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*Last modified: Sep 21, 2026*
*This markdown file is generated automatically for AI agents and search engines.*