1/88

Hillsdale, New York

Wander Hillsdale Valley

4 bedrooms6 beds4 baths10 guests

4.9 (60)

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 License: License: N/A

Availability & Pricing

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 minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

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

What this home offers

Guest house

BBQ Area

Balcony

Mountain view

Forest view

What our guests say

4.9

60 reviews

Jodie

June 2026

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.

Viet

June 2026

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!

Theresa

May 2026

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.

Where you’ll be

Hillsdale, New York, 12529, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Not suitable for children (2–12 years).

Not suitable for infants (under 2).

Maximum 10 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.

Benjamin Lockspeiser

Benjamin Lockspeiser

Benjamin Lockspeiser

Wander Hillsdale Valley

Availability & Pricing

What this home offers

What our guests say

Where you’ll be

Our promise to you

Things to know

Check-in & check-out

Property rules

Number and age of guests

Pets

Events

Smoking

Check-in & check-out

Cancellation policy