Title: Town of Highlands Villas from CA $1,001 | Expedia.ca [Town of Highlands Hotels](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Hotel-Destinations)[Vacation Rentals in Town of Highlands](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Vacation-Rental-Destinations)[Town of Highlands Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Highlands.d553248635976002149.Car-Rental-Destinations)[Town of Highlands Vacations](https://expedia.ca/Town-Of-Highlands.d553248635976002149.Destination-Travel-Guides) ![Hudson River bridge aerial with stunning pink and gold sunrise light](https://images.trvl-media.com/place/553248635976002149/3f6b3a4c-3300-4975-933e-f00e691a1084.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Town of Highlands Villa Rentals from CA $1,001 ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Highlands ![](https://mediaim.expedia.com/destination/1/d0cc470cce0c12eec31b3f6f28539bc4.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Point [](https://expedia.ca/West-Point-Villas.d9700-aaVillas.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/0dd0b78def315096bc47a57bca0e3daf.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Highland Falls [](https://expedia.ca/Highland-Falls-Villas.d9540-aaVillas.Travel-Guide-Accommodation) ## Featured Villas in Town of Highlands ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/4bfd201e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/86c12ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/afb447e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/2153a20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space Monroe 6.8/10 (5) "It was a great home with lots of space indoor and outside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yogita R. [](https://www.expedia.ca/Monroe-Hotels-7BR-Monroe-Getaway-Pool.h118005460.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/474a6df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/633c9489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/1279e15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/5d0ec3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 9BR Retreat w/Pool & Hot Tub Chester 7.0/10 Good (2) "Pool was not open or usable but we were not interested in doing that " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John D. [](https://www.expedia.ca/Chester-Hotels-Luxury-9BR-Retreat-WPool-Hot-Tub.h119565052.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/80000000/79770000/79761800/79761789/w1297h711x3y0-100a2e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/80000000/79770000/79761800/79761789/5714785e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/80000000/79770000/79761800/79761789/18abb04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79770000/79761800/79761789/40cb896f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun Getaway near Cascade Lake in Warwick NY Warwick 8.0/10 Very good (11) "Would recommend a lot of space greatful to stay in this home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Warwick-Hotels-Family-Fun-Getaway-Near-Cascade-Lake-In-Warwick-NY.h79761789.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83650000/83646900/83646889/w1024h682x0y1-5f483e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83650000/83646900/83646889/2424ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83650000/83646900/83646889/w1024h682x0y1-0e75ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83650000/83646900/83646889/f11f32e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard Chester 9.6/10 Exceptional (13) "Wonderful time, it is a very spacious house we booked for our summer college friends reunion with our families. Pool was great for the kids, house was very clean and well stocked. Host was easy to communicate with and helpful. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren P. [](https://www.expedia.ca/Chester-Hotels-Magnificent-Villa.h83646889.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/606b0217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/91068c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/4a66921e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120580000/120579000/120579000/20c84dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool, Fire Pit Bedroom & Alaska King – Sleeps 16 goshen CA $508 CA $1,001 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Goshen-Hotels-Pool.h120579000.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/108000000/107030000/107027000/107026903/9bad3f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/108000000/107030000/107027000/107026903/w1440h959x0y1-63fe01ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107030000/107027000/107026903/6a3b1832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/108000000/107030000/107027000/107026903/w1440h958x0y1-778bf101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY. Monroe 8.8/10 Excellent (9) "Big, spacious and clean. The area is calm and shops are within 5 min driving distance" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELI [](https://www.expedia.ca/Monroe-Hotels-Spacious-Beautiful-5-Bedroom-Mediterranean-Villa-In-Monroe.h107026903.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/80000000/79910000/79908200/79908172/864c5b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79910000/79908200/79908172/29572562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79910000/79908200/79908172/a43333e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/80000000/79910000/79908200/79908172/6b47161b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery Woodbury 10/10 Exceptional (27) "Truly gorgeous house and surroundings! The owner has thought of everything and created a wonderful retreat. We were a total of 9 adults representing 3 generations and we had space and activities for everyone. Great location as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy B. [](https://www.expedia.ca/Highland-Mills-Hotels-Kick-Back-Relax-In-This-Peaceful.h79908172.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/05de4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/1a8c928b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/bffdf7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/65834f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge Stony Point [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-10BR-Escape-W-Pool.h118869279.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/779573c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/01dca1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/a1984445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/441674be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC Harriman 10/10 Exceptional (78) "Our stay was very pleasant and the host was very responsive and made sure an issue was quickly resolved. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elan N. [](https://www.expedia.ca/Harriman-Hotels-Stunning-Mansion.h21473546.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83820000/83816500/83816417/e1bb5765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83820000/83816500/83816417/d1607b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83820000/83816500/83816417/b9afa22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83820000/83816500/83816417/017494e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Scenic Mansion With Breathtaking View Highland 8.8/10 Excellent (18) "Great facilities: pool, tennis/pickleball court, big screen tv. Clean. Weather was great so we didn't use AC or heat. Very scenic views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy B. [](https://www.expedia.ca/Highland-Hotels-The-Scenic-Mansion-With-Breathtaking-View.h83816417.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/d28d79cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/d745a3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/e8ace80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113610000/113603200/113603125/91bdd53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Retreat w/ Pool, Hot Tub & Game Room Stony Point 4.0/10 (1) "The house itself was fine but the pool was unusable and not maintained. We were frequently promised it would be fixed each day but there was no maintenance done. Even going through support, there was no attempt to make things right and we were unable to use the pool during a hot summer weekend. (There aren't even any pool towels for use)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin L. [](https://www.expedia.ca/Stony-Point-Hotels-Spacious-Retreat-W-Pool.h113603125.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/eadd18aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/7512a663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/0df11d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/9d428ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Retreat with Autumn Views and Game Room Stony Point 10/10 Exceptional (4) "Stayed for 3 nights with friends and family had an absolute blast! Amazing house! 100% would book this house again. I highly recommend this house. Very clean and very comfortable. If you had any questions owner would get back to you very quickly. Overall 10/10 stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg S. [](https://www.expedia.ca/Stony-Point-Hotels-5-Bdrm-Luxury-Near-West-Point-With-Gym.h107826191.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109760000/109753400/109753353/fae8a081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109760000/109753400/109753353/w6994h4672x6y6-6216ec04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109760000/109753400/109753353/w6994h4672x6y6-a573ac3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109760000/109753400/109753353/w6996h4672x4y6-3e947bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom villa with WiFi, AC in fabulous Monroe Monroe 7.4/10 Good (3) "Check in was easy. Premises clean and reasonably comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian W. [](https://www.expedia.ca/Monroe-Hotels-Charming-3-Bedroom-Villa-With-WiFi.h109753353.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74830000/74827300/74827296/ae46b784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/75000000/74830000/74827300/74827296/57b9d709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74830000/74827300/74827296/6ece11f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74830000/74827300/74827296/184aca81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY Monroe 9.4/10 Exceptional (21) "We stayed here while visiting family for Thanksgiving. We loved the hot tub, space to run around and super comfy beds and linens. Would definitely visit again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly W. [](https://www.expedia.ca/Monroe-Hotels-MODERN-FARMHOUSE-HOME-ON-5-ACRE-DREAM-PROPERTY.h74827296.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90160000/90159100/90159083/301853ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90160000/90159100/90159083/1659cd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90160000/90159100/90159083/81f9023f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90160000/90159100/90159083/95bbba80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious & Tranquil \~ Pool \~ Fire Pit \~ Backyard! Monroe 6.0/10 (1) "The pictures are accurate but when you get there you see the furniture is flimsy, the cabinets and drawers fall off when you touch them and the yard is a disaster. There is so much stagnant water the mosquitos look like drones!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kin J. [](https://www.expedia.ca/Monroe-Hotels-Luxurious-Tranquil-Pool-Fire-Pit-Backyard.h90159083.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90010000/90008200/90008144/4cfc7236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/91000000/90010000/90008200/90008144/dd8220b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90008200/90008144/b8723f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90010000/90008200/90008144/8c5c2ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect home for a dream retreat + POOL Wallkill 6.0/10 (2) "We definitely intend on coming back to enjoy the pool!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danyelle J. [](https://www.expedia.ca/Wallkill-Hotels-Perfect-Home-For-A-Dream-Retreat-POOL.h90008144.Hotel-Information) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/1415e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/w3000h2168x0y0-977f5e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/4892c54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/115000000/114320000/114311000/114310925/e3942d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Retreat With Autumn Views and Fireplace Stony Point [](https://www.expedia.ca/Stony-Point-Hotels-Luxury-5-Bdrm-Getaway-Near-West-Point.h114310925.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/1db73b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/f4044c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/e89833ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/d7b8b432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Estate on 4 Acres w/ Private Pool! Nyack [](https://www.expedia.ca/Nyack-Hotels-Hudson-Valley-Estate-On-4-Acres-W-Private-Pool.h111471114.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h778x0y21-c749911c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h777x0y16-fc127d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h800x0y11-79646726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h775x0y0-956d3b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom villa in serene Holmes with AC, WiFi Holmes [](https://www.expedia.ca/Holmes-Hotels-Charming-2-Bedroom-Villa-In-Serene-Holmes-With-AC.h108457494.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90710000/90705600/90705582/2da3e7a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90705600/90705582/2dc6f8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, bed sheets](https://images.trvl-media.com/lodging/91000000/90710000/90705600/90705582/acb40f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90710000/90705600/90705582/90e4549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated 3 to 4 bedroom Cape Cod Washingtonville [](https://www.expedia.ca/Washingtonville-Hotels-Updated-3-To-4-Bedroom-Cape-Cod.h90705582.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-21&endDate=2025-12-22®ionId=553248635976002149&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=VILLA) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America®ionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-03-06&d1=2026-03-06&endDate=2026-03-09&d2=2026-03-09&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highlands-Villas.d553248635976002149-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highlands-Villas.d553248635976002149-aaVillas.Travel-Guide-Accommodation) ## Top Town of Highlands Hotel Reviews ![Holiday Inn Express & Suites Hawthorne Elmsford North by IHG](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/789126d5_y.jpg) ### Holiday Inn Express & Suites Hawthorne Elmsford North by IHG 10/10 Excellent "The woman who was in the breakfast room she is lovely and so helpful!" [](https://expedia.ca/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![Armoni Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg) ### Armoni Inn & Suites 10/10 Excellent "It was great no hassles lovely host and everything went smoothly. No complaints, room wasnt too bad either." [](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Staff great room very clean " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg) ### DoubleTree by Hilton Hotel Nanuet 10/10 Excellent "Everything was great. The lady at the front desk was so nice. Our room was clean and very comfortable. I strongly recommend this hotel for a nice and quiet vacation. " [](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 10/10 Excellent "The staff as always" [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Sleepy Hollow Hotel](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a_y.jpg) ### Sleepy Hollow Hotel 10/10 Excellent "Room is great except the heating system doesn’t hold the temperature setting." [](https://expedia.ca/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Excellent stay. Wonderful staff!" [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "Very clean, large room and the staff was very accommodating." [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ## Find out more about Town of Highlands ## Town of Highlands Villas information | Number of reviews | 169 | | ----------------- | --------- | | Accommodation | 23 Villas | | Lowest Price | CA $1,001 | | Highest Price | CA $1,001 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in West Point ](https://www.expedia.ca/5Star-West-Point-Hotels.s50-0-d9700.Travel-Guide-Filter-Hotels) - [Farmstay in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Agritourism.d183639-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Apart-Hotels.d183639-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Bed-And-Breakfast.d183639-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bear Mountain ](https://www.expedia.ca/Bear-Mountain-Chalets.d183639-aaChalets.Travel-Guide-Accommodation) - 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