Title: Town of Highlands Villas from CA $2,006 | 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) ![](https://mediaim.expedia.com/destination/1/61740e0ab5bcc439bc35d6aac5a94e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Town of Highlands Villa Rentals from CA $2,006 ## 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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VILLA&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/80000000/79770000/79761800/79761789/w1297h711x3y0-100a2e81.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) ![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) ![Game room](https://images.trvl-media.com/lodging/80000000/79770000/79761800/79761789/2aa863af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun Getaway near Cascade Lake in Warwick NY Warwick 7.6/10 Good (10) "Our family really enjoyed our stay in this house! The game room especially was a big hit! We would definitely love to come back here again soon!" [](https://www.expedia.ca/Warwick-Hotels-Family-Fun-Getaway-Near-Cascade-Lake-In-Warwick-NY.h79761789.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) ![Game room](https://images.trvl-media.com/lodging/80000000/79910000/79908200/79908172/6b47161b.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) ![Interior](https://images.trvl-media.com/lodging/80000000/79910000/79908200/79908172/197c7b5e.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!" CA $945 CA $2,006 total includes taxes & fees Oct 13 - Oct 14 [](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) ![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) ![10 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/119000000/118870000/118869300/118869279/6e29adf2.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) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83820000/83816500/83816417/e1bb5765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/84000000/83820000/83816500/83816417/f19c3527.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) "This was a extended work visit, and the property was perfect for us and the host was very accommodating whenever needed. I can see a wedding, reunion or a quiet getaway for a large family at this location." [](https://www.expedia.ca/Highland-Hotels-The-Scenic-Mansion-With-Breathtaking-View.h83816417.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/6c0f086b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/41502351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/fc71e0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/22000000/21480000/21473600/21473546/2192fd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC Monroe 10/10 Exceptional (78) "Lovely stay at large and clean home with great kitchen and pool area. Lots of room for everyone and attentive hosts" [](https://www.expedia.ca/Harriman-Hotels-Stunning-Mansion.h21473546.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/4bfd201e.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) ![Fireplace](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005460/746a260c.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) ### 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space Monroe 7.6/10 Good (4) "It was a great home with lots of space indoor and outside. " [](https://www.expedia.ca/Monroe-Hotels-7BR-Monroe-Getaway-Pool.h118005460.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)" [](https://www.expedia.ca/Stony-Point-Hotels-Spacious-Retreat-W-Pool.h113603125.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) ![Interior](https://images.trvl-media.com/lodging/110000000/109760000/109753400/109753353/w6994h4672x6y6-3687267b.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) ![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) ### 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" [](https://www.expedia.ca/Monroe-Hotels-Charming-3-Bedroom-Villa-With-WiFi.h109753353.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) ![Pool](https://images.trvl-media.com/lodging/108000000/107030000/107027000/107026903/6a3b1832.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) ![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 8.6/10 Excellent (8) "Big, spacious and clean. The area is calm and shops are within 5 min driving distance" [](https://www.expedia.ca/Monroe-Hotels-Spacious-Beautiful-5-Bedroom-Mediterranean-Villa-In-Monroe.h107026903.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74830000/74827300/74827296/a33eacc0.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) ### MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY Monroe 9.4/10 Exceptional (19) "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!" [](https://www.expedia.ca/Monroe-Hotels-MODERN-FARMHOUSE-HOME-ON-5-ACRE-DREAM-PROPERTY.h74827296.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/84000000/83650000/83646900/83646889/24d94c63.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) ![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) ### Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard Chester 9.6/10 Exceptional (11) "A spacious house with a to-die-for pool, game room in basement, plenty of storage and refrigerators for all your wonderful culinary desires, comfortable beds, and well divided together and private spaces." [](https://www.expedia.ca/Chester-Hotels-Magnificent-Villa.h83646889.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107826200/107826191/0fd6b5a5.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) ![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) ### Family Retreat with Autumn Views and Game Room Stony Point 10/10 Exceptional (3) "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!" [](https://www.expedia.ca/Stony-Point-Hotels-5-Bdrm-Luxury-Near-West-Point-With-Gym.h107826191.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) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90160000/90159100/90159083/6a8887c7.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) ![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) ### 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!" [](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) ![Interior](https://images.trvl-media.com/lodging/91000000/90010000/90008200/90008144/8c5c2ad7.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90010000/90008200/90008144/009d1a46.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!!" [](https://www.expedia.ca/Wallkill-Hotels-Perfect-Home-For-A-Dream-Retreat-POOL.h90008144.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/e89833ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111480000/111471200/111471114/3b20b97f.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) ### 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) ![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) ![Dining](https://images.trvl-media.com/lodging/120000000/119570000/119565100/119565052/5d0ec3ca.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) ### Luxury 9BR Retreat w/Pool & Hot Tub Chester [](https://www.expedia.ca/Chester-Hotels-Luxury-9BR-Retreat-WPool-Hot-Tub.h119565052.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/e3942d3a.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/w3000h2168x0y0-977f5e01.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108460000/108457500/108457494/w1170h765x0y1-420694a3.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) ![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) ![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90705600/90705582/2dc6f8a3.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=2025-10-25&endDate=2025-10-26®ionId=553248635976002149&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](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 ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](//images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "I stay here whenever I’m in town and love this hotel excellent customer service nice clean and very comfortable!" [](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Sleepy Hollow Hotel](//images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a_y.jpg) ### Sleepy Hollow Hotel 10/10 Excellent "It was a convenient place to stay." [](https://expedia.ca/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information) ![TAPA HOTEL ](//images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/7a31b033_y.jpg) ### TAPA HOTEL 10/10 Excellent "This hotel was great! The staff were welcoming. The rooms were clean and updated. Nice facilities for a family get away. They had great cookies as a welcoming gesture. oh! the cookies!" [](https://expedia.ca/Mahwah-Hotels-TAPA-HOTEL.h101751621.Hotel-Information) ![Hampton Inn Nanuet](//images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Location " [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![The Thayer Hotel at West Point](//images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg) ### The Thayer Hotel at West Point 10/10 Excellent "Historic hotel with plenty of things to do" [](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) ![Armoni Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg) ### Armoni Inn & Suites 10/10 Excellent "We had an overnight stay; for this purpose, it was perfect." [](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Found this hotel last year, it is super convenient for getting to the NY ren faire and has a Popeye's just up the driveway plus a whole shopping complex but you would never know when you are at the hotel. It is tucked all the way in the back and is nice & quiet. " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Holiday Inn Express & Suites Hawthorne Elmsford North by IHG](//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 room was clean and comfortable. The staff was helpful, and the breakfast was very good. " [](https://expedia.ca/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![Holiday Inn Express West Point by IHG](//images.trvl-media.com/lodging/1000000/870000/860300/860232/59004f41_y.jpg) ### Holiday Inn Express West Point by IHG 10/10 Excellent "Clean room" [](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) ## Find out more about Town of Highlands ## Town of Highlands Villas information | Number of reviews | 160 | | --- | --- | | Accommodation | 19 Villas | | Lowest Price | CA $2,006 | | Highest Price | CA $2,006 | ## 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) - 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