Title: Town of Highlands Cottages from CA $413 | 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 Cottage Rentals from CA $413 ## 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 [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=COTTAGE&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-Cottages.d9700-aaCottages.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-Cottages.d9540-aaCottages.Travel-Guide-Accommodation) ## Featured Cottages in Town of Highlands ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/dfec5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands Fort Montgomery 9.8/10 Exceptional (124) "The property was perfect for our weekend! Truly truly a beautiful view! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg L. CA $265 CA $434 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/b74b1e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/6b06b203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/60db8f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven Croton-on-Hudson 9.6/10 Exceptional (15) "Nice secluded place to get away" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orion O. [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34341000/34340978/ee1f15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34350000/34341000/34340978/ee29ed1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34341000/34340978/d8321576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34350000/34341000/34340978/7cbc62b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A romantic cottage and artist's retreat looking down over an enchanted lake Greenwood Lake 9.4/10 Exceptional (101) "Just the right size. Beautiful view. Bed was comfortable and everything was clean. There is a little ant issue but other than that, everything was perfect. I'll definitely be coming back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue R. [](https://www.expedia.ca/Greenwood-Lake-Hotels-A-Romantic-Cottage-And-Artists-Retreat-Looking-Down-Over-An-Enchanted-Lake.h34340978.Hotel-Information) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113440000/113435100/113435050/28fa652e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113440000/113435100/113435050/41f62ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113440000/113435100/113435050/60a35b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113440000/113435100/113435050/a43140c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Retreat w/ Pool Near Greenwood Lake Monroe 10/10 Exceptional (2) "Excelent House 👏👌👌" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Julieta [](https://www.expedia.ca/Monroe-Hotels-Hudson-Valley-Retreat-W-Pool-Near-Greenwood-Lake.h113435050.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/629a90ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/5b30ef28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/96b6d6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/a3b44ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scenic Hudson Valley Getaway • Farms & Vineyards Marlboro 10/10 Exceptional (2) "It was exactly what my family and I needed. A cozy, quiet place to stay with mountain views. The owner is responsive and communicates quickly. Will come back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa F. [](https://www.expedia.ca/Marlboro-Hotels-Cozy-2-Bedroom-Cabin-On-10-Acres-In-The-Hudson-Valley-Wine-Region.h110144113.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117030000/117023600/117023528/6cacb5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117030000/117023600/117023528/b7c2e79a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117030000/117023600/117023528/6dfb5d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117030000/117023600/117023528/ba745706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Family Home on Orange Lake w/ Private Dock! Newburgh [](https://www.expedia.ca/Newburgh-Hotels-Luxe-Family-Home-On-Orange-Lake-W-Private-Dock.h117023528.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/0c99c9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/16d10761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/46e54403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/1f260241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnificent Lake View Holmes [](https://www.expedia.ca/Holmes-Hotels-Magnificent-Lake-View.h106082742.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/7c6456ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/b2f29274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/f9c1ab8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Farm Cottage Escape, 10 Min from LEGOLAND Goshen 9.8/10 Exceptional (11) "Wonderful cottage - lots of natural light - well equipped - great shower- comfortable beds- near Legoland - affordable- beautiful surroundings with great sunsets and sunrises - " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $209 CA $413 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/6ce30ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/3405224e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/c4146ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/598cd380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Victorian Retreat w/ Hudson River Views Newburgh [](https://www.expedia.ca/Newburgh-Hotels-Historic-Newburgh-Home-W-Hudson-River-Views.h107439787.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/49cc2d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/fbc3e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/2601b7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/1740ee12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Cornwall-on-hudson Vacation Rental! Cornwall 10/10 Exceptional (1) "Very nice property, very comfortable, close to multiple sightseeing location including bear mountain." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Poyuk [](https://www.expedia.ca/Cornwall-On-Hudson-Hotels-Bright-Cornwall-On-Hudson-Vacation-Rental.h94352050.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/89000325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/fd5ddc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/8c6b2288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/c0e5b79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Home w/ Patio Half Mile to West Point Highland Falls [](https://www.expedia.ca/Highland-Falls-Hotels-Updated-Home-W-Patio-Half-Mile-To-West-Point.h94370734.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/e74463e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/0f1e7af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/1c766ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/08a3846a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Grill | Walk to Lake Putnam Valley 9.8/10 Exceptional (22) "Immaculate and comfortable home. Sarah was immediately helpful when one need arose. Hope to return when next visiting the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yolande A. CA $370 CA $840 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Putnam-Valley-Hotels-Cottage-Getaway-DogFriendly.h91391396.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111190000/111185700/111185685/7366ff2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111185700/111185685/943d3d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/112000000/111190000/111185700/111185685/044d2c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111190000/111185700/111185685/258afb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC Greenwood Lake [](https://www.expedia.ca/Greenwood-Lake-Hotels-Charming-2-Bedroom-Cottage-In-Delightful-Greenwood-Lake-With-WiFi.h111185685.Hotel-Information) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/110000000/109360000/109355000/109354918/250bcb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109360000/109355000/109354918/9a73cb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109360000/109355000/109354918/13af5769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109360000/109355000/109354918/6a65889f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home Close to Warwick, 5 Mi to Lake! Monroe [](https://www.expedia.ca/Monroe-Hotels-Monroe-Family-Home-5-Mi-To-Greenwood-Lake.h109354918.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600500/93600455/8f24b151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600500/93600455/c2a1319f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600500/93600455/73bb3782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600500/93600455/48c368bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Wallkill Duplex Home w/ Fire Pits! Wallkill 10/10 Exceptional (1) "Great for my kids and family for options to play outdoors and indoors games together. Loved the coffee bar and the details in the bathrooms with all the little things we could use down to the qtips and things. Really great for our family trip memories!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gessel [](https://www.expedia.ca/Wallkill-Hotels-Dog-Friendly-Wallkill-Duplex-Home-W-Fire-Pits.h93600455.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/db84d3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video-game console, books](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/1fae946d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms)](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/2439edd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Living area](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/a74070eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-friendly Hopewell Junction Home w/ Pool Hopewell Junction 10/10 Exceptional (1) "This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Hopewell-Junction-Hotels-Pet-Friendly-Hopewell-Junction-Home-W-Heated-Pool.h103707806.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275746/99906a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275746/5ca9cead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275746/079292df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275746/0e3e8198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfall Cottage - Romantic Luxury Escape - nearby hiking, wineries and skiing Warwick 10/10 Exceptional (154) "Love this cottage and will definitely be staying here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leigh B. [](https://www.expedia.ca/Warwick-Hotels-Cottage-At-Millpond-Falls-A-Romantic-And-Luxurious-Escape.h24275746.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/23bf9aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/0b85872b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/537830fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/6f24a430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Highland Falls Home < 2 Mi to West Point! Highland Falls 10/10 Exceptional (1) "Fabulous place - great for our family weekend at West Point. Plenty of room, lovely kitchen, and lots of seating - whole group of us could watch the baseball playoffs. Terrific - not a single problem or complaint!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mia [](https://www.expedia.ca/Highland-Falls-Hotels-Charming-Highland-Falls-Home-2-Mi-To-West-Point.h105549790.Hotel-Information) ![Cottage (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/6044cee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/4dbd7cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/328c78ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/7a05e71a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Holmes Cottage Near Lakes & Trails! Holmes [](https://www.expedia.ca/Holmes-Hotels-Serene-Holmes-Cottage-Near-Lakes-Trails.h109808229.Hotel-Information) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/6050b244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/1f5d6850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/d8967df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/a50bc069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Brewster Vacation Rental w/ Private Dock Brewster [](https://www.expedia.ca/Brewster-Hotels-Lakefront-Brewster-Vacation-Rental-W-Private-Dock.h98550476.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=2025-11-20&endDate=2025-11-21®ionId=553248635976002149&adults=2&lodging=COTTAGE&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-Cottages.d553248635976002149-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highlands-Cottages.d553248635976002149-aaCottages.Travel-Guide-Accommodation) ## Top Town of Highlands Hotel Reviews ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Nice and quiet " [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![West Gate Inn Nyack](//images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 10/10 Excellent "Staff were very friendly and efficient. The room was clean. The cheese cake sold in the restaurant was absolutely delicious! " [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg) ### Holiday Inn Express Ramsey-Mahwah by IHG 10/10 Excellent "Clean room, very nice staff, bountiful breakfast. Would definitely stay there again. " [](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Service and staff was A+++++" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Friendly staff, easy checkin and clean room! I’ve stayed here twice this year (2025) and wasn’t disappointed. " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn & Suites Mahwah](//images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Ok" [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Sleepy Hollow Hotel](//images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a_y.jpg) ### Sleepy Hollow Hotel 10/10 Excellent "Was very nice!! Would definitely visit again" [](https://expedia.ca/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information) ![Hampton Inn Nanuet](//images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Fresh breakfast and quiet rooms. Very personable staff at front desk!" [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "The staff were very nice! Our room was perfect for the week stay my boyfriend and I while we were in NY! Good prices, the gym was very nice, I had WiFi to do my school work, and the room was cozy and clean. Also, very spacious. Would 10/10 recommend and we’ll stay here next time as well! " [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ## Find out more about Town of Highlands ## Town of Highlands Cottages information | Number of reviews | 408 | | --- | --- | | Accommodation | 68 Cottages | | Lowest Price | CA $413 | | Highest Price | CA $840 | ## 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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