Title: Town of Highlands Cottages from CA $409 | 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) ![George W. Perkins Memorial Drive with Hudson River and Bear Mountain Bridge, NY](https://images.trvl-media.com/place/183639/985ee9c0-c331-4997-9abd-dfd80d6d3cf2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183639/985ee9c0-c331-4997-9abd-dfd80d6d3cf2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-05-15&endDate=2026-05-17&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 ![George W. Perkins Memorial Drive with Hudson River and Bear Mountain Bridge, NY](https://images.trvl-media.com/place/183639/985ee9c0-c331-4997-9abd-dfd80d6d3cf2.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bear Mountain [](https://expedia.ca/Bear-Mountain-Cottages.d183639-aaCottages.Travel-Guide-Accommodation) ![Soldiers standing at attention, Westpoint Military Academy](https://images.trvl-media.com/place/9700/61b628c6-42f7-4e86-b5a4-43b5e39f9421.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Point [](https://expedia.ca/West-Point-Cottages.d9700-aaCottages.Travel-Guide-Accommodation) ![I know a few of u have been here many times before! So I'm just sharing a moment!](https://images.trvl-media.com/place/9540/de061b47-51b1-4193-8b00-4f924cbec792.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Highland Falls [](https://expedia.ca/Highland-Falls-Cottages.d9540-aaCottages.Travel-Guide-Accommodation) ![Stiff up!](https://images.trvl-media.com/place/602822/c03f582b-497e-4a2c-b008-926a6f0a4ca9.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Fort Montgomery [](https://expedia.ca/Fort-Montgomery-Cottages.d602822-aaCottages.Travel-Guide-Accommodation) ## Our top choices for Town of Highlands cottages ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.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 [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) Fort Montgomery 9.8/10 Exceptional (131 reviews) "It has an incredible mountain and water view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MIHYUN CA $260 CA $424 total includes taxes & fees Jan 25 - Jan 26 [](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) ![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9242892b.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) ### Eaglefest time! Plus stunning winter views of Croton River Gorge, a birder haven [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) Croton-on-Hudson 9.8/10 Exceptional (16 reviews) "Perfect space for hanging out as a family. Great neighborhood for walks and exploring." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David M. [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/a77ce391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/a9d5768b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/744b509f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/8fac188b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scenic Hudson Valley Getaway • Farms & Vineyards [](https://www.expedia.ca/Marlboro-Hotels-Cozy-2-Bedroom-Cabin-On-10-Acres-In-The-Hudson-Valley-Wine-Region.h110144113.Hotel-Information) Marlboro 10/10 Exceptional (2 reviews) "Cute little place! Loved our stay :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holley B. [](https://www.expedia.ca/Marlboro-Hotels-Cozy-2-Bedroom-Cabin-On-10-Acres-In-The-Hudson-Valley-Wine-Region.h110144113.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92080000/92078200/92078116/3c84e896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92080000/92078200/92078116/ecec8b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/93000000/92080000/92078200/92078116/807d8da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92080000/92078200/92078116/382a8a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Retreat w/ Pool, Cinema Room & Fire Pit [](https://www.expedia.ca/Lake-Peekskill-Hotels-Cozy-Retreat-W-Pool.h92078116.Hotel-Information) Putnam Valley 9.6/10 Exceptional (15 reviews) "Beautiful property and a wonderful host. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather T. [](https://www.expedia.ca/Lake-Peekskill-Hotels-Cozy-Retreat-W-Pool.h92078116.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) ![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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/99e64417.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) ### Magnificent Lake View [](https://www.expedia.ca/Holmes-Hotels-Magnificent-Lake-View.h106082742.Hotel-Information) Holmes [](https://www.expedia.ca/Holmes-Hotels-Magnificent-Lake-View.h106082742.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/d76178e3.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/118000000/117030000/117023600/117023528/69aef2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Family Home on Orange Lake w/ Private Dock! [](https://www.expedia.ca/Newburgh-Hotels-Luxe-Family-Home-On-Orange-Lake-W-Private-Dock.h117023528.Hotel-Information) Newburgh [](https://www.expedia.ca/Newburgh-Hotels-Luxe-Family-Home-On-Orange-Lake-W-Private-Dock.h117023528.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/114000000/113440000/113435100/113435050/78987ddc.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/a43140c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Retreat w/ Pool Near Greenwood Lake [](https://www.expedia.ca/Monroe-Hotels-Hudson-Valley-Retreat-W-Pool-Near-Greenwood-Lake.h113435050.Hotel-Information) Monroe 10/10 Exceptional (2 reviews) "fantastic accommodations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.ca/Monroe-Hotels-Hudson-Valley-Retreat-W-Pool-Near-Greenwood-Lake.h113435050.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34341000/34340978/1f57999a.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) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34350000/34341000/34340978/7cbc62b4.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) ### A romantic cottage and artist's retreat looking down over an enchanted lake [](https://www.expedia.ca/Greenwood-Lake-Hotels-A-Romantic-Cottage-And-Artists-Retreat-Looking-Down-Over-An-Enchanted-Lake.h34340978.Hotel-Information) Greenwood Lake 9.4/10 Exceptional (101 reviews) "Cute, small and comfortable cabin overlooking Greenwood Lake. Spent a lot of time on the deck overlooking the lake. Even made a Sunday trip driving into NYC, no problem, not much traffic early. Location convenient to small towns, everyone friendly. A great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew M. [](https://www.expedia.ca/Greenwood-Lake-Hotels-A-Romantic-Cottage-And-Artists-Retreat-Looking-Down-Over-An-Enchanted-Lake.h34340978.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/dd263f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/3008d822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/54004000.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) ### Relaxing Farm Cottage Escape, 10 Min from LEGOLAND [](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information) Goshen 9.8/10 Exceptional (13 reviews) "Beautiful location. We really enjoyed seeing the deer in the field every morning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron M. CA $205 CA $409 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/25879ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/33307fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/37756968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/108000000/107440000/107439800/107439787/98c971f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Victorian Retreat w/ Hudson River Views [](https://www.expedia.ca/Newburgh-Hotels-Historic-Newburgh-Home-W-Hudson-River-Views.h107439787.Hotel-Information) 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/d0cc5ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/290518f2.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/cdca2d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/aaac3da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Cornwall-on-hudson Vacation Rental! [](https://www.expedia.ca/Cornwall-On-Hudson-Hotels-Bright-Cornwall-On-Hudson-Vacation-Rental.h94352050.Hotel-Information) Cornwall 10/10 Exceptional (1 review) "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) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109810000/109808300/109808229/a29249b1.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/b663d40a.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/fccc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Serene Holmes Cottage Near Lakes & Trails! [](https://www.expedia.ca/Holmes-Hotels-Serene-Holmes-Cottage-Near-Lakes-Trails.h109808229.Hotel-Information) Holmes [](https://www.expedia.ca/Holmes-Hotels-Serene-Holmes-Cottage-Near-Lakes-Trails.h109808229.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/2ebb4bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/9e00602c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94380000/94370800/94370734/5ddee4e4.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 [](https://www.expedia.ca/Highland-Falls-Hotels-Updated-Home-W-Patio-Half-Mile-To-West-Point.h94370734.Hotel-Information) 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/112000000/111190000/111185700/111185685/7366ff2b.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) ![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) ### Charming 2-bedroom cottage in delightful Greenwood Lake with WiFi, AC [](https://www.expedia.ca/Greenwood-Lake-Hotels-Charming-2-Bedroom-Cottage-In-Delightful-Greenwood-Lake-With-WiFi.h111185685.Hotel-Information) 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) | Interior](https://images.trvl-media.com/lodging/99000000/98550000/98549500/98549440/88d3ab0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98550000/98549500/98549440/7f4af0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98550000/98549500/98549440/7cced6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98550000/98549500/98549440/628bd591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warwick Vacation Rental w/ Private Yard & Fire Pit [](https://www.expedia.ca/Warwick-Hotels-Warwick-Vacation-Rental-W-Private-Hot-Tub-Yard.h98549440.Hotel-Information) Warwick 10/10 Exceptional (1 review) "I was relieved to find that the property looks just like and even better than the pictures online. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Saudia [](https://www.expedia.ca/Warwick-Hotels-Warwick-Vacation-Rental-W-Private-Hot-Tub-Yard.h98549440.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) ![Interior](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275746/e4e358bc_edited_8982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24280000/24275800/24275746/b7480b07.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) ### Waterfall Cottage - Romantic Luxury Escape - nearby hiking, wineries and skiing [](https://www.expedia.ca/Warwick-Hotels-Cottage-At-Millpond-Falls-A-Romantic-And-Luxurious-Escape.h24275746.Hotel-Information) Warwick 10/10 Exceptional (155 reviews) "Our stay was wonderful! Very comfortable, clean, and amazing view of waterfall!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Warwick-Hotels-Cottage-At-Millpond-Falls-A-Romantic-And-Luxurious-Escape.h24275746.Hotel-Information) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/113000000/112020000/112012200/112012109/bd5676ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112020000/112012200/112012109/fb82bfec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112020000/112012200/112012109/b72bf008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112020000/112012200/112012109/7baa99ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Mi to Hudson River: Cozy Newburgh Home! [](https://www.expedia.ca/Newburgh-Hotels-4-Mi-To-Hudson-River-Pet-Friendly-Newburgh-Home.h112012109.Hotel-Information) Newburgh 8.0/10 Very good (1 review) [](https://www.expedia.ca/Newburgh-Hotels-4-Mi-To-Hudson-River-Pet-Friendly-Newburgh-Home.h112012109.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/e75c6df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/6c996a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/72d6c64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/43177b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fire Pit + On-site Pond: Hudson Valley Home! [](https://www.expedia.ca/Wappingers-Falls-Hotels-Dog-Friendly-Wappingers-Falls-Cabin-W-Fire-Pit.h99499956.Hotel-Information) Wappingers Falls [](https://www.expedia.ca/Wappingers-Falls-Hotels-Dog-Friendly-Wappingers-Falls-Cabin-W-Fire-Pit.h99499956.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) | Front of property](https://images.trvl-media.com/lodging/99000000/98560000/98550500/98550476/4d825089.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) ### Lakefront Brewster Vacation Rental w/ Private Dock [](https://www.expedia.ca/Brewster-Hotels-Lakefront-Brewster-Vacation-Rental-W-Private-Dock.h98550476.Hotel-Information) Brewster [](https://www.expedia.ca/Brewster-Hotels-Lakefront-Brewster-Vacation-Rental-W-Private-Dock.h98550476.Hotel-Information) ![House (4 Bedrooms) | Interior](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/110000000/109360000/109355000/109354918/6a65889f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109360000/109355000/109354918/5fe49c85.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/a7b35727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home Close to Warwick, 5 Mi to Lake! [](https://www.expedia.ca/Monroe-Hotels-Monroe-Family-Home-5-Mi-To-Greenwood-Lake.h109354918.Hotel-Information) Monroe [](https://www.expedia.ca/Monroe-Hotels-Monroe-Family-Home-5-Mi-To-Greenwood-Lake.h109354918.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=2026-02-05&endDate=2026-02-06®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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=APARTMENT) 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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=VILLA) 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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&lodging=CABIN) 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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&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=2026-04-21&d1=2026-04-21&endDate=2026-04-24&d2=2026-04-24&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-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 ![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 " Clean and spacious! I wish they had a pool but the 2 restaurants on site make up for it " [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Relaxing" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.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 "Stay was great. Hotel was very nice, room was good and the staff was awesome. Breakfast was good also, with a good variety." [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![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 "Clean Hotel,friendly staff" [](https://expedia.ca/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "Clean, quiet, comfy bed. Great value " [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "Very clean room" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Hampton Inn Nanuet](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb_y.jpg) ### Hampton Inn Nanuet 10/10 Excellent "Room was clean " [](https://expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.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 "Everything about this hotel was amazing except the breakfast attendant. She wasn’t very friendly with us and other guests. Other than that this place was very awesome!" [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Extended Stay America Suites Ramsey Upper Saddle River](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/99577371_y.jpg) ### Extended Stay America Suites Ramsey Upper Saddle River 10/10 Excellent "Clean Room" [](https://expedia.ca/Ramsey-Hotels-Extended-Stay-America-Suites-Ramsey-Upper-Saddle-River.h867313.Hotel-Information) ## Find out more about Town of Highlands ## Town of Highlands Cottages information | Number of reviews | 416 | | ----------------- | ----------- | | Accommodation | 68 Cottages | | Lowest Price | CA $409 | | Highest Price | CA $424 | ## 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) - 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