Title: Town of Highlands Cottages from CA $374 | 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)

![](https://images.trvl-media.com/place/553248635976002149/3f6b3a4c-3300-4975-933e-f00e691a1084.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2026-07-31&endDate=2026-08-02&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

![The Military Academy at West Point, New York.](https://images.trvl-media.com/place/9700/7b57acfa-dba6-45a6-bb1c-0583293c8756.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### West Point

[](https://expedia.ca/West-Point-Cottages.d9700-aaCottages.Travel-Guide-Accommodation)

![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)

![Panoramic view of the Hudson River with autumnal foliage around the mountains at Highland Falls](https://images.trvl-media.com/place/9540/1a80d2d6-a654-47d6-9b04-cb28fa7e46d6.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Highland Falls

[](https://expedia.ca/Highland-Falls-Cottages.d9540-aaCottages.Travel-Guide-Accommodation)

![NewSky above Fort Montgomery New York](https://images.trvl-media.com/place/602822/25949159-6e4c-4e24-8de3-a89bf5566a14.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)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.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)

### 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

(134 reviews)

"Amazing place Thanks for the stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julien C.

CA $260

CA $374 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.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)

![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)

![Interior](https://images.trvl-media.com/lodging/79000000/78140000/78138100/78138015/3008d822.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)

"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica C.

CA $206

CA $407 total

includes taxes & fees

Apr 10 - Apr 11

[](https://www.expedia.ca/Goshen-Hotels-Relaxing-Farm-Cottage-Escape.h78138015.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123390000/123385800/123385793/84a898d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123390000/123385800/123385793/51aea13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123390000/123385800/123385793/289fb0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123390000/123385800/123385793/f23e4a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy!

[](https://www.expedia.ca/Mahopac-Hotels-Cozy-1-Bedroom-Lakefront-Cottage-On-Beautiful-Lake-Mahopac-Come-Enjoy.h123385793.Hotel-Information)

Mahopac

10/10

Exceptional

(1 review)

"The cabin was out of a dream! The view is all water, the neighborhood is beautiful. Walking distance to restaurants and the library, we couldnt have asked for better. This is a place to get cozy, calm and bright in the winters and soak up the sun all summer. We're so happy to have stayed new year! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine T.

[](https://www.expedia.ca/Mahopac-Hotels-Cozy-1-Bedroom-Lakefront-Cottage-On-Beautiful-Lake-Mahopac-Come-Enjoy.h123385793.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)

![Dining](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/46e54403.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)

![Interior](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/16d10761.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)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/b74b1e54.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)

![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9157c154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spring flowers coming up. Pus great 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/90000000/89810000/89803900/89803898/5f964849.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/90000000/89810000/89803900/89803898/d55143d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89810000/89803900/89803898/6d772e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/90000000/89810000/89803900/89803898/239f597c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Spacious 5 bedrooms with Public Lake & Beach Access and Kayak!

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Comfy-Spacious-5-Bedroom-Cottage-With-Fireplace.h89803898.Hotel-Information)

Greenwood Lake

10/10

Exceptional

(5 reviews)

"We enjoyed! A little too mosquito-ey, but otherwise a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ayala R.

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Comfy-Spacious-5-Bedroom-Cottage-With-Fireplace.h89803898.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/108000000/107440000/107439800/107439787/98c971f2.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/c4146ee0.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 (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/cc54db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/31397638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549800/105549790/81ae51d6.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)

### Charming Highland Falls Home < 2 Mi to West Point!

[](https://www.expedia.ca/Highland-Falls-Hotels-Charming-Highland-Falls-Home-2-Mi-To-West-Point.h105549790.Hotel-Information)

Highland Falls

10/10

Exceptional

(1 review)

"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)

![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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92080000/92078200/92078116/82000bea.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/99922af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

[](https://www.expedia.ca/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.Hotel-Information)

Putnam Valley

9.8/10

Exceptional

(23 reviews)

"Great, clean house, nice accommodating host. Would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather T.

CA $241

CA $689 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.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)

![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)

![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)

### 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)

![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/118000000/117030000/117023600/117023528/69aef2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117030000/117023600/117023528/630dfeec.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)

### 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/114000000/113440000/113435100/113435050/41f62ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113440000/113435100/113435050/78987ddc.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/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)

![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) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94352100/94352050/34a39d78.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)

![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/113000000/112020000/112012200/112012109/7baa99ba.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/113000000/112020000/112012200/112012109/6acbbe53.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/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/a7b35727.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/c7e20607.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)

### 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

CA $381

CA $1,001 total

includes taxes & fees

May 8 - May 9

[](https://www.expedia.ca/Monroe-Hotels-Monroe-Family-Home-5-Mi-To-Greenwood-Lake.h109354918.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/a50bc069.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)

### 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/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/100000000/99500000/99500000/99499956/72d6c64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/6c996a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/43177b77.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)

![House (3 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/122000000/121490000/121481700/121481637/000e1fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121490000/121481700/121481637/be2b826b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121490000/121481700/121481637/3af86aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121490000/121481700/121481637/632a84d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Hudson River Waterfront: Newburgh Home

[](https://www.expedia.ca/Newburgh-Hotels-Walk-To-Hudson-River-Waterfront-Newburgh-Home.h121481637.Hotel-Information)

Newburgh

[](https://www.expedia.ca/Newburgh-Hotels-Walk-To-Hudson-River-Waterfront-Newburgh-Home.h121481637.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) | Front of property](https://images.trvl-media.com/lodging/99000000/98550000/98549500/98549440/cc9150c5.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/99000000/98550000/98549500/98549440/7f4af0e0.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)

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=2026-04-23&endDate=2026-04-24&regionId=553248635976002149&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Aparthotels

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Apartments

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Cottages

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Private vacation homes

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America&regionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Highlands%2C+New+York%2C+United+States+of+America&regionId=553248635976002149&latLong=41.349152%2C-73.974518&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=CHALET)

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## Top Town of Highlands Hotel Reviews

![Hotel Nyack, a JdV by Hyatt Hotel](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/b27e2d2e_y.jpg)

### Hotel Nyack, a JdV by Hyatt Hotel

6/10 Okay

"pretty great! clean room, the soundproofing is not great. bummed that the pool is seasonal. great employees! "

[](https://expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information)

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6_y.jpg)

### Courtyard by Marriott Middletown Goshen

8/10 Good

"M"

[](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Fabulous stay ! The staff is wonderful !!!"

[](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

2/10 Terrible

"Terrible place, total dump - dirty, stained walls, smelly carpeting. Even though it says "non-smoking", our room smelled like stale cigarette smoke. Not good at all."

[](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information)

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c_y.jpg)

### Overlook Lodge at Bear Mountain

6/10 Okay

"Small rooms and a bit aged"

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"na"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"Good"

[](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

![Sleepy Hollow Hotel, a Dolce by Wyndham](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/34db2306_y.jpg)

### Sleepy Hollow Hotel, a Dolce by Wyndham

4/10 Poor

"The AC did not work in the room .No fan in Bathroom. telephones were out at the front desk .complained but was not fixed. They advertised that there was a restaurant. the restaurant when we got there was closed for the entire state. Very disappointed. "

[](https://expedia.ca/Tarrytown-Hotels-Sleepy-Hollow-Hotel.h3956.Hotel-Information)

![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg)

### Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good

"Staff is very friendly. Rooms were clean. Nice area with many places nearby to eat."

[](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information)

## Find out more about Town of Highlands

## Town of Highlands Cottages information

| Number of reviews | 209         |
| ----------------- | ----------- |
| Accommodation     | 66 Cottages |
| Lowest Price      | CA $374     |
| Highest Price     | CA $1,001   |

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