Title: Town of Highlands Vacation Home Rentals from CA $207: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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# Town of Highlands Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976002149&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Town of Highlands

![](https://mediaim.expedia.com/destination/1/d0cc470cce0c12eec31b3f6f28539bc4.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### West Point

[](https://expedia.ca/West-Point-Private-Vacation-Homes.d9700-aaPrivateVacationHomes.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-Private-Vacation-Homes.d9540-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Featured Vacation Homes in Town of Highlands

![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/4093dfa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/873d3f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/3d4de8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/w1170h872x0y1-b8cb7f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hopewell Junction

9.0/10

Wonderful

(43)

"A nice location near many parks and lake beaches. Modern decor, appliances and fixtures. The driveway REALLY is NOT hospitable. The kitchen is missing things like measuring tools/serving spoons/serving bowls. A safety note: the stairs both going from the kitchen to the bedrooms and to the sunken dining area are not spaced proportionally and could be a hazard for some."

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

Joanna B.

[](https://www.expedia.ca/Hopewell-Junction-Hotels-1-HR-NYC-Getaway-Awesome-Newly-Renovated-Home-On-4-Acres.h75284422.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/86da8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill

9.6/10

Exceptional

(44)

"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"

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

Lisa B.

CA $363

CA $463 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

![Dining tables](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/7d1ae479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/0da715d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/f326c1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/ee5fa657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chestnut on Willow Lake

Fishkill

9.4/10

Exceptional

(3)

"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"

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

Lara S.

CA $630

CA $891 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Fishkill-Hotels-Charming-3-Bedroom-Cottage-In-Wonderful-Fishkill.h112584776.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/b2662bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/3c974e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/244ebd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/9d74f7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hickory on Willow Lake

Fishkill

9.6/10

Exceptional

(4)

"We stayed one night. Would loved to have stayed longer. Beautiful property. "

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

Christine B.

CA $665

CA $935 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96950000/96948900/96948871/d6974351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96950000/96948900/96948871/b5ebd0d2.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/97000000/96950000/96948900/96948871/59754028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96950000/96948900/96948871/cf847f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Woodbury Cottage

Woodbury

9.0/10

Wonderful

(27)

"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."

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

Travis S.

[](https://www.expedia.ca/Central-Valley-Hotels-The-Woodbury-Cottage.h96948871.Hotel-Information)

![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/76b5d504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/e858b8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/df2c75ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/fe2ef847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Ossining

9.0/10

Wonderful

(6)

"This is an incredibly unique property with some upsides. It is a cool old (1920's) Tudor style house that is well-suited for large groups. While it was fine for a couple of nights, any longer would have made the downsides (deferred maintenance, insufficient silverware, stained carpeting) less tolerable. There were also some communication issues with the property management company and the host during the stay. Specifically, we counted on there being a crib available, as it was specified in the...

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

Marnie O.

[](https://www.expedia.ca/Ossining-Hotels-Castle-Cozy-Winter-Wonderland-Events.h101852343.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/e4cec53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/4cc093aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/w1024h682x0y3-ac855643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/d8b7ae3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

9.0/10

Wonderful

(6)

"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "

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

Patty M.

CA $116

CA $207 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Warwick-Hotels-Room-1-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116293556.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/f6623e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/0229fe97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/9a29e821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/5aa43ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet

10/10

Exceptional

(92)

"We loved our stay. It was great for a family Thanksgiving"

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

Edmund F.

[](https://www.expedia.ca/Carmel-Hotels-Lost-In-The-Woods.h71952323.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57720000/57717500/57717475/f694e29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57720000/57717500/57717475/edaafa13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/58000000/57720000/57717500/57717475/ebbce3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/58000000/57720000/57717500/57717475/29dac032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Greenwood Lake Lakefront Luxury

Hewitt

10/10

Exceptional

(144)

"a beautiful home and a perfect stay"

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

margaret s.

[](https://www.expedia.ca/West-Milford-Hotels-Greenwood-Lake-Lakefront-Luxury.h57717475.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113650000/113646700/113646643/72ec50ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113650000/113646700/113646643/4e9f6159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113650000/113646700/113646643/61a8c193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113650000/113646700/113646643/c7b0ae1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Greenwood Lake

10/10

Exceptional

(6)

"The property was perfect for us and it had everything we needed. It was comfortable and bright. Happy to have had A/C. Would stay there again."

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

Claudia R.

[](https://www.expedia.ca/Greenwood-Lake-Hotels-Charming-2-Bedroom-House-In-Greenwood-Lake-With-Central-ACHeat.h113646643.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/10c9994b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/53df77e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/45c2db90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96850000/96842000/96841918/8165e236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

Nyack

9.0/10

Wonderful

(6)

"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."

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

Dr. Andrea W.

[](https://www.expedia.ca/Nyack-Hotels-Castle-In-The-Sky-Beautifully-Renovated-Victorian-One-Block-From-Main-St.h96841918.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/9f0ce022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/c553f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/852b7fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63530000/63528000/63527962/70096d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large,Cozy,Bright Apartment, Business Themed.

Newburgh

9.0/10

Wonderful

(15)

"Very cozy stay with responsive host"

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

Adhith P.

CA $605

CA $968 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Newburgh-Hotels-Large.h63527962.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/3deb5ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/5f06c884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/ae7ed8ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24920000/24911200/24911110/004a0ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh

10/10

Exceptional

(311)

"Beautiful location- owner was very responsive to any questions we had."

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

Richard K.

[](https://www.expedia.ca/Newburgh-Hotels-Private-Lakefront-Home-With-Kayaks-Stunning-Sunsets-Panoramic-View.h24911110.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112790000/112784900/112784826/7cc4752c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112790000/112784900/112784826/e0425cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112790000/112784900/112784826/44ef5c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/113000000/112790000/112784900/112784826/b8165061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Warwick

9.8/10

Exceptional

(13)

"The property was perfect for what we were looking for. Secluded but not too far from hiking and lake activities. Very spacious and comfortably held our group of 11. Highly recommend."

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

Matthew C.

[](https://www.expedia.ca/Warwick-Hotels-Stunning-10-Acre-Luxury-Retreat-Breathtaking-Views-4BR.h112784826.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/5b4bebd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/e6f59d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/bc63286a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106650000/106647200/106647189/74a38716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish & Peaceful Getaway on 3 Private Acres

Goshen

9.0/10

Wonderful

(12)

"The owner was extremely responsive and the home was very clean."

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

Christine C.

CA $403

CA $614 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Goshen-Hotels-Luxury-3-Bedroom-Fully-Renovated-House-In-Goshen-With-Brand-New-Furniture.h106647189.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78510000/78505000/78504964/a9b96087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78510000/78505000/78504964/e19118ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/79000000/78510000/78505000/78504964/w1919h1280x1y0-ff64c2a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/79000000/78510000/78505000/78504964/3a480f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

New Windsor

10/10

Exceptional

(60)

"Good property. Game room was a very nice bonus."

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

Marela F.

[](https://www.expedia.ca/New-Windsor-Hotels-Hot-Tub-New-Cottage-Game-Room-With-Open-Floor-Plan-WVaulted-Ceilings.h78504964.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116295600/116295595/7917335b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116300000/116295600/116295595/330bb843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/117000000/116300000/116295600/116295595/6b71b73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116300000/116295600/116295595/b850bea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

9.2/10

Wonderful

(5)

"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"

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

Jay D.

CA $119

CA $210 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Warwick-Hotels-Room-2-At-The-Warwick-Inn-Cozy-Elegance-In-The-Heart-Of-Town.h116295595.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/339c4da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/ee686000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls

10/10

Exceptional

(2)

"Good stay, awesome place"

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

Scott G.

CA $140

CA $501 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99840000/99838100/99838011/ffa95842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/100000000/99840000/99838100/99838011/1009af91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99840000/99838100/99838011/1fbd3dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99840000/99838100/99838011/f018ff7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private retreat on 12 acres w hot tub and bbq

Lagrangeville

10/10

Exceptional

(7)

"The property is beautiful and was perfect for our needs. We all had a great time and the host was wonderful. "

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

Robby P.

[](https://www.expedia.ca/Lagrangeville-Hotels-Private-Retreat-On-12-Acres-W-Hot-Tubpool-BBQ.h99838011.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/59415cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/2fce8b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/426fcbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44130000/44126500/44126447/w1421h960x0y0-1bf6f7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Queen City Cottage

Poughkeepsie

7.4/10

Good

(16)

"We had a great stay! Good location and the house was very clean. Would definitely stay here again!"

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

Payton W.

[](https://www.expedia.ca/Poughkeepsie-Hotels-The-Queen-City-Cottage.h44126447.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=2025-11-16&endDate=2025-11-17&regionId=553248635976002149&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Town of Highlands Hotel Reviews

![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"staff was very helpful and the view was very nice"

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

![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

"Everything is very good. Breakfast can be improved with more varieties."

[](https://expedia.ca/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

![DoubleTree by Hilton Mahwah](//images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg)

### DoubleTree by Hilton Mahwah

10/10 Excellent

"I arrived with a broken ankle and the staff went above and beyond to make my stay more comfortable. "

[](https://expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.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

"Everything was good and nice "

[](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information)

![Crowne Plaza Suffern - Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg)

### Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"."

[](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information)

![Armoni Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg)

### Armoni Inn & Suites

10/10 Excellent

"Check-in was smooth and fast, plenty parking, but the facility is a little old and pool is not available at the time. May return if there is a great deal next time."

[](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.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

"Everything was good"

[](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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, comfortable bed, staff very friendly. No complaints at all!"

[](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.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

"All good for the price. Staff were great "

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

## Find out more about Town of Highlands

## Town of Highlands Vacation Homes information

| Number of reviews | 794 |
| --- | --- |
| Accommodation | 304 Vacation Homes |
| Lowest Price | CA $207 |
| Highest Price | CA $968 |

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-   [Flights to West Point](https://www.expedia.ca/Cheap-Flights-To-West-Point.d9700.Travel-Guide-Flights)
-   [Flights from Highland Falls](https://www.expedia.ca/lp/flights/9540/flights-from-highland-falls)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Bear Mountain State Park](https://www.expedia.ca/Bear-Mountain-State-Park-New-York.d6127050.Vacation-Attraction)
-   [Bear Mountain Vacations](https://www.expedia.ca/Bear-Mountain.d183639.Destination-Travel-Guides)
-   [Visit Bear Mountain](https://www.expedia.ca/Bear-Mountain.dx183639)
-   [Michie Stadium](https://www.expedia.ca/Michie-Stadium-West-Point.d6093735.Vacation-Attraction)
-   [West Point Vacations](https://www.expedia.ca/West-Point.d9700.Destination-Travel-Guides)
-   [Visit West Point](https://www.expedia.ca/West-Point.dx9700)

-   [Alamo Rent A Car Rental Cars in West Point](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-West-Point.d9700-c6.Car-Rental-Guide-Suppliers)
-   [Car rental Garrison](https://www.expedia.ca/Car-Rentals-In-Garrison.d183674.Car-Rental-Guide)
-   [Car rental West Point](https://www.expedia.ca/Car-Rentals-In-West-Point.d9700.Car-Rental-Guide)
-   [Dollar Rent A Car Rental Cars in Highland Falls](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-Highland-Falls.d9540-c43.Car-Rental-Guide-Suppliers)
-   [Economy Car Rentals in West Point](https://www.expedia.ca/Economy-Car-Rentals-In-West-Point.d9700-tEconomy.Car-Rental-Guide-Class)
-   [Right Cars Rental Cars in West Point](https://www.expedia.ca/Right-Cars-Car-Rentals-In-West-Point.d9700-c1070.Car-Rental-Guide-Suppliers)
-   [Van Car Rentals in West Point](https://www.expedia.ca/Van-Car-Rentals-In-West-Point.d9700-tVan.Car-Rental-Guide-Class)

-   [Bear Mountain Vacation Rentals](https://www.expedia.ca/Bear-Mountain-Vacation-Rentals.d183639.Travel-Guide-VacationRentals)
-   [Garrison Vacation Rentals](https://www.expedia.ca/Garrison-Vacation-Rentals.d183674.Travel-Guide-VacationRentals)
-   [West Point Vacation Rentals](https://www.expedia.ca/West-Point-Vacation-Rentals.d9700.Travel-Guide-VacationRentals)

-   [Things to do in Bear Mountain](https://www.expedia.ca/Things-To-Do-In-Bear-Mountain.d183639.Travel-Guide-Activities)
-   [Things to do in West Point](https://www.expedia.ca/Things-To-Do-In-West-Point.d9700.Travel-Guide-Activities)

-   [Book Vacation Homes in Town of Highlands on Expedia.com](https://www.expedia.com/Town-Of-Highlands-Private-Vacation-Homes.d553248635976002149-aaPrivateVacationHomes.Travel-Guide-Accommodation)