Title: Highland, NY Cottage Rentals from $85 | Expedia.com

[Highland Travel Guide](https://expedia.com/Highland.dx115050)[Hotels in Highland](https://expedia.com/Highland-Hotels.d115050.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.com/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d115050.Travel-Guide-Flights)[Things to do in Highland](https://expedia.com/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d115050.Destination-Travel-Guides)

![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Allison Alano Flores

![](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland cottages

![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/20894557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/2154c327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borland House Inn

[](https://www.expedia.com/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information)

Montgomery

9.2/10

Wonderful

(157 reviews)

"Our room was beautiful and well maintained and spotlessly clean. I did not realize before we came to the hotel that the bathroom was out in the hall, not en suite. "

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

Andrea

$105 nightly

$119 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/06cdc83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/d4583c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/fd4d8b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/58b652a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Americas Best Value Inn New Paltz

[](https://www.expedia.com/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information)

New Paltz

9.0/10

Wonderful

(1,003 reviews)

"Very kind and courteous staff, very clean rooms. "

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

John

$88 nightly

$99 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/1047d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Accessible, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

[](https://www.expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

New Windsor

8.4/10

Very Good

(1,000 reviews)

"Superb place to stay."

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

Denessy

$99 nightly

$112 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/e1ca6644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/ec319ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/0738becb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/3816d299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SureStay Plus Hotel by Best Western Highland Poughkeepsie

[](https://www.expedia.com/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information)

Highland

7.8/10

Good

(978 reviews)

"The place was very clean and the staff was wonderful. Also a very nice breakfast choice included. Would stay there again."

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

Joanne

$80 nightly

$90 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/95861a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/eae584fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/53f13a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/ba575148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Countryside Motel

[](https://www.expedia.com/Poughkeepsie-Hotels-Countryside-Motel.h11639769.Hotel-Information)

Cold Spring

7.2/10

Good

(265 reviews)

"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"

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

Donald

$79 nightly

$86 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Countryside-Motel.h11639769.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/3c625498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/35612267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![#4-Dream Catcher Suite | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/0dadf9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/faaf036d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moondance Ridge Bed & Breakfast

[](https://www.expedia.com/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information)

New Paltz

9.4/10

Exceptional

(81 reviews)

"Great place: Clean, romantic, fresh continental breakfast available all day. Room had a hot tub. "

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

Marina

$204 nightly

$228 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/220000/216900/216870/7271a3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/220000/216900/216870/75a6f271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/220000/216900/216870/d6a17faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/220000/216900/216870/bc5eecd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus The Inn & Suites At The Falls

[](https://www.expedia.com/Poughkeepsie-Hotels-Best-Western-Plus-The-Inn-Suites-At-The-Falls.h216870.Hotel-Information)

Red Oaks Mill

7.6/10

Good

(451 reviews)

"It was nice. little outdated ."

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

Michael

$109 nightly

$123 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Best-Western-Plus-The-Inn-Suites-At-The-Falls.h216870.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/122d16ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a633421f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/ae7fe4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a6ffa5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn & Suites Fishkill South near I-84

[](https://www.expedia.com/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

Fishkill

9.0/10

Wonderful

(1,004 reviews)

"Great overall stay, nice restaurant beside hotel"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dale

$99 nightly

$114 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/f3b7bb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/4856168e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/abf8ab38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Montgomery by IHG

[](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information)

Montgomery

8.8/10

Excellent

(835 reviews)

"clean, warm room. "

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

Michael

$96 nightly

$109 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/c02600c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, soundproofing, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/c9c03d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/6fe2b40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Hyde Park Poughkeepsie North

[](https://www.expedia.com/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information)

Hyde Park

8.2/10

Very Good

(1,002 reviews)

"Comfortable hotel and staff very welcoming "

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

Sunil

$78 nightly

$88 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/f320203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Suite | Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/6f96c881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/13c8c067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite | Living area | 32-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/d7e328ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wiltwyck

[](https://www.expedia.com/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information)

Kingston

9.4/10

Exceptional

(177 reviews)

"Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!"

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

Ema

$144 nightly

$161 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/1ee75d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2661x0y0-566be3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/3846b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2663x0y0-333b8d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

[](https://www.expedia.com/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

Hyde Park

9.6/10

Exceptional

(487 reviews)

"It was a great stay and the restaurant was also amazing "

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

Michael

$144 nightly

$163 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5166d865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/89be5318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/36202057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Minnewaska Lodge

[](https://www.expedia.com/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information)

Gardiner

9.0/10

Wonderful

(563 reviews)

"Wonderful breakfast, views, service, and hiking trails."

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

William

$154 nightly

$173 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/ff481e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/e4abb59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/28ad5864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Poughkeepsie / Hudson Valley

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

Crown Heights

9.0/10

Wonderful

(1,004 reviews)

"We stay in Poughkeepsie 5 to 10 times a year and I believe this will be our new go to. While the other hotel we stay at is lovely, we enjoyed the Hyatt a little bit better. Thank you for having us."

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

Kim

$101 nightly

$117 total

Mar 26 - Mar 27

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/6000000/5040000/5036200/5036125/040c9664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5040000/5036200/5036125/9c6d517b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Single Room, 1 Queen Bed, Accessible | Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5040000/5036200/5036125/4b7b7a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5040000/5036200/5036125/34b70c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cadet Motel

[](https://www.expedia.com/Newburgh-Hotels-Cadet-Motel.h5036125.Hotel-Information)

Cornwall

6.4/10

(307 reviews)

"Easy to spot on the road and helpful friendly staff"

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

Alex

$79 nightly

$93 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cadet-Motel.h5036125.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15960000/15952400/15952345/e0ffe0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/16000000/15960000/15952400/15952345/4473ed09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15960000/15952400/15952345/8f826d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15960000/15952400/15952345/8ad0aa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rhinebeck Village Inn

[](https://www.expedia.com/Poughkeepsie-Hotels-Rhinebeck-Village-Inn.h15952345.Hotel-Information)

Rhinebeck Village

7.6/10

Good

(395 reviews)

"Wonderful destination!"

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

candice

$105 nightly

$119 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Rhinebeck-Village-Inn.h15952345.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/26772120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/c85d7284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/154a23dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Kingston

[](https://www.expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

Kingston

9.0/10

Wonderful

(1,005 reviews)

"The pool was very nice! The hotel was very clean,comfortable,staff helpful ,and delicious coffee in the lobby and at meals..the breakfast buffet was very good!!"

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

Kathleen

$118 nightly

$132 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/76659b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books, music library, stereo](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/e4f22671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 1 - First Floor | Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/48c09034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/43000000/42300000/42299700/42299613/5cabc864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Twin Gables of Woodstock

[](https://www.expedia.com/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)

Woodstock

9.8/10

Exceptional

(200 reviews)

"Very clean, friendly staff, location was perfect. Had a wonderful experience"

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

Anna

$139 nightly

$156 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Kingston-Hotels-Twin-Gables-Of-Woodstock.h42299613.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/e026add2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room, 1 Queen Bed, Accessible | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/33ebde4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/06447177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/f2bc8df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Village Motel

[](https://www.expedia.com/Monticello-Hotels-Village-Motel.h23533522.Hotel-Information)

Ellenville

6.6/10

(209 reviews)

"Great staff, clean. "

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

Joline

$76 nightly

$85 total

Mar 27 - Mar 28

Total with taxes and fees

[](https://www.expedia.com/Monticello-Hotels-Village-Motel.h23533522.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/0e4225ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, First or Second Floor | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/4b617c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Accessible (ADA) | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/8e2d2526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/6ef5eea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### West Point Motel

[](https://www.expedia.com/Newburgh-Hotels-West-Point-Motel.h4290545.Hotel-Information)

Highland Falls

8.6/10

Excellent

(680 reviews)

"Room was clean, staff was courteous and very good location "

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

Georgina

$100 nightly

$113 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-West-Point-Motel.h4290545.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.com/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&regionId=115050&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America&regionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CHALET)

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## Top Highland Hotel Reviews

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg)

### Hampton Inn & Suites Poughkeepsie

8/10 Good

"Room was clean, updated & spacious! Hotel was quiet and common spaces were clean & inviting! Some staff like Miguel (evening shift) went over & above!! Breakfast had a variety of offerings but the main items (eggs & sausage) lacked flavour. Gym had treadmills, bike & little else. "

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information)

![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0_y.jpg)

### Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent

"Friendly staff, clean and tidy rooms. Although I didn't need it this trip, I appreciated the retractable laundry line in the shower. Thoughtful and useful detail. "

[](https://expedia.com/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information)

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac_y.jpg)

### Woodstock Way Hotel

8/10 Good

"Room had a great waterfall view, and the hotel is very close to town, which made it convenient to grab food (though the town itself is quite small). The main downsides were the Wi-Fi—only one spot in the room had a reliable connection—and the room felt a bit sparse/not very cozy. I also wish there were a common lounge area to relax. The waterfall can be noisy at night. Overall, it felt a bit overpriced for the experience."

[](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/875b6b8c_y.jpg)

### DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"I had to change my rm because the toilet sprayed water on me but they were accommodating. Staff were friendly. Everything was clean and the location was convenient."

[](https://expedia.com/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information)

![Beekman Arms and Delamater Inn](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8_y.jpg)

### Beekman Arms and Delamater Inn

6/10 Okay

"Needs a severe update"

[](https://expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information)

![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg)

### Minnewaska Lodge

10/10 Excellent

"The staff went above and beyond for our anniversary! They even put a cute heart and balloon in our room. It was such a nice surprise!"

[](https://expedia.com/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"We didn’t get laundry service and we didn’t touch the AC where he it was very comfortable in there. Thank you so much. We love the place and I will stay there again."

[](https://expedia.com/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/8885aa53_y.jpg)

### Residence Inn by Marriott Kingston

10/10 Excellent

"Excellent hotel. Clean, friendly, plenty parking. "

[](https://expedia.com/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.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

10/10 Excellent

"Staff is amazing! From desk staff was exceptional. Operation wise, elevators were down and all ice machines. Would definitely stay again"

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

## Find out more about Highland

## Highland Cottages information

| Number of reviews | 11,319       |
| ----------------- | ------------ |
| Accommodation     | 118 Cottages |
| Lowest Price      | $85          |
| Highest Price     | $228         |

## Frequently asked questions

### Why book your cottage in Highland with Expedia?

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- [Hotels with Room Service in Poughkeepsie ](https://www.expedia.com/Poughkeepsie-Hotels-Hotels-With-Room-Service.0-0-d6056317-tHotelswithRoomService.Travel-Guide-Filter-Hotels)
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- [Hotels on the River in Poughkeepsie ](https://www.expedia.com/Poughkeepsie-Hotels-Riverside-Hotels.0-0-d6056317-tRiversideHotels.Travel-Guide-Filter-Hotels)
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- [Oceanfront Hotels in Poughkeepsie ](https://www.expedia.com/Poughkeepsie-Hotels-Oceanfront-Hotels.0-0-d6056317-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
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- [Flights to Poughkeepsie ](https://www.expedia.com/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights)
- [Flights from Poughkeepsie ](https://www.expedia.com/lp/flights/6056317/flights-from-poughkeepsie)

- [Walkway Over the Hudson State Historic Park ](https://www.expedia.com/Walkway-Over-The-Hudson-State-Historic-Park-New-York.d6222117.Vacation-Attraction)
- [Marist College ](https://www.expedia.com/Marist-College-Poughkeepsie.d6158002.Vacation-Attraction)
- [Poughkeepsie Bridge ](https://www.expedia.com/Poughkeepsie-Bridge-Poughkeepsie.d6093751.Vacation-Attraction)
- [Mid-Hudson Children's Museum ](https://www.expedia.com/Mid-Hudson-Childrens-Museum-Poughkeepsie.d6219979.Vacation-Attraction)
- [Mid-Hudson Bridge ](https://www.expedia.com/Mid-Hudson-Bridge-Poughkeepsie.d6093747.Vacation-Attraction)
- [Visit Poughkeepsie Waterfront ](https://www.expedia.com/Poughkeepsie-Waterfront.dx6338910)
- [Mid-Hudson Civic Center ](https://www.expedia.com/Mid-Hudson-Civic-Center-Poughkeepsie.d6258643.Vacation-Attraction)
- [Mccann Ice Arena ](https://www.expedia.com/McCann-Ice-Arena-Poughkeepsie.d6258639.Vacation-Attraction)
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- [Bardavon 1869 Opera House ](https://www.expedia.com/Bardavon-1869-Opera-House-Poughkeepsie.d6093749.Vacation-Attraction)
- [Poughkeepsie Vacations ](https://www.expedia.com/Poughkeepsie.d6056317.Destination-Travel-Guides)

- [Car rentals near Marist College ](https://www.expedia.com/Car-Rentals-In-Marist-College.d6158002.Car-Rental-Guide)
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- [Avis Rental Cars in Poughkeepsie Waterfront ](https://www.expedia.com/Avis-Car-Rentals-In-Poughkeepsie-Waterfront.d6338910-c41.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Poughkeepsie ](https://www.expedia.com/Enterprise-Car-Rentals-In-Poughkeepsie.d6056317-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Poughkeepsie ](https://www.expedia.com/Hertz-Car-Rentals-In-Poughkeepsie.d6056317-c40.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Poughkeepsie ](https://www.expedia.com/Budget-Car-Rentals-In-Poughkeepsie.d6056317-c39.Car-Rental-Guide-Suppliers)
- [Rent A Wreck Rental Cars in Poughkeepsie ](https://www.expedia.com/Rent-A-Wreck-Car-Rentals-In-Poughkeepsie.d6056317-c33.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Poughkeepsie ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Poughkeepsie.d6056317-c45.Car-Rental-Guide-Suppliers)
- [Alamo Rent A Car Rental Cars in Poughkeepsie ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Poughkeepsie.d6056317-c6.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Poughkeepsie ](https://www.expedia.com/Avis-Car-Rentals-In-Poughkeepsie.d6056317-c41.Car-Rental-Guide-Suppliers)
- [National Car Rental Rental Cars in Poughkeepsie ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Poughkeepsie.d6056317-c42.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Poughkeepsie ](https://www.expedia.com/Luxury-Car-Rentals-In-Poughkeepsie.d6056317-tLuxury.Car-Rental-Guide-Class)

- [Poughkeepsie Vacation Rentals ](https://www.expedia.com/Poughkeepsie-Vacation-Rentals.d6056317.Travel-Guide-VacationRentals)

- [Things to do in Poughkeepsie ](https://www.expedia.com/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)