Title: New Windsor Vacation Rentals from $201: Search Short-Term Rentals | Expedia.com

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![](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Wanderlustfemale

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=10021&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.com/Hotel-Search?regionId=10021&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.com/Hotel-Search?regionId=10021&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.com/Hotel-Search?regionId=10021&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)

## Our top choices for New Windsor vacation rentals

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/77bbd76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/40f52a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/70be37d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/ed4053e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rustic Lakefront Studio w/ Deck + Workspace

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information)

Monroe

8.0/10

Very Good

(1 review)

"Clean room.good host"

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

Ayman

$239 nightly

$242 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116300000/116295600/116295595/e62b431c.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

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

Warwick

8.8/10

Excellent

(9 reviews)

"The bed was very comfortable! Loved the sitting area in the room! The downstairs of this location is an excellent restaurant! "

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

Annette L.

$133 nightly

$150 total

Apr 7 - Apr 8

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/315d7b3f.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/84000000/83440000/83439600/83439540/d9bc7fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/842e96ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83439600/83439540/cdecc2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information)

Kerhonkson

10/10

Exceptional

(34 reviews)

"Awesome place, great location. We loved our stay."

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

Will R.

$174 nightly

$176 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-House-In-The-Gunks.h83439540.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/10d69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/fd01a6d3.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/84000000/83430000/83426500/83426410/0c3ccbf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/cb371140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dream getaway apartment in the foot of Gunks Ridge

[](https://www.expedia.com/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information)

Wallkill

9.6/10

Exceptional

(24 reviews)

"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "

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

Mary S.

$167 nightly

$169 total

Apr 23 - Apr 24

Total with taxes and fees

[](https://www.expedia.com/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/25061d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/fef1043c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/507f5964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83440000/83439500/83439448/5e755ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-Art-Studio-In-The-Gunks.h83439448.Hotel-Information)

Kerhonkson

10/10

Exceptional

(14 reviews)

"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "

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

Kyle T.

$166 nightly

$169 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-Art-Studio-In-The-Gunks.h83439448.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w908h683x59y0-41d3f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-0b53ee10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w505h683x260y0-0b84e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/38be6d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glamping Tent & Campsite by Minnewaska State Park 

[](https://www.expedia.com/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information)

Kerhonkson

8.8/10

Excellent

(3 reviews)

"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"

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

Megan

$136 nightly

$152 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/c906d781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/a5c7e11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/14f7c5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/1d2f7c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

[](https://www.expedia.com/Warwick-Hotels-Luxe-Loft-On-Main-StZeroG-King-Bed.h77873000.Hotel-Information)

Warwick

10/10

Exceptional

(43 reviews)

"The property is very cute and located in a great location. "

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

Olivia R.

$201 nightly

$228 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Warwick-Hotels-Luxe-Loft-On-Main-StZeroG-King-Bed.h77873000.Hotel-Information)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cd189b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/7cf93160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4fbee988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/c4f41298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

Kerhonkson

9.4/10

Exceptional

(13 reviews)

"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "

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

Patrick S.

$180 nightly

$182 total

May 6 - May 7

Total with taxes and fees

[](https://www.expedia.com/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/0e8cc807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/964436f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/243a0c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/85000000/84230000/84229200/84229131/2fd7efa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Bed | Private Parking | Strong WiFi

[](https://www.expedia.com/Poughkeepsie-Hotels-King-Bed-Private-Parking-Strong-WiFi.h84229131.Hotel-Information)

Poughkeepsie

$281 nightly

$329 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-King-Bed-Private-Parking-Strong-WiFi.h84229131.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/e25829b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/a23e5d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1616e5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1ae526bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Cabin with Pool & Fire Pit

[](https://www.expedia.com/Montgomery-Hotels-Cozy-Cabin-Gateway-I-15-Acres-W-Pool-Firepit.h116362325.Hotel-Information)

Montgomery

10/10

Exceptional

(3 reviews)

"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "

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

Sarah A.

$182 nightly

$205 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Montgomery-Hotels-Cozy-Cabin-Gateway-I-15-Acres-W-Pool-Firepit.h116362325.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/be0aeba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

Carmel Hamlet

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

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

Emmett

$254 nightly

$275 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.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)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116300000/116293600/116293556/586a41ba.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)

![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

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

Warwick

9.0/10

Wonderful

(11 reviews)

"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "

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

Erin R.

$131 nightly

$148 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/328adef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(18 reviews)

"Great Unit."

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

Rudy R.

$299 nightly

$303 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/1fe9eea3_edited_074f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/5eb61507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/92eb238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116758500/116758499/7b146adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Cozy private suite in the heart of beautiful Gardiner.

[](https://www.expedia.com/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

New Paltz

10/10

Exceptional

(7 reviews)

"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "

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

Chanah B.

$218 nightly

$244 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/New-Paltz-Hotels-Cozy-Private-Suite-In-The-Heart-Of-Beautiful-Gardiner.h116758499.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/d309f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/32a41e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/a2ec50f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68470000/68467800/68467717/184fcf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

Beacon

10/10

Exceptional

(49 reviews)

"Great place!"

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

Sara B.

$216 nightly

$249 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-1-Loft-Main-St-Beacon-Luxury-Steam-Shower-Kitchen.h68467717.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566069/5c572f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566069/29460d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566069/5898edd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566069/494d7f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rustic Lakefront Studio with Deck & Workspace

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h124566069.Hotel-Information)

Monroe

$230 nightly

$234 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h124566069.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566060/fd9a81ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566060/b8bbffc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566060/131c33d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566060/9c98335b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Retreat | Near Woodbury Commons & Legoland

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h124566060.Hotel-Information)

Monroe

$230 nightly

$234 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h124566060.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/6b676627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/4f746b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/ccda10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/129000000/128080000/128072000/128071971/d0159cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

[](https://www.expedia.com/Carmel-Hotels-Spacious-4-Bedroom-Estate-In-Adorable-Carmel-Hamlet-With-AC.h128071971.Hotel-Information)

Carmel Hamlet

$166 nightly

$180 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Spacious-4-Bedroom-Estate-In-Adorable-Carmel-Hamlet-With-AC.h128071971.Hotel-Information)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566080/4fec88a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566080/d00e4af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566080/df53ab55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566080/14cf8ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Modern Studio Near Lake • Porch & Fire Pit

[](https://www.expedia.com/Monroe-Hotels-Cozy-Modern-Studio-Near-Lake-Porch-Fire-Pit.h124566080.Hotel-Information)

Monroe

$236 nightly

$240 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Cozy-Modern-Studio-Near-Lake-Porch-Fire-Pit.h124566080.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/b8d7ac80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/8dd5c447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/268b639b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/905a40e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Escape -Strong Wi-Fi -Prime Location

[](https://www.expedia.com/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information)

Poughkeepsie

6.8/10

(5 reviews)

"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."

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

Andrea C.

$266 nightly

$311 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.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=2026-04-20&endDate=2026-04-21&regionId=10021&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=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VILLA)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CONDO)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=New+Windsor%2C+New+York%2C+United+States+of+America&regionId=10021&latLong=41.476761%2C-74.02375&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CHALET)

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## Top New Windsor Hotel Reviews

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good

"The breakfast was amazing and staff friendly. However this hotel is under construction and paint fumes in the halls. Thankfully not in the room. The dust from the construction was in the rooms. Vacuuming the carpet would’ve been a good idea. After construction I’m sure this hotel would merit 5 stars."

[](https://expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Check-in went super smooth, breakfast was great! I was expecting continental but hot food was available both weekend days. The high light was the patience the night staff had when faced with a challenging group. Manager Claudine is a Leader in the building I saw her supporting staff while assuring us our stay will be great."

[](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Spark by Hilton Fishkill](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f_y.jpg)

### Spark by Hilton Fishkill

10/10 Excellent

"Room was clean but very minimalist. Not much furniture. No refrigerator. Offered 24 hour coffee and tea. Daily free newspaper. Nice breakfast. Friendly staff."

[](https://expedia.com/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg)

### Courtyard by Marriott Poughkeepsie

10/10 Excellent

"This was my first time staying here and the service was excellent will return soon "

[](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.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

"Everything was great — really enjoyed the stay. The only small thing to improve: if you’re offering complimentary coffee, please make it real coffee, not just hot water with a bit of flavor 🙂"

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

10/10 Excellent

"."

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

"Very clean"

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

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e_y.jpg)

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

10/10 Excellent

"U"

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

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/1ee75d40_y.jpg)

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

10/10 Excellent

"Definitely worth the stay, "

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

## Find out more about New Windsor

**Everything you need to know about New Windsor vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**New Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in New Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit New Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $201 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on New Windsor rentals**

At Expedia, we put the best New Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top New Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in New Windsor ](https://expedia.com/New-Windsor-Private-Vacation-Homes.d10021-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in New Windsor ](https://expedia.com/New-Windsor-Apartments.d10021-aaApartments.Travel-Guide-Accommodation)
- [Cottages in New Windsor ](https://expedia.com/New-Windsor-Cottages.d10021-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in New Windsor ](https://expedia.com/New-Windsor-Cabins.d10021-aaCabins.Travel-Guide-Accommodation)
- [Villas in New Windsor ](https://expedia.com/New-Windsor-Villas.d10021-aaVillas.Travel-Guide-Accommodation)
- [Motels in New Windsor ](https://expedia.com/New-Windsor-Motels.d10021-aaMotels.Travel-Guide-Accommodation)
- [B&B in New Windsor ](https://expedia.com/New-Windsor-Bed-And-Breakfast.d10021-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in New Windsor ](https://expedia.com/New-Windsor-Agritourism.d10021-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in New Windsor ](https://expedia.com/New-Windsor-Guest-Houses.d10021-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in New Windsor ](https://expedia.com/New-Windsor-Condos.d10021-aaCondos.Travel-Guide-Accommodation)
- [Aparthotels in New Windsor ](https://expedia.com/New-Windsor-Apart-Hotels.d10021-aaApartHotels.Travel-Guide-Accommodation)
- [Chalets in New Windsor ](https://expedia.com/New-Windsor-Chalets.d10021-aaChalets.Travel-Guide-Accommodation)
- [Inns in New Windsor ](https://expedia.com/New-Windsor-Inns.d10021-aaInns.Travel-Guide-Accommodation)
- [Hostels in New Windsor ](https://expedia.com/New-Windsor-Hostels.d10021-aaHostels.Travel-Guide-Accommodation)
- [Lodges in New Windsor ](https://expedia.com/New-Windsor-Lodges.d10021-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in New Windsor ](https://expedia.com/New-Windsor-RV-Parks.d10021-aaRVParks.Travel-Guide-Accommodation)
- [Resorts in New Windsor ](https://expedia.com/New-Windsor-Resorts.d10021-aaResorts.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Top Hotels in Beacon](https://expedia.com/Beacon-Hotels.d6173904.Travel-Guide-Hotels)
- [Top Hotels in White Plains](https://expedia.com/White-Plains-Hotels.d603214.Travel-Guide-Hotels)
- [Top Hotels in Watkins Glen](https://expedia.com/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels)
- [Top Hotels in Plattsburgh](https://expedia.com/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels)
- [Top Hotels in Ithaca](https://expedia.com/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Top Hotels in Syracuse](https://expedia.com/Syracuse-Hotels.d601764.Travel-Guide-Hotels)
- [Niagara Falls Hotels with a View](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d602721-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Top Hotels in Binghamton](https://expedia.com/Binghamton-Hotels.d6034018.Travel-Guide-Hotels)
- [Top Hotels in Lake George](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Top Hotels in Rhinebeck](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Top Hotels in Poughkeepsie](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
- [Top Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)
- [Top Hotels in Hudson](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Top Hotels in Niagara Falls](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [Top Hotels in Cooperstown](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [Top Hotels in Yonkers](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)
- [Top Hotels in Utica](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)

Flights

- [Flights to ALB](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Flights to BUF](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Syracuse Cheap Flights](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Flights to SYR](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Getaways](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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