Title: New Windsor Vacation Rentals from $250: Search Short-Term Rentals | Expedia.com

[New Windsor Travel Guide](https://expedia.com/New-Windsor.dx10021)[Hotels in New Windsor](https://expedia.com/New-Windsor-Hotels.d10021.Travel-Guide-Hotels)[Flights to New Windsor](https://expedia.com/Cheap-Flights-To-New-Windsor.d10021.Travel-Guide-Flights)[Things to do in New Windsor](https://expedia.com/Things-To-Do-In-New-Windsor.d10021.Travel-Guide-Activities)[Car Rentals in New Windsor](https://expedia.com/Car-Rentals-In-New-Windsor.d10021.Car-Rental-Guide)[New Windsor Vacation Packages](https://expedia.com/New-Windsor.d10021.Destination-Travel-Guides)

![Gloomy cloud over Storm King sunset. Landscape architecture juxtaposed in the Northeast's Autumn. #GoldenHour](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Wanderlustfemale

![](https://images.trvl-media.com/place/6148010/b4469cf7-6c52-4383-a18b-1573522aca84.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=10021&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=10021&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=10021&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=10021&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 New Windsor vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/37d2f11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/20dd4d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/7a8f89cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/100000000/99760000/99751300/99751209/511279ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Farmhouse-Hot Tub, King Beds, Game Room & View

[](https://www.expedia.com/Montgomery-Hotels-Dream-Escape.h99751209.Hotel-Information)

Montgomery

10/10

Exceptional

(16 reviews)

"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."

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

Emily B.

$1,106 nightly

$1,262 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Montgomery-Hotels-Dream-Escape.h99751209.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946328/0a342993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946328/fbf01887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946328/8626ce26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946328/54e45e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

[](https://www.expedia.com/Goshen-Hotels-New-5-Bedrm3bath-Swim-Spa-Huge-Outdoor-Space.h82946328.Hotel-Information)

Goshen

10/10

Exceptional

(31 reviews)

"Home is very nicely furnished. Also, the backyard is great place to come and stargaze!! "

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

Elizabeth S.

$819 nightly

$855 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Goshen-Hotels-New-5-Bedrm3bath-Swim-Spa-Huge-Outdoor-Space.h82946328.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/7ce45210.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/91000000/90900000/90899400/90899359/w1024h680x0y3-01a4cf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/22854ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90900000/90899400/90899359/w1024h677x0y3-55eed7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in the heart of the Hudson Valley, Cabin 3

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899359.Hotel-Information)

Newburgh

9.8/10

Exceptional

(14 reviews)

"We had a great stay, everything you need is provided. Would recommend to anyone."

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

Bill W.

$237 nightly

$280 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90899359.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93250000/93244500/93244451/4b968ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors, printers](https://images.trvl-media.com/lodging/94000000/93250000/93244500/93244451/6c9c753f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors, printers](https://images.trvl-media.com/lodging/94000000/93250000/93244500/93244451/54d8dae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/94000000/93250000/93244500/93244451/ac59aad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

[](https://www.expedia.com/Greenwood-Lake-Hotels-Secluded-Stunning-Lake-View-Villa-With-Heated-Pool-Hot-Tub-New.h93244451.Hotel-Information)

Greenwood Lake

9.8/10

Exceptional

(8 reviews)

"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."

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

Valeryia R.

$1,348 nightly

$1,525 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Greenwood-Lake-Hotels-Secluded-Stunning-Lake-View-Villa-With-Heated-Pool-Hot-Tub-New.h93244451.Hotel-Information)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/af5902b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/e36fc455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/a935500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/643a1d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 5 Trinity Pl Cornwall NY 12518

[](https://www.expedia.com/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

Cornwall

$994 nightly

$1,174 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/ebfc1676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/afe3fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

[](https://www.expedia.com/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

new paltz

9.4/10

Exceptional

(6 reviews)

"Very clean Good communication with host Close to town & hiking Recommend! "

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

Jennifer E.

$686 nightly

$768 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/95000000/94860000/94859700/94859610/768f908e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94860000/94859700/94859610/5da89c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94860000/94859700/94859610/854fb559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94860000/94859700/94859610/4e40d48d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern penthouse suite in a restored grain tower with private roof deck. 

[](https://www.expedia.com/Warwick-Hotels-Modern-Penthouse-Suite-In-A-Restored-Grain-Tower-With-Private-Roof-Deck.h94859610.Hotel-Information)

Warwick

10/10

Exceptional

(27 reviews)

"Wonderful stay!"

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

Lisi M.

$469 nightly

$530 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Warwick-Hotels-Modern-Penthouse-Suite-In-A-Restored-Grain-Tower-With-Private-Roof-Deck.h94859610.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/541d91ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/d2d9d4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/d7a0c7a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77290000/77280600/77280503/537494b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country House w/Hot Tub, Deck, Grill & Fire Pit

[](https://www.expedia.com/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information)

Goshen

10/10

Exceptional

(61 reviews)

"Very good host "

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

Binyomin

$492 nightly

$513 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Goshen-Hotels-Renovated-House-WHot-Tub.h77280503.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/dd15c573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/dec095c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/325abde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/003312bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Cottage - Lakeside Property!

[](https://www.expedia.com/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information)

Fishkill

$649 nightly

$741 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h681x0y2-21ff539b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h680x0y3-8188dd85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/c421cfb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90897800/90897766/w1024h680x0y3-d877abc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in the Heart of the Hudson Valley, Cabin 1

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90897766.Hotel-Information)

Newburgh

10/10

Exceptional

(32 reviews)

"Great overnight spot, especially with a dog."

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

Ed C.

$237 nightly

$280 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cabin-In-The-Heart-Of-The-Hudson-Valley.h90897766.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/a522239b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/8e00476e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/38d967f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112620000/112615000/112614966/98254145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Cabin in Fishkill!

[](https://www.expedia.com/Fishkill-Hotels-Charming-Cabin-In-Fishkill.h112614966.Hotel-Information)

Fishkill

9.6/10

Exceptional

(4 reviews)

"What a sweet little spot in a gorgeous area - clean, simple, and beautiful. Thanks for a great stay! "

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

Julia T.

$401 nightly

$458 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Charming-Cabin-In-Fishkill.h112614966.Hotel-Information)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/f4377701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

[](https://www.expedia.com/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

Carmel Hamlet

10/10

Exceptional

(19 reviews)

"Lovely house with all the amenities. We had a wonderful time."

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

Diana P.

$902 nightly

$978 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.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)

![Interior](https://images.trvl-media.com/lodging/117000000/116370000/116362400/116362325/1ae526bb.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)

### 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

Mar 26 - Mar 27

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/0da715d4.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)

![Living area](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/377f36e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Chestnut on Willow Lake

[](https://www.expedia.com/Fishkill-Hotels-Chestnut-On-Willow-Lake.h112584776.Hotel-Information)

Fishkill

9.6/10

Exceptional

(4 reviews)

"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."

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

Doria W.

$617 nightly

$705 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Chestnut-On-Willow-Lake.h112584776.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)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.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

$257 nightly

$279 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

Fort Montgomery

9.8/10

Exceptional

(133 reviews)

"Amazing place Thanks for the stay "

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

Julien C.

$270 nightly

$305 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/01190679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/aa8099e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/86e2c537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/22e8d7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### complete privacy vacation home \[private pool\]

[](https://www.expedia.com/Newburgh-Hotels-Complete-Privacy-Vacation-Home-Private-Pool.h103193912.Hotel-Information)

Newburgh

9.4/10

Exceptional

(13 reviews)

"Our family thoroughly enjoyed our stay. The pool was so big and so much fun!"

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

Devin O.

$1,047 nightly

$1,236 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Complete-Privacy-Vacation-Home-Private-Pool.h103193912.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/a27e5755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/c225355f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/5e31b747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy country efficiency in the Hudson Valley

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

Newburgh

9.8/10

Exceptional

(68 reviews)

"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."

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

Lou F.

$267 nightly

$315 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d895f946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/26272140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/d096da95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71280000/71272500/71272404/c8e6e879_edited_4c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Verde B&B, bsm, Greenwood Lake NY

[](https://www.expedia.com/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information)

Greenwood Lake

10/10

Exceptional

(12 reviews)

"The breakfast was lovely!"

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

Tara

$326 nightly

$369 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Villa-Verde-BnB.h71272404.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/f8f0e0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/ee891a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/w1021h680x3y3-4b98069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/111000000/110440000/110439100/110439036/5591c9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire Lakeview House \~ Hot Tub \~ Firepit \~ Stunning View \~ Spacious Deck

[](https://www.expedia.com/Greenwood-Lake-Hotels-Luxury-Lake-Oasis-Hot-Tub-Lake-Marina-Views-Bar.h110439036.Hotel-Information)

Greenwood Lake

10/10

Exceptional

(7 reviews)

"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"

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

Susan R.

$629 nightly

$712 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Greenwood-Lake-Hotels-Luxury-Lake-Oasis-Hot-Tub-Lake-Marina-Views-Bar.h110439036.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=2026-04-07&endDate=2026-04-08&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA)

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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL)

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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET)

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## Top New Windsor Hotel Reviews

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

### Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good

"Good"

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

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

### Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Clean room with comfortable bed and nice bathroom. Friendly staff."

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

"Lakesha was a delightful young lady who checked me in. The stay was great. The only negative was the room next to me was full of unsupervised children who ran screaming down the hallway close to bedtime. But that was not the hotels fault. I love that there is a Starbucks in the lobby. My daughter in law worked in the restaurant during high school decades ago so I was curious to see if it was maintained well. It was a pleasant surprise to find it so clean and modern! It’s a nice place with shopping and restaurants nearby. "

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

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

### Spark by Hilton Fishkill

8/10 Good

"Overall my experience was good. I was hoping for more scrambled eggs and bacon. There was a homeless guy living in his car that was a bit nerve racking, but otherwise harmless. "

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

![Homewood Suites Stewart Airport](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/e9b6c0b3_y.jpg)

### Homewood Suites Stewart Airport

10/10 Excellent

"Staff (particularly Kathleen) was lovely "

[](https://expedia.com/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information)

![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

"Parking was easy- lady at the front desk was great. Room was good "

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

![Inn on the Hudson](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg)

### Inn on the Hudson

6/10 Okay

"Not far from our destination, easy to get to off main highway. The train whistle was loud and frequent until about midnight, several of the neighbors in near rooms were extremely loud with no staff intervention including soliciting from their car, and a car alarm next to our room sounding several times in the night. Room was in need of minor repairs, but linens looked and smelled clean. Breakfast offered boiled eggs, a few fruits, bagels, and waffle iron. "

[](https://expedia.com/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.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)

![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)

## 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 $250 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)
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- [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 Geneva](https://expedia.com/Geneva-Hotels.d7974.Travel-Guide-Hotels)
- [Top Hotels in Albany](https://expedia.com/Albany-Hotels.d603260.Travel-Guide-Hotels)
- [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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