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New Windsor Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
48 rentals in New Windsor.
Cozy cottage with hot tub, game room & backyard, vacation rental in New Windsor
Cozy cottage with hot tub, game room & backyard, vacation rental in New Windsor
Cozy cottage with hot tub, game room & backyard, vacation rental in New Windsor

Cozy cottage with hot tub, game room & backyard

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Beautiful Cozy 2 br in-law apt, prime Hudson Valley location, vacation rental in New Windsor
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location, vacation rental in New Windsor
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location, vacation rental in New Windsor

Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy 4 bedroom close to West Point military, vacation rental in New Windsor
Cozy 4 bedroom close to West Point military, vacation rental in New Windsor
Cozy 4 bedroom close to West Point military, vacation rental in New Windsor

Cozy 4 bedroom close to West Point military

Rental Home
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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The following properties within 20 miles of New Windsor match all your filters:
Cozy victorian getaway, vacation rental in New Windsor
Cozy victorian getaway, vacation rental in New Windsor
Cozy victorian getaway, vacation rental in New Windsor

Cozy victorian getaway

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Centrally Located in the Heart ❤ of Newburgh, vacation rental in New Windsor
Centrally Located in the Heart ❤ of Newburgh, vacation rental in New Windsor
Centrally Located in the Heart ❤ of Newburgh, vacation rental in New Windsor

Centrally Located in the Heart ❤ of Newburgh

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Quiet Cottage with free Parking, vacation rental in New Windsor
Quiet Cottage with free Parking, vacation rental in New Windsor
Quiet Cottage with free Parking, vacation rental in New Windsor

Quiet Cottage with free Parking

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Deck View of Hudson River & Mt Beacon - Boho Suite, vacation rental in New Windsor
Deck View of Hudson River & Mt Beacon - Boho Suite, vacation rental in New Windsor
Deck View of Hudson River & Mt Beacon - Boho Suite, vacation rental in New Windsor

Deck View of Hudson River & Mt Beacon - Boho Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunny room in historic Newburgh, vacation rental in New Windsor
Sunny room in historic Newburgh, vacation rental in New Windsor
Sunny room in historic Newburgh, vacation rental in New Windsor

Sunny room in historic Newburgh

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Grant - A Tranquil One Bedroom Steps from River, vacation rental in New Windsor
Grant - A Tranquil One Bedroom Steps from River, vacation rental in New Windsor
Grant - A Tranquil One Bedroom Steps from River, vacation rental in New Windsor

Grant - A Tranquil One Bedroom Steps from River

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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"GRAND ON THE HUDSON" - Executive Suites/2nd Flr, vacation rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/2nd Flr, vacation rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/2nd Flr, vacation rental in New Windsor

"GRAND ON THE HUDSON" - Executive Suites/2nd Flr

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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"GRAND ON THE HUDSON" - Executive Suites/1st Flr, vacation rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/1st Flr, vacation rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/1st Flr, vacation rental in New Windsor

"GRAND ON THE HUDSON" - Executive Suites/1st Flr

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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"GRAND ON THE HUDSON" - Executive Suites/3rd FL, vacation rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/3rd FL, vacation rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/3rd FL, vacation rental in New Windsor

"GRAND ON THE HUDSON" - Executive Suites/3rd FL

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Dog-Friendly Vacation Rental in Newburgh!, vacation rental in New Windsor
Dog-Friendly Vacation Rental in Newburgh!, vacation rental in New Windsor
Dog-Friendly Vacation Rental in Newburgh!, vacation rental in New Windsor

Dog-Friendly Vacation Rental in Newburgh!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Hudson River Retreat, vacation rental in New Windsor
Hudson River Retreat, vacation rental in New Windsor
Hudson River Retreat, vacation rental in New Windsor

Hudson River Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beacon Apt w/ Patio + Grill; Walk to Main St!, vacation rental in New Windsor
Beacon Apt w/ Patio + Grill; Walk to Main St!, vacation rental in New Windsor
Beacon Apt w/ Patio + Grill; Walk to Main St!, vacation rental in New Windsor

Beacon Apt w/ Patio + Grill; Walk to Main St!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Clean and Sanitized Cornwall Condominium, vacation rental in New Windsor
Clean and Sanitized Cornwall Condominium, vacation rental in New Windsor
Clean and Sanitized Cornwall Condominium, vacation rental in New Windsor

Clean and Sanitized Cornwall Condominium

Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Scenic 1-bedroom rental in Newburgh, vacation rental in New Windsor
Scenic 1-bedroom rental in Newburgh, vacation rental in New Windsor
Scenic 1-bedroom rental in Newburgh, vacation rental in New Windsor

Scenic 1-bedroom rental in Newburgh

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Historic Hudson Valley Apartment: River View!, vacation rental in New Windsor
Historic Hudson Valley Apartment: River View!, vacation rental in New Windsor
Historic Hudson Valley Apartment: River View!, vacation rental in New Windsor

Historic Hudson Valley Apartment: River View!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer/Dryer, Kitchen, vacation rental in New Windsor
Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer/Dryer, Kitchen, vacation rental in New Windsor
Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer/Dryer, Kitchen, vacation rental in New Windsor

Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer/Dryer, Kitchen

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hot Tub Bliss with King Master Bedroom, vacation rental in New Windsor
Hot Tub Bliss with King Master Bedroom, vacation rental in New Windsor
Hot Tub Bliss with King Master Bedroom, vacation rental in New Windsor

Hot Tub Bliss with King Master Bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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A luxurious stay., vacation rental in New Windsor
A luxurious stay., vacation rental in New Windsor
A luxurious stay., vacation rental in New Windsor

A luxurious stay.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Guests state the home is charming. New central air conditioning., vacation rental in New Windsor
Guests state the home is charming. New central air conditioning., vacation rental in New Windsor
Guests state the home is charming. New central air conditioning., vacation rental in New Windsor

Guests state the home is charming. New central air conditioning.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Hudson River Valley Vacation Rental!, vacation rental in New Windsor
Charming Hudson River Valley Vacation Rental!, vacation rental in New Windsor
Charming Hudson River Valley Vacation Rental!, vacation rental in New Windsor

Charming Hudson River Valley Vacation Rental!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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MidCentury Modern Suite with Hudson River/Mt Beacon Views, vacation rental in New Windsor
MidCentury Modern Suite with Hudson River/Mt Beacon Views, vacation rental in New Windsor
MidCentury Modern Suite with Hudson River/Mt Beacon Views, vacation rental in New Windsor

MidCentury Modern Suite with Hudson River/Mt Beacon Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Home Historical District, vacation rental in New Windsor
Beautiful Home Historical District, vacation rental in New Windsor
Beautiful Home Historical District, vacation rental in New Windsor

Beautiful Home Historical District

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Arts and Crafts Home, vacation rental in New Windsor
Charming Arts and Crafts Home, vacation rental in New Windsor
Charming Arts and Crafts Home, vacation rental in New Windsor

Charming Arts and Crafts Home

Rental Home
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Newburgh, New York, Vacation Rental!, vacation rental in New Windsor
Newburgh, New York, Vacation Rental!, vacation rental in New Windsor
Newburgh, New York, Vacation Rental!, vacation rental in New Windsor

Newburgh, New York, Vacation Rental!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Modern 2BR in Staten Island, vacation rental in New Windsor
Modern 2BR in Staten Island, vacation rental in New Windsor
Modern 2BR in Staten Island, vacation rental in New Windsor

Modern 2BR in Staten Island

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historic Cornwall-On-Hudson Cottage w/ Deck!, vacation rental in New Windsor
Historic Cornwall-On-Hudson Cottage w/ Deck!, vacation rental in New Windsor
Historic Cornwall-On-Hudson Cottage w/ Deck!, vacation rental in New Windsor

Historic Cornwall-On-Hudson Cottage w/ Deck!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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House on a hill, vacation rental in New Windsor
House on a hill, vacation rental in New Windsor
House on a hill, vacation rental in New Windsor

House on a hill

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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East End Cottage - Charming escape in Newburgh, vacation rental in New Windsor
East End Cottage - Charming escape in Newburgh, vacation rental in New Windsor
East End Cottage - Charming escape in Newburgh, vacation rental in New Windsor

East End Cottage - Charming escape in Newburgh

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bright Cornwall-On-Hudson Vacation Rental!, vacation rental in New Windsor
Bright Cornwall-On-Hudson Vacation Rental!, vacation rental in New Windsor
Bright Cornwall-On-Hudson Vacation Rental!, vacation rental in New Windsor

Bright Cornwall-On-Hudson Vacation Rental!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated, vacation rental in New Windsor
Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated, vacation rental in New Windsor
Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated, vacation rental in New Windsor

Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Spacious Colonial with ample space, vacation rental in New Windsor
Spacious Colonial with ample space, vacation rental in New Windsor
Spacious Colonial with ample space, vacation rental in New Windsor

Spacious Colonial with ample space

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Stylish & Spacious House w/ Hudson River Views, vacation rental in New Windsor
Stylish & Spacious House w/ Hudson River Views, vacation rental in New Windsor
Stylish & Spacious House w/ Hudson River Views, vacation rental in New Windsor

Stylish & Spacious House w/ Hudson River Views

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy Cottage minutes to West Point, vacation rental in New Windsor
Cozy Cottage minutes to West Point, vacation rental in New Windsor
Cozy Cottage minutes to West Point, vacation rental in New Windsor

Cozy Cottage minutes to West Point

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., vacation rental in New Windsor
Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., vacation rental in New Windsor
Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., vacation rental in New Windsor

Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Historic Cottage with View on the Hudson River, vacation rental in New Windsor
Historic Cottage with View on the Hudson River, vacation rental in New Windsor
Historic Cottage with View on the Hudson River, vacation rental in New Windsor

Historic Cottage with View on the Hudson River

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Victorian house with amazing Hudson River view, vacation rental in New Windsor
Victorian house with amazing Hudson River view, vacation rental in New Windsor
Victorian house with amazing Hudson River view, vacation rental in New Windsor

Victorian house with amazing Hudson River view

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Renovated 1850's Cottage on Storm King Mountain, vacation rental in New Windsor
Renovated 1850's Cottage on Storm King Mountain, vacation rental in New Windsor
Renovated 1850's Cottage on Storm King Mountain, vacation rental in New Windsor

Renovated 1850's Cottage on Storm King Mountain

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Panoramic views from a spacious mid-century home, vacation rental in New Windsor
Panoramic views from a spacious mid-century home, vacation rental in New Windsor
Panoramic views from a spacious mid-century home, vacation rental in New Windsor

Panoramic views from a spacious mid-century home

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Modern & Artsy House with Hudson River views, vacation rental in New Windsor
Modern & Artsy House with Hudson River views, vacation rental in New Windsor
Modern & Artsy House with Hudson River views, vacation rental in New Windsor

Modern & Artsy House with Hudson River views

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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: Spring is here!! Pool opening soon!! Looking forward to being your host!, vacation rental in New Windsor
: Spring is here!! Pool opening soon!! Looking forward to being your host!, vacation rental in New Windsor
: Spring is here!! Pool opening soon!! Looking forward to being your host!, vacation rental in New Windsor

: Spring is here!! Pool opening soon!! Looking forward to being your host!

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beacon Family Getaway with Amazing Ambience in the Hudson Valley, vacation rental in New Windsor
Beacon Family Getaway with Amazing Ambience in the Hudson Valley, vacation rental in New Windsor
Beacon Family Getaway with Amazing Ambience in the Hudson Valley, vacation rental in New Windsor

Beacon Family Getaway with Amazing Ambience in the Hudson Valley

Rental Home
5 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
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Stunning historic Victorian house in Newburgh, vacation rental in New Windsor
Stunning historic Victorian house in Newburgh, vacation rental in New Windsor
Stunning historic Victorian house in Newburgh, vacation rental in New Windsor

Stunning historic Victorian house in Newburgh

Rental Home
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beacon Retreat with Hudson River views and access to hiking trails and downtown!, vacation rental in New Windsor
Beacon Retreat with Hudson River views and access to hiking trails and downtown!, vacation rental in New Windsor
Beacon Retreat with Hudson River views and access to hiking trails and downtown!, vacation rental in New Windsor

Beacon Retreat with Hudson River views and access to hiking trails and downtown!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Withers Mansion Large Groups - Hudson River Views!, vacation rental in New Windsor
Withers Mansion Large Groups - Hudson River Views!, vacation rental in New Windsor
Withers Mansion Large Groups - Hudson River Views!, vacation rental in New Windsor

Withers Mansion Large Groups - Hudson River Views!

Rental Home
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
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"The Big House" with Hudson River Views, vacation rental in New Windsor
"The Big House" with Hudson River Views, vacation rental in New Windsor
"The Big House" with Hudson River Views, vacation rental in New Windsor

"The Big House" with Hudson River Views

Rental Home
8 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
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Showing results 1-48 of 48
Frequently Asked Questions about New Windsor