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Holiday Rentals in New Windsor

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

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

Cozy cottage with hot tub, game room & backyard

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Beautiful Cozy 2 br in-law apt, prime Hudson Valley location, holiday rental in New Windsor
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location, holiday rental in New Windsor
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location, holiday 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
More info
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The following properties within 32 kms of New Windsor match all your filters:
Cozy victorian getaway, holiday rental in New Windsor
Cozy victorian getaway, holiday rental in New Windsor
Cozy victorian getaway, holiday 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, holiday rental in New Windsor
Centrally Located in the Heart ❤ of Newburgh, holiday rental in New Windsor
Centrally Located in the Heart ❤ of Newburgh, holiday 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, holiday rental in New Windsor
Quiet Cottage with free Parking, holiday rental in New Windsor
Quiet Cottage with free Parking, holiday rental in New Windsor

Quiet Cottage with free Parking

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Payment Protection
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer, holiday rental in New Windsor
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer, holiday rental in New Windsor
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer, holiday rental in New Windsor

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Deck View of Hudson River & Mt Beacon - Boho Suite, holiday rental in New Windsor
Deck View of Hudson River & Mt Beacon - Boho Suite, holiday rental in New Windsor
Deck View of Hudson River & Mt Beacon - Boho Suite, holiday rental in New Windsor

Deck View of Hudson River & Mt Beacon - Boho Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen, holiday rental in New Windsor
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen, holiday rental in New Windsor
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen, holiday rental in New Windsor

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Grant - A Tranquil One Bedroom Steps from River, holiday rental in New Windsor
Grant - A Tranquil One Bedroom Steps from River, holiday rental in New Windsor
Grant - A Tranquil One Bedroom Steps from River, holiday rental in New Windsor

Grant - A Tranquil One Bedroom Steps from River

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

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

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

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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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"GRAND ON THE HUDSON" - Executive Suites/3rd FL, holiday rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/3rd FL, holiday rental in New Windsor
"GRAND ON THE HUDSON" - Executive Suites/3rd FL, holiday 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!, holiday rental in New Windsor
Dog-Friendly Vacation Rental in Newburgh!, holiday rental in New Windsor
Dog-Friendly Vacation Rental in Newburgh!, holiday 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, holiday rental in New Windsor
Hudson River Retreat, holiday rental in New Windsor
Hudson River Retreat, holiday rental in New Windsor

Hudson River Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Historic Cottage - View on River, holiday rental in New Windsor
Historic Cottage - View on River, holiday rental in New Windsor
Historic Cottage - View on River, holiday rental in New Windsor

Historic Cottage - View on River

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beacon Apt w/ Patio + Grill; Walk to Main St!, holiday rental in New Windsor
Beacon Apt w/ Patio + Grill; Walk to Main St!, holiday rental in New Windsor
Beacon Apt w/ Patio + Grill; Walk to Main St!, holiday rental in New Windsor

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

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

Clean and Sanitized Cornwall Condominium

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Scenic 1-bedroom rental in Newburgh, holiday rental in New Windsor
Scenic 1-bedroom rental in Newburgh, holiday rental in New Windsor
Scenic 1-bedroom rental in Newburgh, holiday 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!, holiday rental in New Windsor
Historic Hudson Valley Apartment: River View!, holiday rental in New Windsor
Historic Hudson Valley Apartment: River View!, holiday 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, holiday rental in New Windsor
Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer/Dryer, Kitchen, holiday rental in New Windsor
Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer/Dryer, Kitchen, holiday 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
More info
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Hot Tub Bliss with King Master Bedroom, holiday rental in New Windsor
Hot Tub Bliss with King Master Bedroom, holiday rental in New Windsor
Hot Tub Bliss with King Master Bedroom, holiday 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., holiday rental in New Windsor
A luxurious stay., holiday rental in New Windsor
A luxurious stay., holiday rental in New Windsor

A luxurious stay.

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

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Hudson River Valley Vacation Rental!, holiday rental in New Windsor
Charming Hudson River Valley Vacation Rental!, holiday rental in New Windsor
Charming Hudson River Valley Vacation Rental!, holiday 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, holiday rental in New Windsor
MidCentury Modern Suite with Hudson River/Mt Beacon Views, holiday rental in New Windsor
MidCentury Modern Suite with Hudson River/Mt Beacon Views, holiday 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, holiday rental in New Windsor
Beautiful Home Historical District, holiday rental in New Windsor
Beautiful Home Historical District, holiday rental in New Windsor

Beautiful Home Historical District

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Arts and Crafts Home, holiday rental in New Windsor
Charming Arts and Crafts Home, holiday rental in New Windsor
Charming Arts and Crafts Home, holiday rental in New Windsor

Charming Arts and Crafts Home

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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Newburgh, New York, Vacation Rental!, holiday rental in New Windsor
Newburgh, New York, Vacation Rental!, holiday rental in New Windsor
Newburgh, New York, Vacation Rental!, holiday 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, holiday rental in New Windsor
Modern 2BR in Staten Island, holiday rental in New Windsor
Modern 2BR in Staten Island, holiday rental in New Windsor

Modern 2BR in Staten Island

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

Historic Cornwall-On-Hudson Cottage w/ Deck!

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

House on a hill

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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East End Cottage - Charming escape in Newburgh, holiday rental in New Windsor
East End Cottage - Charming escape in Newburgh, holiday rental in New Windsor
East End Cottage - Charming escape in Newburgh, holiday rental in New Windsor

East End Cottage - Charming escape in Newburgh

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

Bright Cornwall-On-Hudson Vacation Rental!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated, holiday rental in New Windsor
Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated, holiday rental in New Windsor
Hudson Valley Newburgh Lrg Apt 3br 2.5 bth updated, holiday 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, holiday rental in New Windsor
Spacious Colonial with ample space, holiday rental in New Windsor
Spacious Colonial with ample space, holiday rental in New Windsor

Spacious Colonial with ample space

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

Stylish & Spacious House w/ Hudson River Views

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

Cozy Cottage minutes to West Point

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

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

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

Historic Cottage with View on the Hudson River

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

Victorian house with amazing Hudson River view

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

Renovated 1850's Cottage on Storm King Mountain

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

Panoramic views from a spacious mid-century home

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

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

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

Beacon Family Getaway with Amazing Ambience in the Hudson Valley

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
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Stunning historic Victorian house in Newburgh, holiday rental in New Windsor
Stunning historic Victorian house in Newburgh, holiday rental in New Windsor
Stunning historic Victorian house in Newburgh, holiday rental in New Windsor

Stunning historic Victorian house in Newburgh

Holiday Rental House
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!, holiday rental in New Windsor
Beacon Retreat with Hudson River views and access to hiking trails and downtown!, holiday rental in New Windsor
Beacon Retreat with Hudson River views and access to hiking trails and downtown!, holiday rental in New Windsor

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

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

Withers Mansion Large Groups - Hudson River Views!

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

"The Big House" with Hudson River Views

Holiday Rental House
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