Vacation rentals in New Windsor, NY

Best Vacation rentals and Airbnb offers in New Windsor, NY

1 Queen Bed | Non-Smoking, Kitchen

Apartment, New Windsor

1 Queen Bed · Non-Smoking, Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed · Non-Smoking, Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $629.

From$90/night

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Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Apartment, New Windsor

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $629.

From$90/night

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Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Apartment, New Windsor

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $650.

From$93/night

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1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

Apartment, New Windsor

1 Queen Bed · ADA/RI Shower/Smoking/Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed · ADA/RI Shower/Smoking/Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $709.

From$101/night

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Browse Vacation Rentals with a Pool in New Windsor, NY

Add a pool to the search when you want an easy place to cool off between outings.

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

Holiday Home, New Windsor

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail is a holiday home in New Windsor, with pet-friendly space, pool access, and parking. This stay gives…

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About A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail is a holiday home in New Windsor, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $665.

From$95/night

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Private lake escape

Holiday Home, New Windsor

Private lake escape is a holiday home in New Windsor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Private lake escape

Private lake escape is a holiday home in New Windsor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,131.

From$447/night

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Cold Spring Village Maisonette with Pool

Holiday Home, New Windsor

Cold Spring Village Maisonette with Pool is a holiday home in New Windsor, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cold Spring Village Maisonette with Pool

Cold Spring Village Maisonette with Pool is a holiday home in New Windsor, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,549.

From$507/night

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\"The Big House\" with Hudson River Views

Holiday Home, New Windsor

\"The Big House\" with Hudson River Views is a holiday home in New Windsor, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About \"The Big House\" with Hudson River Views

\"The Big House\" with Hudson River Views is a holiday home in New Windsor, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $15,997.

From$2,285/night

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Best New Windsor, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

The Mountain Muse Private Artsy Studio

Apartment, New Windsor

The Mountain Muse Private Artsy Studio is a apartment in New Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Mountain Muse Private Artsy Studio

The Mountain Muse Private Artsy Studio is a apartment in New Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,204.

From$172/night

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

Apartment, New Windsor

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in New Windsor, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in New Windsor, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$174/night

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Tin Brook Bed & Breakfast

B & B, New Windsor

Tin Brook Bed & Breakfast is a b & b in New Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast is a b & b in New Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,205.

From$150/night

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Tin Brook Bed & Breakfast

B & B, New Windsor

Tin Brook Bed & Breakfast is a b & b in New Windsor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast is a b & b in New Windsor, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,205.

From$150/night

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Best Pet-Friendly Vacation Rentals in New Windsor, NY

Bring your pet along with stays that welcome four-legged travelers.

2 Full Beds | Non-Smoking, Kitchen

Apartment, New Windsor

2 Full Beds · Non-Smoking, Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds · Non-Smoking, Kitchen is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $699.

From$100/night

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2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill

Apartment, New Windsor

2 Queen Beds, Smoking · Kitchen · Studio 6 Fishkill is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill

2 Queen Beds, Smoking · Kitchen · Studio 6 Fishkill is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $709.

From$101/night

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Hudson River Valley Gem! Centrally located to Beacon and West Point

Apartment, New Windsor

Hudson River Valley Gem! Centrally located to Beacon and West Point is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Hudson River Valley Gem! Centrally located to Beacon and West Point

Hudson River Valley Gem! Centrally located to Beacon and West Point is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,908.

From$273/night

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Beacon Hermitage

B & B, New Windsor

Beacon Hermitage is a b & b in New Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Beacon Hermitage

Beacon Hermitage is a b & b in New Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,371.

From$284/night

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Best New Windsor, NY vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Holiday Home, New Windsor

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in New Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in New Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,242.

From$177/night

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Cabin in the heart of the Hudson Valley, Cabin 3

Cabin, New Windsor

Cabin in the heart of the Hudson Valley, Cabin 3 is a cabin in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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

Cabin in the heart of the Hudson Valley, Cabin 3 is a cabin in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,484.

From$212/night

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2-3 bedroom apartment in superb Hudson valley Newburgh AC for relaxing stays

Apartment, New Windsor

2-3 bedroom apartment in superb Hudson valley Newburgh AC for relaxing stays is a apartment in New Windsor, with kitchen access, room for a group, and a quieter setting. This stay gives…

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About 2-3 bedroom apartment in superb Hudson valley Newburgh AC for relaxing stays

2-3 bedroom apartment in superb Hudson valley Newburgh AC for relaxing stays is a apartment in New Windsor, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,069.

From$296/night

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Cozy victorian getaway

Apartment, New Windsor

Cozy victorian getaway is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy victorian getaway

Cozy victorian getaway is a apartment in New Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,421.

From$346/night

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Our Favorite Family-Friendly Vacation Rentals in New Windsor, NY

Plan a trip with stays that give families more room to spread out.

Contemporary Cozy Cottage

Holiday Home, New Windsor

Contemporary Cozy Cottage is a holiday home in New Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Contemporary Cozy Cottage

Contemporary Cozy Cottage is a holiday home in New Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,895.

From$271/night

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Scenic Hudson Valley Getaway • Farms & Vineyards

Cottage, New Windsor

Scenic Hudson Valley Getaway · Farms & Vineyards is a cottage in New Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Scenic Hudson Valley Getaway • Farms & Vineyards

Scenic Hudson Valley Getaway · Farms & Vineyards is a cottage in New Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,111.

From$302/night

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Discover Nature’s Glory! Perfect Family Home

Holiday Home, New Windsor

Discover Nature’s Glory! Perfect Family Home is a holiday home in New Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Discover Nature’s Glory! Perfect Family Home

Discover Nature’s Glory! Perfect Family Home is a holiday home in New Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,319.

From$331/night

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Cozy Cottage minutes to West Point

Holiday Home, New Windsor

Cozy Cottage minutes to West Point is a holiday home in New Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Cottage minutes to West Point

Cozy Cottage minutes to West Point is a holiday home in New Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,720.

From$531/night

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