Vacation rentals in Northwest Woods, NY

Best vacation rentals and Airbnb offers in Northwest Woods, NY

East Hampton Art House Bed and Breakfast

B & B, Northwest Woods

East Hampton Art House Bed and Breakfast is a b & b in Northwest Woods, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About East Hampton Art House Bed and Breakfast

East Hampton Art House Bed and Breakfast is a b & b in Northwest Woods, 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 breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,008.

From$1,753/night

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Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Cottage, Northwest Woods

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 is a cottage in Northwest Woods, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 is a cottage in Northwest Woods, 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 $3,061.

From$437/night

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Relaxing Private Retreat Near Preserve. Pets Welcome!

Holiday Home, Northwest Woods

Relaxing Private Retreat Near Preserve. Pets Welcome! is a holiday home in Northwest Woods, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for…

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About Relaxing Private Retreat Near Preserve. Pets Welcome!

Relaxing Private Retreat Near Preserve. Pets Welcome! is a holiday home in Northwest Woods, with pet-friendly space 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,578.

From$511/night

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Cozy 2-bedroom house in charming East Hampton / The Springs

Holiday Home, Northwest Woods

Cozy 2-bedroom house in charming East Hampton / The Springs is a holiday home in Northwest Woods, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Cozy 2-bedroom house in charming East Hampton / The Springs

Cozy 2-bedroom house in charming East Hampton / The Springs is a holiday home in Northwest Woods, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,057.

From$580/night

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Vacation rentals with a pool in Northwest Woods, NY

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

Ultimate Hamptons Luxury - Modern Home in East Hampton

Holiday Home, Northwest Woods

Ultimate Hamptons Luxury - Modern Home in East Hampton is a holiday home in Northwest Woods, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Ultimate Hamptons Luxury - Modern Home in East Hampton

Ultimate Hamptons Luxury - Modern Home in East Hampton is a holiday home in Northwest Woods, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,268.

From$1,181/night

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New and Modern East Hampton Summer Home w/ Pool

Holiday Home, Northwest Woods

New and Modern East Hampton Summer Home w/ Pool is a holiday home in Northwest Woods, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About New and Modern East Hampton Summer Home w/ Pool

New and Modern East Hampton Summer Home w/ Pool is a holiday home in Northwest Woods, 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, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,010.

From$1,430/night

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2026 Summer Rental Available in East Hampton. Private Bay Beach Community!

Holiday Home, Northwest Woods

2026 Summer Rental Available in East Hampton. Private Bay Beach Community! is a holiday home in Northwest Woods, with pool access and easy beach access. This stay gives travelers a…

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About 2026 Summer Rental Available in East Hampton. Private Bay Beach Community!

2026 Summer Rental Available in East Hampton. Private Bay Beach Community! is a holiday home in Northwest Woods, with pool access and easy beach 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,062.

From$1,437/night

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East Hampton Retreat

Holiday Home, Northwest Woods

East Hampton Retreat is a holiday home in Northwest Woods, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About East Hampton Retreat

East Hampton Retreat is a holiday home in Northwest Woods, with pool 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,287.

From$2,041/night

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Vacation rentals with parking in Northwest Woods, NY

Find vacation rentals that make arriving by car easier.

West Neck Guesthouse

B & B, Northwest Woods

West Neck Guesthouse is a b & b in Northwest Woods, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About West Neck Guesthouse

West Neck Guesthouse is a b & b in Northwest Woods, 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 $3,180.

From$398/night

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Charming 2 bedroom apartment in the heart of Greenport.

Apartment, Northwest Woods

Charming 2 bedroom apartment in the heart of Greenport. is a apartment in Northwest Woods, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Charming 2 bedroom apartment in the heart of Greenport.

Charming 2 bedroom apartment in the heart of Greenport. is a apartment in Northwest Woods, with parking, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,582.

From$655/night

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Renovated Townhouse walk to all

Holiday Home, Northwest Woods

Renovated Townhouse walk to all is a holiday home in Northwest Woods, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Renovated Townhouse walk to all

Renovated Townhouse walk to all is a holiday home in Northwest Woods, 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 $4,871.

From$696/night

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4BDRM Artist Home on 20 Acre preserve, 3 min. from pristine bay & ocean beaches!

Holiday Home, Northwest Woods

4BDRM Artist Home on 20 Acre preserve, 3 min. from pristine bay & ocean beaches! is a holiday home in Northwest Woods, with easy beach access, parking, and kitchen access. This stay gives…

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About 4BDRM Artist Home on 20 Acre preserve, 3 min. from pristine bay & ocean beaches!

4BDRM Artist Home on 20 Acre preserve, 3 min. from pristine bay & ocean beaches! is a holiday home in Northwest Woods, with easy beach access, 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 $7,122.

From$1,017/night

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Pet-friendly vacation rentals in Northwest Woods, NY

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

Charming Accommodations in the Hamptons

Apartment, Northwest Woods

Charming Accommodations in the Hamptons is a apartment in Northwest Woods, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons is a apartment in Northwest Woods, 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 $4,295.

From$614/night

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Iconic Charles Moore Springs home with dock and our home is pet-friendly

Villa, Northwest Woods

Iconic Charles Moore Springs home with dock and our home is pet-friendly is a villa in Northwest Woods, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Iconic Charles Moore Springs home with dock and our home is pet-friendly

Iconic Charles Moore Springs home with dock and our home is pet-friendly is a villa in Northwest Woods, 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: pet friendly, pets friendly, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,733.

From$1,248/night

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Beautiful house for your vacation!

Holiday Home, Northwest Woods

Beautiful house for your vacation! is a holiday home in Northwest Woods, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Beautiful house for your vacation!

Beautiful house for your vacation! is a holiday home in Northwest Woods, 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, parking, free parking, non smoking, and shower.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,971.

From$1,282/night

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Charming 3-bedroom country house in East Hampton with AC, WiFi, backs up to park

Holiday Home, Northwest Woods

Charming 3-bedroom country house in East Hampton with AC, WiFi, backs up to park is a holiday home in Northwest Woods, with pet-friendly space and room for a group. This stay gives…

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About Charming 3-bedroom country house in East Hampton with AC, WiFi, backs up to park

Charming 3-bedroom country house in East Hampton with AC, WiFi, backs up to park is a holiday home in Northwest Woods, with pet-friendly space 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,719.

From$1,817/night

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Vacation rentals with a kitchen in Northwest Woods, NY

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

Prime East Hampton Waterfront Spectacular modern home with glorious sunsets

Holiday Home, Northwest Woods

Prime East Hampton Waterfront Spectacular modern home with glorious sunsets is a holiday home in Northwest Woods, with easy beach access and kitchen access. This stay gives travelers a…

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About Prime East Hampton Waterfront Spectacular modern home with glorious sunsets

Prime East Hampton Waterfront Spectacular modern home with glorious sunsets is a holiday home in Northwest Woods, with easy beach access 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: hot tub, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,120.

From$1,303/night

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Hilltop Haven in Northwest Harbor w. Private Neighborhood Water Access

Holiday Home, Northwest Woods

Hilltop Haven in Northwest Harbor w. Private Neighborhood Water Access is a holiday home in Northwest Woods, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Hilltop Haven in Northwest Harbor w. Private Neighborhood Water Access

Hilltop Haven in Northwest Harbor w. Private Neighborhood Water Access is a holiday home in Northwest Woods, with pool access 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,003.

From$1,715/night

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Beautiful East Hampton Retreat

Holiday Home, Northwest Woods

Beautiful East Hampton Retreat is a holiday home in Northwest Woods, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Beautiful East Hampton Retreat

Beautiful East Hampton Retreat is a holiday home in Northwest Woods, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $13,209.

From$1,887/night

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Newly renovated Modern East Hampton Home / Pets welcome

Holiday Home, Northwest Woods

Newly renovated Modern East Hampton Home / Pets welcome is a holiday home in Northwest Woods, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Newly renovated Modern East Hampton Home / Pets welcome

Newly renovated Modern East Hampton Home / Pets welcome is a holiday home in Northwest Woods, 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 $15,150.

From$2,164/night

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Family-friendly vacation rentals in Northwest Woods, NY

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

Spacious 5 Bedroom Family Beach Getaway in Charming East Marion/Greenport

Holiday Home, Northwest Woods

Spacious 5 Bedroom Family Beach Getaway in Charming East Marion/Greenport is a holiday home in Northwest Woods, with easy beach access, kitchen access, and room for a group. This stay gives…

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About Spacious 5 Bedroom Family Beach Getaway in Charming East Marion/Greenport

Spacious 5 Bedroom Family Beach Getaway in Charming East Marion/Greenport is a holiday home in Northwest Woods, with easy beach access, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,666.

From$524/night

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Restored Seaport Village Cottage

Cottage, Northwest Woods

Restored Seaport Village Cottage is a cottage in Northwest Woods, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Restored Seaport Village Cottage

Restored Seaport Village Cottage is a cottage in Northwest Woods, 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 $4,768.

From$681/night

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Enchanted Hamptons Cottage in NYTimes Garden

Cottage, Northwest Woods

Enchanted Hamptons Cottage in NYTimes Garden is a cottage in Northwest Woods, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Enchanted Hamptons Cottage in NYTimes Garden

Enchanted Hamptons Cottage in NYTimes Garden is a cottage in Northwest Woods, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

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

From$807/night

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Perfect Family Summer Vacation Home Close to beach 18x42 pool

Holiday Home, Northwest Woods

Perfect Family Summer Vacation Home Close to beach 18x42 pool is a holiday home in Northwest Woods, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Perfect Family Summer Vacation Home Close to beach 18x42 pool

Perfect Family Summer Vacation Home Close to beach 18x42 pool is a holiday home in Northwest Woods, with pet-friendly space, pool access, and easy beach 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,697.

From$814/night

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