Vacation rentals in Wainscott, NY

Best vacation rentals and Airbnb offers in Wainscott, NY

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

Holiday Home, Wainscott

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

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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 Wainscott, 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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Historic Sag Harbor Village Gem

Apartment, Wainscott

Historic Sag Harbor Village Gem is a apartment in Wainscott, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Historic Sag Harbor Village Gem

Historic Sag Harbor Village Gem is a apartment in Wainscott, 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 wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,169.

From$596/night

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Modern Beach Cottage

Cottage, Wainscott

Modern Beach Cottage is a cottage in Wainscott, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Modern Beach Cottage

Modern Beach Cottage is a cottage in Wainscott, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,226.

From$604/night

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Enchanted Hamptons Cottage in NYTimes Garden

Cottage, Wainscott

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

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About Enchanted Hamptons Cottage in NYTimes Garden

Enchanted Hamptons Cottage in NYTimes Garden is a cottage in Wainscott, 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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Vacation rentals with a pool in Wainscott, NY

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

Stunning Sag Harbor Home w/Pool & Water Views, AVAILABLE JUNE & AUGUST 2024

Holiday Home, Wainscott

Stunning Sag Harbor Home w/Pool & Water Views, AVAILABLE JUNE & AUGUST 2024 is a holiday home in Wainscott, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About Stunning Sag Harbor Home w/Pool & Water Views, AVAILABLE JUNE & AUGUST 2024

Stunning Sag Harbor Home w/Pool & Water Views, AVAILABLE JUNE & AUGUST 2024 is a holiday home in Wainscott, 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 $9,979.

From$1,426/night

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Close to Montauk/ East Hapmton/Springs Getaway

Holiday Home, Wainscott

Close to Montauk/ East Hapmton/Springs Getaway is a holiday home in Wainscott, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Close to Montauk/ East Hapmton/Springs Getaway

Close to Montauk/ East Hapmton/Springs Getaway is a holiday home in Wainscott, 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 $10,770.

From$1,539/night

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East Hampton Oasis with Pool

Villa, Wainscott

East Hampton Oasis with Pool is a villa in Wainscott, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About East Hampton Oasis with Pool

East Hampton Oasis with Pool is a villa in Wainscott, with pet-friendly space, 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $15,585.

From$2,226/night

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Single family home walking distance to the Beach!

Holiday Home, Wainscott

Single family home walking distance to the Beach! is a holiday home in Wainscott, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About Single family home walking distance to the Beach!

Single family home walking distance to the Beach! is a holiday home in Wainscott, 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $18,592.

From$2,656/night

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Vacation rentals with parking in Wainscott, NY

Find vacation rentals that make arriving by car easier.

Cozy Hamptons Hideaway -10 minute car ride to Annual Hampton Film Festival

Holiday Home, Wainscott

Cozy Hamptons Hideaway -10 minute car ride to Annual Hampton Film Festival is a holiday home in Wainscott, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Hamptons Hideaway -10 minute car ride to Annual Hampton Film Festival

Cozy Hamptons Hideaway -10 minute car ride to Annual Hampton Film Festival is a holiday home in Wainscott, 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 $5,979.

From$854/night

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Spacious and cozy home in heart of Springs, EH

Holiday Home, Wainscott

Spacious and cozy home in heart of Springs, EH is a holiday home in Wainscott, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Spacious and cozy home in heart of Springs, EH

Spacious and cozy home in heart of Springs, EH is a holiday home in Wainscott, 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: kitchen, with kitchen, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,320.

From$903/night

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4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

Holiday Home, Wainscott

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres is a holiday home in Wainscott, with pet-friendly space, parking, and room for a group. This stay gives…

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About 4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres is a holiday home in Wainscott, with pet-friendly space, parking, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,540.

From$934/night

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

Holiday Home, Wainscott

4BDRM Artist Home on 20 Acre preserve, 3 min. from pristine bay & ocean beaches! is a holiday home in Wainscott, 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 Wainscott, 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 Wainscott, NY

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

Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits!

Holiday Home, Wainscott

Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits! is a holiday home in Wainscott, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits!

Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits! is a holiday home in Wainscott, 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: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,691.

From$813/night

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Stylish home + Pool House walk to town/jitney/park

Holiday Home, Wainscott

Stylish home + Pool House walk to town/jitney/park is a holiday home in Wainscott, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Stylish home + Pool House walk to town/jitney/park

Stylish home + Pool House walk to town/jitney/park is a holiday home in Wainscott, 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: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,853.

From$1,550/night

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Newly restored - Perfect Hamptons Rental With Pool and Tennis

Holiday Home, Wainscott

Newly restored - Perfect Hamptons Rental With Pool and Tennis is a holiday home in Wainscott, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Newly restored - Perfect Hamptons Rental With Pool and Tennis

Newly restored - Perfect Hamptons Rental With Pool and Tennis is a holiday home in Wainscott, 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: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,613.

From$1,802/night

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Outdoor living...Ideal location in East Hampton with resort inspired backyard!!

Holiday Home, Wainscott

Outdoor living...Ideal location in East Hampton with resort inspired backyard!! is a holiday home in Wainscott, with pet-friendly space and pool access. This stay gives travelers a…

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About Outdoor living...Ideal location in East Hampton with resort inspired backyard!!

Outdoor living...Ideal location in East Hampton with resort inspired backyard!! is a holiday home in Wainscott, 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, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $15,019.

From$2,146/night

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Vacation rentals with a kitchen in Wainscott, NY

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

Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...

Holiday Home, Wainscott

Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and... is a holiday home in Wainscott, with pet-friendly space, easy beach access, and outdoor space. This stay gives…

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About Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...

Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and... is a holiday home in Wainscott, with pet-friendly space, easy beach access, and outdoor space. 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 $7,837.

From$1,120/night

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Prime East Hampton Waterfront Spectacular modern home with glorious sunsets

Holiday Home, Wainscott

Prime East Hampton Waterfront Spectacular modern home with glorious sunsets is a holiday home in Wainscott, 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 Wainscott, 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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Ideal Hamptons Summer Home

Holiday Home, Wainscott

Ideal Hamptons Summer Home is a holiday home in Wainscott, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Ideal Hamptons Summer Home

Ideal Hamptons Summer Home is a holiday home in Wainscott, 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 $10,477.

From$1,497/night

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Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS

Holiday Home, Wainscott

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS is a holiday home in Wainscott, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS is a holiday home in Wainscott, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,778.

From$1,825/night

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Family-friendly vacation rentals in Wainscott, NY

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

Perfect Family home, AC, Heated Pool, 3BR 2Bath

Holiday Home, Wainscott

Perfect Family home, AC, Heated Pool, 3BR 2Bath is a holiday home in Wainscott, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Perfect Family home, AC, Heated Pool, 3BR 2Bath

Perfect Family home, AC, Heated Pool, 3BR 2Bath is a holiday home in Wainscott, with pet-friendly space, pool 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,394.

From$1,056/night

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Charming Southampton Village Cottage

Holiday Home, Wainscott

Charming Southampton Village Cottage is a holiday home in Wainscott, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming Southampton Village Cottage

Charming Southampton Village Cottage is a holiday home in Wainscott, 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 $8,086.

From$1,155/night

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A Cozy Family-Friendly Wooden House In Tree Paradise Close to Ocean & Bay Beach

Holiday Home, Wainscott

A Cozy Family-Friendly Wooden House In Tree Paradise Close to Ocean & Bay Beach is a holiday home in Wainscott, with pool access, easy beach access, and room for a group. This stay gives…

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About A Cozy Family-Friendly Wooden House In Tree Paradise Close to Ocean & Bay Beach

A Cozy Family-Friendly Wooden House In Tree Paradise Close to Ocean & Bay Beach is a holiday home in Wainscott, with pool access, easy beach 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,235.

From$1,605/night

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East Hampton: Chic 4 bed, Water Views, Walk to Beach, 5 min drive to Amagansett

Holiday Home, Wainscott

East Hampton: Chic 4 bed, Water Views, Walk to Beach, 5 min drive to Amagansett is a holiday home in Wainscott, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About East Hampton: Chic 4 bed, Water Views, Walk to Beach, 5 min drive to Amagansett

East Hampton: Chic 4 bed, Water Views, Walk to Beach, 5 min drive to Amagansett is a holiday home in Wainscott, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,055.

From$1,722/night

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