Vacation rentals in Sag Harbor, NY

172 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Sag Harbor, NY

West Neck Guesthouse - Sag Harbor, NY

West Neck Guesthouse

B & B, Sag Harbor

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

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About West Neck Guesthouse

West Neck Guesthouse is a b & b in Sag Harbor, 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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Cowgirl Palace - Sag Harbor, NY

Cowgirl Palace

Homestay, Sag Harbor

Cowgirl Palace is a homestay in Sag Harbor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Cowgirl Palace

Cowgirl Palace is a homestay in Sag Harbor, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,452.

From$425/night
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Cozy waterfront Shelter Island house with panoramic views. Pet-friendly! - Sag Harbor, NY

Cozy waterfront Shelter Island house with panoramic views. Pet-friendly!

Holiday Home, Sag Harbor

Cozy waterfront Shelter Island house with panoramic views. Pet-friendly! is a holiday home in Sag Harbor, with pet-friendly space, easy beach access, and parking. This stay gives travelers…

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About Cozy waterfront Shelter Island house with panoramic views. Pet-friendly!

Cozy waterfront Shelter Island house with panoramic views. Pet-friendly! is a holiday home in Sag Harbor, with pet-friendly space, easy beach 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

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

From$500/night
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Historic Sag Harbor Village Gem - Sag Harbor, NY

Historic Sag Harbor Village Gem

Apartment, Sag Harbor

Historic Sag Harbor Village Gem is a apartment in Sag Harbor, 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 Sag Harbor, 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 $4,763.

From$500/night
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Browse Waterfront Vacation Rentals in Sag Harbor, NY

Discover vacation rentals close to the coast, water, and beach areas around Sag Harbor, NY.

North Beach Fork Beach House - Sag Harbor, NY

North Beach Fork Beach House

Holiday Home, Sag Harbor

North Beach Fork Beach House is a holiday home in Sag Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About North Beach Fork Beach House

North Beach Fork Beach House is a holiday home in Sag Harbor, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,263.

From$343/night
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Historic 2-bedroom upstairs apartment close to beaches, town and vineyards. - Sag Harbor, NY

Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Holiday Home, Sag Harbor

Historic 2-bedroom upstairs apartment close to beaches, town and vineyards. is a holiday home in Sag Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.

Historic 2-bedroom upstairs apartment close to beaches, town and vineyards. is a holiday home in Sag Harbor, 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: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,518.

From$386/night
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Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town - Sag Harbor, NY

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Holiday Home, Sag Harbor

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town is a holiday home in Sag Harbor, with pool access and easy beach access. This stay gives travelers a…

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About Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town is a holiday home in Sag Harbor, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $16,605.

From$1,795/night
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Quintessential Sag Harbor Village Retreat - Sag Harbor, NY

Quintessential Sag Harbor Village Retreat

Holiday Home, Sag Harbor

Quintessential Sag Harbor Village Retreat is a holiday home in Sag Harbor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Quintessential Sag Harbor Village Retreat

Quintessential Sag Harbor Village Retreat is a holiday home in Sag Harbor, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $17,121.

From$1,900/night
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Browse Vacation Rentals with a Pool in Sag Harbor, NY

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

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS - Sag Harbor, NY

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS

Holiday Home, Sag Harbor

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS is a holiday home in Sag Harbor, 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 Sag Harbor, 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 $14,681.

From$1,507/night
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Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons - Sag Harbor, NY

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

Holiday Home, Sag Harbor

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons is a holiday home in Sag Harbor, with pool access, easy beach access, and kitchen access. This stay gives…

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About Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons is a holiday home in Sag Harbor, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,489.

From$1,523/night
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SAGHARBOR:2024 - Sag Harbor, NY

SAGHARBOR:2024

Holiday Home, Sag Harbor

SAGHARBOR:2024 is a holiday home in Sag Harbor, 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 SAGHARBOR:2024

SAGHARBOR:2024 is a holiday home in Sag Harbor, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,434.

From$1,600/night
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Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town - Sag Harbor, NY

Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town

Holiday Home, Sag Harbor

Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town is a holiday home in Sag Harbor, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town

Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town is a holiday home in Sag Harbor, with pool access, easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $15,802.

From$1,793/night
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Best Sag Harbor, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

2 Bedroom Apartment in Historic Home with private yard - Sag Harbor, NY

2 Bedroom Apartment in Historic Home with private yard

Apartment, Sag Harbor

2 Bedroom Apartment in Historic Home with private yard is a apartment in Sag Harbor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 Bedroom Apartment in Historic Home with private yard

2 Bedroom Apartment in Historic Home with private yard is a apartment in Sag Harbor, 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 $3,217.

From$352/night
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The Shoals Suites & Slips - Sag Harbor, NY

The Shoals Suites & Slips

Apartment, Sag Harbor

The Shoals Suites & Slips is a apartment in Sag Harbor, 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 The Shoals Suites & Slips

The Shoals Suites & Slips is a apartment in Sag Harbor, 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 $2,983.

From$373/night
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Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries - Sag Harbor, NY

Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries

Holiday Home, Sag Harbor

Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries is a holiday home in Sag Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries

Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries is a holiday home in Sag Harbor, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,111.

From$414/night
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Charming 2 bedroom apartment in the heart of Greenport. - Sag Harbor, NY

Charming 2 bedroom apartment in the heart of Greenport.

Apartment, Sag Harbor

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

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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 Sag Harbor, 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 $5,233.

From$552/night
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Best Pet-Friendly Vacation Rentals in Sag Harbor, NY

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

Cozy 2-bedroom house in charming East Hampton / The Springs - Sag Harbor, NY

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

Holiday Home, Sag Harbor

Cozy 2-bedroom house in charming East Hampton / The Springs is a holiday home in Sag Harbor, 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 Sag Harbor, 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 $4,587.

From$477/night
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Shelter Island Retreat, 5 bdrms near everything! - Sag Harbor, NY

Shelter Island Retreat, 5 bdrms near everything!

Holiday Home, Sag Harbor

Shelter Island Retreat, 5 bdrms near everything! is a holiday home in Sag Harbor, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About Shelter Island Retreat, 5 bdrms near everything!

Shelter Island Retreat, 5 bdrms near everything! is a holiday home in Sag Harbor, with pet-friendly space, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,118.

From$713/night
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Luxury private retreat: pool, tennis court, mahogany decking & close to all - Sag Harbor, NY

Luxury private retreat: pool, tennis court, mahogany decking & close to all

Holiday Home, Sag Harbor

Luxury private retreat: pool, tennis court, mahogany decking & close to all is a holiday home in Sag Harbor, with pet-friendly space, pool access, and outdoor space. This stay gives…

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About Luxury private retreat: pool, tennis court, mahogany decking & close to all

Luxury private retreat: pool, tennis court, mahogany decking & close to all is a holiday home in Sag Harbor, with pet-friendly space, pool 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: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,804.

From$1,289/night
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Designer Sag Harbor Home w/ Pool + Fire Pit + Yard - Sag Harbor, NY

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Holiday Home, Sag Harbor

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard is a holiday home in Sag Harbor, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard is a holiday home in Sag Harbor, 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 $15,212.

From$1,694/night
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Best Sag Harbor, NY vacation rentals with a kitchen

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

Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits! - Sag Harbor, NY

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

Holiday Home, Sag Harbor

Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits! is a holiday home in Sag Harbor, 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 Sag Harbor, 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 $6,355.

From$671/night
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Pet-friendly Updated Farmhouse - Sag Harbor, NY

Pet-friendly Updated Farmhouse

Holiday Home, Sag Harbor

Pet-friendly Updated Farmhouse is a holiday home in Sag Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pet-friendly Updated Farmhouse

Pet-friendly Updated Farmhouse is a holiday home in Sag Harbor, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,151.

From$750/night
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Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock - Sag Harbor, NY

Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock

Holiday Home, Sag Harbor

Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock is a holiday home in Sag Harbor, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock

Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock is a holiday home in Sag Harbor, 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 $9,280.

From$983/night
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Beautiful, spacious, immaculate, home on quiet block - Sag Harbor, NY

Beautiful, spacious, immaculate, home on quiet block

Holiday Home, Sag Harbor

Beautiful, spacious, immaculate, home on quiet block is a holiday home in Sag Harbor, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Beautiful, spacious, immaculate, home on quiet block

Beautiful, spacious, immaculate, home on quiet block is a holiday home in Sag Harbor, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,799.

From$1,600/night
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