Vacation rentals in Round Pond, NY

156 available vacation rental offers

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Best vacation rentals and Airbnb offers in Round Pond, NY

West Neck Guesthouse - Round Pond, NY

West Neck Guesthouse

B & B, Round Pond

West Neck Guesthouse is a b & b in Round Pond, 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 Round Pond, 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 - Round Pond, NY

Cowgirl Palace

Homestay, Round Pond

Cowgirl Palace is a homestay in Round Pond, 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 Round Pond, 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 2-bedroom house in charming East Hampton / The Springs - Round Pond, NY

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

Holiday Home, Round Pond

Cozy 2-bedroom house in charming East Hampton / The Springs is a holiday home in Round Pond, 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 Round Pond, 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 - Round Pond, NY

Historic Sag Harbor Village Gem

Apartment, Round Pond

Historic Sag Harbor Village Gem is a apartment in Round Pond, 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 Round Pond, 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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Vacation rentals with a pool in Round Pond, NY

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

East Hampton Art House Bed and Breakfast - Round Pond, NY

East Hampton Art House Bed and Breakfast

B & B, Round Pond

East Hampton Art House Bed and Breakfast is a b & b in Round Pond, 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 Round Pond, 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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Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons - Round Pond, NY

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

Holiday Home, Round Pond

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons is a holiday home in Round Pond, 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 Round Pond, 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 $12,689.

From$1,813/night
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Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS - Round Pond, NY

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS

Holiday Home, Round Pond

Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS is a holiday home in Round Pond, 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 Round Pond, 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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Quintessential Sag Harbor Village Retreat - Round Pond, NY

Quintessential Sag Harbor Village Retreat

Holiday Home, Round Pond

Quintessential Sag Harbor Village Retreat is a holiday home in Round Pond, 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 Round Pond, 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 $14,757.

From$2,108/night
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Vacation rentals with parking in Round Pond, NY

Find vacation rentals that make arriving by car easier.

The Shoals Suites & Slips - Round Pond, NY

The Shoals Suites & Slips

Apartment, Round Pond

The Shoals Suites & Slips is a apartment in Round Pond, 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 Round Pond, 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 $2,986.

From$373/night
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North Beach Fork Beach House - Round Pond, NY

North Beach Fork Beach House

Holiday Home, Round Pond

North Beach Fork Beach House is a holiday home in Round Pond, 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 Round Pond, 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 $2,856.

From$408/night
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Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits! - Round Pond, NY

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

Holiday Home, Round Pond

Charming 3-bedroom house in lovely East Hampton. Your dream vacation awaits! is a holiday home in Round Pond, 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 Round Pond, 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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Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town - Round Pond, NY

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

Holiday Home, Round Pond

Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town is a holiday home in Round Pond, 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 Round Pond, 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 $14,470.

From$2,067/night
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Pet-friendly vacation rentals in Round Pond, NY

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

Pet-friendly Updated Farmhouse - Round Pond, NY

Pet-friendly Updated Farmhouse

Holiday Home, Round Pond

Pet-friendly Updated Farmhouse is a holiday home in Round Pond, 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 Round Pond, 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 $6,312.

From$902/night
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4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres - Round Pond, NY

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

Holiday Home, Round Pond

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres is a holiday home in Round Pond, 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 Round Pond, 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 $6,760.

From$966/night
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Luxury private retreat: pool, tennis court, mahogany decking & close to all - Round Pond, NY

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

Holiday Home, Round Pond

Luxury private retreat: pool, tennis court, mahogany decking & close to all is a holiday home in Round Pond, 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 Round Pond, 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 $10,292.

From$1,470/night
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Designer Sag Harbor Home w/ Pool + Fire Pit + Yard - Round Pond, NY

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

Holiday Home, Round Pond

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard is a holiday home in Round Pond, 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 Round Pond, 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 $13,132.

From$1,876/night
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Vacation rentals with a kitchen in Round Pond, NY

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

Shelter Island Retreat, 5 bdrms near everything! - Round Pond, NY

Shelter Island Retreat, 5 bdrms near everything!

Holiday Home, Round Pond

Shelter Island Retreat, 5 bdrms near everything! is a holiday home in Round Pond, 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 Round Pond, 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 $6,231.

From$890/night
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Spacious and cozy home in heart of Springs, EH - Round Pond, NY

Spacious and cozy home in heart of Springs, EH

Holiday Home, Round Pond

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

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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 Round Pond, 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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Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock - Round Pond, NY

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

Holiday Home, Round Pond

Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock is a holiday home in Round Pond, 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 Round Pond, 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 $8,124.

From$1,161/night
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Beautiful, spacious, immaculate, home on quiet block - Round Pond, NY

Beautiful, spacious, immaculate, home on quiet block

Holiday Home, Round Pond

Beautiful, spacious, immaculate, home on quiet block is a holiday home in Round Pond, 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 Round Pond, 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 $13,045.

From$1,864/night
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Family-friendly vacation rentals in Round Pond, NY

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

Great family home in the Springs, walk to Private Beach - Round Pond, NY

Great family home in the Springs, walk to Private Beach

Holiday Home, Round Pond

Great family home in the Springs, walk to Private Beach is a holiday home in Round Pond, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Great family home in the Springs, walk to Private Beach

Great family home in the Springs, walk to Private Beach is a holiday home in Round Pond, 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 $5,201.

From$743/night
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Perfect Family Summer Vacation Home Close to beach 18x42 pool - Round Pond, NY

Perfect Family Summer Vacation Home Close to beach 18x42 pool

Holiday Home, Round Pond

Perfect Family Summer Vacation Home Close to beach 18x42 pool is a holiday home in Round Pond, 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 Round Pond, 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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Family Beach House on the North Fork of Long Island - Round Pond, NY

Family Beach House on the North Fork of Long Island

Holiday Home, Round Pond

Family Beach House on the North Fork of Long Island is a holiday home in Round Pond, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Family Beach House on the North Fork of Long Island

Family Beach House on the North Fork of Long Island is a holiday home in Round Pond, 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 $5,721.

From$817/night
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Relax at a private beach! Three bedrooms await you near Shelter Island beaches! - Round Pond, NY

Relax at a private beach! Three bedrooms await you near Shelter Island beaches!

Holiday Home, Round Pond

Relax at a private beach! Three bedrooms await you near Shelter Island beaches! is a holiday home in Round Pond, with easy beach access, parking, and kitchen access. This stay gives…

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About Relax at a private beach! Three bedrooms await you near Shelter Island beaches!

Relax at a private beach! Three bedrooms await you near Shelter Island beaches! is a holiday home in Round Pond, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,716.

From$1,102/night
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