Vacation rentals in Deep Pond, NY

Best Vacation rentals and Airbnb offers in Deep Pond, NY

Beautiful Private Studio Apartment!

Apartment, Deep Pond

Beautiful Private Studio Apartment! is a apartment in Deep Pond, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment! is a apartment in Deep Pond, 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 $1,192.

From$113/night

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2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

Apartment, Deep Pond

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park... is a apartment in Deep Pond, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park... is a apartment in Deep 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,176.

From$119/night

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Walk to Beach 2BR Near Dining & Shopping

Apartment, Deep Pond

Walk to Beach 2BR Near Dining & Shopping is a apartment in Deep Pond, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping is a apartment in Deep 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,084.

From$218/night

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Relaxing Cottage -- Walk to private Beach!

Cottage, Deep Pond

Relaxing Cottage -- Walk to private Beach! is a cottage in Deep Pond, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Relaxing Cottage -- Walk to private Beach!

Relaxing Cottage -- Walk to private Beach! is a cottage in Deep Pond, 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,372.

From$235/night

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Browse Vacation Rentals with a Pool in Deep Pond, NY

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

Pool Oasis Big Yard 1 Bedroom + 1 Living room with SofaBed nearby Train to NYC

Country House, Deep Pond

Pool Oasis Big Yard 1 Bedroom + 1 Living room with SofaBed nearby Train to NYC is a country house in Deep Pond, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Pool Oasis Big Yard 1 Bedroom + 1 Living room with SofaBed nearby Train to NYC

Pool Oasis Big Yard 1 Bedroom + 1 Living room with SofaBed nearby Train to NYC is a country house in Deep 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,578.

From$163/night

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1856 Trading House close to water

Condo, Deep Pond

1856 Trading House close to water is a condo in Deep Pond, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About 1856 Trading House close to water

1856 Trading House close to water is a condo in Deep 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 $2,207.

From$235/night

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Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H

Holiday Home, Deep Pond

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H is a holiday home in Deep Pond, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H is a holiday home in Deep 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,639.

From$275/night

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Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons

Holiday Home, Deep Pond

Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons is a holiday home in Deep Pond, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons

Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons is a holiday home in Deep 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,298.

From$688/night

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Best Deep Pond, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Two bedroom, living/dining room

Apartment, Deep Pond

Two bedroom, living/dining room is a apartment in Deep Pond, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Two bedroom, living/dining room

Two bedroom, living/dining room is a apartment in Deep Pond, with 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, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,388.

From$167/night

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House close to the Hampton and beaches of Long Island

Holiday Home, Deep Pond

House close to the Hampton and beaches of Long Island is a holiday home in Deep Pond, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About House close to the Hampton and beaches of Long Island

House close to the Hampton and beaches of Long Island is a holiday home in Deep 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 $3,573.

From$364/night

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Water front house

Holiday Home, Deep Pond

Water front house is a holiday home in Deep 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 Water front house

Water front house is a holiday home in Deep 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 cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,865.

From$719/night

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Beach front house amazing views 3/3, 8 person spa covered granite wet bar 55” TV

Holiday Home, Deep Pond

Beach front house amazing views 3/3, 8 person spa covered granite wet bar 55” TV is a holiday home in Deep Pond, with easy beach access and parking. This stay gives travelers a comfortable…

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About Beach front house amazing views 3/3, 8 person spa covered granite wet bar 55” TV

Beach front house amazing views 3/3, 8 person spa covered granite wet bar 55” TV is a holiday home in Deep Pond, with 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: free cancellation, hot tub, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,361.

From$904/night

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Best Pet-Friendly Vacation Rentals in Deep Pond, NY

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

Cozy 1-bedroom apartment in charming Shirley with private entrance

Apartment, Deep Pond

Cozy 1-bedroom apartment in charming Shirley with private entrance is a apartment in Deep Pond, with pet-friendly space and room for a group. This stay gives travelers a comfortable base…

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About Cozy 1-bedroom apartment in charming Shirley with private entrance

Cozy 1-bedroom apartment in charming Shirley with private entrance is a apartment in Deep Pond, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,820.

From$189/night

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Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Apartment, Deep Pond

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard is a apartment in Deep Pond, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers…

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About Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard is a apartment in Deep Pond, 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 $2,183.

From$230/night

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Port Jefferson Home near Stony Brook University SBU

Holiday Home, Deep Pond

Port Jefferson Home near Stony Brook University SBU is a holiday home in Deep Pond, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Port Jefferson Home near Stony Brook University SBU

Port Jefferson Home near Stony Brook University SBU is a holiday home in Deep 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,969.

From$296/night

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Modern Vacation home. Close to The Hamptons

Holiday Home, Deep Pond

Modern Vacation home. Close to The Hamptons is a holiday home in Deep Pond, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons is a holiday home in Deep 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,474.

From$360/night

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Best Deep Pond, NY vacation rentals with a kitchen

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

Spacious one Bedroom Apt with private entrance

Apartment, Deep Pond

Spacious one Bedroom Apt with private entrance is a apartment in Deep Pond, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance is a apartment in Deep Pond, with 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, ac, and air conditioning.

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

From$113/night

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Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station

Apartment, Deep Pond

Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station is a apartment in Deep Pond, with kitchen access and room for a group. This stay gives travelers a comfortable base…

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About Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station

Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station is a apartment in Deep Pond, with 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,575.

From$162/night

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Charming house in Bellport Village.

Holiday Home, Deep Pond

Charming house in Bellport Village. is a holiday home in Deep Pond, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Charming house in Bellport Village.

Charming house in Bellport Village. is a holiday home in Deep 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,371.

From$450/night

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3-bedroom cozy home in wonderful Selden , Great location close to all.

Holiday Home, Deep Pond

3-bedroom cozy home in wonderful Selden , Great location close to all. is a holiday home in Deep Pond, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 3-bedroom cozy home in wonderful Selden , Great location close to all.

3-bedroom cozy home in wonderful Selden , Great location close to all. is a holiday home in Deep 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,949.

From$499/night

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Our Favorite Family-Friendly Vacation Rentals in Deep Pond, NY

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

Cozy 1-bedroom cottage in delightful Mastic Beach with AC

Cottage, Deep Pond

Cozy 1-bedroom cottage in delightful Mastic Beach with AC is a cottage in Deep Pond, with pet-friendly space, easy beach access, and room for a group. This stay gives travelers a…

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About Cozy 1-bedroom cottage in delightful Mastic Beach with AC

Cozy 1-bedroom cottage in delightful Mastic Beach with AC is a cottage in Deep Pond, with pet-friendly space, 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: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,905.

From$203/night

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Peaceful 3BR Garden Cottage Long Island Escape

Holiday Home, Deep Pond

Peaceful 3BR Garden Cottage Long Island Escape is a holiday home in Deep Pond, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape is a holiday home in Deep 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,340.

From$228/night

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Farm and Wine Lovers’ Cottage Near the Hamptons

Holiday Home, Deep Pond

Farm and Wine Lovers’ Cottage Near the Hamptons is a holiday home in Deep Pond, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Farm and Wine Lovers’ Cottage Near the Hamptons

Farm and Wine Lovers’ Cottage Near the Hamptons is a holiday home in Deep 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,461.

From$449/night

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Westhampton Cottage

Cottage, Deep Pond

Westhampton Cottage is a cottage in Deep Pond, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Westhampton Cottage

Westhampton Cottage is a cottage in Deep Pond, 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 $4,925.

From$486/night

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