Vacation rentals in Middle Island, NY

69 available vacation rental offers

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Best vacation rentals and Airbnb offers in Middle Island, NY

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park... - Middle Island, NY

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

Apartment, Middle Island

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

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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 Middle Island, 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 $1,029.

From$147/night
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Beautiful Private Studio Apartment! - Middle Island, NY

Beautiful Private Studio Apartment!

Apartment, Middle Island

Beautiful Private Studio Apartment! is a apartment in Middle Island, 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 Middle Island, 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 $1,043.

From$149/night
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Spacious one Bedroom Apt with private entrance - Middle Island, NY

Spacious one Bedroom Apt with private entrance

Apartment, Middle Island

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

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About Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance is a apartment in Middle Island, 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 $1,065.

From$152/night
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Adorable 1-bedroom house with AC in peaceful Selden neighborhood - Middle Island, NY

Adorable 1-bedroom house with AC in peaceful Selden neighborhood

Holiday Home, Middle Island

Adorable 1-bedroom house with AC in peaceful Selden neighborhood is a holiday home in Middle Island, with room for a group. This stay gives travelers a comfortable base for exploring the…

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About Adorable 1-bedroom house with AC in peaceful Selden neighborhood

Adorable 1-bedroom house with AC in peaceful Selden neighborhood is a holiday home in Middle Island, with 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, ac, air conditioning, heating, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,145.

From$164/night
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Waterfront vacation rentals in Middle Island, NY

Discover vacation rentals close to the coast, water, and beach areas around Middle Island, NY.

Lovely Loft Apartment with Private Beach Access!! - Middle Island, NY

Lovely Loft Apartment with Private Beach Access!!

Apartment, Middle Island

Lovely Loft Apartment with Private Beach Access!! is a apartment in Middle Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Lovely Loft Apartment with Private Beach Access!!

Lovely Loft Apartment with Private Beach Access!! is a apartment in Middle Island, 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 $2,119.

From$303/night
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Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches - Middle Island, NY

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Holiday Home, Middle Island

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches is a holiday home in Middle Island, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches is a holiday home in Middle Island, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,329.

From$333/night
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House close to the Hampton and beaches of Long Island - Middle Island, NY

House close to the Hampton and beaches of Long Island

Holiday Home, Middle Island

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

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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 Middle Island, 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 $3,127.

From$447/night
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Lakeside Haven Cozy Waterfront - Middle Island, NY

Lakeside Haven Cozy Waterfront

Holiday Home, Middle Island

Lakeside Haven Cozy Waterfront is a holiday home in Middle Island, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Lakeside Haven Cozy Waterfront

Lakeside Haven Cozy Waterfront is a holiday home in Middle Island, with 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, ac, air conditioning, heating, and toiletries::toilet paper.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,317.

From$474/night
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Vacation rentals with a pool in Middle Island, NY

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

Salem’s guest room - Middle Island, NY

Salem’s guest room

Holiday Home, Middle Island

Salem’s guest room is a holiday home in Middle Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Salem’s guest room

Salem’s guest room is a holiday home in Middle Island, 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 $1,912.

From$273/night
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1856 Trading House close to water - Middle Island, NY

1856 Trading House close to water

Condo, Middle Island

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

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About 1856 Trading House close to water

1856 Trading House close to water is a condo in Middle Island, 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 $1,932.

From$276/night
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Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H - Middle Island, NY

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

Holiday Home, Middle Island

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

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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 Middle Island, 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 $2,310.

From$330/night
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Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons - Middle Island, NY

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

Holiday Home, Middle Island

Luxurious 4-bedroom house with an outdoor pool 25 mins from the Hamptons is a holiday home in Middle Island, 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 Middle Island, 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 $5,513.

From$788/night
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Vacation rentals with parking in Middle Island, NY

Find vacation rentals that make arriving by car easier.

Central 2BR, Garden Suite, Top Amenities & Care! - Middle Island, NY

Central 2BR, Garden Suite, Top Amenities & Care!

Apartment, Middle Island

Central 2BR, Garden Suite, Top Amenities & Care! is a apartment in Middle Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care! is a apartment in Middle Island, 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 $1,782.

From$255/night
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Luxurious, pristine apartment near country club, perfect for a splendid getaway! - Middle Island, NY

Luxurious, pristine apartment near country club, perfect for a splendid getaway!

Apartment, Middle Island

Luxurious, pristine apartment near country club, perfect for a splendid getaway! is a apartment in Middle Island, with parking. This stay gives travelers a comfortable base for exploring…

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About Luxurious, pristine apartment near country club, perfect for a splendid getaway!

Luxurious, pristine apartment near country club, perfect for a splendid getaway! is a apartment in Middle Island, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,966.

From$281/night
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US OPEN READY! 25 MINUTES DRIVE TO SHINNECOCK HILLS GOLF CLUB! In Mastic Beach - Middle Island, NY

US OPEN READY! 25 MINUTES DRIVE TO SHINNECOCK HILLS GOLF CLUB! In Mastic Beach

Holiday Home, Middle Island

US OPEN READY! 25 MINUTES DRIVE TO SHINNECOCK HILLS GOLF CLUB! In Mastic Beach is a holiday home in Middle Island, with easy beach access, parking, and kitchen access. This stay gives…

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About US OPEN READY! 25 MINUTES DRIVE TO SHINNECOCK HILLS GOLF CLUB! In Mastic Beach

US OPEN READY! 25 MINUTES DRIVE TO SHINNECOCK HILLS GOLF CLUB! In Mastic Beach is a holiday home in Middle Island, 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 $2,936.

From$419/night
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3-bedroom cozy home in wonderful Selden , Great location close to all. - Middle Island, NY

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

Holiday Home, Middle Island

3-bedroom cozy home in wonderful Selden , Great location close to all. is a holiday home in Middle Island, 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 Middle Island, 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 $4,332.

From$619/night
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Pet-friendly vacation rentals in Middle Island, NY

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

Cozy 1-bedroom apartment in charming Shirley with private entrance - Middle Island, NY

Cozy 1-bedroom apartment in charming Shirley with private entrance

Apartment, Middle Island

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

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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 Middle Island, 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 $1,593.

From$228/night
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Private Apartment on River Ave. close to main st - Middle Island, NY

Private Apartment on River Ave. close to main st

Apartment, Middle Island

Private Apartment on River Ave. close to main st is a apartment in Middle Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st is a apartment in Middle Island, 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 $1,964.

From$281/night
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Port Jefferson Home near Stony Brook University SBU - Middle Island, NY

Port Jefferson Home near Stony Brook University SBU

Holiday Home, Middle Island

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

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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 Middle Island, 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 $2,599.

From$371/night
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Modern Vacation home. Close to The Hamptons - Middle Island, NY

Modern Vacation home. Close to The Hamptons

Holiday Home, Middle Island

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

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About Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons is a holiday home in Middle Island, 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 $3,196.

From$457/night
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Vacation rentals with a kitchen in Middle Island, NY

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

PolskaRican Suite - Middle Island, NY

PolskaRican Suite

Apartment, Middle Island

PolskaRican Suite is a apartment in Middle Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About PolskaRican Suite

PolskaRican Suite is a apartment in Middle Island, 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,481.

From$212/night
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Relaxing Cottage -- Walk to private Beach! - Middle Island, NY

Relaxing Cottage -- Walk to private Beach!

Cottage, Middle Island

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

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About Relaxing Cottage -- Walk to private Beach!

Relaxing Cottage -- Walk to private Beach! is a cottage in Middle Island, 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 $2,076.

From$297/night
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Charming house in Bellport Village. - Middle Island, NY

Charming house in Bellport Village.

Holiday Home, Middle Island

Charming house in Bellport Village. is a holiday home in Middle Island, 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 Middle Island, 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 $3,826.

From$547/night
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Weddings, Fall Festival or Getaway. This Is the House! - Middle Island, NY

Weddings, Fall Festival or Getaway. This Is the House!

Holiday Home, Middle Island

Weddings, Fall Festival or Getaway. This Is the House! is a holiday home in Middle Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Weddings, Fall Festival or Getaway. This Is the House!

Weddings, Fall Festival or Getaway. This Is the House! is a holiday home in Middle Island, 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 $5,053.

From$722/night
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