Vacation rentals in Upton, NY

75 available vacation rental offers

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Best vacation rentals and Airbnb offers in Upton, NY

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

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

Apartment, Upton

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park... is a apartment in Upton, 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 Upton, 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! - Upton, NY

Beautiful Private Studio Apartment!

Apartment, Upton

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

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About Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment! is a apartment in Upton, 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 - Upton, NY

Spacious one Bedroom Apt with private entrance

Apartment, Upton

Spacious one Bedroom Apt with private entrance is a apartment in Upton, 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 Upton, 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 - Upton, NY

Adorable 1-bedroom house with AC in peaceful Selden neighborhood

Holiday Home, Upton

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

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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 Upton, 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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Vacation rentals with a pool in Upton, 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 - Upton, NY

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

Country House, Upton

Pool Oasis Big Yard 1 Bedroom + 1 Living room with SofaBed nearby Train to NYC is a country house in Upton, 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 Upton, 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 $1,381.

From$197/night
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Salem’s guest room - Upton, NY

Salem’s guest room

Holiday Home, Upton

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

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About Salem’s guest room

Salem’s guest room is a holiday home in Upton, 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 - Upton, NY

1856 Trading House close to water

Condo, Upton

1856 Trading House close to water is a condo in Upton, 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 Upton, 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 - Upton, NY

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

Holiday Home, Upton

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H is a holiday home in Upton, 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 Upton, 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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Vacation rentals with parking in Upton, NY

Find vacation rentals that make arriving by car easier.

Private Apartment on River Ave. close to main st - Upton, NY

Private Apartment on River Ave. close to main st

Apartment, Upton

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

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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 Upton, 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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Lovely Loft Apartment with Private Beach Access!! - Upton, NY

Lovely Loft Apartment with Private Beach Access!!

Apartment, Upton

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

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About Lovely Loft Apartment with Private Beach Access!!

Lovely Loft Apartment with Private Beach Access!! is a apartment in Upton, 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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US OPEN READY! 25 MINUTES DRIVE TO SHINNECOCK HILLS GOLF CLUB! In Mastic Beach - Upton, NY

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

Holiday Home, Upton

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

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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 Upton, 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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Charming house in Bellport Village. - Upton, NY

Charming house in Bellport Village.

Holiday Home, Upton

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

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About Charming house in Bellport Village.

Charming house in Bellport Village. is a holiday home in Upton, 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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Pet-friendly vacation rentals in Upton, NY

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

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

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

Holiday Home, Upton

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

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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 Upton, 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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Port Jefferson Home near Stony Brook University SBU - Upton, NY

Port Jefferson Home near Stony Brook University SBU

Holiday Home, Upton

Port Jefferson Home near Stony Brook University SBU is a holiday home in Upton, 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 Upton, 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 - Upton, NY

Modern Vacation home. Close to The Hamptons

Holiday Home, Upton

Modern Vacation home. Close to The Hamptons is a holiday home in Upton, 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 Upton, 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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Nature's Retreat: Serene Woodland Haven Near NYC - Upton, NY

Nature's Retreat: Serene Woodland Haven Near NYC

Holiday Home, Upton

Nature's Retreat: Serene Woodland Haven Near NYC is a holiday home in Upton, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Nature's Retreat: Serene Woodland Haven Near NYC

Nature's Retreat: Serene Woodland Haven Near NYC is a holiday home in Upton, with pet-friendly space 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 cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,746.

From$535/night
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Vacation rentals with a kitchen in Upton, NY

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

Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station - Upton, NY

Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station

Apartment, Upton

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

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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 Upton, 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 $1,376.

From$197/night
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PolskaRican Suite - Upton, NY

PolskaRican Suite

Apartment, Upton

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

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About PolskaRican Suite

PolskaRican Suite is a apartment in Upton, 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 Smith Point Beach House on private canal - Upton, NY

Relaxing Smith Point Beach House on private canal

Holiday Home, Upton

Relaxing Smith Point Beach House on private canal is a holiday home in Upton, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Relaxing Smith Point Beach House on private canal

Relaxing Smith Point Beach House on private canal is a holiday home in Upton, 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 $3,802.

From$543/night
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Cozy beach hose minutes from Hamptons - Upton, NY

Cozy beach hose minutes from Hamptons

Holiday Home, Upton

Cozy beach hose minutes from Hamptons is a holiday home in Upton, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons is a holiday home in Upton, 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 $4,540.

From$649/night
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Family-friendly vacation rentals in Upton, NY

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

Relaxing Cottage -- Walk to private Beach! - Upton, NY

Relaxing Cottage -- Walk to private Beach!

Cottage, Upton

Relaxing Cottage -- Walk to private Beach! is a cottage in Upton, 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 Upton, 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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Cozy Cottage Steps from the Beach in the North Fork - Upton, NY

Cozy Cottage Steps from the Beach in the North Fork

Cottage, Upton

Cozy Cottage Steps from the Beach in the North Fork is a cottage in Upton, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Cozy Cottage Steps from the Beach in the North Fork

Cozy Cottage Steps from the Beach in the North Fork is a cottage in Upton, 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 $3,039.

From$434/night
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Farm and Wine Lovers’ Cottage Near the Hamptons - Upton, NY

Farm and Wine Lovers’ Cottage Near the Hamptons

Holiday Home, Upton

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

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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 Upton, 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 $3,905.

From$558/night
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Weddings, Fall Festival or Getaway. This Is the House! - Upton, NY

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

Holiday Home, Upton

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

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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 Upton, 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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