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Vacation Rentals in Southampton, New York

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about Southampton

Southampton, New York Vacation Rentals and Tourism

Head out to Southampton, New York, this summer for vacation. Southampton vacation rentals are luxurious and surrounded by the beauty of the area. Spend long summer days enjoying the beach, hiking nature trails, and shopping in the villages of Southampton. Southampton, NY, on the south fork of Long Island, has been a popular summer getaway destination for decades – come, experience it yourself! Your Southampton family vacation home is the perfect home base for hitting the beach or the shops and gives you plenty of room to store beach toys and shopping finds. With so many reasons to choose vacation rentals in Southampton, NY, why even consider hotels?

Southampton rentals are near seven miles of beautiful beaches for swimming, sunbathing and surfing. Explore the nearby islands by raft or canoe. Bicycle around the village or stroll Southampton’s Main Street for souvenirs and restaurants; attend free concerts at Village Park. Tour one of the region’s noted wineries – a great autumn activity, or take in a little Southampton history at the Southampton Historical Museum or the Halsey House, one of the oldest houses in the area, dating back to 1660. Southampton, NY, hosts many annual events; check out the Bridgehampton Antiques Show, Annual House and Garden Tour, Water Mill’s Classic Car Expo and other vintage car shows, to name a few. There’s always something going on in Southampton, including concert headliners, arts and crafts fairs and charity galas.

Plan a classic summer getaway to Southampton, New York, and experience the charms that have drawn the rich and famous for years. Book your vacation beach house in Southampton today for a relaxing and affordable vacation your whole family will love.

Southampton Vacation Rental Deals

Don't be intimidated by hotel prices—if you want to take a vacation to Southampton, check out Southampton discount vacation rentals for last minute deals, and all around good prices on homey, luxurious condos, town homes, and beach houses.  Choose from a wide variety of roomy-but still budget friendly Southampton accommodation options for a way to enjoy your Southampton vacation. We accommodate groups of any size so none of your family will miss out.  And just think; you'll have more money to spend having fun and less time being stressed if you choose cheap Southampton vacation rentals!

more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Southampton things to do

 

Wolffer Estate Vineyard

You may find yourself feeling unwelcome. If it wasn't for how stunning this place is, I would have only given it 3 stars. The service was unfortunately...read more

 

Cooper's Beach

This beach is pretty much the same as all the beaches in the hamptons except that it's more crowded. Most people don't like crowded beaches, but I actually...read more

 

Duckwalk Vineyards

I came here with a group of my friends as part of a birthday celebration in the hamptons. Even though it was a large group and they initially told us we...read more

 

McCall Wines

This is wholly NOT big, corporate, shiny or loud. It's the ultimate opposite. From the unobtrusive barn, laid back setting, to the stables turned into...read more

 

Channing Daughters Winery

Love this place. First the wine: it's terrific. Easily the best on the South Fork, and far beyond that. It's really well thought out, and extremely...read more

 

The Yoga House

Kara is a beautiful soul who believes in the power of yoga and spreads love and light thought teaching it... I have been teaching at The Yoga House for a...read more

 

Raphael Vineyard and Winery

Raphael Vineyards is a beautiful location to visit. The inside is grand with huge chandeliers and a wonderful circle bar in the middle as the focal point....read more

 

Mattebella Vineyards

We stopped here to celebrate after my fiance proposed to me at Lavender by the Bay in East Marion last weekend. This was our last wine tasting stop of the...read more

 

Coffee Pot Cellars

GEWURZTRAMINER! One of their whites. It's incredibly floral and fragrant. And since I have a thing for the floral scent, I am glad I stopped by. Everything...read more

 

Ponquogue Beach

My childhood beach of yore. So many memories of fresh water showers, italian ices & everlasting gobstoppers, flirting with the cute teenage lifeguards ......read more

 

Sannino's Bella Vita Vineyard

Small winery, not crowded, it gives intimate feel. The staffs are very friendly, personable & knowledge. I had a great time chatting with them. The grape...read more

 

Pindar Vineyards

Stop here yesterday with my girlfriends after a long day exploring the north fork. I thought at first we were at the wrong place... the outside of the...read more

 

Rotations Bicycle Center

This store is certainly well-stocked with beautiful merchandise. We have been here a few times, and have always definitely found it to be much, much more...read more

 

Arthur T. Kalaher Fine Art

Arthur's Gallery in Southampton is the go to place for modern contemporary and tradition art work. The gallery provides everything from custom framing to...read more

 

Croteaux Vineyards

This was my first foray into LI vineyard wine tasting and this was a great first stop. They don't allow commercial buses to drop off to the overall vibe is...read more

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Southampton
Southampton House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $900 - $1,500 /nt
    $3,500 - $5,000 /wk
    $12,000 - $18,000 /mth
 
 
 
 
 

1 reviews write a review

2br - 2bath townhouse Canterbury Mews
Southampton Townhome Rental Picture
  • bedrooms 2
  • community Canterbury Mews
  • rental type Townhome
  • sleeps 6
  • baths 2
  • rates (USD) $2,500 /mth
 
 
 
 
 

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Quiet cottage on lake with private dock
Southampton House Rental Picture
  • bedrooms 2
  • community North Sea
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $300 - $500 /nt
    $1,500 - $3,000 /wk
    $3,000 - $15,000 /mth
 
 
 
 
 

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Labor Day Week Available! Southampton, NY
Southampton House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 10
  • baths 3
  • rates (USD) $6,000 - $7,000 /wk
 
 
 
 
 

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Southampton Waterfront Luxury Hamptons Rental
Southampton House Rental Picture
  • bedrooms 6
  • community
  • rental type House
  • sleeps 16
  • baths 4
  • rates (USD) $1,000 - $2,200 /nt
    $3,000 - $6,800 /wk
 
 
 
 
 

1 reviews write a review

9 acres on private pond
Southampton Estate Rental Picture
  • bedrooms 4
  • community
  • rental type Estate
  • sleeps 10
  • baths 3
  • rates (USD) $900 - $2,000 /nt
    $7,000 - $8,000 /wk
    $28,000 - $30,000 /mth
 
 
 
 
 

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Well Appointed New Construction Convenient To All, And Family Friendly.
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths
  • rates (USD) $1,000 /nt
 
 
 
 
 

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Your Haven in the Hamptons
Southampton Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $467 - $2,000 /wk
    $2,067 /mth
 
 
 
 
 

2 reviews write a review

Southampton Escape 4 Bedrooms, 4 Bathrooms, Sleeps 8
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 9
  • baths 4
  • rates (USD) $700 /nt
 
 
 
 
 

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The Southampton Fun House - Sleeps 25+ - Now Booking For 2014!
Southampton House Rental Picture
  • bedrooms 7
  • rental type House
  • owner badgeowner badge
  • sleeps 25
  • baths
  • rates (USD) $1,000 /nt
 
 
 
 
 

2 reviews write a review

Complete Renovation 2011; Walk to Bay; 5 Mi. to Village
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $70 - $929 /nt
 
 
 
 
 

6 reviews write a review

Waterfront Compound On Shinnecock Bay.
Southampton Villa Rental Picture
  • bedrooms 9
  • rental type Villa
  • sleeps 18
  • baths
  • rates (USD) $1,000 /nt
    $7,000 /wk
 
 
 
 
 

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Perfect Southampton Getaway and Family Reunion
Southampton House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $857 - $2,000 /nt
    $6,000 - $8,600 /wk
    $22,000 - $26,000 /mth
 
 
 
 
 

2 reviews write a review

Secluded Southampton Luxury Estate (288)
Southampton Estate Rental Picture
  • bedrooms 7
  • rental type Estate
  • owner badgeowner badge
  • sleeps 14
  • baths
  • rates (USD) $1,250 - $3,250 /nt
    $4,550 - $15,000 /wk
 
 
 
 
 

2 reviews write a review

New Listing! Fantastic 1BR Apartment in the Hamptons w/Brand New Designer Kitchen, Whirlpool Tub, & Gas Grill - Minutes to Bay or Ocean Beaches!
Southampton Apartment Rental Picture
  • bedrooms 1
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $250 - $350 /nt
    $1,925 /wk
    $3,800 - $10,500 /mth
 
 
 
 
 

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Southampton House Perfect for Families and Entertaining
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $700 - $750 /nt
    $2,200 - $5,000 /wk
    $5,000 - $13,000 /mth
 
 
 
 
 

9 reviews write a review

Unique Hampton Waterfront Beach Home With Private Dock
Southampton Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • sleeps 8
  • baths 2
  • rates (USD) $117 - $695 /nt
    $4,515 /wk
 
 
 
 
 

3 reviews write a review

Southampton village, spacious & bright, gunite pool, walk/bike to village/beach
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $571 - $1,071 /nt
    $4,000 - $5,000 /wk
 
 
 
 
 

2 reviews write a review

Delightful 3 Bedroom Surrounded by Nature, Heated Pool, Bridge, Jacuzzi
Southampton House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $350 - $400 /nt
    $1,700 /wk
 
 
 
 
 

12 reviews write a review

The Perfect Southampton Summer Rental for Your Vacation
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths 3
  • rates (USD) $9,250 /wk
 
 
 
 
 

5 reviews write a review

Elegant Private Waterfront Villa
Southampton Villa Rental Picture
  • bedrooms 6
  • rental type Villa
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $1,000 - $2,333 /nt
    $10,000 /wk
    $30,000 - $70,000 /mth
 
 
 
 
 

5 reviews write a review

Southampton Water Front Retreat with Dock for 2 Boats Bike to Village
Southampton Cottage Rental Picture
  • bedrooms 5
  • rental type Cottage
  • sleeps 12
  • baths 4
  • rates (USD) $800 - $1,500 /nt
    $8,000 /wk
    $23,200 - $45,000 /mth
 
 
 
 
 

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Newly Renovated Hamptons Family Home On 1 Acre; Walk To Water, Minutes To Town
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 5
  • rates (USD) $714 - $1,167 /nt
 
 
 
 
 

2 reviews write a review

Beautifully Designed, Private Southampton Property Close To All!!
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $400 - $1,429 /nt
    $12,000 - $40,000 /mth
 
 
 
 
 

5 reviews write a review

New House and Pool House South of Highway
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $750 - $1,250 /nt
    $2,500 - $5,000 /wk
    $6,000 - $38,000 /mth
 
 
 
 
 

6 reviews write a review

Location, Privacy & Luxury - Minutes To Ocean
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 11
  • baths 4
  • rates (USD) $500 - $929 /nt
    $15,000 - $25,000 /mth
 
 
 
 
 

2 reviews write a review

Lovely, private Southampton home with pool, tennis quick drive to beaches
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD)
 
 
 
 
 

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Soutampton Village-Spacious Sophisticated Home-Contemporary Design-Private Pool
Southampton House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $23,767 - $27,000 /mth
 
 
 
 
 

4 reviews write a review

Hamptons Classic - Decorator Home with Solar Heated Pool
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 13
  • baths 3
  • rates (USD) $1,000 - $2,000 /nt
    $3,000 - $6,400 /wk
    $7,000 - $25,000 /mth
 
 
 
 
 

2 reviews write a review

Architectural Beauty With 2 Master Suits And 2 Guest Rooms
Southampton Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • sleeps 8
  • baths
  • rates (USD)
 
 
 
 
 

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Southampton Village ESTATE Section -Bike to Beach, available for LABOR DAY WEEK!
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 15
  • baths
  • rates (USD) $8,000 /wk
    $30,000 /mth
 
 
 
 
 

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4 acre property in estate section, 1/4 mile from ocean
Southampton House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 11
  • baths 6
  • rates (USD) $17,500 /wk
 
 
 
 
 

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The Southampton Sports Preserve - Amazing Amenities Only A Few Weekends Left!
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 20
  • baths
  • rates (USD) $1,000 /nt
 
 
 
 
 

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Beautifully Renovated, Quiet, Private Southampton Getaway
Southampton House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 13
  • baths
  • rates (USD) $10,000 - $12,833 /wk
    $30,000 - $56,833 /mth
 
 
 
 
 

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Luxury Hamptons House - Southampton - Great Location!
Southampton House Rental Picture
  • bedrooms 7
  • rental type House
  • sleeps 20
  • baths
  • rates (USD) $1,214 - $3,500 /nt
 
 
 
 
 

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Mediterranean Style House in Southampton
Southampton Villa Rental Picture
  • bedrooms 5
  • rental type Villa
  • sleeps 12
  • baths
  • rates (USD) $1,000 - $7,000 /nt
    $6,000 - $25,000 /wk
 
 
 
 
 

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Stunning and unique property, minutes by foot to Southampton village a
Southampton House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $5,600 - $7,000 /wk
    $26,000 - $28,500 /mth
 
 
 
 
 

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4-Bedroom Architect Lakehouse on Big Fresh Pond
Southampton House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $500 /nt
    $7,500 /wk
    $13,000 /mth
 
 
 
 
 

2 reviews write a review