Village of Southampton Vacation Rentals

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Our top choices for Village of Southampton vacation rentals

10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is ¥71,001
¥175,036 total
includes taxes & fees
Mar 11 - Mar 12
Minutes from the beach, brand new 4 bedroom
9.2 out of 10, Wonderful, (11 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is ¥67,451
¥146,644 total
includes taxes & fees
Mar 13 - Mar 14
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Aparthotel in Napeague

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (310 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is ¥22,522
¥30,021 total
includes taxes & fees
Mar 16 - Mar 17
Windward Shores Ocean Resort
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ¥37,626
¥42,987 total
includes taxes & fees
Apr 1 - Apr 2
North Fork Cottages & RV Resort
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool

Aparthotel in Greenport

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is ¥27,335
¥38,087 total
includes taxes & fees
Mar 15 - Mar 16
Cliffside Resort Condominiums
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ¥20,827
¥138,873 total
includes taxes & fees
Mar 11 - Mar 12
Black Swan Beachfront Home with Jacuzzi year round

Apartment in East Quogue

Hamptons apartment getaway
6.0 out of 10, (3 reviews)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
United States
Hilary K.
The price is ¥23,667
¥46,149 total
includes taxes & fees
Mar 11 - Mar 12
Hamptons apartment getaway
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥18,776
¥31,368 total
includes taxes & fees
Mar 11 - Mar 12
American Beech in Greenport - Petite King Room 7

Vacation Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ¥40,471
¥88,062 total
includes taxes & fees
Mar 11 - Mar 12
Renovated Townhouse walk to all
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is ¥70,859
¥132,152 total
includes taxes & fees
Mar 11 - Mar 12
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Vacation Home in Hampton Bays

Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is ¥51,279
¥101,311 total
includes taxes & fees
Mar 12 - Mar 13
Immaculate Waterfront 2 bedroom!

Vacation Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ¥41,891
¥91,844 total
includes taxes & fees
Mar 15 - Mar 16
Northfork Townhouse walk to all
The price is ¥47,334
¥92,117 total
includes taxes & fees
Apr 5 - Apr 6
Prime location, walk to all, cozy cottage Westhampton Beach
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ¥32,976
¥131,843 total
includes taxes & fees
Mar 23 - Mar 24
BlackBerry Private home with jacuzzi yearlong

Vacation Home in Calverton

Cozy beach hose minutes from Hamptons
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is ¥62,907
¥120,904 total
includes taxes & fees
Mar 11 - Mar 12
Cozy beach hose minutes from Hamptons
9.6 out of 10, Exceptional, (23 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ¥91,197
¥232,440 total
includes taxes & fees
Apr 8 - Apr 9
Villa Luz Cozy Family Home with Jacuzzi year round
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is ¥89,979
¥125,926 total
includes taxes & fees
Mar 11 - Mar 12
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

Vacation Home in Greenport

Beachfront Greenport Villa
9.8 out of 10, Exceptional, (11 reviews)
"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"
United States
Carine J.
The price is ¥83,781
¥150,882 total
includes taxes & fees
Mar 11 - Mar 12
Beachfront Greenport Villa
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ¥49,701
¥98,605 total
includes taxes & fees
Mar 16 - Mar 17
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Village of Southampton Hotel Reviews

Find out more about Village of Southampton

Search for holiday rentals in Village of Southampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Village of Southampton using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Village of Southampton?

Yes, we offer vacation rentals in Village of Southampton near Southampton Arts Center, or you can select a more secluded option if you'd like a relaxing place to stay. Village of Southampton is known for its churches and monuments. Make sure you have time to check out the theaters and entertainment choices during your trip.

What are some of the best vacation rentals that Village of Southampton has to offer?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This vacation home rental near Village of Southampton is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Village of Southampton?

With 131 Expedia vacation rentals, you're sure to find just the right place for your Village of Southampton stay.

What can I see and do in Village of Southampton?

Enjoy the outdoors at Cooper's Beach and The Hamptons Beaches, or simply take in cultural attractions like Southampton Historical Museum and Halsey House. Other places in town to visit include Southampton Arts Center and North Main Street Historic District.

What’s a vacation rental in Village of Southampton like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Village of Southampton. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family getaway.