Village of Southampton Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Village of Southampton vacation rentals

Terrace/patio

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (18 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is ￥79,415
￥134,829 total
includes taxes & fees
Jun 2 - Jun 3
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Living area

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
The price is ￥147,235
￥275,101 total
includes taxes & fees
May 20 - May 21
Minutes from the beach, brand new 3 bedroom
Property grounds

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is ￥310,525
￥424,900 total
includes taxes & fees
May 20 - May 21
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Smart TV, fireplace, stereo

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
Minutes from the beach, brand new 4 bedroom
Outdoor pool, a heated pool

Stunning House: Tennis & Pool in Southampton Estate section

Stunning House: Tennis & Pool in Southampton Estate section
Southampton
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and very hospitable owners. Would be happy to stay here again. Excellent for a large family. "
United States
Robert P.
The price is ￥555,905
￥932,543 total
includes taxes & fees
May 31 - Jun 1
Stunning House: Tennis & Pool in Southampton Estate section
Interior

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is ￥619,437
￥868,301 total
includes taxes & fees
Jun 15 - Jun 16
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Exterior

Gorgeously Renovated SH Village 5 bd w/ Large Pool

Gorgeously Renovated SH Village 5 bd w/ Large Pool
Southampton
8.8 out of 10, Excellent, (6 reviews)
"Spacious and great location. Cleanliness and "
United States
Harry D.
The price is ￥635,320
￥932,543 total
includes taxes & fees
Jun 17 - Jun 18
Gorgeously Renovated SH Village 5 bd w/ Large Pool
1 bedroom, bed sheets

Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
The price is ￥30,722
￥47,078 total
includes taxes & fees
May 21 - May 22
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is ￥30,722
￥47,078 total
includes taxes & fees
May 21 - May 22
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is ￥30,722
￥49,256 total
includes taxes & fees
May 21 - May 22
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (313 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is ￥31,373
￥40,161 total
includes taxes & fees
May 27 - May 28
Windward Shores Ocean Resort
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is ￥34,136
￥51,342 total
includes taxes & fees
May 25 - May 26
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is ￥41,932
￥47,906 total
includes taxes & fees
Jun 8 - Jun 9
North Fork Resort
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is ￥30,325
￥41,548 total
includes taxes & fees
May 31 - Jun 1
Cliffside Resort Condominiums
Exterior

Seabreeze 4 Charming Cottage walk to US Open

Seabreeze 4 Charming Cottage walk to US Open
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥49,873
￥119,496 total
includes taxes & fees
Jun 1 - Jun 2
Seabreeze 4 Charming Cottage walk to US Open
Smart TV, fireplace

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ￥634,960
￥1,035,567 total
includes taxes & fees
May 27 - May 28
Spacious 5-bedroom house with water views and 2 houses from the bay.
Fridge, microwave, oven, stovetop

Charming 1-bedroom apartment with AC in Sag Harbor

Charming 1-bedroom apartment with AC in Sag Harbor
Sag Harbor
The price is ￥46,458
￥94,815 total
includes taxes & fees
May 20 - May 21
Charming 1-bedroom apartment with AC in Sag Harbor
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥33,195
￥50,449 total
includes taxes & fees
May 21 - May 22
American Beech in Greenport - Petite King Room 7
Interior

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ￥714,330
￥1,014,895 total
includes taxes & fees
May 27 - May 28
Sag Harbor Water View w Dock 1.5ml from town
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
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 ￥51,302
￥201,530 total
includes taxes & fees
May 20 - May 21
BlackBerry Private home with jacuzzi yearlong
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

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

10/10 Excellent
"We had a wonderful time! The cottage was exceptionally clean and comfortable! We'll definitely be going back!"
Lisa 2-night trip
Posted 15 hours ago
North Fork Cottages & RV Resort

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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Look no further and take a look at our great range of rental properties in Village of Southampton!

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?

Minutes from the beach, brand new 4 bedroom: Visitors like this Village of Southampton vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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

With 130 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 Shinnecock East County Park, or simply take in cultural attractions like Southampton Historical Museum and Halsey House. Other places in town to visit include Southampton Arts Center and Southampton Cultural Center.

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.