Village of Southampton Vacation Rentals

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Vacation Rentals in Village of Southampton

Outdoor dining
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
"The house was so cute and a great location. Everything was easy to deal w and Pam was very flexible with timing. Will certainly hope to stay here again!"
The price is ￥101,998
￥152,369 total
includes taxes & fees
Jun 26 - Jun 27
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Property grounds
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, (4)
The price is ￥665,371
￥782,904 total
includes taxes & fees
Jun 4 - Jun 5
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (236)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is ￥37,906
￥46,672 total
includes taxes & fees
Jun 2 - Jun 3
Windward Shores Ocean Resort
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Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (182)
"Wonderful stay and super clean! Can’t wait to come back. "
The price is ￥42,819
￥55,685 total
includes taxes & fees
Jun 23 - Jun 24
Cliffside Resort Condominiums
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Outdoor pool, a heated pool
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay in this house. Very safe and clean place to stay. Plenty of parking spaces, logs for fireplace, kitchen accessories. All china is very good quality."
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Interior
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (1)
"I found it cozy, comfortable and very peaceful. Bonus wildlife visits of deer, geese and turkeys, Most people will understand this accommodation as quality “clamping”."
The price is ￥23,538
￥37,190 total
includes taxes & fees
May 29 - May 30
Airstream Art Studio Sculpture/Nature Preserve
Smart TV, fireplace, stereo
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (72)
"We had the best time at Rick’s house in the Hamptons! We’d love to come back!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Sun loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (147)
"In town for a wedding - a large, convenient location that fulfilled the needs we had for that stay."
The price is ￥77,675
￥123,653 total
includes taxes & fees
May 29 - May 30
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
On the beach, sun loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (46)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
A heated pool
July 4th still available. Hampton home with 4-5br, pool, hot tub, private beach.
10.0 out of 10, Exceptional, (67)
"The house was great - just as listed and very comfortable / kid friendly. There wasn't a whole lot to do in the area over the holidays but we enjoyed the house, trampoline and jungle gym."
July 4th still available. Hampton home with 4-5br, pool, hot tub, private beach.
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (12)
"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."
Location and views! Located directly on Shinnecock Bay!
Outdoor pool
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, (7)
"This place was nice and roomy for our family of 8 plus 3 littles kiddos. Pretty clean as well. I gave listing accuracy a 5 because it is accurate but that may be because it doesn't tell you much. We were a little short on towels, many light bulbs were burnt out or just missing. We replaced some (they were there) and moved others to balance out the light. No kitchen linens, short on bath towels, short on paper towels and definitely not enough TP. 3 partial rolls and 1 bathroom had none so we had...
Gorgeous private Hamptons house with pool and volleyball court
Outdoor pool, a heated pool
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (25)
"House was very clean and host was exceptional. Very relaxing place to stay."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Outdoor pool, a heated pool
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Outdoor dining
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (28)
"The house was beautiful and comfortable. We enjoyed the property and watching the wildlife. The fire pit was great for a group gathering. We didn't cook but the kitchen appeared well stocked. The house was short on paper products. We left a note for the house manager when we left."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Microwave, oven, stovetop, coffee/tea maker
Contemporary home, newly built, heated pool and hot tub, large deck and...
10.0 out of 10, Exceptional, (4)
"The property manager was incredibly helpful in providing check-in and check-out information, and was readily available to answer any questions during our stay. The house perfectly matched what we saw in the photos and was ideal for our getaway. We're already looking forward to returning in the summertime to fully enjoy the pool."
Contemporary home, newly built, heated pool and hot tub, large deck and...
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (75)
"Great location. Pristine beach with hardly anyone else on the beach (mid May). No shampoo or conditioner in bathrooms as reported. The house needs a bit of TLC. Could be a bit cleaner. There was sand on the floor in the master bedroom upon our arrival. It seemed like there was white dog hair on the bedspread. I dont have a dog. The dishwasher seemed like it was working but was not getting the dishes clean. I think it is time for a new dishwasher."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Fridge, microwave, oven, stovetop
Recently renovated private 2.1 acre gated home with heated pool and tennis court
10.0 out of 10, Exceptional, (12)
"This beautiful home was a great vacation home for our entire family! The house was impeccably clean with a ton of amenities, everything we wanted or needed was provided. The basketball/tennis court provided hours of entertainment for our family and the swimming pool made for a great leisurely morning or afternoon of swimming and relaxing poolside. Julie was a very attentive host and responded to our text messages for suggestions on Gurney's Seawater Spa, Vegan restaurants and more. We had a...
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Don't see what you're looking for?
See all available properties in Village of Southampton
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.

Other types of properties in Village of Southampton you may be interested in

Traditional Single Room, 1 King Bed | Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated
Southampton Inn
3.0 star property
8.4 out of 10, Very Good, (481)
"great location "
The price is ￥47,076
￥57,988 total
includes taxes & fees
Jun 2 - Jun 3
Southampton Inn
Porch
Harpoon House
3.0 star property
8.2 out of 10, Very Good, (103)
"very friendly host "
The price is ￥84,596
￥96,545 total
includes taxes & fees
Jun 9 - Jun 10
Harpoon House
Property grounds
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, (4)
The price is ￥665,371
￥782,904 total
includes taxes & fees
Jun 4 - Jun 5
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
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.

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 near top sights in Village of Southampton, or you can select a more secluded option if you're looking for relaxation. 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?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: This vacation home rental near Village of Southampton offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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

With 136 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 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.

Recent reviews of Village of Southampton properties
Expedia verified reviews

Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel

Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel

5/5 Excellent
"Had a great stay. We were in town for a wedding at the Dorothy Flint Campground. Location was great and convenient. Staff was very accommodating! "
A verified traveler stayed at Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel