Village of Southampton Holiday Rentals

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Check prices for these dates

Tonight
21 Apr - 22 Apr
Tomorrow
22 Apr - 23 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Holiday Rentals in Village of Southampton

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Outdoor dining

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Minutes from the beach, brand new 4 bedroom
Fridge, microwave, oven, stovetop

Minutes from the beach, brand new 4 bedroom

The price is HK$6,209
HK$12,157 total
includes taxes & fees
1 May - 2 May
Minutes from the beach, brand new 4 bedroom
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"Condo was great, family of 5 , clean, no hassle"
The price is HK$1,108
HK$1,435 total
includes taxes & fees
24 Apr - 25 Apr
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (210)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is HK$1,214
HK$1,724 total
includes taxes & fees
7 May - 8 May
Cliffside Resort Condominiums
Location and views! Located directly on Shinnecock Bay!
Smart TV

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
Miscellaneous

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (86)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is HK$3,492
HK$6,331 total
includes taxes & fees
5 May - 6 May
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
10 Bedroom Hampton House with a regulation size Pickleball
Pool

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
Stunning Hampton Holiday Family Fantasy for your Team
TV, fireplace, video library, stereo

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (67)
"Great home"
Stunning Hampton Holiday Family Fantasy for your Team
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (19)
"Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!! "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Smart TV, fireplace, stereo

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (82)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Outdoor pool, a heated pool

Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!

10.0 out of 10, Exceptional, (41)
"This is the most magical property with a gorgeous pool, beautiful large trees, a pond and a badmitten court. My two children loved it. The property was a 3-4 minute drive from everything and yet felt totally isolated and removed from everything. I will say that the house was more cozy than we expected as the bedrooms upstairs were a steep walk and there was only one bathroom for the entire house. But we made do and had a lovely time."
The price is HK$6,209
HK$11,128 total
includes taxes & fees
30 Apr - 1 May
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (176)
"We were a large group of friends who all spent the weekend here. We had plenty of space (everyone had their own bed) and tons of bathrooms which makes it great for a large group of adults. We also enjoyed that it was walkable to town and in a very central location to many activities within the area. Mark was extremely responsive and helpful before and during our visit, and we already are looking forward to being able to coming back in the future! "
The price is HK$2,290
HK$4,833 total
includes taxes & fees
27 Apr - 28 Apr
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Cozy Hamptons Beach House 1 Block from the Beach!
Outdoor dining

Cozy Hamptons Beach House 1 Block from the Beach!

10.0 out of 10, Exceptional, (1)
"Great location between Montauk and East Hampton, easy to go between both. Great access to the beach."
Cozy Hamptons Beach House 1 Block from the Beach!
Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!
Outdoor dining

Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

9.8 out of 10, Exceptional, (17)
"The house was clean and the location was magnificent. Jake was great, offered us early check in and late check out. The neighborhood was lovely, walked my pup and admired all of the beautiful homes. Definitely will stay there again. "
Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
A heated pool

Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...

10.0 out of 10, Exceptional, (2)
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
East Hampton Home: Pool, HotTub, PirateShip&Trampoline. Happy to negotiate price
A heated pool

East Hampton Home: Pool, HotTub, PirateShip&Trampoline. Happy to negotiate price

10.0 out of 10, Exceptional, (80)
"The property was exactly as explained and all in our group loved the place. The house was clean and spacious with plenty of space to rekax."
East Hampton Home: Pool, HotTub, PirateShip&Trampoline. Happy to negotiate price
Recently Renovated and Modernized Hampton Bays Beach Beach Bungalow Perfect...
Smart TV

Recently Renovated and Modernized Hampton Bays Beach Beach Bungalow Perfect...

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place with great host."
Recently Renovated and Modernized Hampton Bays Beach Beach Bungalow Perfect...
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Outdoor spa tub

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (6)
"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"
The price is HK$3,881
HK$8,104 total
includes taxes & fees
24 Apr - 25 Apr
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
A heated pool

A Touch of Ocean Studio, 1 BTH & Balcony Apt!

10.0 out of 10, Exceptional, (5)
"Being literally on the beach with resident access to chairs towels umbrellas and snacks is really awesome."
The price is HK$1,312
HK$3,312 total
includes taxes & fees
22 Apr - 23 Apr
A Touch of Ocean Studio, 1 BTH & Balcony Apt!
North Fork 7 Bedroom Farmhouse Escape
Beach nearby

North Fork 7 Bedroom Farmhouse Escape

3.0 star property
9.4 out of 10, Exceptional, (3)
"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that it’s on a busy road. The house is set back so there wasn’t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that it’s down the busy road as someone else mentioned. It wasn’t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...
North Fork 7 Bedroom Farmhouse Escape
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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Other types of properties in Village of Southampton you may be interested in

Southampton Inn
Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (515)
"Nice place"
The price is HK$1,669
HK$2,033 total
includes taxes & fees
22 Apr - 23 Apr
Southampton Inn
The 1708 House
Exterior

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. "
The 1708 House
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very good, (116)
"Place was great! Love the area and place was also very clean and quiet. Great stay and would definitely come back."
The price is HK$2,570
HK$2,937 total
includes taxes & fees
24 Apr - 25 Apr
Harpoon House
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.

Frequently asked questions

Are there holiday rentals in Village of Southampton?

Yes, there are holiday rentals close to the most popular sights in Village of Southampton, or you can select a more secluded option if you're looking for a relaxing stay. Village of Southampton is known for its churches and monuments. Make sure you have time to check out the theatres and entertainment choices during your trip.

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

With 126 Expedia holiday rentals, you're guaranteed 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 holiday rental in Village of Southampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Village of Southampton. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.