Village of Southampton Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Village of Southampton holiday 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
9.8 out of 10, Exceptional, (21 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is HK$3,919
HK$6,653 total
includes taxes & fees
7 Jun - 8 Jun
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 HK$4,937
HK$10,538 total
includes taxes & fees
4 Jun - 5 Jun
Minutes from the beach, brand new 3 bedroom
Outdoor pool, a heated pool

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Southampton
10.0 out of 10, Exceptional, (23 reviews)
"Great property as advertised!!"
United States
robert b.
The price is HK$17,632
HK$29,089 total
includes taxes & fees
20 Jun - 21 Jun
US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
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 HK$31,346
HK$46,011 total
includes taxes & fees
17 Jun - 18 Jun
Gorgeously Renovated SH Village 5 bd w/ Large Pool
1 bedroom, bed sheets

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is HK$1,516
HK$2,323 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,S5-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 HK$1,516
HK$2,431 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,D27-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 HK$1,516
HK$2,323 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (20 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,292
HK$2,619 total
includes taxes & fees
14 Jun - 15 Jun
North Fork 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 HK$1,516
HK$2,323 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is HK$1,754
HK$2,345 total
includes taxes & fees
22 Jun - 23 Jun
Cliffside Resort Condominiums
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 HK$1,611
HK$2,053 total
includes taxes & fees
3 Jun - 4 Jun
Windward Shores Ocean Resort
Terrace/patio

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is HK$1,059
HK$2,948 total
includes taxes & fees
15 Jun - 16 Jun
Tennis & Sea Escape - Hydrangeas in the Hamptons
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 HK$2,081
HK$4,409 total
includes taxes & fees
8 Jun - 9 Jun
Charming 1-bedroom apartment with AC in Sag Harbor
Beach nearby

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 HK$815
HK$3,792 total
includes taxes & fees
7 Jun - 8 Jun
Seabreeze 4 Charming Cottage walk to US Open
Outdoor dining

Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
The price is HK$2,469
HK$4,924 total
includes taxes & fees
4 Jun - 5 Jun
Hampton Bays Townhouse - Pool, Beach Access
Pool

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Calverton
9.4 out of 10, Exceptional, (42 reviews)
"The description and photos are accurate. The beach is close."
United States
L A.
The price is HK$2,531
HK$4,835 total
includes taxes & fees
23 Jun - 24 Jun
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
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 HK$2,531
HK$10,042 total
includes taxes & fees
10 Jun - 11 Jun
BlackBerry Private home with jacuzzi yearlong
Dining

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
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 HK$2,575
HK$5,207 total
includes taxes & fees
3 Jun - 4 Jun
Northfork Townhouse walk to all
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (210 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
The price is HK$4,197
HK$7,472 total
includes taxes & fees
4 Jun - 5 Jun
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,638
HK$2,462 total
includes taxes & fees
4 Jun - 5 Jun
American Beech in Greenport - Petite King Room 7
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great"
priscilla 1-night trip
Posted 10 hours ago
Sound View Greenport

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 holiday rentals in Village of Southampton?

Yes, there are holiday rentals in Village of Southampton close to Southampton Arts Center, 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.

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

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This holiday home rental outside of Village of Southampton is located by the ocean, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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

With 131 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 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 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.