Village of Southampton Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Village of Southampton vacation rentals

Property grounds

Vacation Home in Southampton

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
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 ￥180,800
￥251,492 total
includes taxes & fees
Jan 26 - Jan 27
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Interior

Vacation Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is ￥56,336
￥132,801 total
includes taxes & fees
Feb 5 - Feb 6
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Smart TV, fireplace, stereo

Vacation Home in Southampton

Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is ￥71,312
￥175,802 total
includes taxes & fees
Jan 29 - Jan 30
Minutes from the beach, brand new 4 bedroom
Smart TV

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1 review)
The price is ￥8,716
￥71,516 total
includes taxes & fees
Jan 29 - Jan 30
Seabreeze #3: Cozy Cottage by the beach
Terrace/patio

Vacation Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥23,771
￥201,695 total
includes taxes & fees
Jan 26 - Jan 27
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Smart TV, fireplace, table tennis, books

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is ￥664,338
￥1,157,503 total
includes taxes & fees
Jan 29 - Jan 30
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Interior

Vacation Home in Calverton

4-bedroom beach house 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 ￥68,459
￥129,815 total
includes taxes & fees
Jan 24 - Jan 25
4-bedroom beach house minutes from Hamptons
Smart TV, books

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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 ￥41,215
￥87,476 total
includes taxes & fees
Jan 26 - Jan 27
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Outdoor dining

Vacation Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
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 ￥15,689
￥211,832 total
includes taxes & fees
Jan 27 - Jan 28
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Exterior detail

Vacation Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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 ￥48,928
￥105,327 total
includes taxes & fees
Jan 24 - Jan 25
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
WiFi

Apartment in Napeague

White Studio Apt w/ Balcony, Tub & Ocean view!
8.0 out of 10, Very Good, (1 review)
The price is ￥69,749
￥133,125 total
includes taxes & fees
Jan 28 - Jan 29
White Studio Apt w/ Balcony, Tub & Ocean view!
Fridge, microwave, oven, stovetop

Vacation Home in East Hampton

Blackberry: Private home with jacuzzi year-round
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 ￥15,689
￥154,983 total
includes taxes & fees
Feb 8 - Feb 9
Blackberry: Private home with jacuzzi year-round
On the beach, sun loungers, beach towels

Vacation Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.
10.0 out of 10, Exceptional, (1 review)
The price is ￥47,556
￥134,566 total
includes taxes & fees
Feb 16 - Feb 17
Beach cottage, private road, private beach, private mooring, private parking.
Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥8,716
￥71,516 total
includes taxes & fees
Jan 29 - Jan 30
Seabreeze #4: Charming Cottage Footsteps to the Beach
Terrace/patio

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥18,864
￥31,875 total
includes taxes & fees
Jan 26 - Jan 27
American Beech in Greenport - Petite King Room 7
Private kitchen

Condo in Hampton Bays

Canoe Place Waterfront Residences
4.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is ￥190,061
￥230,174 total
includes taxes & fees
Jan 31 - Feb 1
Canoe Place Waterfront Residences
Dining

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 ￥44,926
￥95,868 total
includes taxes & fees
Jan 24 - Jan 25
Northfork Townhouse walk to all
Interior

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is ￥713,115
￥996,513 total
includes taxes & fees
Jan 26 - Jan 27
Sag Harbor Water View w Dock 1.5ml from town
Living area

Vacation Home in Sag Harbor

Newly Renovated Sag Harbor Beach House with Pool
The price is ￥72,353
￥145,508 total
includes taxes & fees
Feb 2 - Feb 3
Newly Renovated Sag Harbor Beach House with Pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Village of Southampton Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Nice"
Valerie 1-night trip
Posted 3 days ago
The Bentley Hotel Southampton

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:

  • View our selection of featured holiday rentals in Village of Southampton
  • Use the map to find apartments and other holiday homes in the Village of Southampton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Village of Southampton while they last

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 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?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This vacation home rental near Village of Southampton offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable 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 127 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 The Hamptons Beaches.

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.