Search Vacation Homes in Village of Southampton

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Vacation Homes in Village of Southampton

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Relax by the serene pool surrounded by tall trees and a well-maintained lawn.

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (12)
"Great place! Great communication with property owner!"
$486 nightly
The price is $555
Aug 8 - Aug 9
Total includes taxes and fees
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Waterfront Westhampton Haven: Pool & Private Beach
Fridge, microwave, stovetop, dishwasher

Waterfront Westhampton Haven: Pool & Private Beach

Waterfront Westhampton Haven: Pool & Private Beach
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (184)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Walk along the beachside boardwalk, flanked by wooden railings and posts, to the pristine beach.

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (66)
"Great location right on the beach!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Stunning Hampton Holiday Family Fantasy for your Team
Relax in a spacious room with expansive views of the surrounding greenery, featuring a comfortable seating area and a glass door leading to an outdoor patio.

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (69)
"Everything was great!!!"
Stunning Hampton Holiday Family Fantasy for your Team
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Walk along the beach, flanked by pine trees and a wooden fence.

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

10.0 out of 10, Exceptional, (1)
"Perfect location."
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Relax by the serene pool surrounded by lush greenery and mature trees.

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

10.0 out of 10, Exceptional, (29)
"We stayed here for my friend’s bachelorette party and it was perfect for what we needed! Dave even allowed us to check in a little early to decorate for her arrival! Would definitely stay again!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Relax in this spacious living area with a mezzanine level, plush sofa, and modern kitchen.

Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

10.0 out of 10, Exceptional, (6)
"The is great!!! Very convenient location and plenty to do."
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
The Cooper-Burke House
Relax on the beach with a bench and picnic table nearby, surrounded by a natural wooden fence.

The Cooper-Burke House

10.0 out of 10, Exceptional, (27)
"Nice location and house "
The Cooper-Burke House
Another rental season is coming up.
Relax by the pool surrounded by a covered seating area and lounge chairs.

Another rental season is coming up.

10.0 out of 10, Exceptional, (18)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Walk to town, Bike to beach, Private pool oasis !
Relax by the serene pool surrounded by lush greenery.

Walk to town, Bike to beach, Private pool oasis !

10.0 out of 10, Exceptional, (18)
"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."
Walk to town, Bike to beach, Private pool oasis !
Work and Play Special! Extended Stay Discount
Relax by the pool surrounded by lush gardens and comfortable lounge chairs.

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (48)
"We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!"
$1,365 nightly
The price is $1,560
Sep 4 - Sep 5
Total includes taxes and fees
Work and Play Special! Extended Stay Discount
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Relax on the deck overlooking the serene water's edge, where you can enjoy a meal or unwind in a peaceful setting.

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (133)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Charming Village home in the heart of Southampton
Cozy up by the fireplace, surrounded by abstract art and lush views.

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton
The SandPiper
Relax on the covered porch with a single chair and small table, surrounded by lush greenery and a residential neighborhood view.

The SandPiper

9.8 out of 10, Exceptional, (24)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Relax by the serene pool surrounded by lush greenery and a shaded pavilion.

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.8 out of 10, Exceptional, (11)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
American Beech in Greenport - Petite King Room 7
Enjoy dining al fresco in a serene outdoor setting with lush greenery and ambient lighting.

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
$313 nightly
The price is $358
Aug 13 - Aug 14
Total includes taxes and fees
American Beech in Greenport - Petite King Room 7
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
Relax by the serene pool surrounded by lush greenery and a stunning sea view.

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

10.0 out of 10, Exceptional, (32)
"This home fit everyone perfectly. The great room was a stunner and the bay views awesome! "
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
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.
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 Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Staff was very friendly. Beautiful pool. Good parking. "
Heather 3-night trip
Posted 18 hours ago
The Atlantic Hotel