Vacation Rentals in Town of Southampton

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Top Cities in Town of Southampton

Our top choices for Town of Southampton vacation rentals

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
$488 nightly
The price is $523
Jun 8 - Jun 9
Total with taxes and fees
Seabreeze #3 Cozy Cottage steps to the beach

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
$326 nightly
The price is $376
Jun 15 - Jun 16
Total with taxes and fees
Tennis & Sea Escape - Hydrangeas in the Hamptons

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (1 review)
"The host was very welcoming and the house was very clean"
United States
James W.
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Charming 1-bedroom apartment with AC in Sag Harbor

Charming 1-bedroom apartment with AC in Sag Harbor
Sag Harbor
$493 nightly
The price is $563
Jun 8 - Jun 9
Total with taxes and fees
Charming 1-bedroom apartment with AC in Sag Harbor

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
$1,364 nightly
The price is $1,457
Jun 7 - Jun 8
Total with taxes and fees
Black Swan Beachfront Home with Jacuzzi year round

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.
$835 nightly
The price is $953
Jun 4 - Jun 5
Total with taxes and fees
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.0 out of 10, Wonderful, (4 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
$514 nightly
The price is $587
Jun 14 - Jun 15
Total with taxes and fees
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

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.
$743 nightly
The price is $849
Jun 3 - Jun 4
Total with taxes and fees
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
$4,668 nightly
The price is $5,333
Jun 10 - Jun 11
Total with taxes and fees
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (3 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveler
$1,299 nightly
The price is $1,392
Jun 15 - Jun 16
Total with taxes and fees
Hamptons Tiana Bay Oasis

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
$995 nightly
The price is $1,137
Jun 3 - Jun 4
Total with taxes and fees
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Town walking distance-Bridgehampton Cottage

Town walking distance-Bridgehampton Cottage
Bridgehampton
9.4 out of 10, Exceptional, (10 reviews)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
United States
Jim M.
$1,628 nightly
The price is $1,860
Jun 19 - Jun 20
Total with taxes and fees
Town walking distance-Bridgehampton Cottage

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
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.
$3,399 nightly
The price is $3,883
Jun 25 - Jun 26
Total with taxes and fees
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

Villa Luz Home for US Open visitors w private pool

Villa Luz Home for US Open visitors w private pool
Hampon Bays
9.6 out of 10, Exceptional, (24 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
$1,807 nightly
The price is $1,924
Jun 7 - Jun 8
Total with taxes and fees
Villa Luz Home for US Open visitors w private pool

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
Minutes from the beach, brand new 4 bedroom

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
$2,354 nightly
The price is $2,689
Jun 3 - Jun 4
Total with taxes and fees
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
$1,371 nightly
The price is $1,566
Jun 3 - Jun 4
Total with taxes and fees
Cozy Hamptons Escape 3BR Minutes From Beach!

Stunning Bayfront Views

Stunning Bayfront Views
Hampton Bays
9.8 out of 10, Exceptional, (41 reviews)
"We really enjoyed our stay. House was clean, comfortable and in a beautiful location. Even an impendimg noreaster couldn't dampen our stay!"
United States
Maria G.
Stunning Bayfront Views
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Top Town of Southampton Hotel Reviews

Find out more about Town of Southampton

Discover your perfect Town of Southampton vacation rental with Expedia

How many vacation rentals are available in Town of Southampton?


Expedia has plenty of vacation rentals to choose from in and around  Town of Southampton, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Town of Southampton?


The selection of Town of Southampton vacation rentals we have selected for you start as low as $849 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Town of Southampton?


Vacation rentals in Town of Southampton come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Town of Southampton vacation rentals to suit everyone. 


Why should I choose a vacation rental in Town of Southampton?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Southampton vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Town of Southampton?


Find vacation rentals in Town of Southampton by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Southampton.  


What amenities are available in a vacation rental in Town of Southampton?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Town of Southampton vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Town of Southampton?   


Everytime is a great time to head to Town of Southampton! Staying in a Town of Southampton vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Town of Southampton. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Town of Southampton vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Town of Southampton, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Town of Southampton vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.