Holiday Rentals in Town of Southampton

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Top Cities in Town of Southampton

Southampton
Holiday RentalsHoliday Rentals

Southampton

Southampton

Featured Holiday Rentals in Town of Southampton

Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Fairy Tale Guest Cottage in Magic Garden by Pool
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Relax in a serene outdoor oasis with a pool, lounge chairs, and lush greenery.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10.0 out of 10, Exceptional, (9)
"Great property for two people right next to the downtown. Our stay was comfortable and clean!"
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
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
9.6 out of 10, Exceptional, (10)
"Great place! Great communication with property owner!"
The price is €523
includes taxes & fees
30 Jul - 31 Jul
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Southampton Newly-renovated Home / Heated Pool!
Relax by the pool surrounded by lush greenery and comfortable seating options.

Southampton Newly-renovated Home / Heated Pool!

10.0 out of 10, Exceptional, (29)
"We’ll kept - great layout, great backyard would love to go bakc"
Southampton Newly-renovated Home / Heated Pool!
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

The price is €1,066
includes taxes & fees
14 Aug - 15 Aug
Southampton cozy cottage by the beach
Private completely fenced in property. Near beach
Relax in a serene patio area with a sofa and chairs, sheltered by a pergola and ceiling fan.

Private completely fenced in property. Near beach

9.4 out of 10, Exceptional, (20)
"The place is in nice neighborhood and private entrance. It has all the amenities for a good staying. Definitely will stay again in the future."
Private completely fenced in property. Near beach
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
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes

10.0 out of 10, Exceptional, (11)
"An absolute perfect home for a family looking to enjoy"
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
Hamptons apartment getaway
Enjoy cooking in the fully equipped kitchen with a refrigerator and adjacent seating area.

Hamptons apartment getaway

8.0 out of 10, Very good, (2)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
Hamptons apartment getaway
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, (132)
"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
Westhampton Beach Town and Country
Relax in the hot tub on the outdoor deck, surrounded by a fence.

Westhampton Beach Town and Country

9.8 out of 10, Exceptional, (37)
"Outdoor space was wonderful. The house was well stocked with supplies."
Westhampton Beach Town and Country
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Relax in this stylish living room with a grey sofa, round coffee table, and fireplace.

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

10.0 out of 10, Exceptional, (1)
"Communication with the property manager was an A. Highly recommend this home! "
The price is €2,515
includes taxes & fees
3 Aug - 4 Aug
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Newly Renovated Pristine Southampton Colonial
Stunning two-story home with a cozy front porch, nestled in a serene winter wonderland.

Newly Renovated Pristine Southampton Colonial

9.8 out of 10, Exceptional, (11)
"This property worked great for us. Close to everywhere we need to be. Very clean as well."
Newly Renovated Pristine Southampton Colonial
Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.
Relax on the patio surrounded by a pergola, sofa, armchairs, and a coffee table.

Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.

9.8 out of 10, Exceptional, (59)
"House was very clean! Owner was attentive. Highly recommend for a family vacation! Kids were never bored! "
Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.
Sag Harbor Beauty Walk to Beach Minutes From The Village
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

Sag Harbor Beauty Walk to Beach Minutes From The Village

8.4 out of 10, Very good, (5)
"House has great location and could accommodate all our guests! Pool in the backyard was a pleasant surprise! "
Sag Harbor Beauty Walk to Beach Minutes From The Village
Next weekend now available! July 16th - 23rd. Shorter stays welcome
Relax by the pool surrounded by lush trees and lounge in comfort on the deck.

Next weekend now available! July 16th - 23rd. Shorter stays welcome

10.0 out of 10, Exceptional, (86)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
Next weekend now available! July 16th - 23rd. Shorter stays welcome
Stunning Southampton Village Modern Home
Relax in this spacious living space with a large sofa, comfortable bench, and flat-screen TV.

Stunning Southampton Village Modern Home

The price is €14,331
includes taxes & fees
30 Jul - 31 Jul
Stunning Southampton Village Modern Home
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 Town of Southampton Hotel Reviews

The Hampton Maid

The Hampton Maid

10/10 Excellent
"Great stay! Would definitely return for a future trip "
Tierra 3-night trip
Posted 3 days ago
The Hampton Maid