Town of Southampton Vacation Rentals

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Southampton
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Southampton

Southampton
A sweeping expanse of salt marsh on Long Island's south shore. Westhampton Beach, NY. Copy space.
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Westhampton Beach

Westhampton Beach

Town of Southampton Vacation Rentals

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

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

Hampton Bays NY
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this beach vacation home include a garden and barbecue grills.
Hot Tub
Kitchen
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 NY
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Pool
Kitchen
Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays NY
At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

Southampton NY
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and a garden.
Pool
Hot Tub
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Southampton NY
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
10 Bedroom Hampton House with a regulation size Pickleball court

10 Bedroom Hampton House with a regulation size Pickleball court

Hampton Bays NY
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Pool
Kitchen
Hamptons Modern Retreat NEW CONS

Hamptons Modern Retreat NEW CONS

Southampton NY
This vacation home features a sauna, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Kitchen
Washer
Scenic Retreat by Beaches, Heated Pool, Private Rd, in Sparkling Clean House

Scenic Retreat by Beaches, Heated Pool, Private Rd, in Sparkling Clean House

Hampton Bays NY
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This golf vacation home also has a garden.
Pool
Kitchen
Fairy Tale Guest Cottage in Magic Garden by Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

Bridgehampton NY
At this cottage, guests have access to an outdoor pool and a garden.
Pool
Free WiFi
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

west hampton beach NY
At this vacation home, guests have access to features like laundry facilities. This beach vacation home also has barbecue grills.
Kitchen
Washer
Hexagon shape cottage with pool & koi fish pond

Hexagon shape cottage with pool & koi fish pond

Hampton Bays NY
At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. This vacation home also has barbecue grills.
Pool
Kitchen
Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, gym, walk to water 🏖sleep10

Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, gym, walk to water 🏖sleep10

Southampton NY
Guests of this vacation home enjoy features like an outdoor pool, a gym, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Kitchen
A Quiet Place in the Hamptons

A Quiet Place in the Hamptons

East Quogue NY
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Private 2.1 acre gated home with heated pool and tennis & pickleball court

Private 2.1 acre gated home with heated pool and tennis & pickleball court

Southampton NY
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Pool
Kitchen
Summer getaway

Summer getaway

East Quogue NY
Guests of this vacation home enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays NY
At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Hampton Bays NY
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and a garden.
Pool
Hot Tub
Summer 2026 Now Available! Grab an Amazing Property in the Heart of the Hamptons

Summer 2026 Now Available! Grab an Amazing Property in the Heart of the Hamptons

Sag Harbor NY
At this vacation home, guests enjoy features like an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
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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.

Hotel Options in Town of Southampton

    The Bentley Hotel Southampton

    The Bentley Hotel Southampton

    161 Hills Station Rd Southampton NY
    $135 nightly
    The price is $154 total per night from Mar 15 to Mar 16
    $154 total
    Mar 15 - Mar 16
    Total with taxes and fees
    9.6/10 Exceptional! (443 reviews)
    Sag Harbor Inn

    Sag Harbor Inn

    45 West Water Street Sag Harbor NY
    $205 nightly
    The price is $234 total per night from Mar 8 to Mar 9
    $234 total
    Mar 8 - Mar 9
    Total with taxes and fees
    9.4/10 Exceptional! (584 reviews)
    Hamlet Inn

    Hamlet Inn

    300 Montauk Highway Southampton NY
    $125 nightly
    The price is $141 total per night from Mar 8 to Mar 9
    $141 total
    Mar 8 - Mar 9
    Total with taxes and fees
    8.6/10 Excellent! (457 reviews)

Orbitz makes it easy to find vacation rentals in Town of Southampton 

🏠 What is the best price for a Town of Southampton vacation rental?


Town of Southampton rentals range between $141 and $234 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Town of Southampton can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Town of Southampton getaway. Orbitz filters your search results so you can find the best Town of Southampton vacation rental for you. We have tons of options.


🏠 Are cancellations free on Town of Southampton vacation rentals with Orbitz?


You may be able to cancel or amend your Town of Southampton vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Town of Southampton?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Town of Southampton by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Town of Southampton?


When you book a Town of Southampton vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Town of Southampton?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Town of Southampton—with plenty of hidden gems. We also have plenty of inventory in Town of Southampton main cities and near popular attraction spots.


🏠 Why should I book my Town of Southampton vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Town of Southampton vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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