
House holiday rentals in Southampton
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Top-rated house rentals in Southampton
Guests agree: these houses are highly rated for location, cleanliness and more.

Serene + private Hamptons oasis, near attractions
Escape to your serene, private home nestled in nature, near all of the best attractions. Enjoy the comforts of your own Hamptons home; curl up @ the wood burning fireplace, stream shows on your 80' TV, cook in the Chef's kitchen. Enjoy peace + nature views from all areas of the house. During summer swim all day in your pool, spark up the BBQ + firepit, walk 1 block to waterfront dining + enjoy the best sunsets at the marina. Just 3-8 mins. to beaches, Main St, shopping, museums + so much more

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)
Relax with friends / family at this home in a magical setting overlooking Lily pond Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with twin sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to the action

Southampton Charmer, 5 bedrooms w pool - Location
This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Breezy Waterfront Home With private Dock
This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Peaceful Retreat in Immaculate Architect’s House
This "like new" contemporary home features 4 bedrooms, 3.5 baths, open living spaces, soaring ceilings, abundant natural light, and a modern kitchen. Nestled in tranquil West Tiana Shores, minutes from bay & ocean beaches, and charming Hampton villages (Southampton, Westhampton, Quogue). The living room directly faces your private pool, cedar deck, and lush garden—a perfect getaway for vibrant summers and relaxing winters

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Beach Barn w/ Heated Pool & Sauna - Dog Friendly
Dog friendly (upon approval) Hampton Beach Barn with pool and infrared sauna. POOL OPEN - May 15th - October 23, 2026 US GOLF OPEN 2026 - 5.6 miles from Shinnecock Hills Golf Club This impressive house, nestled within a rustic, woodland plot, promises a tranquil stay. Eclectic designer decor is complemented by striking rustic touches, such as Dutch-style farm doors, exposed beams, and vintage wood-burning stove.
Popular amenities for house rentals in Southampton
House rentals with a pool

5BR/5.5BA: Southampton, heated pool, brand new

Designer Home w/ Heated, Salt-Water Pool

Cozy and Updated w/ Fireplace

Newly Renovated 3Bed/2 Bath - Hamptons Getaway!

Chic East Hampton 7 Bedroom, 7 Bath, heated Pool

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

East Hampton Oasis - Pool and Hot Tub

East Hampton Secluded Escape with Gunite Pool
Weekly house rentals

Splendid private cottage

Waterfront home next to the beach in Southampton !

Best View + Putting Green + Private Beach

3BD gem Southampton Village 15m walk MainSt/train

Luxury Southampton Home/outdoor Sauna/hottub

The Hamptons Surf Cottage!

Southampton Village Loft for 6

Charming Southampton Village Retreat
Private house rentals

Spectacular Village Home: Close to Town and Ocean

BeachCottage|Steps To Water|Firepit|Top10%

East hampton 3 bedroom home w/ pool great location

Hamptons Sanctuary - luxurious and secluded.

Historic East Hampton Home - Private Beach Access

Charming Water Mill Cottage

Light-filled Retreat by the Bay

Central Private Bridgehampton
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £518 | £425 | £518 | £449 | £606 | £695 | £907 | £996 | £651 | £463 | £525 | £496 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about house rentals in Southampton

Total holiday rentals
Explore 390 holiday rentals in Southampton

Nightly prices starting at
Southampton holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 6,420 verified reviews to help you choose

Family-friendly holiday rentals
360 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
380 of Southampton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southampton rentals

4.9 Average rating
Southampton stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- The Hamptons Holiday rentals
- Rentals with a fireplace Southampton
- Rentals with outdoor seating Southampton
- Pet-friendly rentals Southampton
- Beach house rentals Southampton
- Rentals with a firepit Southampton
- Flat rentals Southampton
- Rentals with a hot tub Southampton
- Rentals with beach access Southampton
- Rentals with a patio Southampton
- Cottage rentals Southampton
- Fitness-friendly rentals Southampton
- Rentals with an EV charger Southampton
- Rentals with breakfast Southampton
- Bed and breakfasts Southampton
- Villa rentals Southampton
- Rentals with a washing machine and dryer Southampton
- Beachfront rentals Southampton
- Waterfront rentals Southampton
- Luxury rentals Southampton
- Family-friendly rentals Southampton
- Rentals with pools Southampton
- House rentals Suffolk County
- House rentals New York
- House rentals United States
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Robert Moses State Park Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- Long Island Aquarium
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Burlingame State Park
- Yale University Art Gallery
- Dunewood
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Wölffer Estate Vineyard
- Bluff Point State Park
- Ditch Plains Beach
- Wesleyan University




