
House vacation rentals in Southampton
Find and book unique houses on Airbnb
Top-rated house rentals in Southampton
Guests agree: these houses are highly rated for location, cleanliness, and 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

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,

Contemporary house in the woods.
Contemporary 3 bedroom, 2 full bathroom home on a private, wooded, 1/2 acre lot in the North Sea area of Southampton. 3-minute drive to the bay beach. 12-minute drive to the ocean. Nicely furnished. 2 Queen & 1 Full bed. Large backyard is enclosed with deer fencing. (It is not not pet proof) Reduced rates for mid-week stays. **We appreciate guests with robust Airbnb profiles and give details about their reason to visit Southampton. Pets accepted ONLY with prior permission.

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.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Luxury modern farmhouse with heated pool & hot tub
*pool closes end of October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Classic Southampton Village Home w/ Pool
Newly renovated Southampton village home with great light, offering the best of indoor-outdoor living. A beautiful backyard with a pool surrounded by lush privet hedges for privacy. Perfectly situated in the heart of the village, one block from restaurants, shopping, and one mile from the ocean beaches. Perfect with space to spread out, play or work remotely! Ask about special rates for long-term summer rental!

Serene 3 Bed 2.5 Bath House w/Heated Pool
Situated off a quiet lane on a half-acre, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 3 wonderful bedrooms 2 modern bathroom and a heated saltwater pool ( See Pool heat and Pool Closure Details ) with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Dream Home with a wonderful heated pool in SH
Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –
Popular amenities for Southampton house rentals
House rentals with a pool

5BR, Luxury Home, Close to Beach,Town, PerfectYard

Peaceful Retreat in Immaculate Architect’s House

4BR/4.5BA: Southampton, Heated Pool, Waterfront

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

Light-filled Retreat by the Bay

Secluded Farmhouse - Studio Apartment Style Unit

Dream Colonial with Heated Pool Southampton, NY

Modern Southampton home, heated pool, pickleball
Weekly house rentals

Close to Beach | With Pool | Hampton Bays

Luxury Southampton Home/outdoor Sauna/hottub

Historic East Hampton Home - Private Beach Access

Stunning Central E. Hampton Home w/ gunite pool.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Beach Getaway w/ Heated Pool & Hot tub

Hampton Bays 6 bed/5 bath large secluded property

Wake up to Stunning Views at a Serene Waterfront Haven
Private house rentals

Splendid private cottage

Mastic Beach Surf House

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

Waterfront NoFo Cottage w/ public beach access

East Hampton 3 Bed / 3 Bath Charmer w Pool

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

Gorgeous home with saltwater pool. Steps to beach!

Lakehouse Getaway North Fork
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $980 CAD | $805 CAD | $980 CAD | $850 CAD | $1,147 CAD | $1,316 CAD | $1,717 CAD | $1,886 CAD | $1,232 CAD | $980 CAD | $910 CAD | $980 CAD |
| 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 vacation rentals
Explore 380 vacation rentals in Southampton

Nightly prices starting at
Southampton vacation rentals start at $196 CAD per night before taxes and fees

Verified guest reviews
Over 6,310 verified reviews to help you choose

Family-friendly vacation rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
370 of Southampton vacation 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!
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- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Robert Moses State Park
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Napeague Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Amagansett Beach
- Wildemere Beach
- Sandy Beach
- Seaside Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach




