
House vacation rentals in Southampton
Find and book unique houses on Airbnb
Quick stats about house rentals in Southampton

Total vacation rentals
Explore 490 vacation rentals in Southampton

Nightly prices starting at
Southampton vacation rentals start at $98 CAD per night before taxes and fees

Verified guest reviews
Over 6,250 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 220 rentals that welcome pets

Vacation rentals with a pool
380 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wifi availability
480 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!
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

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!

Chic Southampton Home. Mins to Village and Beach!
Welcome to your perfect Hamptons getaway! This sun-filled, architecturally unique home is ideal for a summer retreat or a cozy weekend escape. Offering modern furnishings, and an open floor plan, this space is perfect for small groups. Whether you're enjoying the crisp evenings of early spring, sun-drenched summer days, or the vibrant fall season, this home is a serene escape year-round. Cozy up by the fire, relax on the sun-soaked balconies, or unwind in the beautifully renovated pool house.

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Brand new house with an all year round hot tub.
Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Oasis backyard, Pool, Gym, and Sunroom!
Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

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 –

Stylish & Chic w hot tub/ Near Beaches & Village
Stylish Hamptons retreat just minutes from Southampton Village and the area's best beaches. Enjoy a private backyard with a brand-new oversized deck, new outdoor shower, hot tub, fire pit, and sun lounge - perfect after a day at the beach. Cozy up by the indoor fireplace on cooler evenings. Next to Shinnecock Hills Golf Club, 15 minutes from Poxabogue, and close to Wölffer Estate, Duck Walk, Channing Daughters, Scallop Pond Preserve, and Elizabeth A. Morton Wildlife Refuge.

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.

Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will open May 23, 2026 and close on Labor Day.

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.

Pool Central Private Bridgehampton Home
Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. NOTE* Rest assured, as always, even more so now, our housekeeper is aware to put in the extra tedious clean needed for a happy healthy stay! 7 minute drive to Hampton classic or less 20 min bike ride. Restaurants, studio 89 gym, on same rd. Ocean+bay 5-10 min drive. Bike to 1 ocean Yoga/winery. Halfway to Sag Harbor+Bridgehampton. There is pet fee.
Popular amenities for Southampton house rentals
House rentals with a pool

Splendid private cottage

Spectacular Southampton Retreat!

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

East Hampton Oasis - Pool and Hot Tub

Explore the Water & Woods at a Relaxing Retreat

Perfect SouthHampton getaway

Dream Colonial with Heated Pool Southampton, NY

Designer home in Sag Harbor : 5BR walk to beach
Weekly house rentals

Modern Oasis in Southampton

Best View + Putting Green + Private Beach

3Bed/2 Bath - Hamptons Getaway w/ Heated Pool!

Hamptons 4BR Oasis | Heated Pool · Hot Tub · Beach

Renovated Southampton Home+Pool

Brand New Sun Filled Home

Charming Southampton Village Home

Charming House In The Village
Private house rentals

Southampton swim/pond /ocean Aug deal 11-14, 17-22

Designer Home w/ Heated, Salt-Water Pool

Luxury Home With Stunning Views

Light-filled Retreat by the Bay

NEW Hampton's Dream Beach, Wineries, Dining

East Hampton Secluded Escape with Gunite Pool

Hamptons Retreat • Hot Tub • Minutes to Beaches

Southampton Stunner: Pool, Beach & more!
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $995 CAD | $1,048 CAD | $1,039 CAD | $1,039 CAD | $1,421 CAD | $1,821 CAD | $1,709 CAD | $1,878 CAD | $1,227 CAD | $873 CAD | $990 CAD | $935 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 |
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Mystic Aquarium
- Mystic Seaport Museum
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Ocean Beach
- Sleeping Giant State Park
- Wölffer Estate Vineyard
- Yale University Art Gallery
- Orient Beach State Park
- Robert Moses State Park Beach
- Meschutt Beach
- Wesleyan University
- Long Island Aquarium
- Blue Shutters Beach
- Ditch Plains Beach





