Southampton vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Southampton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 313 reviews

CHARMING OCEAN BUNGALOW

My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.

Nov 22 – 29

€ 279 per night

Guest favorite

Guesthouse in Hampton Bays

4.96 out of 5 average rating, 145 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

Sep 22 – 29

€ 417 per night

Guest favorite

Guesthouse in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

Oct 1 – 8

€ 325 per night

Guest favorite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Apr 29 – May 6

€ 105 per night

Guest favorite

Cottage in Southampton

4.96 out of 5 average rating, 163 reviews

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

Dec 15 – 22

€ 399 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 119 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Nov 29 – Dec 6

€ 687 per night

Guest favorite

Cottage in Southampton

4.97 out of 5 average rating, 99 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Oct 18 – 25

€ 1,027 per night

Guest favorite

Home in Southampton

4.91 out of 5 average rating, 179 reviews

Peaceful Hamptons Cottage

Looking for a getaway? Nestled into one of the largest preserves in the Hamptons, this sunny newly renovated beachy cottage is the perfect retreat. The legendary Hamptons beaches, wineries, Southampton Village, and the world famous golf courses are less than a 10 minute drive away. There are many nearby essential shops, farm stands & restaurants. Set up for WFH with hi-speed wifi and a desk. Abuts a large nature preserve with hiking paths. Lots of deer will roam by your window!

Jul 12 – 19

€ 621 per night

Guest favorite

Home in Southampton

4.98 out of 5 average rating, 111 reviews

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.

Jan 2 – 9

€ 507 per night

Guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 117 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Oct 24 – 31

€ 741 per night

Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 258 reviews

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Aug 13 – 20

€ 987 per night

Guest favorite

Apartment in Southampton

4.96 out of 5 average rating, 164 reviews

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

Aug 20 – 27

€ 659 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southampton vacation rentals

Laptop-friendly workspace

Stay near Southampton's top sights

Citarella Gourmet Market - Southampton66 locals recommend

Tate's Bake Shop76 locals recommend

Stony Brook Southampton Hospital13 locals recommend

75 Main36 locals recommend

Saaz19 locals recommend

Southampton Publick House37 locals recommend

Other great vacation rentals in Southampton

Guest favorite

Apartment in Hampton Bays

4.97 out of 5 average rating, 340 reviews

Private & Cozy Cottage with short walk to beach!

Dec 6 – 13

€ 279 per night

Guest favorite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 310 reviews

Artists Sag Harbor Village Retreat

Dec 1 – 8

€ 239 per night

Superhost

Home in Southampton

4.78 out of 5 average rating, 147 reviews

Secluded Southampton Get-Away. “290”

Jun 22 – 29

€ 944 per night

Guest favorite

Apartment in Hampton Bays

4.96 out of 5 average rating, 268 reviews

The House of the Mermaid aka La Casa della Sirena

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Jan 25 – Feb 1

€ 726 per night

Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 584 reviews

Walk to Vineyards, Beaches, Farms & Town

Aug 31 – Sep 7

€ 197 per night

Guest favorite

Home in East Hampton

4.96 out of 5 average rating, 187 reviews

Ritz-East Hampton Cottage- 5 stars

Sep 6 – 13

€ 633 per night

Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Sep 14 – 21

€ 899 per night

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Southampton house rentals

Guest favorite

Home in Southampton

4.95 out of 5 average rating, 246 reviews

Southampton Village Classic Summer Special!

Dec 21 – 28

€ 1,068 per night

Guest favorite

Home in Sag Harbor

4.95 out of 5 average rating, 129 reviews

Luxury Private King Suite + 2 Floor Living Space

Nov 8 – 15

€ 412 per night

Guest favorite

Home in Southampton

4.95 out of 5 average rating, 109 reviews

4 Bed, 2 Bath, Southampton, L.I.

Mar 10 – 17

€ 402 per night

Guest favorite

Home in East Hampton

4.93 out of 5 average rating, 139 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Mar 21 – 28

€ 355 per night

Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 123 reviews

Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Nov 24 – Dec 1

€ 523 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Sep 30 – Oct 7

€ 903 per night

Superhost

Home in Southampton

4.82 out of 5 average rating, 198 reviews

Cozy & Chic Summer Getaway near village/beaches

Jan 13 – 20

€ 513 per night

Guest favorite

Home in Sag Harbor

4.85 out of 5 average rating, 249 reviews

Exclusive Sag Harbor Compound

Apr 29 – May 6

€ 484 per night

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Beach house rentals in Southampton

Guest favorite

Home in Shelter Island

4.97 out of 5 average rating, 193 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Nov 18 – 25

€ 1,099 per night

Superhost

Home in Sag Harbor

4.81 out of 5 average rating, 108 reviews

Sag Harbor Gem, private, 4 Bedrooms, Pool w Summer

Jun 10 – 17

€ 887 per night

Guest favorite

Home in East Hampton

4.92 out of 5 average rating, 127 reviews

Heated pool, games room, near beach, kid-friendly

Dec 10 – 17

€ 587 per night

Superhost

Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

Sep 24 – Oct 1

€ 1,120 per night

Guest favorite

Home in Montauk

4.91 out of 5 average rating, 416 reviews

DITCH PLAINS SURF HOUSE

Mar 7 – 14

€ 228 per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 14 reviews

Tranquil Southampton/Sag Harbor 5 Bedroom, Pool

May 10 – 17

€ 278 per night

Guest favorite

Home in Southampton

4.94 out of 5 average rating, 50 reviews

Charming Southampton Home

Apr 26 – May 3

€ 517 per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 12 reviews

Historic East Hampton Home - Private Beach Access

Dec 1 – 8

€ 568 per night

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Quick stats about vacation rentals in Southampton

Total rentals
630 properties
Rentals with a pool
340 properties have a pool
Pet-friendly rentals
250 properties allow pets
Family-friendly rentals
390 properties are a good fit for families
Total number of reviews
7.2K reviews
Nightly prices starting at
€ 9 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Southampton?
Yes! Work meets play with ease at over 260 vacation rentals in Southampton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Southampton?
Four-legged friends are welcome in Southampton. Choose from more than 250 vacation rentals for guests traveling with pets.
Are there Southampton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 340 vacation homes with pools in Southampton, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Southampton?
Experience the best of Southampton with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Southampton have a bbq area?
Absolutely! We offer over 160 house rentals with a bbq area in Southampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southampton have a gym?
Absolutely! We offer over 70 house rentals with a gym in Southampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southampton have self check-in?
Absolutely! We offer over 80 house rentals with self check-in in Southampton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Southampton?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with a gym, over 80 homes with self check-in, over 160 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Southampton vacation rentals

Top-rated vacation rentals in Southampton

Vacation rentals for every style

Apartments

Cottages

Houses

Popular amenities for Southampton vacation rentals

Stay near Southampton's top sights

Other great vacation rentals in Southampton

Apartment in Hampton Bays

Guest suite in Sag Harbor

Home in Southampton

Apartment in Hampton Bays

Cottage in Riverhead

Guest suite in Cutchogue

Home in East Hampton

Home in East Hampton

Southampton house rentals

Home in Southampton

Home in Sag Harbor

Home in Southampton

Home in East Hampton

Home in Sag Harbor

Home in East Hampton

Home in Southampton

Home in Sag Harbor

Beach house rentals in Southampton

Home in Shelter Island

Home in Sag Harbor

Home in East Hampton

Home in Sag Harbor

Home in Montauk

Home in Southampton

Home in Southampton

Home in East Hampton

Quick stats about vacation rentals in Southampton

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Southampton?

Are there pet-friendly vacation rentals in Southampton?

Are there Southampton vacation rentals on Airbnb with pools?

How much does it cost to stay in house rentals in Southampton?

Do house rentals in Southampton have a bbq area?

Do house rentals in Southampton have a gym?

Do house rentals in Southampton have self check-in?

What are the most popular amenities for House Rentals in Southampton?

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