Holiday rentals in Southampton

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Top-rated holiday rentals in Southampton

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

Guest favourite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 311 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.

20–27 Aug

₹23,871 per night
Guest favourite

Guest house 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.

17–24 Sep

₹38,417 per night
Guest favourite

Cottage in Southampton

4.93 out of 5 average rating, 60 reviews

Modern Southampton Cottage | Heated Pool & Peloton

Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air. Newly renovated kitchen with high end appliances, large outdoor deck that is perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 mins to Coopers Beach.

14–21 Nov

₹35,647 per night

Popular amenities for Southampton holiday rentals

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 holiday rentals in Southampton

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 37 reviews

Bay View Stunner, Modern 6 Bedroom w Heated Pool

16–23 May

₹53,664 per night
Guest favourite

Home in Southampton

5.0 out of 5 average rating, 17 reviews

Perfect Lake Cottage weekend Hamptons special

31 Oct – 7 Nov

₹66,388 per night
Guest favourite

Home in Southampton

5.0 out of 5 average rating, 20 reviews

Tranquility at the Water’s Edge

29 Oct – 5 Nov

₹60,279 per night
Guest favourite

Flat in Southampton

4.85 out of 5 average rating, 27 reviews

Spacious One Bedroom Apartment, Close to Beaches

12–19 Nov

₹26,752 per night
Guest favourite

Guest house in Southampton

4.98 out of 5 average rating, 45 reviews

Southampton Modern Barn, Private Hot Tub and Pool

19–26 Aug

₹83,904 per night
Guest favourite

Home in Sag Harbor

4.84 out of 5 average rating, 45 reviews

Modern Home in Sag Harbor, NY

16–23 May

₹65,402 per night
Guest favourite

Cottage in Bridgehampton

5.0 out of 5 average rating, 49 reviews

Bridgehampton Cottage Close to Town, South of HWY

15–22 Apr

₹57,405 per night
Guest favourite

Home in Southampton

4.97 out of 5 average rating, 35 reviews

Beautiful Southampton Village Home with Pool

12–19 May

₹71,244 per night
Guest favourite

Home in Southampton

4.95 out of 5 average rating, 44 reviews

Southampton Village Newly Built Gem

23–30 Nov

₹95,691 per night
Guest favourite

Home in Southampton

5.0 out of 5 average rating, 55 reviews

Dream home in SH with heated private Pool

27 Sep – 4 Oct

₹75,095 per night
Guest favourite

Cottage in Sag Harbor

5.0 out of 5 average rating, 27 reviews

Luxury Gem At The Heart of Sag Harbor Village

23–30 May

₹73,484 per night
Guest favourite

Holiday home in Southampton

5.0 out of 5 average rating, 39 reviews

5BR, Luxury Home, Pool, Yard Close to Beach & Town

28 Oct – 4 Nov

₹84,453 per night

Quick stats about holiday rentals in Southampton

Total rentals

640 properties

Rentals with a pool

340 properties have a pool

Pet-friendly rentals

260 properties allow pets

Family-friendly rentals

390 properties are a good fit for families

Total number of reviews

7.3T reviews

Nightly prices starting at

₹833 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Southampton