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Vacation rentals in Southampton

Vacation rentals in Southampton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Southampton

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

  • Village Classic
    SUPERHOSTEntire house · 11 guests · 8 beds · 4 baths
    Village Classic

    Beautiful historic Southampton property located right within the village. Walk to shops, restaurants, train & jitney, no car needed! Main house has 4 bedrooms, 3 beautiful baths, hardwood floors, high-end kitchen, plenty of old-world charm, accommodating 8. Large deck for lounging and a seasonal heated pool. Quintessential Hamptons experience! Bonus 2-bedroom cottage available, bringing total guests to 11. Additional fees, email for details.

    What guests are saying:

    “We had a great time at Jim's place. The house is a perfect place for a relaxing getaway from the city. Check-in was completely easy, with a keypad to let yourself in when you arrive. It has 4 bedrooms - 2 with queen beds and 2 with 2 twin beds, so it easily sleeps 8. The rest of the house is spacious - there are 3 bathrooms, a good-sized living room and kitchen, and dining room table that sits 8. We were there during the winter, so we did not utilize the outdoor space, but it looked beautiful with a large yard, pool, and deck with grill. All of the place was clean and it was well-stocked with towels and other amenities. We enjoyed cooking in the kitchen. The house is located right in Southampton - just down the road from the train station and a 10 minute walk from the Jitney stop. I walked from the Jitney at night which I would not recommend - there are no street lights or sidewalks! But it is an easy walk from the train station at any time of day, and in the future I would take a cab or Uber from the Jitney stop. The house is about a 10 minute drive from Cooper's Beach and a 15 minute walk from Stop and Shop and Tate's Bakery. We had a lovely sunset walk on the beach and nice morning walk around town with Tate's in-hand. Jim was very easy to communicate with - he responded quickly on AirBnB messenger and was very friendly.”

  • Secluded Southampton Luxury Estate. 286
    SUPERHOSTEntire house · 12 guests · 6 beds · 6 baths
    Secluded Southampton Luxury Estate. 286

    The estate is close to Ocean beaches, Downtown, Village, Shopping, Restaurants, Night life, Bars, Parks, the airport, art and culture, museum . Good for couples, solo adventurers, business travelers, families (with kids), and small groups. One of the best locations for access to north fork wineries and still be just minutes to the town of Southampton. Shampoo, soap and conditioner are not supplied so make sure to bring your own.

    What guests are saying:

    “Gregg's place was super clean and huge! There were so many bedrooms and bathrooms, all sparkling clean! And the house is behind a private gate, so we felt very secluded during our stay which was awesome. Amato, the property manager was super easy to work with and very accommodating. He even brought us bagels one morning! Thank you Gregg and Amato!”

  • Getaway cottage privet and quiet
    SUPERHOSTEntire loft · 4 guests · 2 beds · 1 bath
    Getaway cottage privet and quiet

    House on the property with the owner, we are in a lovely quiet neighborhood. We are friendly with animals we have our own dog as well. 5 Minute drive to the bay and 10-minute drive to the ocean. Baby crib or toddler bed can be additionally installed.

    What guests are saying:

    “we had a really nice stay at zaneta’s place. It was very clean and they provided us with all the amenities we needed for the weekend. The outdoor area is so adorable! We didn’t get to enjoy the pool due to the weather Being a bit chilly but everything was aesthetically pleasing. Also loved seeing their sweet dog miska. Highly recommended.”

Holiday rentals for every style

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Popular amenities for Southampton holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Southampton

Southampton LI Hotel
Room in boutique hotel
Southampton LI Hotel
Price:$224 AUD / night
Village Classic
SUPERHOSTEntire house
Village Classic
Price:$1,343 AUD / night
Tiny Home in Prime Spot in Southampton Village
PlusEntire guesthouse
Tiny Home in Prime Spot in Southampton Village
Price:$563 AUD / night
Secluded Southampton Luxury Estate. 286
SUPERHOSTEntire house
Secluded Southampton Luxury Estate. 286
Price:$1,167 AUD / night
Getaway cottage privet and quiet
SUPERHOSTEntire loft
Getaway cottage privet and quiet
Price:$518 AUD / night
Southampton Village Studio
Entire guest suite
Southampton Village Studio
Price:$278 AUD / night
Private Cottage in the Center of the Village
Entire bungalow
Private Cottage in the Center of the Village
Price:$263 AUD / night
Guest Suites in Southampton Village
SUPERHOSTPrivate room
Guest Suites in Southampton Village
Price:$143 AUD / night
The Hamlet Inn
Room in boutique hotel
The Hamlet Inn
Price:$299 AUD / night
Sunny Southampton Village Home
Entire house
Sunny Southampton Village Home
Price:$443 AUD / night
Charming cottage Center of it all
Entire cottage
Charming cottage Center of it all
Price:$450 AUD / night
Bridgehampton Private Loft Walk to Town Monthly
Tiny house
Bridgehampton Private Loft Walk to Town Monthly
Price:$98 AUD / night
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