A collection of hamlets, villages, and towns on the eastern end of Long Island in New York state, the Hamptons has long been a popular getaway among those who live in New York City, but it draws visitors from around the world to its historic Hampton Classic horse show and the historic Shinnecock Golf Club.
The beaches are popular too, and you might even spot a celebrity or two in this region as many of the rich and famous spend summers in their impressive estates along the Atlantic. If you’d like to experience this region yourself, you don’t have to be wealthy, with a variety of Airbnb rentals here, although there are some that offer incredibly luxurious stays. These provide a little of both, making it easy to find your ideal base.
Designer East Hampton Farmhouse - East Hampton
Ideal for a large family, this three-bedroom farmhouse-style home accommodates up to eight guests. It was built around the turn of the century, moved from the beach to its current location, and completely renovated just a few years ago. Perfectly situated, it’s just five minutes from East Hampton Village, Amagansett Village, Springs, and multiple beaches. The landscaped grounds include a private backyard with a heated, saltwater gunite pool available seasonally, outdoor furniture with a table for alfresco dining, a large sectional, a gas fire pit, a BBQ grill, and an outdoor shower. The interior is impressive, too, with a few of the notable features, including a chef’s kitchen and a Carrara marble master bathroom with a freestanding tub.
Luxe Hamptons Escape - East Hampton
This impressive five-bedroom home offers a mix of contemporary chic and mid-century modern, with many fabulous features. It sits on two acres with beautiful landscaping and spacious covered areas for relaxing and dining outdoors, with the highlight of a heated vinyl swimming pool. Inside, the open great room with high ceilings and exposed beams, a wall of glass, and a custom fireplace with a huge hearth is a wonderful place to gather while sipping wine. The high-end kitchen has double full-size dishwashers, there’s a custom gym, and so much more.
Serene East Hampton Escape - Heated Pool, East Hampton
Up to eight people can rent this East Hampton home through Airbnb and enjoy a private, tranquil vacation. The home is tucked into a wooded area just five minutes from Wainscott and has lots of natural light and an artful style. Inside this dream home, you’ll also find a chef’s kitchen, hardwood floors, and a freestanding soaking bath. The home has a pool and hot tub that cost additional fees to heat. Guests must pay a cleaning fee that is in addition to the base rate.
Silver House: 3BR Home with Private Beach Access, East Hampton
For your trip to the Hamptons, you can rent this three-bedroom, two-bathroom home that accommodates six guests on a half-acre property. It is surrounded by tall oak trees and is part of the Clearwater Beach community. You’ll have private beach access, a renovated kitchen, and lots of natural light. There’s an outdoor deck connected to the dining and kitchen area so that you can grill out and dine in the backyard. Guests can use the washers and dryers in the basement.
Hamptons Beach House, Amagansett
Here’s a three-bedroom, three-bathroom house that is spacious and in a gated area surrounded by hedges. Up to six people can stay in this home that’s in the heart of Amagansett Village and walk to the beaches and village. This is a relaxing and beautiful home with a fully equipped chef’s kitchen that is close to town and Indian Wells Beach. It’s a great option for families and groups of friends and has a pool surrounded by a bluestone patio, lounge chairs, a gas grill, a table, and chairs. The Airbnb host provides guests with beach chairs and towels.
Dream Home with a Wonderful Heated Pool, Southampton
Located on a half-acre of land, this designer home is modern, updated, peaceful, and quiet. It sleeps seven people and has four bedrooms and three bathrooms. The home is a great getaway for golf enthusiasts and anyone looking for some relaxing time by the pool and ocean. The home has its own heated pool, a large living area, a gourmet kitchen, and a wood-burning fireplace. The 32-foot by 16-foot pool is surrounded by a bluestone patio. Pets are allowed here on a case-by-case basis when you pay a pet fee of $100 to $250 based on the pet’s size and duration of your stay.
Hampton Springs by Summer, Open Breezy Bungalow, East Hampton
Another Hamptons option is to stay in this airy and updated bungalow in the Springs neighborhood of East Hampton. Six people can stay here and use the three bedrooms and two bathrooms. There’s an open-concept living space in the home that flows from the living room to the dining area, kitchen, and outdoor patio. You’ll enjoy being in a quiet, residential area and also close to many things that the prestigious community offers. Your stay in this rental home includes exclusive access to Clearwater Beach, as there are two passes in the home for you to use and complimentary bikes to get to the beach.
Amagansett Farmhouse Retreat, Heated Pool, East Hampton
Large groups of up to 10 people will feel right at home in this East Hampton home that has four bedrooms and three bathrooms. It is just a short bike ride from Amagansett and East Hampton, as well as the ocean beaches and Balsam Farmstand. The outdoor living room is cozy for roasting marshmallows around the fireplace. You can pay extra to heat the pool, and there is a cleaning fee that applies to guest stays.
Charming Waterfront Cottage, Water Mill
With a king-size bed, bathroom, kitchen, and Wi-Fi, this cottage makes an excellent getaway spot in the Hamptons for couples. It offers lake and pool access, and it’s close to wineries and restaurants. You can enjoy being close to all the action on the East End while also having your own peaceful oasis away from the city. The Airbnb host accepts small and medium-sized pets as long as you follow the pet rules.
Bright Amagansett Getaway with Private Pool and Tennis, Amagansett
A highly rated Airbnb house rental option is this listing, which has four bedrooms and four bathrooms to accommodate up to eight travelers. The home is on two private acres and next to a 200-acre preserve. It has a large, heated pool and also a sprawling deck, tennis/basketball court, gas grill, and open layout. The basement of the home has a recreation room with ping pong, a Peloton, and workspaces. The rental offers 5,000 square feet of indoor living space and high-tech features. The heated pool measures 20 feet by 40 feet, while the front yard has Adirondack chairs that are perfect for relaxing. Dogs are generally approved to stay here with advance notice and an extra fee.
Storybook Cottage Seconds to East Hampton Village, East Hampton
Four guests can stay at this Hamptons cottage and have their own three bedrooms and two bathrooms. The cottage is at the edge of East Hampton Village and has a fresh and bright atmosphere. When you stay here, you’ll have a beautiful pool and a built-in hot tub. You’ll also be in a quiet cul-de-sac with no traffic and be close to the beach, train, shopping, and dining. Guests enjoy the kitchen with retro-style appliances and hardwood floors, as well as the cozy front porch.
Village Charmer, Five Bedrooms with Pool, Southampton
Groups of up to 12 people can stay in this five-bedroom home with six bathrooms and a pool. The Hamptons vacation rental offers a lower level with a game room and toys for children. The pool is heated, the gourmet kitchen is updated, and the living area is a lovely refuge. People also choose this Airbnb because of the location, which is just three minutes from downtown Southampton, which is filled with restaurants and shops along Main Street. If you want to bring a pet along, you should know that they are accepted on a case-by-case basis and that the pet fee is approximately $100 to $250.
Stunning Three-Bedroom, Two-Bathroom Home with Pool, Southampton
For your Hamptons vacation with up to six people, there’s also the option of booking this three-bedroom, two-bathroom home. It is just off a tranquil lane and on a serene acre of land. The idyllic retreat has a seasonal, heated pool and lovely landscaping. Inside the home, you’ll also have a chef’s kitchen with commercial-grade appliances, a private yard with beautiful plants, and outdoor furniture. The pool can be used between May 15 and September 15.
Modern Farmhouse Steps to Beach & Love Lane, Mattituck
With two bedrooms and two bathrooms, this home has been professionally designed and is equipped with all the modern conveniences. It is less than a five-minute walk to Love Lane and Veteran’s Beach. You can also walk to Veteran’s Beach in eight minutes and enjoy one of the most beautiful beaches in North Fork. This home also comes with a BBQ grill, fire pit, lawn games, Wi-Fi, Sonos speakers, and TVs in every room. Guests feel relaxed and at peace in this rental home with vaulted ceilings, vintage fixtures, and inviting spaces.
Bay View Stunner, Modern Six-Bedroom with Heated Pool, Southampton
Located on a half-acre of land and with water views, here’s a designer home and modern residence that is a quiet Hamptons getaway. It has six bedrooms and 7.5 bathrooms, as well as a heated pool and relaxing atmosphere. The home comes with an updated chef’s kitchen, a dining table that can seat up to 12 people, a washer and dryer combo in the laundry area, and a living room with glass walls that open up to the private yard. In the yard, there is a triangular, 20-foot by 15-foot heated pool that is perfect for summer days. The Airbnb hosts have weekly lawn service, and the pool is heated at no extra cost between Memorial Day and Labor Day.
