Beach house vacation rentals in Southampton

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Top-rated beach house rentals in Southampton

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

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Top guest favorite

A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.

Home in Springs

4.95 out of 5 average rating, 263 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

ValueFamilyLong stay

Top guest favorite

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

4.98 out of 5 average rating, 241 reviews

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

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Top guest favorite

A dining table with six surrounding chairs is situated on a spacious deck. An umbrella provides shade above the table. In the background, the tranquil Shinnecock Bay can be seen, along with lush greenery and a grill nearby.

Home in Hampton Bays

4.97 out of 5 average rating, 65 reviews

Hamptons Beach House- Sun, Sand & Relax-Beachfront

This beautiful Hamptons beachfront home is right on Shinnecock bay with your own sandy beach right in the backyard! Relax with your toes in the sand or go for a swim. Located just 4 min. by car from the main town for all your shopping needs. My place is also within walking distance to one of the Hamptons best waterfront Caribbean restaurants- so no worries about having a drink and getting home. The location and ambiance is what makes my place stand out from the rest. You’re gonna love it here!

LocationFamilyParking

Top guest favorite

The front porch of the colonial-style home features large white columns and is adorned with hanging flower baskets. Red adirondack chairs are placed on either side, while colorful flower beds line the walkway, enhancing the inviting outdoor space surrounded by lush greenery.

Home in Miller Place

4.89 out of 5 average rating, 96 reviews

Glen Laurel on the Sound (w/private beach)

Glen Laurel on the Sound is a waterfront property located on the North Shore of Long Island. A colonial style home, surrounded by expansive grounds, consisting of lawns, trees, ornamental bushes and from the Tuscan columned porch, a view of the Long Island Sound that is picturesque. Glen Laurel is an ideal place for guests who wish to spread out. It's also great for guests who might be interested in hosting rehearsal dinner gatherings and/or are looking for a bridesmaids' weekend sanctuary.

LocationValueHospitality

Top guest favorite

An open living area features high ceilings and large windows that bring in natural light. A sectional sofa in deep blue surrounds a vibrant orange rug, while an artwork adorns the wall. A dining area with a wooden table and chairs can be seen in the background.

Home in Baiting Hollow

4.88 out of 5 average rating, 48 reviews

North Fork True Beachfront Home

This is New York version of California's Big Sur, with direct beach access and spectacular water views, surrounded by forest. Modern, 3,000 sq feet. Walk down path from house to a fantastic sand beach with lifeguard. Large deck for lounging, BBQ, and sunset views. 4 bedrooms, 3 baths, outdoor shower, 4 person hot tub, 2 person sauna, separate den w/home theater, gym, hammocks, wood burning fireplace. Experience the Long Island Sound without neighbors and the suburbs; a naturalist's haven.

LocationFamilyLayout

Guest favorite

Home in Southold

4.9 out of 5 average rating, 41 reviews

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

LocationFamilyBathroom

Top guest favorite

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

Home in Milford

4.99 out of 5 average rating, 159 reviews

Serene Waterfront Retreat - 400 ft Private Beach!

Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

FamilyLocationNearby

Top guest favorite

An outdoor deck features a large dining table surrounded by multiple chairs, shaded by a sun umbrella. In the background, beach chairs and an umbrella are set on the sand, with calm waters extending toward the horizon.

Home in North Fork

5 out of 5 average rating, 43 reviews

Hang by the (Chel)SEA

Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!

LocationFamilyBeach

Guest favorite

A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.

Home in North Fork

4.89 out of 5 average rating, 44 reviews

North Fork Sound Front Home with Pool

This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.

FamilyValueOutdoor spaces

Guest favorite

Home in Springs

4.85 out of 5 average rating, 53 reviews

Historic Home + Private Waterfront Access

A rare piece of East Hampton architectural history. Designed in 1958 by Kaneji Domoto, a student of Frank Lloyd Wright, this mid-century home celebrates indoor-outdoor living with walls of glass, abundant natural light, and panoramic views of Three Mile Harbor. Set among mature trees with a private staircase down to the water, the home offers a truly unique Hamptons experience - from sunrise coffees to unforgettable sunsets.

FamilyValueLong stay

Top guest favorite

A two-story house is framed by lush trees and neatly trimmed shrubs. A brick pathway leads to the front door, which is flanked by potted plants. Sunlight gently illuminates the home's gray exterior and well-maintained roof.

Home in Brookhaven

5 out of 5 average rating, 33 reviews

Private oasis with pool steps away from the bay

Recently renovated, this charming house has all the comforts of home with the feel of a private country getaway. The long, winding driveway leads you to a charming two story house and large garage. Once inside the house, you will find a large chef's kitchen, a comfortable living room with working fireplace, 3 large bedrooms and two bathrooms. Outside, you will find a beautiful gunite pool and a deck with a Weber grill.

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Superhost

An open living space features light-colored flooring and white walls. A dining table with four chairs is visible alongside a television mounted on a wall. Large glass doors lead to an outdoor area, enhancing the airy feel of the room.

Home in Mattituck

4.83 out of 5 average rating, 23 reviews

NoFo Getaway: Pool, Farm Views, Beach Sunsets

Our family friendly home is set on a spacious green parcel, abutting a farm and the ocean with a pool, outdoor shower, large deck, stone firepit, pool shed, children's custom built playground, lawn games and more. Central air is installed throughout. The home features 4 bedrooms, 3 full bathrooms, 1 half bathroom and an outdoor shower. FOR VIRTUAL TOUR OR VIDEO TOUR PLEASE EMAIL AND WE WILL PROVIDE

LocationFamilySleep quality