Vacation rentals in East Hampton

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Top-rated vacation rentals in East Hampton

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Top guest favorite
The image showcases a spacious outdoor area featuring a heated gunite pool surrounded by manicured grass. Four loungers with umbrellas are positioned near the pool, while a cozy seating arrangement is visible on the patio. A charming cottage is seen in the background.
Cottage in The Hamptons
4.96 out of 5 average rating, 100 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 throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

Guest favorite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in The Hamptons
4.95 out of 5 average rating, 479 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Top guest favorite
Home in The Hamptons
4.9 out of 5 average rating, 107 reviews

Serene + chic Hamptons home ~ near all attractions

Escape to your serene, chic, private Hamptons home... enjoy the comfort of your own space, near all of the Hampton's attractions! This home is perfect to enjoy any time of year! Curl up at the wood-burning fireplace, cook in the large Chef's kitchen, stream on the 80' TV. Enjoy the firepit + BBQ under the starry sky! During summer, swim all day, stroll 1 block to the marina + cafe, hang on the porch + lounge poolside! Just 5-10 minutes to Main St, beaches, restaurants, coffee + so much more!

Superhost
A swimming pool with clear blue water is surrounded by a spacious deck. Lounge chairs with striped cushions are arranged for relaxation. Colorful umbrellas provide shade over outdoor sofas, and lush greenery in the background enhances the serene environment.
Home in The Hamptons
4.92 out of 5 average rating, 160 reviews

Large heated pool, games room, near private beach

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (opens 04/25 and closes mid-October (there's an additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool or take a 15 min walk to private bay beach to swim and paddle board. Or drive 15mins to the Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg RR-25-399 Local taxes included

Guest favorite
A contemporary house exterior features a combination of wood and metal finishes, set against a backdrop of lush greenery. Large glass windows provide ample natural light, and a pathway of stepping stones leads through a manicured lawn, enhancing the inviting atmosphere.
Home in The Hamptons
4.97 out of 5 average rating, 150 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.

Top guest favorite
Place to stay in The Hamptons
4.97 out of 5 average rating, 145 reviews

Walk-To-The-Beach House In The Dunes

(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

Top guest favorite
A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.
Home in The Hamptons
4.98 out of 5 average rating, 137 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Top guest favorite
Home in The Hamptons
5 out of 5 average rating, 120 reviews

Serene East Hampton Escape - New Year's Eve

A luxurious woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.

Top guest favorite
A cozy living area features a light-colored sofa adorned with blue and white throw pillows. Woven armchairs flank a wooden coffee table, while a stone fireplace adds warmth. Two large windows allow natural light to fill the space, complemented by greenery and decorative accents.
Home in The Hamptons
4.98 out of 5 average rating, 102 reviews

Sea Roost

This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Top guest favorite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Vacation home in The Hamptons
4.99 out of 5 average rating, 110 reviews

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hampton's! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Top guest favorite
The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.
Cottage in The Hamptons
4.97 out of 5 average rating, 356 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Guest favorite
A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.
Home in The Hamptons
4.88 out of 5 average rating, 126 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

Popular amenities for East Hampton vacation rentals

When is the best time to visit East Hampton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$229,197 GYDG$208,551 GYDG$213,139 GYDG$239,833 GYDG$208,551 GYDG$250,261 GYDG$282,377 GYDG$312,826 GYDG$229,197 GYDG$198,123 GYDG$182,690 GYDG$218,978 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • How is the weather in East Hampton?

    The weather in East Hampton varies across the year. Summers are warm with temperatures around 80°F (27°C), perfect for beach visits. Winters can be cold, around 30°F (-1°C), with occasional snow, ideal for cozy indoor activities.

  • What are some of the best things to do in East Hampton?

    Visitors to East Hampton often enjoy exploring its beautiful beaches, like Main Beach. Cultural activities, such as touring the Pollock-Krasner House and Study Center, and outdoor activities, like visiting the LongHouse Reserve sculpture garden, are also popular.

  • What is the best time of year to visit East Hampton?

    Summer, particularly from June to August, is a popular time to visit East Hampton as the weather is warm and conducive for beach activities. The Artists and Writers Charity Softball Game in August and the East Hampton Antiques Show in July are events frequently enjoyed by visitors.

  • What are the best places to stay in East Hampton?

    Popular areas to stay in East Hampton include the village center for its proximity to shops and restaurants, the Springs for its artistic heritage, and Montauk for its stunning ocean views and lighthouse.

  • What are the best places to visit in East Hampton?

    Popular places to visit in East Hampton include the Guild Hall cultural center, the historical Home Sweet Home Museum, and the beautiful Elizabeth A. Morton National Wildlife Refuge.

  • What are some hiking trails in East Hampton?

    East Hampton has a number of hiking trails. The Paumanok Path, a 70-mile (112 km) trail that winds its way through the town, is often recommended. Other frequently suggested trails include the Hither Hills State Park trails and the Amagansett National Wildlife Refuge trail.

  • What are some family activities to do in East Hampton?

    Families in East Hampton might enjoy a day out at the Children's Museum of the East End, visiting the East Hampton Windmill, or exploring the South Fork Natural History Museum. A picnic in Herrick Park is also often recommended.

  • What are some of the best day trip ideas in East Hampton?

    For day trips, consider a visit to the Montauk Point Lighthouse or the Montauk State Park, both within a 30-minute drive. Another frequently suggested idea is a ferry ride from nearby Sag Harbor to Shelter Island for a day of exploration.

  • Are there vacation rentals with a dedicated workspace in East Hampton?

    Yes! Work meets play with ease at over 60 vacation rentals in East Hampton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in East Hampton?

    Four-legged friends are welcome in East Hampton. Choose from more than 50 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in East Hampton?

    Experience the best of East Hampton with our house rentals, starting at about $250 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 East Hampton have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in East Hampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in East Hampton have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in East Hampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in East Hampton have a gym?

    Absolutely! We offer over 20 house rentals with a gym in East Hampton. Enjoy a tailored experience with all the comforts you desire.

  • Are there East Hampton house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 house rentals with pools in East Hampton, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in East Hampton?

    East Hampton has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in East Hampton

  • Total vacation rentals

    Explore 120 vacation rentals in East Hampton

  • Nightly prices starting at

    East Hampton vacation rentals start at G$27,112 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of East Hampton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across East Hampton rentals

  • 4.8 Average rating

    East Hampton stays are highly rated by guests—averaging 4.8 out of 5!

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