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, 101 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, 486 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

Guest favorite
A cozy bedroom features a queen bed with a light blue quilt and a green loveseat nearby. Natural light enters through sliding glass doors, revealing a serene outdoor space. A decorative plant and framed artwork add a touch of interest to the room.
Guesthouse in The Hamptons
4.82 out of 5 average rating, 339 reviews

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

Top guest favorite
An enclosed outdoor living space features a wooden deck overlooking a heated pool. Furnished with a large round table and comfortable seating, natural light floods through the screens, creating an airy atmosphere. Elegant trees and lounge chairs visible outside enhance the serene environment.
Home in The Hamptons
4.94 out of 5 average rating, 322 reviews

Amazing Home close to Everything -

Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grounds are smoke-free.

Guest favorite
A serene pool area is surrounded by lush greenery and colorful hydrangea flowers. Lounge chairs offer relaxation under large umbrellas, while the inviting pool reflects the clear blue sky. A charming home stands in the background, adding to the peaceful setting.
Home in The Hamptons
4.92 out of 5 average rating, 122 reviews

Southampton Charmer, 5 bedrooms w pool - Location

This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.

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

No AI used in these photos! 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.

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, 154 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
A spacious room features a queen-size bed adorned with a light gray quilt. Bedside tables with lamps flank either side, and a decorative bench sits at the foot of the bed. Natural light filters through the sheer curtains, enhancing the calming color palette.
Apartment in North Fork
4.93 out of 5 average rating, 132 reviews

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Top guest favorite
Guest suite in The Hamptons
4.97 out of 5 average rating, 174 reviews

Private central cozy king suite 2 baths fireplace

Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Guest favorite
A solar-heated pool is surrounded by a spacious bluestone patio, offering various lounge chairs and shaded areas. A brick fireplace is visible alongside a dining space, all framed by mature landscaping and trees, enhancing the outdoor relaxation experience.
Home in The Hamptons
4.98 out of 5 average rating, 201 reviews

Dream Home with a wonderful heated pool in SH

Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

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, 358 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, 130 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$230,039 GYDG$209,316 GYDG$213,921 GYDG$240,714 GYDG$209,316 GYDG$251,180 GYDG$283,414 GYDG$313,975 GYDG$230,039 GYDG$206,386 GYDG$205,130 GYDG$223,131 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

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

    The area has thoughtfully designed vacation rentals in the village center, near beaches, and in serene countryside settings. Many visitors choose family-friendly homes or stays that reflect the historic character of East Hampton.

  • What are the best things to do in East Hampton with kids?

    Families often enjoy playing at Main Beach, exploring local parks, or visiting the Children's Museum of the East End around the area. Seasonal farm stands and outdoor art installations are also popular.

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

    Explore scenic beaches, visit art galleries, and discover wooded nature preserves. Locally rooted dining, boutique shopping, and historical tours are often recommended for a well-rounded experience.

  • How is the weather in East Hampton?

    East Hampton has cold winters around 19–39°F (-7–4°C) with more rainfall, and mild to warm summers near 60–80°F (16–27°C) with less frequent rain. Layers and a rain jacket are helpful throughout the year.

  • When is the best time to visit East Hampton?

    Late spring through early fall is often recommended for warmer weather, beach activities, and frequent community events. Visitors enjoy quieter energy in the shoulder seasons while still experiencing the town’s charm.

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

    Explore Main Beach, stroll through the East Hampton Village, and discover the Guild Hall’s art exhibits. The area also has scenic preserves and locally owned boutique shops.

  • What are some hiking trails in East Hampton?

    Explore wooded paths in the Long Pond Greenbelt Preserve, wander the trails at Cedar Point County Park, or stroll the scenic walking loops in nearby preserves. These areas feature forested routes and water views.

  • What are some family activities we can do in East Hampton?

    Families explore parks, play at Main Beach, and engage with interactive programs at the Children's Museum of the East End. Outdoor movie nights and market visits are frequently suggested experiences.

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

    Travelers often explore nearby towns known for lighthouses, nature preserves, and waterfront dining. Vineyard tours and arts-focused excursions around the Hamptons region are frequently suggested.

  • Are there any pet friendly accommodations available in East Hampton?

    Many vacation rentals and guest houses in East Hampton welcome pets, especially in neighborhoods near parks or beaches. Check listing details for pet policies and amenities.

  • What are some local tips for visiting East Hampton?

    Locals suggest exploring early mornings for quieter beaches, reserving dining in advance during peak season, and enjoying farm stands for fresh produce. Many appreciate walking or cycling to explore hidden streets.

  • What is East Hampton known for?

    East Hampton is known for its beaches with soft sand, historic architecture, and vibrant arts scene. Many visitors explore local galleries, preserved green spaces, and upscale shops.

  • What are the best hidden gems to explore in East Hampton?

    East Hampton has quiet walking paths in nature preserves, local bookshops, and less crowded beaches tucked away from main routes. Small galleries and gardens often surprise visitors with unique exhibits.

  • What are the best foods to try in East Hampton?

    Local menus often highlight fresh seafood such as lobster rolls, clam chowder, and seasonal fish dishes. Farm-to-table salads, artisan pastries, and homemade ice cream are also frequently suggested.

  • What should I bring for a trip to East Hampton?

    Pack beachwear, comfortable walking shoes, layers for varying temperatures, sunscreen, and a rain jacket. A reusable tote can be handy for local markets and art fairs.

  • What is the nightlife in East Hampton like?

    The nightlife in East Hampton centers on laid-back wine bars, cocktail lounges, and seasonal live music venues. Evening energy often flows through local restaurants, art spaces, and beachfront spots.

  • What are the most popular events or festivals in East Hampton?

    East Hampton frequently hosts summer music and film events, art fairs around late spring, and seasonal celebrations in the village. The Hamptons International Film Festival is among the area’s most recognized gatherings.

  • Are there family friendly vacation rentals in East Hampton?

    East Hampton has a variety of family-friendly vacation rentals, with options near parks, beaches, and quiet neighborhood settings. Many homes provide amenities like backyard space and kitchens for group stays.

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$25,118 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,640 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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