Holiday rentals in East Hampton

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Top-rated holiday rentals in East Hampton

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Top guest favourite
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 The Hamptons
4.95 out of 5 average rating, 250 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.

Guest favourite
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, 483 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 favourite
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.
Guest house 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

Superhost
A bright living area features large windows that offer views of the nearby pond. Comfortable seating includes a white sofa, patterned chairs, and a coffee table, all arranged on a natural fiber rug. Light from the windows enhances the serene atmosphere.
Home in The Hamptons
4.87 out of 5 average rating, 117 reviews

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

Relax with friends / family at this home in a magical setting overlooking Lily pond Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with twin sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to the action

Guest favourite
An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.
Villa in The Hamptons
4.99 out of 5 average rating, 112 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Top guest favourite
A cozy living area is shown with two comfortable sofas and a coffee table. Natural light enters through two windows adorned with bamboo shades. A flat-screen television is mounted on the wall, and a decorative rug adds warmth to the wooden flooring.
Flat in The Hamptons
4.99 out of 5 average rating, 200 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Superhost
A bright living space features a classic sofa, two armchairs, and decorative lighting. A stone fireplace adds a cozy element, while a large window invites natural light. Indoor plants provide greenery, and a kitchen area with modern appliances is visible in the background.
Home in The Hamptons
4.85 out of 5 average rating, 134 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Guest favourite
The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.
Home in The Hamptons
4.9 out of 5 average rating, 291 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Superhost
A cozy bedroom is shown, featuring a spacious bed adorned with a floral quilt. Light streams through multiple windows, illuminating the room. A white dresser and closet are visible, while a green yard can be seen through the windows.
Home in The Hamptons
4.82 out of 5 average rating, 138 reviews

Sunny & Serene Private Cottage near Downtown EH

Our lovely one-bedroom cottage sits on a quiet lane 3/4 of a mile from downtown East Hampton. The cottage is light and bright, with whitewashed walls, vaulted ceilings and skylights, lots of windows and beautiful minimalist décor. It's an incredibly peaceful place to wake up in the morning, with a gorgeous green yard right outside the many bedroom windows. Every bay and ocean beach around East Hampton is 5-10 minutes away and Nick and Toni's is less than a 10 minute walk.

Top guest favourite
An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.
Home in The Hamptons
4.86 out of 5 average rating, 278 reviews

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Guest favourite
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
4.97 out of 5 average rating, 198 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 favourite
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, 357 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).

Popular amenities for East Hampton holiday rentals

When is the best time to visit East Hampton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,416 SGD$1,288 SGD$1,316 SGD$1,481 SGD$1,288 SGD$1,546 SGD$1,744 SGD$1,932 SGD$1,416 SGD$1,224 SGD$1,128 SGD$1,352 SGD
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 holiday rentals in East Hampton

  • Total holiday rentals

    Explore 120 holiday rentals in East Hampton

  • Nightly prices starting at

    East Hampton holiday rentals start at $155 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of East Hampton holiday rentals include wifi 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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