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, 248 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.

Top guest favourite
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 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, 478 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
Home in The Hamptons
4.88 out of 5 average rating, 113 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

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, 111 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 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, 149 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 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
4.98 out of 5 average rating, 197 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!

Top guest favourite
A modern kitchen space features a granite countertop with high-backed bar stools positioned for dining. Glass-front cabinets display dishware, and a sliding door opens to a sunny outdoor area with a pool and patio seating.
Home in The Hamptons
4.97 out of 5 average rating, 263 reviews

Stunning 3 bed 2 bath home W Pool

Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Top guest favourite
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, 136 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 favourite
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

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, 354 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).

Top guest favourite
Home in The Hamptons
4.99 out of 5 average rating, 233 reviews

Designer East Hampton Farmhouse - Winter Warmth

Tucked away on a private lot, just minutes from East Hampton Village, Amagansett Village, and Ocean Beaches this 3-bedroom, 2.5-bath cottage features a heated saltwater pool & Mahogany outdoor shower, outdoor lounge area, and charming children’s playhouse - creating the perfect setting for relaxing days spent at home.

Popular amenities for East Hampton holiday rentals

When is the best time to visit East Hampton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,425 SGD$1,297 SGD$1,325 SGD$1,491 SGD$1,297 SGD$1,556 SGD$1,755 SGD$1,945 SGD$1,425 SGD$1,232 SGD$1,136 SGD$1,361 SGD
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 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 $169 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 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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