
Vacation rentals in Main Beach
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Top-rated vacation rentals in Main Beach
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Sprawling Hamptons Estate with Hot Tub & Amenities
Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches
4.78 out of 5 average rating, 146 reviews
Serene Hamptons oasis! Near pumpkin/apple picking
Escape to your Hamptons oasis! Enjoy the peace + calmness of your private home. Cozy up in the living room next to the wood-burning fireplace + 80' streaming TV. Cook in your fully stocked Chef's kitchen + enjoy all of the nature views right from your bed + from every room. Spend time outdoors next to the BBQ! You will likely see deer + bunnies around the property. The house is ideally located just minutes Main St. of East Hampton + Amagansett, beaches, pumpkin/apple picking + so much more!
4.9 out of 5 average rating, 144 reviews
Close to all! Peaceful Fall Monthly *Heated Pool!
Village Fringe, Close to All, Comfortable 3+ bedroom, 2 Bath log home w/ *Heated pool in summer (*heat option May - 15th of Sept ). Sun filled. Located on quiet cul-de-sac close to Ocean Beaches & EH Village! *Pool (Opens May) w/ outdoor shower & changing area. Relax in teak furniture / hammock after a summer swim in the 20x40 *pool! Peaceful setting. All amenities one would expect. High speed wireless internet 3 Smart TVs. Ask Monthly rent or add HT Service Rental Registration # 20-1005.
4.9 out of 5 average rating, 20 reviews
East Hampton Escape | Heated Pool + Outdoor Living
Escape to a 5* rated Hamptons retreat designed for effortless summer living. Set on a quiet property surrounded by mature landscapes, this light-filled designer home offers the perfect balance of privacy, comfort, and indoor-outdoor flow. The open concept layout is filled with natural light, feat a modern kitchen, multiple living areas, and thoughtfully designed bedrooms for a relaxed, and comfortable stay. Ideal for small groups looking for elevated escape minutes from beaches and town.
4.99 out of 5 average rating, 126 reviews
Perfect getaway in Heart of East Hampton
Beach and Town… Center of East Hampton Village! Newly-renovated, cedar shingle boxed gable retreat in the heart of East Hampton Village. Vacation in style and privacy STEPS from high-end boutiques, restaurants, grocery stores in EH Village! The house is next to the train station, 10 minute walk to town and amazing restaurants! Less than 3 miles to Main, Wiborg or Georgica beach! Best part - walk anywhere! Perfect for families and groups that want to enjoy a relaxing and fun Hamptons getaway.
4.95 out of 5 average rating, 59 reviews
Stunning Central E. Hampton Home w/ gunite pool.
EH Registry #24-65. One of the top rentals in East Hampton, this beautifully remodeled 2,800 sq. ft. home is ideally located between East Hampton and Amagansett villages, close to beaches, dining and shopping. Features include 10' ceilings, a remodeled kitchen and baths, 4 bedrooms with new mattresses, dining for 10, beautiful landscaping, private fenced yard and large deck. Pool open mid-May–early Oct.; heat extra fee. NO PETS. No content creators, filming or commercial photography.
5.0 out of 5 average rating, 48 reviews
Mini Estate Walk to Ocean & Town
Escape to a light-filled mini estate nestled in a quiet setting just steps from the ocean and village. Enjoy a private pool, lush gardens, and stylish modern interiors designed for relaxation. This serene retreat is perfect for families or friends, and also offers a charming cottage on the property, ideal for bringing along business partners or in-laws who want their own private space. Within walking distance to beaches, shops, and dining, it’s a perfect blend of elegance and convenience.
4.88 out of 5 average rating, 8 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.
4.97 out of 5 average rating, 164 reviews
¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤
Private, calming, and stylish Hamptons retreat—the ultimate escape from the city. Enjoy an inviting swimming pool from the surrounding hammock, lounge chairs, and swing. The best of indoor-outdoor living is steps away on the wraparound deck featuring an outdoor kitchenette with BBQ, a large outdoor dining table with seating for 12, and an outdoor gas-powered fireplace. All this against the backdrop of 4 acres of private forest greenery.
4.94 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.
4.85 out of 5 average rating, 55 reviews
Contemporary house East Hampton with heated pool
Recently renovated contemporary house with 3 bedrooms and 2.5 baths has a nice and clean design. The house has a heated pool with outdoor entertaining area, a large and bright living room with a wood burning fireplace, renovated kitchen with open dining space, 2 guest rooms sharing a full bath and a master suite. It is a perfect retreat in East Hampton.
5.0 out of 5 average rating, 8 reviews
Peaceful Suite w/Pool, Hot tub, Private Entry.
A peaceful private suite in East Hampton’s Northwest Woods. Enjoy your own entrance, access to the pool, hot tub, and sauna, and easy access to beaches, town, and everything the Hamptons has to offer. Perfect for a relaxing getaway, whether you’re here for the beaches, a wedding, work, a quiet escape, or to explore the Hamptons.
5.0 out of 5 average rating, 31 reviewsPopular amenities for Main Beach vacation rentals
Other great vacation rentals in Main Beach

Hamptons Waterfront Getaway – Stylish & Serene
5.0 out of 5 average rating, 20 reviews
East Hampton Cozy Cottage
4.95 out of 5 average rating, 21 reviews
East Hampton Secluded Escape with Gunite Pool
4.89 out of 5 average rating, 70 reviews
Bungalow by the Bay
5.0 out of 5 average rating, 4 reviews
NEW- Private Modern East Hampton Apartment!
4.84 out of 5 average rating, 86 reviews
Head of Pond House - Waterfront Cottage
4.98 out of 5 average rating, 80 reviews
Hamptons Designer Cottage w Pool by Wölffer Estate
4.95 out of 5 average rating, 42 reviews
Cozy East Hampton Getaway
5.0 out of 5 average rating, 23 reviewsDestinations to explore
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