
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
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
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
Hamptons Waterfront Getaway – Stylish & Serene
Waterfront Luxury Retreat in Sag Harbor. As featured in Vogue, Mansion Global, and Homeworthy. This serene designer home offers direct bay access for kayaking and paddle boarding, plus a private path to Clam Island for peaceful walks and beach picnics. Enjoy a gourmet kitchen with Viking and Sub-Zero appliances, spa-like en-suite baths, and plush bedding. Minutes to bay beaches and Sag Harbor village—your private escape awaits. Ideal for romantic getaways, relaxing weeks, or a summer reset.
5.0 out of 5 average rating, 20 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
Luxe|Pool|Games|Movie|HotTub|Firepit|MegaChess
SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Must be 25+ to book. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.
4.97 out of 5 average rating, 71 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
4.97 out of 5 average rating, 116 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
Sunny, walk to beach, large pool
Walk to the beach from the quiet of the woods! Sunny, contemporary family-friendly house with large pool in the hidden gem of the Northwest Woods section of East Hampton. Walk to Sammy's Beach on the Gardner's Bay, or make a quick drive to the ocean, come home to grill on the large deck and swim in the large heated pool. 40 acres of nature preserve behind you for quiet + unspoiled scenery!
4.94 out of 5 average rating, 53 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 reviewsPopular amenities for Main Beach vacation rentals
Other great vacation rentals in Main Beach

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
NEW- Private Modern East Hampton Apartment!
4.84 out of 5 average rating, 86 reviews
Cozy East Hampton Getaway
5.0 out of 5 average rating, 23 reviews
Bungalow by the Bay
5.0 out of 5 average rating, 4 reviews
Head of Pond House - Waterfront Cottage
4.98 out of 5 average rating, 80 reviews
Private East Hampton Estate
4.88 out of 5 average rating, 48 reviews
Beautiful E. Hampton Home w/ Brand New heated pool
4.79 out of 5 average rating, 72 reviewsDestinations to explore
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