Holiday rentals with a patio in East Hampton

Private Wainscott Oasis | Heated Pool | Near beach

Escape to your private Wainscott retreat, perfectly tucked between East Hampton and Sag Harbor, minutes from world-famous Atlantic Ocean beaches. Set on an acre of trees and lawn, this renovated contemporary home offers a seamless indoor‑outdoor lifestyle with sun‑filled living spaces and a heated gunite pool. Enjoy the deck, grill, lawn, and ample parking for an effortless and relaxed Hamptons getaway. **FALL 2026** Booking writing and artist retreats for October and November. Please inquire!

Secluded Luxury: New Gunite Pool, Walk to Bay

Welcome to the beautiful 5-bed, 3-bath Harbor House, located just a short walk from Gardiners Bay beaches. Enjoy open-concept living, fully equipped kitchen, comfy beds, gunite pool, private patio with gas grill & outdoor dining, hot tub, & fully fenced backyard. Walk/bike to harbor, rent kayaks, use our paddleboards, or explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation, our home is the perfect retreat for your next Hamptons adventure!

NEW Private, modern centrally located Apartment!

Come stay with us at our private, modern, extremely clean airbnb! We pride ourselves on paying close attention to detail, and going above and beyond to ensure our guests have the best experience. You will have your own private unit with a private back patio and parking spot. Nothing is shared) We are centrally located just 5 minutes of beautiful East Hampton Village and Amagansett village. We are also 1.5 miles from the closest beach. (beach pass not included or transferable as per town lawslyyw

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!

Private Newly built Modern East Hampton Apartment!

Our newly built, gorgeous chic units are located in the beautiful, iconic Village of East Hampton. Just 4 minutes from the shop & restaurant lined Village. Close to the beach, & just a short drive to Montauk! Dine at one of the fabulous restaurants in town, or indulge in one of the many boutiques. Come stay with us in our recently built and expertly curated units. All units feature a brand new memory form mattress, new kitchen, wifi, smart TV and all essentials. We look forward to hosting you!

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

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.

Designer home in Sag Harbor : 5BR walk to beach

Nestled in Sag Harbor, this elegant 5-bedroom home offers a saltwater heated pool just 2 miles away from the town. A mere five-minute stroll takes you to the Serene Green local farm stand and Long Beach Bay, where you can indulge in swimming, paddleboarding, and witnessing breathtaking sunsets. The chef's kitchen is perfect for culinary adventures, and you can savor your meals either poolside under the charming string lights at the 8-person farm table or indoors at the 8-person table

4 BR/3BA Quiet Pool Home

We welcome you to our family home, up to 5 guests, pets are welcome with additional pet fee. Nice new pool and surrounding deck with outdoor sitting area, chairs, umbrella, and charcoal grill. 1 gbps internet for movies streaming on disney plus, prime video, or for your work. 5-8 minutes to town and the beaches. Plenty of nice restaurants and great local shopping. We don't allow other guests on property that is not mentioned in advance. No gatherings and no parties. Thank You.

Enchanted Story Book Home

East Hampton Historical Springs. The Village of East Hampton is just bursting with natural beauty and historical charm. And guess what? We've got some world-class shopping and fine dining options that will blow your mind! This Home is an absolute a gem. . And get this - there's even a large outdoor shower with hot and cold water! Talk about luxury. And only blocks away from where Jackson Pollock created his phenomenal art. And, close to all bay beaches! And, the ideal Hosts.

3 BR/Pool. Walk to Beach & Town!

Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

East Hampton Secluded Escape with Gunite Pool

Elegantly furnished 4 bedroom house on lushly landscaped grounds, fewer than 5 minutes from the heart of East Hampton Village. This home is ideal for outside living, featuring a gunite, in-ground salt-water pool and stone patio. The interior is bright and spacious, accented by minimalist yet warm furnishings. Common living areas include a large family room with TV, large dining room with gas fireplace, and a large eat in kitchen. Rental registry HMT23-10468

¤¤¤ 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.