Holiday houses in Sagaponack

Hamptons Elegant and Comfortable Apartment

Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

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.

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.

Designer's Own, w Pool, 5 min. to Ocean & Village

Our 4BR airy home in a prime Hamptons location--Water Mill South--offers comfort, luxury, and tranquility, all while being just 5 min. away from ocean beaches, restaurants in Bridgehampton Village, and the area's best fields and farm stands. Impeccably renovated, comfortable, family-oriented traditional shingle house is in a quiet, established neighborhood perfect for walks or bike rides. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking

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.

Private East Hampton Estate

Relax in the serenity and privacy of this East Hampton estate located on a private drive, surrounded by beautiful homes on five acres lots creating extreme quiet and privacy. The home features four bedrooms, three and 1/2 baths, heated gunite pool, beautiful landscaping, fire pit, blue stone decking, outdoor dining/entertaining areas, chef's kitchen, TV den, formal living room, family/recreation room and a master suite with office. Just minutes to East Hampton village & beaches.

Quintessential Hamptons Home

Large Hamptons home featuring 4 spacious bedrooms, with 4 full bathrooms and 1 half bathroom. Only 7 minutes from the villages of East Hampton and Sag Harbor, its perfectly located for your Hamptons experience. The bright & open layout is an inviting space for unwinding after the beach. Outdoor living is equally impressive, with a large deck, landscaped gardens and a pool. Set on a peaceful tree-lined cul-de-sac, this Hamptons retreat is ideal for year-round fun

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

Close to all! Peaceful Heated Pool! *Month

Village Fringe, Close to All, Comfortable 3+ bedroom, 2 Bath log home w/ *Heated pool (*heat option May - Sept). Sun filled.. Located on quiet cul-de-sac close to Ocean Beaches & EH Village! Includes *Pool (Open 5/22 ) w/ outdoor shower & changing area. Relax in teak furniture / hammock after a swim in the 20x40 *pool! Peaceful setting. All amenities one would expect. High speed wireless internet 3 Smart TVs. Monthly Rental Registration # 20-1005.

¤¤¤ 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.

Pool Central Private Bridgehampton Home

Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. NOTE* Rest assured, as always, even more so now, our housekeeper is aware to put in the extra tedious clean needed for a happy healthy stay! 7 minute drive to Hampton classic or less 20 min bike ride. Restaurants, studio 89 gym, on same rd. Ocean+bay 5-10 min drive. Bike to 1 ocean Yoga/winery. Halfway to Sag Harbor+Bridgehampton. There is pet fee.

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.