Vacation Rentals in Sag Harbor, NY

This Water Mill holiday home, situated between Southampton and Sag Harbour, offers easy access to Noyac Golf Club and Duck Walk Vineyards.
The 279-square-metre property boasts four bedrooms, four bathrooms (one with a jetted bath), a dedicated office with a futon, and accommodates up to eight guests, alongside on-site amenities including a heated pool, tennis court, and proximity to The Hamptons Beaches.

This modern farmhouse is located in East Hampton, a short walk from Georgica Beach, offering a peaceful escape near the coast. The property has received excellent user ratings, making it a popular choice for travellers.
The stylish home has five bedrooms and seven bathrooms, accommodating up to ten guests. The property offers a range of amenities including a fully equipped kitchen, a private pool and spa, and a garden, making it ideal for both relaxation and entertainment.

This luxurious five-bedroom Bridgehampton house is situated in a peaceful neighbourhood, approximately 8km from Sag Town Beach and 19km from Bridgehampton village.
The three-level property boasts a spacious layout sleeping eight guests, featuring a private courtyard with a pool, grill, and fire pit, plus two entertainment rooms with wet bars, and arboreal gardens.

This apartment is situated in the exclusive Landfall community in East Hampton's Northwest Woods, just a short drive from the famous Atlantic beaches and a 15-minute walk from a private bay beach. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The apartment is spread across 353 square metres and comfortably accommodates up to 10 guests in its four bedrooms. It offers a range of amenities and activities, including a private pool, tennis court, spa, and a fully equipped kitchen, making it an ideal choice for families and groups seeking a relaxing getaway.

This Sag Harbor residence is situated in Noyack, a short drive from Main Street, beaches, the Hampton Classic Horse Show, Bridgehampton Commons, the Jitney, LIRR, and Wolffer and Channing Daughters vineyards, with a farm market located just 200 meters away.
This family-friendly, single-storey house offers 167 square meters of living space with 3 bedrooms and 2 bathrooms, accommodating up to 8 guests, and features a heated saltwater pool, a Eucalyptus Wood Sauna, a Tesla charger, and bicycles for guest use.

This Wainscott holiday home is situated within 5km of the Hamptons beaches, Wolffer Estate Vineyard, and Sag Pond Vineyards, and 5km from Georgica Beach.
The three-bedroom, three-bathroom property sleeps six guests and boasts a fully equipped kitchen, swimming pool, patio, barbecue, and smart TV, ideal for exploring the local wineries and beaches.

Villa Xmart is situated in Water Mill, a picturesque village on Long Island, just 27 kilometres from Montauk Point Lighthouse and 37 kilometres from the Second House Museum.
This five-bedroom house offers 279 square metres of living space, accommodating up to 15 guests and featuring a private pool, garden, and a fully equipped kitchen with a microwave.

This Wainscott property is situated on a 4.2-hectare private estate, just 5km from Sag Harbor Village and 10km from East Hampton Village, offering a peaceful retreat close to the vibrant Hamptons scene. It has received excellent user, location and cleanliness ratings.
The spacious 372 square metre home features five bedrooms and six bathrooms, perfect for families or groups of friends. Guests can enjoy a heated swimming pool, a Jacuzzi, a tennis court, a fully equipped kitchen and a basement with entertainment options, ensuring a comfortable and enjoyable stay.

The Cooper-Burke House is a charming property situated in Sag Harbor's historic district, just a short walk from Main Street and a 12-minute stroll to Haven's Beach. The house consistently receives excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom house spans 139 square metres and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a spacious terrace, a garden, a spa, parking, and Wi-Fi access, allowing for a relaxing and enjoyable stay.

This Water Mill property, equidistant from Southampton and East Hampton, provides easy access to beaches such as Flying Point and Coopers Beach, and is conveniently located near local amenities including Halsey Market and King Kullen supermarkets, and restaurants like Bistro Ete and Almond.
This six-bedroom, four-bathroom house sleeps up to eleven guests, offering a private pool, expansive garden with barbecue, and features a communal loft area, central air conditioning, high-speed Wi-Fi, and a pet-friendly policy (one dog under 70 lbs, additional fee applies).

This luxurious Shelter Island property, a short 8km ferry trip from Sag Harbour in the Hamptons, is situated near Menantic Creek with easy access to Wade's Beach and Sunset Beach.
The 438 sq m house, comprising a main residence and separate guesthouse, sleeps twelve guests across six bedrooms and twelve bathrooms, boasting a heated pool, hot tub, recreation room with cinema and pool table, tennis court, and stunning nature reserve views.

This Shelter Island holiday home is situated near the Shelter Island ferry, offering easy access to Sag Harbor and the Hamptons, and is close to the Mashomack Preserve.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a private pool, dock with beach access, gourmet kitchen, and paddleboards and bikes for exploring the island.

This unique Sag Harbor property offers a secluded 'mother-daughter' style retreat, comprising two separate residences linked by a 40-meter breezeway, ensuring privacy whilst remaining conveniently close to Sag Harbor's waterfront, shops, and restaurants.
This family-friendly, pet-welcoming holiday home accommodates up to four guests, boasting two master suites with jacuzzi tubs, modern amenities including smart TVs and air conditioning, a garden with a fish pond, and exclusive concierge services for activities such as kayaking and yoga.

This recently renovated three-bedroom house is located in Sag Harbor Village, just a short walk or bike ride from the charming downtown area and Haven's Beach. The property has received excellent ratings for location, cleanliness, and overall user experience.
The home comfortably accommodates six guests and features a modern and well-equipped kitchen, two bathrooms, and a private heated saltwater pool. Guests can enjoy a Peloton bike in the finished basement, explore the area on two cruiser bikes, and stay connected with high-speed internet throughout the house.

This renovated four-bedroom house is located in Northwest Harbor, just 0.96 kilometres from East Hampton Village and 0.96 kilometres from Sag Harbor Village, offering a central yet private base.
This family-friendly residence accommodates up to 12 guests and features a heated swimming pool, a fenced garden with a fire pit, and parking for six vehicles, with internet and air conditioning provided.

This Noyack holiday home is situated near Sag Harbor village, a five-minute walk from Long Beach and a short drive from East Hampton, Bridgehampton, and Southampton.
The four-bedroom, three-bathroom property sleeps eight guests and boasts a private heated saltwater pool, a fully equipped kitchen including a dishwasher, and convenient access to community tennis courts.