Compare Vacation Rentals & Airbnb in Sag Harbor, NY

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Sag Harbor, NY vacation rentals
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298 Rentals and Airbnb in Sag Harbor, NY

Best family friendly Sag Harbor, NY vacation rentals

Among the 298 accommodations in Sag Harbor, NY, here are the 4 best family friendly rentals

Sag Harbor Village Chic Historic Reno-water-views - Sag Harbor, NY
9.7 96 reviews

Sag Harbor Village Chic Historic Reno-water-views

apartment, Sag Harbor
This charming three-bedroom apartment is situated in the heart of Sag Harbor Village, just a short walk from the bustling downtown area and the picturesque Otter Pond. The apartment has received excellent ratings for location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and convenient stay.
The apartment offers a spacious and open layout, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a private garden, and a range of amenities including air conditioning, internet access, and parking.
Year Round Family Home On Shelter Island With Indoor Heated Pool And Dock. - Sag Harbor, NY
10 2 reviews

Year Round Family Home On Shelter Island With Indoor Heated Pool And Dock.

apartment, Shelter Island Heights
This holiday flat is located in the Silver Beach district of Shelter Island, a 10-minute walk from Shell Beach and an 8-minute drive from Sunset Beach.
This accommodation sleeps 11 guests and offers a swimming pool, barbecue facilities, Wi-Fi, air conditioning, a fireplace, a well-equipped kitchen with a microwave and dishwasher, and in-unit laundry.
East Hampton Retreat-heated Pool, Tennis, Hot Tub - Sag Harbor, NY
9.7 7 reviews

East Hampton Retreat-heated Pool, Tennis, Hot Tub

apartment, Wainscott
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.
Retro Modern 3-bedroom House With Heated Pool, Large Deck, Wifi In East Hampton - Sag Harbor, NY
10 1 review

Retro Modern 3-bedroom House With Heated Pool, Large Deck, Wifi In East Hampton

apartment, Northwest Harbor
This East Hampton retro-modern house is situated near Northwest Harbour's bay beach (walking distance), with ocean beaches a 24km drive away and East Hampton, Sag Harbor, and Amagansett villages also within easy driving distance.
The three-bedroom property, sleeping six, boasts a heated pool, large deck with gas grill, fully equipped kitchen with stainless steel appliances, and modern amenities including Wi-Fi and TVs in every room; in-house washer/dryer, linens, towels and paper goods are provided.

Best Sag Harbor, NY vacation rentals with a pool

Among the 298 accommodations in Sag Harbor, NY, here are the 4 best rentals with a pool

Modern Sag Harbor Escape, Moments From The Water And Long Beach To View... - Sag Harbor, NY
8.6 4 reviews

Modern Sag Harbor Escape, Moments From The Water And Long Beach To View...

apartment, Noyack
This modern Sag Harbor house, steps from the water and a short drive from Long Beach, offers a convenient location in the heart of Sag Harbor village.
The three-bedroom, three-bathroom property sleeps six guests and boasts a fully equipped kitchen, high-speed Wi-Fi, air conditioning, and a private backyard; StayMarquis services are also included.
*New* Sag Harbor Retreat | Pool | Beach & Village - Sag Harbor, NY
10 3 reviews

*New* Sag Harbor Retreat | Pool | Beach & Village

apartment, Noyack
This apartment is located just 200 metres from Noyack village and is steps from Long Beach.
Accommodating up to 12 guests across 6 bedrooms, this residence offers air conditioning, a heated saltwater swimming pool, and a fully equipped kitchen, ideal for families and groups seeking a Hamptons experience.
¤¤¤ Wonderful Retreat On 4 Acres With Pool ¤¤¤ - Sag Harbor, NY
9.9 50 reviews

¤¤¤ Wonderful Retreat On 4 Acres With Pool ¤¤¤

apartment, Northwest Harbor
This Hamptons retreat is situated on 4 acres of private woodland, a short drive from Northwest Harbor's attractions.
This four-bedroom residence accommodates up to eight guests and features a chef's kitchen with BOSCH appliances, a swimming pool, a wraparound deck with an outdoor kitchenette and BBQ, and a master bedroom with a fireplace and balcony.
5 Bedrooms, Heated Pool! - Sag Harbor, NY
9.8 59 reviews

5 Bedrooms, Heated Pool!

apartment, Bridgehampton
This Bridgehampton residence, situated on over 0.4 hectares adjacent to the 404-hectare Long Pond Greenbelt, offers waterfront access and is conveniently located between Sag Harbor and Bridgehampton, mere minutes from ocean and bay beaches, as well as local shops and eateries.
This expansive 214 square meter dwelling, ideal for up to ten guests, features five bedrooms, three bathrooms, a newly renovated gourmet kitchen with Sub-Zero/Wolf/Cove appliances, a private heated swimming pool, and extensive outdoor amenities including a propane grill and basketball hoop, with proximity to activities like jet skiing, kayaking, and hiking.

Frequently Asked Questions about vacation rentals in Sag Harbor, NY

  • What are some interesting places to visit in or near Sag Harbor, NY?

    Sag Harbor has loads to see! The Long Wharf is a must-see, with its historic buildings and views of the harbour. For art lovers, the Sag Harbor Whaling and Historical Museum is a great place to learn about the town's history, and the Sag Harbor Cinema is a charming independent cinema that shows both new releases and classic films.
  • What are the best Airbnb and vacation rentals in Sag Harbor, NY?

    Whaling Captain Pierson's Cottage, Sag Harbor Beach House and Whaling Captain Pierson's Apartment Too are the most popular Airbnb and vacation rentals in Sag Harbor, NY among travelers.

  • Which walking or cycling routes are the best in Sag Harbor, NY?

    The Sag Harbor Breakwater is a great spot for a walk or cycle, with stunning views of the harbour. If you're looking for a longer ride, the Montauk Highway is a scenic route that takes you past some of the most beautiful beaches on Long Island. Just be sure to check the weather conditions before you head out, as the winds can pick up on the coast.
  • What are the most popular Airbnbs in Sag Harbor, NY?

    Among the Airbnbs in Sag Harbor, NY, Sag Harbor Beach House, Whaling Captain Pierson's Cottage and Whaling Captain Pierson's Apartment Too are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Sag Harbor, NY?

    Sag Harbor is perfect for water sports. There are plenty of places to go swimming, kayaking, and paddleboarding. If you're feeling more adventurous, you can even go deep-sea fishing or whale watching. For those who prefer to stay on land, there are plenty of hiking and biking trails in the area.
  • What are the best vacation rentals with a pool in Sag Harbor, NY?

  • What other towns or cities can be easily accessed from Sag Harbor, NY?

    Sag Harbor is a great base for exploring the East End of Long Island. You can easily drive to nearby towns like Southampton, East Hampton, and Montauk. If you're looking for a bigger city, you can head to New York City, which is about a two-hour drive.
  • What are the best rentals for families and kids in Sag Harbor, NY?

  • What amenities are commonly available in vacation rentals in Sag Harbor, NY?

    Most vacation rentals in Sag Harbor have the basics like a kitchen, bathroom, and bedrooms. Many also have access to a pool, hot tub, or outdoor space. Some even have private docks or boat slips.
  • What are the best rentals or Airbnbs with a jacuzzi in Sag Harbor, NY?

    The best vacation rentals or Airbnb with a jacuzzi in Sag Harbor, NY are Walk To The Beach, Sag Harbor Getaway-now Booking Spring/summer/fall 2025 and New Sag Harbor Village Pool - Hot Tub &Beach House.

  • What time of year is best to rent a vacation rental Sag Harbor, NY?

    The summer months are the most popular time to visit Sag Harbor, so if you're looking for a sunny beach holiday, that's the time to go. However, if you prefer a quieter experience, the shoulder seasons of spring and autumn are also lovely, with milder temperatures and fewer crowds.
  • What are the local dishes in Sag Harbor, NY region?

    You'll find plenty of seafood restaurants in Sag Harbor, serving up fresh catches like lobster, clams, and oysters. If you're looking for something a little different, there are also several restaurants that serve up local specialties like Long Island duck and Montauk tuna.

Popular destinations

Best Sag Harbor, NY vacation rentals with a balcony

Yellowstone In The Hamptons ~ One Of A Kind Secluded, Magical, 50-acre Paradise! - Sag Harbor, NY
10 22 reviews

Yellowstone In The Hamptons ~ One Of A Kind Secluded, Magical, 50-acre Paradise!

apartment, Water Mill
This Water Mill house is conveniently located just a short drive from The Hamptons Beaches, Elizabeth A. Morton National Wildlife Refuge, and other popular attractions. It's also highly rated by previous guests, receiving excellent reviews for its comfort and amenities.
The four-bedroom property offers 650 square metres of space, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a private pool, fitness centre, and fully equipped kitchen, perfect for relaxing and entertaining during your stay.
Waterfront House With Dock And Private Beach - Sag Harbor, NY
10 23 reviews

Waterfront House With Dock And Private Beach

apartment, Shelter Island
This waterfront property is located just 3 kilometres from Wades Beach, The Hamptons Beaches, and the Shelter Island Historical Society, offering easy access to both the island's attractions and its stunning coastline. It has been rated excellent by previous guests.
The three-bedroom house provides 149 square metres of space, comfortably accommodating up to 6 guests. Enjoy a fully equipped kitchen, a fireplace, a garden with BBQ facilities, a terrace, and free Wi-Fi, all within a relaxing and family-friendly environment.
Modern, Coastal-style Home With Flooding Natural Light, A Private Pool, A... - Sag Harbor, NY
10 2 reviews

Modern, Coastal-style Home With Flooding Natural Light, A Private Pool, A...

apartment, Northwest Harbor
This five-bedroom, five-bathroom East Hampton property, situated blocks from a bay beach and close to the Osborn-Jackson House Museum and Eastville Heritage House, offers a luxurious stay in Northwest Harbour.
The 1.47-acre estate boasts a private pool, multiple decks, a gourmet kitchen, multiple living areas accommodating eight guests, and ample outdoor amenities including bicycles and beach gear for exploring nearby attractions.
The Lords Villa & Estate - Sag Harbor, NY
9.9 39 reviews

The Lords Villa & Estate

house, Shelter Island Heights
This waterfront property is situated on the Menantic Peninsula in Shelter Island Heights, offering a tranquil retreat just a short distance from the charming village centre. The house has received excellent ratings for user experience, location, and cleanliness.
This four-bedroom residence spans 372 square metres and offers a spacious interior with white oak floors, two large balconies with sea views, and a 1/4 kilometre driveway leading to park-like grounds. The property boasts a private sandy beach, a jacuzzi, a fitness centre, a tennis court, and a deep water dock, as well as concierge services and a gourmet kitchen.

Best Sag Harbor, NY vacation rentals with parking

Updated Apartment In Historic Village Home - Sag Harbor, NY
10 237 reviews

Updated Apartment In Historic Village Home

apartment, Sag Harbor
This Sag Harbour apartment, situated less than 0.4 kilometres from Main Street and a short walk from Marine Park, offers a quiet residential setting close to shops, restaurants, and the Hampton Jitney bus service.
The recently renovated one-bedroom flat, sleeping four guests, boasts a modern beach bungalow aesthetic, a private entrance, garden access, and parking, complemented by a fully equipped kitchen and air conditioning.
Cozy Renovated Apartment For Single Or Couple - Sag Harbor, NY
9.8 26 reviews

Cozy Renovated Apartment For Single Or Couple

resort, Water Mill
This centrally located Water Mill basement flat offers easy access to autumnal attractions such as local farm stands and apple picking orchards, all within a short driving distance.
The newly renovated self-contained unit sleeps two, features a private entrance, in-unit laundry, a dishwasher, and radiant bathroom floor heating, plus off-street parking.
Best Sunsets In The Hamptons - Sag Harbor, NY
9.2 10 reviews

Best Sunsets In The Hamptons

apartment, Noyack
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.
Sag Harbor Retreat: Heated Pool, Hot Tub, Firepit - Sag Harbor, NY
10 4 reviews

Sag Harbor Retreat: Heated Pool, Hot Tub, Firepit

apartment, Noyack
This Noyack residence offers a secluded retreat, situated just 5 minutes from Sag Harbor village and Long Beach, with Foster Memorial Long Beach a convenient 3-minute drive or 20-minute walk away.
This spacious four-bedroom house accommodates up to eight guests and features a heated saltwater swimming pool, jacuzzi, fire pit, and an expansive open-plan living area perfect for groups, all set within a tranquil, tree-lined garden.
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