Holiday Rentals in Sag Harbor, NY

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Sag Harbor, NY holiday rentals
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185 Holiday rentals and Airbnb in Sag Harbor, NY

Best family friendly Sag Harbor, NY holiday rentals

Among the 185 accommodations in Sag Harbor, NY, here are the 4 best family friendly rentals

Luxury 9 Acre Sagaponack/sag Harbor Compound Retreat & Year-round Spa - Sag Harbor, NY
10 106 reviews
Sag Harbor, NY
17/07 – 19/07
6129 €/nighttotal: 12258 € (2 )

Luxury 9 Acre Sagaponack/sag Harbor Compound Retreat & Year-round Spa

7 1
manor house , Bridgehampton
This secluded nine-acre estate is located in the exclusive Hamptons area, just a short drive from the beaches and close to the charming village of Sag Harbor. The farm has received excellent user ratings and offers a tranquil and luxurious escape for families.
This spacious property spans 836 square metres and comfortably accommodates up to 16 guests in its seven bedrooms and six bathrooms. The farm offers a range of amenities, including a heated infinity pool, a cedar soaking tub, a sauna, a gym, a media room, a billiard lounge, a large playground, a fire pit lounge, and a pergola with a projection screen.
Summer 2026 Now Available! Grab An Amazing Property In The Heart Of The Hamptons - Sag Harbor, NY
10 90 reviews
Sag Harbor, NY
13/10 – 19/10
1835 €/nighttotal: 11010 € (6 )

Summer 2026 Now Available! Grab An Amazing Property In The Heart Of The Hamptons

7 1
apartment , Bridgehampton
This luxurious seven-bedroom house is located in Sagaponack, just two miles from Bridgehampton village, harbour and beaches, offering a peaceful retreat in the heart of the Hamptons. It has consistently received excellent user ratings, making it a popular choice for families and groups.
The 418 square metre property comfortably accommodates up to 14 guests, providing ample space for everyone to relax and enjoy their stay. Amenities include a heated saltwater pool, a 12-person hot tub, a professional outdoor BBQ grill, a state-of-the-art home theatre system, a finished basement with games and an indoor gym, as well as a spacious deck with a pergola, outdoor furniture, a fire pit and a 50' LED LCD TV.
Sag Harbor Chic Mid-century Retreat - Sag Harbor, NY
10 74 reviews
Sag Harbor, NY
13/10 – 19/10
663 €/nighttotal: 3978 € (6 )

Sag Harbor Chic Mid-century Retreat

1 1
apartment , Noyack
This Noyack house, a short walk from Long Beach and one minute from the Serene Green market, offers easy access to local amenities and the coast.
Sleeping six guests across three bedrooms and two bathrooms, this property boasts a fully equipped kitchen with fridge, freezer, and dishwasher, air conditioning, a garden, parking, and excellent sunset views from its front deck.
East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard - Sag Harbor, NY
10 104 reviews
Sag Harbor, NY
13/10 – 19/10
1892 €/nighttotal: 11352 € (6 )

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

4 1
apartment , Northwest Harbor
This family-friendly holiday home is situated in East Hampton, just two miles from the Hamptons Beaches and Three Mile Harbor, offering a peaceful escape close to the beautiful coastline. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has four bedrooms and can accommodate up to nine guests, with a total floor area of 260 square metres. Amenities include a private pool, a garden, a terrace, a bar and parking, along with a fully equipped kitchen and air conditioning.

Best Sag Harbor, NY holiday rentals with a pool

Among the 185 accommodations in Sag Harbor, NY, here are the 4 best rentals with a pool

Sag Harbor Chic 4 Bedroom Saltwater Pool - Sag Harbor, NY
9.8 36 reviews
Sag Harbor, NY
13/10 – 19/10
885 €/nighttotal: 5310 € (6 )

Sag Harbor Chic 4 Bedroom Saltwater Pool

1 1
apartment , Sag Harbor
This Sag Harbor house, a short walk from Havens Beach and 1.9km from Sag Harbor Village, offers a peaceful setting close to both beach and village amenities.
The four-bedroom, two-bathroom property sleeps eight guests and boasts a saltwater pool (open mid-May), a spacious garden, and parking, alongside a fully equipped kitchen including a dishwasher.
Escape To Sag Harbor - Sag Harbor, NY
10 55 reviews
Sag Harbor, NY
13/10 – 19/10
1130 €/nighttotal: 6780 € (6 )

Escape To Sag Harbor

3 1
apartment , Noyack
This spacious three-bedroom, four-bathroom house, sleeping seven, is situated in Sag Harbor, a five-minute drive (approximately 3.2km) from Sag Harbor's downtown area and two minutes (approximately 1.6km) from Long Beach on the Bay.
The 2400 sq ft property boasts a private saltwater pool, a separate guest house, and is close to attractions such as the Sag Harbor Whaling and Historical Museum.
Charming Sag Harbor Home W/ Heated Pool - Sag Harbor, NY
10 14 reviews
Sag Harbor, NY
13/10 – 19/10
1219 €/nighttotal: 7314 € (6 )

Charming Sag Harbor Home W/ Heated Pool

1 1
apartment , Noyack
This Sag Harbor apartment, situated on a quiet cul-de-sac, is a short distance from Sag Harbor village shops and restaurants.
The newly renovated four-bedroom, two-and-a-half-bathroom dwelling boasts a private pool, sleeps ten guests, and offers easy access to nearby beaches.
4 Bedroom Sag Harbor Home W/ Pool & Tennis Access - Sag Harbor, NY
9.7 15 reviews
Sag Harbor, NY
17/07 – 19/07
2115 €/nighttotal: 4230 € (2 )

4 Bedroom Sag Harbor Home W/ Pool & Tennis Access

4 1
apartment , North Haven
This Sag Harbour apartment is centrally located, offering easy access to Long Beach and Main Street, within walking, cycling or short driving distance.
Sleeping eight guests, this four-bedroom, two-bathroom dwelling boasts two living areas, a sunroom, a well-equipped kitchen with adjacent dining area seating ten, and a back deck; a cot is also provided.

Frequently asked questions about holiday rentals in Sag Harbor, NY

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

    Sag Harbor is a great place for outdoor activities. You can swim, sunbathe, or go kayaking at the beach. If you're feeling adventurous, try stand-up paddleboarding or windsurfing. There are also plenty of opportunities for hiking and biking in the surrounding area.
  • What are the best Airbnb and holiday rentals in Sag Harbor, NY?

    Sag Harbor Beach House, Whaling Captain Pierson's Apartment Too and Whaling Captain Pierson's Apartment are among the best Airbnb and holiday rentals in Sag Harbor, NY.

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

    Sag Harbor is well-connected to other towns and cities on Long Island. You can easily get to the Hamptons, Montauk, and Shelter Island by car or ferry. If you want to explore further afield, you can take a train to New York City, which is about a two-hour journey.
  • 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 Apartment Too and Whaling Captain Pierson's Apartment are the most popular ones.

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

    Vacation rentals in Sag Harbor usually come with the basics, like a kitchen, bathroom, and bedrooms. Many also have amenities like Wi-Fi, air conditioning, and laundry facilities. Some rentals even have private pools, hot tubs, and decks.
  • What are the best holiday rentals with a pool in Sag Harbor, NY?

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

    The best time to visit Sag Harbor depends on your preferences. Summer is the most popular time, but it can get crowded and expensive. Spring and autumn are great for milder weather and fewer crowds. If you're looking for a bargain, you can visit in the winter, but be aware that some businesses may be closed.
  • What are the best rentals for families and kids in Sag Harbor, NY?

  • What are the local dishes in Sag Harbor, NY region?

    Sag Harbor is known for its fresh seafood, so you'll find plenty of delicious dishes featuring clams, oysters, and lobster. You can also try local specialties like clam chowder, lobster rolls, and fish tacos. And don't forget to try the local craft beers and wines.
  • What are the best rentals or Airbnbs with a jacuzzi in Sag Harbor, NY?

Destinations nearby

Best Sag Harbor, NY holiday rentals with a balcony

Shelter Island Retreat W/ Outdoor Pool! - Sag Harbor, NY
10 5 reviews
Sag Harbor, NY
13/10 – 19/10
1243 €/nighttotal: 7458 € (6 )

Shelter Island Retreat W/ Outdoor Pool!

5 1
apartment , Shelter Island Heights
This luxurious six-bedroom property in Shelter Island Heights boasts a 465 square metre floor area, situated approximately 6.4 kilometres from Sylvester Manor and 8 kilometres from the Shelter Island Historical Society.
The spacious residence, ideal for large groups, offers a private beach, seasonal swimming pool, fully equipped gym, game room, outdoor kitchen, and ample parking for seven vehicles, alongside kayaks and bicycles for guest use.
Modern Coastal Farmhouse Style Home With A Private Pool, Open-floor Plan,... - Sag Harbor, NY
10 5 reviews
Sag Harbor, NY
13/10 – 19/10
1119 €/nighttotal: 6714 € (6 )

Modern Coastal Farmhouse Style Home With A Private Pool, Open-floor Plan,...

5 1
apartment , North Haven
This North Haven home is located just 2km from the beautiful Hamptons Beaches and close to the vibrant Bay Street Theatre and the historic Sag Harbor Old Burying Ground. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 5-bedroom, 4-bathroom house comfortably sleeps 10 guests and has a floor area of 302 square metres. The property features a private swimming pool, a terrace, a garden, a fireplace, and a fully equipped kitchen, as well as parking and a barbecue for outdoor dining.
The Sandbox! Completely Renovated In-town 3br, 2+ Bath With Pool & Poolhouse. - Sag Harbor, NY
10 8 reviews
Sag Harbor, NY
13/10 – 19/10
1093 €/nighttotal: 6558 € (6 )

The Sandbox! Completely Renovated In-town 3br, 2+ Bath With Pool & Poolhouse.

3 1
apartment , Bridgehampton
This Bridgehampton house, sleeping seven, is less than a kilometre from Bridgehampton station and within 2km of shops including Nancy + Co. and Victoria's Secret, plus the Children's Museum of the East End.
The three-bedroom, two-bathroom property boasts a swimming pool, terrace, garden, barbecue, fireplace, full kitchen with dishwasher, and parking, making it ideal for families visiting local wineries such as Channing Daughters and Sag Pond Vineyards.
Sag Harbor Water View W Dock 1.5ml From Town - Sag Harbor, NY
Sag Harbor, NY
13/10 – 19/10
5374 €/nighttotal: 32244 € (6 )

Sag Harbor Water View W Dock 1.5ml From Town

5 1
apartment , Noyack
This five-bedroom, four-bathroom Bay Point holiday home in Sag Harbor, near Havens House and Sylvester Manor, offers stunning water views and proximity to local attractions.
Sleeping up to ten guests, this property boasts a heated pool, jacuzzi, private dock (accommodating boats up to 40 feet), terrace, rooftop deck, and all modern amenities including a fully equipped kitchen and internet access.

Best Sag Harbor, NY holiday rentals with parking

Cozy Shelter Island Cottage, Walk To Beaches And Mashomack Preserve - Sag Harbor, NY
9.8 29 reviews
Sag Harbor, NY
13/10 – 19/10
408 €/nighttotal: 2448 € (6 )

Cozy Shelter Island Cottage, Walk To Beaches And Mashomack Preserve

3 1
apartment , Shelter Island
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.
Sag Harbor Village Gem - Sag Harbor, NY
10 145 reviews
Sag Harbor, NY
13/10 – 19/10
675 €/nighttotal: 4050 € (6 )

Sag Harbor Village Gem

3 1
apartment , Sag Harbor
This charming three-bedroom house is situated in Sag Harbor, just a short walk from both Eastville Heritage House and the Hamptons Beaches, offering easy access to the town's historical and coastal attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house is spread over 167 square metres and comfortably accommodates up to six guests. Guests can enjoy a fully equipped kitchen, a terrace, a garden, and a fireplace, along with other amenities like free Wi-Fi, air conditioning, and parking.
Beautiful And Spacious Vacation Home In Sag Harbor! - Sag Harbor, NY
9.8 49 reviews
Sag Harbor, NY
13/10 – 19/10
1423 €/nighttotal: 8538 € (6 )

Beautiful And Spacious Vacation Home In Sag Harbor!

5 1
apartment , Noyack
This newly furnished Sag Harbor home is located in a secluded wooded area, just minutes from Sag Harbor Village and its beaches. The property has received excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The spacious five-bedroom property spans 334 square metres, offering ample room for up to 12 guests. Guests can enjoy a range of amenities, including a heated saltwater pool, hot tub, fire pit, outdoor shower, chef's kitchen, ping pong table, outdoor basketball hoop, Sonos sound system, beach access, and parking.
Sabbatical Guest Cottage By The Night Week Month Or For The Summer Season - Sag Harbor, NY
9.6 9 reviews
Sag Harbor, NY
13/10 – 19/10
380 €/nighttotal: 2280 € (6 )

Sabbatical Guest Cottage By The Night Week Month Or For The Summer Season

1 1
cottage , Noyack
This Noyack holiday home is situated within 5km of Noyac Bay, the Elizabeth A. Morton National Wildlife Refuge, Short Beach, Noyac Golf Club, and the Sag Harbor Whaling and Historical Museum.
The self-catering property sleeps two guests in one bedroom and one bathroom, offering a fully equipped kitchen, terrace, garden, parking, and free Wi-Fi.
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