Compare Vacation Rentals & Airbnb in Sag Harbor, NY

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

Best family friendly Sag Harbor, NY vacation rentals

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

Traditional Immaculate Updated Home- Heated Pool, Gym, Yard- Close To Eh And Sag - Sag Harbor, NY
10 55 reviews
Sag Harbor, NY
31/07 – 03/08
$4385/nighttotal: $13155 (3 )

Traditional Immaculate Updated Home- Heated Pool, Gym, Yard- Close To Eh And Sag

1 4
apartment , Northwest Harbor
This traditional house is located on a quiet street, just a short distance from both East Hampton village and Sag Harbor, offering easy access to these charming towns. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious home can accommodate up to eight guests and features four bedrooms. The house comes equipped with a range of amenities, including a heated swimming pool, a well-equipped gym, and a modern kitchen with a dishwasher, fridge, freezer, and microwave.
Villa Montauk Mist - Sag Harbor, NY
Sag Harbor, NY
06/07 – 13/07
$28387/nighttotal: $198709 (7 )

Villa Montauk Mist

4 2
house , Northwest Harbor
Villa Montauk Mist is located in East Hampton, 17.7 kilometres from Montauk Point Lighthouse and 27.4 kilometres from the Second House Museum.
This spacious 4-bedroom villa offers accommodation for up to 15 guests, featuring a private swimming pool, a garden, a fully equipped kitchen, air conditioning, and complimentary WiFi, with a floor area of 325 square meters.
Paddle Board? Beach Sunsets? Fine Dining? Vineyards? This Is The Ideal Getaway. - Sag Harbor, NY
9.6 5 reviews
Sag Harbor, NY
13/10 – 19/10
$1862/nighttotal: $11172 (6 )

Paddle Board? Beach Sunsets? Fine Dining? Vineyards? This Is The Ideal Getaway.

4 1
apartment , Sag Harbor
This Sag Harbor holiday home is situated near Foster Memorial Town Beach (0.8 km) and within 4.8 km of Bay Street Theatre and The Style Bar.
The four-bedroom property, sleeping eight guests, boasts a private pool, fully equipped kitchen, laundry facilities, and a terrace; enjoy al fresco dining with barbecue grills in the garden, all within a smoke-free environment.
Designer Retreat In The Village - Sag Lighthouse - Sag Harbor, NY
9.7 136 reviews
Sag Harbor, NY
13/10 – 19/10
$2955/nighttotal: $17730 (6 )

Designer Retreat In The Village - Sag Lighthouse

1 1
apartment , Sag Harbor
This midcentury-style home is located in the Sag Harbor Historic District, just a short stroll from the village centre and the beach. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The property offers three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy a Scandinavian sauna in the winter, relax by the fireplace, and take a dip in the 60-foot pool during warmer months (open May 1st).

Best Sag Harbor, NY vacation rentals with a pool

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

Villa Kimaal - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
06/07 – 13/07
$27665/nighttotal: $193655 (7 )

Villa Kimaal - Luxury With Pool

5 2
house , Noyack
Villa Kimaal, a luxury five-bedroom property in Sag Harbor, is situated 2.7 km from Havens Beach and 26 km from Montauk Point Lighthouse.
This 465-square-metre villa boasts a private pool, sauna, spa, and bar, accommodating up to 15 guests and offering convenient on-site car rental.
Villa Saltwater Haven - Sag Harbor, NY
Sag Harbor, NY
06/07 – 13/07
$28456/nighttotal: $199192 (7 )

Villa Saltwater Haven

7 2
house , Wainscott
This spacious 7-bedroom villa is situated in East Hampton, 17.7 kilometres from Montauk Point Lighthouse and 25.7 kilometres from Second House Museum.
Offering accommodation for 27 guests, this air-conditioned property boasts a swimming pool, garden, terrace, and complimentary WiFi, with a fully equipped kitchen ideal for self-catering holidaymakers.
New Vacation House On The Island With The Pool - Sag Harbor, NY
10 8 reviews
Sag Harbor, NY
28/07 – 01/08
$2592/nighttotal: $10368 (4 )

New Vacation House On The Island With The Pool

1 4
apartment , Shelter Island
This Shelter Island property, a newly built three-bedroom house, enjoys a tranquil setting minutes from Shelter Island's town centre, restaurants, and shops, with easy ferry access to the North and South Forks and the Hamptons.
Offering three bathrooms, sleeping eight guests, and boasting high-end finishes, organic products throughout, and convenient beach access, this self-catering holiday home is near kayak rentals and a short drive (under 16km) to both ferry terminals.
Sagaponack Home Fenced In Pool - Sag Harbor, NY
Sag Harbor, NY
01/07 – 07/09
$1633/nighttotal: $111044 (68 )

Sagaponack Home Fenced In Pool

1 2
apartment , Bridgehampton
This Sagaponack residence offers a secluded country setting, conveniently located a mere 3 kilometres from the centres of East Hampton and Bridgehampton, and 4 kilometres from Sag Harbor, providing easy access to Wolffer's Estate and Sagg Beach.
This spacious five-bedroom, three-bathroom house accommodates up to nine guests, featuring a fenced swimming pool with child safety lock, a separate guest house, and a gourmet kitchen, all situated on professionally landscaped grounds.

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.

Destinations nearby

Best Sag Harbor, NY vacation rentals with a balcony

Villa Xmart - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
06/07 – 13/07
$8226/nighttotal: $57582 (7 )

Villa Xmart - Luxury With Pool

5 2
house , Water Mill
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.
Beautiful East Hampton Home With Water Views Of Gardiners Bay, Close To... - Sag Harbor, NY
9.0 2 reviews
Sag Harbor, NY
10/08 – 14/08
$6496/nighttotal: $25984 (4 )

Beautiful East Hampton Home With Water Views Of Gardiners Bay, Close To...

5 5
apartment , Northwest Harbor
This five-bedroom, four-bathroom East Hampton holiday home is situated near Gardiners Bay, a 0.4-kilometre walk from Gardiners Bay Beach, 3.2 kilometres from Sammy's Beach, and 1.6 kilometres from Cedar Point Park.
The property boasts a spacious layout with multiple indoor and outdoor sitting areas, accommodating up to ten guests, and features a private heated saltwater pool, a fully equipped chef's kitchen, and access to StayMarquis services including a Guest Experience Manager and 24/7 support.
Waterfront Home On Beautiful Shelter Island W/large Deep Water Dock - Sag Harbor, NY
9.6 13 reviews
Sag Harbor, NY
13/10 – 19/10
$1886/nighttotal: $11316 (6 )

Waterfront Home On Beautiful Shelter Island W/large Deep Water Dock

5 1
apartment , Shelter Island Heights
This oceanfront property in Shelter Island Heights is situated within 3.2km of Havens House, the Shelter Island Historical Society, and Sylvester Manor.
This 437 square metre house boasts six bedrooms, three bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, spa, terrace, garden, parking, and an on-site arcade.
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
$1809/nighttotal: $10854 (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.

Best Sag Harbor, NY vacation rentals with parking

Newly Renovated Sag Harbor Beach House With Pool - Sag Harbor, NY
Sag Harbor, NY
10/08 – 14/08
$2371/nighttotal: $9484 (4 )

Newly Renovated Sag Harbor Beach House With Pool

2 5
apartment , Noyack
This two-bedroom flat in Noyack offers a prime location, just 500 metres from the beach and a local farmstand, with Sag Harbor village, home to the Sag Harbor Whaling and Historical Museum, a 15-minute cycle away.
This pet-friendly apartment accommodates up to six guests with two bedrooms, including one queen and two bunk beds, and provides bicycles, kayaks, and a fire pit in the garden, alongside air conditioning and internet for your convenience.
Villa Burak - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
01/07 – 07/09
$3160/nighttotal: $214880 (68 )

Villa Burak - Luxury With Pool

6 2
house , Bridgehampton
This beautiful house in Bridgehampton is located just over 1.6 kilometres from both Mecox Beach and Ocean Road Beach, offering easy access to the stunning coastline. The house is ideal for families or groups of friends, with 6 bedrooms and 6 bathrooms, accommodating up to 12 guests.
The house is equipped with a range of modern amenities, including a private pool, a garden, a sauna, a bar, and room service. Guests can also enjoy a private Jacuzzi, free Wi-Fi, a washing machine, and a fully equipped kitchen.
Summer East Hampton Retreat- Heated Pool, Tennis, Hot Tub - Sag Harbor, NY
9.7 7 reviews
Sag Harbor, NY
13/10 – 19/10
$2394/nighttotal: $14364 (6 )

Summer East Hampton Retreat- Heated Pool, Tennis, Hot Tub

5 1
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.
Modern Sag Harbor Escape, Moments From The Water And Long Beach To View... - Sag Harbor, NY
8.6 4 reviews
Sag Harbor, NY
13/10 – 19/10
$898/nighttotal: $5388 (6 )

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

3 1
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.
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