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Sag Harbor, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Sag Harbor, NY

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 located just a short drive from The Hamptons Beaches, Elizabeth A. Morton National Wildlife Refuge, and other popular attractions. It has received excellent user ratings, making it a popular choice for travelers.
This 7,000 square foot home comfortably accommodates up to 8 guests in its 4 bedrooms and 7 bathrooms. The house offers a private pool, a fitness center, a garden, and a terrace, along with modern amenities like a fully equipped kitchen, air conditioning, and free WiFi.
New Listing - Eclectic Home With Private Pool, Decorated Loft, Gas... - Sag Harbor, NY
No reviews

New Listing - Eclectic Home With Private Pool, Decorated Loft, Gas...

apartment, Water Mill
This Water Mill ranch-style home, equidistant from Southampton and East Hampton, provides easy access to beaches like Flying Point and Coopers Beach, and is close to local shops and restaurants.
This six-bedroom, four-bathroom house sleeps eleven guests and boasts a private pool, expansive backyard with grill, a split-level design including a loft, and amenities such as Wi-Fi, cable TV, and a fully equipped kitchen.
Stunning Shingled Water Mill Estate Featuring A Private Heated Pool And... - Sag Harbor, NY
10 1 review

Stunning Shingled Water Mill Estate Featuring A Private Heated Pool And...

apartment, Water Mill
This Water Mill estate is located on a private block, a short drive from Southampton's Flying Point Beach and W. Scott Cameron Beach, and near restaurants like Duck Walk Hamptons and Calissa.
This 4-bedroom, 4-bathroom home accommodates up to 8 guests and features a private heated pool, a fully fenced yard, bicycles, ping pong, weight training equipment, and an open-concept living space with a gourmet kitchen and Sonos sound system.
5br/5ba: Southampton, Pool, Sunset Bayview - Sag Harbor, NY
9.3 25 reviews

5br/5ba: Southampton, Pool, Sunset Bayview

apartment, Noyack
This Southampton apartment offers stunning sunset bay and water views from its high elevation, and is a short drive from beaches, parks, golf clubs, and the marina. It consistently receives excellent ratings for location, cleanliness, and overall experience.
The 4,700 square foot home comfortably accommodates up to 10 guests in its 5 bedrooms and 5 bathrooms. Amenities include a private gated entrance, a heated swimming pool, a brick patio, a gazebo, air conditioning, a fully equipped kitchen, and a washer and dryer.

Search Family Vacation Rentals in Sag Harbor, NY

Plan the perfect family beach trip to Sag Harbor, NY with spacious rentals that offer plenty of room to spread out.

Best Sunsets In The Hamptons - Sag Harbor, NY
9.3 11 reviews

Best Sunsets In The Hamptons

apartment, Noyack
This Noyack house rental boasts a prime location, a short walk from Long Beach and minutes from Sag Harbor village, with easy access to East Hampton, Bridgehampton, and Southampton.
This four-bedroom, three-bathroom home comfortably sleeps eight guests and features a private heated saltwater pool, a lower-level kitchenette, and is close to community tennis courts.
Pool Central Private Bridgehampton Home - Sag Harbor, NY
9.9 107 reviews

Pool Central Private Bridgehampton Home

apartment, Bridgehampton
This studio apartment is conveniently located in Bridgehampton, just a short 7-minute drive from the Hampton Classic and within a 20-minute bike ride of the ocean. It has consistently received excellent ratings for location, cleanliness, and user experience.
The studio comfortably accommodates up to 5 guests and features a fully equipped kitchen, a private terrace, and a shared swimming pool. The property also offers a range of amenities, including beach essentials, bicycles, and a spa, making it perfect for a relaxing and enjoyable vacation.
Fun For All Ages! In The Heart Of The Hamptons! 8/30-9/3 Now Available - Sag Harbor, NY
10 96 reviews

Fun For All Ages! In The Heart Of The Hamptons! 8/30-9/3 Now Available

apartment, Bridgehampton
This 7-bedroom, 5-bathroom luxury home is located just two miles from Bridgehampton village, harbor, and beaches, offering a secluded setting in a private wooded area. It has received excellent user ratings for its amenities and location.
The 4,500-square-foot home can accommodate up to 14 guests and features a gourmet kitchen, a home theater system, a finished basement with games, a gym, and a large DVD collection. Amenities include a heated saltwater pool, a hot tub, an outdoor BBQ grill, a spacious deck with a pergola, a fire pit, and an outdoor TV.
4 Bedroom East Hampton Home W/ Large Heated Pool - Sag Harbor, NY
10 109 reviews

4 Bedroom East Hampton Home W/ Large Heated Pool

apartment, Northwest Harbor
This family-friendly vacation home is located in East Hampton, just 2 miles from the Hamptons Beaches, Three Mile Harbor, and Cedar Point County Park. The house has consistently received excellent ratings for its cleanliness, location, and overall experience.
This 4-bedroom house spans 2800 square feet and can comfortably accommodate up to 9 guests. Enjoy a private pool, a fenced yard, a fully equipped kitchen, a terrace, and a bar, all while taking advantage of the free WiFi and the convenience of housekeeping upon request.

Frequently Asked Questions about vacation rentals in Sag Harbor, NY

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

    There are some great walking and cycling routes in Sag Harbor. You can walk or bike along the waterfront, or take a scenic ride through the historic streets. The Long Wharf is a popular spot for walking and enjoying the views, and the Sag Harbor Bike Path is a great way to explore the area on two wheels.
  • 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.

  • 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 go swimming, fishing, kayaking, or paddleboarding in the harbor. There are also several golf courses in the area, and you can even go horseback riding on the beach. If you're looking for a more challenging activity, there's also great hiking and biking in the surrounding area.
  • 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 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 take a train or bus to New York City, which is about a 2-hour drive from Sag Harbor.
  • What are the best vacation rentals with a pool in Sag Harbor, NY?

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

    Vacation rentals in Sag Harbor usually offer a wide range of amenities, including kitchens, laundry facilities, and outdoor spaces like patios or decks. Many rentals also offer amenities like swimming pools, hot tubs, and fireplaces.
  • What are the best rentals for families and kids 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 what you're looking for. The summer months are the most popular time to visit, but it can get crowded and expensive. If you're looking for a more relaxed experience, you might consider visiting in the shoulder seasons, like spring or fall.
  • 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 are the local dishes in Sag Harbor, NY region?

    Sag Harbor is known for its fresh seafood, so be sure to try some of the local catches like lobster, clams, and oysters. You can also find delicious Italian food, as well as classic American dishes like burgers and fries.

Popular destinations

Best Sag Harbor, NY vacation rentals with parking

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 fully renovated 1850s Captain row historic home is situated in the heart of Sag Harbor village, offering captivating water views across Otter Pond and within walking distance of downtown attractions. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers visiting Sag Harbor.
The apartment features an open living concept with two sitting areas, a library, a dining area, and a TV/den room. It has three bedrooms, two bathrooms, and a guest capacity of six. Amenities include a fully equipped kitchen, a cement designer table and benches, sitting areas, lounge chairs in the backyard, a seating area on the front porch overlooking the water, and a laundry room.
Hamptons Private 3-acre Oasis W/ Pool - Sag Harbor, NY
No reviews

Hamptons Private 3-acre Oasis W/ Pool

apartment, Water Mill
This secluded Water Mill rental offers three private acres at the end of a long driveway, providing proximity to Wölffer Estate Wine Stand, ocean beaches, farm stands, wineries, and the villages of Southampton and Bridgehampton.
This 3-bedroom, 2-bathroom house accommodates up to 7 guests and features a private swimming pool, garden, and parking, with air conditioning and internet included.
Tasteful Hampton 4 Bedroom W Heated Pool Eh / Sag - Sag Harbor, NY
9.9 24 reviews

Tasteful Hampton 4 Bedroom W Heated Pool Eh / Sag

apartment, Northwest Harbor
This Northwest Harbor rental home, a contemporary Hamptons-style residence on a half-acre lot, offers a tranquil retreat.
The 4-bedroom, 3.5-bathroom house sleeps 8, features a chef's kitchen with commercial-grade appliances, a 36-foot heated pool (seasonal, May 15th-September 15th), and a large screened patio; nearby attractions include Northwest Harbor's waterfront.
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 three-bedroom, three-bathroom Sag Harbor rental is centrally located in the village, steps from the water and a short drive to Long Beach.
The modern home features an open floor plan, a private backyard, high-speed WiFi, central AC, and sleeps six guests comfortably, with proximity to Sag Harbor's restaurants, boutiques, and art galleries.

Check Out Vacation Rentals with a Pool in Sag Harbor, NY

Enhance your coastal getaway with a Sag Harbor, NY vacation rental featuring a pool.

Year Round Family Home On Shelter Island With Indoor Heated Pool And Dock. - Sag Harbor, NY
10 3 reviews

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

apartment, Shelter Island Heights
This apartment is located in the Silver Beach district of Shelter Island Heights, a 10-minute walk from Shell Beach and an 8-minute drive from Sunset Beach.
This vacation home offers 5 bedrooms, 3 bathrooms, and can accommodate up to 11 guests, featuring a private swimming pool, barbecue facilities, Wi-Fi, air conditioning, and a fully equipped kitchen with a microwave and dishwasher.
Designer Sag Harbor Home W/ Pool + Fire Pit + Yard - Sag Harbor, NY
10 1 review

Designer Sag Harbor Home W/ Pool + Fire Pit + Yard

apartment, Noyack
This newly renovated 2-bedroom, 1-bathroom apartment in Noyack is a 5-minute walk to the beach and a local farmstand, and a 15-minute bike ride to Sag Harbor town center.
This Sag Harbor rental accommodates up to 6 guests with a queen bed and two bunk beds, offering a private backyard with a fire pit, complimentary bicycles, and kayaks for exploring nearby attractions like the Sag Harbor Whaling and Historical Museum and the Children's Museum of The East End.
The Beach Barn | 4 Bedroom, Pool, 6 Min To Beach - Sag Harbor, NY
No reviews

The Beach Barn | 4 Bedroom, Pool, 6 Min To Beach

apartment, Bridgehampton
This spacious 2930 sq ft barn-style house in Bridgehampton is located a 5-minute drive from Sagg Main Beach and Bridgehampton Main Street.
This 4-bedroom, 4-bathroom residence accommodates up to 7 guests and features a private swimming pool, fenced yard, outdoor living area with a fire pit and grill, and a well-equipped kitchen with a wine fridge.
Sag Harbor Getaway - Sag Harbor, NY
10 6 reviews

Sag Harbor Getaway

apartment, Noyack
This Sag Harbor beach house, a short drive from Sagg Main Beach, Long Beach, Wolffer Estate Vineyard, and Sagaponack Distillery, offers a peaceful Noyack getaway near Main Street, Sag Harbor.
The 4-bedroom, 3-bathroom home features a 20x40-foot saltwater pool, 800-square-foot deck with hot tub, and sleeps eight guests, boasting a modern kitchen, new washer/dryer, and ample outdoor space backing onto a nature preserve.

Browse Waterfront Vacation Rentals in Sag Harbor, NY

These seaside vacation rentals in Sag Harbor, NY provide an excellent base for exploring the coast. Browse top local properties and plan your beach-town trip.

Waterfront Tranquility Near Sag Harbor Village - Sag Harbor, NY
No reviews

Waterfront Tranquility Near Sag Harbor Village

apartment, Noyack
Designer Sag Harbor Home W/ Pool + Fire Pit + Yard - Sag Harbor, NY
9.8 26 reviews

Designer Sag Harbor Home W/ Pool + Fire Pit + Yard

apartment, Noyack
Sag Harbor Village Water View - Sag Harbor, NY
10 2 reviews

Sag Harbor Village Water View

apartment, Sag Harbor
Chic Coastal Modern Ranch House With Private Pool, Steps From The Water ... - Sag Harbor, NY
10 2 reviews

Chic Coastal Modern Ranch House With Private Pool, Steps From The Water ...

apartment, Shelter Island Heights

Compare Luxury Vacation Rentals in Sag Harbor, NY

Refined interiors and prime locations make these luxury waterfront vacation rentals in Sag Harbor, NY the ideal choice for your stay.

Traditional-style Home With Private Pool, Sweeping Back Deck, Grand Lawn,... - Sag Harbor, NY
10 1 review

Traditional-style Home With Private Pool, Sweeping Back Deck, Grand Lawn,...

apartment, Water Mill

Discover Vacation Rentals with Saunas in Sag Harbor, NY

Relax in style with an on-site sauna at these premium Sag Harbor, NY vacation rentals near the water.

Traditional-style Home With A Private Pool, Open-floor Living Areas, Four... - Sag Harbor, NY
No reviews

Traditional-style Home With A Private Pool, Open-floor Living Areas, Four...

apartment, Wainscott
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