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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

Villa Ebrar - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
07/31 – 08/03
$3147/nighttotal: $9441 (3 )

Villa Ebrar - Luxury With Pool

4 4
house , Noyack
This 4-bedroom villa is situated in Sag Harbor, just a short drive from Foster Memorial Beach and Montauk Point Lighthouse, offering easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travelers. The 3,000 square foot house offers ample space for families and groups. Enjoy a private pool, a fully equipped kitchen, and a terrace, plus amenities like a tennis court, parking, and room service.
Beautiful East Hampton Home With Water Views Of Gardiners Bay, Close To... - Sag Harbor, NY
9.0 2 reviews
Sag Harbor, NY
08/10 – 08/14
$4647/nighttotal: $18588 (4 )

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

5 5
apartment , Northwest Harbor
This East Hampton vacation rental is located near Cedar Point Park (1 mile), Gardiners Bay Beach (0.25 miles), and Sammy's Beach (2 miles), offering easy access to Northwest Harbor's attractions.
This five-bedroom, four-bathroom home comfortably sleeps ten guests and features a private heated saltwater pool, a chef's kitchen with top-of-the-line appliances, a spacious deck with stunning Gardiners Bay water views, and a gas BBQ for outdoor dining.
Villa Nostro Palazzo - Sag Harbor, NY
Sag Harbor, NY
10/13 – 10/19
$1946/nighttotal: $11676 (6 )

Villa Nostro Palazzo

7 1
house , Wainscott
Villa Nostro Palazzo is located in East Hampton, just a short drive from Montauk Point Lighthouse and Second House Museum, offering easy access to local history and natural beauty. The surrounding area is known for its charming seaside villages, pristine beaches, and vibrant art scene.
This 7-bedroom, 5-bathroom home spans 6,300 square feet. The villa offers a private pool, garden, terrace, indoor pool, sauna, and a fully equipped kitchen with modern amenities, making it perfect for a relaxing and enjoyable stay.
6 Bedroom, 5 Bath Home With Pool, Sag Harbor - Near Bridgehampton - Sag Harbor, NY
9.4 3 reviews
Sag Harbor, NY
07/06 – 07/13
$4599/nighttotal: $32193 (7 )

6 Bedroom, 5 Bath Home With Pool, Sag Harbor - Near Bridgehampton

6 2
apartment , Noyack
This spacious home is located in Sag Harbor, just a short 10-minute drive from both Bridgehampton and Sag Harbor villages, and about 10 minutes from the beach. Guests rave about the excellent user ratings and the peaceful, private atmosphere of this rental. This 6-bedroom, 5-bathroom residence provides ample space for up to 20 guests to enjoy a comfortable stay. The home offers a range of amenities, including a private pool, a fully equipped kitchen, and access to outdoor activities like biking and water sports, making it an ideal choice for families and groups seeking a relaxing getaway.

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.

Cove View Manor Of Sag Harbor - Sag Harbor, NY
10 72 reviews
Sag Harbor, NY
10/13 – 10/19
$1785/nighttotal: $10710 (6 )

Cove View Manor Of Sag Harbor

3 1
apartment , Noyack
This Noyack apartment is located just a mile from Long Beach and Sag Harbor's town center, offering easy access to the area's attractions and amenities. The property has received excellent ratings from previous guests, highlighting its quality and appeal. This 3-bedroom, 3-bathroom home offers 2,000 square feet of comfortable living space. The apartment features a fully equipped kitchen, a private outdoor space with a pool and fireplace, and stunning water views from the wrap-around porch and upper deck.
Charming Cottage, New Heated Pool & Lev2 Car Charger. Near Eh, Sag H. & Beaches. - Sag Harbor, NY
10 1 review
Sag Harbor, NY
07/01 – 09/07
$1013/nighttotal: $68884 (68 )

Charming Cottage, New Heated Pool & Lev2 Car Charger. Near Eh, Sag H. & Beaches.

3 2
apartment , Northwest Harbor
This East Hampton vacation rental, located 2.5 miles from Sag Harbor and 4.2 miles from Easthampton, offers easy access to Main Beach (5.9 miles) and the bay (1.8 miles).
This three-bedroom, three-bathroom house boasts 1250 square feet of living space, a private heated pool, two home theaters, and a Level 2 EV charger, accommodating up to six guests and providing proximity to kayaking, snorkeling, hiking, and horse riding.
Best Sunsets In The Hamptons - Sag Harbor, NY
9.1 9 reviews
Sag Harbor, NY
07/06 – 07/13
$2073/nighttotal: $14511 (7 )

Best Sunsets In The Hamptons

1 2
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.
Luxury, Private, Gated Heated Pool, Hot Tub, Fenced In Property! Child Friendly! - Sag Harbor, NY
9.9 134 reviews
Sag Harbor, NY
07/17 – 07/19
$5364/nighttotal: $10728 (2 )

Luxury, Private, Gated Heated Pool, Hot Tub, Fenced In Property! Child Friendly!

6 1
apartment , Wainscott
This six-bedroom house is located in Wainscott, East Hampton, less than half a mile from Montauk Highway and a short distance from the beach. The property has excellent user, location, and cleanliness ratings.
This spacious home has a floor area of 2600 square feet and can accommodate up to 13 guests. The home offers a range of amenities, including a heated pool, hot tub, tennis court, fitness center, and a well-equipped kitchen, making it perfect for families and groups.

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.

Destinations nearby

Best Sag Harbor, NY vacation rentals with parking

Modern Sag Harbor Escape, Moments From The Water And Long Beach To View... - Sag Harbor, NY
8.6 4 reviews
Sag Harbor, NY
10/13 – 10/19
$643/nighttotal: $3858 (6 )

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

3 1
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.
Villa Xmart - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
07/31 – 08/03
$10637/nighttotal: $31911 (3 )

Villa Xmart - Luxury With Pool

5 4
house , Water Mill
Villa Xmart - Luxury with pool is located in Water Mill, just 17 miles from Montauk Point Lighthouse and 23 miles from Second House Museum.
This 3,000-square-foot villa features five bedrooms, accommodating up to 15 guests, and includes a private pool, a fully equipped kitchen, a bar, and room service for a comfortable and enjoyable stay.
Spacious 5-bedroom House With Water Views And 2 Houses From The Bay. - Sag Harbor, NY
Sag Harbor, NY
07/01 – 09/07
$4547/nighttotal: $309196 (68 )

Spacious 5-bedroom House With Water Views And 2 Houses From The Bay.

5 2
apartment , North Haven
This Sag Harbor vacation home, near Bay Street Theatre and the Sag Harbor Whaling and Historical Museum, offers easy access to Eastville Heritage House and Havens House.
This five-bedroom, six-bathroom house sleeps ten guests, boasting a private guest area, smart TVs in all bedrooms, a pool, and proximity to Sag Harbor attractions like BookHampton and Shelter Island.
Shelter Island 3 Bed 2 1/2 Bath, 1.3 Acres Private, Quiet Water View Bay Access. - Sag Harbor, NY
10 3 reviews
Sag Harbor, NY
07/01 – 09/07
$852/nighttotal: $57936 (68 )

Shelter Island 3 Bed 2 1/2 Bath, 1.3 Acres Private, Quiet Water View Bay Access.

3 2
apartment , Shelter Island Heights
This Shelter Island Heights home is located directly across the street from the association day dock and landing to West Neck Bay, offering waterfront views and easy access to the water. It's a short distance from Sunset Beach, Shell Beach, and Shelter Island Country Club. This property has received excellent user ratings.
The home has 3 bedrooms, 3 bathrooms, and can accommodate up to 6 guests in its 2,400 square feet of space. It offers a modern kitchen, a game room, a screened porch, a gas grill, and a fire pit, perfect for entertaining and enjoying the beautiful surroundings.

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.

Yellowstone In The Hamptons ~ One Of A Kind Secluded, Magical, 50-acre Paradise! - Sag Harbor, NY
10 20 reviews
Sag Harbor, NY
07/28 – 08/01
$4784/nighttotal: $19136 (4 )

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

4 4
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.
Private Wainscott Oasis | Heated Pool | Near Beach - Sag Harbor, NY
10 5 reviews
Sag Harbor, NY
07/28 – 08/01
$1975/nighttotal: $7900 (4 )

Private Wainscott Oasis | Heated Pool | Near Beach

1 4
apartment , Wainscott
This Wainscott rental house is situated on nearly an acre of land, offering a secluded retreat between East Hampton and Sag Harbor, just minutes from the Atlantic Ocean beaches.
This 3-bedroom, 2-bathroom home accommodates up to 8 guests and features a private heated gunite pool, a modern kitchen with professional-grade appliances, central air conditioning, and a detached 2-car garage.
Serene East Hampton Escape - Stars Forest Sauna - Sag Harbor, NY
10 142 reviews
Sag Harbor, NY
08/10 – 08/14
$3221/nighttotal: $12884 (4 )

Serene East Hampton Escape - Stars Forest Sauna

1 5
apartment , Wainscott
This four-bedroom apartment is located just five minutes east of Wainscott, a short drive from East Hampton Village, East Hampton Airport/Train Station, and the ocean beaches. The apartment has excellent ratings for user experience, location, and cleanliness.
This rental offers a spacious, modern living space with a contemporary kitchen, hardwood floors, and a freestanding soaking bath, perfect for a group of eight. Guests can enjoy a private pool and hot tub, along with a tranquil wooded setting.
Central Private Bridgehampton Home - Sag Harbor, NY
9.9 101 reviews
Sag Harbor, NY
07/01 – 09/07
$2319/nighttotal: $157692 (68 )

Central Private Bridgehampton Home

3 2
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.

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.

Sag Harbor Water View W Dock 1.5ml From Town - Sag Harbor, NY
Sag Harbor, NY
08/10 – 08/14
$7665/nighttotal: $30660 (4 )

Sag Harbor Water View W Dock 1.5ml From Town

5 5
apartment , Noyack
Haven On Glynn By Rove Travel | 3br Coastal Luxury - Sag Harbor, NY
Sag Harbor, NY
10/13 – 10/19
$1542/nighttotal: $9252 (6 )

Haven On Glynn By Rove Travel | 3br Coastal Luxury

3 1
apartment , Shelter Island Heights
4 Bedroom Waterfront. Boaters And Beachcombers Paradise In Idyllic Noyac. - Sag Harbor, NY
Sag Harbor, NY
07/01 – 09/07
$1701/nighttotal: $115668 (68 )

4 Bedroom Waterfront. Boaters And Beachcombers Paradise In Idyllic Noyac.

4 2
apartment , Noyack
Sag Harbor Village Waterfront Cottage - Sag Harbor, NY
9.6 5 reviews
Sag Harbor, NY
10/13 – 10/19
$928/nighttotal: $5568 (6 )

Sag Harbor Village Waterfront Cottage

1 1
apartment , Sag Harbor

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.

Sag Harbor Village Chic With Water Views - Sag Harbor, NY
9.7 92 reviews
Sag Harbor, NY
10/13 – 10/19
$2388/nighttotal: $14328 (6 )

Sag Harbor Village Chic With Water Views

3 1
apartment , Sag Harbor

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.

Villa Kimaal - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
07/01 – 09/07
$17288/nighttotal: $1175584 (68 )

Villa Kimaal - Luxury With Pool

5 2
house , Noyack
Villa Burak - Luxury With Pool - Sag Harbor, NY
Sag Harbor, NY
07/01 – 09/07
$2261/nighttotal: $153748 (68 )

Villa Burak - Luxury With Pool

6 2
house , Bridgehampton
Bridgehampton Estate, Private Tennis, Minutes From Ocean Beaches - Sag Harbor, NY
10 45 reviews
Sag Harbor, NY
08/10 – 08/14
$5065/nighttotal: $20260 (4 )

Bridgehampton Estate, Private Tennis, Minutes From Ocean Beaches

5 5
apartment , Bridgehampton
Modern In North Haven - Sag Harbor, NY
Sag Harbor, NY
07/01 – 09/07
$9831/nighttotal: $668508 (68 )

Modern In North Haven

1 2
apartment , North Haven
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