House vacation rentals in Sag Harbor

Find and book unique houses on Airbnb

Top-rated house rentals in Sag Harbor

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Superhost

A spacious backyard is featured, showcasing a well-maintained lawn, a volleyball/badminton net, and a pool surrounded by landscaping. The home is visible in the background, framed by trees that display seasonal foliage under a clear blue sky.

Home in Hampton Bays

4.77 out of 5 average rating, 84 reviews

Hamptons Retreat | Pool, Volleyball, Jacuzzi

Charming 4-bedroom, 2-bath home in a quiet neighborhood! All bedrooms are upstairs, featuring a spacious master with ample closet space. The fully equipped kitchen is perfect for cozy nights in. Step outside to a large private yard with a volleyball/badminton net, pool, and hot tub—ideal for relaxation and fun. Enjoy two indoor lounging areas and a lovely outdoor patio. Just a 10-minute drive to the ocean and walking distance to town, restaurants, and shops. Pool available Memorial Day-Labor Day

Top guest favorite

A stylish dining area is highlighted by a round table paired with modern chairs beneath a vibrant artwork. Natural light filters through large windows, providing a view of the outdoors. A cabinet with decorative items adds character to the inviting space.

Home in North Fork

5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Guest favorite

The entrance of the home is framed by white, picket fencing and vibrant floral landscaping. A covered porch with classic columns supports a welcoming entrance. The door features decorative glass elements, providing an inviting touch to the exterior.

Home in North Fork

4.98 out of 5 average rating, 100 reviews

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

Top guest favorite

A spacious gourmet kitchen is equipped with white cabinetry and a large island featuring a light-colored countertop. Pendant lights hang above the island, and stainless steel appliances are visible in the background, complemented by a tile backsplash and modern fixtures throughout.

Home in North Fork

4.94 out of 5 average rating, 33 reviews

Luxury by the Sea!!

Your search 👀 is over! Brand New 🔨 Construction. Charming, luxurious, private, comfortable Beach 🏖 House. This home is beautifully designed with too many architectural details to list. Property is fully furnished 🛋 with no detail spared . Open floor plan, spacious great room with gas fire place and flat screen, gourmet eat 🍝 in kitchen with large island is a wonderful place to entertain 🥂. Brand new washer/dryer, butlers pantry and mud room. Where the country meets the sea 🌊

Guest favorite

An open floor plan showcases a stylish living area with a comfortable seating arrangement and a large area rug featuring subtle blue tones. Natural light fills the space, highlighting the decorative elements and providing a cozy yet modern atmosphere. A smart TV is mounted on the wall.

Home in Hampton Bays

4.92 out of 5 average rating, 119 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

Guest favorite

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in North Fork

4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Guest favorite

A spacious living room features a large sectional sofa adorned with colorful cushions, offering comfort and relaxation. A sleek television is mounted on the wall, while natural light streams through wide windows, illuminating a wooden coffee table and a decorative fireplace in the corner.

Home in Mastic

4.88 out of 5 average rating, 102 reviews

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Guest favorite

A modern addition with large glass walls is depicted, providing views of a spacious deck and surrounding greenery. A dining area with wooden chairs sits adjacent to a hot tub, while the original cottage features windows revealing cozy interior spaces.

Home in East Hampton

5 out of 5 average rating, 16 reviews

Captains Quarters | July avail!

Charming traditional & at the same modern cottage with hot tub and sauna, and a fireplace inside create a peaceful and private ambiance in close proximity to the waters of Three Mile Harbor. Located on a tranquil country lane this house lets you enjoy the serene and picturesque Springs neighborhood year-round. Child friendly with fun playhouse structure and Zip line. The landscaped garden is fully fenced in and pet friendly.

Superhost

A rocky shoreline is framed by a silhouetted tree against a colorful sunset. Clouds display shades of pink and orange as the sun sets over the water, creating a serene atmosphere. The beach area offers a peaceful view of nature.

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

Top guest favorite

An open-concept living space is highlighted by a wooden dining table set with neutral décor. A comfortable seating area features a dark couch and large windows allowing natural light. Ceiling fans provide airflow in this bright and airy environment.

Home in North Fork

4.98 out of 5 average rating, 179 reviews

Greenport Village walking distance to all

Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.

Top guest favorite

An outdoor seating area features two cushioned chairs and a matching ottoman on a white deck. A planter with greenery is positioned nearby, complemented by the natural backdrop of tall plants, creating a serene space for relaxation.

Home in Southampton

4.94 out of 5 average rating, 63 reviews

Charming Southampton Home

Charming four bedroom house south of hwy. with water views located five minutes from beach and town. Walking distance from Shinnecock Hills Golf Club. Recently renovated featuring open space concept, maple floors and updated kitchen. Family and friends refer to it as the "Happy House" & it is!

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What guests are saying

Sunny little house in beach community!

4.74 out of 5 average rating, 62 reviews6 months ago

I cannot say enough good things about this place! Myself and 5 others were working in the area and needed a place to stay for two months and we could not have found a better home. It is in an unbelievable location walking distance to the beach, safe, private and truly was a summer we will never forget. Cannot say enough good things about Mariah and her family as well. Can only hope to be back in the future and I would give 100 stars if I could! Thank you thank you thank you ❤️🫶🏻

Home in Center Moriches

What guests are saying

Summer Retreat at the beach , enjoy Wine Country

4.81 out of 5 average rating, 90 reviews4 months ago

We had a great stay. The house was warm and inviting. Very peaceful and quiet. Plenty of room for the family. Very easy to get to and very close to downtown. I would highly recommend!!! Steve was very friendly and responsive to all our needs!

Home in North Fork

What guests are saying

Amagansett, Waterfront retreat

4.93 out of 5 average rating, 14 reviews7 months ago

My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

Home in Amagansett

What guests are saying

The Sandy Shack - Coastal Escape

4.9 out of 5 average rating, 21 reviews6 days ago

As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!

Home in North Fork

What guests are saying

Greenport Village-sunny 3 bedroom/3 full baths

4.94 out of 5 average rating, 62 reviews5 months ago

Cassie’s place was adorable! Cozy and clean and just as described. We were a group of 4 women on LI for a girls weekend and the house was perfect for us. Plenty of space and bedrooms/baths. We walked into the town of Greenport a few times and loved the shops and restaurants. Cassie was always quick to respond to any questions or concerns. Would definitely stay here again!

Home in North Fork

What guests are saying

Private Beach access along the Wine Trail

4.92 out of 5 average rating, 12 reviews1 month ago

I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!

Home in North Fork

What guests are saying

Secluded Luxury: New Gunite Pool, Walk to Bay

5 out of 5 average rating, 19 reviews5 months ago

Dewey and Rachelle were some of the loveliest, most friendly, and communicative hosts we've been fortunate to have. We had a wonderful stay and enjoyed the comfortable and cozy home. The kitchen is absolutely gorgeous and was fully stocked to cook meals for evenings when we stayed in. The location is absolutely perfect if you're seeking a quieter area of the Hamptons and is just a minute away from the most amazing dog park in New York - Spring's Park... and just down the road from Round Swamp Farm which had the most delicious produce, baked goods, and prepared meals. We're so grateful for this rejuvenating stay and look forward to coming back - thank you so much Dewey and Rachelle!

Home in East Hampton

What guests are saying

In-Town Charming Westhampton Village Beach House

4.94 out of 5 average rating, 68 reviews6 months ago

Could not say enough great things about this stay! The location could not have been better, and offered a quick and convenient walk into Westhamton Beach. The home itself was private and peaceful, and accurate to what the listing stated. Noelle was extremely friendly and made the entire process seamless. She was kind enough to offer suggestions about the area and was extremely responsive to any questions we had. I hope to visit again!

Home in Westhampton Beach

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