
House holiday rentals in Sag Harbor
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Top-rated house rentals in Sag Harbor
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Holiday rentals for every style
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Popular amenities for Sag Harbor house rentals
House rentals with a pool

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

East hampton 3 bedroom home w/ pool great location
Matt’s home is fantastic. Just a few minutes from Sag Harbor made it so wonderful because we love the quaintness of Sag. And also just 5 minutes from East Hampton. Great location. Excellent house and lot— beautiful pool and family had a great time. Matt was responsive, kind, made wonderful local recommendations (including awesome burger in Sag Harbor!)… definitely would stay again and highly recommend!

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Our hosts were amazing. They responded quickly. They were very welcoming to us and provided easy-to-follow instructions. The location was great and the house was lovely. I would definitely stay here again.

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back

Private Hamptons oasis with pool, 1 block to water
Beautiful home worth the stay

Cedar Hot Tub, Suana, Heated Pool walk to water
Our family had the most amazing weekend at this home. Benjamin was very responsive and accommodating. There was not a detail missed in the home and outdoor environments. Even though it rained we had a full day of entertainment at the home. You will not be disappointed.

1800 Historical East Hampton Home, 1 Mile to Town!
This was one of the most thoughtful airbnb experiences I have ever had. The attention to detail was extraordinary. Cindy provided everything you could need -- a perfectly stocked kitchen, umbrellas, sunscreen, bug spray, first aid, yard games, pool floats etc. The house was just as charming -- if not more charming -- than the pictures. Super private but also great location with proximity to a CVS, grocery store and main street in East Hampton. Cindy was also very communicative and laid everything out super clearly with great recommendations etc. We are already planning our next trip!

Charming Village home in the heart of Southampton
An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!
Weekly house rentals

Sun-drenched retreat with private beach pass
The house was so cozy and comfortable and well stocked. I didn't even miss not having a tv. there are games, records to play on the record player, and plenty of kitchen utensils and spices to experiment in the kitchen. I enjoyed relaxing by the fireplace and walking in the neighborhood. You will need a car to be able to access restaurants and shopping, but it was a short drive. It was exactly what I was hoping for and would return again.

New Modern Minimalist Zen Den
Dan was great. Was responsive when I had a question and reached out to check in. Home was beautiful. Would definitely stay again.

⭐Walk to the Village ❤ of East Hampton
Absolutely lovely little cottage in a very peaceful part of East Hampton even though it’s walkable to absolutely every restaurant and store in the E. Hampton Square. The hosts were wonderful and very helpful and responsive.

Southampton Beachy-Zen Cottage- walk to beach!
This is the second time we stayed at Kim’s. It was another pleasant experience. Kim is responsive and easy-going. Her home is welcoming and very dog-friendly. We love that Kim has beach access and it is walking distance. The convenience of her home being close to Southampton and Sag Harbor restaurants and shops is a plus. Thanks for having us, Kim. We will be back. xo - Dave, Sasha & Ginger.

Enchanted Story Book Home
We had a wonderful stay at Doug’s! We enjoyed the neighborhood of Springs within East Hampton. It was under 25 minutes’ drive to get to other parts of the Island as well, including Montauk and Sag Harbor. It’s close to a supermarket, tons of restaurants and shops, and of course the local beaches! The home itself was beautiful, spotless, and peaceful, with a fully fenced yard that our dogs very much enjoyed. We were grateful to have such a quiet, woodsy environment in the bustling summer Hamptons! We would love to come back.

East Hampton Rental w/ Pool, Moments to Amenities
This house was even better than I expected ! The pool was big. Perfect for a weekend with friends/family. Peaceful. House was well equipped with everything that we needed. Clean. Fast WiFi. Close to Sisi restaurant which is stunning. I enjoyed my stay here. Highly recommend it! A++

Stunning Central E. Hampton Home w/ gunite pool.
We had an amazing stay as usual. Thank you for allowing us to use this wonderful home.

Hamptons Oceanfront Oasis
cozy , quiet, and far enough from nyc youll feel youre in the countryside. fall asleep to the sound of the ocean. enjoy the morning sunrise with a cup of tea. will be back for sure. accommodates 2
Private house rentals

Sag Harbor Historic Village
Hillary’s home was a dream! So clean, stylish and super functional for a sag harbor stay. Walkable to everything in town if you like. Hillary is an awesome host. Very proactive, greets you and shows you the ropes and easily on hand if you need anything but you have totally privacy as well. Had everything we needed and then some. Will definitely be back!

Sag Harbor home away from home
We are repeat customers to Fran's house. It is perfect for us. Fran is a wonderful hostess. She is friendly, highly responsive and helpful. The house is pristine and very comfortable. We look forward to coming back year after year. It has everything you could want in a vacation rental.

Stylish Escape w/ Pool, Fire Pit + Near Beach
Nice host, beautiful property, nice quiet escape for the weekend!

Walk to Village Sag Harbor Victorian
Heather's home was perfect for our long weekend in Sag Harbor. It was walkable to town, clean and well-stocked. Heather was a fabulous host and was super communicative and flexible with check-in/out time which was very appreciated. Would highly recommend!

Sag Harbor Private Spa & Healing Oasis
We had a very pleasant vacation in Bruce’s beautiful home. Bruce is a great host and very communicative. The place is well equipped with everything to make a comfortable stay. The backyard is fenced and private. We didn’t use a sauna but the pool is very refreshing. It is a short drive to Sag Harbor restaurants and bay beaches. It is a great place to relax and avoid NYC summer heat

East Hampton: Clearwater Beach Pass
My friends and I booked Renee’s place for a relaxing getaway weekend. The house was exactly what we needed, clean, private, and full of everything we needed. Renee was responsive and flexible and overall just a wonderful host. We would stay here again in a heartbeat!

Oasis backyard, Pool, Gym, and Sunroom!
Carl was great to work with and responsive with questions and changes that we needed to make to our reservation. The house served our needs and we were a small group of people just needing a place to be before we explored the area. Thanks Carl.

Modern farmhouse w/ pool, beach, horses and winery
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!
Quick stats about house rentals in Sag Harbor
Total rentals
180 properties
Nightly prices starting at
$167 NZD before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
90 properties have a pool
Destinations to explore
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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach
- Connetquot River State Park Preserve
- Wildemere Beach
- Cedar Beach