House holiday rentals in Sag Harbor

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Popular amenities for Sag Harbor house rentals

House rentals with a pool

Guest favourite
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

SteveRating, 5 stars1 month ago
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.
Guest favourite
Home in East Hampton
5 out of 5 average rating, 23 reviews

East hampton 3 bedroom home w/ pool great location

JasonRating, 5 stars3 days ago
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!
Guest favourite
Home in Hampton Bays
4.96 out of 5 average rating, 107 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

RolandaRating, 5 stars2 weeks ago
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.
Superhost
Home in East Hampton
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars9 months ago
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
Guest favourite
Home in East Hampton
4.89 out of 5 average rating, 79 reviews

Private Hamptons oasis with pool, 1 block to water

IsabelRating, 5 stars4 weeks ago
Beautiful home worth the stay
Superhost
Home in East Hampton
4.88 out of 5 average rating, 48 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

ChrisRating, 5 stars2 weeks ago
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.
Guest favourite
Home in East Hampton
4.94 out of 5 average rating, 164 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

BenRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Southampton
4.93 out of 5 average rating, 30 reviews

Charming Village home in the heart of Southampton

BridgetRating, 5 stars5 months ago
An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!

Weekly house rentals

Superhost
Home in East Hampton
4.63 out of 5 average rating, 95 reviews

Sun-drenched retreat with private beach pass

MelaniRating, 5 stars1 month ago
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.
Superhost
Home in East Hampton
5 out of 5 average rating, 3 reviews

New Modern Minimalist Zen Den

BradleyRating, 5 stars17 months ago
Dan was great. Was responsive when I had a question and reached out to check in. Home was beautiful. Would definitely stay again.
Superhost
Home in East Hampton
4.89 out of 5 average rating, 38 reviews

⭐Walk to the Village ❤ of East Hampton

AndreaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Southampton
4.99 out of 5 average rating, 70 reviews

Southampton Beachy-Zen Cottage- walk to beach!

DavidRating, 5 stars1 month ago
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.
Top Guest favourite
Home in East Hampton
5 out of 5 average rating, 18 reviews

Enchanted Story Book Home

Jessie & BenRating, 5 starstoday
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.
Guest favourite
Home in East Hampton
5 out of 5 average rating, 50 reviews

East Hampton Rental w/ Pool, Moments to Amenities

JessicaRating, 5 stars2 weeks ago
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++
Top Guest favourite
Home in East Hampton
5 out of 5 average rating, 40 reviews

Stunning Central E. Hampton Home w/ gunite pool.

GencRating, 5 stars1 week ago
We had an amazing stay as usual. Thank you for allowing us to use this wonderful home.
Superhost
Home in Hampton Bays
4.83 out of 5 average rating, 71 reviews

Hamptons Oceanfront Oasis

JonathanRating, 5 stars1 day ago
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

Guest favourite
Home in Sag Harbor
4.93 out of 5 average rating, 15 reviews

Sag Harbor Historic Village

StephanieRating, 5 stars2 months ago
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!
Top Guest favourite
Home in Sag Harbor
4.97 out of 5 average rating, 197 reviews

Sag Harbor home away from home

SueRating, 5 stars1 week ago
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.
Home in East Hampton
4.91 out of 5 average rating, 180 reviews

Stylish Escape w/ Pool, Fire Pit + Near Beach

SamuelRating, 5 stars2 weeks ago
Nice host, beautiful property, nice quiet escape for the weekend!
Home in Sag Harbor
4.9 out of 5 average rating, 99 reviews

Walk to Village Sag Harbor Victorian

SionnaRating, 5 stars1 month ago
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!
Home in Sag Harbor
5 out of 5 average rating, 4 reviews

Sag Harbor Private Spa & Healing Oasis

TatyanaRating, 5 stars9 months ago
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
Superhost
Home in East Hampton
4.77 out of 5 average rating, 52 reviews

East Hampton: Clearwater Beach Pass

MeganRating, 5 stars1 month ago
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!
Superhost
Home in East Hampton
4.94 out of 5 average rating, 82 reviews

Oasis backyard, Pool, Gym, and Sunroom!

ThomasRating, 5 stars1 week ago
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.
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 88 reviews

Modern farmhouse w/ pool, beach, horses and winery

XiuRating, 5 stars2 weeks ago
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

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Sag Harbor
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