House holiday rentals in Sag Harbor

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Popular amenities for house rentals in Sag Harbor

House rentals with a pool

Guest favourite
Home in East Hampton
4.91 out of 5 average rating, 113 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars2 weeks ago
Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely be back!
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.
Superhost
Home in Hampton Bays
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
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
4.88 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 East Hampton
4.93 out of 5 average rating, 140 reviews

Walk to East Hampton Village & Ocean Beaches

BritteRating, 5 stars1 month ago
Ed was a great, communicative host, and the place was cozy for four of us during a week-long work trip!
Guest favourite
Home in East Hampton
4.85 out of 5 average rating, 33 reviews

Private East Hampton Estate

CloeRating, 5 stars3 weeks ago
We had a great time at Mark’s place! The backyard was quiet and beautiful - it was the perfect relaxing weekend for our group. We’d love to stay here again!

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
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 Montauk
5 out of 5 average rating, 32 reviews

Montauk Village

HeatherRating, 5 stars6 days ago
This home was perfection. In fact it was so perfect that upon first arrival I thought I was entering the lobby to a really nice apartment building but surprise surprise, we had the whole house. Clean is an understatement, the house was immaculate with every detail tended to. The style was quite modern which isn’t usually my preferred style, but I love a home that has interest and unique details and I felt that this home fit that category; I really loved the landscaping and cedar/wood shower in particular, the choice of artwork, and too many other details to mention here. Location was also quite convenient for walking downtown to shops and restaurants and the beach of course! Ashley was very sweet and thoughtful to leave us a chilled bottle of wine, MTK cups for outside and a nice heartfelt greeting card upon our arrival. Despite having rain for the entirety of our stay, we loved relaxing at the house. Also worth mentioning that this home was cheaper than a room at Gurneys! Thnx Ashley!
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 stars1 day ago
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
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
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!
Superhost
Home in Hampton Bays
4.83 out of 5 average rating, 72 reviews

Hamptons Oceanfront Oasis

JonathanRating, 5 stars2 days 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

Top guest favourite
Home in Montauk
5 out of 5 average rating, 77 reviews

3 BR/Pool. Walk to Beach & Town!

KevinRating, 5 stars6 days ago
Great hidden little gem in MTK, close to town. Perfect space inside, and out. Pet friendly was an extreme plus. Will be back.
Guest favourite
Home in East Hampton
4.9 out of 5 average rating, 20 reviews

4 BR/3BA Quiet Pool Home

AndreaRating, 5 stars1 month ago
The house is beautifully nestled on a quiet street. We spent five days at the house and very much enjoyed our time there. James was quite responsive to several questions that we had.
Top guest favourite
Home in Southampton
4.96 out of 5 average rating, 45 reviews

Spectacular Southampton Retreat!

VictoriaRating, 5 stars3 weeks ago
Daniel’s home was absolutely wonderful. Myself and my guests felt right at home, and we enjoyed every amenity of the home. His communication was great, and we would be happy to stay again with him/his property!
Superhost
Home in East Hampton
5 out of 5 average rating, 3 reviews

New Modern Minimalist Zen Den

BradleyRating, 5 stars18 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.
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 stars4 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!
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
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++
Superhost
Home in East Hampton
4.89 out of 5 average rating, 37 reviews

A chic renovated beach house!

AndreaRating, 5 stars2 weeks ago
Had a wonderful stay at Maher’s home for a long weekend. The house was spacious and comfortable and we really liked the location. The backyard has a nice deck and outdoor shower! Maher was extremely responsive and helpful all weekend. Would definitely stay here again!!

Quick stats about house rentals in Sag Harbor

  • Total rentals

    180 properties

  • Nightly prices starting at

    $128 SGD 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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