House holiday rentals in Montauk

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Popular amenities for house rentals in Montauk

House rentals with a pool

Guest favourite
Home in East Hampton
4.92 out of 5 average rating, 112 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars4 days 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, 109 reviews

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

SteveRating, 5 stars3 weeks 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
4.88 out of 5 average rating, 78 reviews

Chic, private home minutes to the best attractions

LinaRating, 5 stars3 weeks ago
Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.
Guest favourite
Home in Southampton
4.92 out of 5 average rating, 105 reviews

Classic Southampton Village Home w/ Pool

YoshimiRating, 5 stars3 weeks ago
My husband and I had a lovely stay. The house was exactly as you see in the photos and located on a quiet, tree-lined street, an easy walk to restaurants and stores. We were blessed with beautiful weather and particularly enjoyed the sun-lit rooms in the morning. Great mattress, nicely renovated bathrooms, and very clean. It was too early for the pool but my husband enjoyed sunning on the pool deck. Overall, we really felt you couldn’t beat the location. Highly recommend.
Guest favourite
Home in Manorville
4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

SolomonRating, 5 stars1 month ago
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 151 reviews

Secluded Farmhouse - Studio Apartment Style Unit

LeslieRating, 5 stars2 weeks ago
Jessica's place was serene and exactly what we were looking for during our long weekend in the North Fork. Great communication!
Guest favourite
Home in Sag Harbor
4.86 out of 5 average rating, 266 reviews

Exclusive Sag Harbor Compound

RobertRating, 5 stars3 weeks ago
Benjamins place was a wonderful stay for our family. Coming from the City it was amazing to have so much grass with peace and quiet. It is a short walk to the Main Street and Sag Harbor downtown. We had planned to go out and enjoy some activities during the couple of days we stayed but instead found the place so relaxing we spent most of it in the home. The separate house was nice for a master bedroom and quiet. We would highly recommend this house to anyone wanting to have a relaxing and quiet vacation in the Hamptons near Sag Harbor. Hope to be back again!
Guest favourite
Home in East Hampton
5 out of 5 average rating, 21 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

MeganRating, 5 stars1 month ago
Beautiful home, really well stocked and super comfortable. Warm, clean and lots of amenities. Comfortable beds, good showers, big lovely kitchen. Lots of space. We had a great stay. Thanks :)

Weekly house rentals

Superhost
Home in East Hampton
4.63 out of 5 average rating, 94 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.
Guest favourite
Home in Amagansett
4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

DanielleRating, 5 stars9 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!
Top guest favourite
Home in Montauk
4.98 out of 5 average rating, 45 reviews

Montauk Summer Getaway - Steps to Private Beach

GabriellaRating, 5 stars4 days ago
Karen and Rob were wonderful hosts. Everything was clean, and the beds were so comfortable!! Their place was perfect for our family of 4. The location was in a beautiful, quiet neighborhood with access to a private beach area. They had bikes for us to use and a cool basement with Centipede (the old video game). They were responsive when we had questions, and kindly offered to let us check out later since they had no booking on the day we were leaving. I would highly recommend their place to anyone.
Superhost
Home in Montauk
5 out of 5 average rating, 20 reviews

Family Friendly Designer 3bd Centrally Located

AmberRating, 5 stars21 months ago
We had a great stay in this lovely home. It was cute, clean and included everything we needed…plus some extras like a bottle of chilled rose upon arrival! I highly recommend this place for families or anyone looking for a quiet, stylish place to enjoy some time on Montauk.
Top guest favourite
Home in East Hampton
5 out of 5 average rating, 16 reviews

Enchanted Story Book Home

AndrewRating, 5 stars4 days ago
Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.
Superhost
Home in Hampton Bays
4.84 out of 5 average rating, 67 reviews

Hamptons Oceanfront Oasis

AladianRating, 5 stars1 day ago
Peace & tranquility! If you’re looking for some privacy with a view, I highly recommend!
Guest favourite
Home in Montauk
4.71 out of 5 average rating, 21 reviews

The Raffle Beach House

JenniferRating, 5 stars7 months ago
We must have passed the residence hundreds of times going out Montauk over the past 40 years. What a hidden gem. We were so fortunate to have the opportunity to stay at this location. The home was very well appointed, tidy and clean. What a gem of a home, even in the off season. We would love to return.
Guest favourite
Home in North Fork
5 out of 5 average rating, 16 reviews

Hang by the (Chel)SEA

JillRating, 5 stars1 week ago
Spent to my birthday here with my husband, dogs and toddler. Had my gender reveal birthday cake, outback under the sunset. Truly magical.✨ The backyard was ideal. Was able to tie the dogs to the deck with a 20 foot leash. It kept them contained to the backyard & away from beach goers on foot and other dogs. The dunes kept the backyard private you’re not staring at your neighbors. Felt so secluded. I also have some mobility issues and you couldn’t ask for an easier way to enjoy the beach & get your toes in the sand. The house & deck are spacious and easy to navigate with a walker. Was able to add extra days to our stay. Would 100% stay here again.

Private house rentals

Guest favourite
Home in Hampton Bays
4.94 out of 5 average rating, 17 reviews

Designer Home w/ Heated, Salt-Water Pool

KanwalRating, 5 stars2 weeks ago
Great spot. Easy to get to places. Comfortable. Great backyard + pool. We had a good time, zero complaints here. We are a family of 3 and found everything convenient.
Guest favourite
Home in Sag Harbor
4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

EleanorRating, 5 stars3 weeks ago
Anne Marie’s cottage was exactly as described right along w/the peaceful surroundings, lovely views of the water and close proximity to beach and town. She gave us recommendations for local gems, and we thoroughly enjoyed our time. We will certainly try to get back again. Cheers to the host 🥂
Guest favourite
Home in East Hampton
5 out of 5 average rating, 49 reviews

East Hampton Rental w/ Pool, Moments to Amenities

JessicaRating, 5 stars4 days 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++
Guest favourite
Home in Hampton Bays
4.97 out of 5 average rating, 59 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

MariaRating, 5 stars1 month ago
What a dream stay! From the get go Vanessa was responsive and helpful with the booking. Our Girls Gone MILD Bach trip needed a home that would keeps us in vs out and this GORGEOUS home with it’s beautiful garden and pool/jacuzzi/patio made it the most memorable stay. We loved playing board games in the living room and dining at that warm long table! The kitchen was fully equipped with everything we needed as well (plenty of wine glasses for all the Wolffer Rose we got) and don’t get me started on the book in the basement rooms. There were towels, beach gear, umbrellas, and all the things you could possibly need for an unexpected rainy day or to have a good time at the pool/beach! Also the walk to the public access to the private beach was a short walk through such lovely neighborhoods! I’m hoping to come back and stay here again! The girls and I loved waking up to the pristine garden views and the occasional bunny that would hop across the lawn! We were definitely sad to leave ˙◠˙
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 Montauk
4.95 out of 5 average rating, 37 reviews

Lake View & Access, Newly Renovated Montauk Oasis

RobertRating, 5 stars1 month ago
The house was beatiful our stay was fantastic great weekend thank you tabitha
Superhost
Home in Sag Harbor
4.88 out of 5 average rating, 93 reviews

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

SujataRating, 5 stars3 weeks ago
Neha is surprisingly super prompt and helpful with her responses. Her place has beautiful views, is calm and easy to locate. The furnishings are great too
Top guest favourite
Home in Sag Harbor
5 out of 5 average rating, 17 reviews

Sag Harbor Village Waterfront

PeterRating, 5 stars1 month ago
This is a very clean and comfortable house with good quality linen and towels. There is minimal clutter and the place is well furnished with everything you need in the kitchen. The house gives off very good vibes. The view from the French windows across the deck to the little bay is exquisite. All in all, highly recommended.

Quick stats about house rentals in Montauk

  • Total rentals

    460 properties

  • Nightly prices starting at

    ₹856 before taxes and fees

  • Total number of reviews

    7.3K reviews

  • Family-friendly rentals

    420 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    140 properties have a pool

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