Cottage vacation rentals in The Hamptons
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Top-rated cottage rentals in The Hamptons
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for The Hamptons cottage rentals
Cottage rentals with a hot tub
Cottage in Hampton Bays
5 out of 5 average rating, 15 reviewsBay Breeze Retreat, a 7-minute door-to-shore walk
Our stay at Sandeep and Shobana’s place was fantastic! The house was clean, spacious, and very well cared for. The information provided by the host made the stay smooth and incredibly enjoyable. So many great recommendations! The house was close to so many great places - the walkable beach, delicious restaurants and short drive to vineyards. The hosts were helpful and responsive, and I would recommend this home to anyone looking to stay in Hampton Bays. My friends and I had a great weekend thanks to Sandeep and Shobana and their beautiful home!
Cottage in East Hampton
5 out of 5 average rating, 3 reviewsEast Hampton: Close to The Village and The Beach
I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!
Cottage in Cutchogue
4.69 out of 5 average rating, 194 reviewsLovely 2 BR Beach House No. Shore
Great spot for a long weekend! Wonderful location close to the beach and local wineries. Richard was a great host offering lots of recommendations and clear instructions for check in and using available amenities.
Cottage in Amagansett
4.86 out of 5 average rating, 21 reviews4 Br Beach House; Short Walk to Beach!
We had an amazing weekend here! The house is clean and spacious with a great outdoor space and hot tub. John is also super responsive and accommodating. ⭐️⭐️⭐️⭐️⭐️
Cottage in Bellport
5 out of 5 average rating, 9 reviewsBellport Inn, Charming Cottage in the Village!
Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!
Private room in Hampton Bays
4.8 out of 5 average rating, 97 reviewsPrivate Room in the House that Art Built
The place was charming, quaint, and exactly as described. It had a cozy vibe that made it feel like a home away from home. The location was perfect, with easy access to everything I needed. The host was incredibly responsive and helpful throughout my stay. Highly recommend this spot for anyone looking for an enjoyable experience!
Cottage in Bridgehampton
4.97 out of 5 average rating, 69 reviewsBridgehampton Cottage Close to Town, South of HWY
Beautifully located house, private and serene. Andrew was a great host!
Cottage in Bellport
4.93 out of 5 average rating, 27 reviewsRenovated Historic Cottage w/ Pool Bellport Vllage
Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!
Pet-friendly cottage rentals
Cottage in Southampton
4.93 out of 5 average rating, 46 reviewsSouthampton Village Cottage
We absolutely loved Michael's cottage. It is a ~15 minute walk from the village and is on a quiet street. The cottage feels like a beach house but is very well appointed and homey. We loved our stay and would absolutely stay here again!
Cottage in East Hampton
5 out of 5 average rating, 36 reviewsChic cottage on lush, secluded acre by the beach.
We absolutely loved Mischa’s place. We loved walking to the park and shore nearby. The rooms were clean and comfortable. Love the minimal style. We’d definitely love to come back..!
Cottage in East Hampton
5 out of 5 average rating, 13 reviewsBright Zen Beach Cottage, Pool Access, EV Charger
Jami was a wonderful host! She gave us great recommendations for the area and we had a blast trying out the places on her list! Jami gave us a list of people who we could contact if we ran into any issues, and we always felt well cared for! The location is so beautiful and tranquil, and I love the home design. Stay here is you are a Serena and Lily fan! We were here for a babymoon in June (at 8 months) and it was the absolute perfect destination with amazing cool weather! We want to come back every year - and bring our extended family with us next time to rent the entire property!
Cottage in Shelter Island
4.96 out of 5 average rating, 104 reviews3 Bedroom Cottage Gem
This is the absolute perfect home for a get away. Everything you need and more is provided. The home is gorgeous, well decorated, and extremely clean. It is even better than the pictures. It feels like a real home, with luxury and artistic touches, not a generically decorated place. Location is perfect, close to it all and still very private. Christopher is an excellent host, responsive, helpful, and gives you your privacy. I can't recommend staying here enough.
Cottage in Bridgehampton
4.85 out of 5 average rating, 86 reviewsWoodstove Cottage 3minute walk Bridgehampton town
We had a great stay, visiting the area with our two kids. The house is walking distance to cafes, as well as a wonderful local library that our kids loved. Easy access to the beach, and other beautiful attractions. The house itself is homey and compact, but plenty of space for the four of us. Communication was clear and easy, would definitely recommend!
Cottage in Amagansett
4.93 out of 5 average rating, 85 reviewsAmagansett Dunes Gem
Judy’s home is spectacular. A cozy home with wonderful amenities and walking distance from the beach. Communicating with Judy was a breeze and my family looks forward to speaking with her and staying again in the future.
Cottage in Montauk
4.92 out of 5 average rating, 158 reviewsMontauk Cottage Escape
Can’t say enough great things about our stay. Weather cooperated for us and our accommodations were exactly what we were looking for. Clean, perfect layout, close to downtown. Thank you for letting us use your house.
Cottage in Hampton Bays
5 out of 5 average rating, 31 reviewswalk to bay, woods cottage
We had the most wonderful and peaceful fall weekend at Brooke’s cozy cottage to celebrate our anniversary, and it was truly unforgettable! The cottage itself is beautifully decorated and felt like a warm home away from home. Brooke went above and beyond to make our stay special, leaving us complimentary champagne and wine to kick off our celebration. The location was perfect for enjoying the crisp fall air and stunning foliage, providing the peaceful retreat we were hoping for. We can’t recommend this place enough and will definitely be back for another stay!
Private cottage rentals
Cottage in Laurel
4.75 out of 5 average rating, 306 reviewsNorth Fork Cottage
Location is fantastic. Very easy to get around all areas on the north fork. We stayed as a family of 4 and there was plenty of room. Rich was highly responsive. Overall a great stay for a long weekend.
Cottage in Hampton Bays
4.95 out of 5 average rating, 65 reviewsHamptons Cottage.
Thanks Ana Stay in touch
Cottage in Miller Place
4.99 out of 5 average rating, 104 reviewsCozy Country Cottage #2
The place was spacious, very comfortable, modern and had everything you could ask for. The neighborhood is quiet with a fantastic beach nearby with great sunset views. Rob was a great, responsive host. I would stay here again without hesitation. Wonderful stay!
Cottage in Sag Harbor
4.98 out of 5 average rating, 106 reviewsSag Harbor Cottage
I stayed for 17 nights during September. Would highly recommend Katharine’s charming beach cottage to any traveler looking to spend time in Sag Harbor. The home is full of light. Spent many evenings enjoying dinner outside on the deck. I didn’t have a car but I brought my bike from the city. The walk into the main Sag Harbor village takes 35 mins, or 10 mins bike.
Cottage in Yaphank
4.85 out of 5 average rating, 55 reviewsBeautiful Waterfront Cottage
We stayed at Walter's place for a month and it was perfect and had everything we needed. It was clean and comfortable. The back garden was big and beautiful. Would definitely recommend it.
Cottage in Milford
4.84 out of 5 average rating, 75 reviewsCheerful 3 Bedroom Cottage with Fire Place
Amazing place with amazing views, the location just cant be beat. And the place is stocked with all the comforts you need to make you feel at home. Thank you Jonathan for quick replies when we had questions and concerns. We love this place, peaceful and calm neighborhood and hope to return at sometime.
Cottage in East Patchogue
4.89 out of 5 average rating, 57 reviewsBellport Beach Estates Private Cottage with Pool
The house was so peaceful and quiet. The deer were just walking around and calming to watch! The backyard is better than the pictures and would stay there again! My only issue was with the lack of privacy in the house. The doors are similar to shutters to allow airflow, but you could here everyone in all the rooms. Not a huge deal unless you have loud kids!
Cottage in Cutchogue
5 out of 5 average rating, 24 reviewsThe Bay Breeze
We had a wonderful stay at Daniel’s home in Cutchogue. It was our second stay at one of his properties, and it did not disappoint. The house is just as described, clean and well stocked, and makes for a wonderful landing spot when exploring the North Fork.
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