Waterfront vacation rentals in The Hamptons
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Top-rated waterfront rentals in The Hamptons
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
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Popular amenities for The Hamptons waterfront rentals
Waterfront apartment rentals
Rental unit in Montauk
5 out of 5 average rating, 6 reviewsUpdated 4 Bed, 1 Bedroom Waterfront Condo
We had an amazing stay! Beautiful condo the decor is spotless & the outdoor deck is a huge bonus. Watching the sunset or having coffee in the morning really lade the stay even more relaxing. I cant wait to go back. :)
Rental unit in Milford
5 out of 5 average rating, 5 reviewsCT Peak Foliage Mid-Week Special Tues-Th *$500
Almost everything is brand new and clean the kitchen was beautiful and there was so much space. There was a cat I’m not sure if it was a stray but it was adorable and would come around for pets. Overall amazing stay!
Rental unit in Montauk
4.94 out of 5 average rating, 87 reviewsPeaceful Montauk.
Greg’s place is absolutely beautiful, private, and feels just like home. My girlfriend and I had the most magical experience and enjoyed spectacular sunsets and even northern lights on the private beach which was accessible steps away from our door. Greg was very friendly and had excellent recommendations for places to eat and things to do in the montauk area. Highly recommend!
Rental unit in Bridgeport
4.56 out of 5 average rating, 68 reviewsHistoric Brownstone Close to Beach & Amphitheater
Faith is incredibly responsive and her place is convenient walking distance to the train and ferry. We were here for parents weekend at Fairfield U so didn’t have time to explore her suggestions but maybe next time. Thank you for a great stay!
Rental unit in Greenport
4.77 out of 5 average rating, 13 reviewsDeluxe One King | Yoga. Free Breakfast
Loved staying here! Super peaceful and relaxing, if you long the beach! This is a must stay
Rental unit in Southampton
5 out of 5 average rating, 6 reviewsSugarloaf Annex
We loved staying at Nick’s while in Southampton! The property is quiet and private, with a short walk to the bay. The inside was clean and well furnished. We loved that it was pet friendly- there was a $50 pet fee which we didn’t know about when booking but we were happy to pay given how great the property was. We’d happily stay again!
Rental unit in Greenport
4.78 out of 5 average rating, 315 reviewsAmazing Greenport Village Apartment in CENTER!
It was a great place to stay for a large group looking to have a good time. The location is perfect in town and can’t be beat. The noise from the bar downstairs can make it tough to sleep before 1 am on the weekends but overall everything was great.
Rental unit in Montauk
5 out of 5 average rating, 8 reviewsOceanfront Corner Studio Bungalow on the beach
My stay here was a perfect respite away from the hustle and bustle of everyday life. Tucked away in the dunes, very short walk to access the beach, quick ride into downtown Montauk, and private. Very beautiful place and I will definitely be back. Thank you again!
Waterfront house rentals
Home in Montauk
4.97 out of 5 average rating, 32 reviewsMontauk Waterfront Retreat w/2 fireplaces
Beautiful home, views and very responsive host! We will be back!
Home in Port Jefferson
4.79 out of 5 average rating, 291 reviewsThe Hilltop Harborview
I loved this little red house in Port Jefferson! There’s a cute town nearby, and we visited a winery about 30 minutes away—such a great spot! It’s called Baiting Hollow. Just to clarify, though, there are 4 beds, not 8, but it still sleeps 8 people. I do wish it had more bathrooms—1.5 for 8 people can feel a bit tight.
Home in Mastic Beach
5 out of 5 average rating, 31 reviewsMastic Beach Surf House
Very cute home in a small coastal neighborhood across from Fire Island. We had a great stay as two families with three kids combined. It was a fun and easy break from the city, and a great base for exploring more of Long Island, including the Hamptons. Definitely bring bug spray though-- the mosquitos reminded me of Jumanji in both size and tenacity.
Home in Montauk
5 out of 5 average rating, 29 reviewsHouse on Napeague Harbor, Amagansett
We had a wonderful stay at Harbor House. The view of Napeague Harbor is gorgeous and the sunsets are just next level spectacular. The kitchen is well equipped for cooking in and the furnishings are very comfortable. The location is great halfway between Amagansett and Montaik. We have rented so many homes over the years, but Rod’s house is by far in the most gorgeous setting. We cannot wait to return.
Home in Greenport
4.93 out of 5 average rating, 102 reviewsMaritime Village Getaway with Backyard
We loved how even though it was a charming old house, it had many modern amenities for a comfortable guest experience. The host was very responsive and friendly. Short walk into town with lots of shopping and restaurants. It was also close to multiple wedding venues and wineries. It’s a great lodging option for work or recreational visit.
Home in Greenport
4.91 out of 5 average rating, 11 reviewsSound Front Home with Pool and Outdoor Shower
This house is simply magical, and Alex is an outstanding host! Every detail was perfection. I can’t wait to go back!
Home in Bayport
4.83 out of 5 average rating, 161 reviewsExquisite spacious waterfront all modern-sleeps 8
We spent a week at Joe‘s house and couldn’t be happier. The house, property, and surrounding area was amazing. Everything was super clean, and you won’t find a spot like this anywhere else. The master bathroom is incredible. Already trying to figure out how I can replicate that shower in my own house lol. would recommend this place 100%
Home in East Hampton
4.88 out of 5 average rating, 33 reviewsEast Hampton Estate-POOL HOT TUB+Ocean
We had an absolutely wonderful stay at Ashley's home. The house itself is stunning, with beautiful decor and a welcoming ambiance that made us feel right at home from the moment we arrived. Ashley was an exceptional host—friendly, responsive, and truly hospitable. She made sure we had everything we needed for a comfortable stay and went above and beyond to ensure our visit was memorable. The location is perfect for exploring all that East Hampton has to offer, yet the home is tucked away enough to provide a peaceful retreat. We couldn’t have asked for a better experience and would highly recommend this property to anyone looking for a luxurious and tranquil getaway. Thank you, Ashley, for sharing your beautiful home with us!
Waterfront condo rentals
Condo in Greenport
4.82 out of 5 average rating, 96 reviewsBeautiful condo on Long Islands Northfolk
This was a lovely place to stay, clean and perfectly located for our little staycation. So close to Greenport and several wineries! Would definitely stay again.
Condo in Montauk
5 out of 5 average rating, 19 reviewsSun N Sound Resort, Montauk, NY
My wife and I had a great relaxing stay. Everything you needed was either right there or with-in walking distance.
Condo in Greenport
4.83 out of 5 average rating, 122 reviewsSeaside Escape w Pool, Private Beach + Patio
We had a wonderful stay at Julie's lovely condo! Her place is so charming and the view from the porch is gorgeous, as is the walkway down to the beach. Loved having two separate bathrooms too. We'd love to stay here again during warmer weather to make use of the pool too! Thanks again for a great weekend stay!
Condo in Montauk
4.89 out of 5 average rating, 9 reviewsEndless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.
Condo in Greenport
4.89 out of 5 average rating, 145 reviewsBeautiful Waterview Condo on the North Fork of LI
My wife, kids, and I love staying at Cliffside. It’s so comfortable and relaxing. There are so many things to do in the area. Mia offers a great place to spend with the family to perform all these activities. Her place is immaculate and comfortable. I plan on staying here again in the near future.
Condo in Montauk
4.79 out of 5 average rating, 29 reviewsCondo on the ocean in Montauk
Angela's place was perfect. As a central hub for my son (5) and I, on our first trip to Montauk, the location could not have been better. Her condo was clean, well appointed, and exactly as described. We spent most of our time on the beach, and being directly across the street from an access point was ideal. The only drawback is that now my son wants us to live in Montuak...
Condo in Greenport
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!
Condo in Montauk
5 out of 5 average rating, 8 reviewsBeautiful Waterfront Condo in Montauk!
Our second time renting a condo at Rough Riders in Montauk. Contrary to the name, there is nothing rough about this picturesque location with unobstructed views of the ocean, pier and wonderful wildlife everywhere. The condo we rented Sept 30 -Oct 2, 2023 has a well appointed kitchen with new amenities, including a pot filler faucet over the stove! Pristine/clean condo and lovely deck for lounging w/ book and coffee. The couch is very comfortable and the master bedroom has plenty of closet and bureau space for longer stays. The 2nd bedroom has bunkbeds so not ideal for two couples but perfect for small families. The television was a little tricky (if you bring tv-loving kids). Not walkable to downtown but theres at least one restaurant/bar just outside the entry to this gated community. Short drive to shops/restaurants in downtown Montauk. Horse lovers call Deep Hollow Ranch in advance to book truly memorable trail rides. Enjoy!!
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