
Beach house holiday rentals in Greenport
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Top-rated beach house rentals in Greenport
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Holiday rentals for every style
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Popular amenities for Greenport beach house rentals
Beachfront house rentals

Beautiful home walking distance to Ocean Beach
A great setting for a large family gathering. Lots for everyone in the family to do from the kids to the grandparents. The kids especially loved the puppets and playing hide and seek in the house. Tony was flexible with check in as our flight arrived earlier than originally expected. Would highly recommend đ

Mastic Beach Surf House
Thank you for Frank. The place was lovely, great view, great sunrise and sunset. Would stay again in this house.

Coastal New England Waterfront Home-The Reed House
A happy annual reunion weekend with friends. This was a great spot that was comfortable and clean and had all the conveniences we needed. We even got so lucky with the weather to be able to use the deck looking out onto the water. Good times.

Welcome To Piper's Rest
It was wonderful stay and Iâd go back anytime

Beach Haven - waterfront, near Yale, sunsets
We had a lovely time at Matthew and Celia's place. It is a beautiful home, not a generic rental but clearly loved and well taken care of. We were given really helpful instructions for how to find it and for anything we needed, and a sweet note and snacks were waiting for us when we got there. Thank you!

#MilfordOceanView - Beachfront, Dog Friendly
Thank you for a wonderful stay and accommodating an extra night.

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
This was the best Airbnb experience weâve had! I came here with kids, and they had a great time. Laura is the best host Iâve ever dealt with! She went above and beyond for us. If I come back to the area, Iâm staying here!

Breathtaking Panoramic Waterfront
The house had stunning views from every room on all floors. The kitchen was well-equipped for our large family. The ownerâs responses to questions about the property were prompt and helpful. We enjoyed the fire pit and hot tub since it was too early in the season for the swimming pool. My family agreed we would rent again if a reunion is planned.
Beach house rentals with a pool

Modern beach getaway ocean views
Beautiful home- everything appeared brand new and in excellent condition. Courtney was great to communicate with- and kind enough to let us check in a little bit early since the place was open. We are definitely hoping to come back again!

Peaceful Retreat in Immaculate Architectâs House
Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.

Clearwater Beach Oasis -4 Bds 3 Bth & Pool
My group of 4 loved this house in EH Springs. We were out east for a long weekend for a wedding, 4 adults. The pool is huge, the backyard had plenty of room to spread out, and there were plenty of supplies for outside (cushions, towels, etc). The bedrooms were comfortable and spotless, as were the bathrooms and kitchen. Dariusz and Patricia left us a really nice welcome gift (wine, snacks, a cake!) and a handwritten card. We felt very welcome - every detail was thought of - the house was fully stocked with coffee, condiments, lots to get us started when we arrived. We agree with other reviewers - while the pictures here are accurate, they don't do the house justice!! I really hope to come back :)

Clinton Beach House & Cottage w/ Pool, Near Shore
We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldnât take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregoryâs place for both larger groups and families! We would love to return!

4BR/2.5BA Hamptons Getaway w/Pool, Kayaks, Beach
Seamless and great stay - ideal Airbnb experience and wish there were more hosts like this

Exclusive Sag Harbor Compound
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!

Beach House Feel - newly renovated backyard Oasis
We absolutely loved staying at Christineâs beautiful home! The place was immaculate, and we particularly enjoyed the pool and fire pit. The location was perfectâsituated in a quiet neighborhood, close to great restaurants, and within walking distance of the water. Christine was an amazing host, letting us check in early and check out late. She also texted to make sure we had everything we needed and were enjoying our stay. She even stopped by to share some great recommendations and ensure we knew how to use the house and pool code. We had a fantastic experience and would highly recommend this Airbnb to anyone looking for a relaxing and enjoyable stay!

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
We had a wonderful two day stay at Roger and Amyâs place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience Iâve had and we travel plenty.
Private beach house rentals

Milford Beach Charles Isle Renovated Cottage 2BR
Beautiful walking trail and beach right across the street. Nice 2 night stay. Everything is as described.

The Nehantic
My stay at this home was awesome. The pictures were accurate and recent. Everything was spotless. The kitchen is very spacious with soft close cabinets and drawers. The living room furniture is very comfortable and seats several people. Everything was amazing and well organized. I visit CT several times throughout the year so I definitely will book this home again!

Amagansett, Waterfront retreat
My family had a wonderful time at Robertâs 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!

Hideaway 22 - Artisan home, private beach access
Close to water! Comfortable sofa! Restaurants you can walk to ! Enjoyed our visit with family!

Montauk Summer Getaway - Steps to Private Beach
Karen and Rob were so helpful and friendly, from initial outreach, to check in instructions and local recommendations. The house was easy to find, easy to access, and so peaceful! We loved our stay and would happily recommend it to others looking for a visit to Montauk.

Modern Beach Getaway
Enjoyed the stay. Gorgeous beach home. Lots of natural light which is great. Accomodated with daily amenities (very useful). Easy check in. Attentive owners. Pleasant location. As frequently as i travel to CT, would stay again. Thank you.

Sweeping Dunes Beach Cottage
Sophia and Gus were great hosts. We had an issue with one of the AC units when we first got there and they immediately came over and fixed the problem. Sophia was very responsive to any questions we had and gave some great recommendations. The house was a very short 2 minute walk to the beach and there are no buildings between the house and the beach. Like most of the beaches around there they have small rocks which is fine. Sophia has beach chairs and an umbrella. As you can see in the pictures the bedrooms are a bit small but the beds are very comfortable. There is very limited cell service but there is wi- fi in the house so as long you are in the house calls are not a problem. Overall the house was a great place to stay and I would highly recommend it. Sophia and Gus are wonderful hosts

The Eagle- Private Beach
We had such a great time at this beach house! The place was super clean, and everything was easy to find. The directions were clear, and the host was awesomeâgave us great ideas for things to do in the area. We had a blast and would definitely stay here again!
Destinations to explore
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Seaside Beach
- Blue Shutters Beach
- TPC River Highlands
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Anchor Beach
- Attawan Beach