Beach house holiday rentals in Greenport

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Popular amenities for Greenport beach house rentals

Beachfront house rentals

Guest favourite
Home in The Hamptons
4.95 out of 5 average rating, 217 reviews

Ritz-East Hampton Cottage- 5 stars

GeorgeRating, 5 stars2 days ago
Our host - John - could not do enough for us! Extremely friendly and gracious. We had an opportunity to have time to chat and he helped us pick out local restaurants. Highly recommend John's cabins. They are quaint, quiet and relaxing! Would love to go back again! Highly recommend!
Guest favourite
Home in Shirley
4.98 out of 5 average rating, 203 reviews

Luxurious Waterfront Beach House On The Bay

BruceRating, 5 stars1 week ago
Our stay was exceptional and the views truly breathtaking!!! The home was pristine and geared to spending quality time together as a family, which we appreciated greatly. We traveled with our son and his family. The 4yr old twins, loved spending time outdoors and in the private beach area. They even had a large container available to them filled with an assortment of items which they used to build sand castles with their parents. Communication with our host was outstanding. It was evident they went through great care to make their home welcoming. Nothing was needed, but we knew they were but a call away. There was plenty of information in a binder available to guests with an array of eateries. Being in the medical field cleanliness is key… and this definitely was vacation ready. So make your plans, pack your bags. It won’t disappoint.
Top Guest favourite
Home in The Hamptons
4.95 out of 5 average rating, 233 reviews

Private beach, fully updated house, on 2 acres.

TenleyRating, 5 stars3 weeks ago
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!
Top Guest favourite
Home in East Shore
4.95 out of 5 average rating, 114 reviews

Beach Haven - waterfront, near Yale, sunsets

ShanikRating, 5 stars4 days ago
I had the most amazing stay at this Airbnb beach house. The views were absolutely immaculate, turning every moment into a picture perfect scene. The property was not only impeccably clean but also radiated a sense of peacefulness that immediately helped me disconnect from the hustle of daily life. Every detail was thoughtfully curated from the comfortable bedding that guaranteed a night of uninterrupted sleep to the high quality toiletries that added a touch of luxury to my routine. The well-equipped kitchen made it easy to prepare meals whenever I wished, and the fast WiFi ensured that I could seamlessly blend work and leisure as needed. A true highlight was the friendly welcome with a customized snack basket that set a warm, personal tone right from the start. Additional amenities, such as a cozy fireplace perfect for evening gatherings, stylish decor that elevated the overall ambiance, and easy access to local attractions, truly made my stay unforgettable. I will be returning.
Guest favourite
Home in Groton
4.94 out of 5 average rating, 199 reviews

True Ocean Front Vacationing - Groton/Mystic

MimiRating, 5 stars1 month ago
The house was very clean, with a beautiful, large, well stocked kitchen. The view was lovely and it was wonderful hanging out on the deck. The beds were very comfortable. The house would be a little more practical if one of the bedrooms had two beds, so more people could sleep in the actual bedrooms. The pull out beds were not as comfortable and the bed in the loft is only accessible with a ladder. However, for a small group or people who aren’t picky about their sleeping arrangements it is a fantastic place to stay. You can’t beat the view and proximity to the water!
Top Guest favourite
Home in Niantic
4.96 out of 5 average rating, 193 reviews

Beachfront Paradise

SandraRating, 5 stars2 weeks ago
I went there to relax and to see and hear the ocean... it didn't disappoint... Not only sand and ocean waves, but I got a birds-eye view of a small members only marina (dealing mostly in sailboats). Plus the added enjoyment of watch boat traffic since we're close to NY and the islands. Plenty of beach to play on and constant sm wave action. Lots of restaurants, stores and Costco all within 15 minutes of the house if you need something. I would definitely return to enjoy this sanctuary. Sandy Y. Manchester CT
Guest favourite
Home in New London
4.9 out of 5 average rating, 134 reviews

Beauty and the Beach!

Elizabeth H.Rating, 5 stars2 weeks ago
This house was PERFECT for us - four women returning to their college for their 45th reunion. The beds were comfortable and the neighborhood was quiet. The house was extremely comfortable. Carlos was responsive and helpful. We would definitely return to this house.
Guest favourite
Home in The Hamptons
5 out of 5 average rating, 127 reviews

Hamptons Waterfront- Great Location- On the bay

EffieRating, 5 stars3 weeks ago
Loved my stay! The home was spotless and beautifully maintained, offering stunning water views that made sunrise a must see. It was incredibly peaceful and perfect for relaxing. Highly recommend for anyone that is looking for an escape in a serene setting.

Beach house rentals with a pool

Superhost
Home in The Hamptons
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 North Fork
4.88 out of 5 average rating, 8 reviews

The Northfork Nook: Pool & Family Friendly!

VladlenaRating, 5 stars3 weeks ago
had an amazing time staying at Jessica's house. the place is close to everything, very convenient. Jessica is very quick to respond and flexible with check in and check out. Will definitely come back
Superhost
Home in The Hamptons
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars4 weeks ago
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.
Guest favourite
Home in South End
4.9 out of 5 average rating, 41 reviews

Gorgeous home with saltwater pool. Steps to beach!

michelleRating, 5 stars3 weeks ago
An amazing stay overall. It was comfortable for 6 adults. Spencer was extremely helpful throughout our stay — I had lots of questions and Spencer was quickly responsive. The house itself is beautiful and has that eastern Long Island charm. The backyard had lots of space and is well maintained alongside the pool. We also enjoyed a sunset evening at the beach which is just a few steps away. It was a wonderful weekend and I am certainly looking forward to staying here in the future!
Top Guest favourite
Home in South End
5 out of 5 average rating, 13 reviews

Stylish Beach Getaway: pool & walking location

JenniferRating, 5 stars2 weeks ago
Maher’s home is so elegant and mid —such great taste. He was such a kind host and so very easy to communicate with. The pool was lovely and the garden and back so pretty. We had a brilliant time! Thank you.
Guest favourite
Home in South End
4.88 out of 5 average rating, 17 reviews

Charming Farmhouse with Pool, Yard, and Walkable

ClintRating, 5 stars7 months ago
Absolutely loved our stay and the hospitality of the host, Kate. The house was very nice and the property is very private. Highly recommended! Thanks Kate!
Superhost
Home in The Hamptons
4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars1 week ago
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!
Top Guest favourite
Home in North Fork
5 out of 5 average rating, 14 reviews

Long Island home w/ large pool

WilliamRating, 5 stars3 days ago
Nice private quiet location but close to beaches and main street shops and restaurants. Convenient to visit many local vineyards within 15 - 20 minutes. Home is comfortable and nice set up.

Private beach house rentals

Superhost
Home in North Fork
4.73 out of 5 average rating, 22 reviews

Greenport Beauty 3bdr 2 bath

BrianRating, 5 stars4 months ago
House was perfect for our quick And easy family get away. Would certainly Stay again and recommend
Guest favourite
Home in North Fork
4.87 out of 5 average rating, 23 reviews

The Sandy Shack - Coastal Escape

ElizabethRating, 5 stars2 months ago
As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!
Top Guest favourite
Home in The Hamptons
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.
Guest favourite
Home in North Fork
4.94 out of 5 average rating, 64 reviews

Greenport Village-sunny 3 bedroom/3 full baths

BriannaRating, 5 stars3 weeks ago
We had a lovely stay at this home in Greenport! The location was perfect—close to everything we wanted to explore—and the decor was charming and thoughtfully done. The house was clean, well-kept, and the beds were very comfortable, which made for restful nights after busy days out. We didn’t spend much time in the house since we were out and about, but it had everything we needed. Overall, it was a great home base for our trip!
Top Guest favourite
Home in South End
5 out of 5 average rating, 11 reviews

Private Waterfront home with Dock!

MeganRating, 5 stars7 months ago
We had a lovely fall weekend stay at Paul’s place. The house and the water views are just as pictured. Convenient location allowed us a good home base to explore the north fork wine trail and local businesses. We did have one small plumbing issue during our stay however Paul was extremely responsive to ensure it did not affect our stay at all. It was a nice experience having such a responsive host. Overall our friend group had a great time and would return again.
Guest favourite
Home in South End
4.92 out of 5 average rating, 25 reviews

Coastal Cottage on the Water

MeghanRating, 5 stars3 weeks ago
Loved our girls’ getaway on the North Fork! Mae’s house is the perfect spot with a quick walk to the beach and gorgeous views right from her backyard - even close drives to beautiful Southold, Mattituck, and Greenport. I will absolutely stay again!
Guest favourite
Home in North Fork
5 out of 5 average rating, 17 reviews

Hang by the (Chel)SEA

JillRating, 5 stars2 weeks 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.
Top Guest favourite
Home in North Fork
4.87 out of 5 average rating, 69 reviews

The Greenport Getaway W/ Private Beach

DonnaRating, 5 stars4 days ago
Me and my family will come here again and again D Adams

Destinations to explore