
Cottage vacation rentals in Greenport
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Top-rated cottage rentals in Greenport
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Popular amenities for Greenport cottage rentals
Cottage rentals with a hot tub

4 Br Beach House; Short Walk to Beach!
Beautiful large home, clean linens, plenty of towels, bathtub worked great. John was very responsive and helpful. Slept 9 people comfortably. The living room area was cozy with an indoor fireplace and the kitchen was large with a large oven and dishwasher. Five minute easy walk to a beautiful quiet beach. Highly recommend this place.

Fire Island Pines Waterfront Oasis - Pool & HotTub
We loved our stay with Audie from the moment we reached out to make the booking. Audie was immediately responsive, kind, flexible and super helpful. Audie’s hosting was fantastic, and the house was even better! We’ve stayed in plenty of houses in the Pines and the Grove and we all agreed it was our favorite and well worth the price. There was plenty of space for the four of us to hang out, and the house had all the amenities we could ask for - a huge pool, cozy hot tub, a beautiful rooftop deck to watch the sunset, grill, perfect kitchen and steps from a great area of the beach. Audie’s instructions to get inside were clear and easy to follow. And again, Audie was extremely responsive whenever we had questions during our stay. We loved our stay here!

Renovated 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!

Lovely 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.

Bellport 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 Beach Cottage
This well-appointed space is perfect for two people. Old Lyme is justly famous for its Florence Griswold Museum, as well as one of the better historic main street walking tours. (Currently, there's an exhibit at the museum about Old Lyme's slave-owning past.) And, then, of course, there's the ocean. Remember to ask your hosts about their beach parking pass. P.S. You may also need to bring your own coffee for the drip system.

Private 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!
Pet-friendly cottage rentals

Southampton 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!

Charming Historic Schoolhouse on Mystic River
This was our second stay here and it was just as nice as the first. Really responsive host and we love sitting outside at night with a drink enjoying the beautiful view. Nice spot where you don't even need to drive anywhere if you want to experience Mystic and even the seaport if you are up for a 20 minute walk. A+ again, thanks so much!

Quaint Cottage on Long Island's South Shore.
Leah was an incredible host, but a bit nervous at first. Our stay was absolutely amazing, and our dogs felt right at home in their cozy cottage. It was such a cute and comfortable place, and we’re so glad we chose Leah as our host. She went above and beyond for us during our stay.

Charm + location. Walk to beach, town, & harbor.
This was my fifth stay in Jeanne's wonderful cottage! The cottage gets better and better each time I visit: a newly renovated bathroom, redecoration in lighter/brighter colors, etc. The home is extremely well stocked - every kitchen item you might need (including loads of glasses/plates/silverware, pots/pans, etc.), thick towels, extra blankets and throws, and lots of cleaning and paper products. There are plenty of cozy places to sit and relax, both indoors and out. The best thing of all is Jeanne herself, who is without a doubt the most generous host I've encountered on AirBnB. She is friendly, communicates proactively, and is quick to respond to any issues/questions. She truly opens her home to her guests, encouraging visitors to use the space fully and to make themselves at home. The cottage is an easy walk to the beach ane/or to town and is lovely, homey, and peaceful. I'll definitely return!

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.

Your Nest Near The Beach
This has hands down been the best winter Airbnb I’ve ever had. Even though it has a beach theme, this could easily double as a winter wonderland cabin. I came here with my boyfriend to celebrate his birthday and before we left we were already planning our next trip back! This is hands down the cleanest feeling airbnb we’ve ever stayed at. They really put effort into making this place feel like a loved home. Everywhere you look theres a nod to the theme in home! The heating/cooling in the house is seriously impressive. The customizable fireplace upstairs (be careful on the stairs!) was a dream. Stargazing at night was incredible. I missed the sunset sleeping in on the incredible bed but the sunrise was AMAZING. Direct view on the front porch! Seeing the moon through the skylight while still being comfy on the couch and watching tv was absolutely terrific. From the endless amenities to the delicious food in the area, I can’t stop praising this place. Thank you guys for the great stay!

Cheerful and beautifully remodeled Beach cottage
Definitely is the best place that we have been , nice location ,super clean, kitchen is beautiful, the cottage is extremely private, bathroom super clean, in summer would be great to come back ,in other words absolutely fantastic!!! 100% recommended

Adorable cottage
Angela was a great host and very accommodating after an unfortunate personal event we encountered just after arriving. The cottage was very comfortable and immaculately clean. Love the keyless entry. Neighborhood is quiet and we felt extremely safe. Deer pass through the yard throughout the day and what's more beautiful than that!!! We absolutely recommend Angela as a host and would not hesitate to book again in the future.
Private cottage rentals

Large Waterfront Cottage on Historic Estate
We had a lovely time spending the long weekend on Shelter Island. This private bungalow is on a property w other homes, but you still have privacy and feel secluded. The beds were so comfortable and the house was stocked with everything you need for your stay. The host was gracious and very responsive which I really appreciate. We would love to stay here again. It looked just like the photos and was so clean! I also loved the color theme for each room. Thank you again!

Newly built cottage near the bay and hamptons
Lovely peaceful cottage in beautiful location. Beautifully decorated. We enjoyed our month very much and hope to return.

Beautiful Waterfront Cottage
I loved staying at Walter’s place! It was safe for my kids, a nice big back yard! The house was clean, the instructions were clear. Overall it made my stay nice, safe and comfortable! Thank you!

Cheerful 2 bedroom cottage on beach
This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.

Adorable cottage close to beaches and downtown
This is by far one of the best and cutest airbnbs I’ve stayed in up until now! My friends and I stayed here for my bachelorette weekend and absolutely loved it. We’d definitely recommend it and stay here again if we could! The hosts were so sweet and friendly. They left us wine and rose and gave us an extended checkout. Their place was so cozy and clean too!

Mystic Magical Sunsets awaits your arrival
Fran’s rental is just as lovely as she is. Her place was perfect for three adults and when the Keurig went on siesta she brought a brand new one within a couple of hours. She thoughtfully chose the furnishings and provides top quality bedding and towels. The kitchen is very well equipped. This is a case of an owner who truly cares and is trying her hardest to provide an excellent guest experience and it shows.

Classic Fire Island Pines Cottage
The cottage is steps from the beach. You can hear the waves crashing in the house. The natural light inside is stellar and the wraparound deck always has both shady and sunny spots to relax, read, etc. There is a very useful laundry setup in a small basement utility shed and an outdoor shower with hot water. You are under 10 minutes walking to/from the ferry and harbor area. There are two water filters available for drinking water and the WiFi was strong and reliable throughout our stay.

Bellport 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!
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- Beach
- Misquamicut State Beach
- East Matunuck State Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Hammonasset Beach
- Ocean Beach
- Yale University
- Pleasure Beach
- Soundview Beach
- Watch Hill Beach Association Beach
- Dunes Park Beach
- Roger Wheeler State Beach
- Rocky Neck State Park Bathing Beach
- Galilee Beach Club Beach
- Stony Creek Beach
- Weekapaug Inn Beach
- Mohegan Bluffs
- Sea Bluff Beach
- Sand Hill Cove State Beach
- Foxwoods Resort Casino
- Limewood Beach
- Esker Point Beach