Cottage vacation rentals in Greenwich

Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!

The place was clean, beautifully kept and well supplied- we loved the backyard! Gabriela was very communicative. Highly recommend!

Rene was very responsive and gave very clear instructions on things. Place was very neatly put together and the area is very beautiful for a getaway.

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!

Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!

The house is well maintained and clean. The kitchen was well stocked with everything needed to cook/grill. The hot tub was pleasant and the backyard was great for our kids. The location is only about 7 minutes from downtown Cold Spring and 15-20 minutes from Beacon. The location was ideal for wanting a mix of peace and quiet with accessibility to local attractions.

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!

Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

The adorable carriage house was just perfect for my husband and me and our dog! We were in town for a wedding, a visit with our son, and a retirement ceremony, so we stayed for over a week. The house was cute, clean, spacious, and located in the lovely town of Cornwall. We went for walks in the morning through the town, worked from the house during the day, and went out in the evening into neighboring towns. It was very close to Beacon and West Point where some of our activities were. Catherine and Jay were wonderful hosts and we would love to stay here again and also venture out to one of their other properties that they host!!

Tech savvy home. All the right plugs for our electronics. Heated bathroom floor a plus during cold weather. Upstairs bedroom had hanging space and dresser, but neither available in lower bedroom. Did have luggage rack in lower bedroom. Definitely a do again for me!

cannot recommend this cottage enough. aside from the fact that it's a hop, Skip and jump away from a beautiful swimmable lake, the property itself is gorgeous and perfect for dog people. we spent a night in the backyard with the fire, and another night inside stoking the indoor fireplace while we cook dinner and play board games. everything is as the host described, wylda is extremely proactive in her communication and pretty much read our minds in terms of what we would need and or want. she also decorated in the most beautiful way. it feels like a home, not some weird cookie cutter situation, it's clean and interesting and fun. I can't believe it's only an hour and a half away from Brooklyn.

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.

We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

My husband and I stayed at the cottage for 3 months and enjoyed our time very much. We were very happy from every perspective: The cottage had all the equipment we needed and wished for. We sometimes used the fireplace and loved the bed/couch. The cottage is perfect to rest and focus. We enjoyed to have so much nature around us. We took a walk in the close park with a lake almost every day. We liked to live at a small farm with dogs, chicken and goose. Debbie and Kirk were always there when we needed them and also made us internationals feel welcome. They explained and helped us proactively e.g. changed regional weather circumstances. We also regularly got eggs from the chicken what was always a nice surprise. Communication/ interactions were always easy and friendly. I recommended my work to plan future stays for assignments in this Airbnb. In our opinion it is better than a hotel: Very comfortable, cozy, close to nature and a special American experience. Thanks a lot Debbie and Kirk

My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.

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.

We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!

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!

great place to stay that was only a few houses down from the beach. very convenient that there was a wagon to transport our things after getting off the ferry. also appreciated that beach chairs, beach towels, and bikes were provided. best of all was the outdoor shower though. would recommend and stay again.

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.

Such a cozy cabin! Super friendly host(s) who are responsive and were able to answer any question. Would stay there again and plan to! 5 stars for a peaceful quiet weekend!

Our stay at the Lake House Cabin was nothing short of magical! This charming 1940s cabin offered the perfect backdrop for celebrating my wife's birthday with our adult children. The stunning views of the lake were a highlight, providing a serene and picturesque setting that made our family gatherings truly special. We loved the easy access to kayaks and a canoe, which allowed us to explore the water and create lasting memories together. The cabin itself was cozy and well-appointed, making us feel right at home. We appreciated the blend of rustic charm and modern amenities, which made our stay comfortable and enjoyable. If you’re looking for a place to reconnect with family and enjoy nature, I can't recommend this lake house highly enough. We left with full hearts and plans to return!

Chrystal was super responsive to all our questions and needs, and gave us a warm welcome when we checked in on our first day. The lovely cottage was fully furnished and had everything our small family needed. The neighborhood was quiet, safe, and perfect for walks. Getting to downtown NYC across the G.W. Bridge only took about 20-30 minutes, very convenient. We made wonderful memories during our 9-day stay!

Great place for our family to stay during the Thanksgiving holiday. Peaceful and comfortable. We had everything we needed and more! Bathroom was spa-like, beds were comfortable and warm. Big TV and comfy couch was great for a family movie night. Kitchen was very well equipped. Will definitely come again!