House holiday rentals in Windham County

Brad was very friendly and helpful. Beautiful home!

From the moment we arrived, we felt completely at home thanks to the incredibly warm and welcoming hosts, Tania and Glenn. They went above and beyond to make our stay comfortable, offering great local tips and always greeting us with a smile. Their hospitality truly made a difference. The home itself is absolutely stunning—beautifully designed, impeccably clean, and filled with thoughtful touches that made it feel extra special. Whether we were enjoying a quiet morning coffee or relaxing in the cozy living area after a day of exploring, everything was perfect. This was one of the best Airbnb experiences we've ever had. If you're lucky enough to find availability here—book it! You won't regret it. Thank you, Tania and Glenn, for a truly unforgettable stay! 💛

The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

We thoroughly enjoyed our short stay in Mystic at this great home. The pool was the biggest hit, but the kitchen/living room area was an amazing place for our group to gather for meals and games. Location is spectacular as you can just park at the house and walk to all the great restaurants the area has to offer and if you have kids, there’s a great playground just a short walk away. We would definitely stay here again!

Had booked a girls getaway at Tracy and Patrick’s place and it was perfect, even with gloomy weather! The house perfectly matches all pictures and descriptions and has everything you’ll need and more for the perfect relaxing and fun getaway! We even got a cute surprise visit from their furry friends which is always loved!! There are also shops and beaches a short drive away, we just didn’t happen to go visit because we were enjoying our cozy time at the home. Thank you again Tracy and Patrick:) we would totally recommend and want to come back!

We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Adrienne’s place was great! The accommodations were as described. We really loved the serenity of the environment and how private it was. This place is aptly named “Natures Nook” and we loved walking the property and feeling immersed with nature even when inside. There were so many outdoor activities available to us. Although we didn’t get to take advantage of it all, would definitely book again if we are in the area!

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.

Diane’s place was exactly what I needed for a Mother’s Day getaway. Peaceful, serene and beautiful. 10/10

If you’re looking for a serene and restful place to come “home” to after a day out and about…this is the place to stay! The central location allowed us to easily check out Boston, Newport and several Connecticut spots...including a winery & brewery only 10 min away! We also enjoyed down days simply relaxing at Erin’s place….by the fire, lounging by the water or taking a paddle around the lake. And anything you could think of they had…sweatshirts and blankets for outside by the fire, games, fully stocked kitchen for making meals in, steam shower, office space, and more. Our family of four (with adult children) had plenty of space to spread out and have time for ourselves, too. I also really like the mid-century modern decor…very nice touch :) Erin and Jaiden were great hosts. They were very responsive and provided detailed instructions and ongoing communications to ensure our stay was going well. Thanks again!

We had a lovely stay! The historical context of the main house and guest house (1750 House) is very interesting and we loved learning a little about the property. The 1750 House is perfectly appointed and all amenities were as described. We wish we had another day or two to continue to enjoy our stay. We’ll be back!

This is the second time I have stayed here, it's really a great place. We'll be back

I worked hard to feel like I was a good guest. Sarah told me I went above and beyond by the many cleaning tasks I undertook, triggered by my boyfriend getting cut by glass on his foot trying to fold towels. That does not take away from Sarah or the property as a whole, because I believe these were overlooked tasks by the cleaning crew and therefore maintenance staff were unaware of it. It was almost immaculate until I started realizing that it was not as as tip top as the standards of cleanliness at “Top down housekeeping”, who’s owner and staff are thorough, honest & flexible with pricing.

Gary’s home is beautiful. We especially enjoyed the covered porch and Adirondack chairs that overlooked the water. The house was spotless both inside and out! The kitchen is well stocked with everything that you will need to prepare a meal. Thank you for sharing your home Gary!

Susan was a great host. We loved kayaking on the grounds. Bed was very comfortable. Would stay again.

Great quiet home away from crowds Adorable back yard

Nice, clean and peaceful

Had a wonderful stay at Mighty’s house on the lake. It was such a peaceful and beautiful area. The house was clean and tidy with a spacious bathroom and comfortable bed. It was reassuring to have our hosts right next door but there was a good amount of privacy. We enjoyed the fire pit in the evenings, taking the canoe out on the beautiful lake and having some space and time to wind down. I highly recommend this home for anyone looking to step away from life for a little while.

Our stay here was amazing! So much attention to detail was put into every aspect of this home. It was spotless and very well maintained. We enjoyed being able to use the kayaks, paddleboards, and canoe. We never felt like something was missing and never had a hard time finding what we needed. It is such a quiet and peaceful area and we spent a lot of time just sitting by the water relaxing. We loved being able to have a fire right by the water as well. The downstairs game room/theatre was a blast as well. Overall I would 100% book a stay here in the future and highly recommend it.

If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.

Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

The house was beautiful and scenery breathtaking. We loved watching the ice fishing, skating and go carting on the lake! We even went out on the frozen lake! It was close to my daughter’s home in Voluntown…. Only 4 minutes away! The kitchen was well stocked and we had everything we needed. They went above and beyond as we were there to celebrate my granddaughters’ first birthday! They left a gift for her and some welcome gifts for us too! Amazing!! They brought a table and chairs for extra seating!! Phil and Staci were amazing hosts and always responsive. We would definitely consider staying here again.

The yard was huge and private. The home was clean and a great gathering place for cooking, visiting, and game playing. Emma, our host, was friendly and had a very quick response time with all communications.

We stayed at the Bungalow for two weeks. It is super cute and cozy and obviously a lot of care has been taken to set it up for use. We had everything we needed for a long stay. Lots of dishes and pots and pans, even a toaster and an electric kettle. The brand-new stove was far nicer than most rentals. Even the fridge was above average. Overall, everything was clean and bright and pleasant. And great communication with the host from the time of booking to after checking out.

 We happened to stay during a short heatwave and the wooded location meant the cabin did not heat up very quickly, but when it did, the modern central A/C was very effective. Also, the windows are brand new and it was super quiet the whole time we were there. Even though there are other houses and possibly a rooster nearby, the cabin itself was completely quiet. I could barely even hear the A/C when it came on.

This place exceeded expectations for a cabin in the woods.