
House holiday rentals in Windham
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Top-rated house rentals in Windham
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Holiday rentals for every style
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Popular amenities for Windham house rentals
House rentals with a pool

Locke Lake Waterfront Escape
Great and relaxing location, close to local amenities. Perfect for small groups, Hillary was awesome to rent from.

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
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! 💛

Charming Vintage Home - Elegance & Modern Comforts
This was our second stay at Donna & Greg’s lovely charming old house with all modern amenities. Peaceful, private and quiet. Couldn’t recommend it more, we have been staying in different Airbnb’s nearby Concord and theirs is hands-down the best one listed!

Cedar Ridge: House or House+Apartment
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!

Bedford Retreat: pool, fenced yard.
Daniel and Monica were great hosts that responded to any questions or needs. They live right next to this guest house so we’re quick to respond. This house is a bit small but has enough space for up to three or maybe one more on the sun porch if using an available air mattress. It is comfortable and homey. The bedroom in the basement is fine but the rest of the basement is mostly unfinished. The pool would be a nice feature but it was too early in the season for a dip in the cold water. Plenty of stores and restaurants are within 5-10 minutes of here including a Market Basket, Whole Foods, Trader Joe’s, and big REI store among many others.

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
The house is beautiful and the views are just breathtaking. From inside the house, you get a beautiful view of the lake and then the porch is amazing. You can kayak, use the paddle board or use the canoe. You can also sit by the lake and enjoy the campfire. The surroundings are very beautiful and peaceful. The host is very responsive, solved all our doubts and was flexible with us during check-in and check-out, which we appreciated very much. At check-in, we were greeted by a great bottle of wine and chocolates, which was a great touch. The house also has a ping pong table, books to read and board games. The kitchen was well stocked with the basics. We had an amazing stay, we highly recommend this property :)
Weekly house rentals

Charming Home with Hot Tub. Minutes to Downtown!
We were in town for my niece's high school graduation and wanted a place for a few family members to stay together. The house was in a nice neighborhood, quiet, and comfortable. The host was very responsive and we had no issues. The only thing I would note is that there are no bedrooms on the main level- either upstairs or downstairs- so if you have mobility impaired guests this could be an issue. Thoroughly enjoyed our stay!

Willow Falls Home ~Hot tub & Waterfront
Such an amazing place to stay - easy to get to surrounding towns and local attractions but the physical location and the space lends itself to such a beautiful tranquility and peace we could feel ourselves relaxing the minute we got out of the car. Everything we could have wanted was provided, including a washer and dryer, the beds were so very comfortable, and being able to soak in the hot tub beneath the stars after a long day was just an added bonus. We were so grateful to be able to be in this space for about a week and hope to be able to rerun in the future!

Great for Families Modern Farmhouse Near Shopping
Gil’s place was perfect for us when we unexpectedly had to bring our 3 kids with us to a wedding in NH. It’s conveniently located off the highway, near plenty of food options and outdoor activities for the kids. Gil was super responsive and even DoorDashed a hair dryer when we couldn’t find one in the house. Definitely recommend the space for a family!

* * Crooked_Spring_Colonial * *
The home is beautiful, exactly as pictured on the site, located on a very quiet street in a wooded area. Very clean, with access to a whole array of kitchenware and other items around the house. Excellent, detailed set of instructions for the home with info on TV controls, gaming system, thermostat control, local recommendations, and departure instructions. This would be an amazing house to stay with small children, as there is a fun playroom with toys in the basement and a great backyard. It's about 45 minutes to Boston without traffic, and about 1 1/4 hours at peak times, so plan accordingly if you are planning travel to downtown Boston. Great local ice cream place just down the street and local shopping about 10 minutes away.

4 Bedroom Wooded Gemstone Retreat
We had a wonderful experience staying here. We booked here because my suster was fetrinf married neae by and we needed a place to get ready. There was plenty of space and rooms for everyone! The dexk was beautiful to hang out on!We ran into a small issue with outlits not working by the slider door but was able to make it work!

Sunny cape in Chester pets welcome
Norma’s place was a great stay! We came to NH to celebrate the holidays with our family and this place did not disappoint. Well worth the price and very comfortable. Would highly recommend!

Charming 4-Bedroom Colonial
Host was absolutely amazing! House was amazing as well, exactly as described and was beautiful. Easy checkin, very proactive, and kept in touch when needed!! Would book again 100%. Cannot recommend enough!

Private Lake ~ Beach ~ Family Getaway
The house itself is very private and lends itself to a great time with friends or family. I highly recommend this for anyone whom is looking. The beach is perfect for playing games with friends whether it be a game of toss, or corn hole. The quarry itself is relaxing and peaceful, definitely worth a quick paddle around at the minimum. The house was spacious, with areas to both gather as a large single group, but also there are places where those whom need it can recharge their social battery. 10/10 can recommend.
Private house rentals

Fabulous Lake house!
We truly enjoyed our stay at the Fabulous Lake House. The location is absolutely beautiful, and we were very comfortable during our visit. Mike and Sue are excellent hosts and we felt like family. The location on the lake is private and peaceful, but it was very convenient to get anywhere in the area. We will definitely return in the future! Thanks for a wonderful getaway!

Lakefront House with breathtaking sunsets!
It’s a beautiful place, in a beautiful area! We had a great time!!

Our Pondside Cabin
We had a great stay. It really is minutes away from hiking trails, as well as some restaurants. It was exactly what our large group needed. We were able to prepare meals in the kitchen and ate and played board games at the large dining table. The living room area was comfy and large enough for our group to all hang out in. The place was clean and as pictured in the listing. Kathleen was also very responsive to a few questions I had while there. I'd be happy to return.

Linden Cottage - comfort, connection, convenience
Linden Cottage was a wonderful home for our visit to NH. Our son was graduating high school in Exeter about 20 minutes away. This house accommodated our whole family. It is lovingly decorated, cozy, and clean. The hosts have every single thing you might forget as well! Wonderful coffee, a great washer and dryer, comfy beds, and awesome showers. We were able to relax and visit as a family. We would definitely come back. Thank you!

Stylish Craftsman in Manchester
5 stars! We had an amazing stay at this Airbnb for a local soccer tournament! The place was exactly as described—clean, cozy, and in a great location. Check-in was super easy, and the host was incredibly responsive and helpful throughout my stay. I especially appreciated the little touches. We would absolutely stay here again and recommend it to anyone visiting the area!

Private Waterfront home
The home was exactly as described. There were plenty of towels, linen and beds for a group of 10. The home was spotless and was very comfortable. Anna-Lisa was an amazing host. She provided clear instructions for entry into the home, offered lots of recommendations and was very quick to respond to all inquiries. The she shed was a bonus for any mom needing a few moments away.

Cottage-style home in Salem
Beautiful home and well located to explore. Rewan is an amazing host! Truly exceptional

Luxury Lakefront Paradise w/ Private Beach
My family and I had a serene experience staying here. Although the weather was mostly rainy or cloudy, we loved the lake location and maximized the indoor, outdoor, and nearby activity options. The hosts were so responsive, regardless of the question, and made this a truly delightful visit. This was my parents’ first Airbnb experience and it set the bar higher than I could have imagined! My family and I are already talking about coming back!!
Quick stats about house rentals in Windham
Total rentals
20 properties
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- York Harbor Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Long Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- Long Sands Beach
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston