
House vacation rentals in Windham
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Top-rated house rentals in Windham
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windham house rentals
House rentals with a pool

Nana-tucket Inn
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

Fantastic Kittery Home with Pool
The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok
LOVED LOVED! My friends and I all agreed that this house looks just like the pictures for once! Very nice unexpected touches/surprises. House had everything you could really need! I believe the host could get away with charging more in my opinion! I hope to come back in the future.

Locke Lake Waterfront Escape
Me and my family had an awesome stay. The house was great with lots of space and places to sleep. We were 8 ppl and there was more than enough room. Garage/game room was awesome I just wish it was insulated with some heat we had to wear our coats to be comfortable, of course the weather was 26F so it was expected. The rest of the house was warm and cozy. I would love to rent this same house in the summer it must be amazing with the view of the lake. One more thing is although there are 2 bathrooms its more like 1 because the second bathroom upstairs has a little door that leads to the room with the 4 beds so the other people not staying in that room didn’t use that bathroom to not get walked in on unexpectedly. Overall I still gave this place 5 stars and it’s one of the best places I’ve stayed and the host is very responsive and accommodating.

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.

Stunning Beach House with an in-ground pool!
we stayed in this house years ago so we knew what to expect. again, it delivered! Coastline Vacation Rental was very well organized with reminders and easily reached by text. much more so than other rental companies. this was so appreciated. the kitchen well stocked for cooking and everything clean and ready to go. beds comfortable and we love the space for family to spread out or get together to play pingpong. highly recommend this property.

Bedford Retreat: pool, fenced yard.
Host was friendly and helpful. House is located in an area close to a great grocery store and lots of shopping. It,s also not far from the mountains for those who want to leaf peep in the fall. The house is cozy and has everything you could want, just have to bring yourselves.

Sanctum by the Lake
My friends and I went for a weekend trip and had such a great time. Steve responded quickly to messages and made it clear that if we had any questions, to reach out at any time. Such a great place!
Weekly house rentals

Opening May 16th
Accomodations exactly as shown in pictures. Kitchen is definitely well equipped with all of the essentials and more. Ice cream shop right next door is great and The Lobster Pound on the other side is excellent. You can walk to shops and restaurants downtown but we had no problem finding parking in the evening so we could enjoy the awesome restaurants.

Spacious waterfront free parking &Wi-fi
Had a wonderful stay here, perfect location and was able to enjoy the sounds of the ocean the entire time. Would definitely recommend staying here and I’d look forward to being here again in the future. Thank you so much!

2 Bedroom Beach Bungalow, Steps from the Beach!
The location was perfect. We selected the cottage because of the proximity to Hampton State Park Beach which was, as is described in the posting, only a few steps away. The cottage is also quite close to the boardwalk. It would be great for a group that wanted the best of both - quiet neighborhood and accessible to eating and entertainment. The cottage was clean and cozy, just right for our party of four, and had available many little items travers might need or left behind at home. Sharon was helpful and very responsive.

Rockport Vacation Home, ocean views, 2 bed/1 bath
Great House with a big backyard and deck. The home is in a great location with views of the ocean. Sandy’s place was perfect for my group and I . Easy parking for 3 sedans. Piano was a nice touch and was perfectly in tune for such a humid summer.

Beach Bums' House - Perfect for Families & Friends
This is an older ranch with a spacious kitchen and super comfortable beds. A beautiful beach is steps down the road. It is the first house off the highway, so you may hear traffic noise. There is a dehumidifier, which you will need to turn to the highest setting. The host is friendly and very responsive.

Mid-Century Modern in Historic Lexington
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach
Fabulous; lovely place, close to the beach, good internet, nice amenities.

Waterfront with Game Room Pergola Firepit Downtown
The bed was so comfy! We had so much fun with the game room. It was such a cool addition
Private house rentals

Beach House on a Private Beach!
Gabriela's beach house was so beautiful and the views were unbelievable! Right on the beach and the house had plenty of space for my family and I. She was very responsive as well! I would definitely stay again!

Beautiful, Peaceful, Maine Getaway House
My fiancé and I recently had the pleasure of staying at a lovely dog-friendly house in Lebanon, Maine, and I can't recommend it enough! From the moment we arrived, we felt right at home. The property was spacious, clean, and beautifully decorated, making it the perfect retreat for both humans and our furry friends. The backyard was a highlight, providing plenty of space for our dogs to run around and play. The location was also fantastic, with easy access to nearby walking trails and dog-friendly things to do in the area. Overall, this Airbnb exceeded our expectations, and we can't wait to return for another stay! Highly recommend it for anyone looking to enjoy a getaway with their pet!

Beach Home w/ Exclusive privacy in Southern Maine
We had a wonderful time in Wells! An absolutely beautiful home with every amenity! Sharon was responsive, kind, and flexible with our stay. We enjoyed cooking and watching the Super Bowl in the amazing home theater! Do not miss out on this fantastic listing!

Lake "Island" near Boston
Really cool place! Very peaceful and quiet!

3 bedroom impeccable private home, quiet street
We found the perfect spot to visit Trillium for the Boston Hot Sauce Party! The guys from Full Slice Podcast and Table Top Trio say thank you and hope to come back next year!

Beautiful House to Relax & Enjoy the Quiet!
We had a wonderful stay. The house was very nice and all accommodations were met and exceeded. We cooked dinner in the kitchen two of the nights we were there and found everything we needed very easily. Everything was very clean and well taken care of, yet felt extremely homey and welcoming! The fire pit and outdoor bar were an amazing benefit, the whole back/front yards and patios in general were amazing. It’s safe to say we truly enjoyed our time in this home and will be checking here first next time we come! Highly recommended stay!

284 - 5BR Boston | Peaceful Stay near Clipper
Quaint, clean and very spacious home. We were a party of 10 and had plenty of room. Jenny was very helpful from start to finish.

North End Family Oasis
The space was perfect for our family great away. The huge kitchen, private bedrooms and quiet space allowed us to relax and still have family time together. The house was immaculate. Would book this space again!
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
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Moody Beach
- Boston Common
- Revere Beach
- Salisbury Beach
- Cape Neddick Beach
- TD Garden
- Fenway Park
- Wingaersheek Beach
- Jenness Beach
- Lynn Beach
- Harvard University
- York Harbor Beach
- Wallis Sands Beach
- Coffins Beach
- North Hampton Beach
- Ogunquit Playhouse
- New England Aquarium
- Long Beach
- Monadnock State Park
- Pats Peak Ski Area
- Faneuil Hall Marketplace
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