
House vacation rentals in Windham
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Top-rated house rentals in Windham
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Popular amenities for Windham house rentals
House rentals with a pool

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.

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

There's No Place Like Home
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
Great house, quiet and peaceful. Ivars was very responsive. Enjoyed our stay!

Heated Pool! Gorgeous Home Close to Kennebunkport
We had a great weeklong stay at the house. There was plenty of space both inside and out for us to dine, play and relax. We were 8 people across three generations and everyone enjoyed the house itself as well as the heated pool, BBQ and fire pit. Great location as it was 10 minutes into Kennebunkport and even less to a large supermarket in Kennebunk. We would definitely be more than happy to return in the future.

The Sugar Shack - A sweet spot in the Village
Loved our stay at the sugar shack! Perfect place for a ski trip with our pups. We enjoyed a nightly soak in the hot tub after long days on the slopes!

Cheerful 2 Bdrm Home with Pool!
Steve and Jen were very responsive, what you see in their listing is exactly what you get, the house was very tidy, and a great location! Again, thank you both for a great place to stay.
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.

175 feet from Wells Beach! Sleeps 12 4 BR/3BA
Loved staying at Dustin's place. Easy going check in was a plus. The house was great, clean, easy to navigate. super hot water and great water pressure is always appreciated! The beach was so close, the arcade was walkable and or a quick bike ride. Having beach chairs available that I didn't have to pack up was a great add as well. We will definitely be back!-

Sunday River - English Woods Chalet
What a wonderful stay my friends and I had for our annual ski trip to Sunday River! A perfect location that was calm and relaxing with plenty of space for four people! The sauna was an amazing amenity as well!!

Spacious 3 level family friendly home.Dog friendly
I went with my friends and it was fantastic! The surrounding area as beautiful and the added amenities really made the stay special for us.

North Conway 5 Bedrooms 3 Bath close to Downtown
We really enjoyed our stay here! Host was incredible — when we couldn’t find some of the cooking appliances we needed, they got them delivered so we could use them :) Also generally very responsive and helpful! The house itself is really nice and cozy and the area has lots of things to do as well (especially if you like nature). Highly recommend!

2 BDR| Fenced in Yard| Hot Tub| Bring your pup
Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!

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

Ahhh, Sweet Maine! Your Perfect Vacation Awaits!
Pete and Jen’s place was exactly what we needed! Friends were getting married at the 1774 House and this home was only a 10 minute drive from the venue! We loved the fact that all 9 of us could stay in the same place. One of our favorite places at the property was the covered outdoor porch, where we drank coffee in the mornings and played card games! Would definitely recommend Pete and Jen’s home to people visiting the area!
Private house rentals

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!

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

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!

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!

LUX Designer Private Waterfront
Jon’s space was very clean, private, and presented a “wow” factor in every direction I turned. Very well thought out; a truly transformative experience!

Updated 2 Bedroom Private House near beaches
We had a great stay in Tara's home. It is located in a quiet neighborhood and is close to our favorite towns- Ogunquit and Kennebunkport. We had plenty of room for the four of us. We loved the outside spaces and the open floor plan. Tara was very easy to communicate with and very responsive. The instructions for check in and check out were very clear. We hope to return in the future!

Bartlett house with view of Mount Washington
You couldn’t ask for better hosts! Everything we needed was there and it was actually better than listed! The beds that we thought were going to be twins were doubles, so we were super comfy! The kitchen table was the perfect place for our two families to gather together and enjoyed our time by the wood burning stove. There is SO much to do in the area! I highly recommend this property!

All Season Wells Beach Retreat attractions close
This is the second time I’ve stayed at this house. Spacious and a lot of light. You can see the marsh from the windows, which is lovely. Near the beach. Recommend!
Quick stats about house rentals in Windham
Total rentals
90 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Wells Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Mt. Abram
- Pemaquid Beach
- Bald Peak Colony Club
- Parsons Beach
- Mothers Beach
- Middle Beach
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
- Dunegrass Golf Club