House holiday rentals in Windham

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Popular amenities for Windham house rentals

House rentals with a pool

Superhost
Home in Barnstead
4.84 out of 5 average rating, 101 reviews

Locke Lake Waterfront Escape

AmandaRating, 5 stars5 months ago
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.
Superhost
Home in Wells
4.67 out of 5 average rating, 12 reviews

Stunning Beach House with an in-ground pool!

StephanieRating, 5 stars10 months ago
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.
Guest favourite
Home in Bartlett
4.82 out of 5 average rating, 120 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

SHAUNRating, 5 stars3 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.
Guest favourite
Home in Portland
4.95 out of 5 average rating, 123 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars7 months ago
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!
Superhost
Home in Barnstead
4.89 out of 5 average rating, 121 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

AdamRating, 5 stars2 months ago
Great house, quiet and peaceful. Ivars was very responsive. Enjoyed our stay!
Guest favourite
Home in Arundel
5 out of 5 average rating, 10 reviews

Heated Pool! Gorgeous Home Close to Kennebunkport

ChrisRating, 5 stars8 months ago
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.
Guest favourite
Home in Conway
4.9 out of 5 average rating, 217 reviews

The Sugar Shack - A sweet spot in the Village

KellieRating, 5 stars1 month ago
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!

Weekly house rentals

Guest favourite
Home in Ogunquit
4.95 out of 5 average rating, 73 reviews

Opening May 16th

MaryRating, 5 stars6 months ago
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.
Superhost
Home in Wells
5 out of 5 average rating, 6 reviews

175 feet from Wells Beach! Sleeps 12 4 BR/3BA

AprilRating, 5 stars32 months ago
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!-
Top Guest favourite
Home in Newry
5 out of 5 average rating, 21 reviews

90 second, traffic-free drive to Sunday River

DavidRating, 5 stars1 month ago
Had a lovely stay! You have a beautiful home and so close to the slopes! We will definitely be back.
Superhost
Home in Bethel
4.85 out of 5 average rating, 172 reviews

Sunday River - English Woods Chalet

JacobRating, 5 stars1 month ago
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!!
Top Guest favourite
Home in Intervale
4.97 out of 5 average rating, 179 reviews

Spacious 3 level family friendly home.Dog friendly

MatthewRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Conway
4.84 out of 5 average rating, 114 reviews

North Conway 5 Bedrooms 3 Bath close to Downtown

GilfordRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in Biddeford
4.98 out of 5 average rating, 53 reviews

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach

LewisRating, 5 stars3 months ago
Fabulous; lovely place, close to the beach, good internet, nice amenities.
Guest favourite
Home in Newry
4.9 out of 5 average rating, 39 reviews

Reunion House - Close to Sunday River

JudithRating, 5 stars2 months ago
Fabulous house for three generational annual family ski trip! Easy and short commute to Sunday river- private bedroom spaces- lots of towels! With great hot tub! Several communal spaces for gathering( pool table, game room and living room with tv and games- created lots of wonderful memories! Thank you

Private house rentals

Top Guest favourite
Home in Lebanon
4.97 out of 5 average rating, 351 reviews

Beautiful, Peaceful, Maine Getaway House

NellyRating, 5 stars3 days ago
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!
Guest favourite
Home in Wells
4.99 out of 5 average rating, 78 reviews

Beach Home w/ Exclusive privacy in Southern Maine

JordanRating, 5 stars2 months ago
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!
Superhost
Home in Harpswell
5 out of 5 average rating, 36 reviews

Oceanfront Luxury Estate in Mid-Coast Maine

SharonRating, 5 stars7 months ago
This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!
Top Guest favourite
Home in Wells
4.94 out of 5 average rating, 72 reviews

Beautiful House to Relax & Enjoy the Quiet!

NinoRating, 5 stars7 months ago
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!
Guest favourite
Home in Naples
4.99 out of 5 average rating, 117 reviews

LUX Designer Private Waterfront

ElliosRating, 5 stars4 days ago
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!
Guest favourite
Home in Wells
5 out of 5 average rating, 26 reviews

Updated 2 Bedroom Private House near beaches

AnnemarieRating, 5 stars6 months ago
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!
Guest favourite
Home in York
4.92 out of 5 average rating, 13 reviews

Newly Renovated House in York 4 Min Walk to Beach!

RizwanaRating, 5 stars2 months ago
My college girlfriends and I wanted to get away for the weekend to somewhere cozy and peaceful. This is exactly what we found at Genevieve's place! In the freezing cold of a Northeast winter, we found warmth and comfort in this home. All spaces were clean and stocked with essentials. The provided space heater was put to good use as the snow fell outside, creating a magical atmosphere. Speaking of magic - the quick walk to the beach was a DREAM in the snow. It felt like we were wandering through a winter wonderland, to be greeted by the vast ocean on the other end. Genevieve was super helpful and responsive to all our needs and some unforeseen winter surprises. Everything was managed efficiently and promptly. I look forward to returning again in the future!
Superhost
Home in Wells
4.65 out of 5 average rating, 37 reviews

All Season Wells Beach Retreat attractions close

KarenRating, 5 stars6 months ago
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

    $63 AUD 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Windham
  6. House rentals