House holiday rentals in Windham

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Popular amenities for Windham house rentals

House rentals with a pool

Guest favourite
Home in Newry
4.96 out of 5 average rating, 46 reviews

Mountain Hideaway - Outdoor pool, hot tub

PeterRating, 5 stars1 month ago
Great house. Host was responsive and helpful. House is very close to the mountain. We had 10 people in the house and there was plenty of room. Overall great stay.
Superhost
Home in Barnstead
4.84 out of 5 average rating, 101 reviews

Locke Lake Waterfront Escape

AmandaRating, 5 stars4 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.
Guest favourite
Home in Newry
4.79 out of 5 average rating, 133 reviews

Timber Ridge w/ Hot tub, Home Theatre

RichardRating, 5 stars4 months ago
The scenery was beautiful and the house was the perfect size for our family. The kitchen was fantastic and the living room was very cozy with a nice fire place. The kids had plenty to do, we were able to spread out, and Susan was very nice to talk to and very responsive.
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 stars2 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
4.96 out of 5 average rating, 120 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

CatRating, 5 stars2 weeks ago
We enjoyed our stay at Angela's. Communicative host, nice clean place, easy to find. Great for a weekend trip!
Guest favourite
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars6 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, 120 reviews

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

MicheleRating, 5 stars2 months ago
Great place to stay. Winter months are definitely quiet, not a bad thing! I would stay here again.
Guest favourite
Home in Bartlett
4.87 out of 5 average rating, 101 reviews

Bear Brook House

SheilaRating, 5 stars1 month ago
Perfect location for our winter visit to North Conway area with 2 young kids! Close to skiing, restaurants, and attractions. Plenty of space for us and a well stocked kitchen so we could cook some meals at home.

Weekly house rentals

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

Opening late April !

MaryRating, 5 stars5 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 stars31 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 week 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, 171 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, 178 reviews

Spacious 3 level family friendly home.Dog friendly

BrookeRating, 5 stars2 months ago
Tara was a great host, which any questions she got back to us with the answers almost immediately. The home was just as beautiful as the view and was a quick distance to the center of town. Fantastic place to gather with family for a cozy weekend in the woods. Most definitely will be staying with her listing again in the future!
Top Guest favourite
Home in Conway
4.84 out of 5 average rating, 113 reviews

North Conway 5 Bedrooms 3 Bath close to Downtown

SamRating, 5 stars1 week ago
Awesome place to stay and close to Cranmore. 5 min car ride was very convenient. There were some damages upon our arrival but everything was great. Recommended.
Top Guest favourite
Home in Biddeford
4.98 out of 5 average rating, 52 reviews

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

AndrewRating, 5 stars4 months ago
We had a nice, quick Thanksgiving stay. Kimberly’s place was beautiful and comfortable.
Guest favourite
Home in Old Orchard Beach
4.87 out of 5 average rating, 159 reviews

Clean, private 3 bedroom home 1 mile from beach

ThomasRating, 5 stars5 months ago
Great spot with a lot of space you never feel like you are on top of each other. Gas station and restaurants within a 1 min drive. Grocery store 5 min drive.

Private house rentals

Top Guest favourite
Home in Lebanon
4.97 out of 5 average rating, 343 reviews

Beautiful, Peaceful, Maine Getaway House

TiaRating, 5 stars1 week ago
This was our second time we have gone here for our anniversary. We love this place so much and so did our fur baby. We love that she is pet friendly
Guest favourite
Home in Wells
4.99 out of 5 average rating, 78 reviews

Beach Home w/ Exclusive privacy in Southern Maine

JordanRating, 5 stars1 month 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 stars6 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 stars6 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, 111 reviews

LUX Designer Private Waterfront

MajeztikRating, 5 stars1 week ago
Was an outstanding mini vacation at Jon’s , hot tub was amazing, shower was awesome ! Very very cozy and nice little surprise in the fridge as well ! Over all very outstanding experience!
Guest favourite
Home in Wells
5 out of 5 average rating, 26 reviews

Updated 2 Bedroom Private House near beaches

AnnemarieRating, 5 stars5 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 stars5 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

    $96 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