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

4.95 out of 5 average rating, 43 reviews

Mountain Hideaway - Outdoor pool, hot tub

SharonRating, 5 stars2 months ago
The place was exceptional! Absolutely gorgeous! I’d say it was more than we expected! Checking in an out was a breeze! Beds were super comfortable and we had everything we could have needed! Mark checked in via text and left us his number if we needed anything or had any concerns! We had an amazing girls weekend and never left the place!!
Superhost

Home in Newry

4.79 out of 5 average rating, 133 reviews

Timber Ridge w/ Hot tub, Home Theatre

RichardRating, 5 stars2 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, 119 reviews

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

VivianRating, 5 stars1 month ago
Keith’s townhouse was lovely. We had a wonderful stay. The unit was spotless and had everything we needed. Thank you for a great stay. Joe and Vivian
Guest favourite

Home in Portland

4.96 out of 5 average rating, 112 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

NicoleRating, 5 stars3 weeks ago
Angela’s place is great! It’s very conveniently located by the highway, great restaurants, bars, breweries and shopping . The house itself is gorgeous and looks exactly like the photos. I really appreciated the care Angela puts into the place. It was very clean and nicely decorated. The fenced in back yard was perfect for our two pups. I highly recommend a stay at Angela’s!
Guest favourite

Home in Portland

4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars4 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, 119 reviews

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

MicheleRating, 5 stars2 weeks ago
Great place to stay. Winter months are definitely quiet, not a bad thing! I would stay here again.
Guest favourite

Home in Arundel

5 out of 5 average rating, 10 reviews

Heated Pool! Gorgeous Home Close to Kennebunkport

ChrisRating, 5 stars5 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 Scarborough

4.98 out of 5 average rating, 266 reviews

Swim spa under the starry night pool/hot tub/sauna

AmyRating, 5 stars2 weeks ago
We had a great time at Beth's property. From check in to check out, everything went by smoothly and met our expectations perfectly. Beth was incredibly informative and responsive and her restaurant recommendations were top notch. We had a wonderful and relaxing time and would love to come back during warmer months. I would definitely recommend Beth's property to anyone who needs a relaxing getaway.

Weekly house rentals

Superhost

Home in Wells

5 out of 5 average rating, 6 reviews

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

AprilRating, 5 stars29 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!-
Guest favourite

Home in Newry

5 out of 5 average rating, 18 reviews

90 second, traffic-free drive to Sunday River

ArnaldoRating, 5 stars3 weeks ago
Great place and great hosts. Being really close to the base of Sunday River is extremely convenient. Cozy and well equipped home with all the niceties needed on a ski trip. They were also very responsive and accommodating. We will definitely consider it again on a future visit to Sunday River.
Superhost

Home in Bethel

4.86 out of 5 average rating, 167 reviews

Sunday River - English Woods Chalet

ChrisRating, 5 stars2 weeks ago
Stayed for a long weekend to snowboard and felt right at home! Really enjoyed our stay and highly recommend this place if you’re heading to Sunday River
Guest favourite

Home in Intervale

4.97 out of 5 average rating, 176 reviews

Spacious 3 level family friendly home.Dog friendly

AnnieRating, 5 stars1 week ago
We absolutely loved our stay at Tara’s place! It felt like home, so well stocked and comfortable. Incredible views, cooking on the Blackstone overlooking the mountains was a favorite! Tara we super helpful with a couple of minor things that came up over the weekend. There was a ton of space. We highly recommend and are hoping to stay here again!
Guest favourite

Home in Conway

4.85 out of 5 average rating, 111 reviews

North Conway House Close to Cranmore Ski

JanelleRating, 5 stars1 week ago
We were an extended family on a ski getaway. The location was great, close to downtown and Cranmore Mountain. The house was clean, set up was great plenty of room and the owners were very responsive and accommodating. The owners went above and beyond when we had car trouble on the day of checkout. I would absolutely recommend them for your next stay.
Guest favourite

Home in Biddeford

4.98 out of 5 average rating, 51 reviews

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

CarolRating, 5 stars2 months ago
Our stay was lovely, clean, and the kitchen was well equiped. Thank you for the attention to detail in creating a comfortable and relaxing stay.
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 stars3 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.
Guest favourite

Home in Conway

5 out of 5 average rating, 12 reviews

S’No Problem | Spacious 3br | Near Skiing & Dining

SusanRating, 5 stars2 months ago
We visited for our annual girls shopping weekend. 7 of us ranging in age from 20-88! We love the Stonehurst Manor and have stayed in several of the different condos on property. The lay out of the condos is ideal for a bigger group. Tracey’s unit was perfect for us. The furniture was very comfortable, we loved the gas fireplace and we had every glass, plate, utensil etc.. at our fingertips. Easy check in and check out. Would definitely stay again! Thank you for sharing your home.

Private house rentals

Guest favourite

Home in Lebanon

4.97 out of 5 average rating, 331 reviews

Beautiful, Peaceful, Maine Getaway House

MatthewRating, 5 stars4 days ago
beautiful place. minimal interaction with surrounding neighborhood. easy area to walk around and enjoy the woods.
Superhost

Home in Tamworth

4.82 out of 5 average rating, 94 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

MargaretRating, 5 stars1 week ago
We had a wonderful stay in the woods. The house was beautiful and comfortable and Miriam was very helpful and responsive. The hot tub was a highlight! Highly recommend this wonderful home.
Guest favourite

Home in Wells

4.99 out of 5 average rating, 77 reviews

Beach Home w/ Exclusive privacy in Southern Maine

StephanieRating, 5 stars3 months ago
This is a beautiful and spacious home for the whole family. The kitchen is immaculate and accommodates everyone comfortably. The backyard is huge and great for outdoor games or a BBQ. The house is situated in a peaceful town with a very welcoming feel. The host is phenomenal and very responsive. My family has stayed in this house multiple times and we look forward to returning once again. It's the perfect choice for a relaxing getaway!
Superhost

Home in Harpswell

5 out of 5 average rating, 36 reviews

Oceanfront Luxury Estate in Mid-Coast Maine

SharonRating, 5 stars4 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!
Guest favourite

Home in Naples

4.99 out of 5 average rating, 106 reviews

LUX Designer Private Waterfront

ChristopherRating, 5 stars2 weeks ago
The wife and I came here for a weekend getaway. Overall it was a great experience!
Guest favourite

Home in Wells

5 out of 5 average rating, 26 reviews

Updated 2 Bedroom Private House near beaches

AnnemarieRating, 5 stars3 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!
Superhost

Home in South Berwick

5 out of 5 average rating, 5 reviews

Beautiful Maine home overlooking pasture

Jjheanue@Gmail.ComRating, 5 stars1 month ago
Jim’s place was perfect for our holiday. Plenty of room, well appointed kitchen and easy to get to stores and restaurants, just a few minutes away.
Superhost

Home in Wells

4.65 out of 5 average rating, 37 reviews

All Season Wells Beach Retreat attractions close

KarenRating, 5 stars3 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

    3K 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