
Pet-friendly vacation rentals in Windham
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Top-rated pet-friendly home rentals in Windham
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Pet-friendly house rentals

Sunday River Bethel Village ! Walk to Restaurants
Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!

Walk to Beach from Spacious 1920 Home
This home is amazing! It was perfect for our group of ten family members that were in the area to celebrate a wedding for the weekend. Our hosts could not have been more accommodating and we were so impressed with their hospitality!! So many nice touches and such a spacious, comfortable home - no detail overlooked. Enjoyed our stay immensely and would definitely return.

King beds-Charming Retro 3BR+Office House
This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

Cheerful spacious updated 1825 Maine Farmhouse!
Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Great house for large family. Lots of games and entertainment inside, and plenty of outdoor activities for both kids and adults. The covered hot tub was a big hit as well! Julie provides a great house manual with all of the necessary info, as well as recommendations and tips for local restaurants, entertainment, etc. We would definitely stay here again and recommend it to others.

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Cozy house located in West Bethel
This home was so charming. Once we were inside, we felt right at home - everything was so wisely laid out, clean, and fit my family of 4 plus 2 furry animals perfectly. The decor is beautiful! The outside had a good size yard with a runner for my dogs which was so thoughtful. The house is only 12 minutes away from Sunday River and very easy to get to. Our host was wonderful, I really appreciate her flexibility and accommodation to my several requests!! We had a blast - thank you so much!!!!

Locally Owned Pet Friendly N. Lakes One Level Home
As one kiddo said at the end “this is the best weekend ever!” This was the perfect getaway and wished we had more time! Stayed 4 adults and three kids with a dog and had more than enough space! The layout of the house was perfect, as having bedrooms on each side of the house! An incredible area so close to town. 30 minutes to North Conway and just minutes to good food! King Pine is also 20 minutes which has multiple winter activities. The house is also so close to the lake! The space was cozy, had everything you needed, comfortable beds, and what a great surprise to have a dryer for the wet clothes after a day in the snow! Matt was a great host, helpful, fast, and responsive. Would stay here again!
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family
Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.

Updated Modern Condo at The Seasons
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Spacious Condo-Attitash Ski-Storyland-Saco & More!
Will book again with Alyssa. Great long weekend.

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools
Relaxing. Great get away for a couple nights. Quiet with a great view.

"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!

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Spacious N Conway Retreat | Hike, Ski, Swim, Bike
Perfect for our group of 4, plenty of space. Much bigger than I thought after viewing the pictures. Everything was clean and worked great. We took full advantage of the kitchen and there were plenty of cook and eat ware. Quick 4 minute drive to Attitash, close enough to go home for lunch. Loved that we were able to bring our dog too! Check in and check out were super easy. We will certainly be back next Winter for our Attitash weekend. Highly recommend staying with Lory for your North Conway, Attitash, Storyland, or Wildcat vacation. Thank you Lory!

An Amazing Mountain Getaway!
Great condo. It was so clean and the furniture was so comfortable. The kitchen was fully stocked and the hosts truly thought of everything for their guests. Fans were provided, ample towels, and extra pillows for a family of three, and the WiFi was easy to find, the condo was incredibly clean but also felt like a home. I assumed both bedrooms were on the same floor but they weren’t. My son ended up sleeping in the living room during our stay because the bunk bed room was very far from the main bedroom and both are located on separate floors. There’s a folding wall that you can leave open on the loft which was nice to ease my son’s anxiety of sleeping farther apart than usual. Also, the tvs in both bedrooms are almost impossible to navigate so we kind of gave up on watching tv in our room each night. The pools were very nice but the operating hours weren’t great compared to some of the other condos we’ve stayed at in this area. That’s at no fault of the hosts though.
Private, pet-friendly home rentals

Blissful Mountain Getaway Cabin | Private Pool
Cabin is absolutely beautiful, very clean, welcoming, and beds are comfortable. Highly recommended, and we’ll be back for sure! Thanks for being awesome!

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!

Hot tub with country setting, close to village.
House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.

Private & Spacious, 9 Miles to downtown N. Conway
This was our second stay and we are planning to make it an annual event. The house is beautiful, comfortable, cozy and well stocked. I loved cooking in the kitchen surrounded by my family. The fireplace is amazing and the location is perfect. We ski Canmore and Bretton Woods and down town North Conway is filled with great bars and restaurants and 10 minutes from the house. Perfect spot.

Oliver House with Sebago Lake boat access
We had an awesome weekend stay at Monique’s cottage. The house was clean and equipped with all amenities listed. The yard space is huge for backyard games. Would definitely stay here again!

Cute, Cozy Cabin by the Saco River
Jan’s place was exceptionally clean and well suited for our family ski trip. Everything was thoughtfully decorated and equipped for a stay of our group of 4. She even went the extra mile to communicate with me when I misplaced an item to coordinate with the cleaner and get back to me. Would definitely stay again!

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!

The Yankee Dugout
Host was great and friendly. Beautiful neighborhood. Apt was very clean and comfortable. Many extras like Keurig, coffee, tea hot chocolate and water bottles. Cozy extra blankets, fans and fireplace. Bathroom was clean and had liquid soaps, shampoo etc. Not a full kitchen, but all you need. Would definitely stay again.
Quick stats about vacation rentals that are pet-friendly in Windham
Total rentals
60 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
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- Wells Beach
- Attitash Mountain Resort
- Cranmore Mountain Resort
- Story Land
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Mt. Abram
- Purity Spring Resort
- King Pine Ski Area
- Popham Beach State Park
- Parsons Beach
- Laudholm Beach
- Mothers Beach
- Ferry Beach
- Palace Playland
- Portland Museum of Art
- Crescent Beach State Park
- Cliff House Beach
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