Pet-friendly vacation rentals in Windham

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Windham pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Bethel
4.96 out of 5 average rating, 116 reviews

Sunday River Bethel Village ! Walk to Restaurants

JillianRating, 5 stars2 months ago
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!
Top guest favorite
Home in Old Orchard Beach
4.99 out of 5 average rating, 243 reviews

Walk to Beach from Spacious 1920 Home

JohnRating, 5 stars5 months ago
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.
Superhost
Home in Brunswick
4.85 out of 5 average rating, 119 reviews

King beds-Charming Retro 3BR+Office House

JaneRating, 5 stars17 months ago
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.
Guest favorite
Home in Auburn
4.94 out of 5 average rating, 105 reviews

Cheerful spacious updated 1825 Maine Farmhouse!

AsuncionRating, 5 stars1 week ago
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!
Guest favorite
Home in Wakefield
4.98 out of 5 average rating, 160 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

SteveRating, 5 stars1 week ago
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.
Top guest favorite
Home in Pittston
4.99 out of 5 average rating, 144 reviews

Riverside

BradleyRating, 5 stars2 months ago
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!!!!
Top guest favorite
Home in Bethel
4.99 out of 5 average rating, 109 reviews

Cozy house located in West Bethel

OlgaRating, 5 stars3 weeks ago
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!!!!
Guest favorite
Home in Tamworth
4.91 out of 5 average rating, 148 reviews

Locally Owned Pet Friendly N. Lakes One Level Home

KatelinRating, 5 stars2 months ago
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

Guest favorite
Condo in Bartlett
4.91 out of 5 average rating, 100 reviews

White Mountains Hiking Dogs Storyland Family

WilliamRating, 5 stars5 months ago
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.
Guest favorite
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Updated Modern Condo at The Seasons

CindyRating, 5 stars2 months ago
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.
Guest favorite
Condo in Bartlett
4.87 out of 5 average rating, 147 reviews

Spacious Condo-Attitash Ski-Storyland-Saco & More!

KateRating, 5 stars1 day ago
Will book again with Alyssa. Great long weekend.
Superhost
Apartment in Bartlett
4.82 out of 5 average rating, 111 reviews

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

AlejandroRating, 5 stars3 weeks ago
Relaxing. Great get away for a couple nights. Quiet with a great view.
Guest favorite
Home in Portland
4.95 out of 5 average rating, 122 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars2 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!
Superhost
Tiny home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars1 day ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Guest favorite
Townhouse in Bartlett
4.91 out of 5 average rating, 162 reviews

Spacious N Conway Retreat | Hike, Ski, Swim, Bike

michaelRating, 5 stars1 month ago
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!
Guest favorite
Condo in Bartlett
4.93 out of 5 average rating, 261 reviews

An Amazing Mountain Getaway!

KaelaRating, 5 stars1 week ago
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

Superhost
Home in Conway
4.9 out of 5 average rating, 84 reviews

Blissful Mountain Getaway Cabin | Private Pool

ChadRating, 5 stars5 months ago
Cabin is absolutely beautiful, very clean, welcoming, and beds are comfortable. Highly recommended, and we’ll be back for sure! Thanks for being awesome!
Superhost
Home in Wells
4.88 out of 5 average rating, 34 reviews

2 BDR| Fenced in Yard| Hot Tub| Bring your pup

GeorgeRating, 5 stars6 months ago
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!
Guest favorite
Home in Conway
4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

HarrisonRating, 5 stars1 month ago
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.
Superhost
Home in Conway
4.86 out of 5 average rating, 98 reviews

Private & Spacious, 9 Miles to downtown N. Conway

CynthiaRating, 5 stars2 months ago
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.
Guest favorite
Home in Naples
4.97 out of 5 average rating, 30 reviews

Oliver House with Sebago Lake boat access

DavidRating, 5 stars8 months ago
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!
Guest favorite
Cabin in Bartlett
4.91 out of 5 average rating, 234 reviews

Cute, Cozy Cabin by the Saco River

HollisRating, 5 stars1 month ago
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!
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!
Top guest favorite
Apartment in Portland
4.98 out of 5 average rating, 111 reviews

The Yankee Dugout

TinaRating, 5 stars5 months ago
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

Destinations to explore