Pet-friendly holiday rentals in Winthrop

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winthrop pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
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!
Superhost
Home in Brunswick
4.85 out of 5 average rating, 119 reviews

King beds-Charming Retro 3BR+Office House

JaneRating, 5 stars18 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 favourite
Home in Portland
4.83 out of 5 average rating, 48 reviews

Cute Craftsman Bungalow home w/ fenced in yard

KrystaRating, 5 stars3 weeks ago
We had a great time! The fenced in yard was perfect for the dog, and a great location just 15 minutes to the downtown area!
Guest favourite
Home in Auburn
4.94 out of 5 average rating, 105 reviews

Cheerful spacious updated 1825 Maine Farmhouse!

AsuncionRating, 5 stars2 weeks 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 favourite
Home in Wakefield
4.98 out of 5 average rating, 161 reviews

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

AstridRating, 5 stars3 days ago
Julie was fantastic and always responded in minutes to any questions we had. I love their home manual which is so easy to navigate and has answers for everything. The home is super cozy and the large gas fireplace downstairs was a treat on cooler April mornings. The weather wasn't on our side for 1/2 of short stay, but we had a family olympics inside, using their ping pong table, foosball and connect 4 game. We did get out on kayaks one day - lovely lake, larger than you think! tons of hiking nearby too.
Top Guest favourite
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 favourite
Home in Bethel
4.99 out of 5 average rating, 109 reviews

Cozy house located in West Bethel

OlgaRating, 5 stars1 month 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 favourite
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!

Pet-friendly home rentals with a pool

Top Guest favourite
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars4 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Guest favourite
Chalet in Rangeley
4.87 out of 5 average rating, 173 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

SusanneRating, 5 stars1 month ago
Jonathan and Lisa were wonderful hosts! We stayed 3 nights to enjoy some Spring skiing at Saddleback. The home was close to town and a quick drive to Saddleback mountain. The house is perched high on a hill overlooking Rangeley lake. The downside is that the driveway is steep and icy (this time of year due to the recent March thaws) but the view and sunsets are breathtaking!! For an additional fee, you can enjoy their newly built sauna and whirlpool. So relaxing after a day of skiing that we booked it twice. The house has all the comforts of home. Being culinary masters, we had a bit of a struggle in the small kitchen. But certainly most everything you need to prepare great meals. Communication with the hosts was excellent and timely.
Guest favourite
Apartment in Conway
4.89 out of 5 average rating, 132 reviews

NoCo Village 1-Bedroom

JenniferRating, 5 stars2 months ago
Perfect stay for 4 adults, 1 infant, and 1 dog! Love the two-bedroom, two-bathroom layout, plus the kitchenette to make oatmeal and toast in the morning before hitting the ski trails. Clear check-in instructions, no hassle at all even when we arrived around midnight.
Superhost
Home in Conway
4.9 out of 5 average rating, 84 reviews

Blissful Mountain Getaway Cabin | Private Pool

ChadRating, 5 stars6 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!
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!
Superhost
Tiny home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars1 week ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Guest favourite
Guest suite in Standish
4.93 out of 5 average rating, 104 reviews

Steep Falls Escape, river & falls just steps away

BobbyRating, 5 stars7 months ago
great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts
Guest favourite
Cabin in Wakefield
4.93 out of 5 average rating, 42 reviews

Lakeside cabin in the woods

NicoleRating, 5 stars5 months ago
Spent Thanksgiving at the cabin and it was absolutely perfect! Jim met us upon check-in with a welcome basket full of homemade baked goods—they were delicious! Home was stocked with board games and puzzles as well. 10/10 stay.

Private, pet-friendly home rentals

Guest favourite
Home in Northport
4.93 out of 5 average rating, 28 reviews

Close to the Beach, Hiking, Golf course, and Town!

ValerieRating, 5 stars4 months ago
Our family and I had a wonderful stay at Jackies, we are all originally from maine, and her home gives you everything great about maine. We really felt at home, it snowed christmas eve which made it even more beautiful ( The driveway was plowed out early as well). I brought a small christmas tree with us on our trip up, and when we walked in, the place was decorated for christmas, which was just amazing and so thoughtful. We definitly plan on staying again, the next time we are back in maine. Thank you again Jackie!
Top Guest favourite
Home in Conway
4.98 out of 5 average rating, 92 reviews

North Conway Family and Dog Friendly Home.

ErinRating, 5 stars2 months ago
We had a great stay at Julia and Peter's place! Home was cozy, ample room for teens, kids and adults to have their own space, etc. House exceeded expectations from pictures and description. Very clean, and easy to get to North Conway, Jackson, etc. Love that it was on a beautiful hillside with views and in a peaceful area. Would definitely stay again!
Guest favourite
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 stars3 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 favourite
Cabin in Madison
4.93 out of 5 average rating, 43 reviews

Lovely,private cabin w fire pit, bbq on 30 acres

IrinaRating, 5 stars3 months ago
Great location and place for short stay. The house is equipped with all necessary tools for comfort staying.
Top Guest favourite
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.
Top Guest favourite
Tiny home in Roxbury
5 out of 5 average rating, 16 reviews

Dog-friendly 300-acre Nature Gem: Trails & Privacy

HeatherRating, 5 stars1 month ago
Richard and Kandi's cabin and surroundings are amazing! We (two adults and two dogs) were comfortable in the cabin, which feels new and very clean. Kitchen and bathroom are well organized and had all we needed. It's a tiny house but feels spacious. The woods and trails are a wonderful bonus. Richard was great to communicate with and helpful about weather and snow conditions before we arrived. He also offered great tips on exploring the trails. Black Mt and Rumford are about 20min drive. Easily our favorite Airbnb!
Guest favourite
Home in Freeport
4.88 out of 5 average rating, 59 reviews

Waterfront Private Home, 8 Acres, 5 min to LLBean

LauraRating, 5 stars9 months ago
Amazing $1M+ house. Everything you need, especially in the kitchen. Everything is high-end and perfect. Beautiful house and land. Great deck with fire table. Upstairs shower is amazing! Left doggie treats for my Labrador! The property is on the water; the house is on the hill, so it is a steep hike down to the river. Beautiful Maine woods surrounding the house. It is private, no neighbors to worry about. This host has made this house a dream vacation home with everyone one would possibly need. Farmer’s markets are close by, as well as Freeport and LL Bean. Couldn’t recommend more!

Quick stats about holiday rentals that are pet-friendly in Winthrop

  • Total rentals

    20 properties

  • Nightly prices starting at

    $94 AUD before taxes and fees

  • Total number of reviews

    920 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Winthrop
  6. Pet-friendly rentals