Pet-friendly vacation 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 favorite
The exterior of the rental property features a blue and red two-story design. The blue portion is complemented by yellow trim and dark shutters. A small entryway is visible, leading into a lush green lawn surrounded by trees.
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
A bright kitchen is featured with white cabinetry and open shelving. Glass jars and wooden accents are arranged on the shelves, while a sink with a modern faucet is positioned next to an electric stove. Natural light fills the space from a nearby window.
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
A craftsman bungalow is depicted featuring a welcoming front staircase leading to a door adorned with a seasonal wreath. Flanking the stairs are planters filled with red flowers, and greenery is visible on either side, contributing to a charming entryway.
Home in Portland
4.85 out of 5 average rating, 46 reviews

Cute Craftsman Bungalow home w/ fenced in yard

KrystaRating, 5 stars2 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!
Top guest favorite
The exterior of a 1840s farmhouse is shown, featuring beige siding with blue window shutters. The brick pathway leads to the side of the house, where utilities are visible. The surrounding area has greenery and a glimpse of neighboring structures.
Home in West End
4.96 out of 5 average rating, 113 reviews

2 bed house w/king bed, pets & off-street parking!

AndrewRating, 5 stars5 days ago
Stayed with my wife and 2 year old son for a full week. Wonderful location walking distance to many shops, bakeries, restaurants etc. Blackout curtains in the bedroom were helpful for our son with naps and early sunrise. Playground a 30 second walk down the street which we used often. Private parking space directly behind the home was also convenient. We thought it was great value for the location and a nice alternative to booking an apartment or larger home when we spent the majority of our trip out exploring. Overall, we were very pleased with our experience.
Guest favorite
A classic New England farmhouse is shown, featuring a white exterior with green accents. The property includes a large driveway and a nearby garage. Surrounding grassy areas present a well-maintained setting, with a few shrubs adding greenery to the scene under a partly cloudy sky.
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 favorite
A serene view of the calm lake reflects the blue sky and surrounding pine trees, creating a peaceful atmosphere. A wooden dock extends into the water, offering a space for activities and relaxation.
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
A calm river reflects the surrounding greenery, bordered by a well-maintained lawn. A wooden wharf extends towards the water, providing a peaceful place to sit and enjoy the view. A hint of colorful buildings can be seen in the distance, framed by trees.
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
The exterior of a cozy home is showcased, featuring a snow-covered roof and a sunburst decorative element above the front door. A wooden deck leads to the entrance, while a ski rack stands ready for outdoor gear. A brick chimney is visible against a clear sky.
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!!!!

Pet-friendly home rentals with a pool

Top guest favorite
A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.
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 favorite
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 favorite
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.
Top guest favorite
Cottage in Shapleigh
5 out of 5 average rating, 7 reviews

Lakeside Cozy Cottage in Nature | Hot Tub

NickRating, 5 stars5 days ago
This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!
Superhost
An outdoor patio area features a wooden picnic table with seating, a sun umbrella, and a grill. The log cabin's facade is visible, surrounded by lush greenery offering a sense of privacy. Large windows allow natural light to enter the cabin's interior.
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!
Guest favorite
An expansive fenced yard is captured from above, showcasing lush green grass and a variety of trees surrounding the perimeter. Outdoor seating is arranged with blue chairs, and a picnic table is positioned on a wooden deck area. The property offers ample space for relaxation and activities.
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
The A-frame cabin features a wooden deck supported by a sturdy frame, providing access to outdoor seating and a hot tub. Large windows offer views of the surrounding trees, while a snow-covered ground adds to the tranquil winter setting.
Tiny home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars2 days ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Guest favorite
A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.
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

Private, pet-friendly home rentals

Superhost
A spacious kitchen is presented with a large wooden dining table surrounded by six chairs. A bowl is centered on the table. Stylish bar stools are positioned at a counter, and modern appliances, including a refrigerator and oven, are visible in the background.
Apartment in Portland
4.76 out of 5 average rating, 34 reviews

Cozy private Portland apartment.

AllisonRating, 5 stars6 months ago
Keith's place was such a cozy stay! The facility was spacious and well-ventilated. Keith was helpful, and the kitchen was equipped with items to cook with. Would love to stay again! The neighborhood cats are very friendly, I enjoyed interacting with them and giving them treats!
Guest favorite
A rustic building with a green exterior features the Cranmore Tickets signage prominently displayed. Snow blankets the ground surrounding the structure, enhancing its winter atmosphere. Large windows allow natural light to fill the interior, while a well-maintained courtyard is set in front.
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
The kitchen features white cabinetry and granite countertops, with stainless steel appliances and a large island. A center light fixture illuminates the space, while windows provide natural light. An adjacent dining area is visible, showcasing a wooden table and additional seating.
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.
Top guest favorite
The cabin is gently illuminated under a starry night sky, showcasing its welcoming facade. Surrounding trees create a natural frame, while soft snow blankets the ground, enhancing the serene winter atmosphere.
Cabin in Kingfield
5 out of 5 average rating, 107 reviews

Peaceful - Private - Paradise -- The Sugar Shack

DonnaRating, 5 stars2 months ago
This was our second stay at the Sugar Shack as it’s a great spot when skiing Sugarloaf. I really appreciate the well seasoned cast iron pans instead of using scratched up and flaking nonstick ones found at most Airbnbs. There are plenty of hooks to hang your ski gear. It’s also one of the few we’ve rented where I didn’t have to wash the glasses after pulling them out of the cabinet. Clearly the cleaner is very conscientious. We will definitely book again when returning to the area.
Guest favorite
The cabin is situated on a gently sloping green lawn surrounded by trees. A deck is visible on the second floor, providing access to outdoor space. The exterior features a combination of light-colored siding and a peaked roof, harmonizing with the natural setting.
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 favorite
Tiny home in Freeport
4.99 out of 5 average rating, 293 reviews

Cozy Rock Cabin #thewaylifeshouldbe

JulieRating, 5 stars1 week ago
I took myself and my dog Sammy on a CEO business planning retreat to the Cozy Rock Cabin and it was incredible! It was the perfect location to be free of every day distractions, to visit, map out and strategize while also getting in time for play and rest. The location was perfect, beautiful and surrounded by nature. The cabin itself was clean, comfy and cozy. When we weren’t enjoying the cabin, we were off exploring downtown and going for hikes. There’s so much to do in the area, and you get to make your stay whatever you’d like! We both didn’t want to leave, and will definitely be back!
Top guest favorite
A spacious living area is furnished with a dark sectional sofa decorated with team-themed pillows. A coffee table with storage sits in front of the sofa. A fireplace is visible, flanked by blue and red wall accents with a sports theme.
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 favorite
The cabin exterior features a wood-clad façade with a vibrant red front door. A set of stairs leads to the entrance, surrounded by natural landscaping. An ATV is parked nearby on a gravel pathway, while tall trees provide a shaded backdrop.
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!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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