Pet-friendly holiday rentals in Winthrop

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Popular amenities for Winthrop pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Auburn
4.98 out of 5 average rating, 172 reviews

Sunny 2-BR 5 min to Bates & River Trails

RyanRating, 5 stars2 weeks ago
This is the 2nd time I've stayed at Emma's place. I came both times for a workshop and ceremony that took place in both Freeport and in Portland. Drives to Portland were the longest, and not too taking, and I chose to stay at Emma's place BECAUSE of the way the house holds me: the spaciousness, the attention to art and wisdom, the lighting and unfussy-yet-design-inspired furniture choices, the plant life, the textures and colors: all these things are soothing and welcoming. It was a pleasure to drive "home" exhausted, knowing what it feels like to open that back door.
Superhost
Home in West Bath
4.86 out of 5 average rating, 118 reviews

Oak Leaf

KayRating, 5 stars3 days ago
Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!
Guest favourite
Home in Auburn
4.94 out of 5 average rating, 107 reviews

Cheerful spacious updated 1825 Maine Farmhouse!

SarahRating, 5 stars1 month ago
We had family in town for graduation and Amy’s place checked all the boxes for us. Plenty of room to spread out yet still be together. The bedrooms were roomy and cozy. Our little nephew loved the well-stocked bookcase that allowed him to have a different story every night. The trampoline and outside space were wonderful. We even used the barbecue. Would definitely recommend!
Guest favourite
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 weeks ago
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10
Guest favourite
Home in Bridgton
4.95 out of 5 average rating, 212 reviews

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

SophiaRating, 5 stars3 days ago
This house was perfect for me and my guests! All 7 of us fit perfectly, It didn’t feel too overcrowded! We loved the beautiful view off the deck and the hot tub was an amazing touch! The house was very clean and had everything we could’ve needed. I loved how clear the instructions were for everything and how responsive the hosts are if you need anything!
Guest favourite
Home in Bath
4.92 out of 5 average rating, 126 reviews

Summer River Retreat with Hiking Trails

PhilipRating, 5 stars1 month ago
By far one of the best Airbnb’s we’ve ever stayed at. Superb location, beautiful river view in front and forest view (with trails) in back. Plenty of garden space to run around in with the kid(s). And only a 5-minute drive into quaint and charming Bath. The place itself was beautifully laid out, with so much space and comfort. Pip was always available, efficient and kind and to communicate with. Cannot recommend this place enough if you’re looking respite in nature, comfort in home, and proximity to town.
Guest favourite
Home in Newcastle
4.91 out of 5 average rating, 201 reviews

Rustic Farmhouse at Oxbow Brewery

CatherineRating, 5 stars2 weeks ago
My husband and in-laws and I and our two dogs stayed for a long MDW. The weather did not cooperate but did not hinder us. Especially staying at this Airbnb on the beautiful Oxbow Brewing property. In fact the coziness of the space made a rainy day even more fun. We were visiting for the racetrack and location was excellent for privacy and also close to local attractions. Wish we had more of a group to experience the space with us, it was really special!
Top guest favourite
Home in Rangeley
4.91 out of 5 average rating, 107 reviews

The Winter House

BobRating, 5 stars9 months ago
Beautiful setting on the lake with a modern, updated home complete with so many thoughtful amenities and touches - would love to return!! Spectacular sunsets and a private dock, too - did some late summer fishing on the Kennebago and the Magalloway - spectacular!

Pet-friendly home rentals with a pool

Top guest favourite
Flat in Cornville
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars2 weeks ago
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!
Guest favourite
Chalet in Rangeley
4.87 out of 5 average rating, 173 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

SusanneRating, 5 stars3 months 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.
Superhost
Flat in Carroll County
4.79 out of 5 average rating, 124 reviews

The 1785 Suite, Amazing Views, Walk to River

JesseRating, 5 stars1 month ago
loved this layout! this place had it all!
Guest favourite
Home in Portland
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars3 weeks ago
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!
Guest favourite
Tiny home in Mount Vernon
5 out of 5 average rating, 27 reviews

A place to be The Hidden Gem Mt Vernon, Me

PranjaliRating, 5 stars3 weeks ago
The host gave us an upgrade to another tiny house in the same location that we gladly accepted. We were welcomed by fresh lilacs in the tiny home with cozy ambiance. The location is remote with a small farm stand (the honey from this stand is a must, we got the biggest jar and we have zero regrets). This is a peaceful retreat with beautiful views and hikes. I recommend this to anyone looking to escape the city.
Guest favourite
Guest suite in Standish
4.93 out of 5 average rating, 105 reviews

Steep Falls Escape, river & falls just steps away

JosephRating, 5 stars2 weeks ago
We loved our stay! A week was not long enough! Very open layout with lots of space. We loved having a washer and dryer! It was a pleasure to talk to Tom! Really a person you could talk to hours for! We left feeling like family, and couldn’t recommend the place more! If you’re looking to visit Maine or even the big city of Portland, I would recommend you look here. Being out in the country sheds a different light on all that Maine has to offer!
Top guest favourite
Flat in Winthrop
4.72 out of 5 average rating, 18 reviews

Cozy Apartment with In-Town Convenience

MarieRating, 5 stars9 months ago
I had a great month exploring Maine with my dog from this garage apartment. The owners are friendly but not intrusive. Some days my dog and I just laid a blanket on the grass and sat in the beautiful backyard. Go to Pickles Potions and get the body oil, it helped me keep bugs away.
Guest favourite
Cabin in West Paris
4.95 out of 5 average rating, 113 reviews

Cabin on the hill!

SharonRating, 5 stars6 days ago
I was meeting with family for a graduation. Four of us were staying here. The place was exactly what we needed in our lives and hoped for. It was country, quiet, peaceful and beautiful. It was so beautiful sitting on the back porch that we never once sat in the living room. We had lots of coffee and laughs sitting out there. We never even went into the hot tub or sauna. Would definitely recommend if this is what you need for your soul.

Private, pet-friendly home rentals

Superhost
Farm stay in Livermore Falls
4.7 out of 5 average rating, 30 reviews

Golden Pine Farm

NoahRating, 5 stars5 months ago
absolutely beautiful property in the heart of Maine, reccommend this place to any party looking for accommodations in and around the area! 5 stars
Top guest favourite
Home in Litchfield
5 out of 5 average rating, 13 reviews

Bluebird Cottage on Woodbury Pond

LizRating, 5 stars2 weeks ago
Justin’s house was spacious and clean and had everything we could need. The kitchen is fully equipped and when we were there it all seemed brand new. Beds are comfortable and the upstairs loft bedroom is a great space. Every amenity was provided! We were not able to take advantage of the lake due to the weather. We didn’t realize when we booked that the house is right off the road and is part of a cottage community development that is still being built. Nevertheless, it was peaceful and quiet and lovely to be steps from the lake and to be near so many places in central Maine. We highly recommend a stay here.
Guest favourite
Cottage in Litchfield
4.91 out of 5 average rating, 22 reviews

Lakeside Cottage Tacoma Lake

ChristopherRating, 5 stars8 months ago
So good I almost don’t want to leave a review because it feels like giving away a secret! We explored the nearby nature trail, went canoeing everyday, and our 3 year old loved playing at the little beach right off the property doorstep. Eric was responsive, proactive, and went out of his way to make sure our stay was memorable for us and our little one. Highly recommend!
Superhost
Dome in Readfield
4.93 out of 5 average rating, 54 reviews

Lakefront Dome Home w/deck and dock

TracyRating, 5 stars7 months ago
Great dome house! Beautiful location on the lake! Plenty of room for the five of us! The kids loved the loft! Beds were so comfortable! Kitchen had everything for cooking! No need to leave if you rent in the summer. Hannaford 10 minutes away!
Guest favourite
Cabin in Litchfield
4.97 out of 5 average rating, 30 reviews

Year Round Cabin in Litchfield

CynthiaRating, 5 stars5 months ago
great place to stay. We hosted Christmas dinner with our smallish family and it easily accommodated everyone. Highly recommend staying here
Guest favourite
Cabin in Fayette
4.84 out of 5 average rating, 62 reviews

Modern lakefront log cabin with sunset views.

LaurieRating, 5 stars3 days ago
Beautiful place. Perfect getaway. Paul was very nice and helpful. Great recommendations for places to go. Very responsive to any questions we had. I could sit on the deck for days and watch the pond and soak up the sun. Only regrets was we had more rain than sun and unable to enjoy a bonfire. But thats Maine. Lol Cant wait to plan a trip back.
Guest favourite
Home in Georgetown
4.96 out of 5 average rating, 23 reviews

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.
Guest favourite
Home in Turner
4.9 out of 5 average rating, 63 reviews

Auburn Roots Getaways Bunkhouse

NancyRating, 5 starstoday
I found the house very comfortable, a home away from home, with everything I needed. it was very clean and neat. While there are 2 other houses under construction on the road and one that seems to be a part time residence, the area is very quiet. I walked my dog along Rt 219 East and found a post office, church and an eclectic general store with snacks. coffee and used items for sale. All the activities I wanted to do were within 30 minutes to an hour away with my favorite in Bethel of the Wheeler Mica Mine tour and the Maine Gem and Mineral Museum. The Highland Grille at the golf course has fantastic food!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $77 SGD 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