
Pet-friendly vacation rentals in Winter Harbor
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Harbor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

Farmhouse w/wild blueberries-Acadia National Park
Very charming place. Would stay again.

Ocean views, serenity, house & apt, no dog fees
I had a truly wonderful experience at this property. The home itself was absolutely beautiful, tastefully designed, clean, and equipped with everything needed for a comfortable stay. What truly set it apart, though, was the peaceful environment. Surrounded by nature and tranquility, it was the perfect escape from the hustle and bustle of everyday life. Whether you’re looking to relax, recharge, or simply enjoy a serene setting, this property is an ideal choice. Highly recommended

Charming house in Old Town
This is a great little place. It's small, but well laid out, and nicely renovated and furnished inside. The woooden deck out back is a bit rickety, but nothing of concern. Kitchen is very well supplied with better-than-usual pots and pans, etc. A salad spinner, carrot peeler would be nice. Beds are comfortable, and bedding is very nice. Folks with mobility issues should be aware that the stairs to the upstairs bedroom are a bit steep. Backyard is small but fenced and helpful for those that want to let their pet run around, though do note that there are nooks and crannies (e.g. under the back deck) that where they might get into mischief. The neighborhood is nice and friendly, even if some of the nearby houses are a bit run down. (There are lots of beautiful old Victorian houses too. It’s a nice mix.) Just a couple of blocks to the bike trail to Maine campus in Orono though the university-owned woodlands with walking/skiing/mountain bike trails. We would stay again.

The Near EVERYTHING House!
We know we got a gem of a location during the off season for Arcadia. The location was close enough for us to walk to a lot of different places. The recommendations for local food and coffee was great. We would definitely stay here again.

Raccoon Cove Waterfront Hideaway
We stayed at Sabrina's place for 2 nights while visiting Acadia. The property is very private and quiet. it had a view of the cove right behind the house. We enjoyed going out there to see the sunrise. The house is very clean and organized. It had everything we needed for out stay. I would recommend this if your looking for a place away from the crowds of Acadia National Park.

Baxter Lake House: Decks Docks and Flip Flops
Beautiful place and great host. Would definitely recommend to anyone looking to get away for a weekend.

Fully stocked 3BR cottage
My friends and I loved this Airbnb. We brought our dog and he also loved it! The firepit outside was a huge plus. It was clean and comfortable. There were games available to play and a streaming TV. The kitchen was spacious and it was a good size for 5-6 people.

Loon Crossing: Close to Town, Harbor, Restaurants
Great location and property. Easy to get to all parts of the island.
Pet-friendly home rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
Ryan’s place was just as advertised. It’s was centrally located within walking distance to stores and restaurants within a quiet neighborhood. The home had all one would need to be comfortable. Additionally there was a nice outdoor fire pit and a hot tub. I would recommend Ryan’s place.

The Jarvis Homestead | Historic Maine Mansion
A beautiful, historical home. Walkable location- easy to get to restaurants and shopping. The home has plenty of room for a large group of people! The home is well decorated, well thought out- including labels everywhere so you can find what you need. The rooms and beds were cozy. My kids enjoyed a game of hide and seek in this massive place! The kitchen was a dream to cook in! Cale was an amazing host- super responsive, so helpful and kind! Would definitely stay again!

New Boho Cape with Pool! Fenced yard, pet friendly
Better than pictured and Christina was great! Will definitely stay again!

Lawn Cottage - Newly Renovated 2024
We had an amazing time at your cabin. Thank you so much for opening it up to guests. Loved waking up to the sunrises.

The Boathouse at Spruce Harbor
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.

Tremont, ME. Shorefront compound for 7-12
Three girlfriends and I stayed at Hillside for a week. The setting and location were absolutely beautiful. It was so quiet and peaceful and I loved walking the trail. The house was roomy and comfortable. We highly recommend!!

Main Street Suite with Waterfront Resort Access
This lovely apartment directly overlooking the park in downtown Bar Harbor was the perfect place for our family. With grandparents, parents, two small children, and a chihuahua, we had room to spread out, sleep comfortably, walk to the beach and the park, shop, and eat wonderful food and ice cream. I would want others to know that the stairs up to the apartment are steep, a tiny bit tricky for the senior with bad knees and the toddlers with short legs. The apartment has a Smart TV, which wasn't really watchable for us. If they had cable it would have been just perfect! Overall, this place was in a dream location and afforded all of us a chance to relax and enjoy the gorgeous fall weekend in Maine.

Acadia get away.! With pool and hot tub
I recently stayed with my family at this incredible Airbnb that exceeded all my expectations. This property offered a hot tub, a pool table, and a level of privacy and tranquility that made for a truly relaxing getaway. One of the highlights of our stay was being able to watch the northern lights from the hot tub – it was absolutely magical. We spent a week in Acadia, and the location was perfect, just 15-20 minutes from Bar Harbor or the nearest town. The hosts were very responsive, and the place was fantastic for families, being both kid and pet friendly. It was a week filled with unforgettable moments, and I can't recommend this place enough!
Private, pet-friendly home rentals

Stonington Harbor Cottage - Vacation / Remote Work
Fantastic spot. The cabin is so well equipped and squeaky clean. Maggie has thought of everything! Walkable to town in minutes and private. There are even glimpses of the sparkling ocean. 5 stars!

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

Private Beach, Bar Harbor, Acadia, 15 beds, Pets
What an amazing time I had at this place! I got married to my best friend and we had our families joined together! Everyone cooking every night, beach walks, board games, and fires for when it got a little cold. I couldn’t have asked for a better wedding week! Thank you so much to Paul and Shankari for being wonderful helpful host!

Cheerful 2 bedroom home, close to Acadia
Great stay with our pup Gus! Place was clean and organized! About 30 min away from local Walmart so not to far but overall peaceful and serene! Would definitely book in future!

Pines and Tides of Maine.
I thoroughly enjoyed my stay. The house was very clean and nicely decorated. Sitting on the deck off the back looking at the beautiful setting was very peaceful and tranquil.

Family/Friends Getaway Hidden on Mt Desert Island
"From my daughter: This is our 3rd trip to Acadia National Park, but the first time at this Air B&b. Originally it was supposed to be for 5 of us, but 3 couldn't make it, so it ended up just being my husband and I. The Air B&b is in a remote enough area that it is nice and peaceful, but still an easy 20-30 minute drive to almost anywhere on Mt. desert island. The house has so many thoughtful touches, like an area outside for a campfire, supplies for smores, basic seasoning and condiments, all the light switches labeled (so thankful for that!), etc. We did a grocery run our first day and came back to the house for almost all our meals. This was a cozy place and we'd recommend to anyone visiting Mt. Desert Island and would return here again if we come back in the future."

Slice of Haven Cottage
We greatly enjoyed our time at Slice of Haven. It was clean and comfortable and we all felt right at home. Krista and Joe were gracious hosts and helped recommend local attractions to see and restaurants to eat out.

Winterport Evergreen Farm - Guest House
Julia and Sean's place was an experience we'll cherish forever. Their thoughtfulness and hearts were evident in every detail. They opened their doors to us, and in doing so, gifted us with memories that will last a lifetime.
Quick stats about vacation rentals that are pet-friendly in Winter Harbor
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
720 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- China Vacation rentals
- Bar Harbor Vacation rentals
- Mid-Coast Vacation rentals
- Bangor Vacation rentals
- Acadia National Park Pond Vacation rentals
- Mount Desert Island Vacation rentals
- Kennebec River Vacation rentals
- St. Andrews Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Québec City Vacation rentals
- Rentals with outdoor seating Winter Harbor
- Rentals with a washer and dryer Winter Harbor
- House rentals Winter Harbor
- Rentals with beach access Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Cottage rentals Winter Harbor
- Kid-friendly rentals Winter Harbor
- Waterfront rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Family-friendly rentals Winter Harbor
- Pet-friendly rentals Hancock County
- Pet-friendly rentals Maine
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Acadia National Park
- Spragues Beach
- Sand Beach
- Northeast Harbour Golf Club
- Narrow Place Beach
- Gilley Beach
- Bear Island Beach
- Sandy Point Beach
- Great Beach
- Billys Shore
- Redman Beach
- Pebble Beach
- Wadsworth Cove Beach
- Kebo Valley Golf Club
- Hero Beach
- Hunters Beach
- North Point Beach
- Driftwood Beach
- Three Island Beach
- Islesboro Town Beach
- Lighthouse Beach
- Orchard Beach
- Indian Camp Beach
- Pobblestone Cove