Pet-friendly holiday rentals in Winter Harbor

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winter Harbor pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Milbridge
4.7 out of 5 average rating, 89 reviews

Milbridge Harbor View House

TerryRating, 5 stars1 month ago
Great place to stay. House was great and would stay again. Would recommend it to everyone
Superhost
Home in Bass Harbor
4.79 out of 5 average rating, 253 reviews

Deer Nest ( SERENITY)@ Acadia National Park

TerrenceRating, 5 stars1 month ago
While it might seem a tad bit pricey it's right in line with all of this desirable area particularly in that you have the whole place, not just an apartment. The setting is beautiful and you could stay for a month and not run out of new experiences. We loved being on the "quiet side" of MDI in SW Harbor. Hosts were great to work with and I also appreciate we were able book on short notice after another reservation mysteriously disappeared from the app.
Guest favourite
Home in Ellsworth
4.77 out of 5 average rating, 229 reviews

Lakefront, near Bar Harbor, ME

ElianaRating, 5 stars1 week ago
Beautiful place! Great view of the lake and quiet location driving distance to Acadia.
Guest favourite
Home in Ellsworth
4.97 out of 5 average rating, 104 reviews

Coveside Lakehouse on Sandy Point

LisaRating, 5 stars2 weeks ago
The location of the house was perfect for our visit to Acadia. It was very quiet and serene with beautiful views of the lake. We enjoyed fishing off the dock and the fire pit at night. We highly recommended this hidden little gem.
Guest favourite
Home in Gouldsboro
4.92 out of 5 average rating, 61 reviews

Enchanting waterfront home on serene 15 acres

JoeRating, 5 stars3 weeks ago
Beautiful place with everything you need for a low key getaway. Not a bad drive to Bar Harbor and Acadia but with better peace and quiet in the mornings and evenings! Definitely would recommend
Guest favourite
Home in Ellsworth
4.95 out of 5 average rating, 115 reviews

The Acadia House on Westwood

ElizabethRating, 5 stars3 days ago
Brian’s AirBnb is in a quiet and safe neighborhood. The keypad check in is simple. The home is spotless. There are plenty of linens and kitchenware. The home is close to Acadia and downtown Ellsworth. If you want a short drive to Acadia and MDI, this is your place!
Guest favourite
Home in Harrington
4.96 out of 5 average rating, 76 reviews

Pines and Tides of Maine.

DahliaRating, 5 stars3 weeks ago
Beautiful place! Can't wait to visit again. Very comfortable and access to nature right in your backyard.
Top guest favourite
Home in Bar Harbor
4.99 out of 5 average rating, 191 reviews

Hulls Cove Cottage

SarahRating, 5 stars2 days ago
Lauren was a wonderful host! We had an amazing stay at her cottage. It was less than a 10 min drive from her place to downtown Bar Harbor and Acadia. Lauren was attentive and fair when handling any issues we ran into during the stay. We will definitely be back!

Pet-friendly home rentals with a pool

Guest favourite
Home in Bangor
4.97 out of 5 average rating, 309 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

KaitlynnRating, 5 stars1 week ago
Me and my friends loved this BNB!! The hot tub was amazing and the pool was an awesome addition. Instructions were clear and even called to walk me through everything. Plenty of places to sleep and loads of places to go!
Guest favourite
Home in Bangor
5 out of 5 average rating, 28 reviews

New Boho Cape with Pool! Fenced yard, pet friendly

CindyRating, 5 stars1 month ago
Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).
Guest favourite
Cottage in Belfast
4.88 out of 5 average rating, 24 reviews

Lawn Cottage - Newly Renovated 2024

CarolineRating, 5 stars2 weeks ago
Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.
Superhost
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars9 months ago
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.
Guest favourite
Home in Rockport
4.97 out of 5 average rating, 59 reviews

Ocean View Retreat with Pool / Hot Tub

KarenRating, 5 stars3 weeks ago
We got a very rainy week in Maine but still enjoyed the beautiful, comfortable and well stocked house, views, decks and incredible garden. Beautiful restaurants, bookstores and wine and antique shops near by. Hope to return to very soon.
Guest favourite
Home in Trenton
4.97 out of 5 average rating, 29 reviews

Acadia get away.! With pool and hot tub

JanelleRating, 5 stars8 months ago
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!
Guest favourite
Flat in Bar Harbor
4.95 out of 5 average rating, 60 reviews

Main Street Suite with Waterfront Resort Access

MariaRating, 5 stars1 week ago
Aaron's apartment was the perfect place for our group of four - clean, comfortable and in a great location. It had everything we needed, beds were super comfortable, access to the Inn was nice for breakfast and post-hike relaxation in late afternoons. Aaron was a very responsive host. We plan to stay here again next time we come to Bar Harbor.
Superhost
Home in Tremont
4.7 out of 5 average rating, 47 reviews

Large MDI house w/pool perfect for groups+families

MauraRating, 5 stars8 months ago
We had a great stay at this house! Plenty of beds for everyone. Convenient to get to Acadia and bar harbor with a short drive!

Private, pet-friendly home rentals

Guest favourite
Home in Gouldsboro
4.9 out of 5 average rating, 29 reviews

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

MichelleRating, 5 stars11 months ago
We enjoyed our stay at Ashleys's home. It is a beautiful, peaceful and lovely location, with great proximity to Acadia National Park, Winter Harbor and the Schoodic Institute. Our family enjoyed watching the lobster boats in the morning and noodling around the peninsula. It was a very comfortable space, with a well stocked kitchen and dining area.
Top guest favourite
Home in Gouldsboro
5 out of 5 average rating, 10 reviews

Duplex w/ocean views, no dog fees, serene location

RebeccaRating, 5 stars2 weeks ago
We absolutely loved our stay! They had everything we needed in the kitchen to make dinners for 6 people and plenty of space for us to all sit together and eat. We really enjoyed the fire pit and the beautiful views. The beds were very comfortable and everything was very clean and nice. We hope to come back soon!
Guest favourite
Cabin in Orland
5 out of 5 average rating, 7 reviews

Lakefront Lupine Tiny Cabin @ Getogether Stays

DavidRating, 5 stars1 week ago
Amazing stay at Lupine Cabin, would 100% recommend for anyone looking for a rustic vacation but still want amenities. We stayed 2 nights and went kayaking and made a bonfire. Bathrooms were extremely clean, as well as all the linens. We were also able to check in early due to the rain and Eddie was extremely helpful. Out too dogs also loved the cabin. Planning on coming back soon.
Superhost
Bungalow in Lamoine
5 out of 5 average rating, 4 reviews

Secluded Bungalow Near Acadia/Bar Hrbr-Pets-HotTub

DreamaRating, 5 stars3 days ago
Really enjoyed our stay here! It was private, quiet, and clean. The bed was comfy, and the hot tub was perfect after hiking in Acadia. Easy to find even though it’s tucked away, and communication was clear and easy. Just a heads up — the remote location likely contributed to slower internet and a slight mineral smell in the water, but nothing major. Overall, a great spot to relax and unwind!
Guest favourite
Cabin in Milbridge
4.91 out of 5 average rating, 47 reviews

Miners Den Balsam Hill Cabins

AnnaRating, 5 stars1 day ago
The only suggestions I have to improve upon our stay would be additional solar lighting, fairy/xmas light type might work, in the loft and having the perimeter lighting around the fire pit being angled downward a bit. However, neither of these are going to deter another visit! The cabin and surroundings are absolutely magical and lovely. I wish everyone would set up a hand/dishwashing station like Sienna has — everything is there! I loved it! The firewood is priced reasonably and we only needed one bag during our stay. Kindling is provided! Found a few chunks of fatwood and fallen birch bark around our site that worked well, though. My friend and I loved this spot, truly. Thank you for such a wonderful stay!!!
Guest favourite
Cabin in Sullivan
4.91 out of 5 average rating, 35 reviews

Maple Bud Cabin

MikaylaRating, 5 stars8 months ago
Absolutely beautiful area close to Acadia. Extremely helpful and friendly hosts! Had a wonderful time exploring the land, very dog friendly!!
Top guest favourite
Cabin in Beddington
5 out of 5 average rating, 76 reviews

Coyote Ridge Cabin, 4 Season, Off-grid

DevonRating, 5 stars8 months ago
This is such a special place! The cabin is beautifully designed and the views are wonderful! David left perfect instructions as to how to live “off grid” and is quick with responses if needed. So much to explore durning any season- from mountains to coast! Hope to return- maybe during blueberry season!!
Guest favourite
Home in Sullivan
4.95 out of 5 average rating, 19 reviews

Down East Maine Beach Front Escape Near Bar Harbor

MardiRating, 5 stars1 week ago
We loved staying at this lake house. The kayaks were an added bonus that my husband and kids enjoyed. One of the neighbors even gave us a boat ride on the pond to the floating slide and the kids had a blast jumping off of it. The boys caught lots of fish right off shore. It was a great place to stay away from the city on our vacation.

Quick stats about holiday rentals that are pet-friendly in Winter Harbor

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹7,748 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