
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.

Cabin In The Woods: Sleepy Deer
Situated on the edge of 5 acres of forest between Acadia National Park and downtown Southwest Harbor, this cozy cabin is ideal for a weekend trip or a longer stay on beautiful Mount Desert Island. Enjoy your morning coffee on porch before heading out for a hike around Long Pond, a swim at Echo Lake, or a walk into town for the weekly Farmer’s Market, shops and restaurants - all a mile or less away! End your day around the outdoor fire pit, roasting marshmallows or enjoying an evening cocktail.

The Adventure House
The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.

Schoodic Loft Cabin "The Roost" with Kayaks
This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

Maine Blueberry Cabin - Fishing Acadia Family Fun
We call this cabin the "Wild Blueberry Cabin,” located in Eastbrook, Maine. You have private access to Abrams Pond, a great place to fish, swim, kayak and relax. Cook on the propane grill and make s’mores on the fire pit. You are a 45 minute car ride to Acadia National Park. Nearby shopping, antiquing, hiking and exploring all that Maine has to offer. Stay for a weekend, a week or more in this beautiful cabin. Everything you need for a great family vacation or a relaxing getaway is included.

The Maine Getaway - Lakefront with Beach
If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Fall Foliage 2025 Waterfront! Hi-Speed Wifi
Spring 2025 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Treetop Loft at Crabtree Neck Cottages
Pets negotiable. MUST DISCUSS BEFORE YOU REQUEST. Crate trained pets allowed for a fee. DISCOUNT for over 3 nights or dogs under 12 lbs. Ask! Pets come by prior arrangement only. Treetop sleeps 2, or 3 in a pinch. Must discuss well behaved children 6 or older as the deck is high. Owners/guests use garage/laundry below the studio. Kitchenette includes two burner hot plate and large dorm fridge, coffee maker, microwave, and toaster oven. Rental Agreement, PET POLICY, see notes.

Field of Dreams Tiny Home
Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.

Acadia Treehouse near Bar Harbor - Private Luxury
Escape to a secluded luxury treehouse in the forest of Maine. Unwind in the spa-like full bath with a jacuzzi and sauna. Includes 1 bedroom and loft with 2 queen beds, full kitchen, fireplace, 2 screened porches & outdoor shower. Perfectly located for visiting Acadia National Park, ATV trails and scenic drives. Whether soaking in the jacuzzi, relaxing by the fire, or unwinding on the porch to the sound of rustling leaves, this luxury treehouse is a getaway you’ll never forget

Great Timbers Retreat Minutes from Schoodic Park
This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

Eco-friendly water view retreat near Acadia
Get away from it all in this beautiful secluded location within minutes of Acadia National Park. Eco-friendly, spacious downstairs apartment in a duplex log cabin with wrap around water views. Enjoy a quiet retreat out of the noise and traffic, yet proximate to the new Acadia Gateway Center and only minutes from hiking trails, a climbing gym, dining and shopping.

Plovers Cottage, Waterfront
Plovers Cottage on Taunton Bay near Bar Harbor and Acadia Ntl Park provides waterfront living to enjoy swimming, kayaking, and nature up close! Shorefront home with fireplace for cool evenings, spectacular sunset views, all 1linens, kitchen, laundry..... type this in to Youtube search box for arial video! -q9pfaODbcY.
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

Charming home on the quiet side of Acadia NP

Coveside Lakehouse on Sandy Point

Lucky Stone Retreat - private beach & Acadia view

The Acadia House on Westwood

Schoodic summer house in center of Winter Harbor

Skipping Stone on Frenchman's Bay Weekly Rental

A By the Bay: Modern Outdoor Serenity

Park, Stay, & Stroll from Right in Downtown!
Pet-friendly home rentals with a pool

Deluxe Cabin A at Wild Acadia

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

The Jarvis Homestead | Historic Maine Mansion

New Boho Cape with Pool! Fenced yard, pet friendly

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub

Main Street Suite with Waterfront Resort Access

1798 - Spacious - Sleeps 10 - On Morgan Bay
Private, pet-friendly home rentals

Ocean cottage w/ AC, WiFi, fire pit, sunrise views

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

Duplex w/ocean views, no dog fees, private road

Harbor Haven

The Red Door Cottage - Family Home in Acadia

Enchanting waterfront home on serene 15 acres

Harbor View House

Little Gem - Ocean Cottage near Schoodic Peninsula
Quick stats about vacation rentals that are pet-friendly in Winter Harbor

Total vacation rentals
Explore 40 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at $139 CAD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Winter Harbor vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Harbor rentals

4.8 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.8 out of 5!
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