
Pet-friendly vacation rentals in Winter Harbor
Find and book unique pet-friendly homes on Airbnb
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 G$25,110 GYD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Winter Harbor vacation rentals include wi-fi access

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

4.9 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Winter Harbor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

A-Frame, Hot Tub, Firepit, Oceanfront, Pets
Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

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.

Stylish ocean-view home on Acadia's Schoodic Loop
This stylish, former 1940s schoolhouse is one of just a few homes located along Acadia's scenic Schoodic Loop; guests can virtually hike or bike by stepping out the back door. Enjoy our crowd-free corner of Acadia or drive 7 min to the ferry for a charming boat ride to Bar Harbor. Alternatively, head up the coast for more hikes, picturesque fishing villages, quirky shops and quintessential Maine culture. At home, enjoy books, original art, a curated record collection and fresh local lobster.

Pinecone Cabin in Eastbrook, Pet Friendly!
Welcome to our Pinecone Cabin at Dickens Farms in Eastbrook, Maine. We have four beautifully decorated cabins, with water access to Abrams Pond. Enjoy walks down our private road or fish from the dock and swim. You will find everything you need for a relaxing getaway in this clean, comfortable cabin. You are a short drive from Acadia National Park where you can hike the carriage trails, see the sunrise from Cadillac Mountain, and take day trips to browse antique stores along the coast.

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

Hot Tub Time Machine
Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures Please read “other details”, we are on an island.

Artsy Tiny House & Cedar Sauna
Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

Graham Lakeview Retreat
Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

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

Acadia’s Schoodic Oceanfront Cabin
Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

Plovers Cottage, Waterfront

Coveside Lakehouse on Sandy Point

CLEAN, spacious, each BR has private full bathroom

"The Red House" Island Adventure for 6 oceanfront

The Acadia House on Westwood

Hulls Cove Cottage

The Maine Getaway - Lakefront with Beach

Skipping Stone on Frenchman's Bay Weekly Rental
Pet-friendly home rentals with a pool

Camping Cabin 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

Ocean View Lawn Cottage - Newly Renovated 2024

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub

Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
Private, pet-friendly home rentals

Glamping Log-Cabin: Coastal Maine /year-round

Downtown Coastal View Apartment w/Balcony

*The Tree Collection* View|Beach

Winter Hbr Oceanside Cabin - Schoodic Point (ANP)

Cozy Cottage on Frenchman Bay

Schoodic Peninsula, in Town, short walk to Ocean

Cabin In The Woods: Little Loon

Corea Cottage | Walk to Lobster Docks & Beach
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