
Pet-friendly holiday 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.

Coveside Lakehouse on Sandy Point
If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

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.

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.

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.

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

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

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

7 Harbor view Dr
We have an open, airy studio apartment with a queen bed, twin bed, and twin trundle under the twin, private bathroom and full kitchen, located approximately 25 miles, or about a 40 minute drive, from Acadia National Park. Pets are welcome as we have a small fenced in area in the backyard. Bring home a lobster and cook it in the fully furnished kitchen.

Cozy 3BR Acadia Hideaway w/ Hot Tub & Fire pit
Tucked along the quiet coast of Maine and just a short drive from the wonders of Acadia National Park, our cozy cottage is the perfect home base for your next adventure! Whether you’re waking up to the sound of birds, sipping coffee on the deck, or returning from a day of hiking Cadillac Mountain, this space is designed to help you unwind.
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

"The Red House" Island Adventure for 6 oceanfront

The Acadia House on Westwood

Seaside House/Upstairs

Cabin on the rocks

Family/Friends Getaway Hidden on Mt Desert Island

Raccoon Cove Waterfront Hideaway

Lakefront Log Cabin on Pleasant Lake

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

Deluxe Cabin A at Wild Acadia

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

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

Large MDI house w/pool perfect for groups+families
Private, pet-friendly home rentals

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

Charming home on the quiet side of Acadia NP

Charming Cottage with Ocean View

Coastal View 1 bedroom Apartment & Private Balcony

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

Lucky Stone Retreat - private beach & Acadia view

Enchanting waterfront home on serene 15 acres

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

Total holiday rentals
Explore 40 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at $129 SGD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Winter Harbor holiday 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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