
Pet-friendly holiday rentals in Winter Harbor
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Top-rated pet-friendly home rentals in Winter Harbor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Bayview Cottage on the Atlantic
Nestled at the head of Pigeon Hill Bay, our cottage is surrounded by 20 acres of fields, marshland, private walking paths, and a private pebble beach on the ocean with views of the Atlantic. Acadia National Park is nearby (1 hour plus) or take the ferry (20 minutes away) to BarHarbor. Acadia Park Schoodic Point is a must see (20 minutes). Enjoy our kayaks, our recommended day trips, blueberry picking, visiting white-tailed deer. For a full week stay we serve a lobster shore dinner for two.

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!

"The Red House" Island Adventure for 6 oceanfront
3 BR: 1 Queen, 1 Kg, 1 Dbl, ( each w bath) , Eat-in Kit., Living Rm w Ocean View, WiFiPvt Shore Path. These amenities are shared with the Antique Unit if occupied during your stay: Util Rm (wshr&dryr) ,Lg Deck, Lawn Chrs, Fire Pit,Comb Gas & Char Grill, Gas Lbstr Cooker, 8 Bikes. Gt Cranberry Island is accessible by passenger-only ferry or water taxi-(details prov in "Guest Access" area below). prkg space in NE Harbor provided. Isl mooring avail, transport on the island is provided.

2026 Spring Waterfront! Hi-Speed Wifi on Flat Bay
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.

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.

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.

Islesboro Boathouse
The Boathouse is on Gilkey Harbor with western views over the Camden Hills and spectacular sunsets. Full use of dock directly in front of the boathouse. Full beachfront access & many acres to explore! LGBT friendly. Harbor tour can be arranged at an additional cost.

Acadia's Cove Cottage - near Bar Harbor
Our Enchanting, hexagonal, waterfront Cottage will steal your heart, is pet friendly and includes use of a kayak. A Magical setting facing west across the bay, views of Acadia Island skyline a short kayak away. Fabulous sunsets from cove. A ''little'' gem!
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

Bay cottage w/HOT TUB, AC, WiFi, fire pit, sunrise

"Sweetwater"-- Bright, Airy, Modern

Harbor View House

Introducing Beach Point Cottage! Walk Everywhere!

Cabin on the rocks

Explorers Wanted!

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

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

Main Street Suite with Waterfront Resort Access

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

Maine Getaway

Glamping Log-Cabin: Coastal Maine /year-round

Quaint village home on the quiet side of Acadia

Oceanside Cottage • Firepit + Beach by Bar Harbor.

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

The Red Door Cottage - Family Home in Acadia

East of Acadia - A Spacious Waterfront Cottage

Waterfront Sea Cottage w/ Fire Pit, 1 dog, waterto
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 € 102 per night before taxes and fees

Verified guest reviews
Over 1,120 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

4.9 Average rating
Winter Harbor stays are highly rated by guests – averaging 4.9 out of 5!
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