
Pet-friendly holiday rentals in Winter Harbor
Find and book unique pet-friendly homes on Airbnb
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 €121 per night before taxes and fees

Verified guest reviews
Over 1,160 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 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!
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.

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.

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay
Summer 2026 ~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.

Acadia Historic Home with Hot Tub and Game Room
✔ This Historic Home Was The Island's General Store & Butcher Shop, Dating Back To 1856 ✔ 5 min to Acadia National Park ✔ Somes Sound Brook In Your Backyard ✔ 7-Person Hot Tub Under String Lights ✔ Kayaking & Swimming In Somes Sound, Long Pond & Echo Lake ✔ Fire Pit, Grill, & Lobster Pot ✔ Game Room with AirHockey, ShuffleBoard, & a SMART TV ✔ Theater With Real Reclining Theater Seats & Movie Candy Provided ✔ All Dogs Welcome ✔ Air Conditioning, Fast Wifi, Washer/Dryer

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.

New Modern Cabin with RV Pad near Acadia
Welcome to Salisbury Woods cabin! Newly constructed in 2020, this cabin is a labor of love for our family. It has all the modern amenities you need for a perfect stay near Acadia National Park and downtown Bar Harbor. The cabin is ideal for 4 guests and 1 dog is permitted. For added guests - there is a fully equipped RV pad with hookups (50 amp, water, sewer) available for an additional fee. This is a shared lot with a second home occupied by the owners.

Sweetwater - Bright, Airy, Modern
Named for its sweet views of the ocean inlet just beyond the front patio, Sweetwater is a serene Scandinavian-modern retreat nestled on the "quiet side" of Mount Desert Island — home to the beloved Acadia National Park. Whether you're gathering family or escaping with friends, this thoughtfully designed cottage offers everything you need for a restorative Maine getaway, just minutes from the Park's most cherished trails, swimming holes, and hidden gems

Hulls Cove Hideaway.
Located about a 1/4 from groomed X-country ski trails. Thank you for considering the Hideaway for you stay. The house is well equipped for your comfort. Located near the Hulls Cove park entrance and beach. The calendar does reflect availability, please believe the calendar, if it won't let you book the dates you are looking for that does mean it is not available. We are dog friendly, however we do not accept cats for allergic reasons.

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

Oceanfront Home on 5 Acres w/ Private Beach & Cove

Hulls Cove Cottage

Explorers Wanted!

Tranquility Cottage (Year Round) & Cabin (May-Oct)

Graham Lakeview Retreat

Coveside Lakehouse on Sandy Point

Evergreen Hill in Acadia National Park

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

Deluxe Cabin C at Wild Acadia

Cabin_Wilderness_Acadia_Pet friendly_Cabin 15

Large MDI house w/pool perfect for groups+families

Main Street Suite with Waterfront Resort Access

Bar Harbor, near Acadia with seasonal dock & pool

Oceanfront Shore Cottage - Newly Renovated
Private, pet-friendly home rentals

Harborside~Seaglass Beach~Dock~5 min to Acadia

Downtown Coastal View Apartment w/Balcony

Acadia cottage with lobster boat views!

Beautiful Oceanfront Estate

Enchanting waterfront home on serene 15 acres

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

Schoodic summer house in center of Winter Harbor

Peaceful Private 3BR House Near Acadia + Huge Yard





