
Holiday houses in Winter Harbor
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winter Harbor
Guests agree: these stays are highly rated for location, cleanliness and more.

Maine Country Home Young
Take it easy at this unique and tranquil getaway. This little country home sits in town in the fishing village of Winter Harbor, Maine. Explore Schoodic Point, a part of Acadia National Park, while hiking, fishing, bicycling, kayaking, and picnicking at Frazer Point.Several area restaurants are within walking distance and serve up Maine traditional fare.Want to enjoy Bar Harbor as well? Take the ferry from the marina and experience sea life such as dolphins, seals, or a bald eagle on your trip.

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.

Cozy & Walkable Winter Harbor Home next to Acadia
Walk everywhere in Winter Harbor while enjoying picturesque Downeast Maine right next to the most peaceful section of Acadia National Park on the Schoodic Peninsula. This vintage cottage has everything you need to relax in a quintessential fishing village. Walk to coffee shops, restaurants, bars, a grocery store, the Bar Harbor Ferry and gorgeous harbor views. Avoid the traffic and congestion of Bar Harbor and come experience Downeast Maine's best kept secret! Sorry no dogs allowed.

Wonderful Winter Harbor Retreat!
Relax with the whole family at this charming and peaceful home. Located in central Winter Harbor, walking distance to restaurants, shops and beautiful water views. Bike or drive the 6-mile Acadia National Forest Park loop, which is just 3 miles away. The scenic view around the park is spectacular. Great hiking. Short ferry ride to Bar Harbor, running 4-5 times daily from late May to Columbus Day. Free Island Explorer provides shuttle service in the area and all over Bar Harbor.

Bike, hike, kayak Acadia cottage
Watersway cottage is one of just a few homes located along Acadia's lovely Schoodic Loop. Guests can rent kayaks, bikes, or go hiking by stepping out the back door. Walk or ride to bars, restaurants and art galleries. Enjoy our crowd-free corner of Acadia — or drive 5 min to the Bar Harbor ferry for a charming boat ride to Mt Desert Island. Alternatively, drive up the coast for more spectacular hiking, picturesque fishing villages, quirky shops and quintessential Maine culture.

Cobblestone Beach Cottage
Wake up to the beauty of the Maine coast; the sun shining on the ocean in front of the cottage,the clean cool air, the sounds of birdsong and the waves splashing on the rocks. There is a front deck for relaxing or grilling and the lawn and flower gardens to enjoy. Take the path leading to wild roses and your own rocky beach. Sit on the spacious seating platform at the beach's edge, where you can take in the beautiful ocean views, seabirds, and bald eagles.

Shore Haven - Oceanfront Home in Corea by the Sea
New gas fireplace insert of fall 2025** Peak season-weekly bookings only with arrival/departure on Sunday***. This cedar shingled cottage home boasts 1850 sq ft of living space on one level. It has open concept Kitchen/Dining/Living/Sun room with spectacular ocean views; 3 bedrooms; 2 baths; and a library/reading room with a double bed. The property is nicely landscaped with a gently sloping lawn to 240 ft. of bold oceanfront.

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).

Anchor Down at Schoodic Point
Anchor Down in this nautically inspired salt box home in the quaint seaside town of Winter Harbor, Maine. Comfortably furnished and well equipped for your vacation getaway. At Anchor Down you will be conveniently located across the road from the entrance to Acadia National Park's Schoodic Penninsula with hiking and biking trails and gorgeous views of the ocean.

320 Ft Of Private Beachfront w/ Stargaze Platform!
🌊 Welcome To Compass Point Cottage 🌊 Placed Below A Winding Driveway At The Edge Of Compass Point, Our Beachfront Cottage Rests 20 Feet From The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance!

Driftwood Cottage
This is the million dollar view on the Schoodic Peninsula. Sit on your private deck and private beach, sipping wine, while gazing across Frenchman Bay as the sun sets over Cadillac Mountain. Watch lobster boats crisscross the bay while eagles soar overhead.
Popular amenities for Winter Harbor holiday rentals
Stay near Winter Harbor's top sights
Other great holiday rentals in Winter Harbor

Coastal Retreat

Brigadoon Cottage

Beautiful Oceanfront Estate

Schoodic Seaside Duplex

Farm Stay on a River Close 2 Acadia, Coast, Canada

Spacious Private Home

East of Acadia - A Spacious Waterfront Cottage

Waterfront Prospect Harbor Cottage: Yard, Fire Pit
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 AUD | $304 AUD | $274 AUD | $296 AUD | $347 AUD | $383 AUD | $436 AUD | $399 AUD | $354 AUD | $362 AUD | $314 AUD | $289 AUD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Winter Harbor?
Four-legged friends are welcome in Winter Harbor. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Winter Harbor?
Yes! Work meets play with ease at over 50 vacation rentals in Winter Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Winter Harbor?
Winter Harbor has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in Winter Harbor?
Experience the best of Winter Harbor with our bed and breakfast rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Winter Harbor have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Winter Harbor have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Winter Harbor have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Winter Harbor?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 60 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Winter Harbor

Total holiday rentals
Explore 120 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at $73 AUD per night before taxes and fees

Verified guest reviews
Over 4,110 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
120 of Winter Harbor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Winter Harbor rentals

4.9 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Boston Holiday rentals
- Québec City Holiday rentals
- Island of Montreal Holiday rentals
- Quebec City Area Holiday rentals
- Halifax Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Lanaudière Holiday rentals
- Portland Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Newport Holiday rentals
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Rentals with beach access Winter Harbor
- Family-friendly rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Rentals with a washing machine and dryer Winter Harbor
- Rentals with outdoor seating Winter Harbor
- Cottage rentals Winter Harbor
- House rentals Winter Harbor
- Pet-friendly rentals Winter Harbor
- Waterfront rentals Winter Harbor




