
Vacation rentals in Winter Harbor
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Quick stats about vacation rentals in Winter Harbor

Total vacation rentals
Explore 120 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
120 of Winter Harbor vacation 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!
Top-rated vacation 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.

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.

Fisherman's Nook & Schoodic Retreat
Upstairs apartment, interior & exterior stairs/ all private space. Open concept living room with full kitchen. Living area: sofa with ottoman, recliner, rocker, smart TV, ceiling fan & window A/C. WiFi. Bathroom: shower, vanity, flush, washer/dryer, laundry supplies, iron, toiletries, towels, and blow dryer. Bedroom: One queen size platform bed, dresser, bedside tables, sound machine, closet, ceiling fan, window A/C. Bedroom door opens to a small private deck w/stairs to ground level.

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.

Schoodic apartment
Tastefully decorated and well maintained older apartment that is located a little over a mile from the Schoodic section of Acadia National Park where you can bike or hike the trails. What you see in the pictures is what you get. We have been renting to tourists for well over twenty years now. It's not quite all-inclusive but stocked with everything we can think of that you may forgotten or need to get your vacation started. It is perfect for thrifty travelers like ourselves.

The Boathouse on the ocean
The Boathouse is steps from the ocean. Relax to the sounds and smell of the sea. Watch lobster boats hauling their traps and returning with their catch. Views of Acadia National Park and Mark Island Lighthouse. A true Maine Experience. Walk to the quaint village of Winter Harbor with shops and restaurants. If hiking and biking are your thing, there are trails in the Schoodic section of Acadia National Park. Or just kick back on the sofa and enjoy the views.

Serene, Stargazing, close to Schoodic Peninsula
Maine Living🌲 The Way Life Should Be! Take it easy and relax at this unique & tranquil home!Short drive, only 40 miles to Bar Harbor, 8 miles to Schoodic Loop Rd. This inviting home is on a beautiful estate, perfect for Stargazing! 💫 A dreamy kitchen and a sunroom that could brighten anyone’s day. Relax around the shared outdoor fire pit with other traveling guests where you’ll find a labyrinth, kids play area, & a bbq grill.

Schoodic Seaside Duplex
This newly renovated duplex is conveniently located in the heart of Winter Harbor in the quiet neighborhood of Ocean Heights. Guests can look forward to being a short walk away from all of Winter Harbor's own eateries, businesses, and sights to see. This listing is located near Acadia National Park’s Schoodic Point portion of the park. The Acadia National Park section on Mount Desert Island is an approximate 50 minute drive.

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

Meadow Point Cottage
Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

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.
Popular amenities for Winter Harbor vacation rentals
Stay near Winter Harbor's top sights
Other great vacation rentals in Winter Harbor

Beautiful Oceanfront Estate

Downtown Coastal View Apartment w/Balcony

*The Tree Collection* View|Beach

Sleep next to the ocean in Gouldsboro!

Winter Hbr Oceanside Cabin - Schoodic Point (ANP)

Birch Harbor Village Unit 3

Wonderful Winter Harbor Retreat!

Seaswept Cottage
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 643 | ﺩ.ﺇ 643 | ﺩ.ﺇ 753 | ﺩ.ﺇ 749 | ﺩ.ﺇ 878 | ﺩ.ﺇ 970 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 896 | ﺩ.ﺇ 914 | ﺩ.ﺇ 793 | ﺩ.ﺇ 731 |
| 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 60 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 house rentals in Winter Harbor have wifi?
Absolutely! We offer over 60 house 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 30 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.
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- Rentals with a washer and dryer Winter Harbor
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- Rentals with beach access Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Family-friendly rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Cottage rentals Winter Harbor
- Waterfront rentals Winter Harbor
- Pet-friendly rentals Winter Harbor
- Rentals with outdoor seating Winter Harbor





