
Vacation rentals in Winter Harbor
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Top-rated vacation rentals in Winter Harbor
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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.

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.

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

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.

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.

40 Acre Wooded Paradise w/ Firepit Near Acadia
🌲 Welcome To Rocky Roods Cabin 🌲 Nestled In A Clearing and Surrounded By Woods, You'll Find Our Serene & Modern Log Cabin Awaiting Your Adventurous Spirit. Experience 40 Acres Of Privacy w/ On-Site Hiking Trails , Deeded Beach Access and Land Untouched By Light Pollution Where The Night Sky Shines Bright Around Your Own Wood-Burning Outdoor Firepit! 🎅 Ho, Ho Ho...Tis The Season 🎅 Rocky Woods Cabin Will Be Decorated For The Holidays Through December!

Shore Haven - Oceanfront Home in Corea by the Sea
New gas fireplace insert of fall 2025** Peak season- Jun 14 to Sep 13, 2026- 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

Quiet lakefront cottage on Graham Lake
Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Cottage by Acadia National Park
Located by the Giant Slide Trail and bordering Acadia National Park the nature enthusiast will enjoy the comfort and central location of this cottage on Mt. Desert Island. Making touring in Acadia easy with trails, sites, and Bar Harbor within easy access. Walk right from the cottage to access the carriage roads and the Giant Slide Trail which leads up Sargeant Mountain.

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.

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 vacation rentals
Stay near Winter Harbor's top sights
Other great vacation rentals in Winter Harbor

The GrindStone Bungalow

Rustic Cabin on the Maine Coast

Cozy Acadia Area Cabin, Walk to Beach & Lighthouse

Red Barn on Schoodic Peninsula

Oceanfront Acadia Getaway

The Peaceful Puffin: Walk to Shops, Dining & Ferry

Schoodic Peninsula, in Town, short walk to Ocean

Perfect 3 bedroom New England home.
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,343Â ZAR | R3,583Â ZAR | R3,240Â ZAR | R3,498Â ZAR | R4,098Â ZAR | R4,526Â ZAR | R5,143Â ZAR | R4,715Â ZAR | R4,183Â ZAR | R4,286Â ZAR | R3,412Â ZAR | R3,429Â ZAR |
| 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
How much does it cost to stay in cottage rentals in Winter Harbor?
Experience the best of Winter Harbor with our cottage rentals, starting at about $240 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Winter Harbor?
Four-legged friends are welcome in Winter Harbor. Choose from more than 10 house rentals for guests traveling with pets.
Do house rentals in Winter Harbor have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area 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 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.
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.
Are there house rentals with a dedicated workspace in Winter Harbor?
Yes! Work meets play with ease at over 40 house rentals in Winter Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 50 homes with wifi, over 20 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 R857Â ZAR per night before taxes and fees

Verified guest reviews
Over 3,840 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Winter Harbor vacation rentals include wi-fi 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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- House rentals Winter Harbor
- Pet-friendly rentals Winter Harbor
- Rentals with outdoor seating Winter Harbor
- Rentals with a washer and dryer Winter Harbor
- Family-friendly rentals Winter Harbor
- Rentals with beach access Winter Harbor
- Waterfront rentals Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Acadia National Park
- Northeast Harbour Golf Club
- Acadia National Park Pond
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Wadsworth Cove Beach
- Spragues Beach
- Narrow Place Beach
- Islesboro Town Beach
- Driftwood Beach
- North Point Beach
- Three Island Beach
- Hero Beach
- Billys Shore
- Gilley Beach
- Hunters Beach
- Cellardoor Winery
- Asper Beach
- Penobscot Valley Country Club
- Echo Lake Beach
- Catherine Hill Winery




