
Holiday rentals in Winter Harbor
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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.

Flower Farm Loft
When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Edgewater Cabins #2
Edgewater is centrally located off of Route 1 (Schoodic Scenic By-way) in Sullivan Harbor. You can enjoy our beach and picnic tables on the wharf while surrounded by amazing views. You will find a tennis court just a short walk up our driveway. Nearby there are restaurants, local hiking trails, and Acadia National Park (20 min to Schoodic Point and 35 min to Acadia on Mount Desert Island). Boat rides around Frenchman's Bay are available from our dock. There's a 3 night minimum stay in Cabin 2.

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.

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.

Lamoine Modern Guest House
Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows looking out to the woods. Close enough to Bar Harbor / Acadia National Park (45 minutes) but removed from the hustle & bustle. A 10-minute walk down a gravel road to a beach in Lamoine with distant views of Acadia National Park. Enjoy all weather with our new wood stove fireplace surrounded by large windows. We have a comprehensive guidebook for our guests upon check-in.

Otter Creek Retreat hosted by Elaine & Richard
Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

Private Downtown Bar Harbor Studio
Charming cabin-inspired efficiency apartment on a quiet side street in the heart of downtown Bar Harbor. Just a stone's throw (literally) from Main St and a minute walk down the street to the ocean and Bar Harbor's famous Shore Path. High speed wifi, SmartTV with Netflix provided (HBO, Hulu, Amazon, etc. are available to use with your own account), washer/dryer, large closet, hair dryer, assorted supplies, Bose bluetooth player, and snacks.

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

Lighthouse Retreat, 200 ft from Acadia Nat'l Park!
The Lighthouse Retreat is a studio apartment with a solarium entryway, totally private. Owners quiet and upstairs. We're 200 feet from Acadia National Park. You can be off-road hiking or biking in minutes! Downtown Bar Harbor, boat tours, restaurants, shopping, a mile away. Perfect for couples, friends or anyone wanting to explore unique coast of Maine!

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.

Forested Cabin w/ Fireplace Near Acadia
Wanderers | Travelers | Explorers Stained In Raven Black and Cloaked From Peering Eyes, Stonebrook Cabin Sits Proudly Concealed Behind Maine's Mighty Pines. Eclectic, Romantic and Streamside, Stonebrook Cabin Features An Expansive Sundeck Overlooking 5 Acres Of Forested Privacy and Beach Access 5 Minutes Away!
Popular amenities for Winter Harbor holiday rentals
Stay near Winter Harbor's top sights
Other great holiday rentals in Winter Harbor

Oceanfront Island: Hiker & Honeymooner’s Paradise

Oceanfront Acadia Getaway

Eden in Downtown Bar Harbor (King Bed)

Hummingbird

Mildreds Cottage - Otter Creek - hike from here!

Sargent Woods Cottage, on the Edge of Acadia

Schoodic Seaside Duplex

New Modern Cabin with RV Pad near Acadia
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 166 | € 178 | € 161 | € 173 | € 203 | € 224 | € 255 | € 234 | € 207 | € 212 | € 184 | € 169 |
| 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 apartment rentals in Winter Harbor?
Experience the best of Winter Harbor with our apartment rentals, starting at about $110 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 apartment rentals in Winter Harbor have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
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.
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 60 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 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 € 43 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
120 of Winter Harbor holiday rentals include wifi 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!
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