
Holiday rentals in Winter Harbor
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Top-rated holiday 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.

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.

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.

Bay Front A-Frame | Near Birch & Bunker's Harbor
Escape to West Bay Acadia RV Campground in Gouldsboro, where coastal magic meets cozy simplicity. This charming tiny home and RV retreat invites you to wake to ocean-kissed mornings, take in stunning waterfront views, and unwind by the fire as stars shimmer over the bay. ➤ Private firepit with built-in grill grate ➤ Waterfront views ➤ Outdoor seating and grill area ➤ Sleeper sofa in the living room A serene Maine getaway where every sunrise feels like your own private paradise.

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.

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

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).

*The Tree Collection* View|Beach
Rustic Charm Among the Trees, Steps from the Ocean Tucked into a quiet grove of evergreens on the 22-acre Bluff House Inn property, the Tree Cabins are ideal for guests craving a nature-immersed stay with proximity to Acadia’s Schoodic Peninsula. These cozy hideaways are steps away from hiking trails, pink granite shoreline, and unforgettable sunsets over Frenchman Bay.

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.

Waterfront Sea Cottage w/ Fire Pit, 1 dog, waterto
Waterfall Sea Cottage is a charming 2 bedroom cottage with breathtaking views from every window. Enjoy the warmth of the massive fireplace with gas logs, or relax on the spacious deck overlooking the waterfalls. Use our kayak and 2 stand up paddle boards to put in the water at high tide. Your 1 dog is ok.
Popular amenities for Winter Harbor holiday rentals
Stay near Winter Harbor's top sights
Other great holiday rentals in Winter Harbor

Quaint village home on the quiet side of Acadia

Beautiful Oceanfront Estate

Downtown Coastal View Apartment w/Balcony

Sleep next to the ocean in Gouldsboro!

Rest Ashoar - Oceanfront-Fisherman's Cottage - #1

Winter Hbr Oceanside Cabin - Schoodic Point (ANP)

Schoodic Peninsula, in Town, short walk to Ocean

Cozy *Newly Renovated* 3BR Home
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £133 | £133 | £155 | £155 | £181 | £200 | £227 | £208 | £185 | £189 | £164 | £151 |
| 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 bed and breakfast rentals in Winter Harbor have wifi?
Absolutely! We offer over 10 bed and breakfast 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 30 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 air conditioning, over 30 homes with a bbq area, 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 £38 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!
Destinations to explore
- Rentals with a washing machine and dryer Winter Harbor
- House rentals Winter Harbor
- Rentals with beach access Winter Harbor
- Rentals with a firepit 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





