
Holiday houses 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.

Winter Harbor's Hidden Gem
Our home is the perfect location! We are a 1/2 mile from Acadia's Schoodic point entrance, walking distance to the Bar Harbor ferry, farmers market & multiple eateries. While here you can enjoy a large yard with day lilies, lupine, peach & plum trees & huge grape vines! The most privacy & outdoor space you will find in Winter Harbor! Enjoy the firepit or BBQ grill & play some corn hole & badminton! We'd love to accommodate you and your family to have the best vacation Winter Harbor can offer!

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 Peninsula, in Town, short walk to Ocean
Escape to a quiet, quaint, safe & friendly small town! This is a spacious and family-friendly condo, in a charming fishing village on the stunning Maine Coast. Winter Harbor is part of the Schoodic Peninsula Acadia (40 miles) a 1 hour drive to Bar Harbor, Acadia! This home offers the perfect base for outdoor enthusiasts and nature lovers! Enjoy the rugged coastline of Winter Harbor, by driving the Schoodic Loop Road with its entrance close to this home. Be ready for breathtaking views!

Schoodic Point Cabin
Warm and cozy vacation cabin built with your vacation in mind, a place having some illusion of being rustic and with all the comforts and conveniences of home. Pictures of the interior don't convey the ambiance inside. Especially in the evenings with the light from the fireplace reflecting off the vaulted ceiling. If you don't want to walk into a rental that looks like the house you just left. Then this may be the place for you!

Beautiful Oceanfront Estate
Beautiful oceanfront cottage with sweeping views of the Atlantic Ocean and steps away from Acadia National Parks renowned Schoodic Peninsula. Nestled in Birch Harbor, the Chart House offers visitors an abundance of activities from kayaking, fishing, opportunity to collect sea glass, biking, star gazing and much more. The house offers two bedrooms, plus more sleeping arrangements which provide ample room for family and friends.

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).

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 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

Downtown Coastal View Apartment w/Balcony

Sleep next to the ocean in Gouldsboro!

Winter Hbr Oceanside Cabin - Schoodic Point (ANP)

Cozy *Newly Renovated* 3BR Home

Captain Guptill House views of Acadia & lighthouse

Wonderful Winter Harbor Retreat!

Magnificent Oceanfront Modern, 8 Guests 4 Bedrooms
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $305 NZD | $305 NZD | $357 NZD | $356 NZD | $417 NZD | $460 NZD | $523 NZD | $479 NZD | $425 NZD | $434 NZD | $377 NZD | $347 NZD |
| 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 house rentals in Winter Harbor?
Experience the best of Winter Harbor with our house rentals, starting at about $150 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 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 30 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 $87 NZD 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
- Pet-friendly rentals Winter Harbor
- House rentals Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with beach access Winter Harbor
- Rentals with outdoor seating Winter Harbor
- Rentals with a patio Winter Harbor
- Family-friendly rentals Winter Harbor
- Rentals with a washing machine and dryer Winter Harbor
- Waterfront rentals Winter Harbor





