Vacation rentals in Winter Harbor

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Quick stats about vacation rentals in Winter Harbor

  • Total vacation rentals

    Explore 130 vacation rentals in Winter Harbor

  • Nightly prices starting at

    Winter Harbor vacation rentals start at €43 per night before taxes and fees

  • Verified guest reviews

    Over 4,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 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.

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Guest favorite
A single-story country home is framed by lush greenery, featuring a wooden deck that leads to the entrance. The exterior showcases a dark wood siding with a stone foundation. Surrounding grassy areas create a peaceful setting.
Home in Winter Harbor
4.81 out of 5 average rating, 110 reviews

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.

Top guest favorite
Loft in Gouldsboro
5 out of 5 average rating, 83 reviews

Fisherman's Nook & Schoodic Retreat

Upstairs apartment, interior & exterior stairs/ all private area. Open concept space 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 bed, dresser, bedside tables, sound machine, closet, ceiling fan, A/C. Bedroom opens to a small private deck w/stairs to ground level. Four free lobsters w/ 3 day stay.

Top guest favorite
A bright and airy living space features large windows offering views of Frenchman Bay. A dining table is set for six, while a comfortable sofa adds to the inviting atmosphere. A decorative cabinet and a classic clock enhance the room's charm.
Home in Winter Harbor
5 out of 5 average rating, 36 reviews

Captain Guptill House views of Acadia & lighthouse

Captain Guptill House overlooks Frenchman Bay, with views of Acadia National Park Schoodic and Mark Island Lighthouse. Watch the lobster boats haul their traps and return with their catch. Relax on your front porch, stargazing or just breathing in the ocean air. Walk 1/2 mile up to the Village of Winter Harbor with it's quaint shops and restaurants. If hiking, biking or walking is your thing, the Park has miles of trails. Or do what people come to Maine to do - eat lobster fresh off the boat.

Top guest favorite
Aerial view of a charming cottage surrounded by lush greenery and water. A spacious rooftop deck offers panoramic views. The landscape includes rocky cliffs and forested areas, while a winding bike path is seen in the distance, highlighting proximity to outdoor activities.
Cottage in Gouldsboro
4.97 out of 5 average rating, 106 reviews

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.

Superhost
A vintage cottage is set against a bright blue sky with scattered white clouds. The house features a light yellow exterior, surrounded by a well-manicured lawn and a flowering tree. A wooden deck provides access to the entrance, adding charm to the welcoming facade.
Home in Winter Harbor
4.88 out of 5 average rating, 134 reviews

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.

Guest favorite
Home in Winter Harbor
4.93 out of 5 average rating, 15 reviews

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!

Top guest favorite
A rustic wooden cabin is framed by greenery, featuring a covered front porch with steps leading up to the main entrance. The exterior displays natural wood siding and multiple windows, allowing for ample sunlight. Nearby vegetation enhances the serene setting.
Cabin in Winter Harbor
5 out of 5 average rating, 75 reviews

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!

Top guest favorite
Cottage in Gouldsboro
4.92 out of 5 average rating, 168 reviews

Shore Haven - Oceanfront Home in Corea by the Sea

Peak Season (July & August 2027): Weekly rentals only, Sunday arrival/departure. Enjoy this charming cedar-shingled cottage with 1,850 sq. ft. of single-level living. Features include an open-concept kitchen, dining, living, and sunroom area with spectacular ocean views, 3 bedrooms, 2 baths, and a library off the main bedroom with a double bed. Beautifully landscaped grounds slope gently to 240 feet of dramatic oceanfront.

Top guest favorite
Apartment in Winter Harbor
5 out of 5 average rating, 10 reviews

The Peaceful Puffin: Walk to Shops, Dining & Ferry

The "Peaceful Puffin Cottage" is a cozy 1BR, 1BA retreat in the heart of Winter Harbor. Enjoy quiet mornings, then walk or bike to local cafés, a brewery, or explore the Schoodic Peninsula—the peaceful, lesser-known part of Acadia National Park. This is the perfect location for those seeking an authentic Down East Maine Coast experience, this charming seaside escape offers comfort and coastal charm for a relaxing getaway.

Top guest favorite
The exterior of a charming house is visible, featuring a sloped roof and weathered wooden siding. Decorative elements include American flags and potted plants. A staircase leads to the entrance, surrounded by landscaped gardens and greenery.
Home in Gouldsboro
4.88 out of 5 average rating, 139 reviews

Home away from Home

Nestled in a quiet location! Screened in balcony to enjoy the view! Cleared path to the oceanfront to enjoy sun bathing or sea glass hunting Not far from Schoodic Acadis National Park which offers some serene hiking and biking paths Two ferries located in Winter Harbor to go exploring in Bar Harbor There are several fantastic Restaurants I have left plenty of local information at the property

Guest favorite
Home in Gouldsboro
4.9 out of 5 average rating, 109 reviews

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).

Top guest favorite
The rustic wooden exterior of the salt box home is illuminated by the evening sun. A balcony with blue adirondack chairs overlooks a grassy area. The entrance is framed by large windows, inviting natural light into the space.
Home in Winter Harbor
4.97 out of 5 average rating, 129 reviews

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

When is the best time to visit Winter Harbor?

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Avg. price€151€151€177€173€219€267€260€238€211€215€187€172
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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 60 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 cottage rentals in Winter Harbor?

    Experience the best of Winter Harbor with our cottage rentals, starting at about $320 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Winter Harbor have air conditioning?

    Absolutely! We offer over 10 cottage 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 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 30 homes with a bbq area, over 70 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.