Holiday houses in Winter Harbor

4.93 out of 5 average rating, 170 reviews

Home in Gouldsboro

The Adventure House

The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.

4.94 out of 5 average rating, 219 reviews

Home in Gouldsboro

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.

4.98 out of 5 average rating, 87 reviews

Cottage in Gouldsboro

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.

5 out of 5 average rating, 14 reviews

Cabin in Winter Harbor

Oceanfront Cottage - What a View!

With panoramic, oceanfront views of Frenchman Bay, sit inside sipping coffee watching the waves come in , or go out and sit by the water or explore the rocky tidal pools. Our cottage is mostly privately rented. It is about 50 minutes away from the main Acadia National Park, but only 6 minutes from the entrance to the nearby Schoodic Point. The area is much less "touristy" than some regional destinations. There are still some local restaurants and events to enjoy just minutes away.

4.89 out of 5 average rating, 116 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.

4.88 out of 5 average rating, 8 reviews

Acadia on Schoodic Peninsula, in Town, End Condo

Escape to our quiet and quaint little town! This home is a spacious and family-friendly condo, in a charming fishing village on the stunning Maine Coast. Very close to Acadia National Park, this home offers the perfect base for outdoor enthusiasts and nature lovers alike. Enjoy the rugged coastline of Winter Harbor, with its breathtaking views and serene atmosphere. Located near restaurants, a grocery store, and local shops, you’ll have everything you need right at your fingertips!

Apartment in Winter Harbor

4.97 out of 5 average rating, 69 reviews

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.

5 out of 5 average rating, 20 reviews

Cozy *Newly Renovated* 3BR Home

This newly renovated home is the perfect retreat for guests seeking a nice and relaxing getaway, while still being in walking distance to local attractions and nature. Experience the rugged Maine coastline, working waterfront, and local cuisine without losing the comforters of home. The full kitchen and dining room offer plenty of space to hold your own lobster feast or family meal. The additional living room/den also offers a cozy sofa bed to sleep additional guests upon request.

4.93 out of 5 average rating, 324 reviews

Chalet in Gouldsboro

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

4.97 out of 5 average rating, 117 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.

4.99 out of 5 average rating, 186 reviews

Cabin in Gouldsboro

Log Cabin w/ 40 Acres & Deeded Beach Access

🌲 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!