Vacation rentals in Cherryfield

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Top-rated vacation rentals in Cherryfield

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Guest favorite

A rustic two-story structure features a third-story cupola and a welcoming red roof. The expansive deck overlooks a vibrant garden filled with colorful flowers and lush greenery, set against a clear blue sky dotted with clouds.

Farm stay in Franklin

4.89 out of 5 average rating, 601 reviews

Organic Farm Artistic Eco-Loft

We truly want Everyone to feel welcome here! Bar Harbor is a scenic 45 minute drive away. There is great hiking/xc skiing in our huge back yard (Sunrise trail/Maine reserve land) Rustic farm apartment with full kitchen, breakfast foods provided first day. Farm veg can be bought in season & our own wine, jam, hot sauce, maple syrup. Can accommodate 6 folks, one in a cupola! Hot shower & heat. There is a sawdust compost toilet-Easy to use & no smell! We are on Wabanaki land, give all respect.

Guest favorite

A comfortable outdoor seating area features light-colored cushions on a sectional sofa, complemented by a round coffee table. A dining table is visible in the background, with lush greenery and serene ocean views enhancing the scenic atmosphere.

Home in Addison

4.91 out of 5 average rating, 118 reviews

Oceanfront Home on 5 Acres w/ Private Beach & Cove

Beautiful coastal home feet from ocean with 1500 ft of water frontage with 180 views & private beach for picnics, canoeing & water sports. Located on 5.2 acres with large wrap-around porch, there's plenty of privacy for family get-aways and outdoor dining. Remodeled kitchen with all new appliances and entire home freshly painted and upgraded. Drink coffee on the large wrap-around porch while watching lobster boats. Visit National Acadia Park, Bar Harbor, Winter Harbor & many towns in between.

Guest favorite

A balcony features two black metal stools positioned near the railing, with a stunning view of the sunrise over the water and countryside. The warm hues of the sun reflect off the landscape, enhancing the serene atmosphere.

Vacation home in Addison

4.96 out of 5 average rating, 106 reviews

Bright, Modern Vacation Home w/ Water Views!

Come stay at this serene, cozy, Down East vacation home with expansive water views! Nestled in the Addison hillside where the Pleasant River meets the sea, this completely renovated getaway offers a modern kitchen & bathroom with brand new appliances, open concept living spaces with water views from every room, and a large deck allowing breathtaking panoramic views of the countryside and skyline. One hour to Acadia and close to the Bold Coast, Jasper Beach, & Schoodic Point—you can't lose!

Guest favorite

A deck overlooks a spacious green lawn surrounded by trees showcasing vibrant fall foliage in shades of orange and yellow. The peaceful outdoor space is ideal for relaxation and enjoying the natural beauty of the landscape.

Home in Gouldsboro

4.93 out of 5 average rating, 169 reviews

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.

Guest favorite

An open living area features large glass doors that allow natural light to flood the space. A unique wooden table with high chairs is positioned next to a modern kitchen, while a cozy seating area includes a chair and decorative accents against a backdrop of greenery.

Home in Gouldsboro

4.94 out of 5 average rating, 218 reviews

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.

Guest favorite

An inviting living area features large windows that bring in natural light and offer views of the surrounding forest. A cozy seating area includes a gray sofa and a wooden dining table with chairs. A wooden cabinet adds warmth, while a soft area rug contrasts with the hardwood floor.

Cabin in Eastbrook

4.95 out of 5 average rating, 287 reviews

Hemlock Cabin.

Nestled in beautiful Hemlock grove is this cozy cabin. Its equiped with all the necessities of home to make your stay comfortable. Guests will have private access to Scammons Pond, also known as, R. Lyle Frost Managment Area. Its a fun place to kayak and fish. From the cabin its about a 45 minute drive to Acadia National Park or Schoodic Point. Besides Acadia, there is local hiking, nearby shopping, local restaurants, the Sunrise Trail, and other Maine adventure just waiting to be explored.

Top guest favorite

A game of Connect Four is positioned on a woven placemat, set against a backdrop of large windows. The serene view displays the water of Flat Bay and surrounding trees, illuminated by golden sunlight from the setting sun.

Cottage in Milbridge

4.97 out of 5 average rating, 213 reviews

Summer 2025 Waterfront Getaway! Hi-Speed Wi-Fi

Spring 2025 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Top guest favorite

A rustic cabin exterior is presented, featuring a wooden porch with two blue Adirondack chairs. A small table with a lantern stands beside the entrance. Surrounding trees provide a natural backdrop, and a flower pot adds a touch of color near the door.

Tiny home in Eastbrook

4.92 out of 5 average rating, 100 reviews

Camp Ottah' Knot Rustic Camping Cabin 2

10 X 12 Rustic Cabins. Two twin beds in each cabin. Each cabin includes two Adirondack Chairs, Firepit, small table, and two chairs indoors, 2 LED powered lanterns and 1 fan, 5 gallons of potable water, simple outdoor kitchen table, a picnic table, propane on demand shower house, The bathroom facility is port-o-Potty shared with the other cabin or a compostable toilet. Both options are available. These are OFF the grid. No power or water in the two cabins.

Top guest favorite

A charming farmhouse is surrounded by lush greenery, with a white picket fence framing the entrance. A sign reading 'Butterfish Farm' is prominently displayed, inviting visitors to explore the property. Large windows and a front porch enhance the welcoming appearance of the home.

Farm stay in Cherryfield

4.94 out of 5 average rating, 49 reviews

Farm Stay on a River Close to Acadia, Yoga, Swim

Keep it simple at this peaceful Farm + Yoga Studio. Wake up to deer feeding and birds singing outside your window in a quiet, small town. Take a stroll to the river, walk to the café and visit iconic Maine beaches. Hike & swim nearby, or hang out in Acadia, Blue Hill or Lubec (1 hour away). Your kids are welcome to play on the ninja swing set with our daughter :) Organic coffee, tea & a glass jug for drinking water included. *Note there is NO kitchen*

Guest favorite

A modern cottage constructed of natural wood is surrounded by trees and a gravel pathway. It features a small deck with two chairs and a grill, while large windows offer ample natural light. The serene setting enhances the connection to nature.

Guesthouse in Cherryfield

4.95 out of 5 average rating, 20 reviews

Blueberry Cottage

The Blueberry cottage is a recently built guesthouse in a quiet and woodsy setting near our organic wild blueberry field. Centrally located to waterways and hiking in the Downeast region and an hour's drive to Acadia National Park. If you're looking for a weekend getaway or vacationing for a week, this is a great choice. We have all the amenities you will need for a comfortable and cozy stay.

Top guest favorite

A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.

Cottage in Waltham

4.95 out of 5 average rating, 821 reviews

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Top guest favorite

The image showcases a contemporary home surrounded by lush forest, perched on a rocky ledge. The house features large windows that reflect the natural shoreline and vibrant foliage, while the tranquil water mirrors the landscape, enhancing the serene atmosphere of the coastal environment.

Cottage in Machiasport

5 out of 5 average rating, 134 reviews

Cliff-perched cottage w private hiking trails

Designed to evoke a ship, this stylish 2BD home overlooks the ocean and is surrounded by 30+ acres of woods, wildlife, and area beaches. 12 of these acres include private hiking tails that wend along the water. Hike, kayak, BBQ, explore Downeast working harbors, or just relax on the deck. Enjoy complete privacy just 17 min from town.