Holiday rentals in Cherryfield

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Top-rated holiday rentals in Cherryfield

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Guest favourite
An A-frame cabin nestled among trees features a sloped roof and open sides. A picnic table with green benches is situated in the foreground. The surrounding forest is full of tall trees, providing a serene and secluded atmosphere.
Cabin in Milbridge
4.91 out of 5 average rating, 79 reviews

Miners Den Balsam Hill Cabins

Wilderness Glamping Cabins 200’ hill 22 acres off grid wooded area beautiful views of Mountains, Stream, Britton Prospect with traces of gold, silver and copper, trails around the Balsam Hill. ATV and Snowmobile Trails come right to Balsam Hill Cabins. The Cabins are right on the old Stagecoach Road that is 220 years old. We just fixed Old County Road to the Cabins. We are located 2 miles from Route 1 Milbridge and about 2 miles from Route 1A Milbridge Find us on YouTube Wild animals & cabins.

Guest favourite
Home in Milbridge
4.9 out of 5 average rating, 59 reviews

Gateway to Acadia Renovated Milbridge Coastal Home

Located in the fishing village of Milbridge, this home is the perfect base for your Maine adventure. Enjoy hiking, puffin tours, and scenic sightseeing just minutes away. Our clean, newly updated home sleeps 6 and is within walking distance to the grocery store and restaurants. Visit the Milbridge Commons for fresh vegetables, ocean bay views, and a playground, or enjoy the movie theater and Friday night concerts at the town marina. 20 minutes to the Schoodic Point and 45 minutes to Bar Harbor.

Superhost
Dome in Milbridge
4.86 out of 5 average rating, 21 reviews

Blueberry Dome Farmstay

Sleep under the stars nestled in our Maine Wild Blueberry patch. Just a 3 minute walk down our forest trail, this unique experience will allow you to be immersed in Maine nature and tranquility with some modern comforts. Relax in the hammock, pick a few wild blueberries, have a campfire in the chimera, and fall asleep to the stars. Enjoy comforts such as solar lights and power box, outhouse with a hot shower, sink, and basic composting toilet. Options to add meals, kayaking or farm tour.

Guest favourite
Tiny home in Gouldsboro
4.93 out of 5 average rating, 27 reviews

Bay Front A-Frame | Near Birch & Bunker's Harbor

Reconnect with nature, where peaceful waterfront views and coastal Maine's beauty invite you to slow down and recharge. Explore nearby trails, enjoy quiet mornings by the bay, and gather around the fire under the stars. Wi-Fi is available for light use, making it easy to unplug and embrace the outdoors. ➤ Firepit w/ Built-in Grill Grate ➤ Waterfront Views ➤ Outdoor Seating & Grill Whether you're seeking fresh ocean air or a peaceful escape, this is the perfect place to reconnect with nature.

Top guest favourite
Home in Eastbrook
4.99 out of 5 average rating, 161 reviews

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Top guest favourite
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
4.96 out of 5 average rating, 241 reviews

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay

Summer 2026 ~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.

Superhost
An aerial view showcases the two-story Milbridge Harbor View House set amidst lush greenery, with the Atlantic Ocean visible in the background. Several boats are anchored in the water, and a pier extends into the bay, offering a serene coastal environment.
Home in Milbridge
4.72 out of 5 average rating, 124 reviews

Milbridge Harbor View House

Nestled on a quiet road right against the Atlantic ocean is where you'll find Ohana Inn's "Milbridge Harbor View House". This quaint 3 bedroom, 1.5 bath has a full kitchen stocked with cooking essentials, a back patio looking out to the backyard and ocean, and a kid's playroom at the front of the house making this a perfect home away from home for you and the kids. A perfect location for watching the sunrise and set or just sitting outside on a warm day and reading a good book.

Top guest favourite
A spacious house is set among trees, featuring a wide front porch and multiple large windows. A gravel path leads to the entrance, bordered by greenery. The roof is covered with dark shingles, complementing the light-colored siding of the home.
Cottage in Hancock
4.99 out of 5 average rating, 413 reviews

Lillebo

Lillebo is set near the end of a dead end road with a five minute walk yielding views over Frenchman's bay with Sorrento in the near view and Winter Harbor and Bar Harbor in the long view. This homey house is set about 200 feet from the road with no neighbors in direct view. There’s a screen porch on one end of the house and a garage on the other. In the garage there is a ping pong table, corn hole, darts and bikes. There are three adult bikes, one youth bike and one kids bike.

Top guest favourite
The living area features wooden walls and a comfortable sofa with decorative cushions. A small coffee table is positioned in front of the sofa. A dining table with two chairs is placed near a window, providing natural light. A television is mounted on the wall.
Flat in Steuben
5 out of 5 average rating, 31 reviews

Tunk Stream Lodging

Cozy apartment with private entrance. Enter the mud room into the living room with TV and kitchenette. The bedroom has a king size bed with dresser, closet, TV and vanity. The bathroom has a shower, sink and toilet. Very comfortable, cozy space. It is part of our home but very private. We're located on Tunk Stream, 1 mile from the Down East Sunrise Trail. Take a dip in our stream, hike around our area (blueberry barrens) or bring your 4 wheeler and take a run on the trail.

Top guest favourite
Guest house in Cherryfield
4.95 out of 5 average rating, 37 reviews

Blueberry Cottage

The Blueberry cottage has all that you need for a comfortable and cozy stay! Located off the beaten path in a quiet and woodsy setting near our organic wild blueberry field. It is centrally located to the waterways and trails in the Downeast region, a half hour drive to the Schoodic Peninsula and about an hour's drive to Acadia National Park and Mount Desert Island. If you're looking for a weekend getaway or vacationing for a week, this is a great choice!

Top guest favourite
Cabin in Steuben
4.97 out of 5 average rating, 217 reviews

*Stunning Views* Oceanfront Nordic Cabin

Oceanfront Nordic cabin perched on the edge of Dyer Bay surrounded by large cedar and spruce trees. A perfect retreat nestled in a quiet, private neighborhood off the beaten path. This is where you get away from it all, and enjoy proximity to all the best of Downeast. The view is spectacular, the wildlife abounds and the WiFi is fast! Watch the lobster boats work their traps just in front of the house. Not appropriate for small children. Sorry, NO PETS.

Top guest favourite
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
4.96 out of 5 average rating, 77 reviews

Farm Stay on a River Close 2 Acadia, Coast, Canada

Keep it simple at this peaceful, Organic Farm. Wake up to deer feeding and birds singing outside your window in a quaint, small town. Take a stroll to the river, walk to the café and visit iconic Maine beaches. Hike & swim nearby, get a tour of our farm and pick your own veggies to snack on. Kids are welcome to play on the ninja swing set with our daughter :) Organic coffee, tea & drinking water included. *Note there is NO kitchen*

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