Vacation rentals in Cherryfield

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Top-rated vacation rentals in Cherryfield

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Top 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
4.93 out of 5 average rating, 134 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
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, 77 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 favorite
Dome in Milbridge
4.85 out of 5 average rating, 20 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 favorite
Tiny home in Gouldsboro
4.92 out of 5 average rating, 25 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 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
4.96 out of 5 average rating, 237 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.

Top guest favorite
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, 411 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.

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, 123 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 favorite
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.
Apartment in Steuben
5.0 out of 5 average rating, 29 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 favorite
Guesthouse 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 favorite
Cabin in Steuben
4.97 out of 5 average rating, 215 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 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
4.96 out of 5 average rating, 75 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*

Superhost
The kitchen features stainless steel appliances, including a gas stove and an overhead microwave. Dark wood cabinetry complements the light countertop. A small dining area with two white stools is positioned near the windows, allowing natural light to brighten the space.
Tiny home in Milbridge
5.0 out of 5 average rating, 8 reviews

Hall's Hill Hideaway 65 High St

Immerse yourself in nature in this romantic couple's retreat. Designed to blend with the outside landscape the inside offers everything to let you reconnect, relax & refresh. If you seek solitude enjoy this hideaway by yourself or if you need to rekindle or celebrate the new this is the place for you. We are approx a 45 min drive, depending on traffic, to Acadia National Park. However it is a short drive to local coastal views.

Popular amenities for Cherryfield vacation rentals