Holiday rentals in Cherryfield

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Top-rated holiday rentals in Cherryfield

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Top guest favourite
A serene landscape captures the transition of day to night, with the sky filled with shades of purple and pink. Smooth rocks line the water's edge, reflecting the calming colors onto the still surface of the bay. Lush greenery accents the foreground.
Cottage in Milbridge
4.98 out of 5 average rating, 124 reviews

Bayview Cottage on the Atlantic

Nestled at the head of Pigeon Hill Bay, our cottage is surrounded by 20 acres of fields, marshland, private walking paths, and a private pebble beach on the ocean with views of the Atlantic. Acadia National Park is nearby (1 hour plus) or take the ferry (20 minutes away) to BarHarbor. Acadia Park Schoodic Point is a must see (20 minutes). Enjoy our kayaks, our recommended day trips, blueberry picking, visiting white-tailed deer. For a full week stay we serve a lobster shore dinner for two.

Top guest favourite
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 favourite
Home in Milbridge
4.9 out of 5 average rating, 60 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
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.

Superhost
A welcoming porch area features two modern chairs and a small table, set on a wooden deck. A door with a window leads into the cottage, while a gas grill is positioned nearby, adding convenience for outdoor cooking.
Cottage in Milbridge
4.54 out of 5 average rating, 76 reviews

Nestled in nature , tiny cottage!

Maine the way life should be! Everything you need nothing that you don’t ! . And 1.5 miles from the very picturesque harbor of Milbridge Maine. Close to all amenities but nestled into the beautiful Maine woods. Watch for bear, deer, turkey and porcupine all observed from the windows. There will be ALL KINDS OF NATURE. A true nature lovers delight. This is a splendid little midcoast cottage! Do us both a favor and don’t book if you’re not ok with staying close to the woods and nature.

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, 242 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 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, 416 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, 125 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
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
5.0 out of 5 average rating, 32 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
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, 78 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*

Guest favourite
A charming cottage is surrounded by trees with autumn foliage. A stone pathway leads to the front porch, which features white railings. Adjacent to the main building, a smaller structure is visible, both set against a backdrop of a grassy area covered with fallen leaves.
Home in Cherryfield
4.95 out of 5 average rating, 43 reviews

Fernwood Cottage

Relax with the whole family at this peaceful place to stay. Located in downtown historic Cherryfield along the Narraguagus River, Fernwood Cottage is walking distance from the general store and local coffee shop. Ten minutes from Schoodic and Tunk lakes and an hour drive from Acadia National Park, Fernwood Cottage is the perfect place to come home to after exploring all that downeast Maine has to offer.

Popular amenities for Cherryfield holiday rentals