Vacation rentals in Cherryfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cherryfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Jonesboro

4.96 out of 5 average rating, 104 reviews

The Chandler House with private waterfront.

(Long term discounted bookings available, inquire directly.) This newly renovated 3 bedroom/2 bath home is nestled on the tidal waters of Mason's Bay. The Chandler House boasts "all brand-new everything." We took this 1940's Craftsman Style home down to its studs. Brand new kitchen with with granite counters and all new LG appliances. New washer and dryer. High speed wifi with a 55" smart TV. The large rear deck has a hot outdoor shower. Beyond the orchard is the waterfront with a firepit!

Jun 2 – 9

G$24,270 GYD per night

Guest favorite

Farm stay in Franklin

4.91 out of 5 average rating, 505 reviews

Boreal Blueberry Bungalow - Organic Farm Getaway

This sweet bungalow is located on a tucked-away organic farm, 45 minutes from Bar Harbor and Acadia National Park, and directly abutting the Downeast Sunrise Trail and thousands of acres of conservation land. Newly crafted space with pine interior and cork flooring. For folks who appreciate simple living but want a cozy bed! Cot available for third person. Full size mattress, all bedding, stove with oven, pots, pans and dishes, small fridge and sawdust based composting toilet (on back porch)

Sep 11 – 18

G$19,283 GYD per night

Guest favorite

Apartment in Hancock

4.98 out of 5 average rating, 197 reviews

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Dec 5 – 12

G$29,637 GYD per night

Guest favorite

Cabin in Franklin

4.94 out of 5 average rating, 123 reviews

Little Lodge - Centrally located in Downeast Maine

Great family vacation base for a Downeast Maine Adventure. Two story, newly renovated, four season cabin with 1000 square feet of living space sits in a wooded cove off an easily-accessible rural paved road. Centrally located between the two units of Acadia National Park (Mount Desert Island and Schoodic Peninsula) and the beautiful, quiet lakes and mountains of the Donnell Pond Maine State Preserve. Although not on the water, there is access to our private Taunton Bay shore, 3.5 miles away.

May 5 – 12

G$30,670 GYD per night

Guest favorite

Apartment in Ellsworth

4.99 out of 5 average rating, 112 reviews

Roomy 2nd Fl 1-bedroom apt in downtown Ellsworth

Cozy, comfy, clean and convenient access to roads leading to Acadia National Park (18 miles), Bar Harbor, & Schoodic or Blue Hill peninsulas! Roomy, recently updated 2nd floor 1-bedroom apt of 1875 home w/private entrance. 15 inside steps; hallway unfinished. Note: Bed is full-size. Walking/biking trail just steps away, 4/10 mile to downtown Ellsworth for shopping dining, and pubs. Or relax and cook at home in your full size kitchen! Check in 3 p.m. or later. One night stays welcome. Enjoy!

Oct 9 – 16

G$21,651 GYD per night

Guest favorite

Cabin in Eastbrook, Maine, US

4.95 out of 5 average rating, 184 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 Scamons 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.

Jan 6 – 13

G$26,959 GYD per night

Guest favorite

Cabin in Steuben, Maine, US

4.96 out of 5 average rating, 163 reviews

*Stunning Views* Oceanfront Chalet

Oceanfront 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, and wildlife abounds. Watch the lobster boats work their traps just in front of the house. Jun 15- Oct 15 Friday-Friday weekly rental. Not appropriate for small children. Sorry, NO PETS , we're allergic :-(

Nov 20 – 27

G$48,214 GYD per night

Guest favorite

Cottage in Sullivan

4.94 out of 5 average rating, 106 reviews

Edgewater Cabins

Edgewater is centrally located off of Route 1 (Schoodic Scenic By-way) in Sullivan Harbor. You can enjoy our beach and picnic tables on the wharf while surrounded by amazing views. You will find a tennis court just a short walk up our driveway. Nearby there are restaurants and dining, local hiking trails, and Acadia National Park. There are 2 other small cabins plus larger ones available that can accommodate families. In July and August there is a 7 night minimum stay from Sat. to Sat.

Jun 4 – 11

G$25,271 GYD per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 103 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Nov 26 – Dec 3

G$21,486 GYD per night

Guest favorite

Guest suite in Mount Desert

4.97 out of 5 average rating, 151 reviews

Otter Creek Retreat hosted by Elaine & Richard

Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

Jan 1 – 8

G$31,092 GYD per night

Guest favorite

Tiny home in Trenton

5.0 out of 5 average rating, 136 reviews

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

Nov 26 – Dec 3

G$30,503 GYD per night

Guest favorite

Cabin in Roque Bluffs

4.9 out of 5 average rating, 217 reviews

Elva P. Cabin at Welch Farm

Drink your morning coffee as you walk the farm's picturesque blueberry fields and shoreline. At night, enjoy sitting around a cozy campfire toasting marshmallows. As you enjoy the scent of fir trees, salt air, and the unspoiled beauty of Downeast Maine, Relax. Spend several days with us exploring the farm or as a home base to venture to other locations around Downeast Maine and Canada.

Jun 6 – 13

G$19,914 GYD per night