Vacation rentals in Cherryfield

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Top-rated vacation rentals in Cherryfield

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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$24,264 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)

Dec 19 – 26

G$19,278 GYD per night

Guest favorite

Apartment in Hancock

4.98 out of 5 average rating, 196 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.

Nov 13 – 20

G$30,149 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 11 – 18

G$21,645 GYD per night

Guest favorite

Cabin in Eastbrook

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 5 – 12

G$26,952 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$25,265 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!

Jan 6 – 13

G$20,470 GYD per night

Guest favorite

Cabin in Robbinston

4.94 out of 5 average rating, 174 reviews

Oceanfront Cliff Cabin Camelot

Ever dreamed of finding private seaside solitude on the rocky Maine coast? Camelot sits upon an isolated thirty-foot cliff overlooking the Atlantic. At high tide, waves crash against the sandstone rocks. At low tide, a hundred feet of beach is revealed for shell collecting, clam digging and rock skipping. With no roads within a half mile, you might not see another soul during your stay. Enjoy peaceful off-grid cabin life. Campfire cookouts, stunning views, and cozy beds.

Sep 4 – 9

G$33,356 GYD per night

Guest favorite

Guest suite in Mount Desert

4.97 out of 5 average rating, 150 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.

Dec 5 – 12

G$31,084 GYD per night

Guest favorite

Apartment in Bar Harbor

4.99 out of 5 average rating, 141 reviews

Huckleberry Suite - Intown Bar Harbor

This 1 bedroom, second floor apartment, located on a quiet residential cul-de-sac in downtown Bar Harbor, is perfect for a couple or small family. Bar Harbor’s waterfront, our downtown, Bar Island, and the Island Explorer Bus service are only a few blocks away. The Explorer provides free access to parts of Acadia National Park. Huckleberry is available by the week, June - September with a Saturday check in. October - May, our Town requires a 4 night minimum stay.

Feb 6 – 13

G$28,837 GYD per night

Guest favorite

Tiny home in Trenton

5.0 out of 5 average rating, 135 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.

Dec 6 – 13

G$30,495 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.

Mar 8 – 15

G$19,266 GYD per night