Vacation rentals in Cherryfield

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Top-rated vacation rentals in Cherryfield

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Top guest favorite

A sweeping view presents vast stretches of vibrant green forest, interspersed with sparkling blue waters of lakes and inlets. The horizon showcases distant tree-lined hills against a clear blue sky, creating a serene natural landscape.

Home in Mount Desert

5 out of 5 average rating, 9 reviews

Pretty Marsh Hide Away - nearby SW BH NE Harbor

This newly build, impeccable home is equip to be the perfect vacation home for all travelers. Nestled in woods in the town of Mount Desert, the Hide Away is only minutes from local swimming holes, canoe/kayak rentals, a boat launching, hiking, biking and site seeing. The home is less than 20 minutes from the town of Bar Harbor, which is known as the Gateway to Acadia National Park where nature activities and Maine beaches are endless. Pretty Marsh Hide away can be found with a 5.0 review on VRBO

Guest favorite

A quiet shoreline is displayed, with smooth stones and gentle waves reflecting the blue sky. Foliage is present along the path, framing the view of the water and distant hills. The scene invites a sense of tranquility and connection to nature.

Home in Bar Harbor

4.92 out of 5 average rating, 71 reviews

Downtown Bar Harbor Cadillac Views

This beautiful, recently renovated historic house has everything you need and more! It is located on MDI, right in the hub of downtown Bar Harbor, but on a quiet neighborhood street. It is 1.5 miles away from Acadia National Park entrance, steps away from Shore Path and has incredible 2nd story deck views of Cadillac Mountain. 6 bedrooms, 3 bathrooms, nice large kitchen, living & dining room with 2 beautiful porches and a nice sized fenced back yard as well! This house has room for 12 guests

Guest favorite

A cozy living room features two light green armchairs positioned across from a decorative wood stove. A mirror hangs above a wooden console, and natural light floods the space through large windows with sheer curtains. A soft area rug anchors the seating area.

Home in Bar Harbor

4.82 out of 5 average rating, 22 reviews

Historic 1850 Downtown Retreat [Driftwood Cottage]

This Dutch Colonial is THE OLDEST Small Building in Bar Harbor, built in 1850. Originally residing on Cottage Street until it was saved and moved in 2003 when condos were being built on Cottage Street. The entire 2nd Floor is a spacious master bedroom with a large attached bathroom, large walk-in closet, and an indoor and outdoor patio space. The home has 2 living rooms and still boasts many historic aspects to it. The PERFECT Location in the Heart of Downtown, and the ability to walk anywhere!

Guest favorite

A small balcony is seen with two metal chairs positioned to enjoy views of the harbor. The sliding glass doors offer an unobstructed view of the water, boats, and beach, with sunlight illuminating the wooden deck.

Cottage in Southwest Harbor

4.93 out of 5 average rating, 29 reviews

The Weir on the Harbor

Enjoy your beach front vacation in a newly renovated small, cozy cottage over looking a working harbor. This unique property is a short walk to many shops and restaurants. Have fun looking for sea glass and other treasures from the ocean on our semi private beach. The first floor has a modern kitchen, a living room with sleeper sofa, and full bath. Enjoy your meals on the front deck while listening to the seagulls. The second floor is a loft bedroom with small balcony overlooking the harbor.

Guest favorite

A wooden deck area is equipped with a black grill and four metal chairs surrounding a matching table. Planters with purple flowers add a touch of color, while lush greenery provides privacy and a natural setting.

Home in Bar Harbor

5 out of 5 average rating, 37 reviews

Home away from home, Updated 3 bedroom 2 bath

Immaculate newly appointed, 3 bedroom, 2 bath home comfortably accommodates 6. Air-conditioned bedroom with queen-size sleigh bed, new mattress and bedroom furniture and antiques. Remodeled bath with granite countertop and vessel sink. Dining room seats 6. The kitchen has everything needed to prepare meals. Large dedicated office. .Living area with flat-screen TV, gas fireplace, new leather seating. Upstairs air-conditioned master suite and guest bedroom with newly renovated bathroom.

Top guest favorite

A wooden deck is positioned amidst tall trees, featuring five rustic chairs arranged for relaxation. The natural wood finishes complement the outdoor setting, while views of the water can be glimpsed between the greenery.

Cottage in Gouldsboro

5 out of 5 average rating, 87 reviews

Stunning Beachfront Cottage w/ Stargazing Platform

Placed Below A Winding Driveway At The Tip Of Compass Point, Our Cottage Rests On The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance. Compass Point Offers Exceptional Accommodations Minutes Away From The Picturesque Coastal Fishing Villages of Corea and Winter Harbor Where You'll Find Lobster Boat Tours, Kayak/Bicycle Rentals, Restaurants, Hiking Acadia National Park and the Seasonal Ferry To Bar Harbor!

Superhost

A bright and airy lounge area features a spacious light-colored sofa with decorative throw pillows, complemented by a wooden coffee table. Natural light streams in through the window, while a rocking chair and nautical decor add charm to the inviting space.

Apartment in Bar Harbor

4.74 out of 5 average rating, 62 reviews

Free Breakfast_Downtown Stunning 1BR Apartment D

This is a new listing, changed to vacation rental with brand new furniture and amenities from 2022. Free Breakfast at a restaurant located at the property. Just few min walk from shore path and 4 min drive to Acadia National Park. Walking distance popular restaurants in town (2Cats, Royal Indian, Everyday Joe's, Havana, Choco-Latte, McKay's Public House, Bar Harbor Lobster Co., Salt & Steel, Cafe This Way, Pat' Pizza, Rias 2nd Act, Peekytoe Provisions, Bar Harbor Cheesecake Company).

Top guest favorite

A wooden staircase leads upward, illuminated by natural light. A framed art piece hangs on the wall, and a potted plant is positioned on the landing. The railing features a curved design, complementing the warm wooden tones of the stairs.

Guesthouse in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Superhost

The restored building is positioned near the water's edge, featuring a weathered wooden facade. Large windows reflect the blue sky and provide a view of the surrounding rocks and marina. The tranquil harbor is visible in the foreground, enhancing the peaceful setting.

Apartment in Southwest Harbor

4.91 out of 5 average rating, 149 reviews

On the water. Walk to Southwest Harbor

If you want to be near the action of an active and interesting harbor, this is the place for you. You will have a front row seat to spectacular morning sunrises over the harbor, the comings and goings of the fishermen and the many boats docked at the marina and anchored in the harbor. This spacious four bedroom two and a half bath home is located at the Great Harbor Marina just half a mile from downtown Southwest Harbor. Walk to restaurants, art galleries, specialty shops and more.

Top guest favorite

A charming cottage is framed by lush green trees, showcasing its light yellow exterior and welcoming front door. The grassy area surrounding the home offers a tranquil setting, and the clear sky above adds to the serene ambiance.

Guesthouse in Islesboro

4.96 out of 5 average rating, 24 reviews

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

Top guest favorite

A water view captures a spacious property along the shoreline, surrounded by greenery. Smooth stone beaches extend towards the property, while a wooden deck and large windows are visible, indicating a welcoming space to relax and enjoy the scenic surroundings.

Apartment in Bayside

4.94 out of 5 average rating, 113 reviews

Breathtaking St Croix Island Beach Apartment

Enjoy the beautiful St. Croix River on this historically unique property. This two bedroom/two bathroom oceanfront apartment is ready for your next trip. Pet friendly with lovely fenced in backyard and steps to the beach from your livingroom door. 5 minute drive to gorgeous St Andrews by the Sea, 15 minutes to St Stephen and under an hour to Saint John NB. The Airbnb is perfectly placed with a view of the water to watch the amazing 25 foot tides as close as you can get.

Guest favorite

An outdoor deck offers a view of the river surrounded by trees. Sunlight casts gentle shadows on the wooden deck, highlighting its natural grain. Calm water reflects the greenery, creating a serene atmosphere. A paved area is visible nearby, providing additional outdoor space.

Guesthouse in Ellsworth

4.85 out of 5 average rating, 114 reviews

Large adorable 1 bedroom loft with ocean frontage

What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.