Holiday rentals in Cherryfield

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Top-rated holiday rentals in Cherryfield

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Guest favourite
A modern kitchen features sleek black countertops and stainless steel appliances, including a refrigerator and stove. The space includes wooden bar stools at the island. Natural light floods the area, highlighted by a rustic brick column and stylish pendant lighting.
Home in Jonesboro
4.93 out of 5 average rating, 146 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!

Top guest favourite
A rustic two-story structure features a third-story cupola and a welcoming red roof. The expansive deck overlooks a vibrant garden filled with colorful flowers and lush greenery, set against a clear blue sky dotted with clouds.
Farm stay in Franklin
4.89 out of 5 average rating, 609 reviews

Organic Farm Artistic Eco-Loft

We truly want Everyone to feel welcome here! Bar Harbor is a scenic 45 minute drive away. There is great hiking/xc skiing in our huge back yard (Sunrise trail/Maine reserve land) Rustic farm apartment with full kitchen, breakfast foods provided first day. Farm veg can be bought in season & our own wine, jam, hot sauce, maple syrup. Can accommodate 6 folks, one in a cupola! Hot shower & heat. There is a sawdust compost toilet-Easy to use & no smell! We are on Wabanaki land, give all respect.

Top guest favourite
A vibrant flower garden stretches along a pathway, featuring a variety of blooming flowers in shades of pink, purple, and yellow. Above, string lights create a warm glow as the sky transitions to evening hues of pink and purple, enhancing the outdoor ambiance.
Flat in Hancock
4.98 out of 5 average rating, 305 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.

Top guest favourite
An aerial view captures the serene landscape of Edgewater, featuring multiple cottages surrounded by lush greenery along the coastline. The calm waters of Frenchman's Bay are visible, along with a dock leading to a small boat, enhancing the scenic waterfront setting.
Cottage in Sullivan
4.96 out of 5 average rating, 104 reviews

Edgewater Cabins #2

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, local hiking trails, and Acadia National Park (20 min to Schoodic Point and 35 min to Acadia on Mount Desert Island). Boat rides around Frenchman's Bay are available from our dock. There's a 3 night minimum stay in Cabin 2.

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
4.9 out of 5 average rating, 125 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
A balcony features two black metal stools positioned near the railing, with a stunning view of the sunrise over the water and countryside. The warm hues of the sun reflect off the landscape, enhancing the serene atmosphere.
Holiday home in Addison
4.96 out of 5 average rating, 112 reviews

Bright, Modern Vacation Home w/ Water Views!

Come stay at this serene, cozy, Down East vacation home with expansive water views!  Nestled in the Addison hillside where the Pleasant River meets the sea, this completely renovated getaway offers a modern kitchen & bathroom with brand new appliances, open concept living spaces with water views from every room, and a large deck allowing breathtaking panoramic views of the countryside and skyline.   One hour to Acadia and close to the Bold Coast, Jasper Beach, & Schoodic Point—you can't lose!

Top guest favourite
The A-frame cabin is nestled among trees, surrounded by nature. An inviting view of Little Kennebec Bay is visible in the background, showcasing tranquil waters and coastal landscapes. The private deck with a hot tub extends from the cabin, offering a peaceful outdoor area.
Cabin in Machiasport
4.99 out of 5 average rating, 158 reviews

A-Frame, Hot Tub, Firepit, Oceanfront, Pets

Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

Top guest favourite
An open living area features large glass doors that allow natural light to flood the space. A unique wooden table with high chairs is positioned next to a modern kitchen, while a cozy seating area includes a chair and decorative accents against a backdrop of greenery.
Home in Gouldsboro
4.95 out of 5 average rating, 240 reviews

Schoodic Loft Cabin "The Roost" with Kayaks

This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

Top guest favourite
A fire pit surrounded by four chairs is positioned by the tranquil waters of Molasses Pond. The scene is framed by a grove of trees, with a dramatic sky stretching overhead, reflecting the calmness of the lake.
Home in Eastbrook
4.99 out of 5 average rating, 149 reviews

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Top guest favourite
A view from the porch showcases tall wooden posts and a ceiling with exposed beams. Bright blue skies contrast against vibrant autumn foliage, including shades of red and green in the surrounding trees, creating a serene natural setting.
Cottage in Trenton
4.96 out of 5 average rating, 433 reviews

NEW Whitetail Cottage, Acadia National Park 7m

NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Guest favourite
The open living area is highlighted by a large area rug featuring a geometric pattern. A cozy leather sofa is positioned next to a glass coffee table. Natural light filters in through multiple windows, illuminating a dining space with a wooden table and chairs.
Home in Ellsworth
4.95 out of 5 average rating, 154 reviews

The Acadia House on Westwood

Relax with the whole family at this tranquil centrally located place to stay. Slowly unwind at this lovingly remodeled entire home. Enjoy a peaceful walk down the quiet family friendly street its nestled on, or quickly arrive at all the areas attractions. The house is located in Ellsworth Maine and although shops, restaurants, local lakes, Acadia National Park and area attractions are only a quick drive away, the home feels soothing, very safe, secluded and welcoming to all.

Guest favourite
A rustic cabin exterior is presented, featuring a wooden porch with two blue Adirondack chairs. A small table with a lantern stands beside the entrance. Surrounding trees provide a natural backdrop, and a flower pot adds a touch of color near the door.
Tiny home in Eastbrook
4.92 out of 5 average rating, 109 reviews

Camp Ottah' Knot Rustic Camping Cabin 2

10 X 12 Rustic Cabins. Two twin beds in each cabin. Each cabin includes two Adirondack Chairs, Firepit, small table, and two chairs indoors, 2 LED powered lanterns and 1 fan, 5 gallons of potable water, simple outdoor kitchen table, a picnic table, propane on demand shower house, The bathroom facility is port-o-Potty shared with the other cabin or a compostable toilet. Both options are available. These are OFF the grid. No power or water in the two cabins.

Popular amenities for Cherryfield holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Washington County
  5. Cherryfield