Vacation rentals in Cherryfield

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Top-rated vacation rentals in Cherryfield

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Top guest favorite
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
4.97 out of 5 average rating, 117 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 favorite
The image features the bow of a kayak resting on calm water, with expansive views of the lake extending to tree-lined shores in the distance. A clear blue sky with wispy clouds is visible, creating a serene atmosphere suitable for outdoor exploration.
Apartment in Harrington
5 out of 5 average rating, 17 reviews

Beautiful Waterfront Home Close to Trails & Acadia

This private, waterfront retreat is secluded and peaceful with plenty of space to spread out—right on the water! At high tide, paddle out to Lords Island or take a trip down the peninsula. The local supermarket and gas station are just minutes away, yet the setting is completely rural. Head out to hike some of Maine's best trails or drive to Acadia National Park, The Bold Coast, Jasper Beach, Schoodic Point, or any of the amazing local rivers and lakes. Perfect for couples, families, or friends.

Top guest favorite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 121 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

Guest favorite
A charming bungalow sits nestled among trees, featuring a light wood exterior with a bright blue door. Snow covers the ground, and a pathway leads to the entrance. Two windows on either side of the door provide natural light, enhancing the cabin's inviting presence.
Farm stay in Franklin
4.91 out of 5 average rating, 575 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)

Guest favorite
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.
Vacation home in Addison
4.95 out of 5 average rating, 111 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 favorite
Tiny home in Surry
4.96 out of 5 average rating, 157 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Top guest favorite
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
4.94 out of 5 average rating, 227 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 favorite
A serene sleeping area features a spacious bed adorned with neutral-toned bedding. Two bedside tables are positioned beside the bed, each with a lamp. A wooden bench is placed at the foot of the bed, and a seating area with a chair and small bookshelf is visible in the corner.
Guesthouse in Franklin
5 out of 5 average rating, 109 reviews

The Spot - Water Views

Nestled in a small quiet town right on the banks of Taunton Bay, enjoy peaceful relaxing location and watch the tide roll in and out. Wake up to waterviews from your bed. You have the entire "Spot" to yourself and whatever wildlife happens to show up that day! ***Shoulder Season is upon us and this is a great opportunity to experience Downeast Maine and all of Acadia with less crowds and no vehicle reservations for Cadillac Mt required after October 26th and all of November and December.***

Top guest favorite
An inviting living area features large windows that bring in natural light and offer views of the surrounding forest. A cozy seating area includes a gray sofa and a wooden dining table with chairs. A wooden cabinet adds warmth, while a soft area rug contrasts with the hardwood floor.
Cabin in Eastbrook
4.95 out of 5 average rating, 298 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 Scammons 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.

Top guest favorite
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, 147 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 favorite
A modern cottage constructed of natural wood is surrounded by trees and a gravel pathway. It features a small deck with two chairs and a grill, while large windows offer ample natural light. The serene setting enhances the connection to nature.
Guesthouse in Cherryfield
4.96 out of 5 average rating, 25 reviews

Blueberry Cottage

The Blueberry cottage is a recently built guesthouse in a quiet and woodsy setting near our organic wild blueberry field. Centrally located to waterways and hiking in the Downeast region and an hour's drive to Acadia National Park. If you're looking for a weekend getaway or vacationing for a week, this is a great choice. We have all the amenities you will need for a comfortable and cozy stay.

Top guest favorite
A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.
Cottage in Waltham
4.95 out of 5 average rating, 837 reviews

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Popular amenities for Cherryfield vacation rentals

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