Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chester

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

1 of 1 pages1 / 1
Top guest favourite
A lakeside cottage is nestled among trees, featuring wooden siding with flower boxes beneath the windows. The property slopes down to a clear lake, with light filtering through the surrounding foliage, creating a serene natural environment.
Cottage in Lincoln
5 out of 5 average rating, 101 reviews

The Nest will be your Maine recreational retreat!!

The Nest is our lakeside cottage in the ❤️ of Maine’s recreational playground. You are steps from a crystal clear spring fed lake; we are also situated on ATV and snowmobile trails. Enjoy the calls of the loons & waves lapping at the shore; take in the incredible sunsets over the lake & unwind in front of the fire. We welcome your well behaved pups, please review our house rules for pet details. This is the perfect spot to recharge your batteries. We look forward to seeing you at The Nest!

Superhost
Cabin in Glenburn
4.79 out of 5 average rating, 126 reviews

Acadia Pines Retreat HotTub-10 Min Downtown Bangor

Hot tub. Nature. Total peace. 🌲Acadia Pines Retreat-just 10 minutes from downtown Bangor and close to Acadia National Park. Warm wood ceilings, curated interiors, and cozy moments in the beautiful Maine woods. This retreat features open-concept living space styled with rich textures, soft lighting, and designer touches throughout. Sink into plush seating, enjoy slow mornings with coffee at the stone island, or unwind after exploring surrounded by stillness of forest in your private hot tub.

Guest favourite
A welcoming entryway features a rustic door adorned with a wreath. To the side, a cozy wicker chair with a patterned cushion invites visitors. A small window above a decorative shelf allows natural light entry, enhancing the overall charm of the entrance.
Home in East Millinocket
4.92 out of 5 average rating, 24 reviews

Beautiful, remodeled 3 bedroom home

Lots of room for the whole family in this beautifully remodeled 3 bedroom 1 &1/2 bath home with laundry room. Conveniently located in town close to atv and snowmobile trails. Also close to local grocery store restaurants ect. Within miles of Baxter State Park, Appalachian Trail and much much more. Whether your coming to hike, snowmobile, enjoy the fall foliage or just on business you will enjoy this comfortable home. (While this home is private it does have an attached 1 bedroom apartment.)

Top guest favourite
A charming cabin features a wooden deck with seating, surrounded by lush greenery. Tall trees and a serene atmosphere are present. The exterior showcases log construction and several large windows, allowing natural light to enter the interior.
Cabin in Lincoln
4.94 out of 5 average rating, 35 reviews

Peaceful Cabin on Center Pond

Relax any time of year at our peaceful cabin in the Maine woods. Situated on the shore of Center pond, the cabin has been appointed with all the amenities you would hope to find. 2 bedrooms each with a Queen sized bed (1 up-1 down) a loft with 2 twin beds, and 1 & 1/2 baths, the cabin comfortably sleeps 6. Upstairs is accessed by a spiral staircase. The fully furnished kitchen has everything you need to cook a full meal. Relax and sunbathe, swim, paddleboard or kayak the Summer days away.

Top guest favourite
A fire pit surrounded by stone offers warmth and light against a darkening sky. A spacious, newly renovated farmhouse with large windows is visible in the background, accentuated by the soft glow of outdoor lighting. Chairs are arranged nearby for seating.
Home in Lincoln
4.9 out of 5 average rating, 29 reviews

Lincoln Park Lakeside

LARGE yard and centrally-located! Your family will be close to everything when you stay at this lake view home. Bring your boat/trailer or water toys for all recreational water sports, fishing and swimming! Boat ramp just steps from house, along with public beach and dock, playground, ping pong table, and basketball court. Walk downtown just a block away to Restaurants and stores. Stroll over to Steaks N Stuff to grab some premium meat to throw on the bbq or just hang out in the yard

Guest favourite
A charming green cabin is nestled among trees, featuring a sloped roof and a small porch. Nearby, a propane tank and air conditioning unit are visible. Lush greenery and a simple gravel path surround the structure, creating a serene outdoor atmosphere.
Cabin in Atkinson
4.94 out of 5 average rating, 110 reviews

Upta Camp

Take it easy at this unique and tranquil getaway. Take a hike down one of the trails out back, or swim in the cool clear water of the spring fed pond off the back porch. Cozy up during a storm by the fire with a good book, or wet a line on a clear morning off the back steps and catch supper! It’s all in one comfy cabin property to get away from it all. Only a few miles to Dover-Foxcroft, or Sebec Lake. Far enough away to get away, but close enough to the amenities and sights.

Guest favourite
A single-story duplex in a natural setting is showcased, featuring a light beige exterior. Symmetrical black shutters frame the large front windows. The entry is marked by a set of white double doors, leading to a welcoming atmosphere. Lush green grass surrounds the property.
Home in Enfield
5 out of 5 average rating, 38 reviews

The Hidden Oasis, UNIT A

Whether you're seeking a peaceful retreat or an adventurous getaway, our 2 bed, 1 bath, duplex (side A) Airbnb in Maine offers the perfect haven to create cherished memories making it an ideal accommodation for up to 6 guests. Outside, you can sit and relax and enjoy the pleasant weather on our beautiful outdoor seating area on the patio, complete with a mesmerizing fire pit. Our Airbnb is close to trails, lakes, beaches, hiking spots, fishing spots, shopping, restaurants etc.

Superhost
Cabin in Chester
4.88 out of 5 average rating, 8 reviews

River front rustic cabin

Relax with an off-grid cabin secluded along the Penobscot river. This cabin has NO electricity,but is generator compatible. Guests may either bring their own generator or hosts have a generator available for rent (contact hosts for details). First tank of gas is free, will have to pay for additional fills. when coming to visit us you will travel a three mile dirt road, after which you will see the cabin nestled in the woods looking at the Penobscot.

Guest favourite
Cabin in Lincoln
4.9 out of 5 average rating, 80 reviews

Private dock, king beds, screened in porch, AC.

Cozy lake front cabin with two king bedrooms + twin bunk room. Heat pump for warmth and/or cooling. Screened in porch overlooking the lake with table for dining or playing games on a rainy day, a lakeside fire pit, private dock, and large deck with grill. Come swim, fish, kayak/canoe, relax, and listen to the loons call! 10min from I-95 and town, restaurants, and grocery store. **Dock is in the water seasonally generally June- mid September.

Guest favourite
A serene lakeside view features a grassy area leading to Cambolasse Pond. A stack of firewood stands neatly beside the water's edge, while a small boat is visible on the calm lake. Lush trees and a clear blue sky complete the peaceful setting.
Cottage in Lincoln
4.78 out of 5 average rating, 81 reviews

Home with Sandy Beach On Cambolasse Pond

Welcome to Lincoln! This Camp is Located on a beautiful 1.3 acre flat lot with ample parking, sandy beach, shallow lake access and the ability to launch your own boat right from shore! Excellent snowmobiling,swimming, boating and fishing. Located on Cambolasse Pond there is not many like this. Private pond, Very peaceful Comes with sheets, pillows, and some towels. I recommend bringing extra towels and any other essentials you may need.

Top guest favourite
A modern kitchen features white cabinetry with ample counter space. Stainless steel appliances are present, including a stove and microwave. A window allows natural light, while decorative elements, such as a wall hanging and greenery, add character to the space.
Home in East Millinocket
4.97 out of 5 average rating, 168 reviews

Spruce Street Retreat

Clean and cozy home in a quiet residential neighborhood, about 30 miles away from Baxter State Park. It's just a few blocks away from the snowmobile and atv trails and only a couple of miles off I-95. I cannot accept pets at this time, including service animals. I have an exemption for this because of my severe allergies to cats and dogs.

Guest favourite
Tiny homes in Bangor
4.86 out of 5 average rating, 183 reviews

Field of Dreams Tiny Home

Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.

Popular amenities for Chester vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Chester