Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite
A tranquil lakeside scene is captured during sunset, where vibrant hues reflect off the calm water. A circular fire pit is surrounded by wooden chairs, providing a perfect space for gathering. Tall trees frame the area, enhancing the serene atmosphere.
Cottage in Lincoln
5 out of 5 average rating, 95 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!

Top guest favorite
A view from a window frames two nearby camp-style homes across the street from Schoodic Lake. The scene is open with trees lining the road and a clear blue sky visible. A truck is parked along the road, enhancing the neighborhood feel.
Cottage in Brownville
4.98 out of 5 average rating, 120 reviews

Perfect Lakeside Getaway!

The perfect lakeside getaway spot with beautiful views. It is renovated with an old time cozy camp feel, with modern conveniences. This pet friendly camp is across the street from Schoodic Lake. The cozy camp sleeps 5-6 comfortably with on-site parking for three. The camp is located on ITS 111 trails for snowmobiling and ATVing. Hunting, fishing and hiking destinations include, Baxter State Park, Gulf Hagas, and Katadin Iron Works. Water access at Knights Landing just a short distance away.

Top guest favorite
Cabin in Burlington
4.95 out of 5 average rating, 206 reviews

Secluded Waterfront Cabin

Please Message me to ask about possible discounts and length of stay minimums. Secluded four season cabin is located on remote Saponac Lake in Burlington, Maine. Last camp on a private dead end road with clear views of the lake. Perfect location for fishing, kayaking, or just relaxing in a hammock. Fully furnished with A Minisplit Heat Pump/ AC, and Propane "wood stove" well water, and high speed WiFi. Within 30 minutes of Lincoln and 1 hr of Bangor. Both towns have shopping, restaurants,etc.

Guest favorite
An airy catwalk leads to a door opening out onto a balcony, allowing for fresh air and natural light. Wooden walls and ceilings create a warm atmosphere, while light floods in through the open door, illuminating the space.
Tiny home in Atkinson
4.95 out of 5 average rating, 158 reviews

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

Top guest favorite
An aerial view of a custom-built yurt nestled among lush trees features a green roof and a spacious wrap-around deck. The surrounding forest provides a tranquil setting, offering a sense of privacy and connection to nature.
Yurt in Medway
4.95 out of 5 average rating, 171 reviews

Katahdin Riverfront Yurt

Glamping at its best! Beautiful custom built yurt on the banks of the Penobscot river along the Grindstone Scenic Byway. Close to Baxter State Park and majestic Mount Katahdin as well as Katahdin Woods and Waters National Park. Two miles to Penobscot River Trails with miles of groomed cross country skiing and mountain biking. 4 seasons of hiking, biking, fishing, canoeing, kayaking, white water rafting, skiing, and miles and miles of snowmobiling! 1 hour to Bangor 2 hours to Bar Harbor

Guest favorite
Apartment in Medway
4.95 out of 5 average rating, 83 reviews

Elkins Rental

A peaceful place for the family. If you're looking for a quiet out of the way place to stay but still close to all the recreation this area has to offer, this is the place. Baxter state park and Katahdin Woods and waters National Monument close by. ATV trails, Snowsled trails and the Penobscot river all within a couple of miles away . Excellent area for hunting, fishing, hiking, boating and all other 4 season outdoor activities. Plenty of parking area for snowmobile, atv and boats trailers.

Top guest favorite
A spacious deck is seen surrounded by tall trees, offering views of Center Pond. Seating arrangements include two chairs and a table, along with a comfortable lounge chair. A grill is positioned nearby, adding to the outdoor cooking options.
Cabin in Lincoln
4.93 out of 5 average rating, 30 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.

Guest favorite
A serene lake view is captured, reflecting a sky filled with soft clouds and gentle hues as the sun rises or sets. The calm water mirrors the landscape, contributing to a tranquil atmosphere at this waterfront location.
Home in Lincoln
4.89 out of 5 average rating, 27 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 favorite
Cabin in Atkinson
4.93 out of 5 average rating, 106 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 favorite
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 Glenburn
4.78 out of 5 average rating, 117 reviews

Acadia Pines Cabin w/HotTub 10min2Downtown

Welcome to Acadia Pines Retreat, where the whispering pines and peaceful forest trails set the tone for your perfect Maine escape. Nestled just a short drive from Acadia National Park and the coast, this charming retreat offers the serenity of the woods with the comforts of home. * Peaceful, secluded location *Private hot spa jacuzzi to soak in after a day of hiking *Outdoor seating and stargazing spots 📍 Centrally located for day trips, lobster shacks, and scenic drives

Guest favorite
Cabin in Lincoln
4.9 out of 5 average rating, 78 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.

Popular amenities for Chester vacation rentals

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