Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite
A modern post and beam house is set against a backdrop of trees. The exterior features large glass windows that enhance natural light. A spacious deck with railing is visible, providing an outdoor space for relaxation.
Home in Millinocket
4.98 out of 5 average rating, 116 reviews

Rice Farm Hideaway; A little slice of heaven.

This sweet post & beam house is located near town yet private and tucked away in the woods, cozy & comfortable, pet friendly, close to ATV & snowmobile trails, and Baxter State Park, Katadhin Woods and Water, plus numerous lakes and the beautiful Penobscot River. The house can comfortably sleep up to 6 people. The living area is open and sunny with a big kitchen. There is plenty of parking for recreational trailers. Come enjoy a rewarding climb up Katahdin or grab a book and read on the deck.

Top guest favorite
A hand holds a cup labeled 'Maine' against a backdrop of shimmering water reflecting vibrant autumn foliage. The still water is bordered by large rocks and trees, enhancing the serene atmosphere.
Cabin in Burlington
4.95 out of 5 average rating, 202 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.

Top guest favorite
A wooden dock extends out over tranquil waters, flanked by lush greenery. The water's surface reflects the calm sky, creating a serene atmosphere. Steps lead down from the dock to the gently lapping water, inviting relaxation and aquatic activities.
Cottage in Glenburn
4.95 out of 5 average rating, 248 reviews

Your own private getaway on Pushaw Lake!

Welcome to Pushaw Lake! You’ll find all the comforts of home here! :-) Come for the weekend! Save 20% for a week, or 30% for a month stay! :-) Jump in the lake or go on an adventure in a kayak or canoe this summer! Bring snowmobiles, snowshoes, skis, or go ice-fishing this winter! :-) Relax... Read a book and listen to the Loons, or sit around the fire pit and say goodbye to stress! :-) You’re less than 20 minutes from Bangor International Airport, Downtown Bangor, and UMO! :-)

Top guest favorite
A cozy camp is surrounded by tall trees, showcasing a classic A-frame roof and a porch with seating. The white exterior is complemented by green trim, while areas of orange pine needles cover the ground. The setting reflects a serene, natural atmosphere.
Cottage in Brownville
4.98 out of 5 average rating, 116 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
A cabin interior showcases a welcoming open layout with wooden walls and a cozy atmosphere. Comfortable seating is provided by leather sofas and a recliner. A wooden coffee table sits in the center, and the kitchen area, visible in the background, features wood cabinets and modern appliances.
Cabin in Enfield
4.97 out of 5 average rating, 116 reviews

28 Holiday Lane Beach Front Cabin

4-Season Cabin next to Morgan's Beach on beautiful Cold Stream Pond rented year round. This is the perfect location for a family vacation or business/working people who travel and have temporary assignments lasting one week to several months. Cabins are fully furnished and include: heat, hot water, electricity, Direct TV, WiFi, trash removal, driveway and roadway plowing. Cabins are 10 minutes to Penobscot Valley Hospital in Lincoln and 40 minutes to EMMC in Bangor. Weekly & Monthly Rates.

Guest favorite
A modern kitchen features rustic wooden accents and stone backsplash. Stainless steel appliances are arranged beside contemporary cabinetry. Two pendant lights illuminate the bar area, which has a slate countertop and three metal stools. Natural light enters through a window above the sink.
Apartment in Millinocket
4.95 out of 5 average rating, 115 reviews

ABOL PLACE, home base to the Katahdin Region!

Centrally located in downtown Millinocket, ABOL Place is a relaxing and beautifully appointed home base for all of your Katahdin adventures! Whether it be hiking Baxter State Park, The Appalachian Trail, Gulf Hagas, Fly Fishing the West Branch, White Water Rafting, visiting the Woods and Waters National Monument, Mountain Biking, Boating or Cross Country Skiing at our world class cross country ski trails, ABOL PLACE is the perfect spot for friends to relax and recap the adventures of the day!

Guest favorite
The interior of the custom-built yurt features a high, circular ceiling with a skylight at its center. A modern kitchen with stainless steel appliances is visible, alongside a spacious countertop. A loft area is accessed by a wooden staircase, with wooden beams and walls enhancing the natural aesthetic.
Yurt in Medway
4.95 out of 5 average rating, 162 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

Top guest favorite
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
4.93 out of 5 average rating, 29 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 favorite
A two-story cottage is situated by Pushaw Lake, featuring a spacious deck and stairs leading to the entrance. Bright kayaks rest on the lawn beside the water, which reflects the greenery of surrounding trees. A private dock extends into the lake for easy access.
Cottage in Glenburn
4.95 out of 5 average rating, 122 reviews

Kozy Kottage on Pushaw Lake

Enjoy this 2-story cottage on Pushaw Lake, Maine. This location is perfect for a couple looking to get away or a family looking to make memories. This location offers a terrific spring, summer, and fall experience for kayaking, fishing, swimming, boating, or relaxing. A grill and WIFI are a few of many amenities. The grass yard takes you from the back porch to the dock and waterfront. The lakefront is available exclusively for your enjoyment. This includes kayaks, SUP, and canoe.

Guest favorite
Tiny home in Bangor
4.85 out of 5 average rating, 156 reviews

Field of Dreams Tiny Home

Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.

Top guest favorite
A serene lakeside scene features a wooden dock extending over calm waters, framed by tall trees. A stone fire pit is situated on the shore, and neatly stacked firewood is visible nearby. The sky transitions to soft pastel colors at sunset, reflecting on the lake.
Cottage in Millinocket
4.92 out of 5 average rating, 170 reviews

Lozier’s Lookout- Lakefront, Millinocket Lake

Lozier’s Lookout is a cozy two-bedroom, lakefront cottage on beautiful Millinocket Lake. Perfect for both adventure and relaxation, guests can enjoy nearby hiking, biking, ATV'ing, and local dining, or stay close to home casting a line off the dock, swimming in the lake, paddling the provided kayaks or canoe, and gathering around the campfire for s’mores. With the charm of a classic cabin and the comforts of home, The Lookout offers a welcoming retreat in every season.

Guest favorite
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
4.77 out of 5 average rating, 77 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.

Popular amenities for Chester vacation rentals

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