Holiday rentals in Chester

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.

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.

Sled/ice fish/monthly rates avail for Feb/Mar 2026

The perfect weekend 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.

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

King Bed|DTWN Historic Hotel|Fiber Wifi|50"Roku

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 3 mi. to airport 43 mi. to Acadia National Park 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Work space ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Lakefront Gem with Breathtaking Island Views

You didn’t know you needed this- until you arrived. A modern studio tucked right on the water’s edge, where nothing is between you and the lake but loons, sunlight, and a whole lot of time to just be. Private dock (float, fish, float again) Spa-style indoor + outdoor showers (yes, both. Why not?) Outdoor movie night under a blanket of stars Pet-friendly Swimming, stargazing, and stories you’ll be telling next year Just a short drive from town or Acadia — if you ever want to leave.

Rustic Country Apartment on The Moosehead Trail.

We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

"The Last Hike" Downtown Millinocket

PLEASE READ ALL THE DETAILS OF OUR LISTING. 3rd floor, converted attic "Penthouse" apartment is steps away from Downtown Millinocket and all your outside adventures: fishing, snowmobiling, skiing, white water rafting, biking, etc. Close access to snowmobile trails, 2 minute walk to downtown/Marathon, close to Katahdin and Baxter State Park. Can't promise you will see a rainbow out our window, but on a clear day, when the leaves have fallen off the trees, you can see Katahdin!

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.

Birch hill camp

Modern cabin w/power, water. 3 bunk beds in one large bedroom,sleeps 6. Outside firepit. Miles of woods via logging roads to explore moose, deer, bird watching, hunting. Fishing for trout bass/perch. Guided hunting, fishing, and canoeing available, ponds and rivers. Canoes maybe available. X skiing and snowshoeing Trail from camp to ITS snowmobile trail 1/2 mile. Bed linen/light blanket provided. Towels not provided

Cozy and Quiet Waterfront Cottage in Lincoln Maine

Breathtaking views! Pets welcome! Beautiful private waterfront cabin located on Caribou Pond in Lincoln Maine. Enjoy a peaceful getaway in the great outdoors with all Maine has to offer every season. ATV/Snowmobile trails close by, ice fishing, ski resorts, and so much more. The town of Lincoln with shopping and restaurants is 10 mins away, Bangor is 45 minutes south and Katahdin region is less then an hour north.

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.