
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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Lakefront Life, Family Friendly
Lakefront Home/Cabin that has an authentic Maine feel. Located on the end of a maintained private dirt road, sitting about 50 ft from the water and nestled in a fairly private cove, this gem is just waiting for you. Enjoy great swimming, fishing, or just lounging on this quiet stocked spring fed lake. all the amenities you need, including washer/dryer. Plenty of parking and a public boat launch close by. Nice swimming area in front of the cabin. 2 BR, one has 2 double beds and the other 1 king.

The Howland Hideout
Welcome to The Howland Hideout! This unique tiny home is the perfect getaway spot for all seasons, filled with the necessary amenities for a comfortable stay and boasting handcrafted touches throughout, you won’t find many places quite like this! Could be a great fit for traveling nurses as there are multiple hospitals nearby. This family friendly location has a large parking area with plenty of room for vehicles/trailers and the patio/backyard are a great place to relax and enjoy the outdoors.

Sled/Ice Fish/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.

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.

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

Cozy 2 Bedroom Apartment
Quiet, cozy apartment on a peaceful side street, minutes away from the University of Maine's flagship Orono campus. Located a short distance from the Bangor Waterfront concerts. Great launching pad for day trips to Acadia National Park or hiking and fishing in Baxter State Park, both within 1.5 hour drive. Close to hundreds of miles of ATV and snowmobiling trails. Apartment is recently renovated and directly connected to host family home, with comfortable accommodations for up to 5 guests

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

"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!

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.

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.

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.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

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Rustic cabin on the Penobscot river

River front rustic cabin

Lake House Oasis on Cold Stream
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