
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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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!

The Howland Hideout
Welcome to The Howland Hideout | Cozy Private Maine Retreat for Couples, Solos & Small Families. 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.

Canal View|DTWN Bangor|Steps to great Restaurants
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* 43 mi. to Acadia Nat'l Park 3 mi. to Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ Plush Queen-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!

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.

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.

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

2 Bedroom Apartment on Cold Stream Pond
2 bedroom, 1 bath apartment over garage. Full kitchen. Access to Cold Stream Pond for both summer and winter recreation. Kayaks and some other items able to be enjoyed by guests. Sit back and listen to the distant waves of the water, the loons & wildlife, and the rustling leaves. Spend time in the summer along the shore front and on the lake, watch the breathtaking colors of fall, or experience winter wonderland on one of Maine’s most popular lakes for summer and winter recreation.

"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

Cottage Rental on Millinocket Stream - FAST Wi-Fi!

Log cabin on river on snowmobile trail and beach.

Gink's Place

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10 miles to Baxter State Park!

Silver Lake Lodge

Rustic cabin on the Penobscot river
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