Vacation rentals in Chester

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.

Panoramic view lake cottage

Cottage with its own 175 feet of waterfront with panoramic views of a crystal clear spring-fed lake. Cottage has one bedroom/one bath plus full size futon in living room. Smart TVs in living room and bedroom. Washer and dryer in bathroom. AC. Linens, cable, WiFi, grill, 4 kayaks, 1canoe, and firepit provided. Floating dock and swim platform out in deeper water off shore. Located at end of quiet dirt road. Owner lives next door. Come to find your ideal mix of rest, relaxation and recreation.

#2 Schlafman's Hollow Solar Cabins

Our cute off-grid 12x10 cabins are in a quiet woodland setting in Lincoln, Maine! 2 Adults max, 420 friendly. NO Kids, Not Mobility friendly. We include queen bed and bedding, towels, USB ports, 500 watt inverter, mosquito nets, shared areas including fire-pit, outdoor kitchen, shower and outhouse with RV flush toilet. We ask that you provide drinking water, pack out your trash & bring firewood. Fan but No AC or refrigeration. Online Check-in / $150 Incidentals/Damage Deposit required.

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.

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.

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

The Mattanawcook Lake House

Relax with the whole family at this peaceful four season gem!! Home is within walking distance of downtown Lincoln which offers restaurants, retail shopping, supermarkets , bait shop, and a variety of other amenities. Enjoy summer with direct lake views and access, firepit, two decks, grill, hiking trails across street and more! Enjoy winter with ice fishing, snowmobiling trail access from home, snowshoeing trails across street and skiing about 35 minutes away at Hermon Mountain.

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.

NEW Water’s Edge Lake House on Cold Stream!

Located right on the shoreline, our newly renovated lake house is the perfect place to stay no matter the season! Awash with natural light, the home has been thoughtfully renovated and designed for a comfortable, relaxing and convenient stay! Great swimming right off the dock, a short walk or bike ride to area beaches. We have kayaks and canoes available for use as well! CSP is one of the largest lakes in the area with great fishing, boating, ATV and snowmobile trails