Holiday rentals in Chester

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! 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.

Family Friendly lakefront cottage

Right on the water! You will be close to everything when you stay at this centrally-located cozy cottage directly on Mattanawcook Lake with breathtaking views, steps away from boat ramp / dock and park, including beach, basketball courts and playground. One block away to Downtown Lincoln with restaurants and shopping. Relax on the porch or fish from the Private dock (seasonal) /yard. Enjoy family time by the firepit. There is also a rowboat available for use. Off rt 95 / 45 mins from Bangor

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.

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

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

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.

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.

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