Waterfront holiday rentals in Chester

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Top-rated waterfront rentals in Chester

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Top guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.94 out of 5 average rating, 241 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Guest favourite
A charming lakefront home showcases large windows and a spacious deck. The exterior features a mix of green siding and natural stone pathways, with a fire pit surrounded by seating. Nearby, seasonal foliage adds vibrant color to the serene landscape.
Home in Otis
4.95 out of 5 average rating, 106 reviews

Tranquil lakefront retreat for nature lovers

Lakefront home with gorgeous views of Springy Pond. Experience the best of Maine living! Enjoy four-season comfort in this home away from home! Idyllic Maine summers, breathtaking fall foliage, or a range of winter activities await. This beautiful house boasts private lake access and spacious grounds, making it a perfect location all year round. You can relax by the fire, or unwind in the hot tub as you create wonderful memories with friends and family. Nightly price includes service charges.

Top guest favourite
A lakeside cottage is nestled among trees, featuring wooden siding with flower boxes beneath the windows. The property slopes down to a clear lake, with light filtering through the surrounding foliage, creating a serene natural environment.
Cottage in Lincoln
5.0 out of 5 average rating, 107 reviews

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!

Top guest favourite
A wooden dock extends out over tranquil waters, flanked by lush greenery. The water's surface reflects the calm sky, creating a serene atmosphere. Steps lead down from the dock to the gently lapping water, inviting relaxation and aquatic activities.
Cottage in Glenburn
4.95 out of 5 average rating, 258 reviews

Your own private getaway on Pushaw Lake!

Welcome to Pushaw Lake! You’ll find all the comforts of home here! :-) Come for the weekend! Save 20% for a week, or 30% for a month stay! :-) Jump in the lake or go on an adventure in a kayak or canoe this summer! Bring snowmobiles, snowshoes, skis, or go ice-fishing this winter! :-) Relax... Read a book and listen to the Loons, or sit around the fire pit and say goodbye to stress! :-) You’re less than 20 minutes from Bangor International Airport, Downtown Bangor, and UMO! :-)

Top guest favourite
A houseboat floats gently on the calm waters of Lake Pemaquid, surrounded by lush greenery on the hillsides. The vessel features large windows, a spacious deck, and a vibrant red and cream exterior, reflecting the tranquil ambiance of the natural setting.
Boat in Lakeville
5.0 out of 5 average rating, 117 reviews

Houseboat ROAM in Lakeville, Maine

- A Little Closer To Nowhere - A one-of-a-kind eco-travel experience, ROAM is a simple - but comfortably equipped - houseboat that can accommodate two guests. Homeported on Junior Lake in Lakeville, Maine, you will seamlessly integrate into your surroundings while enjoying visiting loons, sweeping sunsets, and clear northern air. Bathroom and full kitchen aboard. ROAM is operated off of Wild Fox Cabins - please inquire if you'd like to add land options or hire a local hunting or fishing guide!

Top guest favourite
A cabin interior showcases a welcoming open layout with wooden walls and a cozy atmosphere. Comfortable seating is provided by leather sofas and a recliner. A wooden coffee table sits in the center, and the kitchen area, visible in the background, features wood cabinets and modern appliances.
Cabin in Enfield
4.97 out of 5 average rating, 117 reviews

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.

Guest favourite
A hand holds a cup labeled 'Maine' against a backdrop of shimmering water reflecting vibrant autumn foliage. The still water is bordered by large rocks and trees, enhancing the serene atmosphere.
Cabin in Burlington
4.94 out of 5 average rating, 219 reviews

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.

Guest favourite
The interior of the custom-built yurt features a high, circular ceiling with a skylight at its center. A modern kitchen with stainless steel appliances is visible, alongside a spacious countertop. A loft area is accessed by a wooden staircase, with wooden beams and walls enhancing the natural aesthetic.
Yurt in Medway
4.95 out of 5 average rating, 178 reviews

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

Guest favourite
A serene sunset over Schoodic Lake is captured through the silhouettes of trees. The sky displays warm hues of orange and pink, reflecting on the calm water surface, creating a peaceful scene. The horizon fades into a darker shade, enhancing the tranquility of the lake.
Guest house in Brownville
4.83 out of 5 average rating, 153 reviews

A Little Piece of Heaven

Our place is good for couples, solo adventurers, business travelers, and families (with kids). 3 night minimum. Cottage is located at 32 Lake Avenue, Brownville, Maine 04414. Turn right at A.E. Roberson's convenience store in Brownville, Maine onto Church Street. Follow Church Street for 4.7 miles and turn right onto Schoodic Lake Road. Follow Schoodic Lake Road for Approx. 4 miles. Bear right after crossing the railroad tracks and 32 Lake Ave. will be on your left at our mail box.

Guest favourite
A cozy living area features a combination of antique and modern furnishings. A blue armchair and maroon rocking chair are positioned beside a wooden desk. A flat-screen TV sits on a stand, facing a bookshelf filled with movies and books. Natural light filters through a window.
Home in Millinocket
4.73 out of 5 average rating, 317 reviews

Cottage Rental on Millinocket Stream - FAST Wi-Fi!

Welcome to our cozy, vintage home! A nearby walk offers access to shops, art galleries, restaurants, and playgrounds. The area offers many hiking opportunities, too, including the Appalachian Trail, Baxter Park, and Mt. Katahdin. Kayaking, fishing, and bird-watching available right from the yard, and swimming, moose tours, rafting, hunting, and snowmobiling are also nearby! The host, a state-registered Master Guide, is able to issue hunting/fishing licenses on-site (see "Other" heading).

Top guest favourite
A serene lakeside scene features a wooden dock extending over calm waters, framed by tall trees. A stone fire pit is situated on the shore, and neatly stacked firewood is visible nearby. The sky transitions to soft pastel colors at sunset, reflecting on the lake.
Cottage in Millinocket
4.92 out of 5 average rating, 185 reviews

Lozier’s Lakefront, Fish, Swim, Campfire, repeat

Lozier’s Lookout is a cozy two-bedroom, lakefront cottage on beautiful Millinocket Lake. Perfect for both adventure and relaxation, guests can enjoy nearby hiking, biking, ATV'ing, and local dining, or stay close to home casting a line off the dock, swimming in the lake, paddling the provided kayaks or canoe, and gathering around the campfire for s’mores. With the charm of a classic cabin and the comforts of home, The Lookout offers a welcoming retreat in every season.

Guest favourite
Cottage in Dover-Foxcroft
4.96 out of 5 average rating, 99 reviews

Charming, Year Round Lake Front Camp

We grew up spending our summers on Sebec Lake, and there's a reason the state motto is 'The Way Life Should Be'. This camp is lake front property, with outdoor seating, dining and swimming steps from the back door. The spacious layout of the camp provides the perfect family friendly escape any time of the year! In the winter there is plenty of ice fishing and snowmobile trails in the area, so it's the perfect place to share time with family and friends year-round!

Popular amenities for waterfront rentals in Chester