Holiday rentals with outdoor seating in Chester

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Top-rated rentals with outdoor seating in Chester

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top 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
4.95 out of 5 average rating, 202 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.

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
4.95 out of 5 average rating, 221 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 two-story house features a light exterior with dark green shutters. A welcoming front porch, protected by a sloped roof, leads to the main entrance. Stairs provide access from the ground level to the porch, surrounded by a grassy area and clear blue sky.
Home in Millinocket
4.94 out of 5 average rating, 111 reviews

Journeys End close 2 trails & downtown yes dogs

Come enjoy this spacious, stylish, centrally located 3 bedroom & 2 bath home with family & friends in the heart of Millinocket Maine. You will find it is close to all local attractions: 1 street from snowmobile & ATV trails, 1 street from Penobscot river, short ride to Baxter State Park, Ambajejus lake, Millinocket Lake & many more. Enjoy the beauty nature has to offer in this northern Maine home. The home is reflexive of all Maine's natural beauty & will provide you with a peaceful retreat.

Top guest favourite
A cozy camp is surrounded by tall trees, showcasing a classic A-frame roof and a porch with seating. The white exterior is complemented by green trim, while areas of orange pine needles cover the ground. The setting reflects a serene, natural atmosphere.
Cottage in Brownville
4.98 out of 5 average rating, 111 reviews

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.

Superhost
An open living area features a light-colored sofa and a gray armchair. A wooden coffee table sits in front of the seating, with a decorative piece on top. The kitchen is visible in the background, showcasing white cabinetry and appliances, with a window allowing natural light.
Home in Bangor
4.77 out of 5 average rating, 312 reviews

Come relax in our cozy and fresh home!

Welcome to a newly renovated two bedroom and 1 bathroom home in a welcoming residential neighborhood. Our home has an open layout w/ a spacious deck and yard off the back of the house and an attached garage. We welcome children and families. This space is centrally located to the shopping areas; 5-10 minutes by car, we are also quite close to the eclectic downtown. Downtown Bangor is a quick 10 minute drive or if you enjoy walking approximately 30-35 minutes through the lovely ‘tree’ streets.

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, 116 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
The A-frame chalet features a green metal roof and a wooden exterior, set amidst lush greenery. A small balcony with flower pots is visible on the upper level, while a vintage vehicle is parked nearby on the grass.
Tiny home in Atkinson
4.95 out of 5 average rating, 157 reviews

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

Guest favourite
A modern kitchen features rustic wooden accents and stone backsplash. Stainless steel appliances are arranged beside contemporary cabinetry. Two pendant lights illuminate the bar area, which has a slate countertop and three metal stools. Natural light enters through a window above the sink.
Flat in Millinocket
4.95 out of 5 average rating, 115 reviews

ABOL PLACE, home base to the Katahdin Region!

Centrally located in downtown Millinocket, ABOL Place is a relaxing and beautifully appointed home base for all of your Katahdin adventures! Whether it be hiking Baxter State Park, The Appalachian Trail, Gulf Hagas, Fly Fishing the West Branch, White Water Rafting, visiting the Woods and Waters National Monument, Mountain Biking, Boating or Cross Country Skiing at our world class cross country ski trails, ABOL PLACE is the perfect spot for friends to relax and recap the adventures of the day!

Top 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, 159 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

Top guest favourite
An entrance door is framed by textured gray shingles, featuring a simple wooden sign labeled 'Guests'. A decorative potted plant with vibrant flowers adds a touch of color, positioned on a gravel pathway.
Flat in Milford
4.99 out of 5 average rating, 141 reviews

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

Top guest favourite
Two snowmobiles are stationed on a snowy landscape, with a view of a mountain range in the background. The bright orange and black vehicles are positioned side by side, showcasing vibrant colors against the pristine white snow and deep green tree line.
Home in Millinocket
4.91 out of 5 average rating, 115 reviews

Direct skimobile trail access, trailer parking

Charming old house exudes character. Enjoy four season playground with Mt. Katahdin as the backdrop and gateway to Baxter State Park and Katahdin Woods and Water Nat’l Monument. Direct access to ITS trails for skimobiles/ATVs. Large mud room for gear. Perfect spot to relax and recap the adventures of the day at the campfire in the backyard or on the welcoming front porch overlooking downtown restaurants and shops. Just a few blocks away from EV chargers at the Millinocket Library.

Guest favourite
A historic covered bridge is depicted, nestled in a snowy landscape. Tall trees with bare branches frame the image, while a gentle river flows beneath the bridge, partially frozen. The bright blue sky enhances the serene winter scene.
Flat in Sangerville
4.84 out of 5 average rating, 194 reviews

Rustic Country Apartment on The Moosehead Trail.

We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

Popular amenities for outdoor seating rentals in Chester