Holiday rentals in Winn

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Top-rated holiday rentals in Winn

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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 spacious living area is highlighted by high wooden ceilings and large windows that allow ample natural light. Comfortable seating is arranged around a central ottoman, complemented by a large area rug. Artwork adorns the walls, adding to the inviting ambiance.
Home in Lowell
5.0 out of 5 average rating, 33 reviews

Lake House Oasis on Cold Stream

Enjoy a weekend away or an extended stay at our lakehouse oasis! High speed internet, cell phone booster and a full house automatic generator make this a perfect place to get away, while being fully connected. Perfect for vaca, remote work or a weekend away with plenty of space for the whole family! 4+ bedrms, 2 bath, chefs kitchen, lrg living rm and dining area, ample outdoor/lakeside seating, bonus loft spaces, game room w pool table and foosball, gym, sauna, sand volleyball, kayaks, & more!

Top guest favourite
A rustic cabin is set amidst natural surroundings, featuring a dark exterior with wooden accents. Large windows provide views of the landscape, and a manicured lawn adds to the inviting atmosphere. Trees line the background, contributing to the serene ambiance.
Cabin in Macwahoc
4.89 out of 5 average rating, 74 reviews

Antlers inn & cabin Enjoy natures beauty

The cabin is completely furnished. Brand new appliances in the kitchen. As well as brand new washer and dryer. Laundry soap, fabric softener and dryer sheets are also available. Access to Atv/Utv and snowmobile trails right from the driveway as well as access to Hunting and fishing. If you’re look for a place to hang out and unplug from the world for a while this could be the place for you. However if you are uncomfortable with hunting camp atmosphere this may Not be the place for you.

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
4.94 out of 5 average rating, 221 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 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, 118 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.

Top guest favourite
A serene lakeside view features the expansive Lake Millinocket reflecting clear blue skies. In the background, Mount Katahdin is prominently displayed, capped with snow. The scene is framed by trees on the shoreline, enhancing the natural beauty of the surroundings.
Cabin in Millinocket
4.98 out of 5 average rating, 85 reviews

The Moose Lodge

NEWLY CONSTRUCTED IN OCT'22, Moose Lodge is our families guest cottage. We just completed our project & we are so excited about the years to come in the beautiful north woods of Maine - "the way life should be". If you like the outdoors this cabin has it all, including a fire pit with a breathtaking view of Mt. Katahdin on the shores of Lake Millinocket. As a bonus we offer several kayaks for our guests to use during their stay. We are a 3-minute walk to the NEOC and all they have to offer...

Top guest favourite
A functional kitchen area features wooden cabinetry and a white stove and refrigerator. A round wooden table with a single chair is positioned nearby, contributing to a cozy atmosphere. Small kitchen appliances are neatly arranged on the countertop, with a sink visible under the cabinets.
Flat in Medway
4.96 out of 5 average rating, 96 reviews

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.

Top guest favourite
A charming cabin features a wooden deck with seating, surrounded by lush greenery. Tall trees and a serene atmosphere are present. The exterior showcases log construction and several large windows, allowing natural light to enter the interior.
Cabin in Lincoln
4.95 out of 5 average rating, 43 reviews

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.

Top guest favourite
Home in Lincoln
5.0 out of 5 average rating, 14 reviews

Family Waterfront Home with Cedar Barrel Sauna

Experience the beauty of Maine at our waterfront home perfect for up to 8 guests. Enjoy stunning water views from the screened porch, kids’ treehouse, and expansive dock. Explore with the provided kayaks, paddleboard, and canoe, unwind in the new cedar barrel sauna, or relax by the fire pit and listen to the loons. Cook on the 36-in. Blackstone grill. Close to Mt. Katahdin and Acadia Nat. Park. Swim, fish, ice skate, snowmobile—there’s something for everyone in this unforgettable setting.

Top guest favourite
A fire pit surrounded by stone offers warmth and light against a darkening sky. A spacious, newly renovated farmhouse with large windows is visible in the background, accentuated by the soft glow of outdoor lighting. Chairs are arranged nearby for seating.
Home in Lincoln
4.91 out of 5 average rating, 33 reviews

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

Top guest favourite
Home in Long A Township
5.0 out of 5 average rating, 13 reviews

Private Sandy Beach/Sleeps 20/Direct Trail Access

Sleeps up to 20! Cedar Lake Lodge is a four-season lakefront retreat with a private sandy beach, direct access to Maine's ITS snowmobile trail system, and room for the whole group. Enjoy kayaking, swimming, fishing, a game room, fire pit, and both the main lodge and guest house. Perfectly situated for whitewater rafting and Baxter State Park, combining the best of Maine's outdoor adventure with spectacular sunsets and lakeside relaxation.

Guest favourite
A serene lakeside view features a grassy area leading to Cambolasse Pond. A stack of firewood stands neatly beside the water's edge, while a small boat is visible on the calm lake. Lush trees and a clear blue sky complete the peaceful setting.
Cottage in Lincoln
4.74 out of 5 average rating, 90 reviews

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.

Popular amenities for Winn holiday rentals