Holiday houses in Winn

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Top-rated holiday rentals in Winn

Guests agree: these stays are highly rated for location, cleanliness and more.

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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 out of 5 average rating, 104 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
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, 177 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
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.
Apartment in Medway
4.96 out of 5 average rating, 91 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
4.94 out of 5 average rating, 36 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 out of 5 average rating, 13 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.

Guest favourite
The open-concept living area features two wooden-framed sofas with dark leather upholstery, positioned on a patterned rug. A spiral staircase leads to the loft above, surrounded by warm wooden walls and illuminated by pendant lighting.
Cabin in Weston
4.96 out of 5 average rating, 71 reviews

Beautiful Log Cabin near East Grand Lake, Maine

OPEN WATER FISHERMEN, the cabin is located CLOSE TO EAST GRAND LAKE (1/2 mile to the Butterfield Landing boat launch and large parking lot). High Speed Internet, Super Clean, No Clutter & Heats Easily. Located on Rt 1, Weston. The East Grand Lake area is a well known destination for fishing, boating, snowmobiling, deer & grouse hunting. The camp is 3.5 miles to Danforth center. SORRY NO ATVs on the property. NO PETS, 2-night min. with 3 night-min. during peak season, mid June-labor Day.

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
4.9 out of 5 average rating, 30 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

Guest favourite
A charming green cabin is nestled among trees, featuring a sloped roof and a small porch. Nearby, a propane tank and air conditioning unit are visible. Lush greenery and a simple gravel path surround the structure, creating a serene outdoor atmosphere.
Cabin in Atkinson
4.93 out of 5 average rating, 119 reviews

Upta Camp

Take it easy at this unique and tranquil getaway. Take a hike down one of the trails out back, or swim in the cool clear water of the spring fed pond off the back porch. Cozy up during a storm by the fire with a good book, or wet a line on a clear morning off the back steps and catch supper! It’s all in one comfy cabin property to get away from it all. Only a few miles to Dover-Foxcroft, or Sebec Lake. Far enough away to get away, but close enough to the amenities and sights.

Superhost
Cabin in Glenburn
4.79 out of 5 average rating, 126 reviews

Acadia Pines Cabin w/HotTub 10min2Downtown

Welcome to Acadia Pines Retreat, where the whispering pines and peaceful forest trails set the tone for your perfect Maine escape. Nestled just a short drive from Acadia National Park and the coast, this charming retreat offers the serenity of the woods with the comforts of home. * Peaceful, secluded location *Private hot spa jacuzzi to soak in after a day of hiking *Outdoor seating and stargazing spots 📍 Centrally located for day trips, lobster shacks, and scenic drives

Guest favourite
Cabin in Chester
4.92 out of 5 average rating, 12 reviews

River front rustic cabin

Relax with an off-grid cabin secluded along the Penobscot river. This cabin has NO electricity,but is generator compatible. Guests may either bring their own generator or hosts have a generator available for rent (contact hosts for details). First tank of gas is free, will have to pay for additional fills. when coming to visit us you will travel a three mile dirt road, after which you will see the cabin nestled in the woods looking at the Penobscot.

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
4.78 out of 5 average rating, 85 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.

Top Guest favourite
Home in Island Falls
5 out of 5 average rating, 14 reviews

Grandma’s Cozy Cabin

Relax with the whole family at this cozy rustic cabin, that sits on 45 acres, surrounded by wildlife. If you’re looking to relax with nature this cabin is the place to stay. This cabin provides 2 private rooms each with queen beds, a loft that has a queen and a full beds. The ATV trail runs through the property and a short distance to ITS trails. Sit on the deck and relax and watch nature come to you.

Popular amenities for Winn holiday rentals