Holiday rentals in Winn

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Top-rated holiday rentals in Winn

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Top guest favourite
A modern post and beam house is set against a backdrop of trees. The exterior features large glass windows that enhance natural light. A spacious deck with railing is visible, providing an outdoor space for relaxation.
Home in Millinocket
4.98 out of 5 average rating, 116 reviews

Rice Farm Hideaway; A little slice of heaven.

This sweet post & beam house is located near town yet private and tucked away in the woods, cozy & comfortable, pet friendly, close to ATV & snowmobile trails, and Baxter State Park, Katadhin Woods and Water, plus numerous lakes and the beautiful Penobscot River. The house can comfortably sleep up to 6 people. The living area is open and sunny with a big kitchen. There is plenty of parking for recreational trailers. Come enjoy a rewarding climb up Katahdin or grab a book and read on the deck.

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, 94 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 tiny home features a covered porch with wooden screens, surrounded by green grass and trees. A red firepit structure sits on a stone base nearby, enhancing the outdoor space. A gravel driveway leads up to the home, suggesting ample parking.
Tiny home in Howland
5 out of 5 average rating, 44 reviews

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.

Guest favourite
Cottage in Lincoln
4.81 out of 5 average rating, 47 reviews

Tranquil 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

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
4.86 out of 5 average rating, 58 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.

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, 150 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.
Flat in Medway
4.95 out of 5 average rating, 78 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.

Guest favourite
The exterior of a modern white lodge is displayed, featuring a combination of large windows and a sloped roof. Lush green lawns and carefully arranged landscaping surround the entrance, showcasing contemporary architectural design.
Home in Lee
5 out of 5 average rating, 6 reviews

Silver Lake Lodge

Welcome to Silver Lake Lodge! Sun yourself on the dock and cool down in the crystal clear water. When the sun goes down, you can build a campfire, isten to the loons calling and maybe even catch some northern lights. Silver Lake is an ideal spot to revel in summer! If the weather doesn’t cooperate, no worries! You’ll have endless ATV trails to explore or hang out in the beautiful home playing games or streaming a movie. If you like to cook, you will be inspired by the gourmet kitchen.

Top guest favourite
A single-story cabin with a red wood exterior is surrounded by greenery and colorful autumn foliage. A covered porch features seating, while a satellite dish is visible on the roof. The spacious front yard offers ample parking and easy access for trailers.
Home in Medway
4.99 out of 5 average rating, 81 reviews

Lazy Bear Cabin With River Views!

Welcome to the "Lazy Bear Cabin" across from the beautiful Penobscot River! This 3 bedroom 1 bath home boasts vaulted ceilings with knotty pine on every wall and ceiling. Each bedroom is quite spacious and has closets with lights and ceiling fans. The "master" has a Roku TV. The living room has 2 leather couches, Roku TV. The camp has Spectrum high speed internet with Netflix already set up on the TVs. The kitchen is quite large and will accommodate a large gathering. Washer & Dryer.

Guest favourite
A bright living area features large windows that allow natural light to illuminate the space. Two orange armchairs are positioned near a coffee table, while a flat-screen TV is mounted on the wall. A kitchen area with modern appliances is visible in the background.
Flat in Enfield
5 out of 5 average rating, 13 reviews

Coldstream Private Retreat

Peaceful and private Lakeside Getaway on Cold Stream Pond. Leave your worries behind at this spacious and tranquil lakeside apartment, perfectly perched above the serene waters of Cold Stream Pond. Whether you're here to relax or explore, you’ll love the unbeatable location—just steps from the public boat landing and a short walk to Morgan’s Beach. Sip your morning coffee with stunning water views, spend the day on the lake, and soak in the quiet beauty of Maine’s outdoors.

Guest favourite
A private dock extends into the calm lake, surrounded by natural terrain and trees. The cabin is visible in the background, featuring a front porch and steps leading up to it. Smooth rocks line the water's edge, creating a serene lakeside atmosphere.
Cabin in Lincoln
4.9 out of 5 average rating, 77 reviews

King beds, screened in porch, AC, private dock.

Cozy lake front cabin with two king bedrooms + twin bunk room. Heat pump for warmth and/or cooling. Screened in porch overlooking the lake with table for dining or playing games on a rainy day, a lakeside fire pit, private dock, and large deck with grill. Come swim, fish, kayak/canoe, relax, and listen to the loons call! 10min from I-95 and town, restaurants, and grocery store. **Dock is in the water June- mid September.

Guest favourite
The cabin is featured with a warm red exterior, complemented by white trim and a welcoming front door. Surrounded by tall trees and a natural landscape, a decorative sign is positioned near the entrance, enhancing the inviting appeal of the property.
Home in Lincoln
4.9 out of 5 average rating, 62 reviews

Cozy and Quiet Waterfront Cottage in Lincoln Maine

Breathtaking views! Pets welcome! Beautiful private waterfront cabin located on Caribou Pond in Lincoln Maine. Enjoy a peaceful getaway in the great outdoors with all Maine has to offer every season. ATV/Snowmobile trails close by, ice fishing, ski resorts, and so much more. The town of Lincoln with shopping and restaurants is 10 mins away, Bangor is 45 minutes south and Katahdin region is less then an hour north.

Popular amenities for Winn holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Winn