Holiday rentals in Winn

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.

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

Family Friendly Lakefront Cottage, Ambajejus Lake

Bring the whole family to this great place with lots of room for fun. This is a large (1600 sq. ft.) kid friendly cottage that has all of the conveniences of a home with the beauty and charm of a lakefront cabin. The construction was finished in 2024 so everything is new including the furniture and appliances. The cabin waterfront is in a shallow cove. The depth at the end of the dock is less than 3 feet making it a good place for wading and exploring for kids. Water shoes recommended.

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! :-)

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!

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.

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

The River’s Nest

A Brand New Renovated Home!! Enjoy a stylish, relaxing stay at The River’s Nest, a cozy retreat in Orono, Maine. Nestled along the Penobscot River and just minutes from UMaine, this peaceful escape blends comfort, sophistication, and nature. Wake up to birdsong, sip coffee on the porch, and unwind in a thoughtfully designed space. Whether you're visiting campus, seeking adventure, or craving a quiet getaway, The River’s Nest offers the perfect mix of charm, culture, and outdoor exploration.

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.

The Sovereign Suite - Cozy/Convenient/Home Theater

Relax in this rural yet convenient apartment with easy access to Old Town and just a couple miles from I-95. Find comfort in a stylish bedroom or enjoy a premium home theater experience with a 77inch 4k HDR TV and surround sound. Well stocked kitchen and complimentary coffee and tea is included. New steam washer/dryer are available for your use as well as high-speed Wi-Fi. An office space is available for those that work from home. Quiet area with much wildlife to enjoy around the house!

Baxters place in the shadows of Mt Katahdin .

A place for adventure in the shadows of Mt Katahdin. Located on a quiet dead end road with many Amish people and horses . The whole group will be comfortable in this spacious and unique space. Baxter park, Katahdin woods and waters national monument, hiking, biking and white water rafting nearby. ATV and snowmobile from here on fantastic statewide trail system. Groceries, restaurant and fuel 5 minutes away. Shin pond 30 miles-Milli Houlton, Lincoln 45 miles- Bangor 85 miles.

Field of Dreams Tiny Home

Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.