
Holiday rentals in Skowhegan
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Top-rated holiday rentals in Skowhegan
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Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Cute, newly renovated, modern duplex - Unit B
Enjoy a stylish experience at this centrally located space. This is a renovated duplex, created from a little brick schoolhouse built in the early 1900's. It has a tiny home feel. Original, historic maple wood floors mixed with a modern style. Gorgeous windows allow in natural lighting. Loft bedroom, full kitchen, and washer/dryer combo unit. Everything you need for a private night / weekend away. Walking distance to downtown & hospital. Private drive. Best for 1 person CAN fit 3 if small family

The Shore House
Welcome to your perfect lakeside retreat on the peaceful shores of beautiful Lake Wesserunsett w/ 3 beds/1.5 baths! Main living area has natural wood, cottage ambiance & stunning wall of windows w/ gorgeous lake views. Enjoy private dock, canoe, kayak, 2 decks & large lawn for cornhole. Sleeps 6 w/ king, queen & full beds. Pet-friendly, Wi-Fi, 2 TV's & parking for 4. Mins to breweries, golf, snow trails, theater, skiing, dining & more. Perfect for year-round fun—swim, fish, boat, snowmobile!

Farm house, River, Island, animals & private Chef.
MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

Waterfront private beach. 4-seasons Maine escape.
Waterfront cabin on North Pond in Smithfield, Maine with a private sandy beach just steps from the door. This four-season retreat sleeps up to 10 guests with 3 bedrooms and 2.5 bathrooms. Swimming, kayaking and sunsets in summer, fall foliage views, and direct ITS 87 access in winter for snowmobiling! Easy access for ice fishing. Peaceful, private setting close to Waterville & Augusta. Sugarloaf nearby. Ideal for families, couples, and year-round Maine lake getaways. Book now and unwind! Relax!

Lakefront 3 bedroom pet friendly on Messalonski
Make memories of a lifetime at this unique and cozy family-pet-friendly private lakefront on Messalonskee. Beautifully manicured lawn/gardens with a fire pit surrounded by the peaceful sounds of nature. A large dock to take in the spectacular views of bald eagles, loons, and blue herons. Owners boat is attached for occasional boat rides. This guesthouse is newly built with a covered porch overlooking the serene lake. Comes w/3 kayaks, 2 paddle boards, a paddle boat, life jackets, and a canoe

Apartment in Skowhegan
Located right in town you are within walking distance to several quaint little shops, restaurants bars, and pubs. The newly listed apartment offers 2 bedrooms with 3 beds. Kitchen is nicely equipped! Great place to stay while experiencing activities of Maine. Minutes away from fairgrounds, bounce house, golfing , 4 wheeling/biking/hiking/ITS/xcountry & skiing trails, swimming, rec center, Whitewater rafting, skydiving and a little over an hour to ski areas. Large parking area for trailers.

Dog Friendly | Hot Tub | Lakefront
Escape to Zeus's Landing, a beautifully remodeled 4-season lakefront cottage on Sibley Pond. Nestled in a lakeside community with only four homes, our cottage offers a secluded feel where you can truly disconnect. This Maine retreat comfortably sleeps 6 and features a saltwater hot tub, kayaks, and high-speed Wi-Fi. Enjoy stunning water views from the edge of the lake, a fully stocked kitchen, and beachfront. Perfect for a peaceful getaway with modern comforts and authentic cottage charm.

Tranquil Maine Lakefront Retreat
Relax in our peaceful cabin with private waterfront access on Sibley Pond in Maine. Thoughtfully renovated with comfort in mind, our home has three bedrooms, 1.5 baths, and all the modern amenities you need for a lake getaway with the convenience of home. Create memories swimming in the pond steps from the house, dining on the deck, lounging in the hammock, enjoying s’mores fireside, or simply listening to the loons calling. Come work from home or enjoy some solitude with your loved ones!

Waterside Getaway
Come getaway at our waterfront house located in Hartland Maine. This is a perfect spot to unwind and enjoy the peaceful water while relaxing and having fun with your friends and family . A 30 min drive to downtown Waterville where you can find shopping and dining places for the whole family . Enjoy fishing , swimming and more right outside your door . The house also has a boat launch and dock for your boat if you choose to bring one. We hope you enjoy staying at our home.

Modern Cornville Ranch
Escape to peaceful Cornville and relax at our newly renovated house. Our house features a new kitchen, stylish furniture, and a luxurious primary suite with a king-size bed and private bathroom. The second bedroom offers 2 full-sized beds. Stay connected with high-speed internet and TVs in every room. Conveniently located just 10 minutes from Skowhegan, close to ATV and snowmobile trails, and only an hour away from Sugarloaf ski resort, Greenville, Augusta, and Bangor.

Charlie's Perch -Charming Lakewood Cottage
Nestled in the historic Lakewood Community sits our waterfront home. Walk out of your bedroom door onto a custom deck overlooking Lake Wesserunsett. Enjoy sunsets and tranquil sunrises under the pavilion. Plan your day around fishing, swimming, boating and all the adventures Maine has to offer. Use of the lake is at your own risk and liability. By booking you and all of your quests hold harmless the host and resident of the lake. There is no life guard on duty.
Popular amenities for Skowhegan holiday rentals
Other great holiday rentals in Skowhegan

Private cabin on 30 acres, fire pit, trails, BBQ

Enjoy a gorgeous sunset steps away from Great Pond

The Lake House on McGrath Pond | 4BR | Waterfront

Former Hydro Station

Large Home with Great View next to horse farm

Bohemian Rhapsody

Farm House

Cozy Skowhegan Retreat | Walkable to Town
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