
Holiday rentals in Skowhegan
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Top-rated holiday rentals in Skowhegan
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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!

Cottage That Overlooks The Field
Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

Acadia Pines Retreat HotTub-10 Min Downtown Bangor
Hot tub. Nature. Total peace. 🌲Acadia Pines Retreat-just 10 minutes from downtown Bangor and close to Acadia National Park. Warm wood ceilings, curated interiors, and cozy moments in the beautiful Maine woods. This retreat features open-concept living space styled with rich textures, soft lighting, and designer touches throughout. Sink into plush seating, enjoy slow mornings with coffee at the stone island, or unwind after exploring surrounded by stillness of forest in your private hot tub.

Upstairs apartment
Located right in town,you are within walking distance to several quaint little shops, restaurants, bars and pubs. This newly listed apartment offers 2 bedrooms with queen sized beds. The kitchen is nicely equipped. A great place to stay while experiencing many of the activities Maine has to offer. Minutes away from biking & hiking trail, snowshoeing and cross country skiing. Conveniently located near ITS trails, whitewater rafting, sky diving & a little over an hour to several ski areas.

Modern Cabin on Crie Hill
Unwind at this secluded hillside hideaway. Perched above the valley with sweeping ridge views, this newly built cabin blends comfort with privacy. Begin your day soaking in the outdoor tub as morning mist drifts up from the valley below, or gather around the granite fire pit in the evening while grilling under the open sky. Designed with sustainability in mind, the retreat runs on solar power backed by a quiet propane generator to ensure a worry-free stay even on cloudy days.

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.

Secluded Retreat w/ Luxe Hot Tub & Forest Views
Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.

Riverway Cottage
Welcome to Riverway! A cozy 2-bedroom cottage nestled beside the Carrabassett River. Just 30 min from Sugarloaf’s world-class skiing and snowboarding. Enjoy fly fishing, tubing, and swimming at your own private river beach. Explore snowmobile/ATV trails, hiking, snowshoeing and the Appalachian Trail. A short drive to Kingfield and Farmington shops & dining. We proudly offer 1-night stays-perfect for quick ski trips or last-minute overnights! No minimum required.

EcoCabin, for 1-4, 90 mi view
Overlooking the hardwood forests of Upper Kennebec Valley, views to 90 miles, is Eagles Perch. This modern rendition of the classic Maine cabin leverages a magnificent setting: an optimal experience for the discerning outdoor enthusiast! View from bed, observatory, porch, campfire area. Off-grid Solar on 105 acres. Walking trails (and Moose) on property & ATV trails right up the road. Secluded & quiet. Stunning night skies, near zero light pollution.

Former Hydro Station
Beautifully converted hydro station on the banks of the Sandy River in Norridgewock Maine. The serene open space features nine large windows with views of the river and surrounding cornfields. Perfect for artists, writers, musicians, chefs... Rustic yet thoughtfully designed– the home has received a preservation award as well as features in magazines such as Down East, Dwell, and Waves & Woods.

Cozy Studio Flat, Belgrade Lakes Region
Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.
Popular amenities for Skowhegan holiday rentals
Stay near Skowhegan's top sights
Other great holiday rentals in Skowhegan

Large Home with Great View next to horse farm

The Maine-Stays Waterfront Cabin

Minimal & Cozy Victorian Apartment in Downtown

Cozy cabin by the Cobbossee Stream

Peaceful Escape for Work, Travel & Long stays

Beautiful private new cabin located near Sand Pond

Cozy Skowhegan Retreat | Walkable to Town

The Rocky Road Camp on East Pond
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