Holiday rentals in Skowhegan

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Top-rated holiday rentals in Skowhegan

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

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Top guest favourite
Cabin in Chesterville
5.0 out of 5 average rating, 200 reviews

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)

Guest favourite
Flat in Skowhegan
4.86 out of 5 average rating, 7 reviews

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

Top guest favourite
The cottage door welcomes visitors with a polished wooden sign that reads 'THE COTTAGE.' Sunlight filters through the glass panel, revealing glimpses of the kitchen interior, where natural light brightens the space and highlights green plants on the windowsill.
Guest house in Corinna
4.96 out of 5 average rating, 28 reviews

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.

Top guest favourite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 311 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Guest favourite
A well-equipped kitchen features sleek stainless steel appliances, including a microwave and oven. Gray cabinetry contrasts with white upper cabinets. A countertop provides preparation space, accompanied by a sink and various cooking utensils. Natural light enhances the clean lines and organized layout.
Flat in Skowhegan
4.85 out of 5 average rating, 100 reviews

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.

Top guest favourite
Cabin in Liberty
4.93 out of 5 average rating, 42 reviews

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.

Top guest favourite
Home in Hartland
4.93 out of 5 average rating, 44 reviews

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.

Top guest favourite
Home in New Portland
5.0 out of 5 average rating, 16 reviews

Cozy Riverside 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. Explore snowmobile/ATV trails, hiking, snowshoeing and the Appalachian Trail. Enjoy fly fishing, tubing, and swimming at your own private river beach. A short drive to Kingfield and Farmington shops & dining. We proudly offer 1-night winter stays-perfect for quick ski trips or last-minute overnights! No minimum required.

Top guest favourite
A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.
Home in Brooks
4.98 out of 5 average rating, 150 reviews

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.

Top guest favourite
The exterior of the house is presented, featuring a green metal roof and a large driveway leading to a two-car garage. Lush green grass surrounds the home, while trees and a clear blue sky enhance the peaceful rural atmosphere.
Home in Cornville
4.98 out of 5 average rating, 45 reviews

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.

Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 447 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favourite
A historic building, characterized by red brick walls, is situated on a rocky elevation overlooking the river. Surrounding foliage reflects a mixture of greens and autumn tones. The clear blue sky complements the serene scene, emphasizing the unique location along the banks of the Sandy River.
Place to stay in Norridgewock
5.0 out of 5 average rating, 17 reviews

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.

Popular amenities for Skowhegan holiday rentals

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  2. United States
  3. Maine
  4. Somerset County
  5. Skowhegan