Holiday houses in Skowhegan

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Top-rated holiday rentals in Skowhegan

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Guest favourite
Apartment in Skowhegan
4.83 out of 5 average rating, 6 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
A spacious farmhouse stands amidst a grassy area, illuminated by warm light from numerous windows. A covered porch extends along the front, featuring wooden chairs. The surrounding landscape includes mature trees providing a natural backdrop.
Home in Starks
4.94 out of 5 average rating, 158 reviews

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!!!

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.
Apartment in Skowhegan
4.85 out of 5 average rating, 91 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.

Guest favourite
Cabin in Skowhegan
4.82 out of 5 average rating, 443 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

Guest favourite
A spacious bedroom features a large bed with blue bedding against a dark blue accent wall. Two bedside lamps provide soft lighting. A comfortable leather armchair is positioned next to a small nightstand, which holds a tissue box and a framed print.
Home in Hallowell
4.94 out of 5 average rating, 218 reviews

Hallowell Hilltop Home with Hot Tub & Sauna

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

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, 40 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.

Guest favourite
A custom-built deck under a wooden pavilion overlooks the water. Two comfortable chairs and a side table are positioned on the deck, with a red umbrella providing shade. The tranquil lake is visible in the background, surrounded by trees and a small boat dock.
Cottage in Madison
4.85 out of 5 average rating, 54 reviews

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.

Top Guest favourite
Cabin in Jackson
4.98 out of 5 average rating, 192 reviews

Forest Cabin with Wall of Windows

Escape to our newly built 850 sq ft cabin in Midcoast Maine, a peaceful retreat nestled in a 30-acre forest. Perfect for up to 6 guests, this unique space features a stunning wall of windows with forest views, just a short drive from charming coastal towns and scenic parks. Wake up to the gentle morning sun cresting over the trees, relax and breathe deeper under a star-filled sky, and witness what all four seasons have to offer. Your serene getaway awaits!

Top Guest favourite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5 out of 5 average rating, 105 reviews

Price's Point - Cabin on the water

Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

Top Guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 362 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Guest favourite
Apartment in Pittsfield
4.89 out of 5 average rating, 118 reviews

Artist’s Loft

Welcome to the artist’s loft! Our thoughtfully designed apartment boasts original works from a local artist, providing a serene escape just minutes from I95. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full, private deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

Guest favourite
A single-story home is set against a backdrop of tall trees, featuring a front porch with white railings. The well-maintained lawn is complemented by a curved garden bed with mulch and shrubs, creating a welcoming exterior.
Home in Skowhegan
4.95 out of 5 average rating, 19 reviews

Home away from home

Skowhegan, Maine is centrally located to everything. It offers both a vibrant and unique downtown with close proximity to outdoor recreational areas. The Kennebec River runs through Skowhegan’s charming downtown area, and the town is easy to navigate. Pedestrian friendly sidewalks, downtown green spaces, and beautiful facades are worth the trip. Skowhegan has something for everyone.

Popular amenities for Skowhegan holiday rentals

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