Holiday rentals in Monson

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Top-rated holiday rentals in Monson

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Guest favourite
A single-story cabin is situated among tall pine trees, featuring a covered porch with seating. Large windows allow natural light to fill the interior, while a metal roof complements the rustic design. The surrounding forest offers a serene backdrop.
Cabin in Monson
5 out of 5 average rating, 12 reviews

Brewery Farm Cabin: Dickinson

Escape to the Pines Without Leaving Civilization Behind. NOTE: Dickinson is our PET FREE cabin. Nestled deep within whispering pine forests, Next Chapter Cabins offer the perfect balance of wilderness seclusion and small-town convenience. Located on Turning Page Farm Brewery, just a short walk through the woods from our brewery and creamery, these cabins provide an immersive forest experience while being just 4 miles from the charming town of Monson. Take it easy at this unique and tranquil get

Guest favourite
A welcoming living area features a comfortable brown sofa and an elegant glass coffee table atop a patterned area rug. Natural wood paneling complements the space, which is illuminated by overhead lights. Two windows provide views of the outdoors, creating a bright atmosphere.
Flat in Greenville
4.94 out of 5 average rating, 234 reviews

Evergreen|Apartment Downtown with Fire Pit

2nd Floor Apartment in Downtown Greenville with direct ATV and snowmobile access. Hiking, skiing, fishing, hunting all within a short drive. If you are a boater, there is a boat ramp one street over. When you aren't out exploring the north woods take a walk into town for breakfast, lunch, dinner and shopping! Located in the east cove, this apartment puts you in the middle of all the action! Especially during Fly-In and 4th of July celebrations, don't worry about parking since you're a walk away!

Guest favourite
A cozy cabin is nestled among greenery, showcasing a sloped roof and light siding. A small deck is positioned at the front, furnished with a chair and a table, inviting outdoor relaxation. Lush grass surrounds the cabin, enhancing the serene outdoor setting.
Home in Guilford
4.9 out of 5 average rating, 10 reviews

Tall Pines Cabin Maine Escape

Welcome to Tall Pines Cabin in Guilford, Maine. Located within walking distance to First Davis Pond, this cozy cabin provides a great getaway for all. Enjoy the private pond where you can swim, fish, boat, and take in the natural scenery. This cabin is conveniently located to Moosehead Lake (30 minutes) where guests can participate in outdoor and family friendly activities, and enjoy restaurants and breweries. Located minutes from direct access to the ITS/ATV trail system. No pets allowed

Guest favourite
The A-frame chalet features a green metal roof and a wooden exterior, set amidst lush greenery. A small balcony with flower pots is visible on the upper level, while a vintage vehicle is parked nearby on the grass.
Tiny home in Atkinson
4.95 out of 5 average rating, 158 reviews

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

Superhost
Flat in Monson
5 out of 5 average rating, 6 reviews

Lakeshore Retreat *Waterfront*Pet Friendly* ATV

Welcome to our cozy 2-bedroom, 1-bath waterfront apartment in Monson, Maine. Enjoy stunning views and direct access to the lake and trails for fishing, kayaking, snowmobiling, and ATV adventures. The apartment features a full kitchen, Smart TV, WiFi, A/C, a private entrance, and spacious trailer-friendly parking. Walk to Monson’s town center, the Appalachian Trail, or relax by the water. Just a short drive to Greenville, this retreat blends outdoor fun, small-town charm, and natural beauty.

Top guest favourite
The kitchen and dining area feature natural light from multiple windows. A spacious island with seating is accompanied by a wooden dining table and chairs. Modern appliances, including a refrigerator and oven, are visible, with wooden beams accentuating the open design.
Flat in Monson
4.98 out of 5 average rating, 116 reviews

A Very 'Pleasant' Oasis Steps to Lake Hebron+Town

'Pleasant House' is a second level apartment that is centrally located to all that Monson, Maine has to offer-- you are just steps to Lake Hebron & our adorable town! Whether you’re a hiker along the Appalachian Trail, ATVer, leaf peeper, snowmobiler, lake goer, or here to just get-away... you’ve come to the right spot! This modern apartment includes 2 bedrooms, a full bathroom, a fully equipped kitchen & dining area, living room, a BBQ grill, firepit, and two off-street parking spots!

Top guest favourite
A cabin with a wooden porch features steps leading to the entrance. The exterior showcases a combination of light-grey siding and a natural wood facade, surrounded by greenery. A grassy area in front adds to the outdoor appeal, with a clear blue sky above.
Cabin in Abbot
4.99 out of 5 average rating, 100 reviews

Trailside Cabin In Perfect Location!

Trailside cabin with lots of opportunity! Hiking, Hunting, Fishing, Swimming, and ATV/Snowmobile trail runs right through property. Moosehead Lake, Greenville, The Forks, Bingham, The Windmills all close by. The Appalachian Trail borders the property. Hike Borestone Mtn, Barren Mtn, Big Squaw, or the AT. Town beach is also close by for swimming in Lake Hebron. Park your truck and ride your ATV/Snowmobile to several restaurants, gas stations, grocery stores, lakes, and mountains.

Top guest favourite
The waterfront house showcases a modern gray facade with white trim. A large front porch is adorned with seating and flower beds. Lush greenery surrounds the property, and the tranquil lake is visible in the background, enhancing the peaceful setting.
Home in Monson
4.92 out of 5 average rating, 61 reviews

The Hebron House Lakefront 4BR

LOCATION! The Hebron House™️ is a newly remodeled 1870’s house located near downtown Monson, on Lake Hebron. Park your trailers and snowmobile right from the house. You will have the entire lake house to yourself. Enjoy the evening on the large front porch or on the back deck in the private and peaceful wooded backyard. Witness spectacular views of the lake right from the house or get up close on the dock while fishing. Hiking, ATV and snowmobile trails right from the house.

Top guest favourite
The exterior of a cabin is shown, featuring a light grey facade and a green roof. A white door with a window is centered, flanked by large windows on either side. A grill is positioned on one side, and a single green Adirondack chair sits nearby on the grassy lawn.
Cabin in Shirley Mills
4.96 out of 5 average rating, 54 reviews

Cabin 4 with king size bed and bunk

Welcome to Sunrise Cabins, a humble getaway with beautiful mountain views and breathtaking sunrises! Our cabins are set on a rustic farm environment. Conveniently located 7 miles from Greenville where you will find some great restaurants, boat rentals, ATV/Snowmobile rentals, seaplane tours, fishing charters, moose tours, stores and many more activities! We are located 1/2 mile from ATV access, roughly 2 miles from the Appalachian Trail and many more popular hiking trails.

Guest favourite
Tiny home in Bangor
4.86 out of 5 average rating, 176 reviews

Field of Dreams Tiny Home

Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.

Top guest favourite
A panoramic view of a serene landscape showcases rolling hills and a calm lake, framed by distant mountains under a clear blue sky. The foreground features an empty grassy area, leading the eye toward the tranquil water and forested hills in the background.
Guest suite in Greenville
4.96 out of 5 average rating, 718 reviews

Cozy apartment with beautiful view at Walden Farm

Our cozy one bedroom semidetached apartment is situated on the old historic Walden Farm overlooking Wilson Pond. It is located one half mile from Greenville Airport and a five minute drive from downtown Greenville. One bedroom with queen bed, all amenities, full kitchen, living room with double bed futon and bathroom.

Top guest favourite
A charming cabin with a wood-paneled exterior is complemented by a green roof. A wooden deck leads to the entrance, with a blue tent set up nearby, featuring a small table and chairs. Lush greenery surrounds the property, providing a serene environment.
Cabin in Abbot
4.98 out of 5 average rating, 52 reviews

Adorable 2 bedroom, 1 1/2 bath Cozy cabin

Relax with the whole family at this peaceful place to stay with direct atv/ snowmobile access. Within 21 miles to the popular Moosehead Lake. Right off of the Appalachian trail. Come take advantage of what the Maine Highlands has to offer. If you like outdoor activities this is the area to be.

Popular amenities for Monson holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Piscataquis County
  5. Monson