Holiday rentals in Monson

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Top-rated holiday rentals in Monson

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

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Top guest favourite
Cabin in Shirley
4.94 out of 5 average rating, 16 reviews

Snowmobile-ATV trail access. 10 Mins to Moosehead

Enjoy this space close to Moosehead Lake with your family and friends. Access to snowmobile/ATV trails. Great hub to relax in between hunting, fishing, hiking, boating, kayaking, wildlife watching and more in this outdoor paradise we call the Northwoods. Less then 10 mins to downtown for groceries, shopping and restaurants. The yard is big enough for ample parking or playing games. With wi-fi, smart tv and board games to entertain you inside. Fully appointed kitchen, soaps, washer/dryer and more

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
Cabin in Greenville
4.95 out of 5 average rating, 77 reviews

Gateway to Moosehead! ATV Trail Access, Hiking AC!

Relax with the whole family at this peaceful place to stay. Exterior-Large driveway with plenty of room for ATV/Snowmobile trailer parking, cabin surrounded by woods on all sides to soak up nature, and a screen porch to look out and watch all the animals that pass by! Interior-Open concept kitchen, living room, and dining area that is tastefully decorated to feel right at home. Downstairs also includes 2 bedrooms and a bathroom. Overlooking the open concept area is a kids loft with two beds.

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 North Road Cabin is framed by lush trees and a clear blue sky. A flagpole with an American flag stands in the foreground, while the cabin features a welcoming porch adorned with decorative banners. A gravel path leads to the entrance.
Cabin in Shirley
4.9 out of 5 average rating, 41 reviews

North Road Cabin

North Road Cabin is conveniently located just 10 minutes south of Moosehead Lake and Greenville in Shirley, Maine. Located with direct access to ITS trails and snowmobile trails. You can ride right from the cabin. This is also the heart of the outdoors, with great fishing and hunting all around. Hiking the Appalachian trail, or local mountains are close by as well. North Road Cabin it also a great place to escape the hustle and bustle and get some much needed R&R. Pets are welcome!! Wi-Fi!

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, 121 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
Cabin in Abbot
4.99 out of 5 average rating, 101 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, 55 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.

Top guest favourite
A vibrant sunset paints the sky in shades of orange and pink, reflecting off the calm waters of Whetstone Pond. Silhouetted trees frame the scene, with the outline of distant mountains visible on the horizon.
Cabin in Kingsbury Plantation
5 out of 5 average rating, 14 reviews

Waterfront on Whetstone Pond

Perfect for one or two couples or one couple with children. WestView sits 25 feet from the edge of Whetstone Pond with views of Russell Mountain and spectacular sunsets from its 7 acre perch. I live at a campsite which is barely visible from the cabin. Our one neighbor, also barely visible through the trees, loves their privacy as well.

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, 723 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.

Guest favourite
A light-filled bedroom features a spacious bed covered with a textured white blanket. Neutral grey walls complement the wooden accents and framed artwork. A ceiling fan circulates air, while a nearby window allows natural light to enhance the serene environment.
Flat in Dover-Foxcroft
4.96 out of 5 average rating, 25 reviews

Sagebrook Retreat

Located in the heart of our town, we welcome our guests to stay in our newly constructed 1 bedroom apartment, walking distance to church, bank, grocery store, post office, or several stores and restaurants! Minutes from Sebec Lake and Peaks Kenny State Park! Under an hours drive to Greenville north or Bangor south!

Popular amenities for Monson holiday rentals

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