
Holiday rentals in Monson
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Top-rated holiday rentals in Monson
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The Tackle Box-fun fishing theme
Not your regular rental cabin. Come stay in "The Tackle Box". A fishing themed cabin only 8 mins to downtown Greenville. This fun spot is conveniently located on your way into the Moosehead Lake Region on Rt. 15. Go explore all that the area has to offer and then come back to camp and relax by the firepit for s'mores. Don't feel like getting out? We have wi-fi, a tv and good ol' board games. Whether it's just you or with 5 of your friends, you will remember your unique stay at The Tackle Box.

Pinecone|Apartment Downtown with Fire Pit
1st floor Apartment in Downtown Greenville w/ direct ATV & snowmobile access. Hiking, skiing, fishing, hunting all 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 studio 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!

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.

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!

Rustic Country Apartment on The Moosehead Trail.
We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

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.

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.

Acadia Pines Cabin w/HotTub 10min2Downtown
Welcome to Acadia Pines Retreat, where the whispering pines and peaceful forest trails set the tone for your perfect Maine escape. Nestled just a short drive from Acadia National Park and the coast, this charming retreat offers the serenity of the woods with the comforts of home. * Peaceful, secluded location *Private hot spa jacuzzi to soak in after a day of hiking *Outdoor seating and stargazing spots 📍 Centrally located for day trips, lobster shacks, and scenic drives

Brewery Farm Retreat : Longfellow
Escape to the Pines Without Leaving Civilization Behind Nestled deep within whispering pine forests, our 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 getaway.

Your very own log cabin! Moosehead Cottage Resort
Our cabins have a fully functional kitchen, washer and dryer. Each cabin has a fireplace which only burn Duralogs or clean burn logs except for Cabin 8 which has a propane fireplace. You will love the Cedar Log Cabins, the atmosphere and the surroundings. Some of our cabins have one bathroom only and we also have townhouse cabins. We will notify you of type of availability when you reserve.

Piscataquis River Lodge is Dog Friendly
Welcome to Northern Maine! escape to our cozy, dog friendly lodge tucked in the Maine woods, just steps from the Piscataquis River. Enjoy direct ATV, and snowmobile trail access, peaceful mornings, starry nights, and a comfortable space to unwind after outdoor adventures. A quiet, welcoming retreat for couples, families, and nature lovers

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.
Popular amenities for Monson holiday rentals
Other great holiday rentals in Monson

Tranquil Cove on Sebec Lake

Sebec Lake Camp with Sandy beach and Mountain View

The Hebron House Lakefront 4BR

The Boathouse on Sebec Lake, Cozy Glamping Retreat

Cozy vacation home riverfront on 1 acre lot

The Lambertson Log Cabin

Rest Day Guest Apartment

Cozy Cabin in the woods w/ Direct Trail Access





