Holiday rentals in Monson

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

Evergreen - Apartment in Downtown Greenville

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!

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

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!

Piscataquis River Lodge is Dog Friendly

SNOWMOBILE ACCESS FROM PISCATAQUIS RIVER LODGE! Relaxing in the peaceful woods of Northern Maine is the goal here at The Lodge. Our Main Lodge is spacious & beautifully decorated. Perfect for a romantic retreat, family gathering or outings with friends. The beautiful Piscataquis river is located at the back of the property w/ a marked walking path. Surrounded by many hiking trails and close to Moosehead Lake, Greenville & Monson! Direct ATV and Snowmobile trail access from the lodge

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.

Serenity Now Cabin on Lake Moxie!

Would you like to escape the distractions, stress and noise of your daily life? Do you love the idea of "roughing it" but want a cozy bed to sleep in at night? Do you long to go "off the grid," but still want to have light when it gets dark, heat for those chilly Maine nights, and hot coffee in the morning? If so, you are ready for Serenity Now, our comfy cabin -an extreme "glamping" experience- No cellphone service, no WiFi, and no landline means no one will disturb your peace.

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.

1890 River Barn

Perched above the Piscataquis River, this historic barn was beautifully renovated into a rustic luxury retreat. Two full stories plus a loft, with relaxing river views on all levels. Gourmet kitchen/dining area with a fireplace & a cozy yet spacious lounge upstairs. Enjoy the garden and patio overlooking the river or unwind in the luxurious copper soaking tub in the loft. Designed for a couple & perfect for romantic getaways, yet comfortable to sleep up to 4 guests.

Cedar Retreat Cabin -Direct ATV/Snowmobile access

Back in the woods of Shirley Maine, in the middle of an open meadow stands Cedar Retreat Cabin. Underneath the sloping Gambrel roof, this beautiful home gives a rustic, cozy atmosphere that will have its guests feeling refreshed and at home almost as soon as they enter! With four beds inside the main house and a queen bed in the bunkhouse nearby, this home is perfect for a family or group of friends looking for that vacation spot in the Northwoods of Maine!

Moose Mountain Lodge - Vacation with Nature

Living within nature. Moose Mountain Lodge is tucked away in the woods on a sunny lot with great views where wildlife sightings far exceed the occasional car that may pass by on the road. It is not uncommon to wake up to 5-10 deer in the back yard or a moose walking down the road. All this and the center of Greenville, the heart of the Moosehead Lake Region is just 5.5 miles down the road. See below for a complete description.