Holiday rentals in Monson

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.

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!

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!

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.

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.

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.

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.

Canoodlin Cabin on Sebec Lake

Canoodlin is the last point of land before the “big lake” and offers something for everyone with loon calls, fire pit, hammocks, hikes, fishing, canoeing, SUP, swimming and just taking in the beautiful sunset and views of Borestone from the well appointed, private cabin. Two master bedrooms, each with 1 king or 2 twin beds & its own full bathroom. Gas fireplace, kitchen with dishwasher, bbq & washer/dryer. Also included is fast wifi streaming, games and puzzles.

Large 2-Story Cabin on Lake Hebron in Monson, ME

Located in the picturesque Indian Point area of Lake Hebron in Monson Maine, our family friendly camp is a classic Northwoods Maine cabin and lakeside property in the Moosehead Lake region. The two-story heated cabin has rustic charm with modern comforts & amenities. The rental also includes two kayaks and a nice canoe, plus full access to our private lakeside area and dock just steps from the cottage.

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

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.

Beech Ridge Retreat

Beech Ridge Retreat is a beautiful lakefront home on Piper Pond featuring 3 bedrooms, 1 bath, fully equipped kitchen, dock for your boat (or just for you to enjoy), swim float, 2 kayaks (with life vests) fire pit, and grill to make your stay on Piper unforgettable. Conveniently located near hiking trails and the Moosehead Lake region.