Vacation rentals in Monson

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.

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

Rustic farmhouse stay

*PET FRIENDLY* This unique getaway is a no fuss, no frills stay in the middle of the Maine Highlands. There is a large kitchen with a 36” gas stove and several walking trails on the property. It is close to the road yet sits on 13 acres including a pond. Wildlife sightings are commonplace and the house is only 10 minutes to Monson and 30 minutes to Greenville. Guests can easily access all of the amenities of The Moosehead lake region and snowmobile and ATV access are less than 1 mile away.

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!

The Hebron House Lakefront 4BR

The Hebron House™️ is a newly remodeled 1870’s house located near downtown Monson, on Lake Hebron. You will have the entire waterfront 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. Food, drink, restaurants and supplies all within walking distance.

Private cabin on River! 20 min to Moosehead region

Enjoy your stay on the picturesque Piscataquis River in Maine. You will enjoy 175 ft of private river frontage out your back door in a newly remodeled cottage. We are 20 min to the Moosehead region, 10 min to the Appalachian trail and the 100 mile wilderness trail head. There are many beautiful hikes, ponds, lakes, streams, ATV and snowmobile trails nearby to enjoy and the best part is coming back and unwinding to the rippling river, the crackling fire pit and the starlit skies.

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.

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.

Brewery Farm Retreat : Thoreau

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.

The Lodge on the Piscataquis River is Dog Friendly

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. Enjoy winter & summer activities here like hiking the Borestone..close to Moosehead Lake, Greenville & Monson! ATV, Snowmobile trail access from the house.

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

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.