Holiday rentals in Monson

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Lakeshore Retreat *Waterfront*Pet Friendly* Apt

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.

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

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 cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

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.

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 : 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.

Monson Meadows Lodge

Welcome to your Monson retreat! Situated in a peaceful and secure neighborhood, our home boasts a generous backyard ideal for relaxation and a homelike atmosphere. Inside, you'll experience the essence of Maine with inviting decor and cozy, well-appointed spaces. Whether you're relaxing in the living room or enjoying a meal indoors or outdoors, this home provides a harmonious blend of comfort and charm. Snowmobile and ATV trails are close by! Reserve your stay now.

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.

Trailside Cabin

Come & play in the beautiful mountains of western Maine! Cozy, rustic cabin for two. Enjoy miles of multi use trails right off the front steps! If you decide to venture away from the cabin, Rangeley's Saddleback Mt & Sugarloaf USA are both 35 miles away & the college town of Farmington is just 15 minutes south. Our cell service is terrific, but there's no tv or wifi...come to the woods & unplug!

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.