Vacation rentals in Guilford

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 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Sled/Ice Fish/Perfect Lakeside Getaway!

The perfect lakeside getaway spot with beautiful views. It is renovated with an old time cozy camp feel, with modern conveniences. This pet friendly camp is across the street from Schoodic Lake. The cozy camp sleeps 5-6 comfortably with on-site parking for three. The camp is located on ITS 111 trails for snowmobiling and ATVing. Hunting, fishing and hiking destinations include, Baxter State Park, Gulf Hagas, and Katadin Iron Works. Water access at Knights Landing just a short distance away.

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.

Pinecone - Apartment in Downtown Greenville

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!

Cozy Country Home | Moosehead Area Winter Stay

Set on 22 acres, this cozy country home offers a comfortable winter stay in the Moosehead area. The home includes two bedrooms—one with a queen-size bed and one with a full-size bed plus a twin—along with a full kitchen, fast Wi-Fi, and easy self check-in. A large backyard and walking trail provide space to enjoy the outdoors in season. Conveniently located along a well-maintained main road, about 25 minutes south of Moosehead Lake and Greenville, it’s an easy and reliable winter base.

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.

Maine Lodge & Cabin getaway

Muk-Bog Lodge is settled on 30 acres of Maine woods and surrounded by more than 100 acres of preserved Maine woodlands. Located on a private drive several hundred yards from the main roadway, this Lodge offers you privacy while still being within 10 minutes of downtown Milo. The Lodge also offers a 30x40 garage for storage or parking while renting. There is also a 12x14 mudroom at the entrance for more storage and a open 12x12 back deck overlooking the firepit and back lawn area.

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.

In Town Loft/Apartment

Comfortable in town apartment located on the second floor of a professional building. It's a stand alone building with no other adjacent apartment units. Recently updated with a modern style, and conveniently located in the center of town, with walking proximity to 2 coffee houses/cafes, 2 restaurants/pubs, grocery store, bank, and theater. A perfect spot for a short visit to the area!

Knotty Pine Trailside Cabins (4)

Come & relax with the whole family in our open concept layout. Beautiful natural knotty pine wood work custom built. This cabin is extremely comfortable with all brand new appliances, pots & pans. You will feel like you are home away from home. Go exploring on your snowmobile or side by side with the ITS trail system right from your cabin.