Vacation rentals in Guilford

1890 River Barn

Perched above the Piscataquis River, this historic barn was beautifully renovated into a rustic luxury retreat. Two full stories plus a sleeping loft with relaxing river views on all levels. Gourmet kitchen/dining area with a fireplace on the first floor & a cozy yet spacious living area upstairs. Enjoy the garden & 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.

Cozy Country Home near Moosehead & ATV Trails

Set on 22 acres, with direct ATV trail access, this cozy country home offers a comfortable base 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. Conveniently located along a well-maintained main road, 25 minutes south of Moosehead Lake and Greenville, it’s an easy and reliable summer base.

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

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!

Tranquil Cove on Sebec Lake

Get back to the best things about life! Relax in our quiet cove. Our quaint home is tucked away in a wooded corner on Lake Sebec. We invite you to explore the lake and land. Go for walks, swim, kayak, boat, hike, or hang back and read, play games, make a meal with friends, or work, if you must. Warm up by the indoor fireplace after a nearby hike on a brisket autumn eve or roast marshmallows on the outdoor fire pit. Sit down by the lake and take in the life that surrounds you.

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.

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.

Upta Camp

Take it easy at this unique and tranquil getaway. Take a hike down one of the trails out back, or swim in the cool clear water of the spring fed pond off the back porch. Cozy up during a storm by the fire with a good book, or wet a line on a clear morning off the back steps and catch supper! It’s all in one comfy cabin property to get away from it all. Only a few miles to Dover-Foxcroft, or Sebec Lake. Far enough away to get away, but close enough to the amenities and sights.

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.

Camp in the Woods

My place is in the woods ,sitting at the foot of Buker Mountain, elevation 1020 ft. A trail to the top of the mountain offers views of Sebec lake and surrounding mountains. The area is a great spot for hunting and fishing. Additional hiking is a short drive from the camp. It's a great place to unplug as internet is not available in the area.

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