
Holiday houses in Guilford
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Top-rated holiday rentals in Guilford
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Brewery Farm Cabin: Dickinson
Escape to the Pines Without Leaving Civilization Behind. NOTE: Dickinson is our PET FREE cabin. Nestled deep within whispering pine forests, 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 get

Cottage That Overlooks The Field
Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

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.

Tall Pines Cabin Maine Escape
Welcome to Tall Pines Cabin in Guilford, Maine. Located within walking distance to First Davis Pond, this cozy cabin provides a great getaway for all. Enjoy the private pond where you can swim, fish, boat, and take in the natural scenery. This cabin is conveniently located to Moosehead Lake (30 minutes) where guests can participate in outdoor and family friendly activities, and enjoy restaurants and breweries. Located minutes from direct access to the ITS/ATV trail system. No pets allowed

Acadia Pines Retreat HotTub-10 Min Downtown Bangor
Hot tub. Nature. Total peace. 🌲Acadia Pines Retreat-just 10 minutes from downtown Bangor and close to Acadia National Park. Warm wood ceilings, curated interiors, and cozy moments in the beautiful Maine woods. This retreat features open-concept living space styled with rich textures, soft lighting, and designer touches throughout. Sink into plush seating, enjoy slow mornings with coffee at the stone island, or unwind after exploring surrounded by stillness of forest in your private hot tub.

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.

The Boathouse on Sebec Lake, Cozy Glamping Retreat
The Boathouse Cottage is a cozy studio cottage with a deck overhanging Sebec Lake. Think elevated “glamping!” Studio has a queen bed w/linens, full futon and sitting area. Bathroom with shower includes towels. Kitchenette has dishes, utensils, microwave, refrigerator, coffee maker and toaster oven (no stove). Furnished porch has tabletop Weber grill with fuel. Shared dock and fire pit. Owners onsite at adjacent camp. Peaceful lakeside setting perfect for relaxing getaways.

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.

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
Popular amenities for Guilford holiday rentals
Other great holiday rentals in Guilford

Waterfront on Whetstone Pond

Knotty Pine Trailside Cabins (3)

Main Travelers Place

Cabin 4 with king size bed and bunk

Upscale Waterfront Retreat with Stunning Panoramas

Sebec Lakefront Cottage, Swim/Boat/BBQ/King Bed

Cozy vacation home riverfront on 1 acre lot

Quiet lakeside getaway in central Maine





