Holiday houses in Guilford

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Top-rated holiday rentals in Guilford

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Guest favourite
A single-story cabin is situated among tall pine trees, featuring a covered porch with seating. Large windows allow natural light to fill the interior, while a metal roof complements the rustic design. The surrounding forest offers a serene backdrop.
Cabin in Monson
5 out of 5 average rating, 12 reviews

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

Superhost
A cozy cabin is nestled among greenery, showcasing a sloped roof and light siding. A small deck is positioned at the front, furnished with a chair and a table, inviting outdoor relaxation. Lush grass surrounds the cabin, enhancing the serene outdoor setting.
Home in Guilford
4.88 out of 5 average rating, 8 reviews

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

Guest favourite
The A-frame chalet features a green metal roof and a wooden exterior, set amidst lush greenery. A small balcony with flower pots is visible on the upper level, while a vintage vehicle is parked nearby on the grass.
Tiny home in Atkinson
4.95 out of 5 average rating, 157 reviews

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

Guest favourite
Cabin in Glenburn
4.81 out of 5 average rating, 111 reviews

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.

Guest favourite
Cabin in Abbot
4.93 out of 5 average rating, 27 reviews

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.

Guest favourite
The exterior of Moosepines Lodge is depicted, featuring a large, welcoming porch shaded by a roof with exposed beams. The entrance is adorned with seasonal decorations, while a picnic table and benches provide seating. Surrounding pine trees create a serene woodland atmosphere.
Home in Abbot
5 out of 5 average rating, 239 reviews

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

Guest favourite
A historic covered bridge is depicted, nestled in a snowy landscape. Tall trees with bare branches frame the image, while a gentle river flows beneath the bridge, partially frozen. The bright blue sky enhances the serene winter scene.
Apartment in Sangerville
4.84 out of 5 average rating, 203 reviews

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.

Guest favourite
A charming green cabin is nestled among trees, featuring a sloped roof and a small porch. Nearby, a propane tank and air conditioning unit are visible. Lush greenery and a simple gravel path surround the structure, creating a serene outdoor atmosphere.
Cabin in Atkinson
4.93 out of 5 average rating, 103 reviews

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.

Top Guest favourite
A rustic dining area features a large wooden table surrounded by black chairs. Pendant lights hang from the exposed beam ceiling, illuminating the space. In the background, a fully equipped kitchen is visible, complemented by windows that offer views of the surrounding nature.
Barn in Dover-Foxcroft
4.94 out of 5 average rating, 104 reviews

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.

Guest favourite
Cottage in Dover-Foxcroft
4.98 out of 5 average rating, 89 reviews

*New Listing* Charming, Year Round Lake Front Camp

We grew up spending our summers on Sebec Lake, and there's a reason the state motto is 'The Way Life Should Be'. This camp is lake front property, with outdoor seating, dining and swimming steps from the back door. The spacious layout of the camp provides the perfect family friendly escape any time of the year! In the winter there is plenty of ice fishing and snowmobile trails in the area, so it's the perfect place to share time with family and friends year-round!

Superhost
Cabin in Shirley
5 out of 5 average rating, 3 reviews

Cedar Retreat Cabin -Direct ATV/Snowmobile access

Back in the woods of Shirley Maine, in the middle of an open meadow stands Cedar Retreat Cabin. Underneath the sloping Gambrel roof, this beautiful home gives a rustic, cozy atmosphere that will have its guests feeling refreshed and at home almost as soon as they enter! With four beds inside the main house and a queen bed in the bunkhouse nearby, this home is perfect for a family or group of friends looking for that vacation spot in the Northwoods of Maine!

Guest favourite
An open living area is showcased with rustic wood beams and large windows offering views of the surrounding woods. Comfortable seating is arranged around a dining table, complemented by a well-equipped kitchen featuring modern appliances and warm natural light.
Home in Guilford
4.87 out of 5 average rating, 91 reviews

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.

Popular amenities for Guilford holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Piscataquis County
  5. Guilford