Holiday rentals in Guilford

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Top-rated holiday rentals in Guilford

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

Guest favourite
A private deck overlooks Sebec Lake, adorned with flowers and string lights. A dining area is set up with wooden chairs and a table, while a flag flutters gently in the breeze. The water reflects the soft colors of dusk, creating a serene atmosphere.
Guest house in Bowerbank
4.9 out of 5 average rating, 20 reviews

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” experience! The studio cottage boasts a common room with queen bed w/linens and small sitting area with a full futon. Quaint bathroom with shower comes supplied with towels. Kitchenette is equipped with dishes and utensils, microwave, refrigerator, coffee maker and toaster oven. Furnished porch has tabletop Webber grill with fuel. Shared dock and fire pit. Owners onsite at adjacent camp.

Guest favourite
Cabin in Abbot
4.93 out of 5 average rating, 30 reviews

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.

Guest favourite
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
4.9 out of 5 average rating, 10 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, 158 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

Top guest favourite
A charming wooden cabin is surrounded by lush trees, featuring a welcoming front porch with seating. A circular stone pathway leads to a landscaped garden, highlighted by vibrant plants and a rustic bench setup. The cabin showcases large front windows, inviting natural light.
Cabin in Bingham
4.96 out of 5 average rating, 49 reviews

Warden Camp on Kingsbury Pond, Couples retreat/ATV

**Your Remote Paradise on Kingsbury Pond** Escape to a serene, off-the-grid cabin on Kingsbury Pond. Ideal for couples or families, this cozy retreat offers mornings with coffee by the water, where you’ll hear ducks and loons. Enjoy days of kayaking, fishing, paddleboarding, or relaxing in the custom wood-fired sauna. Unwind by the fire pit under starlit skies, and for thrill-seekers, explore ATV trails right from the cabin. This is the perfect sanctuary to unplug and reconnect with nature.

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.
Flat in Sangerville
4.84 out of 5 average rating, 205 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.

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, 107 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.

Superhost
A wooden deck extends from the cozy camp, providing a view of Garland Pond. Seating areas are present, including a small table and chairs, along with a grill. Surrounding trees add a natural touch, while a path leads towards the water.
Cabin in Sebec
4.63 out of 5 average rating, 35 reviews

Camp in paradise

It's time to relax with family and friends at our peaceful camp on the gorgeous Garland Pond. Located a few miles from Dover Foxcroft the camp feels like home and a vacation all at the same time. It is the perfect get away for any family or group looking to relax, fish, kayak, canoe and swim with all the comforts of home in the Maine woods. Everything needed to enjoy the Pond is onsite, even the fishing poles, kayaks and more. If you need peace, you found it.

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.

Top guest favourite
Cabin in Sangerville
5 out of 5 average rating, 15 reviews

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.

Guest favourite
Tiny home in Bangor
4.86 out of 5 average rating, 176 reviews

Field of Dreams Tiny Home

Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.

Popular amenities for Guilford holiday rentals

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