Holiday rentals in Guilford

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Top-rated holiday rentals in Guilford

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Top guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.94 out of 5 average rating, 230 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Top guest favourite
A welcoming living area features a comfortable brown sofa and an elegant glass coffee table atop a patterned area rug. Natural wood paneling complements the space, which is illuminated by overhead lights. Two windows provide views of the outdoors, creating a bright atmosphere.
Flat in Greenville
4.93 out of 5 average rating, 230 reviews

Evergreen - Apartment in Downtown Greenville

2nd Floor Apartment in Downtown Greenville with direct ATV and snowmobile access. Hiking, skiing, fishing, hunting all within 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 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!

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

Superhost
Cabin in Glenburn
4.82 out of 5 average rating, 104 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
4.92 out of 5 average rating, 25 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.
Flat in Sangerville
4.84 out of 5 average rating, 201 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 fire pit is surrounded by light-colored gravel and stones, with two chairs positioned nearby. In the background, a hot tub is visible, complemented by a wooden privacy screen and a glimpse of the tiny home structure. Lush greenery frames the area under a clear blue sky.
Tiny home in Bangor
4.86 out of 5 average rating, 162 reviews

Field of Dreams Tiny Home

Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.

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, 101 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
A geodesic dome is prominently situated on an elevated deck, surrounded by vibrant fall foliage. The structure showcases a wooden finish, and a small detached building is visible nearby. Clear blue skies add to the serene outdoor setting, providing a peaceful ambiance.
Dome in Ellsworth
4.98 out of 5 average rating, 218 reviews

Nomad's Rest-Secluded Modern Camp 30 miles to MDI

The modern Maine camping experience. Enjoy an unforgettable stay in a geodesic dome outfitted with detached bathroom and shower. A fantastic jumping-off point for your favorite outdoor sports with hiking and biking trails within 10 minutes of the property and 30 miles from Acadia National Park. Return from a day of exploration to views of Maine lakes, the national park and a roaring fire pit! @nomaddomehome on Insta for more pictures.

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
An open sleeping area showcases two queen beds, each adorned with patterned bedding featuring bears and trees. A cozy futon is positioned against one wall. Warm wooden paneling enhances the natural feel, while a soft light fixture provides illumination.
Cabin in Sangerville
5 out of 5 average rating, 80 reviews

Knotty Pine Trailside Cabins (3)

Come & relax with the whole family in our open concept layout with beautiful natural knotty pine wood work all custom built. The cabins are extremely comfortable with all new appliances. 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 the cabins.

Popular amenities for Guilford holiday rentals

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