Vacation rentals in Guilford

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

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

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

Mountain View 420 friendly trails, pet friendly

Hiking, Antiquing, Foodies, 4 Wheel Trails. Come get away from life. PET Friendly with Medical Caregiver (21& up) on site. ATV trails at our doorstep. Enjoy the night under the stars or sit back by the fire pit & enjoy some s'mores & hot cocoa. Grab a coffee on your way out to explore the mountains, Hunting, ATV, Snowmobile trails, Waterfalls, Rafting, & Hiking, 20min from the start or end of the Appalachian trail & 40min to Greenville. Local general store walking distance.

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.

Brewery Farm Retreat : Thoreau

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.

Main Travelers Place

Enjoy a peaceful retreat in this charming second-floor apartment, conveniently located in the heart of Dover-Foxcroft. With a separate entrance for your privacy, this cozy space offers a perfect blend of comfort and convenience. Just a short walk from the local hospital, this apartment is ideal for healthcare professionals or visitors seeking easy access to medical facilities. Explore the town's charming shops, restaurants, and parks, all within walking distance.

The Lodge on the Piscataquis River is Dog Friendly

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. Enjoy winter & summer activities here like hiking the Borestone..close to Moosehead Lake, Greenville & Monson! ATV, Snowmobile trail access from the house.

In Town Loft/Apartment

Comfortable in town apartment located on the second floor of a professional building. It's a stand alone building with no other adjacent apartment units. Recently updated with a modern style, and conveniently located in the center of town, with walking proximity to 2 coffee houses/cafes, 2 restaurants/pubs, grocery store, bank, and theater. A perfect spot for a short visit to the area!

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.

Cozy apartment with beautiful view at Walden Farm

Our cozy one bedroom semidetached apartment is situated on the old historic Walden Farm overlooking Wilson Pond. It is located one half mile from Greenville Airport and a five minute drive from downtown Greenville. One bedroom with queen bed, all amenities, full kitchen, living room with double bed futon and bathroom.

Sagebrook Retreat

Located in the heart of our town, we welcome our guests to stay in our newly constructed 1 bedroom apartment, walking distance to church, bank, grocery store, post office, or several stores and restaurants! Minutes from Sebec Lake and Peaks Kenny State Park! Under an hours drive to Greenville north or Bangor south!