Holiday rentals in Guilford

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Sled/ice fish/monthly rates avail for Feb/Mar 2026

The perfect weekend getaway spot with beautiful views. It is renovated with an old time cozy camp feel, with modern conveniences. This pet friendly camp is across the street from Schoodic Lake. The cozy camp sleeps 5-6 comfortably with on-site parking for three. The camp is located on ITS 111 trails for snowmobiling and ATVing. Hunting, fishing and hiking destinations include, Baxter State Park, Gulf Hagas, and Katadin Iron Works. Water access at Knights Landing just a short distance away.

Rustic farmhouse stay

*PET FRIENDLY* This unique getaway is a no fuss, no frills stay in the middle of the Maine Highlands. There is a large kitchen with a 36” gas stove and several walking trails on the property. It is close to the road yet sits on 13 acres including a pond. Wildlife sightings are commonplace and the house is only 10 minutes to Monson and 30 minutes to Greenville. Guests can easily access all of the amenities of The Moosehead lake region and snowmobile and ATV access are less than 1 mile away.

Sebec, Maine Lakefront Retreat – Modern Comfort &

Welcome to our modern Sebec Lake house, just 50 ft from the shoreline and an hour south of Moosehead Lake. Sleeping 6 with 2 master bedrooms, a bonus room. Max 4 adults allowed, Renter required to be 25 years of age. The property features an open kitchen, dining, and living area. Enjoy kayaking, fishing, swimming from the dock, or relaxing by the propane firepit. Perfect for summer fun, fall foliage, cozy winter snowmobiling/ice fishing, and spring escapes—your year-round Maine retreat.

A Very 'Pleasant' Oasis Steps to Lake Hebron+Town

'Pleasant House' is a second level apartment that is centrally located to all that Monson, Maine has to offer-- you are just steps to Lake Hebron & our adorable town! Whether you’re a hiker along the Appalachian Trail, ATVer, leaf peeper, snowmobiler, lake goer, or here to just get-away... you’ve come to the right spot! This modern apartment includes 2 bedrooms, a full bathroom, a fully equipped kitchen & dining area, living room, a BBQ grill, firepit, and two off-street parking spots!

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

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.

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.

*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!

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.

Richardson's Rental Dover-Foxcroft Maine

Brand new construction. This unit is located behind the main house. The cabin has one bedroom, one full bath, open kitchen/living area/dining, half loft and radiant heat. Direct access to snowmobile/atv trail system. 50 minutes from Bangor, 50 minutes from Greenville. 90ish minutes from Bar Harbor/Acadia National Park. Sebec Lake is just minutes away. This is a unique get a way for those that want to explore or sit by the campfire and relax. Directly on ITS 85.

House on Piper Pond Direct Snowmobile Trail Access

Cabin fully functional and still work in progress with large deck overlooking lake and beautiful sunsets! Peaceful large waterfront yard with fire pit. Bring your boat or jet skis. ATV & snowmobile trail access directly from driveway. 2 kayaks and a canoe to use. The pond has a sandy beach and boat launch. Hiking trails close by, Borestone Mountain, Kineo Mountain and Appalachian Trail to name a few. 30 minutes to Greenville and Moosehead lake.