Guesthouse vacation rentals in Penobscot County

Cottage That Overlooks The Field

Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

Family · Location · Grill

Winterport Evergreen Farm - Guest House

Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen.

Location · Family · Hospitality

Desirable guest house in Brownville ME. Sleeps 8.

Memories to be made at our desirable 3 bedroom four season guest house. Just a minute walk to Schoodic Lake, where the swimming and fishing are spectacular. Enjoy the sunrise from the lakeside windows or catch a glimpse of Mount Katahdin from the dock. Access snowmobile and Atv trails from the property. Fully equipped kitchen. Washer and dryer. Includes linens. Large parking area. Outside bbq grill and fire pit. Games and books to use. Short drive to Gulf Hagas and Baxter State Park. Great WiFi

Family · Location · Sleep quality

Hike Katahdin Bunkhouse.

A great place to stay with lots to do within 20 miles. We’re actually in Ebeemee twp. The bunkhouse is super cozy and private. There is hiking, swimming, kayaking, canoeing nearby. We also have great snowmobile trails which can be accessed from our back yard. We are near Baxter state park, Mt. Katahdin, Gulf Hagas, Pleasant River and JoMary lake. Greenville is an hour away. Acadia national park is a day drive, and well worth it. I would suggest a three night stay if you want to visit Acadia.

Family · Value · Accuracy

Spa-themed bedroom loft in 1850s farmhouse

PLEASE READ full listing BEFORE booking. La Petite Ferme is a mid-19th century farm located 8 miles from Bangor airport, 4 miles from the amphitheater and an hour's drive to Acadia. Enjoy a spa-themed loft in a stylish, upstairs room with ensuite bathroom and private use staircase for a contactless stay. Spend the night stargazing through the cathedral ceiling's sky lights, or listen to some vinyl while you get creative with the art supplies! Perfect for a romantic getaway or personal retreat.

Value · Family · Grill

Carriage House at Bald Hill Cove

Maine, the way life should be! A perfect relaxing getaway and rejuvenating escape from the hustle and bustle. Welcome to our tranquil retreat nestled against the backdrop of Bald Hill Cove. Carriage House offers serene river views, a wooded fire-pond, and occasional wildlife in the nearby apple orchard. Days begin with the symphony of birdsong and end with star filled night skies. Private entry, parking, and waterfront facing deck included. Come experience the magic of rural living!

Location · Family · Checkout

Black Bear Pond Cabins

Wake up to the most beautiful sunrises! This wonderful North Woods cabin envelopes you in pine paneling and has a porch overlooking a trout pond and almost 500 acres of a private estate on the highest hilltop around. Play where the animals do - moose, bear, beaver, and eagles all call this home. Hike fields and woods or visit our private 10-acre pond. Catch a glimpse of our resident white crow. Watch the sunset over Katahdin. Close to Baxter State Park, Katahdin Woods and Waterways Nat'l Park

Location · Heating · Accuracy

Pa's Place on the Trail #1

This brand new unit was built to accommodate snowmobilers, hunters, ATV enthusiast, fishing, hiking, and scenic drives! The connector trail to ITS 81 runs right through our yard offering over 4000 miles of ITS. We sit in the heart of zones 5 and 10 with zone's 6 & 11 nearby. We are 24 miles from the North entrance of Baxter state park housing Mt Katahdin well known for its glorious hike & also the northern terminus of the Appalachian trail. Scenic drives abound. THE BEST FOR SPORTSMEN!

Family · Location · Cleanliness

A Little Piece of Heaven

Our place is good for couples, solo adventurers, business travelers, and families (with kids). 3 night minimum. Cottage is located at 32 Lake Avenue, Brownville, Maine 04414. Turn right at A.E. Roberson's convenience store in Brownville, Maine onto Church Street. Follow Church Street for 4.7 miles and turn right onto Schoodic Lake Road. Follow Schoodic Lake Road for Approx. 4 miles. Bear right after crossing the railroad tracks and 32 Lake Ave. will be on your left at our mail box.

Value · Location · Parks

Cozy Bungalow

Only 25 minutes to Bangor medical facilities We added a cozy addition to our garage for guests to share our water front property. Your own private dock and small beach area Plenty of parking for your Utv or snowmobiles The Rail Trail is at the end of our driveway WiFi BBQ grill Washer and dryer Full-size fridge with freezer Picnic table Kayaks There is no stove to cook on inside, I am trying to avoid food smells inside. There is a new gas grill with side burner for outside cooking

Family · Location · Access

Lake Escape

Lake Escape is located on Brewer Lake in Orrington. From this location, you have a view of the lake and access to the water directly across the street down a hill. The ambiance of loon calls, fresh air, and the sounds of water all make for glorious sleep and relaxing memories. The water is warm and clear for summer swimming! This recently renovated private apartment is 20 min. to Bangor, 50 min. to Acadia National Park, 25 min. to Bucksport (Fort Knox), and 50 min. to Castine.

Family · Value · Condition

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.

Family · Location · Cleanliness