Guesthouse holiday rentals in Mount Desert Island

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

Bar Harbor Hideaway

Please READ this; From June through October we will only be renting by the week, 7 days from Saturday to Saturday. THIS POLICY IS FIRM. From November through April there will be a three night minimum. You can walk/drive into Acadia National Park with access to hiking trails and the park loop road. Convenient walk to downtown, where you can access the free Island-wide bus system. Leave your car parked. NO PETS(due to allergies) & NO CHILDREN UNDER AGE 12, due to the layout and open staircases.

The Spot - Water Views

Nestled in a small quiet town right on the banks of Taunton Bay, enjoy peaceful relaxing location and watch the tide roll in and out. Wake up to waterviews from your bed. You have the entire "Spot" to yourself and whatever wildlife happens to show up that day! ***Shoulder Season is upon us and this is a great opportunity to experience Downeast Maine and all of Acadia with less crowds and no vehicle reservations for Cadillac Mt required after October 26th and all of November and December.***

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Sea Pearl

This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Sun-filled Hidden Carriage House

Cozy one bedroom carriage house in Bar Harbor, Maine. Located about 10 min by car from downtown, accessible to Island Explorer route. This recently updated upstairs apartment is perfect for your Acadia National Park getaway with off-street parking and a full kitchen for cooking. Kitchen includes full-size refrigerator, microwave, stove and oven. Full bath with on-demand hot water (never have a cold shower!). The bedroom has a dresser, queen bed and closet all for your use.

Large adorable 1 bedroom loft with ocean frontage

What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.

Adorable Quietside Cabin

Welcome to the Quiet side of Mount Desert Island, With the same easy access to all of the wonders Acadia National Park has to offer. Why not stay on the less commercialized and more peaceful side of the island. This cozy tiny cabin is fully separate from the Main House. It has a private bathroom, kitchenette/dining area, and ample parking space. The main house is now also rented on Airbnb, the homeowner will still be available for any questions or help!