Guesthouse holiday rentals in Hancock County

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 800 Mbs fiber 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. We’re very pet friendly!

Bungalhigh with Swimming Cove

Charming cottage called "Bungalhigh" with 1 bedroom, bathroom, kitchen, living room and wrap around porch, located on a swimming cove with view of Blue Hill Mountain and the ocean, a half mile from Blue Hill village. Pet-friendly, Netflix, Internet. Nearby is a 2nd cottage, "Bungalow", which is rented out separately and simultaneously. Guests walk in front of Bungalhigh and share yard & cove. Swimming & Kayaks. This property is dog friendly. We might be best for guests travelling with pets.

The Greenhouse Cottage

We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Fairview Cottage

DOGS WELCOME. Our guest home is best suited for a family of 4. Come enjoy the fresh air and beautiful blue skies of Maine. Sunny, charming two story home with views of the Atlantic Ocean from Bass Harbor. The Bass Harbor/Swan Island Ferry is located at the end of our driveway. Bas Harbor is a working harbor so there is always something to watch. Close to Bass Harbor Head Lighthouse, Acadia NP. We have 5G Wifi. Your guest house is completely private with a private entrance.

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.

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

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.

Brooklin Cozy Cottage *Spectacular Sunsets*

Rustic Maine Retreat with Stunning Views Cozy 1BR/1BA carriage house in Brooklin, Maine—right next to the historic Rockbound Chapel. Features classic pine paneling, a vintage Kelvinator fridge, full kitchen (stove, microwave, coffee pot, kettle), oversized leather couch, and smart TV with DVD player. Private deck offers breathtaking seasonal views of Eggemoggin Reach. Peaceful, rustic charm just 20 mins to Blue Hill, 45 mins to Acadia, 1 hr to Bar Harbor or Bangor.

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!

Private studio on MDI - Bar Harbor

Entire unit - great for social distancing! New vacation rental! This private studio has a small kitchen, bathroom with walk-in shower, vaulted ceilings, and a real comfortable feeling. It's perfectly located on Mount Desert Island within the Bar Harbor city limits. This studio is ideal for a couple, with a sofa bed to accommodate children. Come see famed Acadia National Park and escape to Bar Harbor! Bar Harbor short-term registration #: 1755

Spruce Nest

We welcome you to share our little slice of Maine while you set out on an unforgettable adventure. Whether you’re here for a romantic escape, vacation, or work, you’ll find all the comforts of home in this cozy, light-filled carriage house—perfect for a couple or small family. As a local fishing family, with our teenage son lobstering year-round, we’re happy to share authentic coastal insights to make your stay even more memorable.