Vacation rentals in Orland

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!

Private Lakefront Cottage Close to Bar Harbor

Newly renovated historic lakefront home on 8 acres with a lot of privacy. Conveniently located only 20 minutes from airport, this 2-story cedarshake home sits on the water's edge and is close to Bar Harbor and surrounding picturesque towns for shopping, restaurants and sightseeing. Large wrap-around porch (with dining table that seats 10 and several comfy seating areas) for family fun & outdoor dining. Large deck, perfect for swimming, lake fun and canoe rides. AC and heats in upstairs bedrooms.

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!!!

Loon Sound Cottage, On the Water

Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A perfect balance of rest and adventure. We prefer Sat-Sat. rental but flexible.

Fish Point Hideaway

Private and charming guesthouse nestled in Mid Coast Maine on the shores of the Orland River. Abundant views of osprey, eagles, seals, and wildlife. Conveniently located approximately 50 minutes from Acadia, 1 hour to Stonington, 30 minutes to Belfast, 20 minutes to Castine and Ellsworth. Local restaurants, shops, grocery store, Alamo Theater, River walk , and events, all within minutes in nearby Bucksport. Come visit the quiet coast and enjoy Maine Vacationland, The Way Life Should Be. “

Welcome to The Maine View

Hi, I’m your host Ashley! Let me help you create the PERFECT Maine getaway 🌲🌊 Spend your days hiking the breathtaking trails of Acadia, enjoying fresh local restaurants, then relax by the campfire under the stars 🔥 My camper is fully equipped with everything you need to feel cozy and right at home. Leave the stress of everyday life behind and experience Maine the way it’s meant to be — peaceful, relaxing, and unforgettable. Check out the amenities to see everything included for your stay!

Waterfront-40min to Acadia-Main House-Kayaks

Lakehouse for those seeking outdoor adventures at Acadia National Park, a relaxing lake trip, or a true historic Maine cabin resort experience. Enjoy a four-season, pet-friendly, Maine lakehouse! The converted Main House at the Getogether Stays cabin micro-resort sleeps 8 and includes WiFi, kayaks, a gas grill, A/C and heat, a picnic table, and Adirondack chairs around the fire pit. The cabin is convenient to Bucksport, Ellsworth, Bangor, and Bar Harbor, making it ideal for exploring Acadia.

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Charming Private Cottage on Toddy Pond

Beautiful Toddy Pond cottage, just minutes to Blue Hill and coastal surrounding towns. Less than an hour's drive to Acadia National Park. Enjoy the day lounging on the deck, boating, and swimming off the dock. Enjoy the evening by the fire pit under the starlit sky and listening to the Loons. The downstairs you will find living room, kitchen/dinning, full bath and washer/dryer. Upstairs is a one room bedroom with queen bed. Two kayaks provided. Perfect getaway for two!

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Great View Tree Farm

Enjoy sweeping 30-mile views and unforgettable sunsets from this peaceful woodland retreat. Conveniently located near Acadia National Park, Bangor, and Maine Maritime Academy, with easy access to hiking, kayaking, and both fresh and saltwater. Comfortable two-bedroom, two-bath home (no ensuite bathrooms), surrounded by nature and wildlife.

Field of Dreams Tiny Home

Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.