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Vacation rentals in Orland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Orland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A quaint cottage entrance is framed by lush greenery and vibrant flowers. White double doors with large windows are accented by a hanging plant. A small bench sits to the side, complemented by colorful blooms in front, enhancing the welcoming appeal of the property.
Guesthouse in Orland
4.99 out of 5 average rating, 197 reviews

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!

Guest favorite
A geodesic dome is prominently situated on an elevated deck, surrounded by vibrant fall foliage. The structure showcases a wooden finish, and a small detached building is visible nearby. Clear blue skies add to the serene outdoor setting, providing a peaceful ambiance.
Dome in Ellsworth
4.98 out of 5 average rating, 219 reviews

Nomad's Rest-Secluded Modern Camp 30 miles to MDI

The modern Maine camping experience. Enjoy an unforgettable stay in a geodesic dome outfitted with detached bathroom and shower. A fantastic jumping-off point for your favorite outdoor sports with hiking and biking trails within 10 minutes of the property and 30 miles from Acadia National Park. Return from a day of exploration to views of Maine lakes, the national park and a roaring fire pit! @nomaddomehome on Insta for more pictures. Adults-only and not equipped to handle children or infants

Top guest favorite
A wooden dock extends into a calm lake, framed by distant hills and clear skies. The water's surface reflects the surroundings, creating a serene and tranquil atmosphere.
Home in Orland
4.98 out of 5 average rating, 118 reviews

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.

Top guest favorite
An inviting patio space is featured, enclosed by a clear roof and wooden framing. Comfortable wicker furniture with colorful cushions surrounds a small table, while a fire pit sits centrally on the stone floor. Views of the surrounding greenery are visible through the back glass door.
Guesthouse in Orland
5 out of 5 average rating, 130 reviews

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!!!

Top guest favorite
A charming blue cottage is surrounded by tall pine trees and a gravel pathway. A white picket fence encloses a small garden with colorful plants. A welcoming sign is positioned near the entrance, and the view of the lake is visible in the background.
Cottage in Surry
4.93 out of 5 average rating, 155 reviews

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.

Top guest favorite
A serene lakeside view captures the still waters of Toddy Pond, reflecting soft hues of dawn. Tall trees frame the scene, while a small wooden dock extends into the water, offering a peaceful spot for relaxation or wildlife observation.
Home in Orland
4.97 out of 5 average rating, 126 reviews

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.

Top guest favorite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland
4.97 out of 5 average rating, 142 reviews

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.

Top guest favorite
A modern kitchen is presented with white cabinetry and a spacious island featuring seating for three. Stainless steel appliances, including a refrigerator and gas range, are visible. Soft lighting is provided by pendant lights above the island, creating a functional cooking space.
Home in Ellsworth
4.97 out of 5 average rating, 208 reviews

Newly renovated cottage in the heart of Downeast

The Woodlands is tucked away on a quiet street off Route 1, minutes from downtown Ellsworth. Newly renovated in 2021, this delightful one bedroom, 2 bathroom cottage has new appliances, including a gas range and washer and dryer, along with all the thoughtful amenities you'll need for a relaxing retreat. With central access to Acadia National Park and all your coastal adventures, the Woodlands is a perfect destination for a peaceful getaway in the heart of Downeast Maine.

Top guest favorite
A private therapeutic hot tub is situated on a spacious deck, surrounded by lush trees and a serene natural landscape. Nearby, a gas grill is positioned for outdoor cooking, complementing the tranquil ambiance of the outdoor space.
Yurt in Appleton
4.95 out of 5 average rating, 369 reviews

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.

Top guest favorite
A modern cabin is set against a backdrop of tall pine trees, featuring large windows that invite natural light. The exterior showcases a wooden deck with a seating area, complemented by a staircase leading to the entrance.
Cabin in Penobscot
4.97 out of 5 average rating, 170 reviews

Modern Cabin in the Pines • Hot Tub + Near Acadia

Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Top guest favorite
A spacious living area features light green walls and wooden accents, including a cozy wood stove. A large sofa is positioned in the foreground, accompanied by a wooden table. A hanging chair is visible in the background, with additional rooms accessible through open doors.
Guest suite in Bucksport
4.96 out of 5 average rating, 112 reviews

Quiet unit w/ outdoor shower, fire pit near Acadia

Thirty minutes from Belfast, Blue Hill, and Bangor, and just under an hour from the Hull's Cove Visitor Center at Acadia National Park. Visit a nearby beach; take a shower outdoors by moonlight; listen to owls calling at night while having a campfire under the stars; or relax on the deck with a book.

Top guest favorite
The image captures a serene lake setting, showcasing clear blue water reflecting a cloudless sky. The cozy cottage, featuring large windows, is nestled among lush green trees, providing a sense of tranquility and natural beauty. A private dock extends into the water.
Cabin in Bucksport
4.99 out of 5 average rating, 123 reviews

The Sunset Chalet | PERFECT Location!

Cozy lakefront cottage nestles in nature with private water access on beautiful Hancock Pond. Only 35 miles (45-60 minute drive) to Bar Harbor & Acadia National Park. Comfortably furnished with all the conveniences of home! Includes a dock, fire pit, and two kayaks. ***We are Dog Friendly!***

Popular amenities for Orland vacation rentals

When is the best time to visit Orland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 606ﺩ.ﺇ 540ﺩ.ﺇ 672ﺩ.ﺇ 720ﺩ.ﺇ 768ﺩ.ﺇ 764ﺩ.ﺇ 643ﺩ.ﺇ 643ﺩ.ﺇ 584ﺩ.ﺇ 551
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Orland?

    Experience the best of Orland with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Orland?

    Yes! Work meets play with ease at over 40 vacation rentals in Orland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Orland?

    Four-legged friends are welcome in Orland. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Do house rentals in Orland have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Orland. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Orland have wifi?

    Absolutely! We offer over 20 cabin rentals with wifi in Orland. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Orland have a bbq area?

    Absolutely! We offer over 10 cottage rentals with a bbq area in Orland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cottage Rentals in Orland?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly cabin rentals in Orland?

    Orland has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Orland

  • Total vacation rentals

    Explore 160 vacation rentals in Orland

  • Nightly prices starting at

    Orland vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 6,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Orland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Orland rentals

  • 4.9 Average rating

    Orland stays are highly rated by guests—averaging 4.9 out of 5!

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