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Holiday rentals in Orland

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Orland

  • Total holiday rentals

    Explore 160 holiday rentals in Orland

  • Nightly prices starting at

    Orland holiday rentals start at €17 per night before taxes and fees

  • Verified guest reviews

    Over 6,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    130 of Orland holiday rentals include wifi 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!

Top-rated holiday rentals in Orland

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

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Top guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guest house in Orland
4.98 out of 5 average rating, 206 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!

Top guest favourite
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, 125 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 favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5.0 out of 5 average rating, 162 reviews

Cozy Cottage on the Penobscot – Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top guest favourite
A cozy outdoor seating area features multiple wooden chairs arranged around a stone fire pit, nestled in a grassy clearing. The cottage with large windows and wooden accents is visible in the background, surrounded by tall trees, creating a serene natural setting.
Home in Orland
5.0 out of 5 average rating, 23 reviews

Sunset Cove Cottage

This isn’t just another rental house - This is an experience! Book your stay at the Beautiful and Majestic Sunset Cove Cottage! Step into a little slice of Heaven nestled near the beautiful shores of Toddy Pond in coastal Maine. Incredibly crafted Post and Beam cottage with live edge details along side modern features. Come with friends, family, or a secluded couples trip and enjoy the private sand beach, the quiet cottage settings, and the local attractions that only Downeast Maine can offer.

Top guest favourite
A rustic cottage is viewed at sunset, with vibrant hues of orange and pink illuminating the sky. A gravel pathway leads to the entrance, framed by green lawns and decorative flower pots. Trees are visible in the background, enhancing the natural setting.
Guest house in Orland
5.0 out of 5 average rating, 144 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 favourite
The guesthouse exterior features a red and gray façade with a star accent. A staircase leads to the entrance, surrounded by lush greenery. A single car garage is positioned on the ground level, beside a gravel driveway that allows for additional parking.
Home in Orland
5.0 out of 5 average rating, 55 reviews

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. “

Top guest favourite
A two-story cabin is nestled among trees, providing a serene natural setting. Adironack chairs are arranged in a circle on the grass, inviting relaxation. A wooden picnic table is visible in the background, offering an outdoor dining option surrounded by lush greenery.
Home in Orland
4.97 out of 5 average rating, 135 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 favourite
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, 149 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 favourite
A serene view of Toddy Pond is framed by a large window. The scene features calm water reflecting the lush greenery and rocks along the shore. A planter filled with colorful flowers sits on the deck, complemented by a single chair positioned for relaxation.
Cottage in Orland
4.97 out of 5 average rating, 63 reviews

Romantic Lakeside Cottage - Fireplace - To Acadia

The cottage is new, directly on the water and the perfect romantic getaway for two. Come escape, relax and spend time in a peaceful setting amid trees and rock gardens. The cottage is located on Toddy Pond in Orland, Maine. Toddy Pond is a large lake (9+ miles long) and located between Ellsworth and Bucksport. The cottage is only 50 feet from the water's edge Use of a canoe and kayaks is included. Bar Harbor and Acadia National Park are about 45 minutes away and perfect day trip.

Top guest favourite
Cabin in Orland
5.0 out of 5 average rating, 85 reviews

Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia

Enjoy a truly immersive experience in our unique open air lakefront cabin. The expansive screen windows allow you to lounge in comfort and feel the fresh air as you experience the birds chirping, loons calling, and frogs singing at night. On chilly nights, draw the curtains and light the gas fireplace for a cozy evening you'll never forget. Relax in a hammock, hike the trails, enjoy kayaking, paddleboarding, swimming or fishing on our peaceful lake. 40 min. to Acadia

Top guest favourite
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, 187 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 favourite
An open living space is showcased, featuring a brown leather sofa facing a decorative fireplace. Light illuminates the room from a ceiling fan above. A dining table is positioned to the right, with light wood accents and a view of the adjoining area through large windows.
Home in Bucksport
4.96 out of 5 average rating, 23 reviews

Stall #2 at the Swazey Stable

This remodeled 1850's farmhouse blends original elements of charm, like it's tin ceilings, wooden floors and bay window with modern comforts to provide the perfect place to rest while traveling Maine. Bucksport is a few minutes away from Penobscot Narrows Bridge and Observatory and Maine's Fort Knox and is close to Acadia National Park, Bar Harbor and Tidal Falls among other unique places to explore.

Popular amenities for Orland holiday rentals

When is the best time to visit Orland?

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Avg. price€128€128€141€127€171€187€179€178€150€150€136€128
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 cottage rentals in Orland?

    Experience the best of Orland with our cottage rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Yes! Work meets play with ease at over 20 house rentals in Orland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly cabin rentals in Orland?

    Four-legged friends are welcome in Orland. Choose from more than 20 cabin 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 apartment rentals in Orland have wifi?

    Absolutely! We offer over 10 apartment 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 Cabin Rentals in Orland?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Orland?

    Orland has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.