
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.

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!

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.

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.

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

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!!!

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. “

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.

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.

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

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.

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
Other great holiday rentals in Orland

Lakeview Cottage-Toddy Pond-Acadia NP Region Maine

Apartment Gateway To Acadia

Converted Wood Shop - Peaceful Mountain Retreat

Welcome to The Maine Forest View

Toddy Haven: A Lakeside Condo Near Acadia.

Secluded Maine Mountain House with Lake View

Beautiful Lakeside guest house.

NEW BUILD Midcoast cabin! Sauna & walk to beach
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €128 | €128 | €141 | €127 | €171 | €187 | €179 | €178 | €150 | €150 | €136 | €128 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°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.
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- Bar Harbor Holiday rentals
- Halifax Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Old Orchard Beach Holiday rentals
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Camden Hills State Park
- Maine Lighthouse Museum
- Cellardoor Winery
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





