
Vacation rentals in Orland
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Top-rated vacation rentals in Orland
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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!!!

Winterport Evergreen Farm - Guest House
Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

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.

Luxury Coastal Maine 2BR Apt, 2nd Fl Stunning View
The entire building was completely and structurally remodeled and everything is new. Each unit has new floors, walls, lighting, HVAC, kitchens, bathrooms, bedrooms, and brand new mid-century modern furniture throughout. These are truly designed and built as luxury short term rental units. It's location is perfect to explore greater Penobscot Bay region, Acadia National Park, and it sits in the heart of mid-coast Maine. It is beautiful, friendly, and a perfect place to be.

The Ward House
A sunny Maine cottage on a quiet Island sitting on the banks of the east branch of the Penobscot River. 20 miles from Bangor, Belfast, and Ellsworth. 40 miles to Mt. Dessert Island and Acadia National Park. There is room for 7 people. Three beds that sleep two people and one single bed. One bedroom , with a queen size bed, is on the first floor with a small living room. There is a dining room and full kitchen with washer and dryer. The one bathroom is on the first floor.

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.

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.

Cozy Cottage in the Woods
Our open concept 2 bedroom home nestled in the woods has the charm of a cottage but the comforts of home. Morning coffee on the porch is often accompanied by sightings of deer in the large field out the front door and hummingbirds busy at the feeder. Get away from it all while being only 25 min from Bangor, under an hour from Belfast & Camden, and 45 min to an hour from Acadia & Bar Harbor!

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
Other great vacation rentals in Orland

Sunset Pines

Acadia Retreat W/hot tub 10 min to downtown Bangor

Bears Den Lakefront Home Near Acadia

Coastal Getaway Near Sandy Point

Upperfalls Retreat-Spacious Daylight Apartment

Miles To Go

Beautiful Lakeside guest house.

Stunning waterfront Lucerne views, private dock
When is the best time to visit Orland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 CAD | $206 CAD | $227 CAD | $202 CAD | $252 CAD | $270 CAD | $287 CAD | $286 CAD | $241 CAD | $241 CAD | $219 CAD | $206 CAD |
| 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 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 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 house rentals in Orland?
Four-legged friends are welcome in Orland. Choose from more than 20 house 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 house rentals in Orland have a bbq area?
Absolutely! We offer over 30 house 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 wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly house rentals in Orland?
Orland has more than 50 family-friendly house 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 $28 CAD 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 and 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

Wifi availability
130 of Orland vacation 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!
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- House rentals Orland
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- Waterfront rentals Orland
- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- University of Maine
- Schoodic Peninsula
- Cellardoor Winery
- Maine Lighthouse Museum
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- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Cold Stream Pond





