Vacation rentals in Orland
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Orland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Home in Mount Desert
5 out of 5 average rating, 8 reviewsPretty Marsh Hide Away - nearby SW BH NE Harbor
The house and rooms are amazing! Will definitely come back in the future.
Home in Bar Harbor
4.92 out of 5 average rating, 71 reviewsDowntown Bar Harbor Cadillac Views
Stori was great from day 1! So accommodating and friendly. Everyone loved the house. It was homey, well stocked, and welcoming. Worth every penny to gave our entire family together.
Home in Bar Harbor
4.82 out of 5 average rating, 22 reviewsHistoric 1850 Downtown Retreat [Driftwood Cottage
Great location. Walking distance to everything in Bar Harbor. No hassle finding and spend money on Parking.
Cottage in Southwest Harbor
4.93 out of 5 average rating, 29 reviewsThe Weir on the Harbor
Cute cottage with a great view! Clean, conveniently located to Southwest Harbor, and the perfect size for two people.
Home in Bar Harbor
5 out of 5 average rating, 37 reviewsHome away from home, Updated 3 bedroom 2 bath
very walkable to bar harbor wonderful having two full baths beds very comfortable stairs little steep to second floor had good handrails
Apartment in Bar Harbor
4.74 out of 5 average rating, 62 reviewsFree Breakfast_Downtown Stunning 1BR Apartment D
Diwas was alert and responsive. The free breakfast at everyday joes was very good and fresh. We liked Pats Pizza downstairs and the nice bar. All workers at both places very nice and friendly. Loved how close we were to downtown, without being right in the middle of all the chaos. We loved our stay and had a great time. The Airbnb was perfect for us celebrating our anniversary.
Guesthouse in Belfast
4.98 out of 5 average rating, 51 reviewsAdorable cottage 5 minute walk from downtown
A comfy and cozy place, 2 blocks to downtown Belfast. Very nice amenities.
Apartment in Southwest Harbor
4.91 out of 5 average rating, 149 reviewsOn the water. Walk to Southwest Harbor
Will Definitely Stay Again on Next Trip! What an amazing stay right at a working marina where you have water views on 2 sides and can enjoy watching the inner workings of the life on the many lobster boats leaving every morning and returning at evening. The location was perfect for great restaurants, local shopping, and as a home base for all the hiking destinations. Arcadia Sailing is right there also; our sunset sail was picture perfect. The AirBnB was everything we had read about and hoped for. Parking was great, access convenient, the views of the harbor amazing. As met as a family from NC, TX and OH to cheer my daughter on in the MDI half-marathon. The living area was warm and comfortable, the kitchen well appointed, the bedrooms roomy with great beds and bathroom access. Everything was clean and tidy. Having a washer and dryer was a nice amenity. Molly was available to answer questions and make recommendations. The only negative was that our collective stay was too short!
Guesthouse in Islesboro
4.95 out of 5 average rating, 22 reviewsMilk House
The Milk House is a special place. Incredibly comfortable, cozy and clean! Lots of short hikes, nature preserves and beautiful rocky coastlines. Kitchen and bathroom has everything you will need for your stay.
Guesthouse in Ellsworth
4.85 out of 5 average rating, 108 reviewsLarge adorable 1 bedroom loft with ocean frontage
Spent 2 nights over MLK weekend and the apartment was exactly as described, clean, comfortable, and had everything we needed for a great stay. Communication was excellent, we particularly appreciated Brian checking in multiple times during a snowstorm to make sure the driveway was plowed and that we had everything we needed. Would definitely recommend to anyone visiting the area!
Apartment in Tremont
5 out of 5 average rating, 163 reviewsDuck Cove Apartment
We enjoyed our stay at the Duck Cove Apartment. The Apartment was warm and comfortable and the location was peaceful and picturesque. It was a good base for our hikes at Acadia National Park. Nancy welcomed us when we arrived and was a responsive and friendly host. We enjoyed beautiful sunrises and moonlight on the water from the living room. It was a nice place to stay!
Home in Tremont
4.83 out of 5 average rating, 182 reviewsAcadia Escape @ Acadia National Park, A/Seafood
The house is spacious, making it great for a multi family visit.
Vacation rentals for every style
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Popular amenities for Orland vacation rentals
Other great vacation rentals in Orland
Cottage in Ellsworth
4.94 out of 5 average rating, 48 reviewsLakeview Cottage
Really enjoyed our stay here. The views were lovely, the lake was refreshing, the beds were comfortable, lots of kitchen stuff, and the showers were hot. The house mostly has what you need. It could use a few more dish towels and bath towels. The long drive to Acadia got tiresome.
Guesthouse in Penobscot
4.98 out of 5 average rating, 47 reviewsThe South Bay Cottage "on the rocks"
Pine panelled cabin in the woods above the bay with clear view of the water and access to the dock via a path. Very peaceful and quiet. We saw a seal swimming; many birds and great dark sky for star watching. We went at a cool time of year and there was abundant rain so we could not make use of the screened porch which in the summer I imagine would be very relaxing. The cabin had all the needed amenities and then some. Minor issue was managed speedily by the host. It is the perfect place for kayaking but alas that was not possible because the Activity Shop was closed for the season.
Apartment in Owls Head
4.93 out of 5 average rating, 90 reviewsOceanview Escape near Maine Beaches
What a cozy, beautifully furnished and decorated space. A lot of thought went into making guests feel they’re staying somewhere very special. We certainly did. The second floor apartment with its spacious deck had a view of the ocean and some spectacular sunrises. This was our first visit to Maine and we wanted somewhere central on the coast, like Owl’s Head. It was a good base to explore from. And there was lots to do close by. We were especially pleased to discover the Bernard Langlais art preserve only a few miles away. Rockland is ten minutes away and has a lot of great places to eat.
Home in Otis
4.95 out of 5 average rating, 43 reviewsLakeside Landing
My husband and I spent our babymoon at Jennifer’s place, and waking up to the stunning lake view each day was just what I needed to unwind. I asked Jennifer if there was cooking oil available, and her mom kindly brought us a bottle of olive oil before our arrival—such a thoughtful gesture! We will definitely stay here again if we're ever in the area.
Home in Trenton
5 out of 5 average rating, 15 reviewsLovely waterfront in Trenton.
The house and views are excellent, you can sit on the back deck or outside area and just gaze out at the view, see Bald Eagles fly over every day, even saw one grab a fish from the water. Very clean and well appointed with the essentials like detergents for laundry and dishwasher, garbage bags, slat, pepper and other cooking basics, foil and cling wrap, beach chairs. Overall I can say it is a very nice house, very clean. The location is 20 - 25 minutes from Bar Harbor and maybe 20 min to Acadia. We didn't mind this at all. We ate lobster at 5 different places, if you want the absolute best Lobster rolls go to the Travilin Lobster, there is one in Trenton and one in Bar Harbor, by far the best lobster roll. Oh, and probably as important as the house being very clean, the beds were very comfortable.
Cottage in Trenton
4.96 out of 5 average rating, 67 reviewsAcadia Beach shipwreck cottage Bar Harbor
We had a wonderful stay! The location is perfect—very close to Acadia, making it easy to explore the park. The house was extremely clean, well-maintained, and had comfortable beds with great sheets. The host was very responsive and helpful throughout our stay. The only thing to note for families with young children is that there are stairs and space heaters, which might require some extra supervision. Overall, a fantastic place to stay, and we would definitely return!
Home in Ellsworth
4.99 out of 5 average rating, 125 reviewsGreen's Landing on Branch Lake
Since this was my frist time staying at a airbnb house I Sent Tim a text an hour before we got here he promptly called me with positive feeling,he told me his plans for the next few days and who I would need to contact should we need something. the house was exactly as he explained the whole group of us were very pleased with everything avaliable,we spent lots of time out by the lake awesome sunrise sitting on the dock with cup of coffee, it was perfect. I will definitely recommend Tim's house to other people. we really didn't want to leave. I hope we can return someday. awesome job Tim keep up the honesty and good work.
Home in Orland
5 out of 5 average rating, 16 reviewsGreat View Tree Farm
Amazing spot — easy drive to Acadia and other local spots. Close to Bucksport and other small towns for essentials. I wholeheartedly recommend.
Quick stats about vacation rentals in Orland
Total rentals
110 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Frequently Asked Questions
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.
How much does it cost to stay in cottage rentals in Orland?
Experience the best of Orland with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Orland?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with a bbq area, over 30 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cottage rentals in Orland have wireless internet?
Absolutely! We offer over 10 cottage rentals with wireless internet in Orland. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Orland have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Orland. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Orland?
Four-legged friends are welcome in Orland. Choose from more than 10 house rentals for guests traveling with pets.
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.
Are there family-friendly house rentals in Orland?
Orland has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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