Vacation rentals in Orland

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Top-rated vacation rentals in Orland

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

Guest favorite

Home in Mount Desert

5 out of 5 average rating, 8 reviews

Pretty Marsh Hide Away - nearby SW BH NE Harbor

MingRating, 5 stars3 months ago
The house and rooms are amazing! Will definitely come back in the future.
Guest favorite

Home in Bar Harbor

4.92 out of 5 average rating, 71 reviews

Downtown Bar Harbor Cadillac Views

VictoriaRating, 5 stars3 months ago
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.
Guest favorite

Home in Bar Harbor

4.82 out of 5 average rating, 22 reviews

Historic 1850 Downtown Retreat [Driftwood Cottage

AndrewRating, 5 stars3 months ago
Great location. Walking distance to everything in Bar Harbor. No hassle finding and spend money on Parking.
Guest favorite

Cottage in Southwest Harbor

4.93 out of 5 average rating, 29 reviews

The Weir on the Harbor

ClaireRating, 5 stars3 months ago
Cute cottage with a great view! Clean, conveniently located to Southwest Harbor, and the perfect size for two people.
Guest favorite

Home in Bar Harbor

5 out of 5 average rating, 37 reviews

Home away from home, Updated 3 bedroom 2 bath

KarenRating, 5 stars3 months ago
very walkable to bar harbor wonderful having two full baths beds very comfortable stairs little steep to second floor had good handrails
Superhost

Apartment in Bar Harbor

4.74 out of 5 average rating, 62 reviews

Free Breakfast_Downtown Stunning 1BR Apartment D

ScottRating, 5 stars3 months ago
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.
Guest favorite

Guesthouse in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

LarryRating, 5 stars1 month ago
A comfy and cozy place, 2 blocks to downtown Belfast. Very nice amenities.
Guest favorite

Apartment in Southwest Harbor

4.91 out of 5 average rating, 149 reviews

On the water. Walk to Southwest Harbor

AlisonRating, 5 stars3 months ago
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!
Guest favorite

Guesthouse in Islesboro

4.95 out of 5 average rating, 22 reviews

Milk House

KendallRating, 5 stars3 weeks ago
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.
Guest favorite

Guesthouse in Ellsworth

4.85 out of 5 average rating, 108 reviews

Large adorable 1 bedroom loft with ocean frontage

JamesRating, 5 stars6 days ago
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!
Guest favorite

Apartment in Tremont

5 out of 5 average rating, 163 reviews

Duck Cove Apartment

JenniferRating, 5 stars2 months ago
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!
Superhost

Home in Tremont

4.83 out of 5 average rating, 182 reviews

Acadia Escape @ Acadia National Park, A/Seafood

Ben And HeidiRating, 5 stars6 days ago
The house is spacious, making it great for a multi family visit.

Popular amenities for Orland vacation rentals

Stay near Orland's top sights

Big Chicken Barn33 locals recommend
Hannaford Supermarket25 locals recommend
Carrier's Mainely Lobster22 locals recommend
Glenn's Place14 locals recommend
Crosby's Drive-In13 locals recommend
Great Pond Mountain Wildlands, Dead River Trailhead12 locals recommend

Other great vacation rentals in Orland

Superhost

Cottage in Ellsworth

4.94 out of 5 average rating, 48 reviews

Lakeview Cottage

TerryRating, 5 stars4 months ago
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.
Guest favorite

Guesthouse in Penobscot

4.98 out of 5 average rating, 47 reviews

The South Bay Cottage "on the rocks"

RichardRating, 5 stars3 months ago
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.
Guest favorite

Apartment in Owls Head

4.93 out of 5 average rating, 90 reviews

Oceanview Escape near Maine Beaches

ShirleyRating, 5 stars3 months ago
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.
Guest favorite

Home in Otis

4.95 out of 5 average rating, 43 reviews

Lakeside Landing

NupurRating, 5 stars3 months ago
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.
Guest favorite

Home in Trenton

5 out of 5 average rating, 15 reviews

Lovely waterfront in Trenton.

MichaelRating, 5 stars4 months ago
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.
Guest favorite

Cottage in Trenton

4.96 out of 5 average rating, 67 reviews

Acadia Beach shipwreck cottage Bar Harbor

KyleRating, 5 stars3 months ago
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!
Guest favorite

Home in Ellsworth

4.99 out of 5 average rating, 125 reviews

Green's Landing on Branch Lake

RobertRating, 5 stars3 months ago
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.
Guest favorite

Home in Orland

5 out of 5 average rating, 16 reviews

Great View Tree Farm

AmanRating, 5 stars3 months ago
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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Orland