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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.

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Home in Mount Desert

5 out of 5 average rating, 8 reviews

Pretty Marsh Hide Away - nearby SW BH NE Harbor

This newly build, impeccable home is equip to be the perfect vacation home for all travelers. Nestled in woods in the town of Mount Desert, the Hide Away is only minutes from local swimming holes, canoe/kayak rentals, a boat launching, hiking, biking and site seeing. The home is less than 20 minutes from the town of Bar Harbor, which is known as the Gateway to Acadia National Park where nature activities and Maine beaches are endless. Pretty Marsh Hide away can be found with a 5.0 review on VRBO

Home in Bar Harbor

4.92 out of 5 average rating, 71 reviews

Downtown Bar Harbor Cadillac Views

This beautiful, recently renovated historic house has everything you need and more! It is located on MDI, right in the hub of downtown Bar Harbor, but on a quiet neighborhood street. It is 1.5 miles away from Acadia National Park entrance, steps away from Shore Path and has incredible 2nd story deck views of Cadillac Mountain. 6 bedrooms, 3 bathrooms, nice large kitchen, living & dining room with 2 beautiful porches and a nice sized fenced back yard as well! This house has room for 12 guests

Cottage in Southwest Harbor

4.93 out of 5 average rating, 29 reviews

The Weir on the Harbor

Enjoy your beach front vacation in a newly renovated small, cozy cottage over looking a working harbor. This unique property is a short walk to many shops and restaurants. Have fun looking for sea glass and other treasures from the ocean on our semi private beach. The first floor has a modern kitchen, a living room with sleeper sofa, and full bath. Enjoy your meals on the front deck while listening to the seagulls. The second floor is a loft bedroom with small balcony overlooking the harbor.

Home in Bar Harbor

5 out of 5 average rating, 37 reviews

Home away from home, Updated 3 bedroom 2 bath

Immaculate newly appointed, 3 bedroom, 2 bath home comfortably accommodates 6. Air-conditioned bedroom with queen-size sleigh bed, new mattress and bedroom furniture and antiques. Remodeled bath with granite countertop and vessel sink. Dining room seats 6. The kitchen has everything needed to prepare meals. Large dedicated office. .Living area with flat-screen TV, gas fireplace, new leather seating. Upstairs air-conditioned master suite and guest bedroom with newly renovated bathroom.

Cottage in Gouldsboro

5 out of 5 average rating, 79 reviews

Stunning Beachfront Holiday w/ Stargazing Platform

Placed Below A Winding Driveway At The Tip Of Compass Point, Our Cottage Rests On The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance. Compass Point Offers Exceptional Accommodations Minutes Away From The Picturesque Coastal Fishing Villages of Corea and Winter Harbor Where You'll Find Lobster Boat Tours, Kayak/Bicycle Rentals, Restaurants, Hiking Acadia National Park and the Seasonal Ferry To Bar Harbor!

Apartment in Bar Harbor

4.74 out of 5 average rating, 62 reviews

Free Breakfast_Downtown Stunning 1BR Apartment D

This is a new listing, changed to vacation rental with brand new furniture and amenities from 2022. Free Breakfast at a restaurant located at the property. Just few min walk from shore path and 4 min drive to Acadia National Park. Walking distance popular restaurants in town (2Cats, Royal Indian, Everyday Joe's, Havana, Choco-Latte, McKay's Public House, Bar Harbor Lobster Co., Salt & Steel, Cafe This Way, Pat' Pizza, Rias 2nd Act, Peekytoe Provisions, Bar Harbor Cheesecake Company).

Guesthouse in Belfast

4.98 out of 5 average rating, 49 reviews

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Apartment in Southwest Harbor

4.91 out of 5 average rating, 149 reviews

On the water. Walk to Southwest Harbor

If you want to be near the action of an active and interesting harbor, this is the place for you. You will have a front row seat to spectacular morning sunrises over the harbor, the comings and goings of the fishermen and the many boats docked at the marina and anchored in the harbor. This spacious four bedroom two and a half bath home is located at the Great Harbor Marina just half a mile from downtown Southwest Harbor. Walk to restaurants, art galleries, specialty shops and more.

Guesthouse in Islesboro

4.95 out of 5 average rating, 21 reviews

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

Guesthouse in Ellsworth

4.89 out of 5 average rating, 104 reviews

Large adorable 1 bedroom loft with ocean frontage

What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.

Apartment in Tremont

5 out of 5 average rating, 163 reviews

Duck Cove Apartment

Enjoy salty sea air when you stay at this vacation rental apartment in Bernard, Maine! Bring along your own kayaks to take advantage of the waterfront property. Just a few miles from Acadia National Park and a 20-minute drive to Bar Harbor , the space allows you and your favorite travel companions to explore the beautiful surroundings with ease! It doesn't get any better than beautiful ocean views, direct water access, and the best lobster in the country;

Apartment in Southwest Harbor

4.86 out of 5 average rating, 43 reviews

2) Vacation rental - Close to Acadia National Park

Beautiful summer rental - CLOSE TO ACADIA NATIONAL PARK & BAR HARBOR! GREAT LOCATION!! DON'T LEAVE IT TO LATE, GET YOUR PREFERRED DATES BEFORE SOMEONE ELSE DOES. Located in Southwest Harbor known as the quiet side of Mount Desert Island, minutes from downtown shops and restaurants. The property is set back off Main Street and next to the golf course! ,

Vacation rentals for every style

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Stylish accommodations and amenities

Popular amenities for Orland vacation rentals

Laptop-friendly workspace

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

Cottage in Ellsworth

4.94 out of 5 average rating, 48 reviews

Lakeview Cottage

Guesthouse in Penobscot

4.98 out of 5 average rating, 47 reviews

The South Bay Cottage "on the rocks"

Home in Ellsworth

4.72 out of 5 average rating, 107 reviews

Bayside Gem@Acadia National Park

Apartment in Owls Head

4.93 out of 5 average rating, 90 reviews

Oceanview Escape near Maine Beaches

Home in Otis

4.95 out of 5 average rating, 43 reviews

Lakeside Landing

Home in Trenton

5 out of 5 average rating, 15 reviews

Lovely waterfront in Trenton.

Cottage in Trenton

4.96 out of 5 average rating, 67 reviews

Acadia Beach shipwreck cottage Bar Harbor

Home in Ellsworth

4.99 out of 5 average rating, 125 reviews

Green's Landing on Branch Lake

Quick stats about vacation rentals in Orland

Total rentals
110 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
4K 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 Cabin Rentals in Orland?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 20 homes with wireless internet, over 10 homes with a bbq area, over 10 homes with air conditioning, 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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