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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.

Guest favorite

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

Guest favorite

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

Guest favorite

Home in Bar Harbor

4.82 out of 5 average rating, 22 reviews

Historic 1850 Downtown Retreat [Driftwood Cottage

This Dutch Colonial is THE OLDEST Small Building in Bar Harbor, built in 1850. Originally residing on Cottage Street until it was saved and moved in 2003 when condos were being built on Cottage Street. The entire 2nd Floor is a spacious master bedroom with a large attached bathroom, large walk-in closet, and an indoor and outdoor patio space. The home has 2 living rooms and still boasts many historic aspects to it. The PERFECT Location in the Heart of Downtown, and the ability to walk anywhere!

Guest favorite

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.

Guest favorite

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.

Superhost

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).

Guest favorite

Guesthouse in Belfast

4.98 out of 5 average rating, 51 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

Guest favorite

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.

Guest favorite

Guesthouse in Islesboro

4.95 out of 5 average rating, 22 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.

Guest favorite

Guesthouse in Ellsworth

4.85 out of 5 average rating, 108 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.

Guest favorite

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;

Superhost

Home in Tremont

4.83 out of 5 average rating, 182 reviews

Acadia Escape @ Acadia National Park, A/Seafood

This property is perfect for family and abuts Acadia National Park line in Bass Harbor. It is close to all local attraction including Acadia Nat'l Park, Bar Harbor and Trails. Just minutes from the harbor and Acadia Nat'l Park Trail ( Wonderland Trail), This 5BD/3 bath home is located on the quiet side of Mount Desert Island. Property is very private, spacious and a well landscaped both front and back and is at the dead end of the road.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Orland vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

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

Guest favorite

Guesthouse in Penobscot

4.98 out of 5 average rating, 47 reviews

The South Bay Cottage "on the rocks"

Guest favorite

Apartment in Owls Head

4.93 out of 5 average rating, 90 reviews

Oceanview Escape near Maine Beaches

Guest favorite

Home in Otis

4.95 out of 5 average rating, 43 reviews

Lakeside Landing

Guest favorite

Home in Trenton

5 out of 5 average rating, 15 reviews

Lovely waterfront in Trenton.

Guest favorite

Cottage in Trenton

4.96 out of 5 average rating, 67 reviews

Acadia Beach shipwreck cottage Bar Harbor

Guest favorite

Home in Ellsworth

4.99 out of 5 average rating, 125 reviews

Green's Landing on Branch Lake

Guest favorite

Home in Orland

5 out of 5 average rating, 16 reviews

Great View Tree Farm

Show all

Quick stats about vacation rentals in Orland

  • Total rentals

    110 properties

  • Nightly prices starting at

    G$4,171 GYD 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