Orland Vacation Rentals

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Vacation Rentals in Orland

House (1 Bedroom) | Interior
35 Mi to Acadia: Rustic Retreat in Orland!

Cottage in Orland

2.0 star property
6.0 out of 10, (2)
"Exactly what you think of a cabin in the Maine woods. Close to Bucksport. No wifi. Only got one channel on the rabbit ears for the TV, but many movies available to use on the dvd player. Dark outside at night. Quick response from property manager. Would stay there again. "
United States
Jayson
35 Mi to Acadia: Rustic Retreat in Orland!
Cottage (2 Bedrooms) | Interior
Secluded Orland Cottage w/ Grill, Near State Parks

Cottage in Orland

3.0 star property
Secluded Orland Cottage w/ Grill, Near State Parks
Building design
Stone Park

Aparthotel in Ellsworth

4.0 star property
9.2 out of 10, Wonderful, (188)
"Very clean and quiet, friendly staff. Excellent place to stay"
United States
John
$125 nightly
The price is $136
Dec 10 - Dec 11
Total with taxes and fees
Stone Park
Luxury Apartment, Non Smoking | Private kitchen | Coffee/tea maker
210 Main St

Apartment in Ellsworth

3.0 star property
9.0 out of 10, Wonderful, (10)
"Such a cool place to stay. Love the history of the building yet had modern amenities. Good location."
United States
Eric
$284 nightly
The price is $309
Dec 10 - Dec 11
Total with taxes and fees
210 Main St
Exterior
Point Lookout

Cabin in Lincolnville

3.0 star property
9.8 out of 10, Exceptional, (12)
"The best place to relax! Love everything about it from the incredibly comfy bed, fully useable kitchen, cozy gas woodstove. Can' t wait to return!"
United States
Anne
Point Lookout
Fridge, microwave, stovetop, coffee/tea maker
Charming studio in Bangor Maine on Broadway park.

Apartment in Bangor

9.6 out of 10, Exceptional, (17)
"Gary is great, easy walk or uber to downtown or the Amphitheatre. Very nice comfortable spot. "
Canada
Marcus
$141 nightly
The price is $154
Dec 31 - Jan 1, 2026
Total with taxes and fees
Charming studio in Bangor Maine on Broadway park.
Interior
Historic , cozy 2 bedroom original cabin at the waters edge in Franklin ME

Cabin in Franklin

9.8 out of 10, Exceptional, (25)
"Barb was wonderful to work with and everything was wonderful. We were visiting family on the pond so the location was perfect. We enjoyed the beautiful pond views and being close to several hiking trails. We hope to stay there again!"
United States
Kandice D.
Historic , cozy 2 bedroom original cabin at the waters edge in Franklin ME
3 bedrooms, desk, iron/ironing board, travel crib
Stunning Waterfront, Acadia National Park as your Backyard.

Vacation Home in Somesville

10.0 out of 10, Exceptional, (40)
"Great location. Quiet, but near Acadia and Bar Harbor. Comfortable beds and wonderful water views."
United States
Jacqueline V.
Stunning Waterfront, Acadia National Park as your Backyard.
Exterior
Waterfront cottage with deep water dock, ocean front.

Cottage in Belfast

9.8 out of 10, Exceptional, (107)
"Truly lovely cottage. Jon is a fantastic host. Highly recommend!"
United States
Peter F.
Waterfront cottage with deep water dock, ocean front.
Exterior
Hidden Hemlock - Lakefront, Kayaks, Canoes, Paddle Board, Dogs Welcome

Cottage in Otis

10.0 out of 10, Exceptional, (84)
"Beautiful,Clean . Very Nice!!!"
United States
Ken
Hidden Hemlock - Lakefront, Kayaks, Canoes, Paddle Board, Dogs Welcome
Exterior
Cozy Cabin By The Pond, Sleeps 2

Cabin in Waldo

10.0 out of 10, Exceptional, (197)
"Nice and coat cabin to come back to after long day of beach coming "
United States
Kael G.
$170 nightly
The price is $185
Dec 13 - Dec 14
Total with taxes and fees
Cozy Cabin By The Pond, Sleeps 2
Property grounds
Big Red House - Historic Bangor Home

Vacation Home in Bangor

10.0 out of 10, Exceptional, (121)
"We lived our time at the BRH and can’t wait to come back again!"
United States
Emily S.
Big Red House - Historic Bangor Home
Exterior
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

Vacation Home in Orrington

10.0 out of 10, Exceptional, (11)
"Wonderful trip and great property!"
United States
Miranda G.
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna
Fridge, microwave, oven, stovetop
Oceanfront Chalet with privacy and spectacular views. Romantic or family getaway

Chalet in Hancock

9.4 out of 10, Exceptional, (151)
"Great place, great location"
United States
Dave B.
$743 nightly
The price is $810
Dec 10 - Dec 11
Total with taxes and fees
Oceanfront Chalet with privacy and spectacular views. Romantic or family getaway
On the beach, beach towels
Ocean View Cedar Chalet/ 10 min to Acadia

Vacation Home in Bar Harbor

10.0 out of 10, Exceptional, (100)
"Great location, beautiful views, lovely chalet with everything needed for a great stay! "
United States
Toni L.
Ocean View Cedar Chalet/ 10 min to Acadia
Fridge, microwave, oven, stovetop
Quiet single-level fully furnished house

Vacation Home in Fairmount

10.0 out of 10, Exceptional, (52)
"Great location, Great Host and great Accommodations!"
United States
Tess K.
$151 nightly
The price is $165
Dec 15 - Dec 16
Total with taxes and fees
Quiet single-level fully furnished house
Outdoor spa tub
Gorgeous Waterfront Estate In Historic Bayside

Vacation Home in Northport

10.0 out of 10, Exceptional, (76)
"This was a great place with great owners. Would recommend to anyone"
United States
John S.
Gorgeous Waterfront Estate In Historic Bayside
Property grounds
Oceanfront property with spectacular views of Acadia Park and cruise ships.

Vacation Home in Lamoine

10.0 out of 10, Exceptional, (180)
"We had a great stay. We gathered our family from FL, PA, and IL and this place was perfect. It was clean, interesting and excellent communications. I highly recommend this place!!"
United States
Resa R.
Oceanfront property with spectacular views of Acadia Park and cruise ships.
Terrace/patio
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

Cottage in Otis

10.0 out of 10, Exceptional, (74)
"Wonderful stay!"
United States
Vanessa A.
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Interior
Mark's Waterfront Sea Cottage, beach, family, Acadia

Vacation Home in Hancock

9.8 out of 10, Exceptional, (13)
"Communication before and during the stay was excellent. Loved the house and the location. "
United States
Brent b.
Mark's Waterfront Sea Cottage, beach, family, Acadia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orland Hotel Reviews

Fairfield Inn By Marriott Bangor

Fairfield Inn By Marriott Bangor

10/10 Excellent
"Nice and clean. Very friendly and helpful staff"
Laura 2-night trip
Posted 3 days ago
Fairfield Inn By Marriott Bangor

Find out more about Orland

Everything you need to know about Orland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $136 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orland rentals

At Expedia, we put the best Orland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Orland?

Yes, we have vacation rentals near popular local attractions in Orland, or you can go with a more secluded option if you want a relaxing place to stay. Orland is known for its lake views.

What's the top vacation rental that Orland has to offer?

Ocean View Cedar Chalet/ 10 min to Acadia: Visitors like this Orland vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Orland?

Expedia has 19 vacation rentals for your stay in Orland.

What’s there to see and do in Orland?

Toddy Pond and Penobscot River are a couple of lovely local spots to get outside and enjoy nature. Fort Knox State Park and Penobscot Narrows Bridge and Observatory are a couple of places you'll find in the larger area.

What are vacation rentals like in Orland?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Orland. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.