Orland Vacation Rentals

Compare 6 vacation rentals.
USA > Maine > Orland

Make Orland your next getaway

Where is Orland, ME?

Explore Orland house rentals, cottages, and more


House rentals

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Popular amenities for Orland vacation rentals

Dog-friendly Internet Lake view
Sunset Point Cottage
2 Bedroom | 2 Bath | Sleeps 6

Sunset Point Cottage - Orland, ME

$249 avg / night
Heart Pond Hideaway
3 Bedroom | 2 Bath | Sleeps 6

Heart Pond Hideaway - Orland, ME

$378 avg / night
Lakeside Cottages on Toddy Pond
4 Bedroom | 4 Bath | Sleeps 10

Lakeside Cottages on Toddy Pond - Orland, ME

$466 avg / night
Retreat at Long Point
5 Bedroom | 2.5 Bath | Sleeps 8

Retreat at Long Point - Orland, ME

$485 avg / night
Lake Time Cottage
1 Bedroom | 1 Bath | Sleeps 2

Lake Time Cottage - Orland, ME

$169 avg / night

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Recent Orland guest reviews

It was absolutely beautiful view and property! The house had everything we needed. Perfect fall weekend out here. The road the house was on was a little rough but it wasn’t terrible! Highly recommend! 10/10 will return.
RHIANNA B. | Oct 2023
Plenty of space, clean well-appointed & charming. Gorgeous Maine scenery with a location that can't be beat. Loved our stay!
Devan B. | Oct 2023
The cabin is perfectly apppointed, well furnished and comfortable. There were only 3 of us to share the space and so everyone had more than enough room. We were able to prepare meals without issue, since the kitchen was well supplied with pots, pans, etc. We did a couple loads of laundry and had no problems using the washer/dryer units. This place is a gem. If we ever go back to Maine again, I hope it's available for us!
Ann V. | Oct 2023
Orland vacation rental FAQ

Yes, 11 of our Orland homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 36 of our Orland vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Orland vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Orland team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Orland, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

You may have never heard of Orland—and that’s what makes it so ideal for a getaway. With only 2,000 residents, this small town rests on the banks of the Narramissic River in a constellation of quaint towns and villages. 123 miles northeast of Portland and 37 from Bar Harbor, day trips are an option for more activity. But if it’s seclusion and nature’s tranquility that you seek, a stay in one of our Orland vacation rentals is just what you need.

Things to do in Orland, ME

This rural area is full of gently sloping, tree-covered hills, as well as lakes, rivers, and farmland. In the fall, visitors flock to see its vibrant foliage and breathe in the autumnal snap in the air. Eclectic farmhouses dotting the landscape take guests back to a simpler time. For a closer look at the town's history, the Orland Historical Society offers walking tours of various homes, churches, and other local landmarks. While the town itself is picturesque, perhaps one of the best things about Orland is its proximity to nature.

The 4,500 acre Great Pond Mountain Wildlands that hem the town are less than a 15-minute drive away. This area comprises several small mountain peaks for easy hikes. Great Pond Mountain offers easy trails through beautiful wildflowers in the late spring and summer. Good news for your furry friends—dogs are allowed on this trail, so long as they’re kept on a leash. Letterboxing is another fun aspect of the Wildlands and is similar to Geocaching. Small, weatherproof boxes are hidden and participants find clues in catalogues, various websites, or by word of mouth. If you find one of these gems along your trek, be sure to sign the notebook inside.

If you’re looking to experience some traditional Maine culture, our Orland vacation rentals are 15 miles from Dyce Head Lighthouse. This historic landmark sits on privately owned property, but the owners are kind enough to allow visitors to tour parts of the area, including a set of wooden steps leading to the water. Guests can also discover relics from ancient history, a blacksmithing workshop, and more at the Wilson Museum.

Mt Desert Island is about an hour’s drive from Orland. Here you can experience the colorful buildings, whale watching, and local seafood of Bar Harbor. Be sure to stop at Rose Eden Lobster—voted one of the best seafood restaurants in Bar Harbor—for a delicious meal in a casual setting. Or spend an afternoon exploring the 47,000 acres of Acadia National Park, home to the highest point on the eastern coast: Cadillac Mountain. View unbeatable panoramas by following an easy, paved path to its 1,530-foot summit.

Whether you’re gorging on the local seafood or climbing mountains—or both—this area of Maine is a truly special place. Our picturesque Orland vacation rentals offer the perfect way to experience it.