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Cottages in Oakland

Bear Hollow Lodge
House (5 Bedrooms) | Front of property

Bear Hollow Lodge

4.0 star property
Bear Hollow Lodge
Kare Bear Cabin
House (3 Bedrooms) | Property amenity

Kare Bear Cabin

3.5 star property
10.0 out of 10, Exceptional, (1)
Kare Bear Cabin
Bears Lair
House (4 Bedrooms) | Property amenity

Bears Lair

4.0 star property
10.0 out of 10, Exceptional, (1)
"The property was more than expected and we had a wonderful time. Everything we wanted to do was within driving distance. Wonderful experience!"
Bears Lair
Mountain Freedom
House (4 Bedrooms) | Property amenity

Mountain Freedom

4.0 star property
Mountain Freedom
Butterfly Retreat
House (4 Bedrooms) | Property amenity

Butterfly Retreat

4.0 star property
Butterfly Retreat
A Beautiful View
House (2 Bedrooms) | Front of property

A Beautiful View

4.0 star property
8.0 out of 10, Very Good, (2)
"Cute place with updated furnishings and appliances, right across the street from Deep Creek Lake boat rentals, jet skis, restaurants and Lakeside Creamery. 15 minute drive to Swallow Falls and quick drive to any other activity offered."
A Beautiful View
Whispering Pines
House (5 Bedrooms) | Property amenity

Whispering Pines

3.5 star property
Whispering Pines
Chateau Relaxo
House (4 Bedrooms) | Front of property

Chateau Relaxo

3.5 star property
10.0 out of 10, Exceptional, (1)
Chateau Relaxo
Picture Perfect
House (4 Bedrooms) | Property amenity

Picture Perfect

3.5 star property
10.0 out of 10, Exceptional, (4)
"Close to wisp"
Picture Perfect
Valhalla on Mystic Creek
House (3 Bedrooms) | Property amenity

Valhalla on Mystic Creek

3.5 star property
8.0 out of 10, Very Good, (1)
Valhalla on Mystic Creek
A Winter View
House (4 Bedrooms) | Property amenity

A Winter View

4.0 star property
6.0 out of 10, (2)
"Great place for a weekend getaway!"
A Winter View
Lazy Bear Cove
House (4 Bedrooms) | Property amenity

Lazy Bear Cove

4.0 star property
Lazy Bear Cove
Private Family Home w/ Deck, Porch + Forest Views!
House (3 Bedrooms) | Interior

Private Family Home w/ Deck, Porch + Forest Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
Private Family Home w/ Deck, Porch + Forest Views!
St. Bart's Retreat
House (Multiple Bedrooms) | Property amenity

St. Bart's Retreat

4.0 star property
St. Bart's Retreat
Evergreen
House (2 Bedrooms) | Front of property

Evergreen

3.5 star property
Evergreen
Fir Reel
House (6 Bedrooms) | Property amenity

Fir Reel

3.5 star property
Fir Reel
Boxer Overlook
House (5 Bedrooms) | Front of property

Boxer Overlook

3.5 star property
Boxer Overlook
Some Kind of Wonderful
House (4 Bedrooms) | Property amenity

Some Kind of Wonderful

4.0 star property
Some Kind of Wonderful
Mountain Meadow
House (5 Bedrooms) | Property amenity

Mountain Meadow

3.5 star property
2.0 out of 10, (1)
"The bbq machine was very dirty."
Mountain Meadow
Bee Tree II
House (4 Bedrooms) | Front of property

Bee Tree II

4.0 star property
Bee Tree II
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 Oakland Hotel Reviews

The Garrett Inn

The Garrett Inn

10/10 Excellent
"clean"
Janice 1-night trip
Posted 5 days ago
The Garrett Inn
Baja Motel

Baja Motel

10/10 Excellent
"The restaurant next door was no longer open. We did find a lovely Italian restaurant just a mile or two down the road. Many places within a few minutes drive. "
Leslie 1-night trip
Posted 1 month ago
Baja Motel

Frequently asked questions

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We think a getaway should be a piece of cake, so if you're on the lookout for cottages in Oakland at a competitive price, Expedia has got you covered. Keep costs down and select a thrifty option far away from the hustle and bustle, or splurge on an upscale cottage to pamper your loved ones.
How can I find cheap cottages in Oakland?
With Expedia's handy filter tool, booking cheap cottages in Oakland couldn't be simpler. To find stays that'll make your wallet smile, refine your search results by star rating, amenities and budget.
What is there to do in Oakland near my cottage?
If you're ready to fill up your itinerary in Oakland, make tracks to Swallow Falls State Park. It's a winner among travelers and locals alike.