Photo by KM Moore

Search Cottages in Oakland

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Compare 14 Cottages in Oakland with updated reviews, rates, and availability.

Close to everything DCL, fun for the whole family
10.0 out of 10, Exceptional, (20)
"Great location! Had everything they advertised. We had a great time!"
Close to everything DCL, fun for the whole family
Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard
9.0 out of 10, Wonderful, (41)
"Pros: Good location, quiet neighborhood with lots of deer, nice supply of start-up toiletries. Partial A/C was enough to keep house cool during heatwave. Comfortable master bed with its own A/C vent. Cons: Need a 4-wheel drive to navigate some steeple crush & run roads. House has small water tank, and owner wants renters to wait 30 minutes between shower use. Kitchen is very bare bones - bring your own cleaning supplies, foil, very few pans. Some safety concerns if need to take your pet outside...
Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard
Lucky 12
3.5 star property
Lucky 12
Oakland Retreat ~ 13 Mi to Deep Creek Lake!
3.0 star property
Oakland Retreat ~ 13 Mi to Deep Creek Lake!
Deep Breath
3.5 star property
Deep Breath
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
10.0 out of 10, Exceptional, (8)
"The tiny house was great! Jeff was an outstanding host and the house and property were amazing I loved the hot tub, fire pit and all of the summer lake supplies (even though it was too cold to use). We will definitely be back in the summer! "
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Serendipity
3.5 star property
Serendipity
Fox Den
3.5 star property
Fox Den
Private Family Home w/ Deck, Porch + Forest Views!
3.0 star property
Private Family Home w/ Deck, Porch + Forest Views!
Hot Tub & Dogs Welcome: Secluded Oakland Gem
3.0 star property
Hot Tub & Dogs Welcome: Secluded Oakland Gem
Schmidt Lodge
3.5 star property
Schmidt Lodge
Convenient Cabin 3BR 1.5 BA, King Bed, Grill, more
Convenient Cabin 3BR 1.5 BA, King Bed, Grill, more
Lakefront Maryland Home - Deck, Grill & Pool Table
3.0 star property
Lakefront Maryland Home - Deck, Grill & Pool Table
Charming 2-bedroom cottage 2 minutes from Deep Creek Lake
2.0 star property
Charming 2-bedroom cottage 2 minutes from Deep Creek Lake
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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Other property types in Oakland

Beautiful Lake View w/Hot tub, Fireplace,& firepit
10.0 out of 10, Exceptional, (13)
"The hours is just as nice in person as it is in the pictures. Quiet neighborhood. Lots of space. The only thing i would change is having a sectional on the main floor! The fire pit was a great place to gather in the evening FirrFirgreaplace to gather in "
Beautiful Lake View w/Hot tub, Fireplace,& firepit
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
10.0 out of 10, Exceptional, (275)
"Excellent "
The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
10.0 out of 10, Exceptional, (13)
"We rented the Gathering Place for a long weekend during a beautiful Fall weekend. The location was great, close to the water and only about 15 minutes to Swallow Falls. The house was very welcoming and cozy, but larger than what it appears online. The bed was comfortable and the hot tub and fireplace were so nice to come home to! Communication was great with the host and they were very helpful and quick with their responses. If you're looking for a Deep Creek home to rent, this is the place! "
Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
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.

Frequently asked questions

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