Oakland Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Oakland hotels

Cottages in Oakland

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Oakland MD

When you stay at this cottage in Oakland, you'll be on a lake, a 1-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.

Pool

Hot Tub

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Oakland MD

With a stay at this cottage in Oakland, you'll be on the waterfront, within a 15-minute drive of Deep Creek Lake and Youghiogheny Wild River Natural Environmental Area.

Kitchen

Washer

Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard

Oakland MD

Located in Oakland, this cottage is in a rural location, a 4-minute drive from Deep Creek Lake and 7 minutes from Funland Go Cart Racetrace.

Kitchen

Washer

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

Oakland MD

With a stay at this cottage in Oakland, you'll be within a 10-minute drive of Deep Creek Lake and Deer Park Town Hall.

Kitchen

Washer

Lucky 12

82 MOUNTAINVIEW CT Oakland MD

With a stay at this cottage in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Wisp Resort.

Hot Tub

Kitchen

Close to everything DCL, fun for the whole family

Oakland MD

With a stay at this cottage in Oakland, you'll be a 1-minute drive from Deep Creek Lake and 6 minutes from Deep Creek Lake State Park.

Kitchen

Washer

Oakland Retreat ~ 13 Mi to Deep Creek Lake!

Oakland MD

With a stay at this cottage in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Deer Park Town Hall.

Kitchen

Pet friendly

Hot Tub, Game Room & Fall Views: Deep Creek Cabin

Oakland MD

Located in Oakland, this cottage is a 1-minute drive from Youghiogheny River and 8 minutes from Cathedral State Park.

Pool

Kitchen

Lil' Cove in Paradise

240 Paradise Acres Road Oakland MD

Located in Oakland, this cottage is within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park.

Kitchen

Dryer

In The Middle

426 Pergin Farm Road Oakland MD

With a stay at this cottage in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park.

Kitchen

Dryer

Lazy Bear Cabin

4186 Mayhew Inn Road Oakland MD

With a stay at this cottage in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park.

Kitchen

Dryer

Gulfway Hideaway

308 Winding Trail Ln Oakland MD

With a stay at this cottage in Oakland, you'll be a 2-minute drive from Deep Creek Lake and 8 minutes from Deep Creek Lake State Park.

Kitchen

Dryer

Don't see what you're looking for?

See all available properties in Oakland

View all properties

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.