Compare Oakland Cottage Rentals

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Featured Cottages in Oakland

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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a water dispenser. This smoke-free cottage also has a garden.

Close to everything DCL, fun for the whole family

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

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

This cottage features a hot tub and a garden. This smoke-free cottage also has barbecue grills.

Guests staying at this cottage enjoy free WiFi in public areas, a hot tub, and barbecue grills. If you decide to drive, there's free parking.

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

This cottage features free WiFi in public areas and barbecue grills. Free parking is included with your stay.

Oakland Retreat ~ 13 Mi to Deep Creek Lake!

Guests of this cottage have access to free WiFi in public areas. If you decide to drive, there's free parking.

Guests staying at this cottage enjoy a marina, free WiFi in public areas, and a library. You can put free parking to good use if you drive.

Guests of this cottage have access to free WiFi in public areas. Free parking is included with your stay.

Lil' Cove in Paradise by Taylor Made Deep Creek

Guests of this cottage enjoy features like free WiFi in public areas. Free parking is available if you drive.

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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.

Hotel Options in Oakland

The Garrett Inn

17848 Garrett Highway Oakland MD

$124 nightly

$142 total

Jun 14 - Jun 15

Total with taxes and fees

9.6/10 Exceptional! (440 reviews)

Baja Motel

1501 Maryland Hwy Oakland MD

$104 nightly

$119 total

Jul 9 - Jul 10

Total with taxes and fees

9/10 Wonderful! (98 reviews)

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Oakland MD

9.4/10 Exceptional! (18 reviews)

Cottages

Book a cottage in Oakland
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Oakland. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Oakland better.

Cottage apartments in Oakland range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Oakland
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Oakland and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Oakland cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Oakland. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Oakland Cottages essential information

Accommodation	27 Cottages
Lowest Price	$119
Highest Price	$142
Popular accommodation	Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit, Close to everything DCL, fun for the whole family, The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek, Lucky 12 by Taylor Made Deep Creek, Private Family Home w/ Deck, Porch + Forest Views!, Oakland Retreat ~ 13 Mi to Deep Creek Lake!, Bear on the Lake, In The Middle by Taylor Made Deep Creek, Lil' Cove in Paradise by Taylor Made Deep Creek