Compare Oakland Cottage Rentals

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Featured Cottages in Oakland

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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

    The Garrett Inn

    17848 Garrett Highway Oakland MD
    $101 nightly
    The price is $115 total per night from Mar 20 to Mar 21
    $115 total
    Mar 20 - Mar 21
    Total with taxes and fees
    9.6/10 Exceptional! (421 reviews)
    Baja Motel

    Baja Motel

    1501 Maryland Hwy Oakland MD
    $121 nightly
    The price is $139 total per night from Mar 20 to Mar 21
    $139 total
    Mar 20 - Mar 21
    Total with taxes and fees
    8.8/10 Excellent! (90 reviews)
    Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

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

    Oakland MD

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
32 Cottages
Lowest Price
$115
Highest Price
$139
Popular accommodation
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek, Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit, Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard, Close to everything DCL, fun for the whole family, Private Family Home w/ Deck, Porch + Forest Views!, Lucky 12 by Taylor Made Deep Creek, Bear on the Lake, Oakland Retreat ~ 13 Mi to Deep Creek Lake!, In The Middle by Taylor Made Deep Creek