Oakland Vacation Homes

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Featured Vacation Homes 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 25 to Mar 26
    $115 total
    Mar 25 - Mar 26
    Total with taxes and fees
    9.6/10 Exceptional! (422 reviews)
    Baja Motel

    Baja Motel

    1501 Maryland Hwy Oakland MD
    $121 nightly
    The price is $139 total per night from Mar 25 to Mar 26
    $139 total
    Mar 25 - Mar 26
    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

Oakland Vacation Homes

Book vacation homes in Oakland
Next time you take a group getaway top Oakland, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Oakland vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Oakland vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Oakland; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Oakland rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Oakland is sure to be a winner.

Oakland Vacation Homes essential information

Accommodation
538 Vacation Homes
Lowest Price
$115
Highest Price
$139
Popular accommodation
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,, Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit, Lakefront/Dock/Amazing views HotTub, Sisters Treehouse, Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip, Amazing Central Location! Lakefront! Hot tub/dock!, West Oak: New home, 3 suites, hot tub, boat slip, outdoor fireplace, Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp, Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

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