Oldtown Vacation Homes

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Oldtown

Don't see what you're looking for?
See all available properties in Oldtown
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.

Hotel Options in Oldtown

    Rocky Gap Casino & Resort

    Rocky Gap Casino & Resort

    16701 Lakeview Road NE Cumberland MD
    $136 nightly
    The price is $155 total per night from Nov 25 to Nov 26
    $155 total
    Nov 25 - Nov 26
    Total with taxes and fees
    9/10 Wonderful! (1,723 reviews)
    Ramada by Wyndham Cumberland Downtown

    Ramada by Wyndham Cumberland Downtown

    100 South George Street Cumberland MD
    $71 nightly
    The price is $81 total per night from Nov 10 to Nov 11
    $81 total
    Nov 10 - Nov 11
    Total with taxes and fees
    Dreamtime - Modern A-frame Cabin w/ Hot tub

    Dreamtime - Modern A-frame Cabin w/ Hot tub

    Berkeley Springs WV
    9.8/10 Exceptional! (77 reviews)

Oldtown Vacation Homes

Book vacation homes in Oldtown
Next time you take a group getaway top Oldtown, 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 Oldtown vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Oldtown 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 Oldtown; 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 Oldtown 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 Oldtown is sure to be a winner.

Oldtown Vacation Homes essential information

Accommodation
183 Vacation Homes
Lowest Price
$81
Highest Price
$387
Popular accommodation
Cannon Cliffside River Retreat- FREE WIFI, Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale, 5 -Star Luxury Mountain Getaway - Grandview Lodge - Pool opens around April 15, Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi, Barndominium w/ Barrel Sauna, Mountain Views, King Bed & Fast WiFi, Modern, family-friendly, nature packed getaway, Charming Cottage at the Edge of Town, Modern Cabin w Hot Tub & Indoor Pool/Gym Access!, Newly renovated 1905 house, within walking distance to all downtown attractions!