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Featured Vacation Homes in Cumberland

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Exquisite 5 Bedroom Luxury Log Home With Private Indoor Swimming Pool!

Exquisite 5 Bedroom Luxury Log Home With Private Indoor Swimming Pool!

Swanton, MD
This vacation home features an indoor pool and a spa tub. Barbecue grills are provided for your convenience.
 
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Lakefront Home W/private Indoor Pool, Private Dock, & Hot Tub!

Lakefront Home W/private Indoor Pool, Private Dock, & Hot Tub!

Oakland, MD
This vacation home features an indoor pool and a spa tub. Concierge services and barbecue grills are also provided.
 
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Largest Rental Estate in MD! Private Indoor Pool, Home Theater, & 3 Hot Tubs!

Largest Rental Estate in MD! Private Indoor Pool, Home Theater, & 3 Hot Tubs!

Oakland, MD
This vacation home features an indoor pool and a spa tub. Families will appreciate the arcade/game room and barbecue grills. Concierge services are provided for your convenience.
 
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Paradise at Penn Cove 3 Bedroom House

Paradise at Penn Cove 3 Bedroom House

3.0 out of 5.0 364 Penn Cove, Oakland, MD
This vacation home features barbecue grills. Take advantage of the free self parking.
 
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All Master Suites Lakefront Home W/private Dock & Hot Tub!

All Master Suites Lakefront Home W/private Dock & Hot Tub!

Swanton, MD
A spa tub is featured at this vacation home, along with concierge services and barbecue grills.
 
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Mountain Splendor 4 Bedroom House

Mountain Splendor 4 Bedroom House

3.5 out of 5.0 200 Misty Meadow Drive, Swanton, MD
A spa tub is available at this vacation home. Take advantage of the free self parking.
 
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Wooded Lake Area Cabin W/hot Tub, Wood Fireplace, & Shuffleboard!

Wooded Lake Area Cabin W/hot Tub, Wood Fireplace, & Shuffleboard!

Oakland, MD
A spa tub is featured at this vacation home, along with concierge services and barbecue grills.
 
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Lakefront Home W/dock Slip, Hot Tub, & Fire Pit!

Lakefront Home W/dock Slip, Hot Tub, & Fire Pit!

McHenry, MD
A spa tub is featured at this vacation home, along with concierge services and barbecue grills.
 
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Golf Area Home W/hot Tub, Corn Hole, Pool Table, & Gas Fireplace!

Golf Area Home W/hot Tub, Corn Hole, Pool Table, & Gas Fireplace!

McHenry, MD
A spa tub is featured at this vacation home, along with concierge services and barbecue grills.
 
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Celebration at Deep Creek 8 Bedroom House

Celebration at Deep Creek 8 Bedroom House

4.0 out of 5.0 179 Glendale Rd., Oakland, MD
This vacation home features an indoor pool and a spa tub. Free self parking and barbecue grills are also offered on site.
 
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Midnight Dip 6 Bedroom House

Midnight Dip 6 Bedroom House

4.0 out of 5.0 244 Moonrise Drive, Swanton, MD
This vacation home features an outdoor pool and a spa tub. Free self parking and barbecue grills are also offered on site.
 
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DOG Welcome! Sandy Beach Lakefront W/private Dock, Hot Tub, & Fire Pit!

DOG Welcome! Sandy Beach Lakefront W/private Dock, Hot Tub, & Fire Pit!

Oakland, MD
A spa tub is featured at this vacation home, along with concierge services and barbecue grills.
 
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Find the Best Vacation Homes in Cumberland

Why book a vacation home in Cumberland?

Vacation homes in Cumberland make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Cumberland?

Private Cumberland rental homes range between $48 - $105 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Cumberland vacation home rentals. You might look for Cumberland rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Cumberland offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Cumberland?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Cumberland. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Cumberland hotels and vacation homes that best suit your stay. We also have deals for flights, and Cumberland car rentals. You’ll save even more when you bundle your items into a Cumberland vacation package!

How many vacation homes are available to book in Cumberland?

There are 1295 rental homes in Cumberland. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Cumberland?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.


Top trending hotels in Cumberland

See all 1,681 Properties in Cumberland
$105
Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

3.0 out of 5.0 16701 Lakeview Road NE, Flintstone, MD
Situated near the beach, this spa hotel is steps from Rocky Gap Casino and Golf Course and Rocky Gap State Park. Rocky Gap Golf Resort is 0.5 mi (0.8 km) away.
 
$84
Hampton Inn Cumberland

Hampton Inn Cumberland

2.5 out of 5.0 109 Welton Dr, Cumberland, MD
Situated near the airport, this hotel is within 1 mi (2 km) of Downtown Cumberland Historic District, Windsor Hall, and Allegany Museum. Western Maryland Railroad Station and Emmanuel Episcopal Church are also within 2 mi (3 km). Cumberland Station is 20 minutes by foot.
 
$48
Super 8 by Wyndham La Vale/Cumberland Area

Super 8 by Wyndham La Vale/Cumberland Area

2.0 out of 5.0 1301 National Hwy, LaVale, MD
Situated in LaVale, this hotel is within 1 mi (2 km) of La Vale Tollgate House and Country Club Mall. LaVale Library is 1.9 mi (3.1 km) away.
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.