Compare Cumberland Chalets

Start date: Check-in selected.
To Date
End date: Check-out

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 Cumberland Chalets

Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK

Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK

Guests staying at this chalet enjoy a water park, a hot tub, and laundry facilities. This smoke-free chalet also has barbecue grills.
Hot Tub
Kitchen
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp

Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp

Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Private cabin with two full beds. ADA accessible.

Private cabin with two full beds. ADA accessible.

Free Cancellation
$157 nightly
The price is $158 total per night
$158 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of this chalet enjoy features like free WiFi in public areas.
Free WiFi
Air conditioning
Luxury cabin with mountain views

Luxury cabin with mountain views

Free Cancellation
$259 nightly
The price is $261 total per night
$261 total
Nov 3 - Nov 4
Total with taxes and fees
At this chalet, guests have access to features like laundry facilities.
Kitchen
Washer
✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!

✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!

At this chalet, guests have access to a hot tub, an arcade/game room, and laundry facilities. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. This smoke-free chalet also has barbecue grills.
Hot Tub
Kitchen
Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

Guests of this chalet enjoy a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly chalet include barbecue grills and a garden.
Hot Tub
Kitchen
Bearly Believable By The Lake & WISP hot-tub/pets

Bearly Believable By The Lake & WISP hot-tub/pets

Guests of this chalet enjoy features like a gym, a hot tub, and an arcade/game room. Additional amenities include laundry facilities and barbecue grills.
Hot Tub
Kitchen
1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child

1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child

$157 nightly
The price is $158 total per night
$158 total
Nov 2 - Nov 3
Total with taxes and fees
This chalet is a smoke-free chalet.
Air conditioning
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

$316 nightly
The price is $357 total per night
$357 total
Nov 17 - Nov 18
Total with taxes and fees
At this chalet, guests have access to a hot tub, an arcade/game room, and laundry facilities. This family-friendly chalet also has barbecue grills.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Cumberland
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.

Cumberland Ski Accommodation

Hotel Options in Cumberland

    Rocky Gap Casino & Resort

    Rocky Gap Casino & Resort

    16701 Lakeview Road NE, Cumberland, MD
    $150 nightly
    The price is $171 total per night from Nov 4 to Nov 5
    $171 total
    Nov 4 - Nov 5
    Total with taxes and fees
    8.8/10 Excellent! (1,347 reviews)
    Best Western Braddock Inn

    Best Western Braddock Inn

    1268 National Hwy, Cumberland, MD
    $81 nightly
    The price is $92 total per night from Nov 2 to Nov 3
    $92 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.8/10 Good! (1,006 reviews)
    Ramada by Wyndham Cumberland Downtown

    Ramada by Wyndham Cumberland Downtown

    100 South George Street, Cumberland, MD
    $77 nightly
    The price is $88 total per night from Nov 2 to Nov 3
    $88 total
    Nov 2 - Nov 3
    Total with taxes and fees
    6.8/10 (1,018 reviews)

Chalets

Book the best chalets in Cumberland
Take a break from reality and kick back in a Cumberland chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Cumberland. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Cumberland has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Cumberland chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.

Cumberland Chalets essential information

Accommodation
33 Chalets
Lowest Price
$88
Highest Price
$357
Popular accommodation
Lake-view home with hot tub, dock, decks, firepit, & AC - near slopes, dogs OK, Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp, Private cabin with two full beds. ADA accessible., Luxury cabin with mountain views, ✔ Lakefront paradise & lake toys included! Hot Tub~Dock~Game room & Fire-pit!, Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!, Bearly Believable By The Lake & WISP hot-tub/pets, 1/2 double cabin with king bed and single child sized pull-out sleep sofa (sleeps 2 adults & 1 child, Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Explore More Ways to Travel with Travelocity