Oakland Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in Oakland

Dizzy's Den--5 minute walk to lake access-rentals--formerly the "Love Shack"

Dizzy's Den--5 minute walk to lake access-rentals--formerly the "Love Shack"

Oakland MD
With a stay at this chalet in Oakland, you'll be a 2-minute drive from Deep Creek Lake and 6 minutes from Deep Creek Lake State Park.
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

Oakland MD
With a stay at this chalet in Oakland, you'll be a 2-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.
Kitchen
Washer
Bearly Believable By The Lake & WISP hot-tub/pets

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

McHenry MD
With a stay at this chalet in Oakland, you'll be a 2-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.
Hot Tub
Kitchen
Family Friendly Lakeside Chalet - Hot Tub, Game Room, Fireplace, & Private Dock

Family Friendly Lakeside Chalet - Hot Tub, Game Room, Fireplace, & Private Dock

Oakland MD
With a stay at this chalet in Oakland (Mountainside), you'll be a 1-minute drive from Deep Creek Lake and 8 minutes from Wisp Resort.
Hot Tub
Kitchen
Timroc II, FIVE STAR REVIEWS! SHORT WALK TO THE LAKE, HOT TUB! PRIVATE 2 ACRES!

Timroc II, FIVE STAR REVIEWS! SHORT WALK TO THE LAKE, HOT TUB! PRIVATE 2 ACRES!

Oakland MD
With a stay at this chalet in Oakland, you'll be on a lake, within a 10-minute drive of Deep Creek Lake and Youghiogheny Wild River Natural Environmental Area.
Hot Tub
Kitchen
A-Frame Cabin - Minutes from WISP

A-Frame Cabin - Minutes from WISP

Oakland MD
When you stay at this chalet in Oakland, you'll be on a lake, within a 15-minute drive of Deep Creek Lake and Wisp Resort.
Kitchen
Washer
2BR - Forest Cabin - Fire Pit

2BR - Forest Cabin - Fire Pit

Oakland MD
With a stay at this chalet in Oakland, you'll be within a 10-minute drive of Cranesville Swamp Natural Area and Cranesville Swamp Preserve.
Hot Tub
Kitchen
Pool access, Lakeview A-frame + Hot Tub, 120” screen

Pool access, Lakeview A-frame + Hot Tub, 120” screen

Oakland MD
$776 nightly
The price is $823 total per night
$823 total
Sep 21 - Sep 22
Total with taxes and fees
When you stay at this chalet in Oakland, you'll be on a lake, a 2-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.
Hot Tub
Kitchen
Lake Views! HOT TUB! Walk to Lake Rentals, Coffee & Eats. Minutes to Everything!

Lake Views! HOT TUB! Walk to Lake Rentals, Coffee & Eats. Minutes to Everything!

Oakland MD
$423 nightly
The price is $478 total per night
$478 total
Sep 7 - Sep 8
Total with taxes and fees
When you stay at this chalet in Oakland, you'll be next to a golf course, a 3-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.
Hot Tub
Kitchen
Log chalet w/ hot tub & BBQ grill

Log chalet w/ hot tub & BBQ grill

Oakland MD
$663 nightly
The price is $730 total per night
$730 total
Sep 7 - Sep 8
Total with taxes and fees
Located in Oakland, this chalet is within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Oakland
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.

Oakland Chalets essential information

Accommodation
10 Chalets
Lowest Price
$478
Highest Price
$823
Popular accommodation
Dizzy's Den--5 minute walk to lake access-rentals--formerly the "Love Shack", Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp, Bearly Believable By The Lake & WISP hot-tub/pets, Family Friendly Lakeside Chalet - Hot Tub, Game Room, Fireplace, & Private Dock, Timroc II, FIVE STAR REVIEWS! SHORT WALK TO THE LAKE, HOT TUB! PRIVATE 2 ACRES!, A-Frame Cabin - Minutes from WISP, 2BR - Forest Cabin - Fire Pit, Pool access, Lakeview A-frame + Hot Tub, 120” screen, Lake Views! HOT TUB! Walk to Lake Rentals, Coffee & Eats. Minutes to Everything!, Log chalet w/ hot tub & BBQ grill

Top Picks