Oakland Cabin Rentals
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Cabin Rentals in Oakland

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Oakland MD
$637 nightly
The price is $720 total per night
$720 total
Dec 11 - Dec 12
Total with taxes and fees
With a stay at this cabin in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Wisp Resort.
Hot Tub
Kitchen

That Special Place
Oakland MD
$452 nightly
The price is $479 total per night
$479 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
When you stay at this cabin in Oakland, you'll be on a lake, within a 15-minute drive of Deep Creek Lake and Wisp Resort.

Cabin in the Woods
Oakland MD
Located in Oakland, this cabin is a 4-minute drive from Youghiogheny Wild River Natural Environmental Area and 5 minutes from Youghiogheny River.
Hot Tub
Kitchen

Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Oakland MD
Located in Oakland, this cabin is within a 15-minute drive of Deep Creek Lake and Wisp Resort.

Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!
Oakland MD
With a stay at this cabin in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Wisp Resort.

Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek
Oakland MD
When you stay at this cabin in Oakland, you'll be on a lake, a 2-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.

Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
Oakland MD
When you stay at this cabin in Oakland, you'll be within a 10-minute drive of Cranesville Swamp Natural Area and Cranesville Swamp Preserve.
Hot Tub
Kitchen

Rustic Luxury w/ Pool Table, Dock & Views
Oakland MD
With a stay at this cabin in Oakland, you'll be on the waterfront, within a 15-minute drive of Deep Creek Lake and Mount Nebo Wildlife Management Area.

3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer
Oakland MD
With a stay at this cabin in Oakland, you'll be on a lake, within a 10-minute drive of Deep Creek Lake and Youghiogheny Wild River Natural Environmental Area.

The winter is coming !!!
Oakland MD
$384 nightly
The price is $407 total per night
$407 total
Dec 15 - Dec 16
Total with taxes and fees
With a stay at this cabin in Oakland, you'll be within a 15-minute drive of Deep Creek Lake and Wisp Resort.
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 Cabin Rentals essential information
Accommodation | 127 Cabin Rentals |
|---|---|
Lowest Price | $407 |
Highest Price | $720 |
Popular accommodation | New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!, That Special Place, Cabin in the Woods, Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!, Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!, Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek, Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck, Rustic Luxury w/ Pool Table, Dock & Views, 3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer, The winter is coming !!!, Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit, Luxury Private Ski Cabin on 6 acres-6BR, Hot Tub, Massage Chair, Deep Creek Lake |
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