Oakland Vacation Rentals

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Vacation Rentals in Oakland

Charming 2BR Townhouse - FIREPLACE - Oakland

Oakland MD

With a stay at this vacation home in Oakland, you'll be a 2-minute drive from Deep Creek Lake and 8 minutes from Deep Creek Lake State Park.

Kitchen

Washer

Lakefront/Dock/Amazing views HotTub

Oakland MD

When you stay at this vacation home in Oakland, you'll be on the waterfront, a 1-minute drive from Deep Creek Lake and 8 minutes from Wisp Resort.

Hot Tub

Kitchen

Modern Deep Creek Lakefront Home, Movie Theater, Hot Tub, 7BR/6BA, Sleeps 16

Oakland MD

With a stay at this vacation home in Oakland, you'll be a 1-minute drive from Deep Creek Lake and 6 minutes from Youghiogheny Wild River Natural Environmental Area.

Hot Tub

Kitchen

Luxury Log Chalet w/ Pool & Fireplace

Oakland MD

When you stay at this vacation home in Oakland, you'll be on the waterfront, a 1-minute drive from Deep Creek Lake and 6 minutes from Deep Creek Lake State Park.

Pool

Hot Tub

Level lakefront, family-friendly, hot tub, low fees, private dock

Oakland MD

With a stay at this vacation home in Oakland (Paradise Point), you'll be a 1-minute drive from Deep Creek Lake and 9 minutes from Deep Creek Lake State Park.

Hot Tub

Kitchen

Cabin in the woods, hot tub, pool table, fire pit, swing set

Oakland MD

When you stay at this vacation home in Oakland, you'll be in the mountains, within a 15-minute drive of Deep Creek Lake and Deep Creek Lake State Park.

Hot Tub

Kitchen

Charming Dog Friendly Cottage w/ Dock & Fire Pit

Mc Henry MD

When you stay at this vacation home in Oakland, you'll be on a lake, a 3-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.

Hot Tub

Kitchen

Lakefront 5BR retreat with hot tub, game room, and boat slip.

Oakland MD

With a stay at this vacation home in Oakland, you'll be on the waterfront, within a 10-minute drive of Deep Creek Lake and Youghiogheny Wild River Natural Environmental Area.

Pool

Hot Tub

Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit

Oakland MD

With a stay at this vacation home in Oakland, you'll be on the waterfront, within a 10-minute drive of Deep Creek Lake and Youghiogheny Wild River Natural Environmental Area.

Pool

Hot Tub

Sisters Treehouse

Oakland MD

When you stay at this vacation home in Oakland, you'll be on a lake, a 3-minute drive from Deep Creek Lake and 7 minutes from Wisp Resort.

Kitchen

Washer

Best Location, lakefront, dockslip, family friendly, safe.

Oakland MD

With a stay at this vacation home in Oakland, you'll be a 1-minute drive from Deep Creek Lake and 9 minutes from Wisp Resort.

Hot Tub

Kitchen

Indoor Pool, Huge Home, Best View of the Lake!

Oakland MD

With a stay at this vacation home in Oakland (Mountainside), you'll be within a 15-minute drive of Deep Creek Lake and Wisp Resort.

Pool

Hot Tub

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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.