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- Adventure Hotels (3)
- Beach Hotels (1)
- Family Hotels (5)
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- Historic Hotels (1)
- Hotel Wedding Venues (1)
- Hotel with a Concierge (1)
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- Hotels with Free Parking (3)
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- Luxury Hotels (1)
- Pet-friendly Hotels (2)
- Resorts & Hotels with Spas (1)
- Romantic Hotels (2)
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- Ski Hotels (3)
More Accommodation Types in Oakland
- Vacation Homes in Maryland (4,584)
- Condo Rentals in Maryland (4,218)
- Apartments in Maryland (1,012)
- Cottages in Maryland (327)
- Cabin Rentals in Maryland (326)
- Motels in Maryland (89)
- Aparthotels in Maryland (66)
- B&B in Maryland (63)
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Hotels near popular Oakland Attractions
- Hotels near Deep Creek Lake
- Hotels near Swallow Falls State Park
- Hotels near Blackwater Falls State Park
- Hotels near Deep Creek Lake State Park
- Hotels near Ohiopyle State Park
- Hotels near Wisp Resort
- Hotels near Canaan Valley Ski Resort
- Hotels near Coopers Rock State Forest
- Hotels near Blackwater Falls
- Hotels near The Casino at Nemacolin
Oakland Hotels by Star Rating
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- Deep Creek Lake Townhome w/Deck & Water Views
- Lakefront, dog friendly, dock slip, hot tub, and fire pit
- Amazing Central Location! Lakefront! Hot tub/dock!
- Dog-friendly home in a great, central location w/ private hot tub & golf nearby
- New Construction! Modern Lakefront A-Frame with Hot Tub + Fire Pit
- 5BR lakefront retreat with hot tub, sauna, & dock
- Adorable adventure cabin in the woods with full kitchen, firepit, & porch
- Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
- Charming home with furnished deck & lake view - walking distance to shops
- Will O' The Wisp 709H: Lakefront Penthouse Studio Condo with Breathtaking Lake V
- Dog-friendly house on the lake with fireplace, kayak, central AC, & EV charger
- New! Serenity Shores: Lake Area, Hot Tub, Fireplace, Fire Pit, A/C!
- Mountain view retreat with a hot tub, grill, & firepit - shared athletic courts
- Gorgeous cabin on 2.3 acres with private hot tub & game room with pool table
- New: Lakefront Luxury Home with Private Indoor Heated Pool!
- Three Bedroom Cabin, Hot Tub, Wooded Lot, Access to Lake, Family, Pet Friendly.
- Lake view condo with wood fireplace
- The Herrington: Largest Rental In MD, Indoor Pool, Home Theater
- Private cabin with hot tub, outdoor dining, and fireplace
- Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip