Photo by KM Moore
Find Hotels with a Pool in Oakland, MD
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Oakland Hotels with a Pool
Tonight
Tomorrow
This weekend
Next weekend
Compare Oakland Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.
Find out more about Oakland
Find out more about Oakland
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Find More Hotels near Oakland
More Hotel Options in Oakland
- Adventure Hotels in Oakland
- Beach Hotels in Oakland
- Business Hotels in Oakland
- Family Hotels in Oakland
- Golf Hotels in Oakland
- Historic Hotels in Oakland
- Hotel Wedding Venues in Oakland
- Hotel with a Concierge in Oakland
- Hotels with Bars in Oakland
- Hotels with Free Parking in Oakland
- Hotels with Hot Tubs in Oakland
- Hotels with WiFi in Oakland
- Luxury Hotels in Oakland
- Pet-friendly Hotels in Oakland
- Resorts & Hotels with Spas in Oakland
- Romantic Hotels in Oakland
- Shopping Hotels in Oakland
- Ski Hotels in Oakland
More Accommodation Types in Oakland
- Vacation Homes in Maryland
- Condo Rentals in Maryland
- Apartments in Maryland
- Cottages in Maryland
- Cabin Rentals in Maryland
- Motels in Maryland
- Aparthotels in Maryland
- B&B in Maryland
- Guest Houses in Maryland
- Farmstay in Maryland
- Chalets in Maryland
- Villas in Maryland
- Resorts in Maryland
- Houseboats in Maryland
- RV Parks in Maryland
- Inns in Maryland
- Lodges in Maryland
- Hostels in Maryland
- Castles in Maryland
- Condo Resorts in Maryland
- Holiday Park Resorts in Maryland
Hotels near popular Oakland Attractions
Oakland Hotels by Star Rating
Explore more hotels
- Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
- Lakefront, dog friendly, dock slip, hot tub, and fire pit
- Hot tub, fire pit, lakefront, dock, pet friendly and more!
- New! Serenity Shores: Lake Area, Dogs OK, Hot Tub, Fireplace, Fire Pit, A/C!
- The Love Shack-- The BEST Couples and Small Family Retreat at Deep Creek Lake!
- Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock
- Rural, Dog-Friendly Home Tucked Into the Woods with Gas Fireplace and Free WiFi
- Deep Creek Lake views from the elevated deck & deluxe suite - near golf
- Bright condo with Deep Creek Lake views, wood fireplace
- Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
- Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck
- Deep Creek Lake Townhome w/ Deck & Water Views
- Central Lake House with Private Dock! Walk to Area Hot Spots!
- Elegant Home Away: Hot Tub, Game Room, Kid Friendly!
- Indoor Pool, Huge Home, Best View of the Lake!
- The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
- Amazing Central Location! Lakefront! Hot tub/dock!
- Spacious home near Wisp/Deep Lake SP with hot tub, pool table, & fireplace
- Fab Lakeview Home with Lake Access + Dock Slip!
- LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks