Condo Vacation Rental in OAKLAND, Maryland

Vacation Rentals

Updated on Oct 8, 2019

Located in: OAKLAND
 

More Vacation Rentals Near OAKLAND,

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123-Great Escape: 3 BR / 2 BA detached house in Oakland, Sleeps 10

3 bedroom house in OAKLAND, MD

Great Escape is one of the few remaining, Deep Creek Lake Originals. An attractive log cabin with an exterior featuring log and stone. This rustic home is dripping with charm from the hand-hewn logs...

Enjoy the winter in our cozy cottage/cabin Private yet 5 min to ALL amenities

4 bedroom house in OAKLAND, MD

Charming and private wooded setting with a quiet lake access area. NOT your typical rental as we (Ed and Lori - owners) use our home regularly. CHECK IN AT 3 CHECK OUT AT 11 You will feel at home in...

Beautiful dog friendly home with lake access, game tables, grills, and hot tub!

4 bedroom house in OAKLAND, MD

At Dreamer's Overlook, the lake is across the street and Wisp Resort just down the road! Dreamer's Overlook is a vacationer's haven! This home, tucked against the trees along Marsh Hill Road, is...

FIVE STAR REVIEWS! Enjoy the bold colors of FALL! Book Ski weekends!

4 bedroom chalet in OAKLAND, MD

The leaves are changing and this mini paradise is the spot to enjoy!A short walk to the lake to enjoy deep water, dock and fishing! As winter approaches, only a 15 minute drive puts you at the base of...

Spectacular 5 Bedroom home lovingly furnished w/ Hot Tub!

5 bedroom house in OAKLAND, MD

Waves and Moguls is a captivating 5 bedroom vacation home that is the ideal choice no matter what season you choose to visit. You will immediately feel a sense of home when you step inside the bright...

condo in OAKLAND, MD

6 bedroom house in OAKLAND, MD

Dog-friendly country cabin w/ deck, firepit & air hockey - close to Yough River!

3 bedroom house in OAKLAND, MD

Still Meadows Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click "Book Now!" Experience the pleasures of country living at...

Lakefront home w/ dock, firepit & views - dogs OK, close to the state park!

3 bedroom house in OAKLAND, MD

Pee Wee Acres Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click "Book Now!" The banks of Deep Creek Lake will be right...

700 Ft. of Lake Front, Lake Views & a Community Pool!

4 bedroom house in OAKLAND, MD

Offering an incredible 700 feet of waterfront, Sailor's Point invites you to unwind and feel at home on the shores of Deep Creek Lake. If your idea of a perfect vacation includes spending family time...

Level Lakefront, Dog Friendly, Private Dock (2 boat slip)

2 bedroom house in OAKLAND, MD

Offering an amazing, level lake front, Tranquil Waters is a charming Deep Creek Lake cottage that is ready to host your next vacation. Plus, it is dog friendly! You can bring Fido along to enjoy the...

Simply Cozy - Lake Area Townhome with Hot Tub & Fire Pit

5 bedroom townhome in OAKLAND, MD

Simply Cozy Describes this Lovely Duplex Unit at Deep Creek Lake Perfectly! Once you step through the front door of this lake area unit, you will instantly feel the warmth surround you. A gorgeous...

2 bedroom chalet in OAKLAND, MD

Lakefront, fire pit, hot tub, free WIFI, mountain views!

5 bedroom house in OAKLAND, MD

Looking for a Vacation Getaway that Has Everything? Look no further than this outstanding and spacious 2 level, 5 bedroom, 4 full bath lake front home with beautiful furnishings and fantastic outdoor...

Dog Friendly Lake Area Getaway with Hot Tub!

3 bedroom house in OAKLAND, MD

It will be your lucky day when you stay at Shamrock Lodge! This centrally located home is perched on a hillside and offers you a welcome retreat from everyday life. As an added bonus it is dog...

Dog-friendly lakefront home w/dock, private boat slip, hot tub!

4 bedroom house in OAKLAND, MD

The Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click "Book Now!" Your next family adventure awaits at this...

Home w/mountain views, hot tub, pool table, wet bar - Close to Lake activities!

5 bedroom house in OAKLAND, MD

Crosswinds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click "Book Now!" The beauty of Deep Creek Lake awaits you in this...

A316 - Studio & Loft Standard View Suite at Lakefront Hotel

apartment in OAKLAND, MD

This luxury Studio with Loft Standard View Suite accommodates up to six and offers the comforts of home at an affordable price. This suite is perfect for a romantic getaway offering a cozy gas...

A213 - Studio Lake View Suite at Lakefront Hotel

apartment in OAKLAND, MD

This luxury Studio Lake View Suite accommodates four and offers the comforts of home at an affordable price. This suite is perfect for a romantic getaway offering a cozy gas fireplace. For overnight...

1 bedroom apartment in OAKLAND, MD

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