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Latest Vacation Rentals in Oakland MD (25)

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4 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Fair Winds | Bedrooms: 4 | Bathrooms: 2 | Sleeps: 8 | Access: Lake Front | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided w/rental. No...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Mystic Haven | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 14 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Prepare yourself for a relaxing getaway when choose Bear Feet as your vacation getaway. Exploding with charm, this 3 bedroom townhome will easily beckon you to return time and time again. Step...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Tucked among the trees in a quiet community, this charming Deep Creek Lake cabin is perfectly suited for your next mountain getaway! Offering one-level-living and an open concept, the spacious...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Ready to discover your favorite Deep Creek vacation home? Everyone in your group will love the style, spaciousness and comfort of Just About Paradise! Offering plenty of indoor and outdoor...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Business Name: LAZY BEAR LODGE AT DEEP CREEK LAKE Need some QUALITY TIME away but want to avoid crowds and still be close to everything in Deep Creek Lake? The Lazy Bear Lodge is your spot!...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Knee Deep Retreat | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 14 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Rockwell is a brand-new retreat that promises an incredible Deep Creek Lake experience. Four spacious suites, lots of room to entertain inside and out, your own private hot tub, and nearby lake...

Created Apr 21, 2024

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5 Br Cabin Vacation Rental In Oakland, Maryland

April SoundOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully tucked away on more than an acre of...

Created Apr 21, 2024

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8 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Absolute Delight | Bedrooms: 8 | Bathrooms: 6.5 | Sleeps: 25 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Lake Shore Landing | Bedrooms: 5 | Bathrooms: 4 | Sleeps: 12 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided...

Created Apr 21, 2024

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2 Br Cabin Vacation Rental In Oakland, Maryland

Name: Tree Haus | Bedrooms: 2 | Bathrooms: 2 | Sleeps: 6 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided w/rental. No...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Oakland, Maryland

If you want a classic Deep Creek Lake vacation with convenient lake access, look no further than Lakeview Cottage. This A-frame style home is ideal for a family getaway or a couples' trip. Wood-...

Created Apr 21, 2024

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6 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Under new ownership as of May 2022, this roomy chalet has been refreshed with new paint, carpet, bedding, furniture, smart TVs, and kitchen items as well as sound machine/night light/ Bluetooth...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Gather Inn | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 12 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided w/rental....

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Surround yourself with nature in this majestic log home. Four suites make it an excellent choice for couples as well as family gatherings. On the entry level, hardwood floors, cathedral ceilings...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: On Lake Time | Bedrooms: 5 | Bathrooms: 4.5 | Sleeps: 12 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided...

Created Apr 21, 2024

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2 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Birdhouse LodgeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy and quiet home, tucked away on a...

Created Apr 21, 2024

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6 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Always in Season | Bedrooms: 6 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Situated in the heart of Deep Creek Lake, Canoe Cottage offers you amazing lake views, spectacular sunrises and easy access to favorite activities! Upon entering the spacious main level, your eyes...

Created Apr 21, 2024

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1 Br Condo Vacation Rental In Oakland, Maryland

Lakeview LoftOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sit back and relax at this charming, two-level,...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Update - Feb 1, 2024: We had a number of weather delays but are currently building walls and working with a plumber for rough in drains and storm water management. We had hoped to have been at this...

Created Apr 21, 2024

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6 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Name: Copper Canoe | Bedrooms: 6 | Bathrooms: 5.5 | Sleeps: 20 | Access: Lake Front | No Pets Allowed | MUST BE 24+ YEARS TO RENT | Free WIFI Provided*Bed linens and bath towels provided w/rental....

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Truly amazing lake and mountain views are yours to enjoy from this recently updated, mountaintop home! Experience Valhalla with your family and friends for fantastic vacation from start to finish....

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Oakland, Maryland

Memory Lane is a home designed to bring friends and family together for fun and laughter. Recently updated, it includes new appliances and Rokus for all TVs. Tucked among gracious, blossomed trees...

Created Apr 21, 2024

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