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Oakland Maryland Vacation Rentals - Chalet
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Oakland Chalet
5 BR / 4.5 BA / Sleeps 14 5 14 2 night min stay
Chalet / 5 Bedrooms / Sleeps 14
5 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Lake Access Mountain Chalet with Fireplaces, Hot Tub, & Community Amenities! Home Layout: Main Level: Great Room - Wood Burning Fireplace & Queen Sleeper Sofa Kitchen - Breakfast Bar Dining Area Bedroom...
Red Run Cabin in Winter
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Oakland Cabin
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Cabin / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Red Run Cabin is a 1 story 3 bedroom cottage with a finished basement on an acre wooded lot near the west end of Deep Creek Lake, accomodating up to 6 people. It has lake access through the Red Run Restaurant property l...
Front of cabin
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Oakland Cabin
3 BR / 2.5 BA / Sleeps 9 3 9 7 night min stay
Cabin / 3 Bedrooms / Sleeps 9
3 bedrooms 2.5 bathrooms Sleeps 9
Dishwasher • Microwave • Washer/Dryer
Our log home is situated on our private 1. 5 acre lot so as to capture the best views of farm land and mountains. Enjoy your own peaceful getaway knowing that all lake and sport activities are just minutes away. We desig...
(1) Excellent (1 review)
Oakland Maryland Vacation Rentals - Home
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Oakland Home
4 BR / 4 BA / Sleeps 16 4 16 Min stay varies
Home / 4 Bedrooms / Sleeps 16
4 bedrooms 4 bathrooms Sleeps 16
High Speed Internet • TV (Antenna) • Air Conditioning
Enjoy having Mother Nature as your neighbor at Fancy Free II. This lakefront chalet is tucked away in the private, small Heron Cove West community. Providing a much- needed break from everyday life, your vacation will ...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
5 BR / 4 BA / Sleeps 14 5 14 2 night min stay
Home / 5 Bedrooms / Sleeps 14
5 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Relax in the Great Room or Rec Room taking in the panoramic lakeviews. Cozy up in front of the gas fireplace on those chilly evenings. Large kitchen overlooks Family Room. 2 Master Suites, each offering it's own private...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
5 BR / 4 BA / Sleeps 13 5 13 2 night min stay
Home / 5 Bedrooms / Sleeps 13
5 bedrooms 4 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
Relax in this Quality Log chalet nestled in a forest setting. When you are ready to explore you will be only 3 minutes from Swallow Falls State Park with Maryland's highest waterfall & 5 minutes from Herrington Manor Sta...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
5 BR / 3 BA / Sleeps 12 5 12 2 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Offering unparalleled views of Deep Creek Lake, seven mountain ranges and three states, Maryland, Virginia and West Virginia, from Maryland?s 9th Highest Mountain, (elevation approx. 3000 feet), Whispering Heights ...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
3 BR / 3 BA / Sleeps 12 3 12 2 night min stay
Home / 3 Bedrooms / Sleeps 12
3 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Conveniently located near Swallow Falls & Herrington Manor State Parks, Windy Acres offers so many relaxation opportunities. Start with an oversized front deck overlooking the horse field with Adirondak chairs, wonderf...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
2 BR / 2 BA / Sleeps 10 2 10 2 night min stay
Home / 2 Bedrooms / Sleeps 10
2 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
For the vacationer wishing to have plenty of privacy yet still be convenient to Deep Creek Lake and WISP Ski Resorts, Swallow Hollow may be your ticket! Offering Flat Screen TV in the living room with surround sound sp...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
3 BR / 2 BA / Sleeps 8 3 8 2 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Wild Yough is conveniently located near Swallow Falls & Herrington Manor State Parks, offering dynamic activities. Watch the Bald Eagle family snag a fish, watch Maple Syrup being made, take a canoe or paddle boat out...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
2 BR / 2 BA / Sleeps 8 2 8 2 night min stay
Home / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
Dishwasher • Microwave • Air Conditioning
Relax on the enormous deck while taking in sweeping, uninterrupted views of Deep Creek Lake. Meander throughout the large yard over to the water's edge and drop a line in to catch that large- mouth bass you can tell you...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
3 BR / 2 BA / Sleeps 8 3 8 2 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Dishwasher • Microwave • TV (Antenna)
Affordable family fun awaits you at Bear Haven. The large back hard offers plenty of seating and trails for hiking. The expansive front deck affords a great place to enjoy the evening meal. A main level bedroom with priv...
Oakland Maryland Vacation Rentals - Cabin
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Oakland Cabin
2 BR / 2 BA / Sleeps 8 2 8 2 night min stay
Cabin / 2 Bedrooms / Sleeps 8
2 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • TV (Antenna) • Air Conditioning
Get the much deserved break that you crave when you stay at Bear Paws. This charming log cabin pairs total comfort with a convenient location! Featuring an open floorplan, the spacious main level is highlighted by vaul...
Oakland Maryland Vacation Rentals - Home
1 / 24

Oakland Home
3 BR / 2 BA / Sleeps 8 3 8 2 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
TV (Antenna) • Air Conditioning • DVD Player
Brimming with charm, By the Stream is Deep Creek Lake area vacation home that is ready to host your next getaway! So close to it all, yet just far enough away, you will love the wooded location that's just around the...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
3 BR / 4 BA / Sleeps 6 3 6 2 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 4 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Relax on the Oversized Deck overlooking beautiful native stone landscaped area surrounded by trees. Blarney Stone Manor is nestled in a scenic woodland with abundant wildlife sure to entertain. Any chef will enjoy the sp...
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Oakland Home
3 BR / 2 BA / Sleeps 6 3 6 2 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Relax at the picnic table, surrounded by evegreens and Rhododendron and feel like you are vacationing in your own park. Sitting mere minutes from Central Deep Creek Lake activities, this simple cabin in the woods is on...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
2 BR / 1 BA / Sleeps 4 2 4 2 night min stay
Home / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
Microwave • Oven • Toaster
Becoming popular, "BLACK HOLE" vacations are ways to unplug from the business of modern living. For a few short days you won't care about anything other than the birds chirping, the deer meandering in front of you, or...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
1 BR / 0 BA / Sleeps 4 1 4 2 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 0 bathroom Sleeps 4
Oven • Gas Grill • Deck
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping on bumpy ground just don't do it for you, then glamping, the new term...
Oakland Maryland Vacation Rentals - Home
1 / 32

Oakland Home
1 BR / 0 BA / Sleeps 4 1 4 2 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 0 bathroom Sleeps 4
Oven • Gas Grill • Deck
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping on bumpy ground just don't do it for you, then glamping, the new term...
Oakland Maryland Vacation Rentals - Home
1 / 31

Oakland Home
1 BR / 0 BA / Sleeps 4 1 4 2 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 0 bathroom Sleeps 4
Oven • Gas Grill • Deck
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping on bumpy ground just don't do it for you, then glamping, the new term...
Oakland Maryland Vacation Rentals - Home
1 / 29

Oakland Home
1 BR / 0 BA / Sleeps 4 1 4 2 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 0 bathroom Sleeps 4
Oven • Gas Grill • Deck
If you like the idea of falling asleep under the stars and roasting marshmallows around a campfire, but the hassles of pitching a tent and sleeping on bumpy ground just don't do it for you, then glamping, the new term...
Oakland Maryland Vacation Rentals - Home
1 / 32

Oakland Home
1 BR / 0 BA / Sleeps 4 1 4 2 night min stay
Home / 1 Bedroom / Sleeps 4
1 bedrooms 0 bathroom Sleeps 4
Oven • Gas Grill • Deck
Measures have been taken to make this cabin handicap accessible so our friends who may be limited to a wheelchair can still enjoy this outdoor experience! Nearby Tipi can be rented by guests of Stanley only with rental ...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
7 BR / 7 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 7 bathrooms Sleeps 18
High Speed Internet • Air Conditioning • DVD Player
Ever After is a lake front home that promises a memorable vacation experience! Three floors of living space plus a separate carriage house with a home theater make this property stand- out from the crowd. Plus, many ne...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
4 BR / 4 BA / Sleeps 12 4 12 Min stay varies
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • TV (Antenna) • Air Conditioning
Craftsman- style details, tasteful décor and a central location make Just Relax the perfect choice when you want to unwind at Deep Creek Lake. Step inside, and the first thing you will notice is the open floorplan tha...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
6 BR / 6 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 6 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Air Conditioning
Looking for the finest, most preeminent home to pamper you while on vacation? This stunning and impressive home has so many unique and elegant features, it will let you heartbroken when it is time to depart. From the m...
Oakland Maryland Vacation Rentals - Home
1 / 16

Oakland Home
6 BR / 6 BA / Sleeps 15 6 15 Min stay varies
Home / 6 Bedrooms / Sleeps 15
6 bedrooms 6 bathrooms Sleeps 15
High Speed Internet
Visualize yourself standing at the railing of a spacious, sunlit deck, as you survey the expansive view of the lake and mountains that unfurl before you. Now make that vision a reality by choosing Sunset Pointe as your...
Oakland Maryland Vacation Rentals - Home
1 / 30

Oakland Home
6 BR / 4 BA / Sleeps 16 6 16 Min stay varies
Home / 6 Bedrooms / Sleeps 16
6 bedrooms 4 bathrooms Sleeps 16
High Speed Internet • Air Conditioning • DVD Player
Located in the heart of Deep Creek Lake, Stone Crest offers a convenient location, spacious layout, and great amenities. As you enter the main level, take a moment to appreciate that wall windows, cathedral ceilings...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • TV (Antenna) • Air Conditioning
Conveniently located, yet off the beaten path, these Yellowstone Log Cabins (Property #s 359, 360, 365, and 367) offer cozy, quaint, and comfortable accommodations! All cabins are situated closely enough to one a...
Oakland Maryland Vacation Rentals - Home
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Oakland Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • TV (Antenna) • Air Conditioning
Changed to: "Canaima" is the name of the friendly spirit of the jungles of Venezuela and Brazil. It is also the site of the novel "The Lost World" by Arthur Conan Doyle and the location of the "Green Mansions", the plac...
Oakland Maryland Vacation Rentals - Home
1 / 17

Oakland Home
7 BR / 6 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 6 bathrooms Sleeps 18
High Speed Internet
Perched on a hillside at the end of a quiet country road, Grand View overlooks shimmering blue lake water and the surrounding mountains. Recently redecorated, the stylish dĂŠcor, hardwood floors and cathedral ceilin...
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