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Oakland Bear Lair|7BR Luxury Log|Pool, Hot tub

Oakland Bear Lair is just minutes from Deep Creek Lake and Wisp Resort in Oakland, MD. Skiing, boating, hiking, year-round outdoor adventure. A spacious 7-bed, 4-bath log cabin retreat near Deep Creek Lake & Wisp Resort. This pet-friendly, 'bear' themed cabin comfortably sleeps 18+ guests, with a fully equipped kitchen, game room, pool table, hot tub, seasonal heated pool, outdoor fire pit, EV charger. Ideal for large family vacations, group getaways, or remote work in a serene, wooded setting.

The Original Hob

We have the Original Hob and Molly (separate listing) overlooking our creek at the point of 7 little waterfalls for your sleeping and hangout pleasure! A shared sweet kitchen and bath completes the 3 small structures. Full bath plus an outdoor shower makes for great accommodations. We're within 5 miles of State Parks and Deep Creek Lake. Come see the Garrett County stars, hear the creek and birds and be a million miles from where you are. Friendly dogs are welcomed -see "other things to note".

Mountain Air Oasis with Hot Tub

Relax with the whole family or friends at this peaceful private 2 acre property, close to Maryland's natural attractions! A family-friendly three bedroom home 1,380 sq. ft secluded in a rural neighborhood. Wildlife to watch and enjoy! Relax with a campfire or soak in the hot tub! We are located approximately 30 minutes from Swallow Falls State Park, Deep Creek Lake, and Black Water Falls State Park. We are also within 10 minutes of two wedding venues (The White Barn, and Twin Tales Event Farm).

Honeymoon Spa Experience! Pond! Sauna! Hot Tub!

High End, Romantic Escape with Private Pond nestled in the pines, located 1 mile from Deep Creek Lake State Park, Custom Sauna, Hot Tub, Outdoor TV, Cozy Rocking Chairs, Propane Fire Pit, Soaking Tub, Robes, Plush King Bed, Espresso Machine, Margaretaville Margarita Machine, Firepit by the pond, Sound Appealing? Then this is the place for you! Re-connect with your signifiant other in a spa like, mountain setting. We provide all the essentials and much more! Just 15 minutes from Wisp Resort.

Dancing Bears

***PLEASE NO PETS*** Meticulously maintained authentic log cabin in the woods getaway! Our 800 sf cabin has two bedrooms, one bathroom and large bonus 3rd bedroom/loft area (queen bed, two cots, kids' play area, TV and home office space). Our location is secluded yet conveniently located to all of the activities Deep Creek Lake has to offer. The property backs up to 65 wooded acres at the end of a private road. Peaceful setting with a stream, fire pit, picnic table, and horse shoe pit.

SUGARBUSH - Sweet Serenity Tiny House

Welcome to SUGARBUSH! "Suga" is a 450 sq. ft. custom built tiny house. She will comfortably accommodate 2 adults or a family with 2 small children. AGE REQUIREMENT to book this space is 25+. At this time we DO NOT allow pets. Suga sits on a 3+ acre lot that use to be used for cross country skiing. She got her name from two trails, Sugarbush Run and Sugarbush Shortcut that ran through the lot! We welcome you to stay and enjoy our wonderful little getaway here in Pleasant Valley.

Alice’s Place

Welcome to Alice’s Place your little retreat in the Appalachian Mountains! You may wake up to the smell of our smoker cooking something delicious! Maybe you will get a sample to try our bbq sauce that awaits you! Relax by the outdoor fire pit and make some s’more’s, or cozy up by the indoor fireplace with your favorite book. Enjoy a walk at the beautiful Cathedral State Park, just a 5 min drive. The smallest church in 48 states is just a 13 min drive. Such a fun, unique place.

The Grist Mill

The Grist Mill is a peaceful, one-of-a-kind tiny cabin near Oakland, MD, built to resemble an old-fashioned grist mill with a working water wheel. Guests love the sunsets, cleanliness, and thoughtful extras. Highlights: Peaceful rural setting ~10 min to Oakland ~20 min to Deep Creek Lake & Wisp Near Swallow Falls, Blackwater Falls, Davis & Thomas 500+ Mbps Wi-Fi Snacks, drinks & bottled water Seasonal fire pit Private entrance & self check-in

Victorian Farmhouse with view of pleasant valley

A tall farmhouse with high ceilings and a big backyard on a gentle wooded hillside. We have 4 bedrooms with a queen bed in each and 1 bedroom with 2 twin beds, also a crib in the master bedroom. A great space for cookouts with a view of Backbone mountain and the farm land of Pleasant Valley. You'll be 25 minutes from the Wisp resort at Deep Creek Lake and less than 5 minutes outside of the town of Oakland with the historic B&O railroad museum.

Whispering Pines: Cabin in woods near Thomas/Davis

Cozy Cabin in the Woods Near Rhine Creek – Aurora, WV *BRAND NEW CABIN* in the woods of Aurora, WV. Enjoy a peaceful stay within walking distance to Rhine Creek and a short drive to Thomas and Davis. Surrounded by nearby state parks like Blackwater Falls, Canaan Valley, and Cathedral, this cozy retreat offers easy access to hiking and sightseeing. Relax on the front porch and soak in the quiet forest setting—perfect for a mountain getaway.

Stone Haven

Welcome to Stone Haven — a cheerful stone cottage just minutes from Deep Creek Lake. Guests love Stone Haven for its charm, cleanliness, thoughtful touches, cozy atmosphere, and convenient location near the lake, Wisp Resort, hiking trails, restaurants, and local shops. Whether you’re visiting for lake days, skiing, hiking, or a quiet weekend away, Stone Haven offers a relaxing and comfortable place to return to after exploring the area.

Tree House

Wintertime readiness: When we have snow, 4-wheel or All-wheel drive will be best. Watch the weather. Un plug at Tree House. The cabin now has Wi Fi. There is also a DVD player w/ DVDs. A 15 minute drive takes you to Thomas, WV for food and art and music. Five more minutes and you are in Davis for Blackwater Falls State Park. A few more miles down the road find two alpine ski areas and White Grass Ski Touring Center.