Contemporary 2BR Cabin - HOT TUB & Fireplace - Oakland

Summary:

Welcome to Bear Cheeks, a rustic, wooded retreat tucked into the trees of Oakland, Maryland. This 2-bedroom, 2-bathroom cabin sleeps up to 8 guests across three levels, blending cabin charm with the comforts you actually need. From the crackling wood fireplace to the hot tub waiting on the back porch, Bear Cheeks is built for the kind of trip people talk about long after it's over.



The Space:

★ Hot tub on-site for soaking under the stars

★ Wood-burning fireplace in the main level living room

★ Wood fire pit in the backyard, perfect for evening s'mores and storytelling

★ Forest views and a wooded, secluded setting that genuinely feels remote

★ Three levels of living space across 1,152 sq ft

★ Propane grill on the back porch for cookouts in the trees

★ Washer and dryer in-unit

★ 4 TVs with Roku streaming throughout

★ Smoke detector, CO detector, and fire extinguisher on-site

★ Ring security camera on the driveway (exterior only)

★ Front porch for catching up after a long day, with a front porch swing

★ Paved and gravel driveway - no steep or narrow sections

★ Parking for 2 cars, with additional parking available past the driveway and room for boat trailer

★ Not pet-friendly

★ Note: Multiple sets of stairs throughout - 13 stairs to loft, 13 stairs to basement level, 11 steps on either side of front porch, and multiple landings on the back porch

★This home features a partial AC unit located in the loft, which keeps the living room and kitchen cool.



Sleeping Arrangements



✦ Main Level Bedroom - Queen bed

✦ Main Level Living Room - Full sleeper sofa

✦ Loft - Twin bed and twin futon (blow-up mattress also available)

✦ Lower Level - Queen bed



All beds are dressed with quality comforters. Hangers in every closet.



Amenities & Shared Spaces



Entertainment



Four rooms, four TVs, zero fighting over the remote. The main level living room anchors around a 62-inch Roku TV, the main level bedroom has a 50-inch Roku TV, and the lower level entertainment room brings a 55-inch Roku TV into the mix, the downstairs bedroom 48-inch. All remotes are labeled for easy use.



Kitchen & Dining



The kitchen is stocked for real cooking, not just reheating. You'll find a coffee maker, blender, toaster, full range of pots and pans (saucepan, stockpot, frying pan, and more), baking essentials (9x13 pan, loaf pan, cookie sheet), mixing bowls, and all the utensils you need from prep to plating. A corkscrew and wine glasses are ready for the bottle you packed. Kids' eating sets and a baby gate for stairs are also available.



Technology



Four Roku-enabled smart TVs on three levels keep everyone entertained. WiFi is available, with the router located on the downstairs shelf.



Laundry



Full washer and dryer in-unit. Pack lighter than you think you need to.



Outdoor



The back porch is where Bear Cheeks really shines. A hot tub, propane grill (all burners working, tank included), and multiple porch landings give you plenty of room to spread out. Head to the right side of the backyard and you'll find a wood fire pit, the kind of spot that turns into a two-hour conversation you didn't plan on having.



Guest Access:

Parking for 2 vehicles in the driveway, with overflow parking available behind the home past the driveway. The driveway is paved and gravel - not steep, not narrow - though four-wheel drive is recommended for the area depending on season and conditions. Your host is available throughout your stay, and the cabin is set up for a smooth, self-directed arrival.



The Neighborhood:

Nestled in the mountains of Western Maryland, Bear Cheeks puts you close to some of the region's best outdoor adventures - whether you're here to ski, hike, paddle, or simply breathe in the forest air and do absolutely nothing.



▸ Swallow Falls State Park: 1.5 miles (5 min) - Stunning waterfall hikes through old-growth hemlock forest - one of Maryland's most beautiful natural spaces

▸ Wisp Resort: 7 miles (15 min) - Skiing, snowboarding, and mountain biking on Maryland's tallest ski area, with year-round activities for all skill levels

▸ Deep Creek Lake State Park: 9 miles (17 min) - Swimming, hiking, and scenic lakefront access on Maryland's largest inland lake

▸ Adventure Sports Center International: 12 miles (20 min) - Whitewater kayaking and outdoor adventure courses at a world-class facility

▸ Blackthorne Cellars: 8 miles (18 min) - A farm winery at Deep Creek Lake. Enjoy premium wines, wine tasting, mountain views & cozy seating

▸ Garrett 8 Cinemas & Outlets: 7 miles (13 min) - Local shopping and entertainment in McHenry, great for a rainy afternoon

▸ Fun Land Family Center: 12 miles (20 min) - Go-karts, mini golf, arcade games, and family fun just a short drive from the cabin



After a day in the mountains, coming back to a hot tub and a wood fire at Bear Cheeks feels exactly like it should - like the trip you needed.



Other Things to Note:

★ Not pet-friendly

★ No HOA or community quiet-hour restrictions noted

★ No smoking is permitted anywhere on the property, including outdoor areas such as the yard, balcony, or patio. Violation of this policy will result in additional cleaning fees.

★ Multiple staircases throughout the property - not recommended for guests with significant mobility limitations

★ Back porch has multiple landings and step-downs - use caution, especially at night

★ Four-wheel drive recommended for the area

★ Ring camera on the exterior front porch only