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Oakland Bear Lair - 25 minutes to WISP Resort & Deep Creek Lake
Luxury Family & Group Cabin Rental in Oakland, MD — Perfect for Large Families, Ski Trips & Group Getaways
✔ Large & multi-family vacations | ✔ Family reunions & celebrations
✔ Ski trips to Wisp Resort | ✔ Group & remote-work retreats
Sleeps 18+ with 7 bedrooms, 4 bathrooms and plenty of room to gather and spread out. Enjoy a private hot tub, seasonal heated pool, game room, multiple living areas and Starlink WiFi — everything you need for an unforgettable mountain escape.
Surrounded by the beauty and quiet of Western Maryland, Oakland Bear Lair gives you the privacy of a spacious mountain retreat while keeping Deep Creek Lake, Wisp Resort, Swallow Falls and Oakland attractions within easy reach. Spend summer days by the private heated pool, fall afternoons exploring nearby waterfalls and brilliant mountain foliage, and winter evenings soaking in the hot tub after a day at Wisp. With generous indoor and outdoor gathering spaces, there’s room for everyone to reconnect, celebrate and make lasting memories. Pet-friendly and designed for memorable getaways with family and friends.
A spacious 7-bedroom mountain retreat designed for unforgettable group getaways. Perfect for ski trips, summer lake vacations, and fall foliage escapes, this cabin combines comfort, entertainment, and prime location.
Lake Bear Lair — Lake Views, Dock Access & Just 5 Minutes to WIPS
Deep Creek Lake Vacation Rental — Perfect for Lake Getaways, Ski Trips & Family Vacations
✔ Deep Creek Lake getaways | ✔ Boating vacations & dock access
✔ Ski trips to Wisp Resort | ✔ Families & multi-family getaways
Sleeps 12+ with 4 bedrooms, 4 bathrooms and multiple living areas, combining the best of a lake vacation and mountain getaway in one incredible location. Wake up to beautiful Deep Creek Lake views, spend summer days on the water with lake access and a dedicated dock slip, or hit the slopes at Wisp Resort just 5 minutes away.
After a day of adventure, come home to the private hot tub, fire pit and game room, or simply relax and enjoy the lake views. With Starlink WiFi, plenty of space for families and friends, and access to a full-size indoor pool and fitness center, Lake Bear Lair is made for year-round Deep Creek Lake escapes. Pet-friendly, family-friendly and close to everything that makes Deep Creek special.
A spacious 4-bedroom lake retreat with beautiful Deep Creek Lake views, lake access and a dedicated dock slip. Just 5 minutes from Wisp Resort, it’s perfect for summer lake vacations, ski trips, and fall foliage escapes—with plenty of space to relax, reconnect, and enjoy Deep Creek year-round.
Oakland Bear Lair Amenities
Deep Creek Lake Bear Lair Amenities
Запитване за резервация
Why Book Oakland Bear Lair and Lake Bear Lair Direct
Secure checkout • No platform fees • Best rate guaranteed • Direct booking = best rates, no hidden fees
✔ Save 10–15% vs Airbnb & VRBO
✔ Direct communication with host
✔ Flexible booking options
✔ No hidden platform fees
Why Guests Choose Bear Lair Luxury Rentals
Luxury cabin rentals on and near Deep Creek Lake. Oakland Bear Lair offers the perfect mix of location, space, and amenities - a 7-bedroom cabin is ideal for year-round getaways including skiing, boating, hiking, and fall foliage trips. Lake Bear Lair offers lake-front living with a dock slip, 4 bedrooms, less than 5 minutes from WISP.
Oakland Bear Lair: Spacious 7BR | 4BA layout for large groups - Large Group Cabin Near Deep Creek Lake, with heated pool (May-September); and Lake Bear Lair: Lake front 4BR | 4BA - lake living at its best.
Both Bear Lair homes feature spectacular views and are:
✔ Hot tub, game room, piano & multiple living spaces
✔ Close to Deep Creek Lake & WISP Resort
✔ Fully setup office with a printer and large monitors
✔ Baby and toddler supplies (high-chair, portable cribs, toys and more), baby proofed (locks, outlet covers, baby gates)
✔ Pet-friendly
✔ Fully stocked kitchen (modern appliances; new dishes and cookware; Ninja indoor grill, toaster over and blender; Insta Pot; mixer; waffle maker; Keurig)
Reviews
⭐ “Perfect for our ski trip—hot tub was amazing.”
⭐ “Perfect setup for our group of 14—plenty of space and great location.”
⭐ “Hot tub, game room, and layout made this the best cabin we’ve stayed in.”
⭐ “Worth every minute of the short drive from the lake.”
⭐ “Plenty of space for multiple families.”
⭐ “Best cabin we’ve stayed at near Deep Creek Lake.”
⭐ "It’s a huge beautiful house and my family truly enjoyed it. It was really worth it."
⭐ "Everything exceeded our expectations."
⭐ "Highly recommend this cabin to anyone looking for a comfortable, relaxing getaway!"
⭐ "This home was much bigger and more spacious in person. Everything we needed was there."
Meet your Host
I am a COO, a mom of 3, a lover of pets big and small. I love creating moments of joy. Oakland Bear Lair is my happy place. I have poured my heart and soul into making it the best place for a big family or group of friends to spend some time together. Every detail has been thought of with love and care. I hope people can come to Oakland Bear Lair the way I do - straight out of work, with just the clothes on my back. There is everything there waiting for me in the quiet mountain.