Vacation rentals with a pool in Garrett County

Deck Fireplace+Firewood/Pool Memb/ Private &Serene

LAZY BEAR LODGE AT DEEP CREEK LAKE (3200 sq. ft.) Need some quality time away but want to avoid crowds & still be close to everything at the Lake? Secluded & private on 3 acres in a serene forest of hemlock trees & boulders, this natural space is calming & architecturally pleasing for the soul! Cares slip away with the smell of a real wood fire, rustic décor, warm color paints, stone and wood. HotTub by fireplace on deck. CARC membership, lots of firewood and extras. Large private sledding hill!

Location · Value · Walkability

Our Lovely Lake Retreat

Spacious 3 bedroom, 2.5 bath townhome with gorgeous views of Deep Creek Lake and WISP ski slopes. The newly updated townhome sleeps 8 comfortably. You will enjoy the air conditioning, fully equipped kitchen & grill, wood burning fireplace and 4 smart TV's. 15 steps up to entrance. Neighborhood amenities: indoor community pool, picnic tables, dock and a beach/sand area (kids will love). Level lakefront access right across the street. Min age to rent 25. Max 3 cars. HOA rule: no trailers/campers.

Location · Family · Nearby

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.

Family · Location · Hot tub

Spacious Log Home near WISP, Hot Tub & Boat Slip

"Docked N' Loaded" is your spacious 5-bedroom, 4.5 bathroom luxury log retreat built for unforgettable getaways. Tucked inside the prestigious gated community of Deep Creek Highlands, in the heart of McHenry, Maryland. This retreat is just 2 miles from Wisp Resort & with your dock slip on Deep Creek Lake, adventure is always within reach. Between the hot tub, pool table, and foosball, you'll never run out of ways to unwind together. This is the trip your group will talk about for years to come!

Location · Family · Nearby

Lakefront! IndoorSauna! HotTub! Sleeps 14! Kayaks!

Welcome to the Lucky Penny! Enjoy this gorgeous lakefront home at Deep Creek Lake! 5 bedrooms, 3 primary suites, kids room with arcades, and room for 14 guests. Enjoy a large brand-new deck overlooking the lake with hot tub, fire pit by the water, kayaks and canoe for guest use, private dock access (May-Sept), indoor sauna, commercial ice maker, and Margaritaville machine. Just 1.5 miles to Wisp Resort + CARC access (pools & gym) a short 10 minute drive. Perfect for families and group escapes!”

Location · Family · Backyard

NEW~Indoor Pool & Hot Tub~Game RM~Near Wisp~Dock!

The Big Dipper - Brand new construction with seasonal lake views & everything for your DCL vacation. The perfect, all suite, 5 bedroom (including bunk room), INDOOR POOL cabin with a HOT TUB, fire pit, game room (pool table, shuffleboard & arcades), outdoor living room & fireplace, EV charger and more! Less than 5 minutes to Wisp Resort (Skiing), Lodestone Golf Course, marinas, grocery store, restaurants & across the street from DCL & dock space. ✔ READ House RULES - Deposit HOLD required

Family · Location · Outdoor spaces

Cozy Cottage | Fire Pit, Pool, Theater & Game RM

Escape to Cozy Cottage by the Slopes, a family-friendly retreat with pool, theater room, and game room. Sleeps 8 with 3 bedrooms and 2 baths. Minutes from Wisp Resort and Deep Creek Lake. Enjoy a fully equipped kitchen, cozy living space, Wi-Fi, and all the comforts for a fun mountain getaway. Note: The property is shared with Cozy Cabin by the Slopes and may be occupied during your stay. This property has year round community pool access at GC CARC – Community Aquatics & Recreation Complex.

Family · Location · Sleep quality

Lake View | Hot Tub Pool Gym & Games | EV Charger

5 min to Wisp Resort, lake, marinas, dining, hiking & state parks. Access to community indoor pool, pickleball, and gym. 🛏️ Sleeps 10 (4x queen, twin sofa bed in den, twin futon in loft) ♨️ Hot tub 🌲 Partial lake views 🔌 EV charger 🏊 Community indoor pool, pickleball & gym 🎱 Pool table & shuffleboard 🔥 Fireplace & outdoor fire pit 🍔 Grill + full kitchen ☕ Keurig & drip coffee maker 📺 TV in every bedroom, den & great room 📶 Fast WiFi 🐾 Dog-friendly ($189 fee) 🚗 Park 5–6 cars or boat

Location · Family · Quiet

Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub

Get away from it all! Our home features four large bedroom suites, two spacious family rooms, elevated deck lake views, and a boat slip. And pets are welcome! Nestled on a wooded hillside, you will love the feeling of seclusion while still being central to all DCL activities. We offer a new kitchen and comfortable home furnishings that invite you to unwind. Gather around the fireplace, relax in the hot tub, get on the lake, or step outside onto the deck, and enjoy that fresh mountain air!

Location · Family · Checkout

Escape to Wisp Mountain

✨ Escape to Wisp Mountain! ✨ Your mountain adventure starts here. New Log Home built in 2022. ⛰️ Minutes from Wisp Resort, Lodestone Golf, Deep Creek Lake & state parks—perfect for skiing, hiking, paddling, or relaxing. 🔥 After a day out, unwind with: • A bubbling hot tub under the stars • A crackling fire pit & fireplaces • Pizza oven + grill for epic feasts • Spacious king & queen bedrooms Bring your crew, make memories, and experience the best of Deep Creek living. 🏔️

Location · Family · Layout

New! The Board Room at Enchanted Table Meadow

Minutes from Wisp Ski Resort & Deep Creek Lake! Come as you are & take a seat at nature’s table under the canopy of stars. Embrace the wooded ambiance and meadow views from the Board Room & living space. Located between I-68 and Deep Creek Lake/Wisp. Our hope is to provide a serene landscape where you can find peace and rest through nature. Our setup works well for business travelers & as an escape to nature in lieu of hotels!

Location · Family · TV

Lake Access/2BR/2Bath/kitchen/pool/5m to Wisp

Hosting through Airbnb I’ve had the chance to meet guests from VA, PA, MD, DC, MI, and WV. Everyone has been so kind! This rental helps me afford many repairs and updates (the next one is new carpet) and is helping me support my teens through college. Come enjoy your home away from home and let me know if you would like to have a lake tour in our Yamaha AR190(2018). ***The cost of the tour is not included in the rental.

Location · Value · Parking