Holiday rentals with a pool in Garrett County

Hot Tub By Fireplace+Firewood/Pool Memb.-Lge. Deck

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!

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.

Oakland Bear Lair-7BR, pool, hot-tub, Deep Creek

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.

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.

Spacious Home Near All Deep Creek MD Has to Offer

Nearby endless opportunities to explore the area, including, skiing, hiking, boating, swimming and nightlife, Wine Down offers the perfect basecamp for every member of your crew with inviting Craftsman-style elements and noteworthy amenities both inside and out! The open concept on the main floor and the rec room on the second floor takes the effort out of entertaining guests of all ages. No matter how you choose to unwind, Wine Down will surely make your Deep Creek vacation one to remember!

Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs

Escape to our charming Hemlock Cabin, nestled among the trees & designed for ultimate relaxation. Just a 1/4 mile from local restaurants & shopping, you'll enjoy the perfect blend of nature & convenience. This brand new cabin features 2 cozy BRs, full kitchen, hot tub & a modern bathroom, making it ideal for families or a getaway with friends. Access to Starlink WIFI and YouTube TV keeps you connected. And don't forget, we're dog-friendly, so your furry companions can join in on the adventure!

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!

Luxe Lodge-Pool-2 Saunas-Game Room-Gym-Ski In-View

Welcome to one of the most unique, amenity-packed luxury lodges in Deep Creek Lake!! This stunning ski-in/ski-out mountain retreat sits beside the lift with incredible summer and winter views! 8 bedrooms including 6 king suites. Private indoor pool, hot tub, outdoor steam sauna and indoor infrared sauna for a full spa experience. Kids love the treehouse suite with tube slide, murals, bunks and arcades. Theater room, poker table, pinball, fitness area make it the PERFECT large group getaway!

4 Seasons Wisp- Lake Access, AirCondition

This renovated, dog-friendly spacious Ski-In/Ski Out townhome is minutes from Wisp Resort's Lodge, nearby restaurants, and shops. Deep Creek Lake activities are all within a few minutes. The home has access to the "Down Under" ski trail and comes with lake access via a private lakeside park just a short walk or drive from property. Guests also have access to the Garrett College Community Aquatic and Recreation Complex(CARC) Gym and Pool during their stay. Must have AWD/4WD in winter.

Luxury Log Home, Dock Slip & Near WISP Resort

"Docked N' Loaded": 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. The home is 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!

Lake access, 3 suites, hot tub, outdoor fireplace

Welcome to West Oak! Tucked among towering trees, this welcoming retreat is designed with great vacations in mind. Three roomy suites, high-end furnishings and finishes, a hot tub, and an outdoor fireplace are just a few highlights. Lake access for swimming and fishing and a boat slip are within walking distance. On top of all that, it is within minutes of skiing, state parks, golf, marinas, dining, and more. Experience the ultimate Deep Creek vacation when you book West Oak!

Ski Home, Indoor Pool, Firepit, Hot Tub

Escape to the majestic mountains in this brand-new, luxurious rental home. With five bedrooms and 4.5 baths, it’s thoughtfully designed for ultimate comfort and adventure. Perfect for families or groups, this stunning retreat offers a tranquil setting just steps from the slopes. Experience the perfect blend of relaxation and excitement in a home built for making unforgettable memories. And if you must, there is a dedicated work office space for you workaholics !!