Holiday rentals with a pool in Garrett County

Private Forest-Large Deck w/FPL & Hot Tub-Sledding

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.

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

The Big Dipper - Brand new construction with seasonal lake views & everything for your Deep Creek 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! This home is 5 minutes to Wisp Resort (Skiing), Lodestone Golf Course, local marinas, the grocery store, restaurants & across the street from Deep Creek Lake and a private dock space.

8 BR, HotTub, Sauna, Ski-In/Out, Limo Golf Cart MD

The new Lakeview Luxe Estate (named for it’s stunning views) is where the dream, group vacation experience comes together through the eyes of an award-winning developer and engineers. This 8 bedroom mansion is the latest iteration in a series of ultra-luxurious group vacation homes that the dream team has designed. Luxe is nearly identical to our Aurora Point Chateau property at Timberline Resort - which books up months in advance and has received rave reviews - but this home is even Grander!

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!

Relaxing Romantic Cabin*HotTub*Pets*Walk To Lake

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!

Landlocked @ DCL Lakefront with Dock

Discover *Landlocked* at Deep Creek Escape to a cozy lakefront condo at Deep Creek Lake, nestled in the historic Red Run Condos. Enjoy stunning lake views, direct access to the water, and amenities like a private dock, pool, and tennis courts. Just minutes from Wisp Ski Resort, Lakeside Creamery, and top restaurants. Relax by the indoor fireplace or the lakeside fire pit. Perfect for families, couples, and adventurers alike. Experience the best of Deep Creek from your serene, modern retreat.

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!

Cozy Cabin By the Slopes- Pool - Hot Tub -Fire Pit

A beautiful chalet with cathedral ceilings located within 2.5 miles of the Wisp and the Lake, sits among seven acres of land that includes a pond, a hot tub and fire pit. This property comfortably sleeps seven. Perfect for a memorable mountain vacation minutes from Deep Creek Lake. Note: The property is shared with Cozy Cottage by the Slopes and may be occupied during your stay. This property has year round community pool access GC CARC – Community Aquatics & Recreation Complex.

WISPer Lake

*This lakefront property is perfect for a family or for a girls/guys weekend! UPDATED BACKYARD 2025 with river rock path to dock! The loft area is perfect for the kiddos with has built-in gates by the stairs. Venture downstairs to challenge your family and friends in a game of pool, foosball, on the PS2 or Nintendo 64 consoles! Sit back on the covered deck area. Down the road you’ll find Wisp Resort and a walk down the stairs in the yard will lead you to your private dock slip!

New! The Butterfly Suite 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 our 825 sq. ft suite as you melt your cares away in front of the fireplace. 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 a couple's romantic escape!

Brand New 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 !!