Holiday rentals in McHenry

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Top-rated holiday rentals in McHenry

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Guest favourite

Cabin in McHenry

4.97 out of 5 average rating, 137 reviews

Mad Men Lake House*LAKEFRONT*Fam&Dog Friendly*OUTDOOR MOVIE EXPERIENCE*HOT TUB*1.8mi to WISP*WORK SPACES*wood CRIB!

NEW BUILD HOME! Wow! Deep Creek has never seen anything like this before! It's a one-of-a-kind experience that gives you all the amenities you need for your BEST vacation/getaway/staycation ever! With it's unique combination of rustic look and modern features, it will surely delight every guest! After a fun-packed day on the lake, fishing or boating, unwind on our upper deck as you watch and hear the water lap up on the shore with a refreshing drink in hand. Or are you just getting back from an invigorating day on the slopes? Relax those muscles in our lower-deck hot tub, gazing at the stars in the winter sky above! You get the best of the lake and the mountain in this dog-friendly hidden gem! Imagine evenings enjoying the mountain breeze as you roast marshmallows in our fire pit! Or cozy up in front of the gas fireplace in our open-concept great room that allows everyone to be together. Fish and swim from our private dock or use it to moor your own boat or jet-skis. Witness spectacular sunrises as you take an early morning paddle with our kayaks and 2-person canoe. Enjoy a well-lit, private work space with high-speed internet to facilitate your virtual work needs. A real wood CRIB and 2 pack and plays are provided too! Plus, we offer an OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best vacay EVER! NOTE: All Wheel Drive cars/suvs are necessary in winter months due to steep driveway.

Guest favourite

Cabin in McHenry

4.99 out of 5 average rating, 136 reviews

Summer SALE~Lake • Hot Tub • Game Room• AC & Dogs!

Your perfect, 5-star log cabin, with tons of amenities! From Slippery Slope, you can WALK to Wisp or the lake! This spacious, two-story home is near marinas, skiing, golf, restaurants & everything in Deep Creek Lake. ✔(2) King suites ✔Queen suite w/2 beds ✔(2) Queen sofa beds ✔3 Baths ✔Sleeps 10 ✔Dogs OK ✔Hot Tub ✔Fire-pit ✔FAST WiFi ✔Game room ✔Pool table ✔Skee Ball ✔PinBall ✔PacMan ✔Coffee/tea bar ✔Stocked kitchen ✔Roku SmartTVs ✔Grill ✔Central heat & AC ✔Washer / Dryer ✔Lake access ✔Dock

Top guest favourite

Treehouse in McHenry

5 out of 5 average rating, 123 reviews

Bird's Eye View

Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Superhost

Chalet in McHenry

4.86 out of 5 average rating, 194 reviews

R & R Retreat

20% Discounts on week rentals. Lakefront 2 level chalet in McHenry, Md. on Deep Creek Lake with dock and reserved boat slip. Across the lake from WISP ski resort. Ideal and easy access and swimming in the lake. Restaurants, amusements, shops, and more only a 100 yard walk from house. 3 BR + loft, sleeps 9. Fireplace, fully furnished kitchen, TV, WIFI, A/C in summer (window units), heat and much more. Minimum 3 night stay during the summer and holidays. Beautiful view of lake and mountain.

Top guest favourite

Chalet in Swanton

4.97 out of 5 average rating, 104 reviews

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi

Welcome to Ella Bella Chalet! Escape to our modern, yet cozy cabin boasting panoramic breathtaking views and an array of upscale amenities. Relax in the hot tub under starlit skies or gather around the fire pit for cozy evenings. Located near Wisp Ski Resort, golf courses, and endless lake activities, including boating, fishing, tubing and kayaking. Explore nearby hiking trails and attractions like Swallow Falls State Park, Adventure Sports Center International, zip lining, biking, and more.

Guest favourite

Chalet in McHenry

4.83 out of 5 average rating, 201 reviews

Drake's Nest on Deep Creek Lake

This waterfront/slopeview chalet offers beautiful views of the lake and ski slopes. Convenience stores, amusements and restaurants located a short walk away. Rental includes use of a pedal boat, swim inflatables, tow tubes and boat slip. The deck offers seating for 10; grills and picnic available. Visitors during Spring & Autumn enjoy Swallow Falls/Muddy Creek Falls ( tallest in MD) 15 min drive. *Holiday weekends require a 3 night minimum. *Renters under 25 may be charged a damage deposit.

Guest favourite

Treehouse in McHenry

4.96 out of 5 average rating, 94 reviews

Treehouse in Deep Creek Lake

Newly built, Whispering Woods is a custom-made treehouse surrounded by stunning scenery just minutes from Deep Creek Lake and Wisp Resort. No detail was overlooked in the spacious interior that includes 2 bedrooms, 2 baths, a fully equipped kitchen, and a sitting area with a 65” TV. The amazing outdoor living space includes expansive decks, a fire pit, and a bubbling hot tub. For a unique and memorable experience from start to finish, come relax and reconnect at this treetop escape.

Top guest favourite

Home in Oakland

4.94 out of 5 average rating, 120 reviews

Lake View Loft Lodge on Deep Creek Lake

Seconds away from the lake, Trader's Coffee House, Brenda's Pizzeria, High Mountain Sports, and minutes away from Wisp Ski Resort, entertainment, shopping, food, and anything else you could want. Just eight miles south of Deep Creek Lake is historic Oakland, MD. Oakland is known for its small-town feel with local restaurants, small businesses, and popular festivals. Taking the time to visit Downtown Oakland is a must-see on your to-do list at Deep Creek Lake.

Top guest favourite

Flat in Accident

5 out of 5 average rating, 118 reviews

New! The Nest near Deep Creek

Kick back and relax in this calm, stylish space. Brand new, beautiful one bedroom apartment above a detached garage just 5 miles from Deep Creek Lake. Beautifully designed space with craftsman quality large kitchen, king size neo-industrial walnut bed, live-edge vanity and wall cap, articulating lamp, all made by local craftsman. Leather pull out couch with queen bed sleeps two extra guests. Relax by the fire pit and listen to the birds in the woods.

Top guest favourite

Cottage in Oakland

4.95 out of 5 average rating, 144 reviews

Cheerful cottage 2 minutes from Deep Creek Lake

Just the right size and location for enjoying all Deep Creek Lake has to offer- including scenic hikes on many nearby trails, skiing at Wisp, or just enjoying time on the lake amongst bustling lake life. Then retreat back to our quaint cottage and enjoy time together. You will love our place because of its coziness, location, cleanliness, affordability and perfect size for a single family stay. *bathroom is in the bedroom *we have parking for a boat*

Guest favourite

Cabin in McHenry

4.87 out of 5 average rating, 134 reviews

Hot Tub Fire Pit Gas Grill Wood Stove Roku

6min drive to WISP skiing. Rustic charm meets modern comfort at this Deep Creek cabin! Unique property features babbling brook which can be heard from the hot tub. **HOT TUB **Sleeps 8 **Fire Pit **Fast Wi-Fi **Wood Stove This 4-bedroom, 2-bath vacation rental is ideally located just a short drive from several of the area’s premier natural attractions, including Deep Creek Lake and Swallow Falls State Park - ensuring endless outdoor fun.

Guest favourite

Cottage in Oakland

4.91 out of 5 average rating, 181 reviews

Pet friendly-Cottage in the Woods

Tucked conveniently between Swallow Falls State Park and Deep Creek Lake, this recently renovated 2 bd cottage has everything you need for a weekend getaway or a much needed week(s) long vacation! Inside you will find a completely stocked kitchen, open living/dining area, full size bathroom, 2 bedrooms and a cozy nook with sleeper sofa and desk. Relax and unwind in the spacious backyard or charming balcony. *pets stay free