Holiday rentals with a pool in McHenry

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 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

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.

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!

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!

Clover House @ Alpine Lake Resort w/indoor pool

Enjoy this newly built spacious 4-bedroom home with renovated basement space located at Alpine Lake Resort. Home boasts 2 king bdrms, 1 queen bdrm, bunk room, and TWO gorgeous great rooms. Fireplace, WiFi, AC/heating, W/D, On site parking, with EV charging capabilities (renter to provide their own charger at this time). Lots of outdoor activities from kayaking, paddle boarding, hiking, beach lake, pool, golf, or just relax, and enjoy everything Terra Alta and our welcoming home has to offer.

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!

4 Seasons Wisp- Lake Access, Hot Tub, 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.

LuxeLodge*HotTub*Game Rm*Arcade*ODMovies*Dogs OK

Nestled on beautiful Alpine Lake stands this beautiful year round modern built in 2024 “lodge style” home designed in and out to give you a luxurious and comfortable lake vacation to unwind and disconnect from the city, reconnect with nature and create amazing family experiences. 🐕DOGS WELCOME - see more about PET FEE ⭐️5-6 people HOT TUB 🎱8 F. POOL TABLE 🕹️300 plus games ARCADE 🎤KARAOKE MACHINE ⭐️HI SPEED FIBER OPTICS INTERNET - great for Remote Work 🧑‍🍳FULLY EQUIPPED KITCHEN

The Crooked Oak Lodge - Indoor Pool & Hot Tub 

Escape to Crooked Oak Lodge, your ultimate Deep Creek luxury retreat! 🌲 This stunning 8-bed home is perfect for large groups, featuring a private ensuite bathroom for every single bedroom. Dive into your own private indoor pool 🏊‍♀️, relax in the hot tub 🧖‍♀️, or enjoy the game room 🎱. Mix drinks in the hidden speakeasy bar 🍹 for an unforgettable experience. Located in the exclusive Waterfront Greens community with golf ⛳ and lake access, your perfect group getaway awaits! ✨

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!