Holiday rentals with a pool in McHenry

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in McHenry

  • Total holiday rentals

    Explore 100 holiday rentals in McHenry

  • Nightly prices starting at

    McHenry holiday rentals start at £106 per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    100 of McHenry holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across McHenry rentals

  • 4.6 Average rating

    McHenry stays receive an average rating of 4.6 out of 5 from guests

Top-rated rentals with a pool in McHenry

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
An inviting open-concept living space is highlighted by vaulted ceilings and ample natural light. The kitchen features modern stainless steel appliances and a spacious island. A comfortable seating area with a leather couch and stylish decor is situated nearby, enhancing the home's welcoming ambiance.
Townhouse in McHenry
5 out of 5 average rating, 93 reviews

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.

Superhost
The cabin's exterior is illuminated at dusk, showcasing a modern design with a combination of stone and timber. A spacious deck wraps around the structure, providing access to outdoor living areas. The image emphasizes nearby lake views, enhancing the cabin's serene environment.
Home in McHenry
4.83 out of 5 average rating, 40 reviews

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

Guest favourite
The cottage features a rustic wooden exterior surrounded by vibrant autumn foliage. A hot tub is positioned on the deck, and soft lighting illuminates the space. Stairs lead to the upper level, enhancing the cozy mountain retreat ambiance.
Cabin in McHenry
4.84 out of 5 average rating, 43 reviews

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.

Superhost
Home in McHenry
5 out of 5 average rating, 15 reviews

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!

Guest favourite
The exterior of the Craftsman-style home features a welcoming front porch with wooden rocking chairs. Lush green shrubs and blooming flowers add color to the landscape, while a spacious deck is visible in the background. A stone path leads to the front entrance.
Home in Oakland
4.9 out of 5 average rating, 108 reviews

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!

Top guest favourite
Cabin in Oakland
4.99 out of 5 average rating, 82 reviews

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!

Top guest favourite
Home in Terra Alta
5 out of 5 average rating, 13 reviews

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.

Top guest favourite
Home in Oakland
4.97 out of 5 average rating, 289 reviews

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!

Top guest favourite
A modern living area is highlighted by a stone fireplace and large windows offering views of the surrounding nature. Comfortable seating arrangements include a gray sofa and loveseats, while a wooden coffee table centers the space. Decorative elements feature a ceiling fan and a wall-mounted TV.
Townhouse in McHenry
5 out of 5 average rating, 41 reviews

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.

Top guest favourite
The lodge is showcased from an elevated perspective, surrounded by trees. Soft lighting illuminates the exterior, and the expansive deck features seating and a shaded area with a pink umbrella. The natural stone chimney rises alongside the structure, enhancing its modern design.
Cabin in Terra Alta
5 out of 5 average rating, 62 reviews

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

Top guest favourite
Home in Swanton
4.88 out of 5 average rating, 25 reviews

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! ✨

Top guest favourite
The exterior of the retreat features a blend of natural stone and wood siding, surrounded by tall trees. A covered porch with seating invites relaxation, while a separate outdoor structure offers a shaded area for gathering. Gravel pathways lead to well-maintained landscaping.
Home in Oakland
4.99 out of 5 average rating, 77 reviews

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!

Popular amenities for McHenry rentals with a pool

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