House holiday rentals in McHenry County

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Top-rated house rentals in McHenry County

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Guest favourite

A spacious exterior view of the house showcases a light-colored exterior with a modern metal roof. A large deck with multiple seating arrangements is visible, surrounded by well-manicured grass and trees. The scene is complemented by a clear blue sky and scattered clouds.

Home in McHenry

5 out of 5 average rating, 12 reviews

Riverfront Entertainment Haven

Emerald on the River! Public boat launch across the river I Ample Indoor/Outdoor entertainment space I Updated! I Minutes (land and water) to downtown McHenry I Life flows a little slower on the river Enjoy our new riverfront listing! This 4 bedroom, 2 bed McHenry vacation rental is just what you need to soak in the sunshine, enjoy the water, and spend time escaping or reconnecting with family + friends! The home is located right across the public boat launch, perfect for getting on the water!

Guest favourite

Home in Cary

4.81 out of 5 average rating, 112 reviews

2BR Cozy Stay | Fire Pit+Parking| King Bed Retreat

✨Stay in the heart of McHenry County at this stylish, modern apartment!✨ Whether it’s a quick trip or an extended stay, you’ll enjoy the comfy king-sized bed, full kitchen, and large bathroom. The back patio and fire pit area are the perfect spots to relax. Plus, you’re less than a 10-minute drive to these local attractions: 🏞️Three Oaks Recreational Area 🌲Moraine Hills State Park 🏙️Downtown Crystal Lake 🏖️Crystal Lake Main Beach Experience Crystal Lake and Cary with us & learn more below!

Guest favourite

A spacious living area features high wooden beams and a two-story stone fireplace at its center. Light fixtures hang from the ceiling, illuminating white sofas arranged around a traditional rug. Large windows frame the view of the outdoors, bringing natural light into the room.

Home in McHenry

4.97 out of 5 average rating, 79 reviews

Upscale Barn Retreat: Hot Tub, Sauna, 14 Guests

Welcome to the renovated barn home of your dreams! • Ultra-fast WIFI: 2,000 Mbps • Brand-new 7-person JACUZZI • Brand-new 4-Person Infrared SAUNA • Massive 7,500 square foot estate • 6 enormous bedrooms • 5.5 bathrooms • Gourmet kitchen: Wolf Stove, Northland commercial fridge, fully stocked with kitchen supplies • Gorgeous 2.5 story stone fireplace • Instantly unwind in 18 acre tranquil country- retreat setting where deer roam and sandhill cranes nest • Perfect for large groups

Guest favourite

An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.

Home in Harvard

4.95 out of 5 average rating, 207 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Top Guest favourite

Home in Woodstock

4.89 out of 5 average rating, 133 reviews

3 BR near DT Woodstock Square | Hot Tub & Arcades

Welcome to Woodstock's Victorian Square! Embark on a delightful escape to the serene embrace of Woodstock's Victorian Square. Nestled on a peaceful street, this inviting haven offers a perfect blend of tranquility and convenience. Enjoy a quiet night's sleep and a short stroll (2 blocks) to discover the delights of coffee, chocolate, art, and antiques. Historical Charm, Modern Comfort: Immerse yourself in the allure of a completely renovated (2021) historic home, built in the 1920s. 🏡

Guest favourite

A spacious outdoor deck is covered with a bright shade sail, providing relief from the sun. Comfortable wicker chairs with soft cushions create a cozy seating area, overlooking the peaceful river and surrounding greenery.

Home in Algonquin

4.88 out of 5 average rating, 115 reviews

The River House Sauna/Kayaks/Hot Tub/Fire Pit

The newly remodeled water front 4 bd 2 bath home is within walking distance of Algonquin’s fabulous "Old Town District", restaurants, pubs and entertainment. Likewise, the gorgeously landscaped River Park is a short stroll away, giving one much to see and do. The residence feature a beautiful kitchen; large dining area adjoins the kitchen as does a brightly sun shined living room complete with big glass doors overlooking the water. A picturesque living for both work and play awaits!

Guest favourite

Home in Bull Valley

5 out of 5 average rating, 6 reviews

3 Bedrooms, 2.5 bath, 70 inch TV, *KING Bed*!

Note before booking: We are anticipating the final window shades to primary bedroom to be installed first week of 2026. There is ongoing construction in the community. The Wonder: A Brand-NEW 3BR, 2.5BA townhome in the private Stonewater Community! Peaceful, pet-friendly, and perfectly located near McHenry, Wonder Lake, and Woodstock with easy access to Chicago. Sleeps 8, features a 2-car garage, baby gates, and summer pool access. On-site gym coming soon. Your modern retreat awaits!

Top Guest favourite

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

4.95 out of 5 average rating, 220 reviews

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Superhost

A vibrant, multicolored blanket is draped over a swing, surrounded by lush green grass. The waterfront view features a wooden dock with outdoor seating, framed by trees and a clear blue sky, creating a serene outdoor space.

Home in McHenry

4.9 out of 5 average rating, 81 reviews

Heart of the Fox Riverhouse

Welcome to your perfect waterfront escape. This riverhouse blends indoor comfort with outdoor luxury—featuring a private hot tub, dock, and al fresco dining. Set right on the river with easy access to the lake, it’s ideal for peaceful mornings, great fishing, or tying up your boat after a day on the water. Explore nearby restaurants, golf, comedy clubs, and outdoor movies—or stay in and soak up the view. Whether you’re here to unwind or seek adventure, your getaway starts here.

Guest favourite

A light-filled living room is centered around a subtle area rug, showcasing a comfortable sofa and two chairs. Large bay windows offer views of the surrounding greenery, while soft wall colors and decorative accents contribute to a cozy ambiance.

Home in Crystal Lake

5 out of 5 average rating, 17 reviews

Downtown Vintage Retreat

Step into vintage charm with a modern twist at this FRESHLY remodeled retreat in the heart of Crystal Lake. The home features a serene primary suite with a queen bed and & cozy 2nd bedroom equipped with 2 twin beds—ideal for families or friends traveling together. Home is on first floor. Just 1 block from vibrant downtown Crystal Lake, you’ll have instant access to local boutiques, restaurants, and the Metra train station that connects you straight to the heart of Chicago.

Guest favourite

A spacious home is framed by green lawns and vibrant flower beds. A large wooden deck extends from the house, equipped with an umbrellaed table for outdoor seating. Scenic pathways meander through the well-maintained gardens, inviting relaxation within the tranquil surroundings.

Home in McHenry

4.92 out of 5 average rating, 25 reviews

The Emerald Retreat

Beautiful waterfront home with large outdoor space for the perfect view of the Fox River! Large balcony for morning coffee and opportunity to relax with a good book as well as an outside area for entertaining. Enjoy beautiful gardens next to the water with ample outdoor space. Cozy up next to the outdoor fire pit or indoor fireplace. We love this home and you will too! Come relax at this tranquil waterfront retreat, see for yourself what it's like to live on the river!

Superhost

An expansive deck is illuminated by string lights, creating a warm ambiance in the evening. A dining set with red chairs is placed on the wooden flooring, with a fire pit nearby. The surrounding wooded area adds a natural backdrop to the outdoor space.

Home in McHenry

4.81 out of 5 average rating, 52 reviews

Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall

Relax & unwind in this distinctive & serene retreat. Nestled on more than 5 acres of wooded land that extends to a secluded nature preserve, this accommodation promises a peaceful & private escape. Recently renovated, the space offers a memorable experience with extensive trails, foot bridges over creeks, and a secluded pond. For a unique sleeping experience, ascend the rock wall to reach the lofted queen bed, or opt for the ladder if you prefer an easier ascent.