House holiday rentals in McHenry County

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!

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!

Private A-Frame - 5 Acres-Fishing Pond-Rock Wall

Indulge in tranquility at this unique & peaceful A-Frame hideaway. Tucked away on 5+ acres of lush woodland, this retreat offers a secluded oasis bordering a private nature reserve. Discover serenity as you wander winding trails, cross foot bridges & babbling creeks, & find solitude by the tranquil fishing pond. Spanning 4,000 sqft across 4 levels, this home boasts ample space to comfortably accommodate up to 27 guests in plush beds. Experience a getaway unlike any other amidst nature's embrace.

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

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.

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. 🏡

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!

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!

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 !

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.

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.

Modern 3BR/2BA | King Beds, One-Level

Unwind in this peaceful, centrally located 3-bedroom, 2-bath home—all on one easy-access floor. Tucked in a quiet neighborhood just 2 minutes from Route 31 & IL-120, this home is your perfect hotel alternative. Enjoy king-size beds in every bedroom, a fully stocked modern kitchen, and a cozy living room with four recliners and Smart TVs in every room. Step outside to relax by the fire pit, enjoy dinner on the patio, or sip your morning coffee from the front porch rockers.