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!

Grand 1800s Victorian Gem: Updated/by Downtown

Step back in time with this Victorian, pet friendly, home featuring original pocket doors, gorgeous inlaid floors, & sparkling leaded glass windows. You will feel right at home with the comfort of the updated kitchen and baths with tons of space for all sized groups. This home is just three blocks from downtown Woodstock where you can dine, shop, & visit the famous opera house. Don't forget to visit the many scenes the movie Groundhog Day was filmed at throughout town and toast to world peace!

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

On Fox River in Algonquin Kick back and relax in this calm, tastefully finished space. Nestled amidst a picturesque waterfront and greenery, this stylish property exudes an elegance, harmoniously blending into the serene natural surroundings. It is a perfect combination of comfort and convenience. Located within a short range to fantastic "Old Town District" of Algonquin/superb restaurants, pubs, entertainment as well as parks and trails, simply just mere moments away from array of amenities.

3/2 Riverwalk Retreat Luxury Home in Downtown

Welcome to “The Riverwalk Retreat on the Fox” – your perfect waterfront getaway in Downtown McHenry, Illinois. This beautifully remodeled 3-bedroom, 2-bathroom vacation rental combines peaceful riverfront living with the charm and convenience of walkable downtown McHenry. Featuring a fully fenced in back yard, private pier, private shoreline, and all just steps from the action in Downtown Mchenry and on the Fox River. Vacation in the heart of the action and in the middle of it all. Lake Life!

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.

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 !

Charming Vintage Cottage Near the Lake

Step back in time to the golden age of Crystal Lake's resort heritage. Our 3 bedroom cottage offers a peaceful retreat that captures the spirit of a classic lakeside getaway, updated with modern comforts. Enjoy the view of the stream and the nearby lake from the back deck. Whether you're here for sunset strolls or water activities, the spirit of the lake is ever present. Lippold Park is just around the corner, offering hiking trails, wetlands, play areas and sports fields.

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.

Private, Pet Friendly. Hot Tub! Fireplace. In Town

Private ranch home with in-ground pool (seasonal) + hot tub! Enjoy this clean, updated Crystal Lake home just 5 minutes from Main Beach and Three Oaks Recreation Area. Features 3 bedrooms, 4 beds, 1 full bath, a fenced pet-friendly yard, indoor fireplace, fully stocked kitchen, laundry room, basketball hoop, lawn games, and backyard TV in a covered patio! Walk to Mariano’s, CVS and Walgreens, with downtown, restaurants, beaches and more just minutes away!

Finally… A Home Big Enough for Everyone 8 Beds

Woodstock, IL | Perfect for Families & Extended Stays Welcome to this beautifully renovated, fully furnished 5-bedroom home in Woodstock—designed for families, traveling professionals, medical stays, work crews, and longer visits. With multiple living areas, modern amenities, and ample parking, this home makes group stays comfortable and stress-free. 8 beds

Private Heated Indoor Pool + Sauna, Family Retreat

Escape to our private heated indoor pool (86°F/30°C) — 5 ft shallow end with a kids' slide, 14 ft deep end, and life jackets provided. Unwind in a traditional stone sauna after your swim. Perfect for families and small groups near Chicago. 3 bedrooms, 2 bathrooms, fully equipped kitchen, and a spacious backyard with a grill for outdoor cooking and relaxing.

Horse Farm Charm!

Now is your chance to live on a horse farm with this large four-bedroom 3 bath Fully renovated farmhouse on 5.2 acres with pond. Cast a line and watch the Horses grazing in the pasture or walk on over and check out the chicken coop they are laying eggs daily. The grill on the deck hard pipe into the natural gas, no propane needed!