Pet-friendly vacation rentals in McHenry County

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

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!

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.

The Cozy Lake House, Dm me ?s Lake Front Property!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

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.

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

Spacious Ranch blocks away from Downtown McHenry

Spacious 2 bedroom 2.5 bath ranch walking distance to downtown McHenry and the beautiful McHenry riverwalk. Located on McHenry Country Club this unique location is a peaceful getaway. Take advantage of the 4 season room and enjoy the tranquility of the lush green course as golfers enjoy a relaxing round. *Please contact host about golf options* Indoors you will find a 65 inch smart TV equipped with YouTube TV and an indoor jacuzzi located in the master bath.

Maria's La Petite Maison

Welcome to Maria’s La Petite Maison, a charming one-bedroom French country cottage nestled on our serene lavender farm in Marengo, Illinois. Surrounded by fields of fragrant lavender and the gentle hum of nature, this is a peaceful retreat designed for rest, romance, and inspiration. Perfect for writers, artists, and dreamers alike, the cottage offers a quiet escape where time slows down and creativity blooms— right here in the heart of Illinois. No TV.

Elegant New Home Near Lakes -

Welcome to your perfect getaway in Wonder Lake, IL! Nestled in a beautiful new community, our brand-new construction home offers the ultimate blend of comfort and convenience. Whether you’re here to relax by the serene lakes, coming in for work, explore picturesque walking paths, or take a short 20-minute drive to the stunning Lake Geneva, our home is the ideal base for your adventures. PLEASE NOTE CONSTRUCTION IS STILL ONGOING IN THE SURROUNDING HOMES!

Hot tub. Heated Pool. In town location.

In ground pool!! (Seasonal) Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Hot tub. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!