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.

Waterfront Cottage/sauna/kayaks/firepit/dock

Enjoy some time away at this peaceful cottage on the Fox River. There is a dock with jet ski lift and kayaks available to guests. Large deck with ample seating. There is a sand beach with volleyball court and playground within walking distance of home. Many places to dine and shop nearby. Some nice resteraunts on the water. Local attractions nearby including Norge Ski Club, Bettendorf Castle, Three Oaks Rec, ect. Fire pit next to river with wood included. Amazing sunset view and steam sauna.

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. 🏡

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!

Comfort, just off the lake

Take it easy at this delightful and tranquil freshly rehabbed 2 bed 1 bath getaway. Need a long weekend, visit family, extended stay for work, or travel nursing commitment? Excellent hospitals nearby, a beach at the end of the block, seasonal boat, canoe, and paddle boards available to rent & local activities await you. Our home is very clean & quiet. Large (50% fenced) yard. Streets are lit with no sidewalks. Pre-approved pets are welcome. Additional shedding pet cleaning fee $50.

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!

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.

Wonder Lake Elegance Home

Step into a world of peace at our Wonder Lake retreat, a 2-bedroom townhome where elegance meets serenity. Indulge in the contemporary comforts of our open-layout living space, featuring a state-of-the-art kitchen and an indulgent master suite. Beyond the walls, nature beckons with picturesque trails and a park that whispers tranquility. Ideal for both leisurely family escapes and productive retreats, our home is a gateway to local experiences and serene moments.

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.

Extended Stay Home • 4BR • Games • Pet Friendly

Welcome to our newly renovated 4BR, 2.5BA modern home in Crystal Lake, IL—perfect for families, professionals, corporate groups, insurance stays, and extended visits. Whether you're in town for work, relocation, or a long vacation, this home is designed to offer comfort and entertainment. Enjoy a peaceful neighborhood, fully equipped kitchen, TVs in every room, and a dedicated games room with pool/air hockey, arcade consoles, and thousands of retro video games.