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.

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.

Riverfront, 2 beds, White Turtle welcomes you!

Welcome to 1-bedrm, 1-bath home on Fox River! It offers king-size bed in bedroom & sleeper sofa in cathedral-ceiling living room. Home is perfect for couples, families, solo travelers. Fully equipped kitchen with appliances & essentials for your convenience. For entertainment, there is pool table in basement for a friendly game, or river-view patio for outside fun. Home is 10-minute walk to Cary Metra station, offering easy access to downtown Chicago. Plus, it is close to shopping, restaurants.

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 !

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.

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.

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.

Villetta Bogdano

WRITERS ROOM A Romantic Tuscan-Inspired Hideaway in a Countryside Dream Welcome to your own private slice of countryside paradise—a soulful one-bedroom retreat that feels as though it was plucked from the heart of Tuscany and among lavender. Tucked away from the world, the cottage offers complete privacy with just birdsong in the morning, the bleating of goats, the soft cluck of chickens nearby. No TV.

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