House vacation rentals in McHenry County

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!

Highwood Haven/Indoor Pool/Hot Tub/Arcade

Unwind at Highwood Haven, an opulent McHenry getaway with a heated indoor pool and arcade. Savor culinary delights in our chef's kitchen, enjoy al fresco entertainment, and relax in sumptuous bedrooms. An hour from Chicago, it's ideal for luxury retreats and family fun. Revel in our nine-person hot tub, outdoor lounge with TV, and serene bedrooms. Make memories with both lively entertainment and tranquil moments, all within a luxurious setting. Your perfect destination for an upscale vacation.

Modern Waterfront House Getaway on Fox River

Come relax and unwind on the beautiful Fox River! Only 1 hour and 15 minutes from Chicago, this home boasts luxury amenities and a resort-like feel that will make you want to extend your stay! Our solar powered Riverfront home includes private water access and beautiful views. Lounge away in the backyard with a built in fire-pit and patio seating. A screened in porch dining area is perfect to enjoy meals and relax. This home is a perfect getaway for friends and families looking for an escape!

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 !

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.

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.

Summer Fun In Richmond!

This charming, newly remodeled home boasts a unique style perfect for a small family or group of friends. Enjoy a peaceful retreat while exploring local Spring attractions. The house offers an array of amenities. With plenty of activities in the area, you'll find endless opportunities for Spring adventure and relaxation in this delightful getaway. We are close to the Nippersink River, Richardsons Farm, and a 15-minute drive to the Chain O Lakes and Lake Geneva.

-NEW- Blue Magnolia Cottage -3 King Beds- Luxury

Blue Magnolia Cottage is a newly renovate 4-Bedroom Home with Luxurious Marble Countertops, Private Backyard Featuring Fire Pit. Ideal for Families and Groups Seeking Comfort and Style. Offering 3 king beds, 1 queen bed and 2 single beds. Spacious Living Areas, Modern Amenities, Zen Den Yoga room and Serene Outdoor Space Make this home your most memorable stay. CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties