Vacation rentals in McHenry County

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Top-rated vacation rentals in McHenry County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite

Loft in Woodstock

4.97 out of 5 average rating, 206 reviews

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.

Superhost

Home in Cary

4.79 out of 5 average rating, 91 reviews

KING bed | Crystal Lake | McHenry | Cary | COZY

✨Stay in the heart of McHenry County at this stylish, modern apartment!✨ Whether it’s a quick trip or an extended stay, you’ll enjoy the comfy king-sized bed, full kitchen, and large bathroom. The back patio and fire pit area are the perfect spots to relax. Plus, you’re less than a 10-minute drive to these local attractions: 🏞️Three Oaks Recreational Area 🌲Moraine Hills State Park 🏙️Downtown Crystal Lake 🏖️Crystal Lake Main Beach Experience Crystal Lake and Cary with us & learn more below!

Top guest favourite

Apartment in McHenry

5 out of 5 average rating, 144 reviews

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Top guest favourite

Apartment in Crystal Lake

4.96 out of 5 average rating, 126 reviews

Farmhouse Chic Home with a view. Downtown

Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, located in a vintage 1875 farmhouse. Steps away from over 100 restaurants, shops, coffee spots, and bars, all within a 2-minute walk. Enjoy updated bedding, modern comforts, and vintage finishes in a quiet space with no shared walls or upstairs neighbors. One parking space included, with additional lot park CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

Guest favourite

Home in Harvard

4.95 out of 5 average rating, 199 reviews

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.

Top guest favourite

Tiny homes in Harvard

5 out of 5 average rating, 48 reviews

Tiny House on Horse Farm

Tiny house sits on the back of a beautiful horse farm out in the country . House sits on the back five acres of Sheetz farm. Your only neighbors are deer, foxes, eagles, owls, sand hill cranes, and wild turkeys. Tiny house sits on the bank of a small pond. You also have access to five acres of woods with marked trails. The property that the house sits on might be the most peaceful spot on earth. Tiny house means just that, it’s TINY, approximately 180 square feet. Owners live on site.

Guest favourite

Apartment in Algonquin

4.8 out of 5 average rating, 129 reviews

Waterfront Stay w/ Walk to Downtown Entertainment

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

Guest favourite

Home in Richmond

4.95 out of 5 average rating, 196 reviews

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 !

Top guest favourite

Guesthouse in McHenry

4.96 out of 5 average rating, 191 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top guest favourite

Cottage in Wonder Lake

4.93 out of 5 average rating, 156 reviews

The Cozy Lake House/Perfect Lake Front Getaway!

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!

Superhost

Tiny homes in Marengo

5 out of 5 average rating, 4 reviews

Lakeside Tiny House Farm Retreat

Nestled on 40 peaceful acres, this rare and unique tiny house retreat nested next to our private 5-acre pond invites you to slow down, breathe deeper, and reconnect with what matters most. Set on a no-till, regenerative flower farm, the land is alive with vibrant blooms, vegetable gardens, fruit trees, and chickens. Whether you’re seeking solitude, a romantic escape, or a soulful weekend reset, this is where time slows down and nature takes center stage.

Superhost

Apartment in Woodstock

4.85 out of 5 average rating, 285 reviews

Historic Apartment on the Woodstock Square

Located on the Town Square, your private apartment is in the heart of Woodstock's downtown district. The apartment spans the full second story of what was once a 1900's saloon, 1920's confectionary shop, and a jewelers during the 1930's. Now a landmark, the neon glow of the Elgin Watches sign is the first thing travelers see when they turn onto Main Street en route to the Square.