Vacation rentals in McHenry County

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Top-rated vacation rentals in McHenry County

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Guest favorite

Loft in Woodstock

4.96 out of 5 average rating, 169 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.

Jul 29 – Aug 5

G$28,636 GYD per night

Guest favorite

Home in Richmond

4.93 out of 5 average rating, 142 reviews

"About Time" You will love it! -12 beds

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

May 4 – 11

G$164,501 GYD per night

Guest favorite

Home in McHenry

5.0 out of 5 average rating, 10 reviews

Relaxin' on the River

Relaxing & updated waterfront home ON the Fox River, peaceful countryside setting! Home has an oversized deck, patio, firepit & pier. Updated , 4 beds split between 2 bedrooms, 1 full bath. Great for a weekend or month-long getaway. Updated kitchen, bathroom, flooring, roof, HVAC. Fenced in front yard is pet friendly. Washer & Dryer. The deck in back as great views of the river. Patio & firepit with chairs. 9-10 minute drive from downtown McHenry where you'll have shops, restaurants, Walgreens!

Jun 9 – 16

G$47,987 GYD per night

Guest favorite

Apartment in McHenry

5.0 out of 5 average rating, 69 reviews

Walkable to downtown McHenry near the Fox River

2nd. floor. Few blocks walk east/south to most of the fun, restaurants, bars McHenry has to offer. Across the street from a Pokémon Gym @ Veterans Park. Cozy, with full kitchen, games, toys & extra amenities to make your stay relaxing & comfortable. Fenced backyard. Smoking only outside. 4:20 allowed in backyard & not in view of under the age of 21. 1 block west of the Fox River includes 488 miles of shoreline of the Chain of Lakes. Free boat/kayak launch minutes away. NO PETS ALLOWED

Oct 1 – 8

G$30,050 GYD per night

Guest favorite

Home in Harvard

4.95 out of 5 average rating, 164 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.

May 5 – 12

G$25,056 GYD per night

Guest favorite

Apartment in Marengo

4.96 out of 5 average rating, 23 reviews

Spaciously Ideal Upper Apartment

Enjoy and relax while away from home in this spacious duplex. The entire 2nd floor of this home is at one's disposal with its own private entry. Apt includes 2 BR, large living area, 1 full bath and an exceptionally large kitchen/dining area. W & D located within the apartment. Close access to I-90, O'hare Airport and Rockford Int'l Airport. Within minutes of the Illinois Railway Museum, 45 minutes of Lake Geneva and 35 minutes of NIU. 15 minutes to Woodstock and Starline in Harvard.

Jul 10 – 17

G$22,649 GYD per night

Guest favorite

Apartment in Woodstock

5.0 out of 5 average rating, 47 reviews

Cute apartment near the Historic Woodstock Square

This cute, in-law apartment is a hidden gem nestled in a quiet neighborhood. It has all the comforts of home including your own private parking & key-pad self entry. It features a fully equipped kitchen, 1 bedroom, bathroom. The living room also has a trundle that can sleep 2, a smart TV w/streaming services (Netflix & more). There is also a desk set up if you need to work. We are close to the Metra train and Historic Woodstock Square that has shopping, restaurants & fun events year round.

Jun 5 – 12

G$24,270 GYD per night

Guest favorite

Home in Richmond

4.94 out of 5 average rating, 84 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 !

Nov 17 – 24

G$59,653 GYD per night

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 155 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.

Dec 12 – 19

G$28,486 GYD per night

Guest favorite

Cottage in Crystal Lake

4.93 out of 5 average rating, 27 reviews

Modern Cottage by the Beach

Modern Cottage home 1 block from the beach in beautiful Crystal Lake, IL. Cozy up in this all newly renovated 2 bedroom cottage with brand new king size pillow top beds, Egyptian cotton sheets, oversized pillows, extra throw blankets and so much more. This Cottage home has everything you need for short and extended stays. Short walk to the beaches and parks. Close to downtown.

Dec 13 – 20

G$37,041 GYD per night

Guest favorite

Apartment in Woodstock

4.9 out of 5 average rating, 193 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!

Mar 22 – 29

G$39,544 GYD per night

Guest favorite

Cottage in Fox River Grove

4.94 out of 5 average rating, 49 reviews

Little Fox Cottage - A Cozy Riverview Getaway

A cozy getaway in the Northwest Suburbs of Chicago. Located 40 miles from the city and just 1.25 miles from the Fox River Grove Metra stop. Get away from the city or 'work from home' in our 1 bedroom cottage with a giant covered outdoor space tucked against the slope of a beautifully terraced hill.

Jul 9 – 16

G$36,438 GYD per night