Family-friendly vacation rentals in McHenry

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in McHenry

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Batavia

4.91 out of 5 average rating, 255 reviews

Quaint Batavia Coach House

I am creating an airbnb account for my two lovely parents, who are empty nesters for the first time in thirty-two years. We, myself and my five siblings, were blessed to be raised in the quaint city of Batavia, IL, which boasts river paths, close proximity to a train station that will take you into Chicago, and historic neighborhoods such as our own. Our property consists of two homes, our own and a coach house, which we would love for you to stay in! Both are situated on a family-friendly old-fashioned alley with mature maple trees. We thank you and wish you a pleasant stay regardless of where you choose to stay the night. All our best.

Apr 23 – 30

G$23,529 GYD per night

Guest favorite

Loft in Woodstock

4.96 out of 5 average rating, 170 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.

Sep 7 – 14

G$29,165 GYD per night

Guest favorite

Guest suite in Wood Dale

4.9 out of 5 average rating, 430 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Oct 15 – 22

G$25,032 GYD per night

Guest favorite

Home in Richmond

4.93 out of 5 average rating, 143 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.

Apr 10 – 17

G$147,977 GYD per night

Guest favorite

Farm stay in Caledonia

4.89 out of 5 average rating, 104 reviews

Country Guesthouse at Wind Ridge Herb Farm

Welcome to Wind Ridge Herb Farm. Enjoy the peace and tranquility of this beautiful historic, Victorian farm. Just minutes from Rockford, Machesney Park and Beloit, the guesthouse is ideal for couples, friends, families or professionals seeking safe, private and quiet accommodations. Conveniently located near I90, Pierce Lake and Rock Cut State Park, great golf courses and biking, restaurants and shopping, Anderson Japanese Gardens, Nicholas Conservatory and Hard Rock Casino are all nearby.

Apr 17 – 24

G$29,209 GYD per night

Guest favorite

Apartment in Lake Geneva

4.98 out of 5 average rating, 815 reviews

Geneva Street Inn in Maple Park Historic District

Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

Sep 7 – 14

G$33,780 GYD per night

Superhost

Place to stay in Racine

4.86 out of 5 average rating, 621 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. And if we're home, a complimentary Chai for you! Come, make lifelong memories at Racine's Best Kept Secret!

Oct 7 – 14

G$44,139 GYD per night

Guest favorite

Farm stay in Hampshire

4.96 out of 5 average rating, 211 reviews

Country Farmhouse with Multiple Rooms

This 1890s farmhouse gets lots of natural light and offers all the comforts of home. From the comfy quilts to beautiful grounds, make this your home away from home for your stay with us. Just 35 minutes from O'Hare International Airport and a short drive off I-90, our home is a convenient location between Chicago and Rockford, Illinois. Host on-site in attached live-in quarters. Breakfast is available upon request for $10 per person. Please note information below on WiFi access.

Jul 7 – 14

G$37,511 GYD per night

Superhost

Chalet in Ingleside

4.84 out of 5 average rating, 369 reviews

"A" Frame Brandenburg Lake

Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool usually June-October often cool to use in early June.

Nov 14 – 21

G$55,978 GYD per night

Guest favorite

Bungalow in Mundelein

4.87 out of 5 average rating, 184 reviews

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

Aug 25 – Sep 1

G$29,544 GYD per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Nov 10 – 17

G$20,296 GYD per night

Guest favorite

Cabin in Kenosha

4.81 out of 5 average rating, 539 reviews

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! Fully remodeled. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Massive deck overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

Feb 22 – Mar 1

G$22,283 GYD per night