Family-friendly vacation rentals in McHenry County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in McHenry County

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

0 of 0 items showing

1 of 3 pages

Guest favorite

An open living area showcases large windows that provide views of the surrounding landscape. A dining table with four chairs is positioned near the kitchen, while a cozy seating arrangement features a sofa and flat-screen television. Natural wood accents create a warm environment.

Home in Richmond

4.93 out of 5 average rating, 156 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.

Top guest favorite

The image depicts a vibrant storefront building surrounded by trees and brightly colored flowers. The entrance features large windows and a doorway with a sign that indicates 15 years of celebration. A cobblestone path leads to the entrance, with a glimpse of a neighboring building in the background.

Apartment in Kenosha

4.93 out of 5 average rating, 243 reviews

Cheerful Apartment in Downtown Arts District

Cheerful apartment in newly renovated building above Professional Acting Studio at edge of Kenosha's Downtown Arts District. Near Harbor, beach, 4 museums, art galleries, live entertainment, eclectic restaurants, diners, coffee shops, Trolly, bike paths, parks, lakeshore, antique stores and specialty shops, Prime Outlets, Bristol Renaissance Faire, Great America. Metra Line to Chicago, close to Milwaukee. My place is good for couples, solo adventurers, business travelers, friends and families.

Top guest favorite

Condo in Lake Geneva

4.91 out of 5 average rating, 105 reviews

Top location, no cleaning fee, everthings close B

If you want the best of Lake Geneva from the one of the hottest locations in the city this then you will love staying here! You are a block from great restaurants, bars, the Riviera docks, the Riviera beach, boat rentals, shopping, and more. You'll park your car in our free parking and not need it for the rest of your stay. Relax in your private suite, or sit and enjoy the outdoor balcony with a beautiful view of the lake and downtown. When you’re ready to enjoy the town, simply step outside

Guest favorite

Cabin in Elkhorn

4.97 out of 5 average rating, 298 reviews

The Retreat: 5 Acre Log Cabin

Escape to this beautiful 5-acre country retreat, located a short drive from Lauderdale Lakes, Alpine Valley, and Lake Geneva. The cabin features two kitchens, two family rooms, a year around hot tub, a game room, an arcade, and five bedrooms with comfortable king-sized beds. The master suite also includes a steam room for added luxury. Spend your days enjoying the great outdoors with a game of beach volleyball or roasting marshmallows around a bonfire, while taking in the fresh midwestern air.

Guest favorite

A cozy cabin overlooks a tranquil lake, surrounded by lush greenery. A wooden deck leads to an inviting seating area with several white chairs arranged in a semi-circle around a campfire pit. Large windows with red trim add character to the structure.

Guesthouse in Elkhorn

4.98 out of 5 average rating, 166 reviews

Camp Wandawega: Lakeside 3 Bedroom Cabin

Overlooking the lake nestled right behind the main lodge, this cabin has 3 bedrooms, a half bathroom, a seating a room, a basic kitchenette & access to camp showers downstairs. One large bedroom has a queen bed, one room with bunkbeds, & one with a full bed to accommodate a max of 6 guests. (But the bunkbeds are best for kid-sized humans). Like all of Wandawega, it’s a back-to-basics, no-frills, primitive experience. Simple rooms, vintage furnishings. There is heat & a couple AC window units.

Superhost

An open living space features exposed brick walls and wooden beams. A large brown leather sofa faces a wall-mounted TV. A dining table with metal chairs is placed on a textured area rug, while decorative wheels adorn the walls, enhancing the room's unique character.

Home in Kenosha

4.92 out of 5 average rating, 272 reviews

Where Family & Friends Gather to Create & Remember

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

Top guest favorite

A cozy common area features a navy blue sofa adorned with a bright cushion, complemented by a woven chair. A small side table sits beside the sofa, and a textured rug enhances the floor. Soft ceiling lights create an inviting atmosphere.

Apartment in Lake Geneva

5 out of 5 average rating, 241 reviews

Downtown Geneva Street Getaway

Geneva Street Getaway is one block from downtown and 2 blocks to the beach!! The unit consists of the entire, private first floor. It has 2 bedrooms (1 king- 1st and 1 queen -2nd) 2 full bathrooms, 2 common areas with sleepers (queens with gel memory foam mattresses), and a kitchenette, to accommodate 8. The décor is tasteful, bright, and airy. Licensed and approved by the city, our comfortable home is within steps of downtown restaurants, bars, shopping, boat rentals, and the beach!

Guest favorite

The spacious laundry area is equipped with a washer and includes shelving for storage. Light-colored walls enhance the bright atmosphere, while a dark door at the end of the hallway provides an additional point of access.

Home in Williams Bay

4.95 out of 5 average rating, 332 reviews

Williams Bay House - 1 Block to Geneva Lake

The home was featured in the Experience Wisconsin Magazine article "The Six Coolest Airbnbs Found in Wisconsin". We look forward to providing a relaxing retreat with excellent service for our guests. The Williams Bay House is located in downtown Williams Bay, Wisconsin, about 1 block from Geneva Lake. Walk to the beach, boardwalk, boat launch, nature conservancy, park, restaurants, and shops. We offer flexible check-in and check-out times. The primary guest must be over the age of 25.

Superhost

A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.

Chalet in Ingleside

4.84 out of 5 average rating, 387 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.

Guest favorite

A spacious great room features tall windows that allow natural light to flood the space. Comfortable seating arrangements include a brown leather sofa and a light-colored armchair, with a wooden coffee table at the center. The open floor plan connects to the dining area and kitchen visible beyond.

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 104 reviews

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

Superhost

Home in Bristol

4.84 out of 5 average rating, 104 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

Discover the perfect lakeside retreat just an hour away from both Chicago and Milwaukee! Our fully equipped home on the stunning Lake Shangrila offers a spacious, comfortable stay for up to 12 guests. While our home and the lake will provide your group endless entertainment, you will also be located in an area surrounded by various attractions available in every season.

Superhost

A cozy log cabin is depicted at dusk with illuminated windows, showcasing a welcoming atmosphere. In front, a circular fire pit is surrounded by four red Adirondack chairs, with a tree-lined background providing a serene setting.

Chalet in Williams Bay

4.88 out of 5 average rating, 249 reviews

The Bay Chalet

Featured in "At The Lake" Magazine in 2022! Enjoy the Northwoods of Lake Geneva! Just a 2-minute drive to Pier 290, Williams Bay public beach on Geneva Lake, lakefront park, boat launch and restaurants. 10 minutes to downtown Lake Geneva. 20 minutes to Alpine Valley. Enjoy Lake Geneva life while being tucked in the woods with a roaring fire in your cozy log cabin.