
Family-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for McHenry County family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Getaway
Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!

#4 Adorable Lake Cottage-Cypress Resort & Marine
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.

Hot tub getaway Extra Large capacity home
This was a very nice house and it accommodated 16 people with no problem at all. The host is very responsive and it was very clean and felt like home

#1 Old Lake House at Cypress Resort & Marine
Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!

2 Bedroom villa at Lake Geneva's GRAND Resort
Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.

Restored Victorian w Hottub , 1block to shops
This house looks like it does in the photos. It is an easy walk to downtown in a safe area. Had a great stay overall!

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
Will was very responsive and his place was very relaxing and cozy. My family had a great time!

"About Time" You will love it! -12 beds
Very nice place to host our large family Christmas gathering. Plenty of room for everybody. The game room was very much appreciated and well used.
Family- and pet-friendly home rentals

Relaxing Lakeview Getaway: Steps to Beach, Dogs ok
Being directly across from the beach was amazing but what was better is there was enough gear, kayaks, paddle boards, life jackets, chairs, and so on, available for our use we were able to enjoy the beach and water all day together.

Como Lake house with boat and motor included
We really enjoyed Andy's place! The location is beautiful, right on the lake. We fished right off the pier and also took the boat out to fish. Andy had instructions for EVERYTHING, which was so helpful! We will be back!

Clean Country living at its best!
A great place to stay at a great value. We used all 6 bedrooms. Perfect location. Papi surprised us with pastry the first and second morning. Was a real pleasure to stay at his place.

Lake Geneva- Historic ice house
We had a great stay at the icehouse! Definitely a more historic unit but matched the descriptions and was perfect for our quick weekend getaway! Also a quick walk to everything downtown and the lake is right across the street. As long as you are not looking for something modern or fancy, this place is perfect!

Private in-law apt. on the Popular Chain of Lakes!
We had a wonderful weekend in McHenry at Greg's place. It is unique, comfortable, spacious, and pretty close to a main downtown area with lots of restaurants/bars. The window views are beautiful. And, we especially loved the sauna and fireplace! We stayed in the winter and didn't get to fully enjoy the lake and large yard, so we will definitely have to come back in the summer.

Entire 5BR House - Wayne, IL (We are OPEN!).
This was the perfect place for my girlfriends and I to crash while in town for the night. The beds were incredibly comfortable. Would stay here again.

Cozy Cabin in Williams Bay
We were in town for a wedding and needed a place we could stay where we could leave our dog crates during the day. We got upgraded to a bigger cabin since they had space. It was perfect! Thank you for the stay!

Lake Geneva area: Pet Friendly Sanctuary, Sleeps 8
Pictures didn’t do this place justice, clean and very well furnished. Kitchen fully stocked as if they live there full time. High end utensils and kitchenware. Very cozy, well lit during the day, several spots to hang out indoors and outside with lots of entertainment options indoors, lots of room to roam outside and a fire pit . Sandra responds instantly, she’s very far from you so you have privacy but always available to come by if you needed anything. Sandra invited my daughter to help her groom the horse and that made her day. Would visit again for sure, and perhaps in the winter if available. The fireplace beckons. There’s an XL size griddle outside which I was allowed to use. She’s offering you all she has, so treat it with care and respect and clean after yourself so that we can all enjoy her place. Thank you Gene and Sandra.
Family-friendly home rentals with a pool

2 BD 2 BA Abbey Villa with Pool
Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.

2 Bedroom Villa at Lake Geneva's GRAND Resort
What a lovely and hospitable place! We loved our time there. The level of comfort was unmatched. We would happily return. Truly a wonderful experience!

Abbey Spring Resort Home |North Shore Hideaway
We had a fantastic time here! The property has an incredible deck that extends into the surrounding forest. We had breakfast outside every morning! If you love wildlife, you'll love this place.

Flexible rental In Lake Geneva Area
Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!

Luxury Log Cabin retreat home
Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.

Beautiful 137 Year Old Farm Home (3night min)
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

Lakeview at CasaComo
We absolutely loved this location. We ended up not even going into Lake Geneva until we were driving out. Close to Williams Bay for the Shoreline Trail. Close to restaurants and walking distance to activities. We fished right from the dock and caught a lot of Blue Bill, Northern Pike and Bass. We encountered a lot of wild life; turtles (we watched her laying eggs, cranes, deer, a snake) Pool was fun, listened to music up at the Lodge by the fire and enjoyed the condo. It was very comfortable and welcoming. We will be back!

NEW! Updated Lake Geneva Resort Luxury Suite
We had a great time! The location is perfect and we loved the pool!
Destinations to explore
- Rentals with outdoor seating McHenry County
- Flat rentals McHenry County
- Rentals with a patio McHenry County
- Waterfront rentals McHenry County
- Family-friendly rentals McHenry County
- Rentals with a hot tub McHenry County
- Rentals with a fireplace McHenry County
- Rentals with lake access McHenry County
- Rentals with a kayak McHenry County
- Rentals with beach access McHenry County
- Rentals with a firepit McHenry County
- Rentals with a washing machine and dryer McHenry County
- Rentals with pools McHenry County
- Fitness-friendly rentals McHenry County
- Pet-friendly rentals McHenry County
- House rentals McHenry County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Six Flags Great America
- Humboldt Park
- 875 North Michigan Avenue
- Lincoln Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Willis Tower
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- Racine North Beach
- Grand Geneva Resort & Spa
- Moraine Hills State Park
- Richard Bong State Recreation Area
- Chicago Cultural Center