Family-friendly holiday rentals in McHenry County

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Popular amenities for McHenry County family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Lake Villa
4.84 out of 5 average rating, 44 reviews

Lakeside Getaway

AndreRating, 5 stars11 months ago
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!
Guest favourite
Cottage in Antioch
4.93 out of 5 average rating, 149 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars10 months ago
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.
Superhost
Home in Kenosha
4.92 out of 5 average rating, 276 reviews

Hot tub getaway Extra Large capacity home

ColeRating, 5 stars5 days ago
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
Superhost
Home in Antioch
4.94 out of 5 average rating, 106 reviews

#1 Old Lake House at Cypress Resort & Marine

NallelyRating, 5 stars8 months ago
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!
Guest favourite
Apartment in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars2 months ago
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.
Home in Lake Geneva
4.67 out of 5 average rating, 123 reviews

Restored Victorian w Hottub , 1block to shops

GraceRating, 5 stars5 days ago
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!
Superhost
Home in Bristol
4.84 out of 5 average rating, 109 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

KristyRating, 5 stars1 week ago
Will was very responsive and his place was very relaxing and cozy. My family had a great time!
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 156 reviews

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

SteveRating, 5 stars5 months ago
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

Top guest favourite
Home in Burlington
4.95 out of 5 average rating, 105 reviews

Relaxing Lakeview Getaway: Steps to Beach, Dogs ok

JoshuaRating, 5 stars11 months ago
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.
Guest favourite
Home in Lake Geneva
4.92 out of 5 average rating, 100 reviews

Como Lake house with boat and motor included

ChristiRating, 5 stars3 weeks ago
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!
Guest favourite
Guest suite in Lake Villa
4.95 out of 5 average rating, 76 reviews

Clean Country living at its best!

PattiRating, 5 stars1 week ago
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.
Superhost
Guest suite in Lake Geneva
4.78 out of 5 average rating, 112 reviews

Lake Geneva- Historic ice house

DustinRating, 5 stars9 months ago
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!
Guest suite in McHenry
4.82 out of 5 average rating, 82 reviews

Private in-law apt. on the Popular Chain of Lakes!

RenaRating, 5 stars66 months ago
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.
Home in Wayne
4.59 out of 5 average rating, 534 reviews

Entire 5BR House - Wayne, IL (We are OPEN!).

MelissaRating, 5 stars2 days ago
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.
Superhost
Cabin in Williams Bay
4.67 out of 5 average rating, 45 reviews

Cozy Cabin in Williams Bay

DanielRating, 5 stars8 months ago
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!
Home in Hebron
5 out of 5 average rating, 19 reviews

Lake Geneva area: Pet Friendly Sanctuary, Sleeps 8

GabriellaRating, 5 stars11 months ago
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

Guest favourite
Apartment in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars10 months ago
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.
Superhost
Villa in Lake Geneva
4.9 out of 5 average rating, 77 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

LoriRating, 5 stars3 weeks ago
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!
Superhost
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars11 months ago
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.
Apartment in Lake Geneva
4.64 out of 5 average rating, 277 reviews

Flexible rental In Lake Geneva Area

LindseyRating, 5 stars1 month ago
Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!
Guest favourite
Cabin in Lake Geneva
4.85 out of 5 average rating, 110 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars1 month ago
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.
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars10 months ago
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!
Apartment in Lake Geneva
4.89 out of 5 average rating, 198 reviews

Lakeview at CasaComo

LisaRating, 5 stars1 week ago
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!
Apartment in Lake Geneva
4.59 out of 5 average rating, 140 reviews

NEW! Updated Lake Geneva Resort Luxury Suite

AngelaRating, 5 stars2 weeks ago
We had a great time! The location is perfect and we loved the pool!

Destinations to explore