Some info has been automatically translated. Show original language

Family-friendly holiday rentals in McHenry

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for McHenry 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!
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
Guest favourite
Home in West Town
4.85 out of 5 average rating, 317 reviews

Lux Urban 3BR/3BA Duplex + Parking!

AllisonRating, 5 stars1 month ago
Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.
Apartment in Bronzeville
4.33 out of 5 average rating, 27 reviews

Spacious 2bdm unit 15min to Dwtn

HeavenaRating, 5 stars1 month ago
i loved this airbnb, great spot if you just want to explore chicago. max was super quick with responses and helpful with any questions i had.
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!
Condo in Andersonville
4.89 out of 5 average rating, 9 reviews

Bright and Beautiful Penthouse - Close to the lake

GautamRating, 5 stars35 months ago
We had a great stay at Delphine's place in Uptown. The location is excellent, being on a tree-lined street, but very close to the Red Line, the Broadway bus, Andersonville, Little Asia, grocery stores and more. As we had a little kid, being right on top of the little park downstairs was also very convenient. On the flipside, it can get noisy in the summer with lots of kids/playgroups coming there, but as parents, we didn't mind. Delphine herself was very quick to respond via Whatsapp to all our queries before and during our stay. One thing to keep in mind at her place is that you are very much living in their home. If you are looking for an apartment that is only intended for guests, this is not it. While it is plenty big as a 2BR/2BA, it is full of stuff, furniture, photos, books, toys, etc. They have made a very nice office space in the main living area, but the drawback is that the living area is now very cramped. The main bedroom has 2 queen size beds in it, which is a bit weird, so we just ended up using one bed to keep our clothes on. The other bedroom with bunk beds is excellent for kids and more spacious. So overall, a great place and a great stay, and especially good if you are a couple with 1 or 2 kids. Just a bit cramped and crowded with stuff. We stayed for 2 weeks.
Top Guest favourite
Home in Kenosha
4.94 out of 5 average rating, 152 reviews

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft

DianeRating, 5 stars3 weeks ago
We had a wonderful stay at Daniel’s place! The house is beautiful and the view is stunning. It was really clean and felt very welcoming. We traveled with grandparents and kids and everyone found something to enjoy. The pool table was a huge hit, as was the badminton set and the multiple outdoor seating areas. This one is highly recommended!
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

Guest favourite
Apartment in Roscoe Village
4.96 out of 5 average rating, 303 reviews

Roscoe Village One Bed Lux Apartment Near Wrigley

LetaRating, 5 stars2 weeks ago
I would highly recommend Dennis' place. It was super clean. Had all the amenities you may want. Close to a lot of places yet quiet. We felt totally safe and loved the balcony.
Top Guest favourite
Home in Uptown
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.
Top Guest favourite
Guest suite in Logan Square
4.97 out of 5 average rating, 295 reviews

Stylish Studio in Historic Logan Square

AlyssaRating, 5 stars1 day ago
⭐️⭐️⭐️⭐️⭐️ 5/5 We had a wonderful stay! The space was clean, cozy, and exactly as described in the listing. The host was super responsive and made check-in seamless. We especially appreciated the little touches and great local recommendations. The neighborhood felt safe and was close to everything we needed. Would absolutely stay here again and recommend it to anyone visiting the area!
Top Guest favourite
Guest suite in Portage Park
4.94 out of 5 average rating, 163 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

TerenieRating, 5 stars1 week ago
Jamie was a really amazing host! She was friendly, helpful, caring and went over and beyond to make sure me and my kids were comfortable and had everything we need. Gave us lots of great recommendations to restaurants and as a first timer in Chicago she made sure I was aware of the traffic and other helpful information! My kids LOVE her she was vey nice, patient and gentle with them. Kid friendly house/area VERY quiet. The beds are the BEST after a long day of traveling very comfortable. The place was beautiful very nice decor and nicely maintained. We will definitely be staying here on our next visit to Chicago.
Superhost
Apartment in West Town
4.86 out of 5 average rating, 407 reviews

Explore the City from an Elegant, Urban Retreat

YvonneRating, 5 stars1 week ago
Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.
Guest favourite
Apartment in Racine
4.91 out of 5 average rating, 291 reviews

WAVES : Steps to the Harbor ~ Crash Here!

MaryRating, 5 stars5 days ago
We really enjoyed our stay. Very convenient and could walk to the water. The little deck in back was a nice spot to have coffee.
Guest favourite
Apartment in Logan Square
4.96 out of 5 average rating, 124 reviews

Garden Unit Getaway-Bucktown

MichaelRating, 5 stars2 days ago
Keith was the perfect host. Communication was great. We loved the apartment and the location was perfect. We will absolutely stay here again.
Guest favourite
Home in Lincoln Park
4.83 out of 5 average rating, 242 reviews

Spacious Luxury Townhouse - Old Town

DenisRating, 5 stars1 week ago
This place is a jem in the heart of an old town. Walkable distance to great restaurants and train station. The neighborhood is quiet and peaceful. For us it was a perfect place to come back to after a day of exploring Chicago. Robert, the host, is super responsive and is very pleasant. Highly recommended!

Family-friendly home rentals with a pool

Apartment in The Loop
4.77 out of 5 average rating, 223 reviews

Stylish Corner 2 Bedroom in the Heart of Chicago |

JaredRating, 5 stars2 weeks ago
The location is perfect for getting to any part of Chicago. It's within walking distance of endless activities, and within one to two blocks of multiple "L" and subway lines that will take you anywhere. You are staying in the middle of the city, so you will hear the train and sirens throughout the night; however, the host provides disposable ear plugs which were very helpful. I had no problem sleeping throughout the night. Front desk staff is always friendly. The host is very responsive, and courteous. Washer and dryer in unit helped me with not having to pack as many cloths for my trip. Everything was spotless upon arrival. Would absolutely stay here again.
Guest favourite
Condo 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.
Condo 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!
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!
Superhost
Apartment in The Loop
4.71 out of 5 average rating, 63 reviews

The Professional's Playground

BrianRating, 5 stars4 weeks ago
This apartment had everything that I needed during my work-and-play trip to Chicago. Easy access to public transportation, pleasant walks to the river and the west loop, and the gym and pool were awesome. Stephanie was extremely quick to respond and friendly from start to finish. I would be very comfortable staying here again next time I’m in Chicago.
Condo in Lake Geneva
4.89 out of 5 average rating, 198 reviews

Lakeview at CasaCome

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!

Quick stats about holiday rentals that are family-friendly in McHenry

  • Total rentals

    20 properties

  • Nightly prices starting at

    $84 NZD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore