Family-friendly vacation rentals in McHenry County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for McHenry County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A serene view of a lake at sunset, showcasing vibrant hues of orange and pink reflected on the water's surface. A covered balcony with simple outdoor furniture frames the scene, providing a peaceful spot to enjoy the picturesque surroundings.
Home in Lake Villa
4.86 out of 5 average rating, 43 reviews

Lakeside Getaway

AndreRating, 5 stars9 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 favorite
A cozy kitchen area is featured with white cabinets and a wooden countertop. Cooking appliances, including a stove and refrigerator, are visible. Two light-colored stools are placed at the counter. Shelving displays cookware and utensils. Natural wood walls complement the inviting atmosphere.
Cottage in Antioch
4.93 out of 5 average rating, 150 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars8 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
A cozy living area features warm wood paneling and two lamps providing soft lighting. A beige couch is adorned with decorative pillows, while a wooden coffee table is centered. A small dining table with chairs is visible, along with a glimpse of the kitchen area.
Cottage in Antioch
4.89 out of 5 average rating, 82 reviews

#8 Hillside Cottage at Cypress Resort & Marine

JenniferRating, 5 stars9 months ago
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.
Guest favorite
A two-story lake house is framed by tall trees, providing shaded areas on the grassy lawn. Outdoor seating is arranged around a fire pit, while a hammock is strung between two trees, inviting relaxation near the water's edge.
Guest suite in Antioch
4.96 out of 5 average rating, 83 reviews

#10 Lakeview Apartment at Cypress Resort & Marine

SophiaRating, 5 stars5 months ago
We had such a lovely stay! It felt like a home and was very cozy she even left fuzzy robes on the bed that added to the cozy fall vibes! The hot tub was clean and private and the unit had a beautiful view! Everything together made for the perfect relaxing get away!
Superhost
An archway leads to a light-filled living space with a comfortable sofa and large windows. A relaxed armchair is positioned nearby, accompanied by a table featuring a lamp and a small plant. Verdant houseplants add a refreshing touch to the room.
Home in Antioch
4.94 out of 5 average rating, 106 reviews

#1 Old Lake House at Cypress Resort & Marine

NallelyRating, 5 stars6 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 favorite
A grand entrance gate welcomes guests to the resort, flanked by lush greenery and tall trees. A well-maintained road leads through the picturesque landscape, guiding visitors into the expansive property.
Condo in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars1 month 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.
A charming Victorian house features a welcoming front porch with rocking chairs. The entrance is flanked by lush greenery and white hydrangeas. A red brick walkway leads to the door, surrounded by well-maintained gardens and a black wrought-iron fence.
Home in Lake Geneva
4.69 out of 5 average rating, 121 reviews

Restored Victorian w Hottub , 1block to shops

LaralynneRating, 5 stars11 months ago
The house was very centrally located and convenient to everything in Lake Geneva. It was a good size for my adult family to stay and we enjoyed the common areas for gathering. The house is old but in a way that we found quirky and charming, and overall clean and functional. There is only one shower but we didn't run out of hot water so it worked out. Parking and entry were very easy. Overall a great find and value if you are okay with an older place and want to prioritize a central location with several private bedrooms.

Family- and pet-friendly home rentals

Superhost
A welcoming blue house features a spacious wooden porch, supported by decorative beams. Rocking chairs are situated on the porch, inviting relaxation. Lush greenery surrounds the area, enhancing the connection to nature. The property is accessed by a gentle pathway leading to the entrance.
Guest suite in Lake Villa
4.95 out of 5 average rating, 73 reviews

Clean Country living at its best!

ArtemRating, 5 stars6 months ago
This place is perfect for big parties. Beautiful and clean location with tons of space for 10+ people. Nice fire pit in the backyard and the host is amazing. There were a few kitchen utensils missing due to the last renters not returning things where they belong and a phone call to the host was made and he delivered brand new utensils within an hour. This place and owner really make you feel at home!
Guest favorite
The image features a cozy cabin set against a backdrop of a tranquil harbor, illuminated by a warm porch light. A pathway leads to the door, bordered by a grassy area with two chairs facing the water. Trees provide additional shade and privacy.
Cabin in Kenosha
4.82 out of 5 average rating, 650 reviews

Lake Michigan Writer’s Cabin

MaryRating, 5 stars4 days ago
What a peaceful cabin! I can't recommend this stay enough, it made for a wonderful weekend getaway with our dogs!
Top guest favorite
A spacious backyard is presented, featuring well-maintained, lush green grass surrounded by a white fence. The house, with light-colored siding and a pitched roof, offers a peaceful setting beneath a canopy of trees, adding to the serene atmosphere of the outdoor space.
Home in DeKalb
4.94 out of 5 average rating, 271 reviews

Cozy home in front of the park and close to NIU

CristiRating, 5 stars2 months ago
The house was perfect for what we needed for a quick weekend visit.
Guest favorite
A well-organized bathroom features wooden cabinetry and a spacious vanity area with dual sinks. Vanity lights create a bright environment, while two framed mirrors enhance the space. Towels and personal items are neatly arranged, providing functionality and ease of access.
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 337 reviews

a SIMPLE place

KaitlinRating, 5 stars1 week ago
This is the 2nd time I've stayed here, and it is always exactly what I need. The space is great, the neighborhood is safe, and there's a Lou Malnatis and Portillos within a 15 min drive. Will definitely stay again!
Top guest favorite
A spacious backyard is shown, featuring a well-maintained lawn surrounded by trees and shrubbery. A young deer can be seen grazing on the grass. The house, with its distinct roof, includes an outdoor seating area partially shaded by a patio awning.
Guest suite in Wood Dale
4.91 out of 5 average rating, 489 reviews

The Deer Suite

WilliamRating, 5 stars2 weeks ago
Space was very clean and inviting, felt like an extension of our own home. Would definitely stay here again!
Guest favorite
The living area features a modern gray sofa paired with two wooden armchairs, set atop a patterned area rug. Natural light floods the space through four windows, illuminating the exposed brick wall and a wall clock above a colorful artwork.
Loft in Rockford
4.92 out of 5 average rating, 447 reviews

Jackson’s Urban Retreat + Patio

HeatherRating, 5 stars2 weeks ago
This our second time at Paul’s place and it was just as amazing as the first time. Very comfortable, private, and cozy. Very walkable to fun bars and restaurants, including their downstairs restaurant, Abreo, which is absolutely magnificent! I will definitely be back!
Superhost
The entrance features a welcoming façade with a multi-paneled door framed by greenery. A concrete walkway leads through a garden of flowers, with vibrant blooms visible among the arranged foliage. Large windows allow natural light to illuminate the interior.
Apartment in Rockford
4.8 out of 5 average rating, 352 reviews

Biz Class Apt w Conf Room

SpencerRating, 5 stars2 months ago
Excellent communication and location! Very close to the center of town. The doors and keys were a little confusing at first, but we figured it out eventually! Would happily stay here again if we ever come back to the area. Thanks Laura!
Guest favorite
A single-story house is set within a green landscape, featuring a well-maintained lawn. The exterior showcases light gray siding and red brick accents, with large front windows allowing natural light to fill the interior. An attached garage is visible on the right side.
Home in Rockford
4.83 out of 5 average rating, 178 reviews

Relaxing Ranch in NE Rockford

KammiRating, 5 stars1 week ago
This was a lovely place to stay. Great location. Very clean, very comfortable. I would definitely stay here again and recommend it to someone else.

Family-friendly home rentals with a pool

Top guest favorite
A circular swimming pool is surrounded by a spacious patio with numerous lounge chairs. Lush greenery and trees frame the area, while nearby, a gazebo offers shaded seating. The multi-story condominium buildings in the background complete the inviting outdoor environment.
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars8 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
An indoor pool area is highlighted by large windows allowing natural light to fill the space. Surrounding the pool, comfortable seating arrangements are available, and mural artwork depicting serene landscapes is featured on the walls. The space maintains a cheerful atmosphere with striped ceiling decor.
Villa in Lake Geneva
4.89 out of 5 average rating, 76 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

JaredRating, 5 stars1 month ago
This is a great space. The owner is very responsive and helpful. Looking forward to staying there again.
A large wooden playground is set in a grassy area, featuring multiple play structures. Two slides are visible, along with climbing features and accessible pathways. The bright blue sky and surrounding greenery create a welcoming environment for children to explore.
Cabin in Union
4.5 out of 5 average rating, 4 reviews

Trailer- Rental Unit

KarissaRating, 5 stars21 months ago
Absolutely loved staying at Sylvia's! The camper is very conveniently located within the park - close to all the amenities and activities! Easy to access, beautiful grounds and a very peaceful stay for my family and I.
Superhost
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars9 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, 275 reviews

Flexible rental In Lake Geneva Area

LindseyRating, 5 stars6 days ago
Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!
Guest favorite
A spacious driveway leads to a modern log cabin home surrounded by greenery. Flanking the driveway are several well-maintained evergreen trees. The cabin features a warm orange exterior, complementing the natural setting, with a stone accent wall visible on one side.
Cabin in Lake Geneva
4.85 out of 5 average rating, 108 reviews

Luxury Log Cabin retreat home

LizzieRating, 5 stars3 months ago
Debbie’s place is perfect for a relaxing getaway with friends or family. We came to Lake Geneva to bring in the New Year with two other couples and it was a Perfect getaway! We cooked a feast on Jan. 1 and were pleasantly surprised to find a fully stocked kitchen. This place is great, highly recommend!
Superhost
A serene outdoor pool is surrounded by a stone patio and well-maintained greenery. Lounge chairs are placed nearby, and vibrant foliage provides a peaceful backdrop. Sunlight reflects off the water's surface, creating a calming atmosphere.
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars8 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!
An open living and dining area features a dark wooden dining table surrounded by black chairs. A light blue wall complements a cozy seating arrangement with armchairs and a sofa. Natural light enters through a large sliding door, with decorative elements and a chandelier enhancing the space.
Condo in Lake Geneva
4.89 out of 5 average rating, 196 reviews

Lakeview at CasaComo

JamesRating, 5 stars2 months ago
nice place, was represented well in the pictures. we went for Valentines weekend and enjoyed the fireplace. It snowed our first evening there but the association cleared the drive and sidewalks quickly. I can imagine this would be a summer location with proximity and closeness to Lake Como.

Destinations to explore