Family-friendly vacation rentals in McHenry County

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Popular amenities for McHenry County family-friendly rentals

Family-friendly home rentals with a hot tub

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
4.84 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 favorite
A cozy seating area features two armchairs and a sofa, complemented by a marble coffee table. Natural light filters through the white window, illuminating the space. A potted plant and decorative accents enhance the warm, wooden Cypress walls.
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
A charming coastal home is presented with shingle siding and a large covered porch. Lush greenery and flowering plants accentuate the front yard, while a tree stands centrally, framed by the inviting facade of the residence. The pathway leads to the inviting entrance.
Home in Kenosha
4.92 out of 5 average rating, 277 reviews

Hot tub getaway Extra Large capacity home

KimberlyRating, 5 stars2 days ago
This was a wonderful place for our family get together. The house has a few different places for a large group to hang out and was close to the beach.
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, 84 reviews

#8 Hillside Cottage at Cypress Resort & Marine

DaveRating, 5 stars4 weeks ago
This was my second time staying at this lakehouse, and it was just as great as I remembered. I absolutely love the peaceful surrounding area—it's a perfect spot to relax and enjoy nature. The hosts were very responsive and helpful, answering any questions I had right away. Everything in the listing was exactly as described, and the check-in instructions were clear and easy to follow. The house was clean, comfortable, and had everything I needed. I’m already looking forward to coming back again!
Superhost
A comfortable living area features a light-colored sofa with an array of cushions, a cozy armchair, and a decorative coffee table. A brick fireplace is visible, complemented by windows allowing natural light, while potted plants add a touch of greenery to the space.
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 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 stars3 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.
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
4.68 out of 5 average rating, 124 reviews

Restored Victorian w Hottub , 1block to shops

GraceRating, 5 stars1 week 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
A serene lakeside view features calm waters surrounded by lush greenery. A paved patio is equipped with a dining table and several chairs, providing an inviting space to enjoy the scenery. A private dock with boats is visible in the background, enhancing the lakeside atmosphere.
Home in Bristol
4.85 out of 5 average rating, 111 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

AbigailRating, 5 starstoday
We had a great stay here. We had a large party but felt like there was plenty of space to relax and spend time together. Kitchen was well equipped with appliances. Sound system was great! Lots of great games to play inside and amenities for the lake as well to use outside. Surrounding area is peaceful and relatively quiet. Easy to get to stores/shops via short drive.

Family- and pet-friendly home rentals

Top guest favorite
A serene lake is captured at dusk, reflecting shades of pink and purple in the sky. The calm water creates gentle ripples, while distant lights along the shoreline add a soft glow to the tranquil scene.
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 favorite
A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.
Home in Lake Geneva
4.92 out of 5 average rating, 100 reviews

Como Lake house with boat and motor included

ChristiRating, 5 stars4 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 favorite
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, 76 reviews

Clean Country living at its best!

PattiRating, 5 stars2 weeks 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
A serene outdoor view showcases vibrant autumn foliage surrounding a lush green landscape. Trees line the scene, with leaves changing colors. The lake glimmers in the background, reflecting the seasonal hues, while a pathway leads towards the water, enhancing the natural setting.
Guest suite in Lake Geneva
4.78 out of 5 average rating, 112 reviews

Lake Geneva- Historic ice house

DustinRating, 5 stars10 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!
The exterior of the A-frame house is surrounded by mature trees, providing a natural, serene atmosphere. A wooden deck features a table with chairs and an umbrella, alongside a boat slip leading to the water. A well-maintained yard offers a gentle slope to the creek.
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.
A spacious backyard is framed by mature trees, offering a serene natural setting. A playset with a slide is visible, surrounded by lush green grass and various shrubs. The area provides a tranquil space, ideal for outdoor activities and relaxation.
Home in Wayne
4.59 out of 5 average rating, 534 reviews

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

MelissaRating, 5 stars5 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
The exterior of a cabin is shown, featuring rustic log siding and dual entries. A wood railing borders a small walkway leading to the doors. Large windows with blinds allow natural light to enter, while lush green trees create a tranquil backdrop.
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!
The guesthouse is presented at twilight, showcasing expansive floor-to-ceiling windows that illuminate the interior with warm light. Surrounding foliage adds a natural touch to the structure, which appears nestled against the hillside, offering a sense of tranquility.
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 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 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
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
4.9 out of 5 average rating, 77 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

LoriRating, 5 stars4 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
A light-filled living area features a stone fireplace as a central focal point. Leather seating surrounds a wooden coffee table, while artwork depicting Lake Geneva adorns the walls. Large windows provide views of the outdoor scenery, and a staircase leads to an upper level.
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.
The outdoor pool area is surrounded by a spacious patio featuring multiple tables and chairs. Lush greenery frames the scene, offering a tranquil atmosphere. A well-maintained pool is the central focus, with clear blue water reflecting the sky.
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
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 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!
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
4.9 out of 5 average rating, 200 reviews

Lakeview at CasaComo

ErinRating, 5 stars6 days ago
We took an unexpected trip to the lake and needed a peaceful, relaxing place to stay. Regina’s house was perfect. The condo is fully stocked with all you’ll need including a beautiful view of the lake. Regina gave great recommendations and was very responsive.
A multi-story resort building is shown adjacent to a swimming pool. The architecture features a central entrance with arched details, and multiple balconies overlook the well-maintained grounds. Lounge chairs are arranged around the pool area, offering a space for relaxation.
Condo in Lake Geneva
4.55 out of 5 average rating, 11 reviews

Grand Geneva in Lake Geneva

ChrisRating, 5 stars27 months ago
Place was better than I expected--looked more updated than the photos displayed. It was very roomy with a large bathroom and a full-size kitchen. With good weather, you can simply walk up the hill to the Grand Geneva. Will definitely plan to book again!
An outdoor pool area features clear blue water surrounded by colorful lounge chairs. Canopies provide shaded spots for relaxation. Lush green trees line the perimeter, creating a serene environment. A spacious deck offers easy access to the pool and seating areas.
Condo in Lake Geneva
4.6 out of 5 average rating, 141 reviews

NEW! Updated Lake Geneva Resort Luxury Suite

AmyRating, 5 stars1 day ago
Krissy was very helpful with questions and her place is very homey. We will definitely book with her again if she allows us to. We had a lovely 5 year Anniversary.

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