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Family-friendly vacation rentals in McHenry

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in McHenry

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.

4.93 out of 5 average rating, 101 reviews

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch your boat in Center Lake at end of street or visit one of many lakes nearby. Camp Lake less than 2 minutes away, close to Silver Lake and others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Wilmot Mountain, Lake Geneva, & Bristol Renaissance Faire. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base

Top guest favorite

An open living area features a cozy workspace with a desk and chair beside a vibrant area rug. Natural light filters through large windows, illuminating a relaxed seating space with a lamp and plants. The adjoining kitchen with blue cabinets and a cart is visible in the background.

Loft in Woodstock

4.97 out of 5 average rating, 202 reviews

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

Top guest favorite

A two-story house is presented with a welcoming blue front door and bright flower pots lining the entrance. The property is surrounded by neatly maintained grass and pathways, with trees and shrubs adding greenery to the inviting façade.

Apartment in McHenry

5 out of 5 average rating, 140 reviews

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

A spacious bed with a decorative iron frame is positioned centrally in the room, flanked by two bedside tables with lamp fixtures providing soft lighting. A simple striped rug lies on the floor, enhancing the serene atmosphere.

Apartment in Crystal Lake

4.96 out of 5 average rating, 124 reviews

Farmhouse Chic Home with a view. Downtown

Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, located in a vintage 1875 farmhouse. Steps away from over 100 restaurants, shops, coffee spots, and bars, all within a 2-minute walk. Enjoy updated bedding, modern comforts, and vintage finishes in a quiet space with no shared walls or upstairs neighbors. One parking space included, with additional lot park CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

The exterior features a welcoming entrance with two chairs positioned next to a small table. A sign stating 'WELCOME' is displayed prominently. Windows with closed blinds allow filtered light, and a pathway leads from the driveway to the entrance.

Guest suite in Zion

4.9 out of 5 average rating, 214 reviews

Non-smoking, attached mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.

A cozy living area is furnished with a dark blue sectional sofa and a wooden coffee table. Light streams in through large windows adorned with patterned curtains. A dining area with a vintage-style table and chairs is visible in the background.

Home in Woodstock

4.87 out of 5 average rating, 111 reviews

DT Woodstock Square | 3 BR with Hot Tub & Arcade

Welcome to Woodstock's Victorian Square! Embark on a delightful escape to the serene embrace of Woodstock's Victorian Square. Nestled on a peaceful street, this inviting haven offers a perfect blend of tranquility and convenience. Enjoy a quiet night's sleep and a short stroll (2 blocks) to discover the delights of coffee, chocolate, art, and antiques. Historical Charm, Modern Comfort: Immerse yourself in the allure of a completely renovated (2021) historic home, built in the 1920s. 🏡

A spacious living area features a combination of seating options, including a green sectional sofa and vintage chairs. A large wooden coffee table is placed at the center, surrounded by decorative cushions. Natural light floods in from skylights, highlighting the modern décor.

Home in Richmond

4.95 out of 5 average rating, 194 reviews

TheGlassCabin@HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.

Guesthouse in McHenry

4.96 out of 5 average rating, 189 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top guest favorite

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

4.99 out of 5 average rating, 160 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Top guest favorite

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

4.95 out of 5 average rating, 131 reviews

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, families, and intimate weddings. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

Top guest favorite

The exterior of the apartment is shown, featuring a light gray siding and a covered porch. Lush green grass surrounds the building, highlighted by well-maintained flower beds with blooming plants. Large windows allow natural light to flow into the living space.

Apartment in Cary

5 out of 5 average rating, 169 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Two chairs are positioned beside a small round table in a sunlit corner. Large windows allow natural light to illuminate the space, with potted plants visible on the windowsill. The warm wood flooring complements the inviting seating area.

Apartment in Woodstock

4.85 out of 5 average rating, 281 reviews

Historic Apartment on the Woodstock Square

Located on the Town Square, your private apartment is in the heart of Woodstock's downtown district. The apartment spans the full second story of what was once a 1900's saloon, 1920's confectionary shop, and a jewelers during the 1930's. Now a landmark, the neon glow of the Elgin Watches sign is the first thing travelers see when they turn onto Main Street en route to the Square.

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Popular amenities for McHenry family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living room features comfortable seating arrangements, including a sleeper sofa and armchair. Natural light filters through large sliding doors, leading to a balcony. A cozy gas fireplace adds warmth to the space, complemented by a round coffee table and a flat-screen TV mounted on the wall.

Condo in Lake Geneva

4.94 out of 5 average rating, 185 reviews

Beautiful Villa with Amenities Galore

Top guest favorite

A living area features a light-colored sofa arranged around a round wooden coffee table. Large windows with divided panes allow natural light to fill the space, while a decorative rug adds a touch of color. Potted plants are positioned for a natural accent.

Guest suite in Riverwoods

4.96 out of 5 average rating, 419 reviews

Master qtr close to nature & easy urban facilities

Top guest favorite

A private hot tub is set in a shaded outdoor area, surrounded by wooden fencing. The tub features jets and is filled with bubbling water. Steps lead up to the hot tub, and a patterned area rug lies nearby, enhancing the relaxing space.

Cottage in Racine

4.98 out of 5 average rating, 184 reviews

Clementine Cottage

Top guest favorite

A dining area is presented with a wooden table set for a meal, complete with plates, glasses, and utensils. Light pours in through large glass doors, framing a view of the surrounding trees and outdoor seating on the deck, while a vibrant stained glass window adds a colorful backdrop.

Cabin in Twin Lakes

4.98 out of 5 average rating, 113 reviews

Secluded in the Woods, Hot Tub

The view from the property showcases a serene lake surrounded by lush greenery, with a boat docked at a private pier. Large trees frame the scene, while the calm water reflects the blue sky and light clouds, creating a tranquil atmosphere.

Home in Fox Lake

4.88 out of 5 average rating, 118 reviews

Lakeside paradise with Hot Tub!

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, 113 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

An open living area showcases large windows that provide views of the surrounding landscape. A dining table with four chairs is positioned near the kitchen, while a cozy seating arrangement features a sofa and flat-screen television. Natural wood accents create a warm environment.

Home in Richmond

4.93 out of 5 average rating, 159 reviews

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

A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.

Treehouse in Schaumburg

4.93 out of 5 average rating, 818 reviews

Enchanted Garden Treehouse (Amenity*)

Family- and pet-friendly home rentals

The exterior of the ranch home is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the entrance, with blooming flowers and shrubs surrounding the home. Large windows allow natural light to brighten the facade, creating an inviting appearance.

Home in Round Lake Beach

4.83 out of 5 average rating, 133 reviews

Modern 3 bedroom house, quiet residential street.

Home in Antioch

4.9 out of 5 average rating, 139 reviews

Lakefront, beautiful views, spacious and private.

A bright and comfortable living area is presented, featuring a white sectional sofa adorned with colorful throw pillows. An aqua blue armchair complements the space. A flat-screen TV is mounted on the wall, and a decorative plant is positioned beside a white side table.

Apartment in Waukegan

4.92 out of 5 average rating, 149 reviews

Cozy 2 Bed Apartment

A spacious backyard features a wooden deck surrounded by greenery, equipped with a grill and outdoor seating. A screened-in area provides shelter, while a lawn extends, showcasing neatly trimmed grass and an inviting atmosphere for relaxation and gatherings.

Home in Lake Geneva

4.92 out of 5 average rating, 143 reviews

Lake Geneva cottage with private beach access

Top guest favorite

A charming outdoor area is framed by a large, leafy tree, providing shade over a patio adorned with potted plants and pumpkins. The rustic stone pathway leads to a spacious entrance featuring multiple windows, allowing natural light to fill the space.

Guest suite in Union Grove

4.98 out of 5 average rating, 122 reviews

Peaceful Horse Farm Retreat

The sunroom features large windows providing views of the serene pond and natural surroundings. Cozy seating areas with blue cushions are present, along with a coffee table at the center. A ceiling fan offers airflow, contributing to a tranquil atmosphere.

Home in Lake Geneva

4.87 out of 5 average rating, 148 reviews

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

A small A-frame structure in a wooded setting is highlighted by a vibrant green door and flower boxes. Two large blue Adirondack chairs are positioned in front of the structure on a mulched area, inviting relaxation among the natural surroundings.

Cabin in Lake Geneva

4.97 out of 5 average rating, 228 reviews

Charming A-Frame - Dog Friendly!

A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 344 reviews

a SIMPLE place

Family-friendly home rentals with a pool

Condo in Evanston

4.96 out of 5 average rating, 112 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

An outdoor pool area is surrounded by well-maintained landscaping, featuring several lounge chairs and tables. A patio with umbrellas provides shaded seating options. The pool is enclosed by a fence, with a clear view of greenery in the background. An adjacent gazebo offers additional space for relaxation.

Condo in Lake Geneva

4.95 out of 5 average rating, 155 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

An indoor mosaic-tiled pool is surrounded by a spacious, elegantly arched ceiling. Soft lighting reflects off the water, enhancing the serene atmosphere. Wooden lounge chairs are placed along the poolside, providing a comfortable area to relax.

Apartment in Uptown

4.9 out of 5 average rating, 542 reviews

Whole Flat in Private Club. Walk to L, Dining & Shows

A wooden log cabin is set against a serene sunset, surrounded by lush greenery. A fenced area contains a private heated pool, emphasizing the outdoor space for relaxation. The cabin features a large deck that connects to the backyard, providing a tranquil retreat.

Cabin in Lake Geneva

4.85 out of 5 average rating, 116 reviews

Luxury Log Cabin retreat home

Top guest favorite

The image showcases a clear swimming pool surrounded by a concrete deck. A shallow area is indicated, with safety signage specifying '3 ft 0 in No Diving.' Poolside loungers and umbrellas provide shade, while pool steps offer easy access for swimmers.

Condo in Lake Geneva

4.87 out of 5 average rating, 111 reviews

Lake Geneva relaxation!

Top guest favorite

A fenced-in backyard features a landscaped yard with well-maintained grass surrounding a heated in-ground pool. The pool area includes a comfortable covered patio, providing shade with ample space for relaxation. Lush green trees and shrubs create a serene atmosphere.

Home in Crystal Lake

5 out of 5 average rating, 16 reviews

In Ground Pool, Full Ranch Home

Top guest favorite

A patio area features multiple seating options and a glass door leading into the condo. Lush greenery and colorful flowers border the concrete walkway, providing a serene outdoor setting. A second-level balcony is visible above, adding depth to the outdoor space.

Condo in Lake Geneva

4.98 out of 5 average rating, 226 reviews

Lake Geneva Cloud 9

Top guest favorite

A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.

Guest suite in Saint Charles

5 out of 5 average rating, 295 reviews

Peaceful Private Coach-House in St. Charles

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

Total rentals
20 properties
Nightly prices starting at
R885 ZAR before taxes and fees
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Destinations to explore