
Family-friendly holiday rentals in McHenry
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in McHenry

Total holiday rentals
Explore 30 holiday rentals in McHenry

Nightly prices starting at
McHenry holiday rentals start at €44 per night before taxes and fees

Verified guest reviews
Over 1,640 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of McHenry holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across McHenry rentals

4.9 Average rating
McHenry stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in McHenry
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes
Enjoy a comfy retreat in this cute 1BR home nestled right next to Grass Lake, IL. Newly updated shower. A lovely space to unwind by the lake whether it is work or play. Awake to a quiet morning, ready for a day of water activities with impressive views. Early risers can catch a sunrise to die for. Indulge in the comfort and tranquility of this lakehouse cabin. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

Walk to downtown McHenry. Heart of the Fox River
NO PETS Entire 2nd. floor. < 2 blocks away from downtown, Fox River Riverwalk. Pokémon Gym across the street. 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. Minutes from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rentals, golf courses & other varieties of entertainment. Look at Bettye's Guidebook for more information.

Pelican LakeHouse w/boat slip & sauna (sleeps 4)
Relax in the peaceful lakeside “Pelican House”. Has updated kitchen, vaulted ceiling, lake view, king bed & queen sleeper. A great lake property for family fun, friends trip or romantic getaway. 350' of waterfront with 2 small beaches, floating piers & more. Swim, boat, ski & fish or take in the changing seasons from the sauna. We are in nature. Expect spiders, webs, bees, ants & mosquitoes. Though we clean just hours before your stay spiders can & will spin a web in that short time.

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 !

Spacious Lakefront Retreat | Sunset VIEW | Firepit
Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!

The Cozy Lake House, Dm me ?s Lake Front Property!
Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Enjoy Life Right on the Lake with Amazing Views
Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids
Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

Eden Farm: Family Stays & Intimate Moments
Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. 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.

"The Apartment" in the heart of downtown McHenry
We welcome you to be our guest in this charming, historic home built in 1911 by German mason Nicholas Bohr. This upper unit apartment is a spacious 1,100 square feet, restored in 2018. The private entrance to "The Apartment" will lead you to 2 cozy bedrooms, 1 bathroom with a walk in shower, a large living room, and bright clean kitchen will make you feel right at home.

Little Fox Cottage - A Cozy Riverview Getaway
A cozy getaway in the Northwest Suburbs of Chicago. Located 40 miles from the city and just 1.25 miles from the Fox River Grove Metra stop. Get away from the city or 'work from home' in our 1 bedroom cottage with a giant covered outdoor space tucked against the slope of a beautifully terraced hill.
Popular amenities for McHenry family-friendly rentals
Family-friendly home rentals with a hot tub

The River House Sauna/Kayaks/Hot Tub/Fire Pit

Cove at 420: Modern Lake Front Home near Chicago

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Lakefront Getaway with Hot Tub!

"A" Frame Brandenburg Lake

Exquisite Modern A-frame all WithInnReach

Enchanted Garden Treehouse (Amenity*)

walk to beach, dog friendly yard hot tub sleeps 12
Family- and pet-friendly home rentals

The Adorable "Blue Breeze"!

4Bd 3.5ba Cozy New Construction! Close to lake!

The coffee shop

Dog friendly - A-Frame adventure

Lake house Monica Steps from the lake! 4BD 3bath

Lago Amore - Channel house, pier, kayaks

#4: Cute 2 bedroom cottage on the beach!

Lake/Beach Getaway (Remodeled)
Family-friendly home rentals with a pool

Grand 1800s Victorian Gem: Updated/by Downtown

Lake Geneva Cloud 9

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Home away from Home

Lake Geneva Retreat, Fireplace, Pool, WiFi

The Landis, spacious condo w/ pool & king bed

LG Quaint Condo on Lakeshore Dr.

Spacious Sailboat, “Kelly Day” sleeps 4
When is the best time to visit McHenry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €169 | €183 | €192 | €191 | €229 | €242 | €281 | €316 | €218 | €207 | €210 | €202 |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Destinations to explore
- Chicago Holiday rentals
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- Downtown Chicago Holiday rentals
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Alpine Valley Resort
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Illinois Beach State Park





