Holiday rentals with outdoor seating in McHenry County

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in McHenry County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Loft in Woodstock

4.96 out of 5 average rating, 170 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.

Guest favourite

Home in Richmond

4.93 out of 5 average rating, 144 reviews

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

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

Guest favourite

Flat in McHenry

5.0 out of 5 average rating, 73 reviews

Walk to downtown McHenry @ the heart Fox River

2nd. floor. Few blocks walk east/south to most of the fun, restaurants, bars McHenry has to offer. Across the street from a Pokémon Gym @ Veterans Park. Cozy, with full kitchen, games, toys & extra amenities to make your stay relaxing & comfortable. Fenced backyard. Smoking only outside. 4:20 allowed in backyard & not in view of under the age of 21. 1 block west of the Fox River includes 488 miles of shoreline of the Chain of Lakes. Free boat/kayak launch minutes away. NO PETS ALLOWED

Guest favourite

Home in McHenry

4.98 out of 5 average rating, 54 reviews

Modern Waterfront House Getaway on Fox River

Come relax and unwind on the beautiful Fox River! Only 1 hour and 15 minutes from Chicago, this home boasts luxury amenities and a resort-like feel that will make you want to extend your stay! Our solar powered Riverfront home includes private water access and beautiful views. Lounge away in the backyard with a built in fire-pit and patio seating. A screened in porch dining area is perfect to enjoy meals and relax. This home is a perfect getaway for friends and families looking for an escape!

Guest favourite

Home in Crystal Lake

4.96 out of 5 average rating, 26 reviews

Peaceful Home w/ private backyard

Relax at this peaceful Family Friendly Crystal Lake home. You will have all the amenities you need to truly relax including a spacious well manicured private backyard, safe and secure for the kids. Enjoy your morning coffee or evening glass of wine in our cozy rockers or in our enclosed patio. Peaceful mornings & fun-filled afternoons await you at our cozy home. Minutes to Metra, Downtown Crystal Lake, Main Beach, Veteran Acres Park and Three Oaks Recreation, biking/hiking/restaurants/bars.

Guest favourite

Guest suite in Marengo

4.98 out of 5 average rating, 41 reviews

Romantic Spa Oasis for Two! Or One!

Our romantic spa getaway for two includes everything you and your partner needs to relax. Whether it’s a spa, a billiard room, wood burning stove we have all of the essentials for a relaxing romantic getaway. Our place is located in unincorporated Marengo, about 45 minutes outside of Chicago, about 5 minutes off of I-90 and 40 min drive to beautiful Lake Geneva. The air is clean, the area is very quiet, star gazing is a must. During spring and summer months guests have access to our gardens.

Guest favourite

Home in Harvard

4.95 out of 5 average rating, 164 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Guest favourite

Home in Crystal Lake

4.82 out of 5 average rating, 11 reviews

Stunning 12-person Home ~Game Room~Pet Friendly

This special place is close to everything, making it easy to plan your visit. Escape to our newly renovated 4BD,2½ Bath modern home in Crystal lake,Illinois. Ideal for families or groups, this spacious abode boasts 4cozy bedrooms, 2.5 bathrooms, and a host of entertainment options including a pool table,and TVs in every room. Enjoy a serene stay in a peaceful neighborhood, with all the conveniences necessary for a memorable vacation. ✔ 4 Comfortable Bedrooms ✔ 2½ Bathrooms ✔ Fully Equipped

Guest favourite

Flat in Crystal Lake

4.96 out of 5 average rating, 94 reviews

Farmhouse Chic Home with a view. Downtown

Large apartment on 2nd story over looking Downtown Crystal Lake. Over 100 restaurants, shops & coffee shops, bars, shopping all walking distance within 2 minutes. 1 parking space (additional spots in public lots). Vintage 1875 farmhouse converted to apartment on 2nd floor with vintage finishes, updated bedding, linens and modern couch. Very quiet with no shared walls or anyone above you. Browse the beautiful streets and enjoy the local businesses year round. Close to transportation.

Guest favourite

Home in Richmond

4.95 out of 5 average rating, 92 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 !

Guest favourite

Guest house in McHenry

4.95 out of 5 average rating, 157 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.

Guest favourite

Farm stay in Harvard

5.0 out of 5 average rating, 57 reviews

Executives, Weddings, Families: Elite Farm Retreat

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, weddings, and families. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. Our 5000 sq ft estate is a blend of comfort and rustic charm, set on 10 acres near Lake Geneva. Luxurious bedrooms, Jacuzzi, and premium entertainment await. Ideal for top-level meetings or intimate family events. Elevate your retreat experience with us. Book now.