Vacation rentals in McHenry County

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Top-rated vacation rentals in McHenry County

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Top guest favorite

Loft in Woodstock

4.99 out of 5 average rating, 72 reviews

The Lux Loft~Walk to Square/Train Link to Chicago

Welcome to The Lux Loft! Savor a posh retreat in the privacy of this exquisite timber loft. Charming Woodstock (Bill Murray's "Groundhog Day") offers guests Victorian town-square nostalgia and artisan boutiques. The train station is just two blocks away to whisk you away away from the city or towards Chicago/airport. Or enjoy scenic drives through the horse country of Bull Valley Lake and the resort town of Lake Geneva. Luxuriate in fine furnishings and elegant French/urban/industrial decor.

Top guest favorite

A vibrant farmers market scene is captured, featuring a table adorned with colorful bouquets and fresh flowers. Market-goers are seen browsing the stalls, while a dog accompanies one visitor. A canvas awning provides shade over the flower displays, enhancing the lively atmosphere.

Loft in Woodstock

4.96 out of 5 average rating, 198 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

An inviting outdoor space is illuminated by string lights, creating a cozy atmosphere. A large dining table is surrounded by comfortable chairs, with colorful cushions adding a pop of color. Lush foliage and a fenced yard provide a private setting for relaxation.

Apartment in McHenry

5 out of 5 average rating, 128 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.

Guest favorite

A spacious outdoor area is featured, with several patio tables and chairs arranged around a central fire pit. The two-story building, painted in warm tones, includes outdoor seating on a deck that overlooks a sandy beach and lush greenery in the background.

Apartment in Crystal Lake

4.96 out of 5 average rating, 116 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

Guest favorite

An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.

Home in Harvard

4.95 out of 5 average rating, 191 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.

Top guest favorite

Tiny home in Harvard

5 out of 5 average rating, 28 reviews

Tiny House on Horse Farm

Tiny house sits on the back of a beautiful horse farm out in the country . House sits on the back five acres of Sheetz farm. Your only neighbors are deer, foxes, eagles, owls, sand hill cranes, and wild turkeys. Tiny house sits on the bank of a small pond. You also have access to five acres of woods with marked trails. The property that the house sits on might be the most peaceful spot on earth. Tiny house means just that, it’s TINY, approximately 180 square feet. Owners live on site.

Guest favorite

A spacious deck is seen with a blue umbrella providing shade over a table surrounded by several chairs. A view of the Fox River is visible, showcasing boats moored along the shore and greenery lining the opposite bank.

Apartment in Algonquin

4.79 out of 5 average rating, 122 reviews

Waterfront Stay w/ Walk to Downtown Entertainment

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. (be sure to see our guidebook!) You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay.

Guest favorite

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, 180 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 favorite

A bright living room features vaulted wooden ceilings, large windows offering views of the surrounding woods, and a blend of modern furnishings. A blue sofa is paired with two accent chairs, while a round coffee table sits at the center. A bar area with stools can be seen in the background.

Home in McHenry

4.92 out of 5 average rating, 37 reviews

Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall

Relax & unwind in this distinctive & serene retreat. Nestled on more than 5 acres of wooded land that extends to a secluded nature preserve, this accommodation promises a peaceful & private escape. Recently renovated, the space offers a memorable experience with extensive trails, foot bridges over creeks, and a secluded pond. For a unique sleeping experience, ascend the rock wall to reach the lofted queen bed, or opt for the ladder if you prefer an easier ascent.

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

4.94 out of 5 average rating, 121 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.

Guest favorite

A modern kitchen features white cabinetry, a large island with seating for two, and stainless steel appliances. A decorative light fixture hangs above the island, while a window allows natural light to brighten the space. A vase with flowers adds a touch of color to the countertop.

Home in Crystal Lake

5 out of 5 average rating, 7 reviews

In Ground Pool, Full Ranch Home

In ground pool!! Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!

Guest favorite

A staircase leads from a well-lit landing to the open layout of the apartment. Light gray walls frame doorways to adjacent rooms, while polished wooden floors reflect natural light pouring in from nearby windows.

Apartment in Woodstock

4.86 out of 5 average rating, 268 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 County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in McHenry County

A well-equipped kitchen features light grey cabinetry and stainless steel appliances. The hallway leads to an inviting living area, which is visible through an arched entryway. Natural light fills the space, enhancing the warm colors of the decor.

Hut in Trout Valley

4.76 out of 5 average rating, 17 reviews

Amazing Horse Country 1 Bedroom Quonset Hut

SherylRating, 5 stars1 month ago

OMG!!! This place is amazing! 2 large closets (w/hangers) and tons of drawer space in the bedroom! Fully furnished kitchen and a huge living area. The bathroom had big, fluffy towels and the shower was refreshing! We spent lots of time sitting on the deck and watching the horses. The house was so clean and as many have mentioned, the historical books about Cary & Trout Valley were very nice. We didn’t need the host for anything - but I feel confident that he would have been helpful if you needed something. Trout Valley is a dream. We visited in May so the trees were green and the waterfalls into the ponds were flowing nicely. My husband said he would love to buy this place…should they ever decide to sell. Such a wonderful weekend - Thank You!!

Guest favorite

A spacious backyard features a fire pit surrounded by a circular stone design, with benches positioned around it. Lush green grass covers the area, and trees provide natural shade, creating an inviting outdoor space for gatherings.

Private room in Woodstock

4.93 out of 5 average rating, 395 reviews

Mini Suite in the House of Odd

CraigRating, 5 stars2 weeks ago

The House of ODD is a truly unique and memorable experience. The space is full of personality, creativity, and thoughtful details that make it stand out. Matthew was very responsive and accommodating throughout—his communication made everything smooth from start to finish. Overall, a great experience. If you're looking for something out of the ordinary, this is the place.

Top guest favorite

Two hanging chairs are suspended from a large tree, casting shadows on the lush green grass below. A picnic table is positioned nearby, surrounded by a serene landscape of tall grasses and trees, with soft sunlight filtering through the branches.

Cabin in Woodstock

5 out of 5 average rating, 7 reviews

Cabin on the Prairie

ClayRating, 5 stars2 months ago

What an amazing cabin. Felt so peaceful and loved the animals. Would recommend for sure!

Guest favorite

Cottage in Harvard

4.91 out of 5 average rating, 11 reviews

Peaceful Harvard Vacation Rental: 3 Mi to Town!

BonnieRating, 5 stars7 months ago

This cottage was a perfect place for long term intensive physical therapy. The kitchen was well-equipped for us to do our own meals, the washer and dryer were a plus, there was a comfortable sitting area and wifi to handle zoom calls and a well-maintained yard/garden/patio to enjoy. A great balance of privacy and connection with the owners and their pup. Highly recommend this place!!

Guest favorite

A wooden deck is showcased, featuring a pergola overhead supported by wooden beams. A charcoal grill is positioned near the back railing, and a set of wooden chairs is arranged along the edge. Lush greenery surrounds the area, adding a sense of privacy.

Private room in Crystal Lake

4.89 out of 5 average rating, 155 reviews

Master Bedroom w/Bathroom - safe and cozy

ReneRating, 5 stars2 weeks ago

This was my third stay - it’s an awesome place and I felt right at home. Highly recommend!

Guest favorite

A wooden sauna room features soothing cedar walls and benches, with soft lighting highlighting the natural grain. A small basket filled with stones is positioned near the entrance, enhancing the serene atmosphere.

Guest suite in Marengo

4.95 out of 5 average rating, 43 reviews

Romantic Spa Oasis for Two! Or One!

EricRating, 5 stars4 months ago

We had a great time at this location. Perfect opportunity to relax. I really appreciate the effort put into this Air Bnb to make it special. It was close to Valentine's day and everything was decorated appropriately it really elevated the experience. I would highly recommend and hope to visit again soon.

The outdoor area features a spacious lawn with lush greenery, framed by tall trees. A patio with stone flooring is visible in the foreground, overlooking a garden with various plants. A children's play set is positioned toward the right side, contributing to the family-friendly setting.

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.

Guest favorite

A tidy hallway is presented with neutral grey walls and white tiled flooring. A shower curtain is partially visible, while a decorative wall-mounted coat rack holds space for items. A wicker storage rack stands in one corner, accompanied by a laundry basket, enhancing utility.

Private room in Cary

4.93 out of 5 average rating, 165 reviews

Casa de Cary 1 (private driveway/entrance/wifi)

BrianRating, 5 stars4 months ago

What a wonderful place to stay. Everything was fantastic, the bed the TV and cozy warm room. They went out of their way to make sure my entrance and driveway was snow free. would love to stay again soon.

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Vacation rentals in McHenry County

Top-rated vacation rentals in McHenry County

Vacation rentals for every style

Popular amenities for McHenry County vacation rentals

Other great vacation rentals in McHenry County

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