House holiday rentals in McHenry County

A spacious exterior view of the house showcases a light-colored exterior with a modern metal roof. A large deck with multiple seating arrangements is visible, surrounded by well-manicured grass and trees. The scene is complemented by a clear blue sky and scattered clouds.

5.0 out of 5 average rating, 16 reviews

Riverfront Entertainment Haven

Emerald on the River! Public boat launch across the river I Ample Indoor/Outdoor entertainment space I Updated! I Minutes (land and water) to downtown McHenry I Life flows a little slower on the river Enjoy our new riverfront listing! This 4 bedroom, 2 bed McHenry vacation rental is just what you need to soak in the sunshine, enjoy the water, and spend time escaping or reconnecting with family + friends! The home is located right across the public boat launch, perfect for getting on the water!

Top guest favourite

The outdoor area features a spacious patio surrounded by decorative stone architecture. Comfortable seating arrangements are placed near the pool, which is bordered by lush greenery. A large umbrella and several lounge chairs add to the inviting atmosphere. The house showcases large windows and multiple levels.

5.0 out of 5 average rating, 59 reviews

Paradiso Vacation

Welcome to our home, a sanctuary of comfort, and unique design. This house it's a perfect blend of modern amenities and timeless elegance. The living area features a cozy fireplace, ideal for family gatherings. The kitchen is equipped with top-of-the-line appliances. The master suite is a private retreat, with walk-in closets, vanities, and a shower. A unique feature of this home is the outdoor living space, with a pool, jacuzzi and BBQ grill making it perfect for entertaining or relaxing.

4.94 out of 5 average rating, 218 reviews

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

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.

4.87 out of 5 average rating, 133 reviews

A spacious outdoor deck is covered with a bright shade sail, providing relief from the sun. Comfortable wicker chairs with soft cushions create a cozy seating area, overlooking the peaceful river and surrounding greenery.

Home in Algonquin

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

The newly remodeled water front 4 bd 2 bath home is within walking distance of Algonquin’s fabulous "Old Town District", restaurants, pubs and entertainment. Likewise, the gorgeously landscaped River Park is a short stroll away, giving one much to see and do. The residence feature a beautiful kitchen; large dining area adjoins the kitchen as does a brightly sun shined living room complete with big glass doors overlooking the water. A picturesque living for both work and play awaits!

Top guest favourite

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

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 !

4.96 out of 5 average rating, 241 reviews

5.0 out of 5 average rating, 8 reviews

Charming Vintage Cottage Near the Lake

Step back in time to the golden age of Crystal Lake's resort heritage. Our 3 bedroom cottage offers a peaceful retreat that captures the spirit of a classic lakeside getaway, updated with modern comforts. Enjoy the view of the stream and the nearby lake from the back deck. Whether you're here for sunset strolls or water activities, the spirit of the lake is ever present. Lippold Park is just around the corner, offering hiking trails, wetlands, play areas and sports fields.

A spacious home is framed by green lawns and vibrant flower beds. A large wooden deck extends from the house, equipped with an umbrellaed table for outdoor seating. Scenic pathways meander through the well-maintained gardens, inviting relaxation within the tranquil surroundings.

4.85 out of 5 average rating, 34 reviews

The Emerald Retreat

Beautiful waterfront home with large outdoor space for the perfect view of the Fox River! Large balcony for morning coffee and opportunity to relax with a good book as well as an outside area for entertaining. Enjoy beautiful gardens next to the water with ample outdoor space. Cozy up next to the outdoor fire pit or indoor fireplace. We love this home and you will too! Come relax at this tranquil waterfront retreat, see for yourself what it's like to live on the river!

An expansive deck is illuminated by string lights, creating a warm ambiance in the evening. A dining set with red chairs is placed on the wooden flooring, with a fire pit nearby. The surrounding wooded area adds a natural backdrop to the outdoor space.

4.83 out of 5 average rating, 60 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.

A well-maintained in-ground pool is shown surrounded by a concrete deck and lush greenery. A wooden fence encloses the yard, offering privacy. Tall trees and shrubs provide a natural backdrop, while the bright blue sky adds to the inviting atmosphere.

4.98 out of 5 average rating, 45 reviews

Hot tub. Heated Pool. In town location.

In ground pool!! (Seasonal) 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. Hot tub. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!

Top guest favourite

The exterior of Blue Magnolia Cottage is showcased, featuring a charming blend of dark blue siding and a brick chimney. Lush greenery surrounds the property, with neatly manicured shrubs lining the pathway, creating an inviting entrance to the home.

4.96 out of 5 average rating, 26 reviews

-NEW- Blue Magnolia Cottage -3 King Beds- Luxury

Blue Magnolia Cottage is a newly renovate 4-Bedroom Home with Luxurious Marble Countertops, Private Backyard Featuring Fire Pit. Ideal for Families and Groups Seeking Comfort and Style. Offering 3 king beds, 2 single beds. Spacious Living Areas, Modern Amenities, Zen Den Yoga room and Serene Outdoor Space Make this home your most memorable stay. CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

5.0 out of 5 average rating, 10 reviews

Home in Woodstock

Finally… A Home Big Enough for Everyone 8 Beds

Woodstock, IL | Perfect for Families & Extended Stays Welcome to this beautifully renovated, fully furnished 5-bedroom home in Woodstock—designed for families, traveling professionals, medical stays, work crews, and longer visits. With multiple living areas, modern amenities, and ample parking, this home makes group stays comfortable and stress-free. 8 beds