House holiday rentals in McHenry County

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!

Chez Mundyo—Where Staying Feels Like a Celebration

✨ Chez Mundyo — Private Celebration Retreat ✨ A boutique retreat for intimate celebrations, romantic escapes & unforgettable gatherings. Perfect for birthdays, proposals, bridal showers, graduations, & reunions. Located 90 mins from Chicago, sleeps 4 & hosts up to 12 with approval. ✨ Experience Highlights ✨ • Immersive ceiling sound system • Custom LED lighting • Curated décor for photo moments • Photo Booth • Large green yard for gatherings • Lake 2 mins away for photoshoots & activities

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.

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.

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!

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 !

Luxury Lakefront Escape - 25 mins from Lake Geneva

Welcome to your dream vacation rental on Wonder Lake, IL and only 25 minutes from Lake Geneva! This stunning retreat is nestled right on the water, providing breathtaking views and a serene atmosphere. The rental boasts a beautifully designed interior, with spacious and comfortable rooms, modern amenities, and tasteful decor. With its prime location, you'll have direct access to the lake, where you can swim, fish, or simply relax on the private dock. BOAT RENTAL OPTION**

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.

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!

Private Heated Indoor Pool + Sauna, Family Retreat

Escape to our private heated indoor pool (86°F/30°C) — 5 ft shallow end with a kids' slide, 14 ft deep end, and life jackets provided. Unwind in a traditional stone sauna after your swim. Perfect for families and small groups near Chicago. 3 bedrooms, 2 bathrooms, fully equipped kitchen, and a spacious backyard with a grill for outdoor cooking and relaxing.

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

Welcome to Woodstock's Timeless BNB! Experience the charm of a 160-year-old home seamlessly blending history and modern comfort. Just 2 blocks from Woodstock Town Square, our meticulously renovated BNB offers a delightful stay with unique design features.♥︎

Spacious 3 Bedroom

Entire top level of a bi-level home! Bottom level is a separate unit with separate entrance in front and back, not part of this listing Enjoy evenings around the fire pit or relaxing on the balcony. Please message with any questions.