Holiday houses in Lakewood

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!

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

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

Luxury Meets Cozy

Experience the perfect blend of luxury and comfort at our premier ranch house, designed with sophistication and relaxation in mind. Recently renovated with an eye for detail, this exquisite property is ideal for both festive gatherings and intimate romantic escapes. Nestled amidst lush greenery, the house boasts a sprawling backyard that serves as the ultimate entertainment haven. Every element has been thoughtfully considered to ensure your stay is not only memorable but truly unparalleled.

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!

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.

Large Farmhouse Main Street Retreat

(Booking up fast for busy season) Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, Steps away from over 100 restaurants, shops, coffee spots, and bars. 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: Http://www.airbnb.com/p/breganproperties

The Main Event Game House on the Huntley Square!

Step into the Main (Street) Event at The Huntley Square and experience a perfect fusion of historic charm and contemporary luxury. Our meticulously renovated 1920s gem, updated in 2023, promises an unforgettable getaway. Whether it's a special occasion or a gathering with loved ones, our Airbnb, located just one block from the delightful historic Huntley Square, offers endless activities. Explore the town or enjoy our expansive Main Event Game Enclave right at home!

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!

Family/Pet Friendly Farm House w Firepit Sleeps 10

Welcome to the Carriage House, a quiet retreat on a small working farmstead. The home features generous living spaces, a fully equipped kitchen, and family-friendly amenities, including a fire pit for star gazing. Pets are welcome! Conveniently located just 1 hour from Chicago and 30 minutes from O'Hare. A security deposit and rental agreement are required. We look forward to hosting you!

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.

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.