Holiday houses in Lakewood

5.0 out of 5 average rating, 16 reviews

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.

Home in McHenry

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!

FamilyLocationLayout

4.91 out of 5 average rating, 187 reviews

A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.

Apartment in West Dundee

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

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Superhost

4.83 out of 5 average rating, 6 reviews

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

FamilyLocationHospitality

4.98 out of 5 average rating, 60 reviews

A spacious living area features modern furniture, including a plush blue sofa and two accent chairs. Unique pendant lights provide ambient illumination, while an open kitchen with a sleek design offers an inviting atmosphere. Large windows allow natural light to fill the space.

Home in St. Charles

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.

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4.87 out of 5 average rating, 135 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!

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5.0 out of 5 average rating, 9 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.

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Apartment in Crystal Lake

4.97 out of 5 average rating, 143 reviews

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

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4.96 out of 5 average rating, 180 reviews

Home in Huntley

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!

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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, 46 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!

FamilyLocationBarbecue

4.96 out of 5 average rating, 70 reviews

A circular fire pit area features six Adirondack chairs arranged around it on a grassy lawn. Lush trees provide shade in the background, while a covered porch of the Carriage House is visible in the distance.

Home in Elgin

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!

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4.91 out of 5 average rating, 43 reviews

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.

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