Holiday houses in Lakewood

4.97 out of 5 average rating, 233 reviews

Loft in Woodstock

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.

4.92 out of 5 average rating, 59 reviews

A modern cottage exterior showcases white paneling accented with black trim. A green front door is framed by two cheerful lanterns. Neatly arranged landscaping features small shrubs and a refined stone pathway leading to the entrance under bright sunlight.

Cottage in Crystal Lake

Modern Cottage by the Beach

BOOKING UP FAST FOR BUSY SEASON Modern Cottage Escape Just One Block from Crystal Lake Beach Nestled in the heart of beautiful Crystal Lake, IL, this newly renovated 2-bedroom cottage offers the perfect blend of comfort and style, just a block from the beach. Step inside and cozy up in luxurious king-size pillow-top beds, dressed with Egyptian cotton sheets, oversized pillows, and extra throw blankets for ultimate relaxation. CHECKOUT OUR OTHER PROPERTIES HERE www.airbnb.com/p/breganproperties

4.91 out of 5 average rating, 194 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

4.89 out of 5 average rating, 114 reviews

The exterior of a two-story home is displayed, featuring a spacious deck above the entrance. A well-maintained lawn surrounds the property, accented by trees and shrubbery. The driveway leads to a two-car garage, and a pathway leads towards the entrance of the house.

Home in Algonquin

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

On Fox River in Algonquin Kick back and relax in this calm, tastefully finished space. Nestled amidst a picturesque waterfront and greenery, this stylish property exudes an elegance, harmoniously blending into the serene natural surroundings. It is a perfect combination of comfort and convenience. Located within a short range to fantastic "Old Town District" of Algonquin/superb restaurants, pubs, entertainment as well as parks and trails, simply just mere moments away from array of amenities.

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

5.0 out of 5 average rating, 62 reviews

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.

Home in McHenry

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.

4.81 out of 5 average rating, 150 reviews

A serene garden features a flower-filled barrel planters, a stone birdbath, and lush greenery. A calm river is visible in the background, bordered by a wooden bridge and adjacent seating areas, creating a peaceful outdoor space for relaxation.

Apartment in Algonquin

Riverview apartment in quaint downtown Algonquin

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. 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. Private Bathroom and Kitchen.

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.

4.96 out of 5 average rating, 184 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!

4.95 out of 5 average rating, 180 reviews

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

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. 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.

Superhost

4.91 out of 5 average rating, 43 reviews

Extended Stay Home • 4BR • Games • Pet Friendly

Welcome to our newly renovated 4BR, 2.5BA modern home in Crystal Lake, IL—perfect for families, professionals, corporate groups, insurance stays, and extended visits. Whether you're in town for work, relocation, or a long vacation, this home is designed to offer comfort and entertainment. Enjoy a peaceful neighborhood, fully equipped kitchen, TVs in every room, and a dedicated games room with pool/air hockey, arcade consoles, and thousands of retro video games.