Ski-in/Ski-out holiday rentals in Illinois

Luxurious Condo at lakeshore

Our stunning condo in downtown features: 3 queen beds, 2 master bedrooms with 2 Bath Enjoy modern amenities including a fully equipped kitchen, washer & dyer + Extra Pillows & sheets offers Epic amenities - Co-Working Hubs - Pool & Sundeck with breathtaking views - Parking - Game & Billiards Room - 24/7 Fitness Center - Yoga & Meditation Lounge - Spa & Sauna - Transportation Access - Grilling Area just a 5-minute walk from the iconic Chicago Bean and with a Huge park right under the building.

Iconic Style, Charming Lake View

Enjoy breathtaking views of the lake and boats, with Gorgeous sunrises and sunsets. And Experience the ultimate in luxury and comfort in this exquisite high-rise apartment. This apartment offers the perfect blend of city life and relaxation. This spacious unit features a bedroom with a king-sized bed, a fully equipped kitchen, a large TV, and high-speed WiFi. Premium amenities include an indoor pool available all seasons, spa, hot tub, library, work area with computers, gym, and bar & Much More.

Sunset Lakefront Cottage in Fox Lake w/ Boat Pier

Come relax at this tranquil lakeside retreat. This spacious ranch-style cottage features a large, west-facing, fenced-in lawn that’s perfect for games and over-the-water sunsets. Three bedrooms make the space comfortable enough for the whole family, or even larger groups. Swim off the dock in a no-wake zone, or take the kayaks or paddleboard out for a paddle around the bay. Come see for yourself what it’s like to live the lake life! Bring Your boat and fishing poles. Enjoy our lakeside firepit.

Best view and luxury style, Located in Downtown

Experience the best view of your life Chicago's iconic landmarks from this high-rise apartment. Located downtown,you can see Wacker Drive, the lake, Navy Pier, the river,Trump tower from your balcony and room , The place features a spacious bedroom with a king bed , comes fully equipped with essentials, kitchen. large TV, and high WiFi. With premium amenities pool, spa, hot tub, library ,work area,computers,gym, bar. offers the perfect blend of luxury, comfort for a best city life experience

Charming Galena Retreat

Welcome to your peaceful year-round escape in the beautiful Galena Territory. Nestled among towering pines and hardwoods, this home effortlessly blends cozy comfort with outdoor adventure. This home accommodates families seeking a stylish, nature-immersed getaway. Downtown Galena—full of boutique shops, eateries, and historic charm, just a short drive away. Whether you're chasing colorful fall foliage, winter snowscapes, or summer sunsets, this retreat promises memorable stays in every season

Charming Dwell apartment

Kick back and relax in this calm, stylish space. A newly lower-level remodeled apartment, 1-bedroom + a living room garden home nestled in the historic Bronzeville neighborhood. This beautiful residence boasts enchanting décor. Its minimalist charm and comfortable setup reflect a contemporary/modern aesthetic, making it an irresistible choice for guest. Just 6 mints from the downtown, 20 mints from Midway Airport, and 4 mints from McCormick Place & UOC, it's perfect for any length of stay.

Lakefront Barn for Big Group w/swimspa & sauna!

The Lake Linda Barn is a wonderful secluded country getaway for large groups. You have sleeping for up to 9 people and that's not even putting people on the couches (allowable.) the shared Swimspa is a lot of fun and holds up to 12 people in the middle of the forest. You have access to the host's garden, fresh eggs, and the opportunity to enjoy nature on a beautiful private 44 acre lake and enjoy quiet sunsets or the famous 30 min. "bird walk" around the lake.Clean, simple relaxing space.

Wooded Nature Retreat Near IL/WI Lakes and Skiing

Your family will be close to everything when you stay at this centrally-located Woodland Retreat Near Wilmot Ski Resort, Fox River Channel Lake, and surrounded by State Park nature area. Escape to your own private slice of nature in this peaceful, tree-surrounded retreat right on the Illinois/Wisconsin border. Whether you're here for skiing, boating, or simply unwinding in the woods, this Antioch getaway puts you close to everything—while still feeling a world away.

Lake Shelbyville Home with a View

Home sits on 62.5 acres next to Lake Shelbyville, one of Illinois largest lakes, overlooking Country Club Cove. Airbnb unit is 40 yards from waters edge with natural walking paths down to the lake. Public boat launches, and 2 parks are 7-10 minutes drive from the property. The north entrance to the Dacey Trail bike and walking paths are 1/4 mile from the property entrance. Horseback riding on the property is allowed with prior approval only.

Lakeview, newly renovated home

Relax with the whole family at this peaceful place to stay. Newly renovated townhouse. 2 bedrooms with a loft, 3 full bathrooms over three floors providing ample space and privacy for all guests. The home has a great lake view, surrounded by all 4 golf courses. Minutes away from Owners Club, fine dining and 15 minutes away from beautiful Downtown Galena. Owners Club with Amenities

Club Wyndham Galena IL

You’ll come upon the brick and timber edifice of this resort along a quiet, tree-lined road. The lodge-like design offers peaceful accommodations draped in style and comfort. Second only to Chicago as the most visited destination in Illinois, Galena is a vacation dream.

Unit has been sold and is no longer for rent

Unit has been sold and no longer available to rent. Having issues with AIRBNB and taking this off the website.