Ski-in/out vacation rentals in Illinois

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.

Executive Contemporary Duplex

Discover a newly remodeled, stylish, & spacious 2-bedroom garden home nestled in the historic Bronzeville neighborhood. This beautiful residence boasts enchanting décor and well-appointed living spaces that promise a memorable stay. 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

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 .

Modern townhouse in Rolling Meadows

Welcome to this Modern Casa Exelente location, Rolling Meadows on. Bring your family, guests can check in without time restrictions, ! This clean and safe space is clean and safe, …1 first floor of this house all complete and private, It has 3 bedrooms, living room, kitchen, dining room, bathroom, terrace, ! luxury kitchen! The images say more than a thousand words, ! Just 20 min to O’Hare, and 20 min Allstate Arena, and 7 min Woodfield Mall

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

2BR w/Balcony, Fireplace & Wi-Fi

Stylish 2BR in serene Four Lakes community. Fully furnished with all utilities, Wi-Fi, and 2 rare front-row parking spots included. Enjoy a cozy fireplace, private balcony with tree views, and peaceful resort-style amenities. Ideal for traveling pros near top hospitals. Quiet, nature-filled setting perfect for work and relaxation.

Cozy Private Basement Room | Mini Fridge | Desk

This is the basement room in a duplex down first floor apartment in Albany park neighborhood of Chicago. Upstairs has shared bathroom & shower, common areas like kitchen and living room. Laundry is next to the bedroom in the basement as well. Free wifi, kitchen is full with appliances. Gas and electric included.

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.