Ski-in/Ski-out vacation rentals in Illinois

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Illinois

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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A modern living area is revealed with large windows showcasing views of the lake and boats. A light-colored sofa and armchair are arranged around a glass coffee table, complemented by a floor lamp and a large TV mounted against a neutral wall.

Condo in Burbank

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.

Superhost

A serene lakeside view features a dock extending over calm waters, illuminated by a vibrant sunset. The sky displays hues of orange, pink, and purple, with silhouettes of trees in the distance. Two Adirondack chairs offer a comfortable spot for enjoying the landscape.

Home in Fox Lake

5 out of 5 average rating, 4 reviews

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.

Superhost

An open-concept kitchen and living area features a modern design, highlighted by sleek cabinetry and a spacious island with seating. Natural light fills the room, accentuating the contemporary fixtures and appliances. A comfortable couch is positioned in the inviting living space, creating a perfect gathering spot.

Home in Chicago

4.89 out of 5 average rating, 28 reviews

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.

Top guest favorite

A spacious outdoor swimming pool is situated under a covered wooden structure. The pool features a light green surface, surrounded by a wooden deck. Nearby, trees are visible, contributing to the natural setting of the country getaway.

Barn in Carthage

4.93 out of 5 average rating, 60 reviews

Lakefront Barn for Big Group

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...just let me know for extra bedding) It's a chance to reconnect with nature and leave the stress of life behind. You have access to the host's garden and the opportunity to sit on a beautiful private 44 acre lake and enjoy quiet sunsets or a the famous 30 min. "bird walk" around the lake.Clean, simple, rustic space.

Top guest favorite

Apartment in Du Quoin

5 out of 5 average rating, 23 reviews

Loft Apartment On Main - Sleeps 4

Experience the beauty of downtown Du Quoin at our stunning historic loft apartment. Curated with brand new construction; this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, high ceilings, and extra space. This loft boasts a prime location overlooking Main Street. Walking distance: St. Nicholas Hotel Brewery, Biancos ice cream shop, Alongis Italian restaurant, Marks Bakery and many small town shops.

A spacious living area features large windows showcasing city views. A modern sofa with accent pillows faces a flat-screen TV, while stylish teal chairs complement the minimalist design. The open layout connects to a fully equipped kitchen visible in the background.

Apartment in Chicago

4.83 out of 5 average rating, 29 reviews

3BR Luxury Modern Apartment

This is the place to be in downtown Chicago! This new building offers you comfort and luxury in one of the most desirable locations. Flooded with natural sunlight the spacious living room, fully equipped kitchen and bedrooms open up to a stunning mesmerizing view. The modern apartment building offers a sun-filled outdoor pool, a fitness center and beautiful appointed outdoor courtyard. Enjoy those summer days in your luxury apartment or the amenities outside.

The exterior of a modern split-level house is presented, featuring a vibrant blue facade and large windows. A pathway leads to the entrance, surrounded by well-maintained landscaping and a manicured lawn. A driveway accommodates parked vehicles, with a garage visible on the right.

Home in Rolling Meadows

4.59 out of 5 average rating, 29 reviews

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, ! A solo 20 minutos al O’Hare, y 20 min Allstate Arena, y 7 minutos Woodfield Mall

Guest favorite

A spacious cement patio offers an expansive view of Lake Shelbyville. The railing frames the scene, while greenery creates a natural border. Comfortable outdoor seating is positioned nearby, inviting relaxation amidst the serene lake and forest surroundings.

Guest suite in Shelbyville

4.9 out of 5 average rating, 52 reviews

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.

The bedroom features a spacious bed adorned with an assortment of decorative pillows and a soft throw blanket. Nightstands on either side are accompanied by lamps, providing gentle lighting. A small potted plant adds a touch of greenery to the inviting space.

Home in Galena

4.8 out of 5 average rating, 5 reviews

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

A light-filled living area features a cozy fireplace surrounded by a stylish brick wall. A comfortable seating arrangement includes two neutral-toned armchairs and a wooden coffee table. Large glass doors open to a private balcony, inviting natural light and offering views of exterior greenery.

Apartment in Lisle

New place to stay

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—pool, gym, ski hill, and more. Ideal for traveling pros near top hospitals. Quiet, nature-filled setting perfect for work and relaxation.

Superhost

A cozy dining area features a dark table and four chairs, situated on a patterned rug against a warm wall. A large TV is mounted nearby, with decorative shelves holding blue and green vases. The kitchen area, adjacent to this space, includes a counter with a sink.

Private room in Bolingbrook

5 out of 5 average rating, 4 reviews

A place to quietly enjoy nature

Bring the whole family to this great place with lots of room for fun. If you love nature, walking in the woods by the river this is the place to be. We are within walking distance of great restaurants movie theaters etc... Arrangements can be made with host for pick up/ drop off at the airport or anywhere else, and any other type transportation services.

A workspace is positioned against a wall, featuring a teal desk and a grey chair. Above, two abstract art pieces add a touch of color. To the right, a shelving unit offers organized storage, complemented by a woven basket. The space has a clean, modern aesthetic.

Private room in Chicago

4.6 out of 5 average rating, 10 reviews

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.