Holiday rentals in Wheeling

*King bed *Outdoor Living *Sought-After Area

Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Step into a warm, inviting retreat where comfort meets character! This beautifully updated suite features two cozy bedrooms, a private bathroom, and thoughtfully decorated living spaces in a modern farmhouse style. Nestled in the heart of Highland Park, you’re steps from great restaurants, boutique shops, scenic trails, and parks, plus a golf course across the street and just 1.5 miles from Lake Michigan. Whether it’s a family getaway or a business trip, it’s your perfect home away from home!

Green oasis in law suite

Beautiful & spacious 1 bedroom, 1 bath in law in owner occupied home. New windows. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile is chilly if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES. 21 years & older to book.

Comfortable 3BR Near O'Hare | Fast Wi-Fi & Kitchen

Welcome to your perfect retreat less than 10 minutes from O'Hare! - Spacious 3-bedroom house, perfect for families or groups - Easy remote keypad access - 1 King & 2 Queen Bedrooms - Additional sleeper sofa in living room - Lightning Fast Wifi & Netflix included - Walking distance to Bus Line - Fully equipped kitchen w/ brand new appliances - Electric Fireplace - Serene neighborhood, tree-lined street - Seperate working space w/ desk - Laundry in house - A/C & Heating Book your stay today!

Cozy Chicago Suburban Apartment

Welcome to our cozy apartment, perfect for solo travelers or couples looking for a comfortable stay in the quiet Northwestern suburbs of Chicago. Located in a quiet and serene neighborhood, this apartment offers easy access to all the best restaurants, cafes, and shops. Just 23 mins away from O’hare International Airport, 15 mins to Schaumburg Convention center & Woodfield Mall, and about 40 mins from the Chicago Downtown. Lake Arlington is a 10 mins walk away for Kayak and park activities.

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Cozy Home | Near O’Hare & Highways

Welcome to this spacious home on a quiet street in Wheeling, IL. This 3-bedroom, 2-bath house comfortably sleeps up to 8 guests, perfect for families, groups, or work stays. A major highlight is the large private driveway that fits up to 6 cars. Conveniently located near dining, shopping, and parks, with easy highway access and just 15–20 minutes from O’Hare Airport. What you’ll love: ✅ 3 bed / 2 bath ✅ Sleeps 8 ✅ Driveway for 6 cars ✅ Quiet neighborhood ✅ Close to O’Hare Airport

Des Plaines Home

Single family ranch in quiet neighborhood. Houses up to 8 people. 4 b-rooms with queen beds. 2 full size bathrooms. Well equipped kitchen. Leather couches, 60'TV, board games in Living Room. Recreational area offers foosball table, 60' TV and comfortable sectional sofa. Internet. Garage. Private fenced back yard, patio & Weber Grill. Up to 15 minutes from O'Hare Airport, Allstate Arena, Convention Center & Fashion Outlet in Rosemont & Rivers Casino. Easy access to I94 and I294.

2-Car Garage Access | Cal King Bed | Fenced Yard

Our 4bd, 2.5ba house is perfect for friends or family looking for a charming, spacious home that is centrally-located & has a larger yard. There is enough space for 12 people to sleep comfortably (including 6 beds & couches), as well as 4 smart TVs, a deck w/ a gas grill & patio seating, 2 indoor eating areas, an air hockey table, numerous board games, an office space, & much more. Easy access to nearby towns, stores, main roads, highways, & DT Arlington Heights!

Stylish Escape/Game Room/4 Brs

Escape to our cozy 4-bedroom, 2-bath ranch house, just 1 mile from Arlington Height downtown restaurants and 25 miles from Chicago! Enjoy a backyard oasis that backs up to a park, perfect for relaxing. The game room offers endless fun with a pool table, air hockey, darts, Pac-Man, and many more games. Stay entertained with 5 TVs throughout the house. The fully stocked kitchen makes mealtime a breeze. Conveniently located near the Metra for easy trips to the city.

Balcony • Near O’Hare + Transit

This upstairs 1‑bedroom apartment is your quiet, bright home base just 10 minutes from O’Hare Airport and near the Blue Line for easy city access. Enjoy a full kitchen, fast Wi‑Fi, king bed, and Smart TV for relaxing evenings. • Private balcony seating • Dedicated workspace & fast Wi‑Fi • Hotel‑comfortable king bed + blackout curtains • Self‑check‑in + private entrance While there’s no in‑unit laundry, optional wash‑and‑fold service ($25/load) is available.