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.

Family · Location · Condition

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

Value · Location · Outdoor spaces

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.

Family · Location · Access

Elegant 2BR/2BA Northshore Garden Apartment

Cozy In-law Garden Apartment -Lower Level Unit with High Ceilings -Separate PRIVATE Entry -Easy Self Check-in -Complementary Coffee, Tea & Snacks -Full Kitchen with Cooking Utensils -Dishwasher -Washer & Dryer -Roku TV -Comfortable Queen Beds with Designer Pillows -Off Street Parking -5 Min. to Chicago Botanic Garden -5 Min. to Northbrook Mall -10 Min to Lurie Children's Hospital & Surgery Center -10 Min. to Ravinia -20 Min. to Ohare International Airport -35 Min. to Downtown Chicago

Family · Location · Getting around

The V House/hot tub/ev charger/fire pit/garage

Nestled in a quiet neighborhood, steps away from downtown Arlington Heights. It’s our pleasure to welcome you to this refined comfortable and stylish house which was thoughtfully furnished and decorated to provide an excellent experience for our guests. Elegant, sleek design, high end decor, premium appliances and a dream come true back yard, all make an ideal blend for an unforgettable stay. Whether you travel for leisure, entertainment, visiting family, we are honored to host you!

Family · Location · Accuracy

6 Kings | Ping-Pong | Gazebo!

Discover a spacious retreat perfect for groups, featuring 6 king beds, multiple smart TVs, a ping pong table, & plenty of driveway parking! Enjoy meals at the dining or kitchen table, then relax in the large yard under the gazebo. With 3.5 baths, everyone has room to refresh. Its prime location offers quick access to the North Shore’s beaches or Chicago’s vibrant scene—perfect for families, work groups, or friends seeking comfort, entertainment, and convenience!

Family · Location · Kitchen

Welcome Home! 4BR 2.5BTH House | Arlington Heights

We are excited to welcome you to this charming and spacious apartment if you're visiting Arlington Heights. We are very close to ORD airport, Great Lakes Naval Base and Chicago. Working, relaxing, living. Our space has all the other essentials you need for your stay. - Contact-free check-in - 24/7 virtual support - Xfinity Wi-Fi - Fresh towels and bathroom essentials - Pre-cleaning before your arrival - Fully equipped kitchen - NETFLIX and HDMI for streaming

Value · Location · Layout

Luxury Home in Des Plaines

This gorgeous home that was designed for relaxation and comfort is a perfect spot for a stay in Chicago area. Des Plaines is full of lively restaurants and the Subway station is just 8 minutes away, which is the best way to visit Chicago! This attractive fully remodeled home sleeps 8 and features a fireplace, 65in Smart TV, 2 additional Smart TV's, a full kitchen with a large island for 6, 3 bedrooms, and 2 full bathrooms with double sink vanities.

Value · Family · Checkout

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

Family · Location · Sleep quality

Cozy Home near O'Hare & fun Hubs

Relax with the whole family at this peaceful place to stay. Experience comfort and convenience at our newly remodeled cozy house, perfectly situated near O'Hare Airport, Allstate Arena, and Rosemont Theater. Ideal for travelers and entertainment enthusiasts, this charming Airbnb offers modern amenities and a warm ambiance, ensuring a delightful stay. Book now and enjoy the best of Rosemont!

Family · Location · Check-in

From Plaines Cozy Corner

Modern Des Plaines Stay Near O'Hare Cozy town house in Des Plaines Comfortable Stay Minutes from Chicago Stylish Unit Near O'Hare Airport Quiet & Cozy Des Plaines Getaway Modern Retreat Close to Downtown Chicago Bright & Clean Stay Near Restaurants & Shops Charming Apartment with Easy Airport Access Relaxing Home Base Near O'Hare & Rosemont Convenient Des Plaines Stay with Free Parking

Value · Location · Comfort

Elegance: 4BR - 2 BT Spacious Ranch w/ Basement

Welcome to this beautiful and spacious 4-bedroom, 2-bath ranch home featuring a finished basement and beautiful bathrooms. Designed with comfort and space in mind, this home offers plenty of room to relax, gather, and unwind—perfect for families, groups, or extended stays. A bright, inviting layout and thoughtful updates make this a place you’ll truly enjoy coming home to.

Family · Location · Accuracy