Holiday rentals in Prospect Heights

5 star stay at 6 bed,3 bath-Chicago O'Hare Airport

This unique place has a style of its own. It's spacious with 5 bedrooms, 3 full bathrooms, single family home that is inviting for you to relax and enjoy while being close to restaurants and shopping. We are located 9 minutes from Chicago Executive Airport and 20 minutes from O'Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is 30 minutes away with an easy access to I-94 & I-294 expressways.

Your Home Away From Home

This home has tall vaulted ceilings, expansive windows overlooking a large 1/2 acre yard, and lots of sitting room. There are two office spaces, an infrared sauna, a foosball table, an air hockey table, darts, trampoline, a La-Z-Boy chair with lift assist, full recline, heating, and massage, and lots of parking. This is a family home, so the kitchen, bathrooms, laundry room, game, etc. are fully stocked. PETS ARE WELCOME WITH NO ADDED FEES. We just ask that you love our home as much as we do.

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.

Charming private guest suite in quiet neighborhood

Relax with the family in this private guest suite with a private entrance in a safe and peaceful neighborhood in Glenview. With your own private entrance, you can enjoy this 1 bedroom / 1 bathroom guest suite where you will be sleeping on egyptian cotton sheets and memory foam pillows for extra comfort. The suite is equipped with a microwave, mini fridge, Nespresso, and water kettle. There is no stove. A portable baby crib is available upon request. There are two free parking spaces.

Stylish 4 bedroom home in Arlington Heights

Completely updated and fully furnished single family ranch home with lots of space less than 10 minutes away from downtown Arlington Heights. The home is equipped with 3 Queen beds, 1 full bed, a sofa bed, a 65 inch tv in the living room with a sound bar and subwoofer, 43" tv's in 3 of the bedrooms, and a 32' tv in the fourth bedroom. The large deck in the back is great for entertaining. The home has a pool table which is great for entertaining as well. Book your stay with us today!

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Stylish 3BR Home for Longer Stays in Arlington

Welcome to your ideal extended-stay retreat in Arlington Heights! This charming 3-bedroom, 2-bathroom home is thoughtfully furnished and designed to support mid-term stays, corporate travel, insurance housing, and long-stay guests who need comfort, convenience, and plenty of space to settle in. Whether you're relocating, working remotely, visiting family, or staying during home repairs, this home offers everything you need to feel truly at home.

Charming Chicago Apartment | Near O’Hare+Blue Line

Bright, private upstairs apartment in a quiet NW Chicago neighborhood—just 10 minutes from O’Hare and close to the Blue Line. Enjoy a comfy king bed, full kitchen, fast WiFi, and smart TV. Walking distance to shops, restaurants, and Harlem-Irving Plaza. Free street parking, private entrance, and self check-in make your stay easy and relaxed. Ideal for solo travelers, couples, or remote work.

Feelin’ Nauti • 1BR + Parking Near Wrigley

STOP SCROLLING. You’ve found the nautical one. A high-contrast, design-forward 1BR in Ravenswood that pairs Norwegian maritime banners with clean lines and genuinely comfortable bedding. Great light, soft sheets...(and a host who refuses to let you stay somewhere that feels like a half-furnished college rental).

J&D Airbnb

Cute ranch style home in peaceful friendly area conveniently located to stores, eateries, and the train station to downtown Chicago. Quick access to Woodfield Mall in Schaumburg and popular downtown Arlington Heights with dining and entertainment options. Garage parking and large driveway.