Holiday rentals in Medinah

Lake Home Retreat! HotTub• FirePit• Kayak• Fishing

Come enjoy our beautiful home it's the perfect place to relax, unwind & enjoy peaceful lake views. Whether you’re fishing, soaking in the hot tub or sipping coffee on the deck, it’s a quiet home away from home on a serene cul-de-sac. Enjoy stunning views of the lake while grilling or relaxing by the firepit on the beautifully landscaped patio & in the hot tub 🥂 🐶 Up to 2 furry babies are welcome & they’ll love the almost 1-acre fenced yard! 🌅 See weekly & monthly discounts for longer stays

At the center of it all, a secret suburban gem!

You’ll be SO close to everything! Stay in centrally-located Itasca. Minutes from Ohare airport, major highway interchanges, & Metra train. Explore Woodfield Mall, golf courses, nature preserves, business parks, and famous Chicago food options! This quiet & safe freshly remodeled 3bed, 2full bath townhome has a front porch for sunrise, back patio/pergola for sunset, front & back entry, full furnishings & amenities, and is quiet and comfortable. Perfect for families or business travelers! An A+

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

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.

RANCH, House-tel: updated full kitchen, comfy beds

Ranch House with 3 bedrooms, 3 queen beds and 2 full bathrooms, spacious living room, 2 car garage and a long driveway. Lovely, quiet and safe neighborhood with matured trees making your stay a relaxing one while viewing the backyard. About 20 minutes to O’hare airport, just over 10 minutes to the Woodfield Mall/Schaumburg business district, approximately 30-45 minutes to downtown Chicago-largest Starbucks in the world, Skydeck and The Bean. Few minutes drive to restaurants and groceries.

Medinah Meadows

Welcome to this beautiful basement unit with 1700sq ft of space with its own private entrance. No Sharing! Great Layout with an open floor plan! One (Queen ) bedroom, full bath, 2nd bedroom has Full gym and 1 twin folding bed, Large game area with air hockey for family fun, recliner love seat, 55 inch Tv. Kitchen includes microwave, Keurig coffee maker, air fryer, toaster, cooktop, refrigerator, No stove. 4th Guest includes floor mattress & extra blankets pillows. BASEMENT UNIT ONLY!

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.

Private & quiet🌲 O'Hare 8mi✈️ D/T Chicago 22mi 🏙

Must agree to all house rules prior to booking (see below under "Other details") Get your zen at this one-of-a-kind private home. Situated on a serene lot adjacent to the forest preserve; steps to the splendid walking path/fishing pond. Feels like a hidden gem in the woods, yet with the convenience of easy access to Rt. 83, Irving Park, I-290, O'Hare (minus the overhead noise), golf, shopping, restaurants, and Metra. Enjoy this peaceful oasis- truly a home away from home!

Eclectic Coach House Apartment

Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

Medinah Country Club GOLF by Woodfield/Conv Center

Welcome home to this 3 bedroom 2 full bath country home with huge backyard near Schaumburg. Rest easy in this modern style, fully renovated home. This home offers a completely open concept with tons of natural light throughout! With a dedicated workspace you will be able to vacation and connect with both work and family at the same time. Amazing location 5 miles to Woodfield Mall. Just 2 miles to Medinah Country Club.

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

High-End Modern Home with Chic Interior

Relax with the whole family at this peaceful and modern retreat. Featuring bright interiors, cozy living spaces, and a fully equipped kitchen, it’s the perfect place to unwind after a day of exploring. Conveniently located near shopping, dining, and local attractions — this home offers comfort, style, and tranquility all in one. with the whole family at this peaceful place to stay.