Holiday rentals in Harwood Heights

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Top-rated holiday rentals in Harwood Heights

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Guest favourite

Guest suite in Chicago

4.88 out of 5 average rating, 399 reviews

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking

This 100% private apartment in the lower level is just minutes away from O'Hare, Rosemont, Allstate Arena, I90, & the CTA. About 30 minutes from downtown or Wrigley Field. This two-bedroom private apartment in a newly built single-family home has plenty of space in an open-concept living room, kitchen, & dining room for big families. You will have a separate private entrance, fast wi-fi, full kitchen, & laundry. You will have 1 queen bed, 4 twin beds, & 1 air bed. There is free street parking.

Guest favourite

Flat in Oak Park

4.83 out of 5 average rating, 621 reviews

Sunny Jumbo Studio

Bright and sunny Oak Park jumbo garden studio, steps from cute downtown, train to Chicago, and amazing local tourist destinations- like the Hemingway Home and the Wright Studio. This welcoming studio was completely rehabbed and updated. We put a lot of care into designing a relaxing apartment with all the amenities. The main room features a king-sized bed, office nook, and fully stocked entertainment area, with games, books, and a TV. The spacious kitchen and luxurious bathroom are brand new!

Guest favourite

Flat in Oak Park

4.91 out of 5 average rating, 196 reviews

Lovely, spacious 2bd, 1bath home w/free parking

Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed barn wood throughout the home and a completely remodeled kitchen with cute bistro table to enjoy your coffee. Wonder around this beautiful, quiet Frank Lloyd Wright neighborhood to see beautiful Victorian homes and architect or take a brisk walk to downtown Oak Park before taking in the sites in Downtown Chicago. Whether you stay for a while or a few days, welcome home!

Guest favourite

Flat in Melrose Park

4.97 out of 5 average rating, 59 reviews

KNG & QN 2bdrm/free parking/desk/central location

Nothing fancy, but cozy & convenient! Your friends & family will love the entertainment style living/dining room that seats 6 and overlooks smart TV & livingroom. Spread out, cook, watch a movie, and cozy up near the fireplace while you play tunes. The KNG & QN bedrooms + sleeper sofa will sleep your crew comfortably. Pick a board game out of our large entertainment chest, read something from our library nook, get work done in the office corner, or cook in our fully equipped kitchen.

Guest favourite

Home in Wilmette

5 out of 5 average rating, 5 reviews

Guest suite with separate entrance and cozy gym!

Charming and private basement level retreat in Wilmette. With your own entrance, bathroom, mini fridge, microwave, and a small gym, this space is designed for comfort and independence. Relax in the beautiful yard with a fire pit, enjoy free parking, and take advantage of quick access to public transit, Northwestern, Evanston, and downtown Chicago. I live on the top floor and I have two dogs who will most likely bark when they see you come in and out. It’s their way of saying hello :-)

Top guest favourite

Home in Oak Park

4.97 out of 5 average rating, 147 reviews

Garden: Clean, Central Location & Parking Sleeps 4

Our Oak Park, recently remodeled garden unit is 3 blocks to the train with free parking in upscale, safe, walkable Oak Park. Enjoy some time in our little urban farm. Check out the gardens and visit our 6 friendly hens. This non-smoking studio with a kitchenette is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

Flat in Portage Park

5 out of 5 average rating, 10 reviews

Garden Suite — Studio Apartment

Welcome to your cozy Garden Suite, offering the perfect balance of comfort and privacy. This charming apartment features a private entrance, ensuring you have a peaceful and uninterrupted stay. Enjoy the convenience of your own fully equipped kitchen, complete with a stove, refrigerator, microwave, and all the essentials to prepare your favorite meals. Located just minutes away from local attractions, shops, and public transport, it’s the ideal home base for exploring the area.

Top guest favourite

Flat in Chicago

4.98 out of 5 average rating, 45 reviews

1BD Apt near O'Hare/Rosemont Allstate Arena

Bright, open concept, 1 bedroom w/ queen size bed, and 1 bath, fully furnished and private second floor unit in our owner occupied home. Newly updated with beautiful quartz countertops, bright cabinets, luxury vinyl plank flooring, walk-in stand up shower, and brand new stainless steel appliances. Blackout curtains in the bedroom. There is also a desk area with a monitor. Close to transportation, grocery stores, restaurants, shops, and parks. 90 expressway 1/2 mile.

Guest favourite

Flat in Maywood

4.93 out of 5 average rating, 139 reviews

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.

Top guest favourite

Home in Chicago

5 out of 5 average rating, 14 reviews

3-Bed Home by O’Hare & Rosemont

Spacious 3-bed, 2-bath home in quiet neighborhood near Rosemont & O’Hare (10 min) & I-90. Perfect for travelers or groups, it’s 2 mi from Rosemont Theatre, Fashion Outlets, & Parkway Bank Park, plus 5 mi from Rivers Casino. Walk to Jewel-Osco (0.5 mi), 5 min to Mariano’s, or hike the nearby Forest Preserve. Enjoy a 2-car heated garage with 220v for EV charging. Close to Harlem Irving Plaza (1 mi) & downtown Chicago (12 mi). Ideal for a night or months—book now!

Guest favourite

Flat in Melrose Park

5 out of 5 average rating, 9 reviews

Kng+Qn 2bedroom/free parkng/18 min O’Hare/Allstate

-18 minutes to O’Hare & Allstate Arena -35 minutes to DT Chicago - 2 King bedrooms + 2 twin daybed/trundle -Free designated parking -Board games, books, poker chips, & large screen TV for entertainment. -Tea & Coffee station -Family friendly/toys/pack&play -Relax in our tropical Japandi interior design setting -walk to local restaurants at corner or playground and outside seating up the street. -early check-in and late checkouts can be arranged ahead of time

Flat in Jefferson Park

4.67 out of 5 average rating, 18 reviews

Updated in May 2025 • Private Floor • Free Parking

👍I have fixed all problem from guest reviews, the whole floor is Renovated in MAY, 2025 ✅ Very Safe Area and Conveniently Located! ✅ Private Entrance and Floor ✅ Private Bathroom ✅ Updated all brand new equipment ✅ Free WiFi & 43" Smart TV ✅ 5 min Walk to Metra and Bus Stop ✅ 10 min drive to O'hare and Downtown ✅ Free and Easy Street PARKING. ✅ Short Walk to Convenience Stores ✅ Bedroom with Fan, AC, and Heat ✅ Fully Stocked Kitchen ✅ Keyless Self Check-in