Holiday houses in Addison

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Top-rated holiday rentals in Addison

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area features a large, light grey sectional sofa positioned around a circular coffee table. A vibrant area rug adds color beneath the furniture. A wall-mounted TV is visible above a white fireplace, with natural light filtering through sheer curtains.
Townhouse in Hoffman Estates
4.96 out of 5 average rating, 76 reviews

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

Guest favourite
A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.
Guest suite in Wood Dale
4.91 out of 5 average rating, 538 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Top Guest favourite
Home in Des Plaines
4.96 out of 5 average rating, 53 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

Clean and well appointed lower level of owner-occupied home with private in/out access separated from the main level. The suite-style space includes a generous living area with two large couches, 49” smart TV w/ sound system, king bed, full bathroom, kitchenette w/ table, washer/dryer & work desk. Great location 5-10 minutes from O'Hare, Allstate Arena, Rosemont and Rivers Casino with ample transportation options. Property is within short walking distance of grocery stores, gym, parks & more.

Guest favourite
A comfortable living area is highlighted by a large window that allows natural light to fill the space. Two sofas are arranged around a central coffee table, while a television is positioned against the wall. Decorative elements include a lamp and wall art.
Apartment in Lombard
5 out of 5 average rating, 12 reviews

Newly Remodeled 3BR Weekly & Monthly Discounts!

Make yourself at home at our newest Airbnb! Roomy 3-bedroom retreat just 30 min from Chicago. Enjoy a cozy stay with easy expressway access—perfect for families, work trips, or long stays. Nearly everything is new: beds, bedding, pillows, mattresses & TVs. The apt offers 3 spacious bedrooms (all with heat & A/C), 1.5 baths, fast Wi-Fi, a fully stocked kitchen, dining area, cozy living room, on-site laundry, and a small patio w/ fire pit & seating—everything you need to settle in and stay awhile.

Top Guest favourite
A bright living area features a round glass table surrounded by two yellow chairs with woven backs. A white sideboard and a small microwave are positioned against the wall, complemented by a potted plant. Large windows provide natural light, showcasing the green outdoors.
Apartment in Elmhurst
5 out of 5 average rating, 27 reviews

Walk to: Metra to Chicago & Downtown Elmhurst

You'll be in the upper flat/apt of this 1912 Foursquare 2-flat that's been in my family since 1970. Hubby & I live on the first floor, so I'll be quick to respond if you need. You can WALK to: downtown Elmhurst with all its indie restaurants & shops; Metra to Chicago; Elmhurst Uni; YMCA; public library; 10-screen theater; 17-acre multi-purpose public park. You're free to share our tree-filled backyard with furniture, 2 fire-pits, hammock + your own private back porch. Age min 12 yrs.

Top Guest favourite
A spacious living area is presented with large windows, allowing natural light to fill the room. A comfortable sectional sofa is complemented by a coffee table and a patterned area rug. A bar area with high stools is visible, enhancing the room's functionality.
Home in Addison
4.99 out of 5 average rating, 80 reviews

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

Must agree to all house rules prior to booking. Please note our firm cancellation policy. 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!

Superhost
A spacious living area features an array of seating options, including a light gray sofa and colorful accent chairs. Natural light floods in through multiple windows, highlighting the wood flooring and inviting decor. A dining table is situated nearby, along with a small coffee station.
Home in Elmhurst
4.74 out of 5 average rating, 133 reviews

Cozy Ranch w/ King Bed & 3 Baths – Great Location!

Feel at home at this cozy split-level ranch with separate spaces perfect for relaxing—whether you’re staying with family or traveling for work. Watch your favorite show in the basement while someone else is peacefully reading a book on the main level or taking a nap upstairs. Located on a quiet, dead-end street, but just 22 mins from O’Hare Airport, minutes from I-290 and 83rd, and 10 minutes from Oak Brook Mall. Our excellent guest-to-bathroom ratio ensures comfort for everyone!

Top Guest favourite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Apartment in Maywood
4.94 out of 5 average rating, 164 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.

Guest favourite
Apartment in Melrose Park
4.88 out of 5 average rating, 102 reviews

2 KNG bdrms/1 parking/18 min to 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

Guest favourite
The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.
Guesthouse in Villa Park
4.92 out of 5 average rating, 140 reviews

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!

Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 128 reviews

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!

Top Guest favourite
A well-equipped kitchen is visible, featuring modern appliances and cabinetry. A comfortable seating area includes a dark sofa with accent pillows and a matching ottoman. Soft lighting creates a calming ambience, complemented by a decorative wall art piece above the couch.
Apartment in Dunning
5 out of 5 average rating, 30 reviews

Chicago Addison St. 1 bed/1 bath condo, Garden Lvl

You'll have a great time at this comfortable place, 12 minutes from o’Hare airport and 20 minutes from downtown, dunning pour house is a nice bar&restaurant just 2 buildings down from the place, which is nice you don’t have to drive or look for parking, there is a park across the street also walking distance and couple of grocery and liquor stores plus a dry cleaner also walking distance!

Popular amenities for Addison holiday rentals

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Addison?

    Yes! Work meets play with ease at over 10 vacation rentals in Addison featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Addison have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Addison. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Addison have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Addison. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Addison?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Addison?

    Addison has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Addison have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Addison. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Addison have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Addison. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Addison?

    Experience the best of Addison with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Addison

  • Total holiday rentals

    Explore 20 holiday rentals in Addison

  • Nightly prices starting at

    Addison holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Addison holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Addison rentals

  • 4.9 Average rating

    Addison stays are highly rated by guests—averaging 4.9 out of 5!

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