Holiday rentals 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 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, 536 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
A spacious living area features a large sectional sofa arranged around a circular coffee table. A television is positioned on a media stand, and natural light enhances the room through a large arched window, complemented by decorative plants and neutral-colored accents.
Home in Elmhurst
4.96 out of 5 average rating, 50 reviews

Premier 5BR/3BA Modern Retreat with King Suite!

Beautiful 5BR/3BA Retreat in a Chicagoland suburb! ☆ Newly renovated and stylish, this ultra spacious home features a modern open layout, luxurious bedrooms for everyone, a gourmet kitchen, and elegant bathrooms. Explore the Chicagoland with local shops and parks, then come home to relax in peace. Conveniently located in a prime area, a quick drive from the airport, train station, or downtown. Ideal for families, groups, or anyone seeking a clean comfortable home. Book now for a memorable stay.

Top guest favourite
A spacious ranch house is depicted, surrounded by matured trees and a well-maintained lawn. The facade features a combination of brick and siding, with a large garage and a welcoming front porch. Sunlight filters through the leaves, creating a serene atmosphere.
Home in Medinah
5 out of 5 average rating, 73 reviews

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.

Guest favourite
The living area features a modern couch adorned with yellow and white pillows, accompanied by two accent chairs. A dining table with blue chairs is set on a cozy area rug. Natural light enters through sliding glass doors, leading to a small balcony.
Flat in Warrenville
5 out of 5 average rating, 10 reviews

Luxury 2BR - Pool, Pickleball, Gym, Sauna & More!

A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, courtyard w/ firepits, a fitness center, pool table, sauna, and in-unit laundry - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

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.
Flat in Elmhurst
5 out of 5 average rating, 26 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!

Guest favourite
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
4.75 out of 5 average rating, 132 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.
Flat in Maywood
4.94 out of 5 average rating, 159 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
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.
Guest house in Villa Park
4.92 out of 5 average rating, 139 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, 127 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!

Guest favourite
Home in Elmhurst
5 out of 5 average rating, 9 reviews

Elmhurst 4BR Home with Pool | Mid-Term Ready

✨ Beautiful & Spacious Home with Pool ✨ Perfect for families and groups, this home offers 3 bedrooms and 1 bath on the main floor, plus a luxurious master suite upstairs with a walk-in shower, huge closet, and laundry room. Enjoy the open-concept living room, fully equipped kitchen, and a stunning backyard with a pool the ideal spot for relaxation and fun during your stay!

Top guest favourite
The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.
Guest suite in Wheaton
5 out of 5 average rating, 62 reviews

Charming & Cozy Wheaton Stay- Great Location!

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, Exclusive Laundry Room, and a large open-concept Guest Suite! Located in one of Wheaton’s most charming neighborhoods – it’s less than a mile from Wheaton College and the Metra train station, and 1.5 miles from Wheaton’s delightful downtown. Host occupies the separate first floor.

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 a kitchen, over 20 homes with wifi, over 10 homes with free parking, 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 £23 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Addison holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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