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
4.92 out of 5 average rating, 554 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 .

Guest favourite
Camper van/Motorhome in Lombard
5 out of 5 average rating, 6 reviews

Couples camper on a quaint horse ranch

Escape to this cozy modern camper located near a small horse barn. Reconnect with nature at this unforgettable escape. Along with the barn animals (horses, goats, and chickens) there is an abundance of wildlife that visits the ranch. Located next to a river and woods with walking trails where you can see deer, coyote, raccoon, possum, chipmunks, rabbits, eagles, owls, hawks, heron, ducks & more. A perfect blend of nature and modern conveniences and easy to get to location in the Chicago burbs.

Guest favourite
Home in Itasca
4.73 out of 5 average rating, 11 reviews

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+

Superhost
Townhouse in Addison
4.77 out of 5 average rating, 13 reviews

3BR Sleeps 12, 9 Parking Spots, 20 Min to O’Hare

Spacious 3BR, 2BA private townhouse in prime Addison location just 20 minutes from O’Hare & near major highways. Sleeps 12 with 2 king beds, 3 queens and twin bunk. Massive second-floor primary suite features a beautifully renovated ensuite bath. Full kitchen with all major appliances & essentials. In-unit stackable washer and dryer. Three smart TVs included. Unmatched parking with 2 garage spots, 2 driveway spaces and up to 5 additional on-site spaces. Ideal for work crews & larger groups.

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 Itasca
4.99 out of 5 average rating, 84 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
A cozy seating area features a green sofa adorned with gold and green cushions. A colorful armchair complements the space. A large potted plant and an art piece depicting a vase with foliage enhance the inviting ambiance.
Home in Wood Dale
4.88 out of 5 average rating, 32 reviews

The Gallery, King, Queen, Sofa Bed, smart TV’s

A Vibrant, Art-Inspired Home for Families, Friends & Furry Companions Welcome to your home away from home—a colorful, creative retreat designed with families and pets in mind. This one-of-a-kind space is full of character, featuring eclectic furnishings & vibrant walls. Throughout the home, you’ll discover pieces by iconic artists such as Frida Kahlo, Diego Rivera, Vincent van Gogh, Jacques Lamy, and more—creating a gallery-like experience that’s both uplifting and unforgettable. Enjoy!

Top guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Flat in Aurora
4.98 out of 5 average rating, 261 reviews

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.

Top guest favourite
A spacious screened-in porch features comfortable seating arrangements, including a sectional sofa and a dining table. A hammock is hung in the corner, providing a relaxed space. Natural light floods in, highlighting views of the surrounding trees and yard, creating a refreshing retreat.
Home in Addison
4.99 out of 5 average rating, 87 reviews

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!

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, 159 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
Loft in West Dundee
4.96 out of 5 average rating, 412 reviews

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #1, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.

Top guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Flat in Warrenville
4.93 out of 5 average rating, 120 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

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, 79 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.

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