
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.

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 .

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Betty BnB
Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

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.

Naperville Family Fun! Pool, Pickleball, Kids Room
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, kids play room, courtyard w/ firepits, fitness center, pool table, and sauna - 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!

Updated 2 Bdrm Oasis - Walk to Train!
Updated 2 bedroom/ 1 bath retreat. Short walking distance to the Metra train stop which takes you into the city. Enjoy local restaurants and shops in Roselle or Schaumburg or take the train to the city of Chicago! Walk in nature at nearby parks. 10 min drive to Woodfield Mall; 15 min drive to Schaumburg Convention Center; 30 min drive to O'hare International Airport. Convenient location by Schaumburg, Elk Grove Village and Bloomingdale! Easy access to major highways like I-290, I-90.

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.

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!

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!

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!

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown
✨ 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!

Cheerful Remodel Prime Location
Relax in this newly remodeled and beautifully decorated apartment while recharging from a long day of sightseeing in the big city! If you have a car, great, we have parking! If not, awesome, we are a block from the Green Line train to downtown! With a 5 minute walk to Whole Foods, Trader Joes, and downtown Oak Park, you can't get a better location than this!
Popular amenities for Addison holiday rentals
Other great holiday rentals in Addison

Guest Suite w. Private Bath Close to OHare Airport

Niche Home in Chicago suburb - Elm room

Garden Suite 10 Min to O’Hare w/ Yard & Grill

Room within a Cozy Cottage

NEW Jade Haven in Berwyn/Riverside

Garden Apt Safe neigh'hood between Airport/Downtwn

S3 Private cozy room. NO parking. 15min to O'Hare

Cozy 5BD Home with Scandinavian Vibes
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 $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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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- The Beverly Country Club
- Willis Tower
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- The 606
- Raging Waves Waterpark




