Addison Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Addison

Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (997)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is ￥15,738
￥23,058 total
includes taxes & fees
Dec 7 - Dec 8
Sentral Michigan Avenue
TV, offices
Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ￥8,590
￥24,850 total
includes taxes & fees
Dec 2 - Dec 3
Sleek 1BR Apt w/ Laundry
Interior
Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit

Downtown Chicago
10.0 out of 10, Exceptional, (4)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is ￥10,776
￥25,849 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

West Loop Living – Bright 1BR

Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Pretty cool place to stay for a short trip ! Everything was close to where we were which made traveling a lot easier. Apartment is a pretty decent size I would recommend just 2-3 people. You can easily contact the host about anything and they’ll respond within a timely manner. The only down side of this place was the shower cleanliness itself. Overall, cool place not bad at all definitely a quick trip kind of thing!"
United States
Majanique M.
The price is ￥8,590
￥24,850 total
includes taxes & fees
Dec 7 - Dec 8
West Loop Living – Bright 1BR
TV, offices
Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment

Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is ￥8,590
￥24,850 total
includes taxes & fees
Dec 4 - Dec 5
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home

Downtown Chicago
9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
The price is ￥8,590
￥24,850 total
includes taxes & fees
Dec 3 - Dec 4
The One: A 1BR Stay That Feels Like Home
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is ￥9,839
￥26,313 total
includes taxes & fees
Jan 1 - Jan 2, 2026
1BR Modern Luxe Apt with In-Unit Laundry
Interior
Your Chicago get Away

Your Chicago get Away

Downtown Chicago
8.4 out of 10, Very Good, (8)
"Clean, fun space and responsive host! Loved the views from our room!"
United States
Tyler C.
The price is ￥28,914
￥61,160 total
includes taxes & fees
Dec 8 - Dec 9
Your Chicago get Away
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Stylish 1BR in West Loop

Downtown Chicago
10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is ￥9,839
￥26,313 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stylish 1BR in West Loop
4 bedrooms, iron/ironing board, travel crib, WiFi
Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5

2.0 star property
Downtown Chicago
The price is ￥17,961
￥24,689 total
includes taxes & fees
Dec 17 - Dec 18
Modern West Loop Gem-City Views & Prime Location 5
Free WiFi, bed sheets
Chicago luxury home suites

Chicago luxury home suites

2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job."
Canada
pouya
The price is ￥39,744
￥46,654 total
includes taxes & fees
Dec 2 - Dec 3
Chicago luxury home suites
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1

Downtown Chicago
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is ￥16,243
￥49,400 total
includes taxes & fees
Dec 7 - Dec 8
River North Rooftop With In and Out Parking 1
TV
Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax

Ravenswood
9.8 out of 10, Exceptional, (20)
"Great stay"
United States
Kayla K.
The price is ￥8,590
￥24,850 total
includes taxes & fees
Dec 2 - Dec 3
Nice 1BR Spot, Unwind & Relax
Front of property - evening/night
Level Chicago – Old Town

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (391)
"Property was clean, centrally located with wonderful staff. Will definitely stay again."
United States
Michelle
Level Chicago – Old Town
Fridge, microwave, oven, stovetop
Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Lawndale
10.0 out of 10, Exceptional, (8)
"Very nice apartment close to downtown!"
United States
Dariana
The price is ￥9,371
￥31,895 total
includes taxes & fees
Dec 2 - Dec 3
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space

Downtown Chicago
9.6 out of 10, Exceptional, (14)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
United States
Tiffany N.
The price is ￥9,683
￥28,473 total
includes taxes & fees
Dec 7 - Dec 8
Twice as Nice: Chic 2BR Stay with Style & Space
Private kitchen
Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING

Near West Side
9.4 out of 10, Exceptional, (8)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is ￥9,058
￥51,837 total
includes taxes & fees
Dec 2 - Dec 3
Spacious 3-bedroom apartment near downtown, FREE PARKING
Fridge, microwave, oven, stovetop
Special Skevanston Space 2mi to Northwestern University & beach

Special Skevanston Space 2mi to Northwestern University & beach

Evanston
9.0 out of 10, Wonderful, (21)
"Very nice stay. Host was super nice and accommodating. "
United States
Melissa K.
The price is ￥12,338
￥33,750 total
includes taxes & fees
Dec 3 - Dec 4
Special Skevanston Space 2mi to Northwestern University & beach
Fridge, oven, stovetop, toaster
Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking

Portage Park
9.6 out of 10, Exceptional, (5)
"It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available."
United States
Jatin
The price is ￥9,683
￥28,668 total
includes taxes & fees
Dec 2 - Dec 3
Homey 2BR Apt w/ Parking
Smart TV
Getaway Near ORD With Great Local Amenities

Getaway Near ORD With Great Local Amenities

Des Plaines
9.0 out of 10, Wonderful, (4)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
United States
Stephanie G.
The price is ￥10,883
￥43,468 total
includes taxes & fees
Dec 2 - Dec 3
Getaway Near ORD With Great Local Amenities
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Addison Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"Very courteous, helpful staff. Nice rooms and layout. "
Richard 1-night trip
Posted 11 hours ago
Silversmith Hotel Chicago Downtown

Find out more about Addison

Search for holiday rentals in Addison on Expedia! You can easily find your home rentals, villas, holiday apartments in Addison using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Addison?

Yes, we have vacation rentals in Addison close to Addison Ice Arena, or you can choose a more secluded option if you want a relaxing stay. The shops and restaurants are several reasons why visitors like Addison. Make sure you have time to check out the baseball games while you're in the area.

What are some of the best vacation rentals that Addison has to offer?

NEW to the market! Relax with family in a super Lux Custom SFH. West town.: This vacation home rental near Addison offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Addison?

Choose from 3 Expedia vacation rentals in Addison for a memorable vacation.

What’s there to see and do in Addison?

Family-friendly attractions include Addison Ice Arena, whereas Nike Park is a spot to enjoy the outdoors. In the larger area, you’ll find United Center and Elmhurst College.

What’s a vacation rental in Addison like?

Vacation rentals are privately owned properties you can book for a couple days or more in Addison. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.