Photo by Erik Rowley

Des Plaines Vacation Rentals

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Vacation Rentals in Des Plaines

Fridge, microwave, oven, stovetop
Cozy Home by O'Hare + EV Plug

Vacation Home in Des Plaines

9.0 out of 10, Wonderful, (4)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
$266 nightly
The price is $285
Dec 7 - Dec 8
Total with taxes and fees
Cozy Home by O'Hare + EV Plug
TV
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

Vacation Home in Des Plaines

9.2 out of 10, Wonderful, (9)
"5 experience awesome environment for everyone,this is " home away from home". Anytime I am visiting Chicago again this my new stay going forward ."
United States
Oluwaseun A.
$483 nightly
The price is $517
Dec 8 - Dec 9
Total with taxes and fees
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Private kitchen
Your Next Vacation Home

Vacation Home in Oakton

9.6 out of 10, Exceptional, (54)
"We enjoyed our stay"
United States
Lukose K.
$282 nightly
The price is $302
Dec 9 - Dec 10
Total with taxes and fees
Your Next Vacation Home
Microwave, oven, stovetop, dishwasher
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi

Vacation Home in Oakton

Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
Interior
Less is more! Pet friendly Tiny Home near Chicago!

Mobile Home in Burr Ridge

9.8 out of 10, Exceptional, (34)
"Nice stay. Dog friendly. Great location. Helpful and communicative owners. Well laid out tiny home. "
United States
Laura P.
$143 nightly
The price is $153
Dec 5 - Dec 6
Total with taxes and fees
Less is more! Pet friendly Tiny Home near Chicago!
Indoor pool
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

4.0 star property
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
$126 nightly
The price is $148
Dec 7 - Dec 8
Total with taxes and fees
Sentral Michigan Avenue
Front of property - evening/night
Level Chicago – Old Town

Aparthotel in Downtown Chicago

4.0 star property
9.0 out of 10, Wonderful, (392)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
$215 nightly
The price is $252
Dec 14 - Dec 15
Total with taxes and fees
Level Chicago – Old Town
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in 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.
$167 nightly
The price is $182
Dec 7 - Dec 8
Total with taxes and fees
Twice as Nice: Chic 2BR Stay with Style & Space
Business center
Kasa River North Chicago

Aparthotel in Downtown Chicago

4.0 star property
9.4 out of 10, Exceptional, (180)
"Awesome stay "
United States
Sally
$347 nightly
The price is $407
Dec 5 - Dec 6
Total with taxes and fees
Kasa River North Chicago
Fridge, microwave, oven, stovetop
Sun-Drenched 1BR Apartment

Apartment in 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.
$145 nightly
The price is $159
Dec 7 - Dec 8
Total with taxes and fees
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (3)
"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.
$145 nightly
The price is $159
Dec 7 - Dec 8
Total with taxes and fees
West Loop Living – Bright 1BR
Free WiFi, bed sheets
Chicago luxury home suites

Aparthotel in Downtown Chicago

2.0 star property
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
$219 nightly
The price is $258
Dec 5 - Dec 6
Total with taxes and fees
Chicago luxury home suites
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Apartment in 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.
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
Stylish 1BR in West Loop
Interior
Gold Coast Living: Modern Studio Unit

Apartment in 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
$149 nightly
The price is $166
Jan 1 - Jan 2, 2026
Total with taxes and fees
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
The One: A 1BR Stay That Feels Like Home
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
1BR Modern Luxe Apt with In-Unit Laundry
4 bedrooms, iron/ironing board, travel crib, WiFi
Modern West Loop Gem-City Views & Prime Location 3

Apartment in Downtown Chicago

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host communicated everything very well. The short videos sent giving info about all the things you'd need to know were super helpful!"
United States
Laurie A.
$178 nightly
The price is $208
Dec 18 - Dec 19
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 3
Interior
Your Chicago get Away

Apartment in 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.
$392 nightly
The price is $430
Dec 11 - Dec 12
Total with taxes and fees
Your Chicago get Away
Fridge, microwave, oven, stovetop
South Loop Rooftop With In and Out Parking 3

Apartment in Downtown Chicago

8.6 out of 10, Excellent, (4)
"Modern and stylish apartment in a great location. Lots of extra thoughtful touches made it a great stay. "
Australia
Angela M.
$387 nightly
The price is $428
Dec 19 - Dec 20
Total with taxes and fees
South Loop Rooftop With In and Out Parking 3
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 1

Apartment in Downtown Chicago

9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
$324 nightly
The price is $355
Dec 14 - Dec 15
Total with taxes and fees
River North Rooftop With In and Out Parking 1
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 Des Plaines Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Location "
rosemary 3-night trip
Posted 8 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Des Plaines

Everything you need to know about Des Plaines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Des Plaines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Des Plaines vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Des Plaines vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Des Plaines. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Des Plaines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Des Plaines rentals

At Expedia, we put the best Des Plaines vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Des Plaines rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Des Plaines vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Des Plaines. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Des Plaines?

Yes, we give you a choice of vacation rentals close to popular sights in Des Plaines, or you can go with a secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Des Plaines. You can also check out the entertainment venues while you're visiting.

What's the top vacation rental that Des Plaines has to offer?

NEW to the market! Relax with family in a super Lux Custom SFH. West town.: Visitors like this Des Plaines vacation home rental. It 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 Des Plaines?

With 37 Expedia vacation rentals, you're sure to find just the right place for your Des Plaines stay.

What can I see and do in Des Plaines?

Lake Park and Arndt Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places like Wrigley Field and Michigan Avenue.

What are vacation rentals like in Des Plaines?

Vacation rentals are privately owned accommodations you can book for several days or longer in Des Plaines. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.