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Des Plaines Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Des Plaines vacation rentals

A building with a stone facade and a large window displaying the text 'LAUNDRY MAT'.

1. King Bed Non-Smoking

King Bed Non-Smoking
Chicago
10.0 out of 10, Exceptional, (288 reviews)
"Clean room and friendly staff made it a good stay."
United States
Anonymous traveler
$87 nightly
The price is $98
Sep 6 - Sep 7
Total with taxes and fees
King Bed Non-Smoking
A staircase with a wooden finish and black railings, leading to a room with a large wooden door and a white ceiling.

2. Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
$331 nightly
The price is $354
Sep 9 - Sep 10
Total with taxes and fees
Cozy Home by O'Hare + EV Plug
A modern kitchen with white cabinets, a black stove, and a microwave.

3. Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (82 reviews)
"Peaceful and quiet with a great lake to fish and pedal boat on. Clean and a great space for kids!"
United States
Ashley L.
$357 nightly
The price is $382
Sep 21 - Sep 22
Total with taxes and fees
Your Next Vacation Home

4. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (25 reviews)
"Great location and super clean!"
United States
Erica
$230 nightly
The price is $273
Sep 7 - Sep 8
Total with taxes and fees
Kasa Lake Shore Chicago

5. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.6 out of 10, Exceptional, (20 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
$665 nightly
The price is $821
Sep 13 - Sep 14
Total with taxes and fees
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
A modern building with the name 'SENIORAL' prominently displayed on the facade.

6. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,300 reviews)
"A great place"
United States
Lahiru
$177 nightly
The price is $208
Sep 7 - Sep 8
Total with taxes and fees
Sentral Michigan Avenue
A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

7. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Incredible location, very clean and easy! Would book again!"
United States
Andrea K.
$208 nightly
The price is $246
Sep 7 - Sep 8
Total with taxes and fees
LIVN West Loop Chicago Queen Superior Studio
A modern kitchen with a large island, bar stools, and a city view.

8. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (520 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
$330 nightly
The price is $387
Sep 7 - Sep 8
Total with taxes and fees
Level Chicago – Old Town
A room with a large window, a round table with chairs, a television, and a lamp.

9. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
$208 nightly
The price is $246
Sep 7 - Sep 8
Total with taxes and fees
LIVN Millennium Park Downtown Chicago Superior 1BR
A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

10. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
$307 nightly
The price is $344
Sep 7 - Sep 8
Total with taxes and fees
River North Private Balcony With In and Out Parking
A modern living room with a sofa, coffee table, and dining area. Large windows offer views of the cityscape.

11. Modern West Loop Gem-City Views & Prime Location 1

Modern West Loop Gem-City Views & Prime Location 1
Downtown Chicago
9.0 out of 10, Wonderful, (4 reviews)
"Great location, HUGE space, and great service at a great rate!"
United States
Ernest C.
$564 nightly
The price is $626
Sep 20 - Sep 21
Total with taxes and fees
Modern West Loop Gem-City Views & Prime Location 1
A narrow hallway with a concrete wall, a wooden floor, a small table, and a large mirror on the right.

12. South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
$351 nightly
The price is $386
Sep 21 - Sep 22
Total with taxes and fees
South Loop Rooftop With In and Out Parking 2
A kitchen with white cabinets, a microwave, a kettle, and a toaster.

13. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
$454 nightly
The price is $515
Sep 8 - Sep 9
Total with taxes and fees
Plymouth Collection: 3BD 2BA High Floor with Gym
A modern kitchen with a central island, bar stools, and a dining table.

14. River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, Exceptional, (14 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
$553 nightly
The price is $630
Sep 29 - Sep 30
Total with taxes and fees
River North Private Deck With In and Out Parking

15. Modern 3BR Apartment Near North Ave Shops

Modern 3BR Apartment Near North Ave Shops
Near North Side
9.6 out of 10, Exceptional, (4 reviews)
$419 nightly
The price is $517
Sep 21 - Sep 22
Total with taxes and fees
Modern 3BR Apartment Near North Ave Shops
A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

16. Downtown Chicago Stay with Free In & Out Parking 1

Downtown Chicago Stay with Free In & Out Parking 1
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Spacious, free parking, family friendly"
United States
Majid
$544 nightly
The price is $619
Sep 21 - Sep 22
Total with taxes and fees
Downtown Chicago Stay with Free In & Out Parking 1
A modern kitchen with dark wood cabinets, a built-in microwave, and a stainless steel range hood.

17. Wabash 4BR - Pool, Free In & Out Parking 4

Wabash 4BR - Pool, Free In & Out Parking 4
Downtown Chicago
$343 nightly
The price is $423
Sep 10 - Sep 11
Total with taxes and fees
Wabash 4BR - Pool, Free In & Out Parking 4
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

18. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
$201 nightly
The price is $237
Sep 7 - Sep 8
Total with taxes and fees
LIVN West Loop Chicago King Studio
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

19. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
$176 nightly
The price is $208
Sep 7 - Sep 8
Total with taxes and fees
LIVN West Loop Chicago Classic Queen Studio
A modern room with a sofa, a dining table, and a window with a view of buildings.

20. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (11 reviews)
"Great property"
United States
duane
$290 nightly
The price is $343
Sep 9 - Sep 10
Total with taxes and fees
LIVN West Loop Chicago 2 BR City View
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

Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"This was our first time in Chicago and the location of the Warwick in The Magnificent Mile for shops and restaurants and convenience to the train was perfect. The staff were very professional and helpful at checkin. We extended our stay and our checkout and they were accommodating. Our room was clean, comfortable and adequate for our needs. They had free bottled water but not free coffee, nor many food choices from the counter. But again convenient to many restaurants . I would definitely stay here again and recommend it to others."
Cheryl 1-night trip
Posted less than an hour ago
Warwick Allerton - Chicago

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 $98 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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Des Plaines vacation home rental. It is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Des Plaines?

With 40 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 Navy Pier.

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.