Des Plaines Holiday Rentals

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Holiday Rentals in Des Plaines

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (624)
"I have stayed at this property 3 times now and every time has been amazing. They have become the only place I will stay at in the city. The location is great with a parking garage around the corner at is very cheap. You get so many more amenities than a hotel and is an overall great experience. I highly recommend."
The price is HK$853
HK$1,229 total
includes taxes & fees
23 Dec - 24 Dec
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (342)
"The property location was great. The room was very spacious. The only knock was there was not a tv in the bedroom."
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (407)
"Outstanding accommodations! Will choose this property again for my travels."
The price is HK$966
HK$1,134 total
includes taxes & fees
12 Jan - 13 Jan 2025
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (228)
"Very nice place for the cost. Could hear outside and inside noises but noise doesn’t bother me. Would stay here again."
The price is HK$440
HK$516 total
includes taxes & fees
21 Jan - 22 Jan 2025
Sonder Market Hall

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (277)
"I loved the amenities available to us - garage parking, washer/dryer in unit, full kitchen and fully furnished. Staff were polite and helpful. Great location"
The price is HK$1,374
HK$1,768 total
includes taxes & fees
3 Jan - 4 Jan 2025
Level Chicago – Old Town

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (246)
"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "
Kasa South Loop Chicago

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (109)
"Great stay overall"
The price is HK$964
HK$1,132 total
includes taxes & fees
5 Jan - 6 Jan 2025
Kasa River North Chicago

Sonder The Burnham Apartments

3.5 star property
9.0 out of 10, Wonderful, (122)
"Wonderful place with some personality "
The price is HK$976
HK$1,146 total
includes taxes & fees
16 Jan - 17 Jan 2025
Sonder The Burnham Apartments

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (179)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is HK$939
HK$1,102 total
includes taxes & fees
13 Jan - 14 Jan 2025
Found Chicago powered by Sonder

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (110)
"Absolutely loved loved loved my stay here!! It feels more like a personal home rather than a hotel. It’s very private, has tons of space, and felt very safe. "
The Neighborhood Hotel-Little Italy

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (136)
"Sonder check in experience as a first timer was super easy! Great instructions and no issues entering or exiting the property. Property was in great condition with all the amenities you could need. Only downside was the cigar bar downstairs... you could at certain times of day smell the cigar scent in our room upstairs. Not a huge issue, but if you were sensitive to the smell it would not be ideal."
The price is HK$797
HK$936 total
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Jewelers Row

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (87)
"Loved the location. "
The price is HK$804
HK$944 total
includes taxes & fees
16 Jan - 17 Jan 2025
Sonder The Plymouth

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (174)
"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."
Walking distance to restaurants, shops and Lake Michigan,

Sonder The Opal

3.5 star property
8.6 out of 10, Excellent, (27)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is HK$805
HK$945 total
includes taxes & fees
12 Jan - 13 Jan 2025
Sonder The Opal

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (36)
"Everything was Excellent! The property was beautiful and most of all very CLEAN!!! The way everything was set up on site , to check-in and check-out was a very seamless process. The property was also very spacious, the beds were very big in size, super comfy, and having the three bathrooms in each bedroom was a such a plus. Greek neighborhood was a wonderful and smart location, everything is walking distance: for any coffee connoisseurs: Ground up Coffee is superb, Target is only a couple blocks...
The price is HK$980
HK$1,150 total
includes taxes & fees
13 Jan - 14 Jan 2025
Sonder Greektown

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (67)
"Very clean and comfortable place!"
Wrigley/Southport Corridor Garden Oasis +parking!

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

10.0 out of 10, Exceptional, (213)
"Excited about our trip to Chicago and was not disappointed. Communication was very good from the homeowner location is perfect we had a fantastic time would recommend this for anyone wanting to enjoy downtown Chicago"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (12)
"Our family stayed for a corporate training and we had a great experience. The neighborhood wasn't the best but we felt very secure with having a garage to use. Very thankful for the quick communication! from the p "
Experience Chicago living near United Center

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.8 out of 10, Exceptional, (11)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
Ground Floor Studios in Chicago by 747 Lofts
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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Other types of properties in Des Plaines you may be interested in

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8292)
"For the price the property was great! The room we stayed in looked like it was recently done and was huge with nice beds and redone bathroom. You could tell the age of the building though. Many rooms on our floor were padlocked - perhaps just hadn't been refinished (hotel is huge so perhaps not all the rooms are needed). Ice machines on the floors didn't seem to be working but they provided ice at the bar on the main level. Great location and walking distance to everything you would want to...
The price is HK$812
HK$953 total
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3632)
"Have stayed multiple times for business trips and would definitely return in the future. "
The price is HK$723
HK$849 total
includes taxes & fees
21 Jan - 22 Jan 2025
River Hotel

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3125)
"Esta muy bien ubicado,cerca de casi todos los puntos turisticos,muy tranquilo ,limpio ,el unico detalle q le note el agua de la ducha no tiene fuerza ,pero no es nada como para no volver ,es solo un detalle.por el resto regresaria mil veces."
The price is HK$1,148
HK$1,575 total
includes taxes & fees
5 Jan - 6 Jan 2025
Hyatt Regency Chicago
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.

Frequently asked questions

Can I find a holiday rental in Des Plaines?

Yes, there are holiday rentals close to the most popular sights in Des Plaines, or you can select a more 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 are some of the best holiday rentals that Des Plaines has to offer?

LUXE 3 BR, 2 BA + Hot Tub: This holiday home rental outside of Des Plaines is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay.

How many holiday rentals are there in Des Plaines?

With 26 Expedia holiday rentals, you're guaranteed to find just the right place for your Des Plaines stay.

What can I see and do in Des Plaines?

Arndt Park and Apache Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places such as Michigan Avenue and Naval Base Great Lakes.

What are holiday rentals like in Des Plaines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Des Plaines. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.