Photo by Joe Farmer

Search Condo Rentals in Highland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare Condo Rentals in Highland with updated reviews, rates, and availability.

River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3900)
"Great location right on the river... "
The price is AED 362
AED 425 total
includes taxes & fees
1 Apr - 2 Apr
River Hotel
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (1876)
"Very nice "
The price is AED 602
AED 707 total
includes taxes & fees
21 Mar - 22 Mar
L7 Chicago by LOTTE
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3068)
"The best customer service ever! "
The price is AED 390
AED 458 total
includes taxes & fees
6 Apr - 7 Apr
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.6 out of 10, Excellent, (1018)
"The hotel was beautiful and the staff was very polite abd helpful!! I woukd definitely reserve again!!!"
The price is AED 378
AED 444 total
includes taxes & fees
23 Mar - 24 Mar
Crowne Plaza Chicago West Loop by IHG
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1690)
"Love having 2 bathrooms! Beds are comfy!"
The price is AED 579
AED 787 total
includes taxes & fees
22 Mar - 23 Mar
Hilton Chicago
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8594)
"It was a beautiful older model hotel, alot of the original structure remains. TVs were outdated, my room could have been cleaner as there was hair left on the hair dryer & some on the sheets. One of the doorman Steve greeted us & was absolutely phenomenal & full of knowledge for our first time in Chicago. The food was ok, nothing to be excited about. The beds were pretty hard & rooms hot without a thermostat. Overall it was a decent stay."
The price is AED 420
AED 494 total
includes taxes & fees
24 Mar - 25 Mar
Congress Plaza Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2796)
"Always love Citizen M, the gym in this one is especially nice. Proximity to so many things made this my new favorite in Chicago. "
The price is AED 377
AED 442 total
includes taxes & fees
24 Mar - 25 Mar
citizenM Chicago Downtown
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1962)
"I loved this place. Super clean super nice & you didn’t even have to leave the hotel. 10/10"
The price is AED 609
AED 822 total
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago
Embassy Suites by Hilton Chicago Downtown River North
Lobby

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
8.4 out of 10, Very Good, (3715)
"Family trip from Texas to Chicago. 2-double rooms was a perfect fit. They had a great selection for breakfast and within walking distances to our selected attractions. Great spot! Will stay at this hotel next time we’re in Chicago! "
The price is AED 515
AED 605 total
includes taxes & fees
9 Apr - 10 Apr
Embassy Suites by Hilton Chicago Downtown River North
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1843)
"The location was nice. Otherwise it was nice for our first time in Chicago. It would of been nice for people out of state or town to have better help about how to find places and the subway. how the subway works. When we asked people tell you like you lived their your whole life."
The price is AED 408
AED 479 total
includes taxes & fees
23 Mar - 24 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1579)
"We loved our stay!"
The price is AED 474
AED 660 total
includes taxes & fees
23 Mar - 24 Mar
Hotel Riu Plaza Chicago
The Allegro Royal Sonesta Hotel Chicago Loop
Exterior

The Allegro Royal Sonesta Hotel Chicago Loop

4.0 star property
8.8 out of 10, Excellent, (1585)
"Good hotel in good location. Very old."
The price is AED 437
AED 631 total
includes taxes & fees
13 Apr - 14 Apr
The Allegro Royal Sonesta Hotel Chicago Loop
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
8.6 out of 10, Excellent, (1729)
"Love this place"
The price is AED 362
AED 425 total
includes taxes & fees
31 Mar - 1 Apr
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel, Central Loop, Chicago
Suite, 1 Queen Bed, Kitchenette | Premium bedding, in-room safe, desk, laptop workspace

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3409)
"No complaints, but no real praises either. Seems like a pretty standard hotel touted as something nicer than it really is"
The price is AED 362
AED 425 total
includes taxes & fees
31 Mar - 1 Apr
Club Quarters Hotel, Central Loop, Chicago
Eurostars Magnificent Mile
Lobby lounge

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2909)
"Short walking distance to public transport, great location for activities in and around the Loop, comfortable clean room, friendly staff, great shower."
The price is AED 423
AED 497 total
includes taxes & fees
15 Apr - 16 Apr
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2521)
"Great stay and clean rooms with the best price "
The price is AED 547
AED 760 total
includes taxes & fees
23 Mar - 24 Mar
The Royal Sonesta Chicago Downtown
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3212)
"The bathroom has a sensor and shuts off every 3 mins. Trying to shower was a nightmare because mid shower the light kept turning off. There is no way to stop this from happening. I stayed for 4 nights and it was such a pain every day. "
The price is AED 713
AED 944 total
includes taxes & fees
22 Mar - 23 Mar
Hyatt Regency Chicago
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1658)
"Fantastic art deco hotel. Just sipping a cocktail at the lobby bar is a privilege."
The price is AED 593
AED 788 total
includes taxes & fees
6 Apr - 7 Apr
Palmer House a Hilton Hotel
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2052)
"We really enjoyed our visit, lots of shopping and food options within walking distance"
The price is AED 453
AED 531 total
includes taxes & fees
20 Mar - 21 Mar
Hilton Chicago/Magnificent Mile Suites
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2664)
"Great location and staff were helpful. The room was quiet. The only issue we had was the towel rack in the bathroom was loose and sloped causing towels to fall on to the bathroom floor. "
The price is AED 320
AED 375 total
includes taxes & fees
23 Mar - 24 Mar
Aloft Chicago Mag Mile
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.
Don't see what you're looking for?
See all available properties in Highland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Highland

Comfort Inn Chicago Wind Creek Casino
Comfort Double Room | Desk, laptop workspace, blackout drapes, free WiFi

Comfort Inn Chicago Wind Creek Casino

2.5 star property
3.8 out of 10, (8)
"The staff was polite and friendly! I didn't care that they were apparently under construction and I didn't are much for that "
The price is AED 328
AED 371 total
includes taxes & fees
23 Mar - 24 Mar
Comfort Inn Chicago Wind Creek Casino
Cozy Home Sweet Homewood.
Fridge, microwave, oven, stovetop

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (19)
"This was perfect for our needs. Great location, comfortable and clean. I'm sure we'll be back."
Cozy Home Sweet Homewood.
The Vibe Headquarters
Living area

The Vibe Headquarters

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters
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

How much do condos in Highland cost?
Condos in Highland range from to per night. These properties offer plenty of space for your whole crew at a price that’s easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Highland?
Lock in your vacation dates and then pick from condos in Highland. For business travel, a getaway with friends or anything in between, Expedia will help you find an ideal stay in a few simple clicks.
Why book your condo in Highland with Expedia?
Expedia will help you find your ideal condo in Highland. Looking for a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you have a budget, choose how much you’d like to spend and then check out our fabulous options. We’ll help you find the right stay whatever your style of travel or plans.
How can I find cheap condos in Highland?
The best way to locate cheap condos in Highland is with Expedia’s filter tool. Refine your search results by star rating, amenities and budget to discover unbeatable prices in a few clicks.