Illinois Holiday Rentals: Short-Term Accommodations for Rent

A city skyline with a river, green spaces, and a baseball field.

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Top Cities in Illinois

A city skyline with modern skyscrapers and a river with boats and people in the foreground.

Our top choices for Illinois holiday rentals

1. Sentral Michigan Avenue

Downtown Chicago

Allison

HK$1,709 total

includes taxes & fees

21 Sept - 22 Sept

2. Kasa Lake Shore Chicago

Downtown Chicago

Xiaoyu

HK$2,285 total

includes taxes & fees

20 Sept - 21 Sept

3. Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Ottawa

Jessica

HK$1,732 total

includes taxes & fees

16 Sept - 17 Sept

4. Level Chicago – Old Town

Downtown Chicago

Brian

HK$2,983 total

includes taxes & fees

27 Sept - 28 Sept

5. LIVN West Loop Chicago 2 BR City View

Downtown Chicago

duane

HK$2,418 total

includes taxes & fees

21 Sept - 22 Sept

6. Spacious 4BR Central Apartment w/ Skyline Views

Near North Side

Marceen N.

HK$3,581 total

includes taxes & fees

29 Sept - 30 Sept

7. Premium Urban 4BR - Perfect Mix of Comfort & Location

Near North Side

Kortnee

HK$5,865 total

includes taxes & fees

27 Sept - 28 Sept

8. The Gem Museum Suites

Downtown Evanston

Archita

HK$1,690 total

includes taxes & fees

6 Oct - 7 Oct

9. Yugo Guest Suites

Urbana

Bronz

HK$761 total

includes taxes & fees

21 Sept - 22 Sept

10. Nauvoo Vacation Villas & Condos

Nauvoo

Renae

HK$1,197 total

includes taxes & fees

16 Sept - 17 Sept

11. The Silo 3 - Lofi Vibes

Morton

Thomas

HK$1,150 total

includes taxes & fees

5 Oct - 6 Oct

12. Cozy studio in Andersonville Chicago

Edgewater

Katie K.

HK$1,224 total

includes taxes & fees

5 Oct - 6 Oct

13. At Home in Oak Park

Oak Park

Theresa

HK$2,671 total

includes taxes & fees

13 Oct - 14 Oct

14. Pet Friendly! Couples Retreat in Southern Illinois

Murphysboro

HK$1,843 total

includes taxes & fees

24 Sept - 25 Sept

15. LIVN West Loop Chicago Queen Superior Studio

Downtown Chicago

Andrea K.

HK$1,927 total

includes taxes & fees

20 Sept - 21 Sept

16. The Silo 6 - Modern Abode

Morton

Anne

HK$1,243 total

includes taxes & fees

5 Oct - 6 Oct

17. Aunt Lele's Cozy Cottage

Quincy

Matt B.

HK$1,229 total

includes taxes & fees

20 Sept - 21 Sept

18. Shawnee Wine Trail Farm Stay

Makanda

Abigail J.

HK$904 total

includes taxes & fees

16 Sept - 17 Sept

19. Peaceful, Country Cottage with Open Floor Plan

Quincy

Vicki W.

HK$1,928 total

includes taxes & fees

17 Sept - 18 Sept

20. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Ryan G.

HK$1,635 total

includes taxes & fees

28 Sept - 29 Sept

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Top Illinois Hotel Reviews

Hyatt Regency Chicago

10/10 Excellent

"The room was clean and spacious. The bell hop staff was helpful on recommending ways to get where we were going more quickly. Front desk staff was quick at check-in and helpful with an incoming, last-minute delivery. The bathroom doesn't have a ton of counter space but there's a useful ledge in front of the mirror. Would absolutely stay here again."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"I checked in 9/11 around 8pm, when I was greeted and asked for my confirmation, employee informed me that my reservation had been canceled. I made my reservation through Expedia. My initial reservation was for three nights, shortly after making my reservation. I canceled the third night and received a new confirmation from Expedia. Apparently Expedia decided to cancel the entire reservation, although they sent me a new confirmation number. The funny thing is, a minute before I walked in the hotel Expedia sent me an email asking me how the check in process had gone. But the young lady (unfortunately I didn't get her name) working the front desk, made me a new reservation and got me checked in smoothly. Thank you to her."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"We opted into a days-long impromptu Chicago trip for and were pleasantly surprised by the experience. We loved our stay! Arrived in the morning and early check in was available, which allowed us to dive into exploring the city. The key cards are adorable—our favorites were the rabbit, the lioness, and the cow. The room was sizable, comfortable and incredibly clean. Best night’s sleep! It felt secure. Security was present, but not overbearing, and staff (desk, bellhops, valet attendants, housekeeping, you name it) were vigilant, attentive, pleasant, and accommodating; if they did not remember names, they remembered faces - a feat in a hotel in a city this size where they must see hundreds of people a day. Valet parking is available, valet staff were always present and active whenever we passed by. $80 for overnight parking. Restaurant on premises was solid. We enjoyed breakfast and dinner on two occasions; there is something for everyone on the menu. We had a river view from our rooms, as well as of the Wrigley Building and Marina Towers. The hotel is centrally located and we were a stone’s throw away from the architectural boat tour docks, the Chicago Architecture Center and Chicago Tribune Tower. Walking distance to the Bean, the Art Institute of Chicago, and a plethora of restaurants. You can take a water taxi to Navy Pier. When it was time to leave, our flight was cancelled last minute and rescheduled for later in the day; we were able to do late check out."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Nice view. Really didn’t like the energy from the guy that checked my son and I in. Breakfast was included with our stay. But, he didn’t give us the voucher that was needed my son had to go get it. It was his 21st Birthday and I wanted him to stay somewhere nice"

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Illinois

Chicago

Our top choices for Illinois holiday rentals

1. Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

3. Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

4. Level Chicago – Old Town

5. LIVN West Loop Chicago 2 BR City View

6. Spacious 4BR Central Apartment w/ Skyline Views

7. Premium Urban 4BR - Perfect Mix of Comfort & Location

8. The Gem Museum Suites

9. Yugo Guest Suites

10. Nauvoo Vacation Villas & Condos

11. The Silo 3 - Lofi Vibes

12. Cozy studio in Andersonville Chicago

13. At Home in Oak Park

14. Pet Friendly! Couples Retreat in Southern Illinois

15. LIVN West Loop Chicago Queen Superior Studio

16. The Silo 6 - Modern Abode

17. Aunt Lele's Cozy Cottage

18. Shawnee Wine Trail Farm Stay

19. Peaceful, Country Cottage with Open Floor Plan

20. Chic Urban Retreat Near Wrigley Field w/Parking

Find holiday rentals that suit your style

Top Illinois Hotel Reviews

Hyatt Regency Chicago

Central Loop Hotel

Travelodge by Wyndham Downtown Chicago

The Royal Sonesta Chicago Downtown

Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

Eurostars Magnificent Mile

Hotel Saint Clair- Magnificent Mile

L7 Chicago by LOTTE