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Illinois Holiday Rentals

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Top Cities in Illinois

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

Chicago

Chicago

Our top choices for Illinois holiday rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,208 reviews)
"Clean room, great staff, family-friendly, pet-friendly, and great rooms with a kitchen and wonderful showers. Great location!"
United States
Alessandra
The price is HK$1,499
HK$1,990 total
includes taxes & fees
9 Aug - 10 Aug
Sentral Michigan Avenue
Breakfast, lunch and dinner served

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (155 reviews)
"The cook to order breakfast was great."
United States
Megan
The price is HK$1,475
HK$1,688 total
includes taxes & fees
9 Aug - 10 Aug
The Gem Museum Suites
Full-sized fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (499 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
The price is HK$2,745
HK$3,415 total
includes taxes & fees
9 Aug - 10 Aug
Level Chicago – Old Town
Lake

Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
The price is HK$2,038
HK$2,889 total
includes taxes & fees
9 Aug - 10 Aug
Kasa Lake Shore Chicago
1 bedroom, desk, laptop workspace, bed sheets

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
2.0 star property
Ottawa
9.6 out of 10, Exceptional, (226 reviews)
"The cabin was nice"
United States
Celeste
The price is HK$1,482
HK$1,992 total
includes taxes & fees
4 Aug - 5 Aug
Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy
Front of property

Nauvoo Vacation Villas & Condos

Nauvoo Vacation Villas & Condos
3.0 star property
Nauvoo
9.8 out of 10, Exceptional, (440 reviews)
"Staff were very helpful. Wonderful place. Qoiet and clean"
United States
Carrie
The price is HK$1,129
HK$1,236 total
includes taxes & fees
10 Jul - 11 Jul
Nauvoo Vacation Villas & Condos
Interior

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (24 reviews)
"Great location. "
United States
Tom S.
The price is HK$3,443
HK$7,491 total
includes taxes & fees
2 Aug - 3 Aug
Modern West Loop Gem-City Views & Prime Location 6
Interior

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, (8 reviews)
"Excellent, clean, modern, fully furnished apartment in downtown Chicago that is a short car ride or walk to anything you need or want to visit. The neighborhood and building are very safe and the covered parking is well worth the extra expense. We loved the extra space to spread out and the skyline views were beautiful at night. The staff responded right away to any questions we had and even helped to accommodate us an extra night when an event kept us in town longer. The beds were comfortable...
United States
Kathryn
The price is HK$3,567
HK$7,014 total
includes taxes & fees
16 Jul - 17 Jul
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Restaurant

Yugo Guest Suites

Yugo Guest Suites
2.0 star property
Urbana
8.8 out of 10, Excellent, (170 reviews)
"Staff was very friendly, was easy to check in. Very secure place. Would definitely stay again!"
United States
Laurie
The price is HK$808
HK$912 total
includes taxes & fees
22 Jul - 23 Jul
Yugo Guest Suites
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (26 reviews)
"Great location, close to public transport and Whole Foods. The property was clean, quiet, and easy to access. The host was great with communication. We would stay again! "
United States
Susan R.
The price is HK$9,016
HK$14,598 total
includes taxes & fees
31 Jul - 1 Aug
Spacious 4BR Central Apartment w/ Skyline Views
TV, offices

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.2 out of 10, Wonderful, (9 reviews)
"Everything went well"
United States
Ryan W.
The price is HK$2,157
HK$2,900 total
includes taxes & fees
12 Jul - 13 Jul
LIVN West Loop Chicago 2 BR City View
Terrace/patio

Spring is for Hiking! In Town-Private Hot Tub-2 Bikes-Shawnee National Forest

Spring is for Hiking! In Town-Private Hot Tub-2 Bikes-Shawnee National Forest
Harrisburg
10.0 out of 10, Exceptional, (195 reviews)
"Beautiful home and relaxation space."
United States
Kathleen
The price is HK$1,058
HK$1,757 total
includes taxes & fees
12 Jul - 13 Jul
Spring is for Hiking! In Town-Private Hot Tub-2 Bikes-Shawnee National Forest
TV, fireplace

Mill Street Suite

Mill Street Suite
North Utica
9.8 out of 10, Exceptional, (68 reviews)
"Great place to stay"
United States
Maria
The price is HK$1,242
HK$1,981 total
includes taxes & fees
21 Jul - 22 Jul
Mill Street Suite
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (815 reviews)
"Great place to stay."
United States
Benedictine
The price is HK$2,434
HK$3,318 total
includes taxes & fees
21 Jul - 22 Jul
Kasa Magnificent Mile Chicago
Living area

The Silo 6 - Modern Abode

The Silo 6 - Modern Abode
2.0 star property
Morton
8.8 out of 10, Excellent, (3 reviews)
"Great place! Very clean and close to shooting, restaurants, coffee shops, etc. Very helpful host. Would definitely stay here again!!"
United States
Anne
The price is HK$501
HK$1,149 total
includes taxes & fees
13 Jul - 14 Jul
The Silo 6 - Modern Abode
Exterior

A Little Slice Of Heaven

A Little Slice Of Heaven
Marion
10.0 out of 10, Exceptional, (82 reviews)
"Loved our stay! "
United States
Michael
The price is HK$941
HK$1,436 total
includes taxes & fees
16 Jul - 17 Jul
A Little Slice Of Heaven
1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
8.8 out of 10, Excellent, (10 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is HK$2,085
HK$2,787 total
includes taxes & fees
15 Jul - 16 Jul
LIVN West Loop Chicago Queen Superior Studio
Interior

Romantic Cabin w/ Hot Tub Near Carbondale

Romantic Cabin w/ Hot Tub Near Carbondale
Carbondale
10.0 out of 10, Exceptional, (110 reviews)
"Thank you for the lovely stay!"
United States
Stacey K.
The price is HK$2,060
HK$2,562 total
includes taxes & fees
16 Jul - 17 Jul
Romantic Cabin w/ Hot Tub Near Carbondale
Free WiFi

The Silo 1 - Traveler's Haven

The Silo 1 - Traveler's Haven
2.0 star property
Morton
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place! Hosts are great!"
United States
Troy
The price is HK$804
HK$1,489 total
includes taxes & fees
10 Jul - 11 Jul
The Silo 1 - Traveler's Haven
Dining

Peaceful, Country Cottage with Open Floor Plan

Peaceful, Country Cottage with Open Floor Plan
Quincy
10.0 out of 10, Exceptional, (218 reviews)
"The place was affordable, clean and nicely furnished for the five of us. Worked out well for our visit to Hannibal. "
United States
Terry H.
The price is HK$1,019
HK$1,894 total
includes taxes & fees
6 Aug - 7 Aug
Peaceful, Country Cottage with Open Floor Plan
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 Illinois Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Room is very clean and spacious. Staffs are very friendly and helpful. We would definitely come back again."
Tae Hee 3-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown