Willow Springs Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Willow Springs holiday rentals

Fridge, microwave, oven, stovetop

Cozy Estate in charming Willow Springs 20 minutes from Downtown and Beaches

Cozy Estate in charming Willow Springs 20 minutes from Downtown and Beaches
2.0 star property
Willow Springs
10.0 out of 10, Exceptional, (1 review)
"Host was great at communicating throughout the process. House was perfect. Great yard for the dogs and looks to be recently updated and very clean. Wasn’t a fan of being forced into the insurance or they take a big deposit when you book but don’t know if that is this listing or a VRBO thing. Still besides that it was perfect. Would definitely stay again. "
United States
Raymond H.
Cozy Estate in charming Willow Springs 20 minutes from Downtown and Beaches
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,058 reviews)
"Place was very nice and clean. We enjoyed the stay there. Will book it again when we come back to Chicago visit again. "
United States
Khalid
The price is HK$855
HK$1,232 total
includes taxes & fees
1 Feb - 2 Feb
Sentral Michigan Avenue
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, (414 reviews)
"Property was clean, welcoming, pet friendly "
United States
Heather
Level Chicago – Old Town
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$491
HK$1,314 total
includes taxes & fees
27 Jan - 28 Jan
1BR Modern Luxe Apt with In-Unit Laundry
Dining

Downtown 2bd #5 +Gym near Park, Lake, Museums

Downtown 2bd #5 +Gym near Park, Lake, Museums
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
Downtown 2bd #5 +Gym near Park, Lake, Museums
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$538
HK$1,291 total
includes taxes & fees
25 Jan - 26 Jan
Chic Studio in the Heart of the Gold Coast
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is HK$491
HK$1,314 total
includes taxes & fees
26 Jan - 27 Jan
West Loop Living – Bright 1BR
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (14 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$491
HK$1,314 total
includes taxes & fees
26 Jan - 27 Jan
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
2.0 star property
Downtown Chicago
The price is HK$491
HK$1,314 total
includes taxes & fees
26 Jan - 27 Jan
Chicago-Themed 1BR in a Central Spot near Downtown
TV, offices

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$491
HK$1,314 total
includes taxes & fees
26 Jan - 27 Jan
Sun-Drenched 1BR Apartment
Interior

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.6 out of 10, Exceptional, (20 reviews)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is HK$538
HK$1,505 total
includes taxes & fees
26 Jan - 27 Jan
Twice as Nice: Chic 2BR Stay with Style & Space
Living area

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (27 reviews)
"Nice place "
United States
Barry
The price is HK$1,158
HK$1,359 total
includes taxes & fees
26 Jan - 27 Jan
Wrigleyville Suites
Beach nearby

Downtown Mag Mile Sleep 20 | 6bd/6ba

Downtown Mag Mile Sleep 20 | 6bd/6ba
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Great units, fabulous location, very attentive property managers. Loved the place. Only downside was a grumpy downstairs neighbor who complained about the noise of the children and noise of adults even before quiet hours and no music playing."
United States
Cathy E.
Downtown Mag Mile Sleep 20 | 6bd/6ba
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$780
HK$2,478 total
includes taxes & fees
26 Jan - 27 Jan
River North Rooftop With In and Out Parking 3
Interior

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is HK$452
HK$2,589 total
includes taxes & fees
2 Feb - 3 Feb
Spacious 3-bedroom apartment near downtown, FREE PARKING
TV, offices

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very good, (5 reviews)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is HK$725
HK$1,588 total
includes taxes & fees
16 Feb - 17 Feb
The One: A 1BR Stay That Feels Like Home
TV, offices

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
The price is HK$491
HK$1,314 total
includes taxes & fees
26 Jan - 27 Jan
Complete 1BR Home Sum
Fridge, microwave, oven, stovetop

Majestic Modern Style|13 mins DT|4 mins Lake

Majestic Modern Style|13 mins DT|4 mins Lake
Uptown
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful property, fabulous location, well-stocked with amenities, great gym, wonderful view, small but very comfortable, "
United States
Walt K.
The price is HK$393
HK$1,834 total
includes taxes & fees
2 Feb - 3 Feb
Majestic Modern Style|13 mins DT|4 mins Lake
Iron/ironing board, travel cot, WiFi, bed sheets

Modern Studio Unit Near UChicago

Modern Studio Unit Near UChicago
Hyde Park
9.4 out of 10, Exceptional, (12 reviews)
"Clean room and convenient location! "
United States
Gabriela
The price is HK$444
HK$1,181 total
includes taxes & fees
26 Jan - 27 Jan
Modern Studio Unit Near UChicago
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 Willow Springs Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The hotel was amazing and really met all our expectations "
Stephany 2-night trip
Posted 11 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Willow Springs

Search for holiday rentals in Willow Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Willow Springs using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in Willow Springs while they last

Look no further and take a look at our great range of rental properties in Willow Springs!

Frequently asked questions

Can I find holiday rentals in Willow Springs?

Yes, there are holiday rentals close to the most popular sights in Willow Springs, or you can select a more secluded option if you're looking for a relaxing stay. Willow Springs is known for its shopping and restaurants.

What are some of the best holiday rentals that Willow Springs has to offer?

Cozy 3-bedroom house in family-oriented Melrose Park.: This holiday home rental outside of Willow Springs offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Willow Springs?

Explore the area and family-friendly sights such as Galloping Ghost, or get out into nature at a spot like Grant Park. You’ll find favourite places to visit such as Michigan Avenue and United Center in the wider area.

What’s a holiday rental in Willow Springs like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Willow Springs. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.