A dirt path flanked by leafless trees, leading towards a distant building.

Willow Springs Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Willow Springs vacation rentals

Exterior

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,333 reviews)
"Great venue"
United States
Arthur Noel
The price is NT$4,842
NT$6,618 total
includes taxes & fees
Sep 27 - Sep 28
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (36 reviews)
"The property was in a very nice location."
United Kingdom
Nehal Manish
The price is NT$25,427
NT$34,771 total
includes taxes & fees
Oct 1 - Oct 2
Kasa Lake Shore Chicago
Full-size fridge, microwave, oven, stovetop

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (527 reviews)
"Location and facility was very nice"
United States
Brian
The price is NT$9,505
NT$11,944 total
includes taxes & fees
Sep 28 - Sep 29
Level Chicago – Old Town
Living area

4. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
8.0 out of 10, Very good, (56 reviews)
"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."
United States
Kate
The price is NT$4,726
NT$5,548 total
includes taxes & fees
Sep 22 - Sep 23
Wrigleyville Suites
Apartment, Private Bathroom | Lounge

5. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is NT$6,381
NT$10,839 total
includes taxes & fees
Oct 6 - Oct 7
At Home in Oak Park
House (3 Bedrooms) | Interior

6. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is NT$7,701
NT$15,111 total
includes taxes & fees
Sep 27 - Sep 28
Classic Forest Park Foursquare < 1 Mi to Blue Line
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Lounge

7. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
8.8 out of 10, Excellent, (6 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is NT$6,959
NT$11,501 total
includes taxes & fees
Oct 14 - Oct 15
Historic Oak Park Home
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

8. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is NT$8,502
NT$13,267 total
includes taxes & fees
Sep 23 - Sep 24
Historic Oak Park Residence
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

9. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.2 out of 10, Wonderful, (7 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is NT$5,652
NT$10,004 total
includes taxes & fees
Oct 13 - Oct 14
The Oak Park Loft
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

Hilton Chicago

Hilton Chicago

8/10 Good
"We loved the historic aspects of the hotel. It takes up an entire city block and is packed with so much history celebrating nearly 100 years in business. However that comes with the downside of lower ceilings, older rooms, etc. the room was small but very clean and reasonable, I just prefer something more spacious than a bed 3ft from the bathroom. The hotel was absolutely beautiful and had a ton of amenities and was walkable to all of Chicago’s touristy spots which was a plus. Nina told us a bunch of fun fact and offered us water (please take it… it’s $9 a bottle at the store downstairs). Would definitely tell friends and family to stay here."
Alivia 2-night trip
Posted 7 hours ago
Hilton Chicago

Find out more about Willow Springs

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Frequently asked questions

Can I find vacation rentals in Willow Springs?

Yes, you can find vacation rentals near well known local attractions in Willow Springs, or you can choose a more remote option if you're looking for relaxation. Willow Springs is known for its shopping and restaurants.

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 Millennium Park. You’ll find favorite places to visit like Soldier Field and United Center in the larger area.

What’s a vacation rental in Willow Springs like?

Vacation rentals are privately owned accommodations you can book for several days or longer in Willow Springs. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.