Willow Springs Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Willow Springs vacation rentals

Exterior
Coziest estate home 20 minutes to downtown

Vacation Home in Willow Springs

Coziest estate home 20 minutes to downtown
8.8 out of 10, Excellent, (16)
"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"
United States
Gabriela N.
The price is ￥27,902
￥61,688 total
includes taxes & fees
Dec 17 - Dec 18
Coziest estate home 20 minutes to downtown
Business Apartment, City View | Private kitchen | Fridge, microwave, oven, stovetop
ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is ￥133,462
￥189,409 total
includes taxes & fees
Dec 18 - Dec 19
ENVITAE Hotel 4 Bedroom Luxury Apartments
Interior
Less is more! Pet friendly Tiny Home near Chicago!

Mobile Home in Burr Ridge

Less is more! Pet friendly Tiny Home near Chicago!
9.8 out of 10, Exceptional, (34)
"We loved it!!! Perfect space for the 3 of us area is beautiful!! "
United States
Aaliyah G.
The price is ￥16,044
￥32,421 total
includes taxes & fees
Dec 21 - Dec 22
Less is more! Pet friendly Tiny Home near Chicago!
Indoor pool
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1009)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is ￥18,314
￥26,047 total
includes taxes & fees
Dec 21 - Dec 22
Sentral Michigan Avenue
Free WiFi, bed sheets
Chicago luxury home suites

Aparthotel in Downtown Chicago

Chicago luxury home suites
2.0 star property
7.4 out of 10, Good, (3)
"Do not book. This is a scam you will be asking to zelle a several hundred dollar security deposit after paying in full and before check in. You’ll receive sketchy FaceTime audio calls and messages from several different numbers requesting this. "
United States
Brooke
The price is ￥16,322
￥19,161 total
includes taxes & fees
Dec 17 - Dec 18
Chicago luxury home suites
Interior
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

Gold Coast Living: Modern Studio Unit
10.0 out of 10, Exceptional, (5)
"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 ￥10,696
￥25,656 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ￥9,766
￥26,116 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (4)
"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 ￥9,766
￥26,116 total
includes taxes & fees
Jan 4 - Jan 5, 2026
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Apartment in Downtown Chicago

Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is ￥9,766
￥26,116 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2)
"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 ￥9,766
￥26,116 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sun-Drenched 1BR Apartment
Business center
Kasa River North Chicago

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is ￥9,766
￥26,116 total
includes taxes & fees
Jan 1 - Jan 2, 2026
1BR Modern Luxe Apt with In-Unit Laundry
TV, offices
Modern West Loop Gem-City Views & Prime Location 4

Apartment in Downtown Chicago

Modern West Loop Gem-City Views & Prime Location 4
2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing accommodation"
United States
Jiri N.
The price is ￥20,616
￥56,535 total
includes taxes & fees
Dec 22 - Dec 23
Modern West Loop Gem-City Views & Prime Location 4
Front of property - evening/night
Level Chicago – Old Town

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (401)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very Good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is ￥9,766
￥26,116 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The One: A 1BR Stay That Feels Like Home
TV, offices
South Loop Rooftop With In & Out Parking 1

Apartment in Downtown Chicago

South Loop Rooftop With In & Out Parking 1
9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
The price is ￥15,501
￥47,928 total
includes taxes & fees
Jan 8 - Jan 9, 2026
South Loop Rooftop With In & Out Parking 1
Interior
Downtown Chicago Stay with Free In & Out Parking 3

Apartment in Downtown Chicago

Downtown Chicago Stay with Free In & Out Parking 3
2.0 star property
The price is ￥18,446
￥53,475 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Downtown Chicago Stay with Free In & Out Parking 3
Interior
Your Chicago get Away

Apartment in Downtown Chicago

Your Chicago get Away
8.4 out of 10, Very Good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is ￥27,485
￥59,128 total
includes taxes & fees
Dec 17 - Dec 18
Your Chicago get Away
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 1

Apartment in Downtown Chicago

River North Rooftop With In and Out Parking 1
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is ￥22,011
￥57,491 total
includes taxes & fees
Dec 27 - Dec 28
River North Rooftop With In and Out Parking 1
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in Downtown Chicago

Twice as Nice: Chic 2BR Stay with Style & Space
9.6 out of 10, Exceptional, (14)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is ￥12,246
￥31,346 total
includes taxes & fees
Dec 18 - Dec 19
Twice as Nice: Chic 2BR Stay with Style & Space
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Location and friendly staff "
Cristiane 1-night trip
Posted 4 hours ago
Crowne Plaza Chicago West Loop by IHG

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

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 are some of the best vacation home rentals that Willow Springs has to offer?

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars: Visitors like this Willow Springs vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a private yard and a selection of games.

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 Michigan Avenue 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.