Willow Springs Holiday Rentals

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Our top choices for Willow Springs holiday rentals

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is HK$1,042
HK$2,021 total
includes taxes & fees
3 May - 4 May
Modern Comfort: 1BR Unit w/ Laundry

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
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$1,308
HK$2,342 total
includes taxes & fees
4 May - 5 May
Sunlit 1BR Apartment | Warm & Welcoming Space

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,144 reviews)
"Thank you for the stay"
United States
Marco
The price is HK$1,192
HK$1,629 total
includes taxes & fees
25 May - 26 May
Sentral Michigan Avenue

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$964
HK$1,850 total
includes taxes & fees
13 May - 14 May
Chic Studio in the Heart of the Gold Coast

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is HK$1,309
HK$2,410 total
includes taxes & fees
19 May - 20 May
West Loop Living – Bright 1BR

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, (5 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$2,107
HK$4,815 total
includes taxes & fees
26 May - 27 May
River North Rooftop With In and Out Parking 3

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (471 reviews)
"Very clean and nice place"
United States
Hector
The price is HK$1,733
HK$2,228 total
includes taxes & fees
27 May - 28 May
Level Chicago – Old Town

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (16 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$1,411
HK$3,965 total
includes taxes & fees
20 May - 21 May
Spacious 4BR Central Apartment w/ Skyline Views

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, (21 reviews)
"Everything was walking distance and had everything needed for a comfortable stay "
United States
Daniel
The price is HK$2,757
HK$6,632 total
includes taxes & fees
13 May - 14 May
Modern West Loop Gem-City Views & Prime Location 6

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"We spent most of this trip discussing our NEXT trip - this stay was one of the simplest, easiest, and most satisfying we've ever experienced with a short-term rental. Hands-down will stay again!Unit incredibly clean, close proximity to the areas we needed to be in, and the host was next-level communicative and kind! Thank you for making it so easy for us!"
United States
Stephanie G.
The price is HK$1,442
HK$1,925 total
includes taxes & fees
3 May - 4 May
LIVN West Loop Chicago 2 BR City View

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is HK$1,042
HK$2,039 total
includes taxes & fees
12 May - 13 May
Chicago-Themed 1BR in a Central Spot near Downtown

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is HK$2,107
HK$2,822 total
includes taxes & fees
7 May - 8 May
LIVN Millennium Park Downtown Chicago 2BR

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6 reviews)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
United States
Leah W.
The price is HK$752
HK$1,544 total
includes taxes & fees
11 May - 12 May
Uptown Studio Gem Sum

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (99 reviews)
"Everything was good!"
United States
Brio
The price is HK$1,030
HK$2,220 total
includes taxes & fees
5 May - 6 May
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (74 reviews)
"Nice, clean, safe house."
United States
Adrienne P.
The price is HK$917
HK$2,403 total
includes taxes & fees
4 May - 5 May
Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (12 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is HK$752
HK$972 total
includes taxes & fees
4 May - 5 May
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is HK$1,439
HK$3,492 total
includes taxes & fees
4 May - 5 May
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is HK$1,263
HK$2,315 total
includes taxes & fees
9 May - 10 May
The Oak Park Loft

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (68 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is HK$1,191
HK$2,775 total
includes taxes & fees
12 May - 13 May
2-bedroom apartment just 2 minutes drive to Wrigley Field

Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
9.2 out of 10, Wonderful, (20 reviews)
"Very cozy, amenities in great condition."
United States
Kaitlin T.
The price is HK$1,042
HK$2,176 total
includes taxes & fees
11 May - 12 May
Cozy & Furnished 2BR Unit
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

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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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?

ENVITAE Hotel, 4BR Luxury Modern Apartments: This holiday home rental outside of Willow Springs is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 United Center and Soldier Field 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.