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

Willow Springs Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Willow Springs vacation rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,223 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 SAR 598
SAR 812 total
includes taxes & fees
19 Aug - 20 Aug
Sentral Michigan Avenue
Coffee/tea maker, fridge, microwave, oven

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
The price is SAR 751
SAR 1,547 total
includes taxes & fees
9 Aug - 10 Aug
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (506 reviews)
"Perfect location"
United States
Diana
The price is SAR 1,084
SAR 1,366 total
includes taxes & fees
17 Aug - 18 Aug
Level Chicago – Old Town
Smart TV, video games, foosball, table tennis

Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home

Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Everything was great! "
United States
Dillon & Samantha G.
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Apartment, Private Bathroom | Lounge

At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is SAR 904
SAR 1,452 total
includes taxes & fees
26 Jul - 27 Jul
At Home in Oak Park
Coffee/tea maker, fridge, microwave, oven

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is SAR 526
SAR 1,263 total
includes taxes & fees
17 Aug - 18 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!
Dining

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.0 out of 10, Wonderful, (18 reviews)
"It's a great place to stay, honestly, the hosts are nice and there to help you as well.The place is big, it has good A/C, and lots of space for different activities.Finally, there's lots of parking available in case you are using a car."
United States
Juan Pablo T.
The price is SAR 309
SAR 692 total
includes taxes & fees
27 Jul - 28 Jul
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
TV, offices

Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5
Downtown Chicago
9.0 out of 10, Wonderful, (6 reviews)
"Great location, plenty of space and clean home. "
United States
Brittany T.
Modern West Loop Gem-City Views & Prime Location 5
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (53 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is SAR 676
SAR 1,393 total
includes taxes & fees
27 Jul - 28 Jul
LUXE 3 BR, 2 BA + Hot Tub
Smart TV

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very Good, (30 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is SAR 557
SAR 1,134 total
includes taxes & fees
3 Aug - 4 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
1 bedroom, iron/ironing board, travel crib, WiFi

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is SAR 1,528
SAR 2,044 total
includes taxes & fees
2 Aug - 3 Aug
LIVN West Loop Chicago King Studio
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is SAR 995
SAR 2,270 total
includes taxes & fees
19 Aug - 20 Aug
River North Rooftop With In and Out Parking 3
TV, offices

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is SAR 1,374
SAR 1,854 total
includes taxes & fees
28 Jul - 29 Jul
LIVN Millennium Park Downtown Chicago 2BR
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (15 reviews)
"It was a very nice neighborhood, with many restaurants and retail establishments in proximity. We really enjoyed our stay and our host was an excellent when it comes to communication."
United States
Tim P.
The price is SAR 1,408
SAR 2,922 total
includes taxes & fees
27 Jul - 28 Jul
Vintage Urban Retreat
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

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 SAR 682
SAR 1,198 total
includes taxes & fees
3 Aug - 4 Aug
The Oak Park Loft
Exterior

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (2 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Interior

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, (105 reviews)
"Everything was good!"
United States
Brio
The price is SAR 561
SAR 1,175 total
includes taxes & fees
28 Jul - 29 Jul
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Smart TV, books

Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (67 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
The price is SAR 422
SAR 948 total
includes taxes & fees
28 Jul - 29 Jul
Chic Suite/Mins to L Train /Laundry/Free Parking
Interior

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (19 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is SAR 845
SAR 2,579 total
includes taxes & fees
27 Jul - 28 Jul
Chic 3bed 2bath Home with free parking close to United Center
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful place to gather for our annual corporate operations retreat. A great place to disconnect and focus. "
United States
Jennifer A.
The price is SAR 1,689
SAR 3,249 total
includes taxes & fees
4 Aug - 5 Aug
Oak Park Victorian by FLW Studio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Willow Springs Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Very clean, high end hotel."
Corey 5-night trip
Posted 4 hours ago
Hotel Riu Plaza Chicago

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?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Willow Springs vacation home rental. It is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 favorite places to visit like United Center and Soldier Field 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.