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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Willow Springs vacation rentals

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

1. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is AED 859
AED 2,361 total
includes taxes & fees
9 Nov - 10 Nov
Vibrant House, Walk to Train, Game Room
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

2. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AED 397
AED 992 total
includes taxes & fees
10 Nov - 11 Nov
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern building with the name 'SENIORAL' prominently displayed on the facade.

3. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,405 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is AED 467
AED 548 total
includes taxes & fees
7 Dec - 8 Dec
Sentral Michigan Avenue
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

4. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
9.6 out of 10, Exceptional, (7 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is AED 624
AED 907 total
includes taxes & fees
9 Nov - 10 Nov
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A waterfront promenade with high-rise buildings, a sandy beach, and a pedestrian walkway.

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (85 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is AED 536
AED 856 total
includes taxes & fees
23 Nov - 24 Nov
Kasa Lake Shore Chicago
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

6. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is AED 264
AED 644 total
includes taxes & fees
8 Nov - 9 Nov
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A modern kitchen with a large island, bar stools, and a city view.

7. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (558 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is AED 641
AED 843 total
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

8. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (64 reviews)
"We had a wonderful stay"
United States
Anonymous traveler
The price is AED 826
AED 1,466 total
includes taxes & fees
6 Dec - 7 Dec
LUXE 3 BR, 2 BA + Hot Tub
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

9. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.4 out of 10, Exceptional, (49 reviews)
"Clean room"
United States
Michael
The price is AED 540
AED 634 total
includes taxes & fees
9 Nov - 10 Nov
Wrigleyville Suites
A modern living room with teal sofas, a coffee table, and a TV.

10. 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, (27 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is AED 551
AED 637 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

11. 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 AED 889
AED 1,744 total
includes taxes & fees
9 Nov - 10 Nov
Classic Forest Park Foursquare < 1 Mi to Blue Line
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

12. 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, (75 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
The price is AED 317
AED 780 total
includes taxes & fees
17 Nov - 18 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

13. 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
7.8 out of 10, Good, (35 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is AED 545
AED 1,059 total
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

14. Cozy Luxury 1BR - 10 Min to Downtown Chicago

Cozy Luxury 1BR - 10 Min to Downtown Chicago
Lawndale
7.8 out of 10, Good, (12 reviews)
"Don't miss out on this spot!! It's truly a must & great location!!! I really enjoyed my time here for real"
United States
Alexis R.
Cozy Luxury 1BR - 10 Min to Downtown Chicago
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

15. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
The price is AED 274
AED 303 total
includes taxes & fees
6 Dec - 7 Dec
2 Full Beds | Non-Smoking, Kitchen
A covered porch with wooden beams, a bench, and a potted plant.

16. ❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square

❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
Logan Square
9.8 out of 10, Exceptional, (50 reviews)
"The place was super clean, comfortable, and in a great location! Walkable to bars, restaurants, and coffee shops. I would stay here again!"
United States
Austen W.
❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
A glass elevator with a city view.

17. 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, (115 reviews)
"Excellent communication from the host, we also appreciated their modern, organized and clean home."
United States
Robin D.
The price is AED 337
AED 828 total
includes taxes & fees
17 Nov - 18 Nov
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A modern living room with a blue sofa, a patterned rug, and a television.

18. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is AED 220
AED 678 total
includes taxes & fees
9 Nov - 10 Nov
Great Area Logan Square Apt Games Pets - Sleeps 5
A modern living room with a flat-screen TV, a sofa, a coffee table, and a dining area with a bar stool.

19. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is AED 294
AED 775 total
includes taxes & fees
8 Nov - 9 Nov
3BR Complete and Spacious Apartment in Ideal Spot
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

20. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (79 reviews)
"We had a very nice stay, the place was comfortable and clean, beautifully decorated. We only wish we would’ve had more time! And bonus it came with a parking spot. We hope to come back again!"
United States
Rachael
The price is AED 373
AED 1,578 total
includes taxes & fees
11 Nov - 12 Nov
Chic Urban Retreat Near Wrigley Field w/Parking
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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"The free coffee and the water refill station is clutch! Love the door man Anthony!"
Andrew 4-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

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 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.