Photo by Judy Mahoney

Western Springs Vacation Rentals

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Our top choices for Western Springs vacation rentals

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1026)
"My favorite place to stay hands-down"
United States
Michele
The price is ¥18,500
¥26,311 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sentral Michigan Avenue

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (406)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"Amazing stay! The location is very central and close to everything. The room was spotless, and the mattress was very comfortable. I really appreciated that the property is pet friendly. I was able to bring my dog along, which made the trip even better. The view was absolutely stunning. The hosts were very responsive and helpful throughout our stay. Highly recommend!"
Canada
Alex
The price is ¥20,610
¥24,192 total
includes taxes & fees
Dec 30 - Dec 31
Chicago luxury home suites

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.8 out of 10, Exceptional, (16)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is ¥10,803
¥29,828 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Twice as Nice: Chic 2BR Stay with Style & Space

Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit
Downtown Chicago
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 ¥10,803
¥25,914 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Gold Coast Living: Modern Studio Unit

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, (4)
"Great stay. I'm from the area but had friends visiting from out of town. This was a great location only a quick walk to Michigan Avenue and 15 minutes from the loop. The apartment was spacious, and I appreciated having disney plus/netflix signed into the TV. The check-in and check-out was really easy with an accompanying video and easy lockbox location. Host/company was also very communicative, and let me grab something I forgot in my rental after checking out!Parking space was also clutch, just...
United States
Amarah K.
The price is ¥15,657
¥49,185 total
includes taxes & fees
Jan 5 - Jan 6, 2026
River North Rooftop With In and Out Parking 3

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (5)
"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 ¥9,864
¥26,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
West Loop Living – Bright 1BR

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
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 ¥9,864
¥26,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sun-Drenched 1BR Apartment

Stylish 1BR in West Loop

Stylish 1BR in West Loop
Downtown Chicago
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is ¥9,864
¥26,379 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Stylish 1BR in West Loop

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very Good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is ¥9,864
¥26,379 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The One: A 1BR Stay That Feels Like Home

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
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 ¥9,864
¥26,379 total
includes taxes & fees
Jan 1 - Jan 2, 2026
1BR Modern Luxe Apt with In-Unit Laundry

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
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 ¥9,864
¥26,379 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleek 1BR Apt w/ Laundry

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
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 ¥61,219
¥104,764 total
includes taxes & fees
Dec 30 - Dec 31
ENVITAE Hotel 4 Bedroom Luxury Apartments

Modern Studio Near UChicago

Modern Studio Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (11)
"Clean room and convenient location! "
United States
Gabriela
The price is ¥8,924
¥23,712 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern Studio Near UChicago

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is ¥10,069
¥35,294 total
includes taxes & fees
Dec 30 - Dec 31
Chicago Third Floor Studio by 747 Lofts

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (27)
"Nice place "
United States
Barry
The price is ¥15,782
¥18,526 total
includes taxes & fees
Dec 30 - Dec 31
Wrigleyville Suites

Sleek Style 3BR Haven - Free Parking

Sleek Style 3BR Haven - Free Parking
Lincoln Park
9.8 out of 10, Exceptional, (30)
"Awesome place to stay. "
United States
Gary
The price is ¥11,586
¥38,948 total
includes taxes & fees
Dec 30 - Dec 31
Sleek Style 3BR Haven - Free Parking

Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago
Edgewater
9.0 out of 10, Wonderful, (12)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
The price is ¥9,081
¥27,810 total
includes taxes & fees
Dec 30 - Dec 31
Stylish and Roomy 2BR in Chicago

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.4 out of 10, Exceptional, (10)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is ¥9,081
¥50,423 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Spacious 3-bedroom apartment near downtown, FREE 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 Western Springs Hotel Reviews

Find out more about Western Springs

Search for holiday rentals in Western Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Western 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 Western Springs!

Frequently asked questions

Are there vacation rentals in Western Springs?

Yes, we give you a choice of vacation rentals near top local attractions in Western Springs, or you can select a secluded option if you want a relaxing place to stay. Western Springs is known for its restaurants and shopping. Make sure you have time to check out the architecture while you're in the area.

What are some of the best vacation rentals that Western Springs has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: Visitors like this Western Springs vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What’s there to see and do in Western Springs?

Explore the area and family-friendly sights such as Galloping Ghost, or get out into nature at a spot like Millennium Park. Michigan Avenue and Wrigley Field are other popular places to visit in the area.

What’s a vacation rental in Western Springs like?

Vacation rentals are private properties you can stay in for a short or long stay in Western Springs. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.