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Compare 542 Vacation Homes in Willow Springs with updated reviews, rates, and availability.

Cozy Midway Home
2.0 star property
10.0 out of 10, Exceptional, (11)
"Place was nice, neighborhood was nice, and it was close to the airport. "
Cozy Midway Home
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
10.0 out of 10, Exceptional, (118)
"We were a group of 20 family members coming from all over the country for a wedding just a few blocks away. There was room for everyone, plus hairdryers, ironing board, iron, etc. needed to prepare for the big day. Target and Aldi, train station, and several coffee shops and restaurants, and parks within close walking distance made this the perfect location. Everyone loved staying here. We had good weather for porch sitting, and gathering outside after dark. Very helpful and available hosts too ...
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
Lincoln Park Living - Suite 2!
10.0 out of 10, Exceptional, (16)
"Quiet and safe area with an L lline station only a few blocks away that made it very easy to get around the city. Lots of food options in the area."
Lincoln Park Living - Suite 2!
Great 3 bedroom rental unit near Logan Square
9.4 out of 10, Exceptional, (20)
"David was a great host and responded super fast to our questions! The property is gorgeous and is super close to the blue line. The neighborhood is beautiful and had everything we needed within a 3-10 minute walk!"
Great 3 bedroom rental unit near Logan Square
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
9.8 out of 10, Exceptional, (13)
"Before and throughout the trip the hosts were very responsive and helpful. We fully booked the house and there was plenty of room for us in the common areas and backyard. The neighborhood around also has an excellent coffee shop, bar, and food areas within walking distance. Next time I bring a group to the Bridgeport area I’ll definitely try to book this property again "
Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
10.0 out of 10, Exceptional, (2)
"As good as advertised. Plenty of room for our group. Definitely recommend. "
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare
2.0 star property
6.8 out of 10, (3)
"Perfect for our family weekend getaway! "
The price is AED 753
AED 1,172 total
includes taxes & fees
13 Nov - 14 Nov
Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
10.0 out of 10, Exceptional, (32)
"We had a great time staying here for a family trip. Plenty of space for games, cooking, sleeping, talking. We only used a fraction of what was available. When we had trouble figuring out heating system, host was very responsive. "
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Furnished Private home in Aurora sleeps 9 guests
9.4 out of 10, Exceptional, (70)
"Great spacious place to stay with a large family. "
Furnished Private home in Aurora sleeps 9 guests
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
9.8 out of 10, Exceptional, (6)
"This is a very nice property. The only thing I caution is that it’s a 3rd floor walk up (actually on the 4th floor because there is nothing on the ground floor). "
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Wicker Park Entire House, Private Yard and Parking!
10.0 out of 10, Exceptional, (6)
"A Lovely, comfortable home, well-situated off of Division. Only a few minutes walk to coffee houses, restaurants, bars, and shops, and the L. The beds are comfortable, the bedrooms and closets spacious. The layout of the home is fun with its spiral staircase. The backyard is an added treat with nice sized grill, seating areas and lights. The kitchen is stocked well with anything needed to bake or cook. Yet it is missing the basics food stuffs; sugar, olive oil or spices. Lastly, the...
Wicker Park Entire House, Private Yard and Parking!
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (80)
"Was perfect for our needs. Isn’t high end home- but is decorated nicely, inside was clean and housed our large party. Close walking distance to many great spots. Cute backyard add porch. Near the train, but we enjoyed seeing it pass by and the noise didn’t bother us much. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
9.6 out of 10, Exceptional, (79)
"This Old Town property was an excellent base for walking exploration of Lincoln Park (Saturday Farmer's Market was fantastic!) and Old Town itself (lively, with very good food, residential neighborhoods, shops, and entertainment), and had easy access to CTA trains to the Loop, Riverwalk, Millennium Park, and much more, had we had time. 7 adults (seniors) spent four nights, and found the four bedrooms, four bathrooms, large fully-equipped kitchen, and living/dining room/patio provided plenty of...
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Spacious 5 BR / King Size Beds + Private Parking!
9.6 out of 10, Exceptional, (8)
"My coworkers and I came to Chicago for a conference and this was the perfect place to stay for it. The rooms were well separated so noise didn't travel between them, and the house was clean and comfortable. The host was extremely accommodating, and it was only a short distance from downtown Chicago."
Spacious 5 BR / King Size Beds + Private Parking!
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (14)
"My mom and I live in Huntsville Alabama and came to visit family and friends in the area and the Homewood house was the perfect location to stay. I miss home so much. It was very comfortable and cute. I will definitely make reservations for next year. Forget staying in a hotel. 😉😅"
Cozy Home Sweet Homewood.
King Bed, DIsney+, Spacious, Family-Friendly House
10.0 out of 10, Exceptional, (20)
"I really enjoyed our stay at this location. It had good appliances and was very clean. Owners made it a point to communicate throughout! "
The price is AED 672
AED 1,350 total
includes taxes & fees
18 Nov - 19 Nov
King Bed, DIsney+, Spacious, Family-Friendly House
Chicago-burb -Medinah -1 King and 1 Queen beds
9.4 out of 10, Exceptional, (14)
"Everything was exactly as it was described. Super clean, easy to find, great neighborhood. "
Chicago-burb -Medinah -1 King and 1 Queen beds
5 minutes from Midway Int'l Airport Single Family Home.
9.2 out of 10, Wonderful, (5)
"Good area super easy process "
5 minutes from Midway Int'l Airport Single Family Home.
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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Other property types in Willow Springs

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (584)
"the view was spectacular! traveled with a coworker for a event at the convention center. The 2br 2 bath apartment with a full kitchen cost way less than two regular hotel rooms at the hotel chain across the street. "
The price is AED 426
AED 608 total
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.6 out of 10, Excellent, (202)
"This was my first time in a apart-hotel and it was awesome. When i come back i will stay here again"
The price is AED 270
AED 316 total
includes taxes & fees
10 Dec - 11 Dec
Sonder Market Hall
Sonder South Wabash
3.5 star property
9.0 out of 10, Wonderful, (389)
"Clean and well located. We had access to the green and red line trains a few stops away from the loop. Entering the building was easy and convenient. Apartment was clean and spacious!! "
The price is AED 469
AED 551 total
includes taxes & fees
11 Dec - 12 Dec
Sonder South Wabash
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.