Photo by Erik Rowley

Search Vacation Homes in Rush Street

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Compare 258 Vacation Homes in Rush Street with updated reviews, rates, and availability.

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

10.0 out of 10, Exceptional, (4)
"This is a very nice property in an up and coming neighborhood. The house is multilevel with three spacious bedrooms (two with ensuite bathrooms). As a bonus, the house has a garage opening onto an alleyway. Everything was very clean, bright and well appointed. The property is located in an up and coming neighborhood very convenient to good el lines and only a couple of blocks from a wonderful coffee place we used every day during our stay. Everything with the property went well and we would stay...
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.4 out of 10, Exceptional, (81)
"This property worked well for our group of 14. The need to go outside to get between the upper and lower levels had been made very clear. It was a bit tricky at first with 5 young children, but we all adjusted pretty quickly. The lower level is more basic than upstairs but still worked very well for 5 of the group. The neighborhood was perfect for the location of the wedding we were attending, and having garage parking was fantastic. Definitely recommend."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!

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!

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

9.6 out of 10, Exceptional, (9)
"Stayed at the property for a conference at McCormick. Very convenient and nice."
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

Desirable chic home in a Prime Location!

9.0 out of 10, Wonderful, (2)
"My coworker and I stayed at this property for a work trip. The house was clean and modern, provided a bathroom for each of us, and was within walking distance of our company office in parkview plaza."
Desirable chic home in a Prime Location!

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is AED 735
AED 1,373 total
includes taxes & fees
3 Dec - 4 Dec
LUXE 3 BR, 2 BA + Hot Tub

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (27)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

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

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

10.0 out of 10, Exceptional, (19)
"Beautiful, spacious, light-filled carraige house in a gorgeous historical neighborhood. Close to beach, shops, cafes. Janet was very accommodating and very hospitable. We loved it!"
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

The Bucktown House - Heart of Bucktown/Wicker Park, 10 Min Uber to Downtown

9.8 out of 10, Exceptional, (21)
"Clean,an enjoyable experience! Lovely neighborhood with inviting bars and restaurants. Easy to navigate and close to everything. Bus and rail very accessible and affordable. We would book again. The combination of the 2 apartments was family friendly. We had a great time."
The Bucktown House - Heart of Bucktown/Wicker Park, 10 Min Uber to Downtown

Cozy 5-bedroom with lake views and spacious deck

10.0 out of 10, Exceptional, (8)
"This was our 2nd year in a row staying here. Everything was great yet again. I highly recommend this house for anyone staying in the area."
Cozy 5-bedroom with lake views and spacious deck

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (87)
"The house was simply beautiful, and the hosts were very communicative and on top of things. Would stay here again"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

8.6 out of 10, Excellent, (4)
"Overall it was a great experience and I’ll be coming back sooner"
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

LUXURIOUS LINCOLN PARK Home w/ Rooftop (+parking)

9.8 out of 10, Exceptional, (9)
"We thoroughly enjoyed our stay! Great location and parking was easy. We were able to walk to Peet’s for our morning coffee and then Uber where ever we wanted to start our day! The house was very clean! Although we didn’t need much from the house itself, as we brought most of what we knew we needed, anything we did need was there! Definitely recommend this VRBO!"
LUXURIOUS LINCOLN PARK Home w/ Rooftop (+parking)

Inspiring Stone Grotto Sleeps 10-20 & Free Parking

9.8 out of 10, Exceptional, (18)
"Nice area, nice place."
Inspiring Stone Grotto Sleeps 10-20 & Free Parking

Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise

10.0 out of 10, Exceptional, (13)
"The place had everything we needed, with many added perks. The kitchen and laundry room were stocked, and check in/out were easy. Gorgeous street and charming neighborhood—walkable to great shops and food. We hope to stay here again! "
Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise

Casa 22 • Luxury Modern House for 6 • 3 Bed, 2 Bath

10.0 out of 10, Exceptional, (1)
"The house is really clean and well-appointed. Easy to get to nearby stores and restaurants. Management team was great at communicating. Loved our stay"
Casa 22 • Luxury Modern House for 6 • 3 Bed, 2 Bath
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 Rush Street

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (592)
"Staff is friendly and very helpful!"
The price is AED 396
AED 573 total
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is AED 298
AED 350 total
includes taxes & fees
24 Dec - 25 Dec
Sonder Market Hall

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (395)
"Nice"
The price is AED 525
AED 616 total
includes taxes & fees
23 Dec - 24 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.