Holiday Homes in Chicago Station

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Check prices for these dates

Next weekend
18 July - 20 July
In two weeks
25 July - 27 July
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Holiday Homes in Chicago Station

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Fridge, microwave, oven, stovetop

Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace

9.2 out of 10, Wonderful, (56)
"Apartment was spacious. The 2 1/2 bathrooms were great to have for our group. Location was great for quick Uber to downtown area. "
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Walk to the Beach! Theater-Coffee Bar-Games-Gym
Fridge, microwave, oven, stovetop

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.6 out of 10, Exceptional, (7)
"Everything was as it was described. Very nice "
The price is AU$1,044
includes taxes & fees
5 Aug - 6 Aug
Walk to the Beach! Theater-Coffee Bar-Games-Gym
Beautiful, Remodeled Penthouse Unit in Old Town!
Fridge, microwave, oven, stovetop

Beautiful, Remodeled Penthouse Unit in Old Town!

9.4 out of 10, Exceptional, (23)
"Super nice property, and the host was so helpful and kind. Super happy with the house overall, would recommend! "
Beautiful, Remodeled Penthouse Unit in Old Town!
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Fridge, microwave, oven, dishwasher

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

9.2 out of 10, Wonderful, (16)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Exterior

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

10.0 out of 10, Exceptional, (90)
"We stayed at the property for a bachelorette party weekend. The house was very nice and the host was so accommodating! The coffee maker was also a big plus. Highly, highly recommend for a large group! Great stay! "
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Interior

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

9.4 out of 10, Exceptional, (94)
"We traveled to Chicago for a 3 day visit - this house was in a quiet neighborhood and walking distance to several coffee shops and diners. The house fit our family well and was warm and cozy."
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Fridge, microwave, oven, stovetop

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

10.0 out of 10, Exceptional, (2)
"We had a great stay! Inna provided us all the info we needed to check in smoothly when we arrived and the garage spot made it easy for us to park and unload luggage straight into the house. Everything was super clean! The house is big enough that even with so many guests everyone felt spread out and had their own space. We were able to take a 5ish min walk to the beach which was such a bonus! "
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces
Luxury House in the heart of Old Town with Parking
Interior

Luxury House in the heart of Old Town with Parking

10.0 out of 10, Exceptional, (49)
"We stayed for a number of weeks at the property - it was an excellent stay! The property is exactly as advertised and the owner was extremely helpful, communicative, and responsive throughout. The house is modern, in good condition, and is an excellent location."
Luxury House in the heart of Old Town with Parking
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Fridge, microwave, oven, stovetop

Spacious 4-Level/4-Bedroom Townhouse in West Loop

10.0 out of 10, Exceptional, (57)
"Excellent property, excellent location, excellent host!"
Spacious 4-Level/4-Bedroom Townhouse in West Loop
Secure, Quiet, Solo Traveler's Fave, Free Coffee!
Exterior detail

Secure, Quiet, Solo Traveler's Fave, Free Coffee!

Secure, Quiet, Solo Traveler's Fave, Free Coffee!
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Interior

Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly

10.0 out of 10, Exceptional, (3)
"Charming home in the Old Town area. Close to so many great restaurants and bars. Very spacious and clean. Our host Inna was so welcoming and helpful with recommendations!"
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
Modern-Chic 4-bedroom Smart Home in Wicker Park
Terrace/patio

Modern-Chic 4-bedroom Smart Home in Wicker Park

Modern-Chic 4-bedroom Smart Home in Wicker Park
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Full-sized fridge, microwave, oven, stovetop

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.8 out of 10, Exceptional, (95)
"This was so great for our family of five, with three teens. It’s so convenient to public transportation and easy access to all of the Chicago attractions. This is a wonderful property with everything we could have possibly needed. Our kids loved the third level which is so big it’s like another apartment. We’d love to stay here again on our next visit to Chicago."
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location
Cozy Private Room in Prime Downtown Chicago
Exterior detail

Cozy Private Room in Prime Downtown Chicago

Cozy Private Room in Prime Downtown Chicago
Prime location Historic Chicago Townhouse
TV, fireplace, books, offices

Prime location Historic Chicago Townhouse

9.4 out of 10, Exceptional, (71)
" Urban location, access to everything"
Prime location Historic Chicago Townhouse
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1
4 bedrooms, desk, iron/ironing board, travel cot

Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1

10.0 out of 10, Exceptional, (30)
"Such a great place!!!! Would 100% stay her again!"
Beautiful Designer Townhome ~ Amazing Location! River West - 4-Bedroom / Unit 1
Secure, Private, Free Wi-Fi and Coffee, Accessible
Exterior detail

Secure, Private, Free Wi-Fi and Coffee, Accessible

Secure, Private, Free Wi-Fi and Coffee, Accessible
Downtown Goose Island with access to patio - 1
Fridge, microwave, oven, stovetop

Downtown Goose Island with access to patio - 1

9.2 out of 10, Wonderful, (5)
"Tuvimos una estancia muy buena en este departamento. Está muy cerca de las principales atracciones de Chicago y tiene acceso inmediato a la vía express que recorre toda la ciudad. Muy apto para ir y regresar al aeropuerto O’Hare. Sus instalaciones fueron confortables y limpias y las indicaciones de los servicios fueron muy buenas y sencillas. Sin duda regresaríamos para aprovechar más el verano e invierno. *****"
Downtown Goose Island with access to patio - 1
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
Fridge, microwave, oven, stovetop

GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)

9.8 out of 10, Exceptional, (23)
"My coworkers and I had a wonderful time at this perfectly located property. The property had plenty of privacy, charming At CB textural character, and was perfectly located for shopping and dining. Would definitely stay here again!"
GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking)
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
Property grounds

2 Luxury Queen with Rooftop Lounge & City Views Near Attractions

The price is AU$921
includes taxes & fees
27 July - 28 July
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
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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