Title: Jackson Station Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Downtown Chicago Travel Guide](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)[Jackson Station Hotels](https://expedia.ca/Jackson-Station-Hotels.d6210057.Travel-Guide-Hotels)[Downtown Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide)[Downtown Chicago Vacation Packages](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Jackson Station Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6210057&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6210057&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6210057&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6210057&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Jackson Station (Blue Line) vacation homes ![Interior](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/49adfef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/c34d280c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/94df43eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113150000/113142600/113142510/68bcf1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces [](https://www.expedia.ca/Chicago-Hotels-Gilded-Age-Gold-Coast-Mansion-With-Parking.h113142510.Hotel-Information) Downtown Chicago 10/10 Exceptional (6) [](https://www.expedia.ca/Chicago-Hotels-Gilded-Age-Gold-Coast-Mansion-With-Parking.h113142510.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/a520e34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/f493eccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/2c6306b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/22000000/21630000/21626400/21626312/7569e1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars [](https://www.expedia.ca/Chicago-Hotels-Huge-5-BR-Home-Private-Yard-Walk-Everywhere-Parking-For-2-Cars.h21626312.Hotel-Information) Near North Side 9.4/10 Exceptional (106) "The space was good for our gathering. We could spread out and accommodate different needs - early risers, late risers, bed hogs, loud breathers :) the location was great for us. The location was great for us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine W. [](https://www.expedia.ca/Chicago-Hotels-Huge-5-BR-Home-Private-Yard-Walk-Everywhere-Parking-For-2-Cars.h21626312.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/58c7a4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/93ee19a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/ffbe7351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60640000/60639300/60639293/3780e5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Gold Coast Luxury Home Best Location walking distance to anywhere! [](https://www.expedia.ca/Chicago-Hotels-Chicago-Gold-Coast-Luxury-Home-Best-Location-Walking-Distance-To-Anywhere.h60639293.Hotel-Information) Downtown Chicago 10/10 Exceptional (25) "I cannot express how wonderful the stay was! From the communication level of the hosts to the details and cleanliness let alone the beauty of this home, it was absolutely wonderful in every way! We will absolutely be staying here again for any future needs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica S. [](https://www.expedia.ca/Chicago-Hotels-Chicago-Gold-Coast-Luxury-Home-Best-Location-Walking-Distance-To-Anywhere.h60639293.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/c266ceb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/f8a98a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/cf94a216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26570000/26561800/26561748/11dd3c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Modern Designer Home \~ Downtown - 4-Bed/4-Bath [](https://www.expedia.ca/Chicago-Hotels-Beautiful-Modern-Designer-Home-Downtown-4-Bed4-Bath.h26561748.Hotel-Information) West Town 10/10 Exceptional (92) "Awesome location, plenty of space, timely communication, clean. We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia D. [](https://www.expedia.ca/Chicago-Hotels-Beautiful-Modern-Designer-Home-Downtown-4-Bed4-Bath.h26561748.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/27caf4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/4873ff66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/db85b7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118980000/118972000/118971954/88d1fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Cozy 4BR 4-Story Gold Coast Villa with Free Parking [](https://www.expedia.ca/Chicago-Hotels-Luxurious-Cozy-4BR-4-Story-Gold-Coast-Villa-With-Free-Parking.h118971954.Hotel-Information) Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Luxurious-Cozy-4BR-4-Story-Gold-Coast-Villa-With-Free-Parking.h118971954.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/9bae08f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/2462deec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/80af4908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98240000/98239100/98239093/5c1488ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover [](https://www.expedia.ca/Chicago-Hotels-Old-Town-3bd-3ba-Coach-House.h98239093.Hotel-Information) Near North Side 9.4/10 Exceptional (19) "Overall, our stay was great! Checking in and out was easy and speedy, and the location is fantastic for those who like to spend time downtown (the property is within walking distance of the Brown and Red lines). A garage space was greatly appreciated for those who would drive, but traveling to/from O’Hare on the L was easy. We (6 adults) enjoyed our time and the neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan R. [](https://www.expedia.ca/Chicago-Hotels-Old-Town-3bd-3ba-Coach-House.h98239093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/9139165e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/2d149a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/b9b09179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/61000000/60920000/60915100/60915059/90082ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic luxury townhouse on Chicago's Gold Coast [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Historic-Chicago-Townhouse.h60915059.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (80) "Great property, great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb G. [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Historic-Chicago-Townhouse.h60915059.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/d4ced185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/799c612e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/f875c124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/26000000/25200000/25190700/25190642/4df0ee3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location [](https://www.expedia.ca/Chicago-Hotels-Elegant-4-Br-Old-Town-Home-Private-Yard-Parking-Amazing-Location.h25190642.Hotel-Information) Near North Side 9.8/10 Exceptional (103) "Very nicely kept property in a good location. Beds were comfortable and kitchen and baths were very clean and nicely stocked with essentials (towels, soap etc) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan A. [](https://www.expedia.ca/Chicago-Hotels-Elegant-4-Br-Old-Town-Home-Private-Yard-Parking-Amazing-Location.h25190642.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/236bb90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/85736efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/75eb7741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/82000000/81630000/81622800/81622796/62088933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury House in the heart of Old Town with Parking [](https://www.expedia.ca/Chicago-Hotels-Luxury-House-In-The-Heart-Of-Old-Town-With-Parking.h81622796.Hotel-Information) Near North Side 10/10 Exceptional (56) "Great house, great location, great amenities!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey R. [](https://www.expedia.ca/Chicago-Hotels-Luxury-House-In-The-Heart-Of-Old-Town-With-Parking.h81622796.Hotel-Information) ![Smart TV, fireplace, toys, books](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/2d3a8822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/4f7d5472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/15b7661c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29490000/29485400/29485381/75e3fb80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace [](https://www.expedia.ca/Chicago-Hotels-Insta-Worthy-Prime-Spot-Patio-Parking-Fireplace.h29485381.Hotel-Information) Near North Side 9.2/10 Wonderful (61) "My group and I genuinely enjoyed staying at this property! It was easy to check in and was also in a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin H. [](https://www.expedia.ca/Chicago-Hotels-Insta-Worthy-Prime-Spot-Patio-Parking-Fireplace.h29485381.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/1f74f620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/6cf778de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/df0a1eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113620000/113617700/113617635/15a96259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Last-Minute Chicago home with Rooftop Views +Private HOT TUB -Garage-Sleeps 12 [](https://www.expedia.ca/Chicago-Hotels-RARE-12Guests-3BedRooms-PrivateHome-Full-Kitchen-SKYView-Roof-CarGarage-PETsOK.h113617635.Hotel-Information) West Town 10/10 Exceptional (2) "Stayed in Chicago for a trade show. Great location and well kept property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron E. [](https://www.expedia.ca/Chicago-Hotels-RARE-12Guests-3BedRooms-PrivateHome-Full-Kitchen-SKYView-Roof-CarGarage-PETsOK.h113617635.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/d786248e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/63949d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/16581d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27132600/27132548/f3c3c691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4-Level/4-Bedroom Townhouse in West Loop [](https://www.expedia.ca/Chicago-Hotels-Spacious-4-Level4-Bedroom-Townhouse-In-West-Loop.h27132548.Hotel-Information) West Town 10/10 Exceptional (63) "We had a very nice experience and everyone was comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirk D. [](https://www.expedia.ca/Chicago-Hotels-Spacious-4-Level4-Bedroom-Townhouse-In-West-Loop.h27132548.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/4f74a0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/57259ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/7851a000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119850000/119840800/119840758/40078856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Spacious 3-Bed West Loop Townhouse, 1 Car Garage [](https://www.expedia.ca/Chicago-Hotels-NEW-Spacious-3-Bed-West-Loop-Townhouse.h119840758.Hotel-Information) Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-NEW-Spacious-3-Bed-West-Loop-Townhouse.h119840758.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/2bc929b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/4804a2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/883b8d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/92000000/91020000/91012700/91012686/b71a8558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury SOHO Styled Two-Level Townhouse - Old Town [](https://www.expedia.ca/Chicago-Hotels-Luxury-SOHO-Styled-Two-Level-Townhouse-Old-Town.h91012686.Hotel-Information) Near North Side 10/10 Exceptional (18) "Great location in Old Town! Easy walking to the beach and many restaurants. Ample space and clean property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Z. [](https://www.expedia.ca/Chicago-Hotels-Luxury-SOHO-Styled-Two-Level-Townhouse-Old-Town.h91012686.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/e10fb926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/192be804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/c90bd530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64450000/64449200/64449108/835b2a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GROUP LUX in Old Town 4bd/3ba (+Rooftop/Parking) [](https://www.expedia.ca/Chicago-Hotels-GROUP-LUX-In-Old-Town-4bd3ba.h64449108.Hotel-Information) Near North Side 9.8/10 Exceptional (26) "The home was clean and just as advertised. We had a lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily W. [](https://www.expedia.ca/Chicago-Hotels-GROUP-LUX-In-Old-Town-4bd3ba.h64449108.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/54605410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/97d79836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/b6c7e37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112750000/112742500/112742432/5326a6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly [](https://www.expedia.ca/Chicago-Hotels-Ideal-Group-Getaway-Prime-Location.h112742432.Hotel-Information) Near North Side 10/10 Exceptional (3) "We enjoyed our stay great host " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janeth G. [](https://www.expedia.ca/Chicago-Hotels-Ideal-Group-Getaway-Prime-Location.h112742432.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/34c9764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/93c7a77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/f583f41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100110000/100102100/100102076/w866h683x79y0-03699d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to Fulton Market Downtown 4 bedroom Entire Home Sleeps 11 with City Views [](https://www.expedia.ca/Chicago-Hotels-Steps-To-Fulton-Market-Downtown-4-Bedroom-Entire-Home-Sleeps-11-With-City-Views.h100102076.Hotel-Information) West Town 10/10 Exceptional (3) "Clean, spacious, and well equipped for renters. Our group enjoyed this home immensely and its easy walk to all Fulton Market attractions. Owner is thoughtful and very responsive. I hope to stay again next time I'm in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) C D. [](https://www.expedia.ca/Chicago-Hotels-Steps-To-Fulton-Market-Downtown-4-Bedroom-Entire-Home-Sleeps-11-With-City-Views.h100102076.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/be81c99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/d54cfbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/0932fa66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116550000/116548100/116548096/020a591f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secret Gallery on the Park - 2bd/1ba + 1bd/1ba [](https://www.expedia.ca/Chicago-Hotels-Secret-Gallery-On-The-Park-2bd1ba-1bd1ba.h116548096.Hotel-Information) Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Secret-Gallery-On-The-Park-2bd1ba-1bd1ba.h116548096.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121910000/121903000/121902920/f27b803e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121910000/121903000/121902920/0bc61057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121910000/121903000/121902920/47edb64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/122000000/121910000/121903000/121902920/60720dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 3BR Townhouse with 2 Jacuzzi and 1 private garage spot [](https://www.expedia.ca/Chicago-Hotels-Stylish-3BR-Townhouse-With-2-Jacuzzi-And-1-Private-Garage-Spot.h121902920.Hotel-Information) Downtown Chicago [](https://www.expedia.ca/Chicago-Hotels-Stylish-3BR-Townhouse-With-2-Jacuzzi-And-1-Private-Garage-Spot.h121902920.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/w1125h750x104y0-0ffbabc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/6f701c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/1edc28b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/77000000/76450000/76449900/76449807/w1125h750x104y0-423f2fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally Located Chicago Townhome [](https://www.expedia.ca/Chicago-Hotels-Centrally-Located-Chicago-Townhome.h76449807.Hotel-Information) Armour Square [](https://www.expedia.ca/Chicago-Hotels-Centrally-Located-Chicago-Townhome.h76449807.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31®ionId=6210057&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FJackson-Station-Private-Vacation-Homes.d6210057-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJackson-Station-Private-Vacation-Homes.d6210057-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Jackson Station Hotel Reviews ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Room was comfortable and clean. Staff was very friendly " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "The room was very spacious, the hotel lobby and bar are beautiful. Staff is super friendly and helpful! Would definitely stay here again" [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Loved the location and the room was nice with a view!" [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Hotel was very nice. Clean and quiet rooms. Good value for the price. Staff was super friendly and overly accommodating during our stay. From the curb service upon arrival, the maintenance man that had to make a minor repair in our room to the bellman that waited at the curb with us to load our bags in the uber. Cannot recommend this hotel enough!" [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg) ### Club Quarters Hotel Wacker at Michigan, Chicago 10/10 Excellent "Very clean and the staff was wonderful!" [](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg) ### Silversmith Hotel Chicago Downtown 10/10 Excellent "Beautiful old hotel convenient to downtown . Wonderful rooms and great onsite dining. You can hear the trains outside from pretty much every room but I found it acceptable noise level. " [](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg) ### Swissotel - Chicago 10/10 Excellent "Great hotel " [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "The staff was amazing and our room was just as good. Can’t wait to come back!" [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "The room view was beautiful! The staff was super attentive and helpful. " [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ## Find out more about Jackson Station #### What types of Vacation Homes can I find in Jackson Station? When you’re looking for Jackson Station Vacation Homes in 2026, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Vacation Homes that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Vacation Homes in Jackson Station, use our simple search function to help you secure a good deal. If the exact location of Vacation Homes is important to you, try our map facility to view available places in relation to each other and to Jackson Station. #### How much do Vacation Homes cost in Jackson Station? Prices for Jackson Station Vacation Homes can start from as little as \* in 2026\. The cost per night varies depending on several factors, including the amenities on offer at Vacation Homes, the exact location of Vacation Homes and how far they are from Jackson Station, as well as how high the demand for accommodation is near Jackson Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Vacation Homes in Jackson Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer. #### How to find the best deals on Jackson Station Vacation Homes? Expedia’s search function can help you find a great deal on Jackson Station Vacation Homes. Changing the sort order of your search results can help you to find cheap Vacation Homes in Jackson Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Vacation Homes within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking. #### Why should I choose Expedia to book Jackson Station Vacation Homes? One of the many benefits of booking Jackson Station Vacation Homes with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Vacation Homes so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Jackson Station Vacation Homes. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel. #### What is the cancellation policy on booking Jackson Station Vacation Homes? It’s often possible to change or cancel bookings at Jackson Station Vacation Homes without a fee, but it depends on the rules and restrictions of the various Vacation Homes. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Jackson Station arrival dates. It’s best to check the policies of the individual Vacation Homes before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Vacation Homes. You can also view the terms of the different Vacation Homes at any time by checking the details of your booking at Expedia. \*Prices and availability are subject to change. 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