Title: Chicago 99th Street Station Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Chicago 99th Street Station Hotels](https://expedia.ca/Chicago-99th-Street-Station-Hotels.d6213357.Travel-Guide-Hotels)[Beverly Car Rentals](https://expedia.ca/Car-Rentals-In-Beverly.d6132394.Car-Rental-Guide)[Beverly Vacation Packages](https://expedia.ca/Beverly.d6132394.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) # Chicago 99th Street 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 Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6213357&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6213357&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6213357&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6213357&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) ## Browse Select Chicago 99th Street Station Vacation Homes ![Private kitchen](https://images.trvl-media.com/lodging/100000000/99740000/99737300/99737259/99cba98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/100000000/99740000/99737300/99737259/cb7454ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99740000/99737300/99737259/7300e873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99740000/99737300/99737259/753485e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing hot and beautiful 4 bed, 2 baths in peaceful area Morgan Park 5.8/10 (6) "Didn’t feel comfortable and the home is not up to my family’s expectations. Unfortunately, the conditions of the home were not as expected and made the stay difficult to bear. I did my best to make it work, but the experience fell short of what was advertised. The sofa is broken. The towels need to be replaced being that have a mildew smell. The blinds are torn throughout the rear of the home. The A/C does not cool on the upper floor. Dim lighting in the living room. The bedding and pillow cases... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) D. A. S. [](https://www.expedia.ca/Chicago-Hotels-Relaxing-Hot-And-Beautiful-4-Bed.h99737259.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104850000/104846100/104846073/w904h683x60y0-a8ceb3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104850000/104846100/104846073/w509h683x258y0-c8e118f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104850000/104846100/104846073/w505h683x260y0-b65f65ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104850000/104846100/104846073/w506h683x259y0-77bd03e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suburban Feel with a City Vibe Beverly 9.6/10 Exceptional (4) "Michael is a very good host who was very responsive and made our stay phenomenal. The house is better than the pictures as it is very spacious and beautiful. My family & I had a great weekend together at this home. Will recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zeinabou T. [](https://www.expedia.ca/Chicago-Hotels-Suburban-Feel-With-A-City-Vibe.h104846073.Hotel-Information) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110860000/110850400/110850331/88094eb8_edited_2f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/111000000/110860000/110850400/110850331/9edc9c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/111000000/110860000/110850400/110850331/w1440h1437x0y239-5f3af57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110860000/110850400/110850331/7d56e2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 3-Bedroom Home with Themed Rooms & Private Party Space Morgan Park [](https://www.expedia.ca/Chicago-Hotels-Luxury-3-Bedroom-Home-With-Themed-Rooms-Private-Party-Space.h110850331.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/113000000/112920000/112912400/112912322/17ac719a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/113000000/112920000/112912400/112912322/4a2fcf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom house with AC, WiFi in wonderful Chicago Morgan Park [](https://www.expedia.ca/Chicago-Hotels-Charming-4-Bedroom-House-With-AC.h112912322.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=2025-11-19&endDate=2025-11-20®ionId=6213357&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%2FChicago-99th-Street-Station-Private-Vacation-Homes.d6213357-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChicago-99th-Street-Station-Private-Vacation-Homes.d6213357-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chicago 99th Street Station Hotel Reviews ![Sleep Inn Midway Airport Bedford Park](//images.trvl-media.com/lodging/1000000/30000/27900/27873/4689610e_y.jpg) ### Sleep Inn Midway Airport Bedford Park 10/10 Excellent "Geat room 128, great price for a retired veteren and vary close to my Son's house. all staff was polite and profesional." [](https://expedia.ca/Chicago-Hotels-Sleep-Inn-Midway-Airport-Bedford-Park.h27873.Hotel-Information) ![Fairfield Inn and Suites by Marriott Chicago Midway Airport](//images.trvl-media.com/lodging/1000000/70000/64200/64177/81289005_y.jpg) ### Fairfield Inn and Suites by Marriott Chicago Midway Airport 10/10 Excellent "We had a very good stay near the airport. The facilities are very good, the rooms clean and well equiped. Staff was nice. Drawbacks are: The fitness center is to small to put a mat down on the floor, and the food buffet needed more enticing fruit and better tasting coffee. Will stay here again." [](https://expedia.ca/Chicago-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chicago-Midway-Airport.h64177.Hotel-Information) ![Hilton Chicago/Oak Lawn](//images.trvl-media.com/lodging/1000000/20000/17700/17618/6279b55c_y.jpg) ### Hilton Chicago/Oak Lawn 10/10 Excellent "I had a wonderful stay! The staff were friendly and accommodating, the room was spotless, and the bed was incredibly comfortable. I’d definitely stay here again!" [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Lawn.h17618.Hotel-Information) ![Courtyard by Marriott Chicago Midway Airport](//images.trvl-media.com/lodging/1000000/70000/64200/64153/3c844727_y.jpg) ### Courtyard by Marriott Chicago Midway Airport 10/10 Excellent "great location loved the stay" [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Midway-Airport.h64153.Hotel-Information) ![Holiday Inn Express Crestwood by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11965/62772eb6_y.jpg) ### Holiday Inn Express Crestwood by IHG 10/10 Excellent "Great stay! Super nice and clean." [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Crestwood.h11965.Hotel-Information) ![DoubleTree by Hilton Chicago - Alsip](//images.trvl-media.com/lodging/1000000/30000/25600/25507/fcb66f28_y.jpg) ### DoubleTree by Hilton Chicago - Alsip 10/10 Excellent "Easy check-in … desk agent was very helpful. Accommodations were good. Bed was comfy with wonderful pillows!" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Alsip.h25507.Hotel-Information) ![Baymont by Wyndham Chicago/Alsip](//images.trvl-media.com/lodging/1000000/60000/50900/50833/fae988da_y.jpg) ### Baymont by Wyndham Chicago/Alsip 10/10 Excellent "It was iight." [](https://expedia.ca/Chicago-Hotels-Baymont-By-Wyndham-ChicagoAlsip.h50833.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG](//images.trvl-media.com/lodging/1000000/210000/201300/201281/65c30d17_y.jpg) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG 10/10 Excellent "Exelente " [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Hyatt Place Chicago Midway Airport](//images.trvl-media.com/lodging/10000000/9740000/9735000/9734905/db3d5127_y.jpg) ### Hyatt Place Chicago Midway Airport 10/10 Excellent "Clean room, helpful staff, free coffee and airport shuttle!" [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-Midway-Airport.h9734905.Hotel-Information) ## Find out more about Chicago 99th Street Station #### What types of Vacation Homes can I find in Chicago 99th Street Station? When you’re looking for Chicago 99th Street Station Vacation Homes in 2025, 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 Chicago 99th Street 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 Chicago 99th Street Station. #### How much do Vacation Homes cost in Chicago 99th Street Station? Prices for Chicago 99th Street Station Vacation Homes can start from as little as \* in 2025. 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 Chicago 99th Street Station, as well as how high the demand for accommodation is near Chicago 99th Street Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Vacation Homes in Chicago 99th Street 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 Chicago 99th Street Station Vacation Homes? Expedia’s search function can help you find a great deal on Chicago 99th Street Station Vacation Homes. Changing the sort order of your search results can help you to find cheap Vacation Homes in Chicago 99th Street 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 Chicago 99th Street Station Vacation Homes? One of the many benefits of booking Chicago 99th Street 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 Chicago 99th Street 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 Chicago 99th Street Station Vacation Homes? It’s often possible to change or cancel bookings at Chicago 99th Street 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 Chicago 99th Street 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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