--- title: "Weekend Getaway in Chicago, IL - Find Weekend Rentals Deals | Vrbo" description: "A curated list of short-term rental properties ideal for weekend getaways in Chicago: last-minute offers and discounts available, brought to you by Vrbo" canonical: "https://www.vrbo.com/tgp/lodging/theme/getaway/829/chicago" language: en-US market: US currency: USD prices_as_of: 2026-11-15T09:30:29Z --- # Weekend getaways in Chicago ![A river with a yellow boat, surrounded by tall buildings and a bridge.](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=resizecrop&rw=1920&ra=fit&ch=480) ## Find spaces that suit your style [Search for Houses](https://www.vrbo.com/search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-11-29&d1=2026-11-29&endDate=2026-12-01&d2=2026-12-01&property%5Ftype%5Fgroup=house) House [Search for Condos/Apartments](https://www.vrbo.com/search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-11-29&d1=2026-11-29&endDate=2026-12-01&d2=2026-12-01&property%5Ftype%5Fgroup=apartment%5For%5Fcondo) Condo/Apartment [search for cabins](https://www.vrbo.com/search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-11-29&d1=2026-11-29&endDate=2026-12-01&d2=2026-12-01&property%5Ftype%5Fgroup=cabin) Cabin [search for cottages](https://www.vrbo.com/search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-11-29&d1=2026-11-29&endDate=2026-12-01&d2=2026-12-01&property%5Ftype%5Fgroup=cottage) Cottage [search for villas](https://www.vrbo.com/search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-11-29&d1=2026-11-29&endDate=2026-12-01&d2=2026-12-01&property%5Ftype%5Fgroup=villa) Villa [search for chalets](https://www.vrbo.com/search?destination=Chicago+%28and+vicinity%29%2C+Illinois%2C+United+States+of+America®ionId=178248&latLong=41.88078%2C-87.62813&adults=2&startDate=2026-11-29&d1=2026-11-29&endDate=2026-12-01&d2=2026-12-01&property%5Ftype%5Fgroup=chalet) Chalet ## Find the best place to stay - Chicago ### [Sentral Michigan Avenue](https://www.vrbo.com/pdp/lo/76267438?containsVideo=false) ![Image of Sentral Michigan Avenue](https://media.vrbo.com/lodging/77000000/76270000/76267500/76267438/34834a44.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 808 SOUTH MICHIGAN AVENUE, Chicago, IL, 60605 - Guest rating: 9/10 (Wonderful, 1416 reviews) Sleeps 2 · 1 bedroom ### [Kasa Lake Shore Chicago](https://www.vrbo.com/pdp/lo/130779712?containsVideo=false) ![Image of Kasa Lake Shore Chicago](https://media.vrbo.com/lodging/131000000/130780000/130779800/130779712/493ebcea.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 446 East Ontario Street, Chicago, IL, 60611 - Guest rating: 8.8/10 (Excellent, 94 reviews) Sleeps 2 · 1 bedroom · 1 bathroom ### [Kasa Magnificent Mile Chicago](https://www.vrbo.com/pdp/lo/46231022?containsVideo=false) ![Image of Kasa Magnificent Mile Chicago](https://media.vrbo.com/lodging/47000000/46240000/46231100/46231022/264e98f1.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: One Superior Place, Chicago, IL, 60654 - Guest rating: 9.2/10 (Wonderful, 1014 reviews) Sleeps 2 · 1 bedroom ### [Level Chicago – Old Town](https://www.vrbo.com/pdp/lo/39805843?containsVideo=false) ![Image of Level Chicago – Old Town](https://media.vrbo.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 1140 North Wells Street, Chicago, IL, 60610 - Guest rating: 9.2/10 (Wonderful, 564 reviews) Sleeps 4 · 1 bathroom ### [The Gem Museum Suites](https://www.vrbo.com/pdp/lo/103465448?containsVideo=false) ![Image of The Gem Museum Suites](https://media.vrbo.com/lodging/104000000/103470000/103465500/103465448/424c972a.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 1555 Oak Avenue, Evanston, IL, 60201 - Guest rating: 9.4/10 (Exceptional, 309 reviews) Sleeps 4 · 1 bedroom ### [LakeHouse with rooftop and views of lake.](https://www.vrbo.com/2448830?containsVideo=false) ![Image of LakeHouse with rooftop and views of lake.](https://media.vrbo.com/lodging/71000000/70890000/70886100/70886010/w828h549x0y0-b2df28f0.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: Chicago, IL - Guest rating: 9.4/10 (Exceptional, 38 reviews) Premier Host Sleeps 12 · 3 bedrooms · 3 bathrooms ## Top rated rentals - Chicago ### [Wrigleyville Suites](https://www.vrbo.com/pdp/lo/104315648?containsVideo=false) ![Image of Wrigleyville Suites](https://media.vrbo.com/lodging/105000000/104320000/104315700/104315648/3e1fd538.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Guest rating: 9.6/10 (Exceptional, 53 reviews) - Review: Perfect Chicago stay. Amazing location, fantastic building, and customer service that went above and beyond. This stay provides everything about the genuine neighborhood feel that makes this slice of Chicago special beyond Wrigley’s famous brick walls!, by Lloyd, Stayed Oct 2025 ### [The Gem Museum Suites](https://www.vrbo.com/pdp/lo/103465448?containsVideo=false) ![Image of The Gem Museum Suites](https://media.vrbo.com/lodging/104000000/103470000/103465500/103465448/424c972a.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 1555 Oak Avenue, Evanston, IL, 60201 - Guest rating: 9.4/10 (Exceptional, 309 reviews) - Review: Family weekend. Rooms were perfect, free breakfast was nice and front desk super friendly at check in. Would definitely stay again., by Stephanie, Stayed Oct 2025 ### [Level Chicago – Old Town](https://www.vrbo.com/pdp/lo/39805843?containsVideo=false) ![Image of Level Chicago – Old Town](https://media.vrbo.com/lodging/40000000/39810000/39805900/39805843/8c061e2a.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 1140 North Wells Street, Chicago, IL, 60610 - Guest rating: 9.2/10 (Wonderful, 564 reviews) - Review: Week long stay in Chicago. Had a blast visiting Chicago. Great location., by Charles, Stayed Aug 2024 ### [Sentral Michigan Avenue](https://www.vrbo.com/pdp/lo/76267438?containsVideo=false) ![Image of Sentral Michigan Avenue](https://media.vrbo.com/lodging/77000000/76270000/76267500/76267438/34834a44.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455) - Address: 808 SOUTH MICHIGAN AVENUE, Chicago, IL, 60605 - Guest rating: 9/10 (Wonderful, 1416 reviews) - Review: Dream location. Such an easy location for our trip purposes and the ease of coming and going was fantastic. Close to everything and only a 15 minute walk to Soldier Field for the game., by amy, Stayed Sep 2025 ### Peace of mind Our Book with Confidence guarantee gives you 24/7 support ### All the privacy of home Enjoy full kitchens, laundry, pools, yards and more ### More for less More space, more privacy, more amenities — more value ### A place for everyone We stand for diversity, inclusion and families everywhere. [Learn more](https://www.vrbo.com/vacation-ideas/explore-vrbo/inclusion-and-diversity) ## Find out more about Chicago ##### Chicago Getaways: Explore the City's Attractions For a weekend getaway in Chicago, explore the city's attractions like observation decks and theaters. On weekend nights, prices average around $605, with prices typically starting from $210\. Vacation rentals offer space and comfort for your group to enjoy the city. ##### Accommodation types Apartments in Chicago are a good choice for families and groups, often providing air conditioning and a kitchen for your stay. Travelers can also find houses, many of which feature a fireplace. Some houses are located near the lake. Condos are available for couples, with some offering beach towels or an electric car charging station. ##### Neighborhoods to stay For your getaway, consider staying in [Downtown Chicago](https://www.vrbo.com/vacation-rentals/usa/illinois/downtown-chicago), where homes often include air conditioning, a fitness center, and a kitchen. This area is convenient for travelers looking to explore nearby markets like [Oak Street](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/oak-street), about a 5-minute walk, [Shops at North Bridge](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/shops-at-north-bridge), about a 5-minute walk, and [State Street](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/state-street), about a 5-minute walk. The [Near North Side](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/near-north-side) offers homes with amenities like a fireplace, and some are near the lake. In [Lakeview](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/lake-view), you can find homes with outdoor furniture, appealing to adults-only trips. ## Frequently Asked Questions ### What amenities should I look for when booking vacation rentals for a getaway in Chicago? For a getaway in Chicago, look for vacation rentals that offer a dining area, providing a comfortable space for shared meals with your group. This amenity helps create a home-like atmosphere for your stay. Many vacation rentals are located in the city center, which can be convenient for exploring Chicago. Choosing a home here puts you close to various activities and places to visit during your getaway. You can also find homes with a balcony, offering a private outdoor space. This is a nice feature for enjoying fresh air and city views, adding to the relaxation of your trip. ### When is the best time to plan a short getaway to Chicago? The best time to plan a short getaway to Chicago is from May to July, when daytime temperatures are typically in the 60s to 80s Fahrenheit. For a quieter experience, February offers daytime highs around 30°F. On weekend nights, prices typically start from $210, with prices averaging around $605. ### How do I get around Chicago on a short getaway? For getting around Chicago, travelers can use the metro and train services. The Red Line, Brown Line, and Blue Line are available to help you explore the city during your getaway. ### What types of food can I find in Chicago on a short getaway? For a getaway to Chicago, you'll find a wide range of food options to explore. Mexican cuisine is particularly prominent, offering many choices for travelers. You can also discover other Latin American flavors, including Caribbean dishes. Additionally, European cuisine is well-represented, with Italian and Mediterranean options available for your dining pleasure. ### What are some places to visit in Chicago on a short getaway? For a short getaway to Chicago, you can explore several well-known spots. Visit Soldier Field, a football stadium, or experience the public space of the Chicago Riverwalk. You can also spend time at Grant Park, an urban park, or the amusement pier of Navy Pier. ### What are the best vacation rentals for a getaway in Chicago? For a getaway in Chicago, apartments are available in Downtown Chicago and Lawndale. These homes often include air conditioning, a kitchen, barbecue grills, and decks or patios. From Downtown Chicago, it's about a 5-minute walk to [Batcolumn](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/batcolumn) or [Milwaukee Avenue](https://www.vrbo.com/vacation-rentals/united-states-of-america/illinois/cook-county/chicago/milwaukee-avenue). You can also find houses in areas such as Avondale and West Town. These homes often feature a fireplace, outdoor furniture, or an outdoor play area for children. Some houses are near a lake. From Avondale, you can walk to Milwaukee Avenue in about 20 minutes or Logan Square Farmers Market in about 25 minutes. ### Are there vacation rentals in Chicago with an outdoor pool for a weekend getaway? Yes, you can find vacation rentals in Chicago with an outdoor pool for your getaway. Several apartments and condos in [Downtown Chicago](https://www.vrbo.com/vacation-rentals/usa/illinois/downtown-chicago) offer outdoor pools, providing a refreshing option for your stay. These homes are located in Downtown Chicago, making it easy to enjoy the city while having access to a pool. ### Are there vacation rentals in Chicago with a kitchen or kitchenette for a weekend getaway? Yes, you can find vacation rentals in Chicago with a kitchen for your weekend getaway. Several apartments in areas like [Lawndale](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/lawndale), [O'Hare](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/northwest/o-hare), and [Near South Side](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-south) offer kitchens, giving you the flexibility to prepare meals during your stay. ### Are there vacation rentals in Chicago with a fireplace for a weekend getaway? Yes, you can find vacation rentals in Chicago that offer a fireplace for your weekend getaway. These include houses in [West Town](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/west-near-west/west-town), apartments in [Austin](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/austin), and bed & breakfasts in [North Center](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/north-side/north-center). A fireplace can provide a comfortable and warm atmosphere for your stay. ### What are the best areas to stay in Chicago for getaway travel? For a Chicago getaway, consider Downtown Chicago, where you can explore [Millennium Park](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/magnificent-mile/millennium-park), [Michigan Avenue](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/michigan-avenue), and markets like [Oak Street](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/oak-street) and [State Street](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/state-street). Lawndale offers [Anna and Frederick Douglass Park](https://www.vrbo.com/vacation-rentals/united-states-of-america/illinois/cook-county/chicago/douglas-park/north-lawndale/douglas-park), the [National Museum of Mexican Art](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/national-museum-of-mexican-art), and [Theatre on the Lake](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/theatre-on-the-lake). In O'Hare, you'll find [Norridge Park District](https://www.vrbo.com/vacation-rentals/usa/illinois/harwood-heights/norridge-park-district) and the [Fashion Outlets of Chicago](https://www.vrbo.com/vacation-rentals/usa/illinois/rosemont/fashion-outlets-of-chicago). Near South Side provides access to [Film Row Cinema](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/film-row-cinema) and [Burnham Park](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/burnham-park). Logan Square features [Milwaukee Avenue](https://www.vrbo.com/vacation-rentals/united-states-of-america/illinois/cook-county/chicago/milwaukee-avenue) market, The 606 trail, [Concord Music Hall](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/concord-music-hall), and [Humboldt Park](https://www.vrbo.com/vacation-rentals/united-states/illinois/cook-county/chicago/humboldt-park). Austin offers [Hanson Park](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/hanson-park), [Oak Park Conservatory](https://www.vrbo.com/vacation-rentals/usa/illinois/oak-park/oak-park-conservatory), [Madison Street Theatre](https://www.vrbo.com/vacation-rentals/usa/illinois/oak-park/madison-street-theatre), and the [Ernest Hemingway Museum and House](https://www.vrbo.com/vacation-rentals/usa/illinois/oak-park/ernest-hemingway-museum-and-house). Near North Side is home to [Lincoln Park](https://www.vrbo.com/vacation-rentals/united-states/illinois/cook-county/chicago/lakeview/lincoln-park), the [Chicago History Museum](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/chicago-history-museum), [Second City](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/second-city), and [Steppenwolf Theatre](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/steppenwolf-theatre). Irving Park has [Six Corners](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/six-corners) market, [Portage Park](https://www.vrbo.com/vacation-rentals/united-states/illinois/cook-county/chicago/portage-park), and the [Walt Disney House](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/walt-disney-house) historic site. Avondale offers the Logan Square Farmers Market, [Hamlin Park](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/hamlin-park), and the [Remy Bumppo Theatre Company](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/remy-bumppo-theatre-company). ### Are all fees included when booking in Chicago on Vrbo? Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence. ### Are all fees included when booking getaway vacation rentals in Chicago on Vrbo? Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence. ### Can I change or cancel my booking for in Chicago on Vrbo? Yes, you can. If you are looking for flexibility with your booking, you can use Vrbo’s [free cancellation](https://www.vrbo.com/travel/free-cancellation) search option to filter for in Chicago that offer free cancellation. If you need to make changes to an existing booking, you can go to Vrbo’s “My Trips” in your account, click on “Change or Cancel,” and then “Message Host.” We understand that plans can change, and with Vrbo, you can plan and book your trip with ease and confidence. ### Can I change or cancel my booking for getaway vacation rentals in Chicago on Vrbo? Yes, you can. If you are looking for flexibility with your booking, you can use Vrbo’s [free cancellation](https://www.vrbo.com/travel/free-cancellation) search option to filter for getaway vacation rentals in Chicago that offer free cancellation. If you need to make changes to an existing booking, you can go to Vrbo’s “My Trips” in your account, click on “Change or Cancel,” and then “Message Host.” We understand that plans can change, and with Vrbo, you can plan and book your trip with ease and confidence. ### Can I find last-minute deals for in Chicago? The best trips are sometimes the spontaneous ones. Browse [last-minute deals](https://www.vrbo.com/travel/last-minute) and use the search filters to find something that fits your dates, budget, and travel style. If a property offers instant booking, you can book it right away. Once your booking is confirmed, you'll receive a confirmation email with the booking details. ### Can I find last-minute deals for getaway vacation rentals in Chicago? The best trips are sometimes the spontaneous ones. Browse [last-minute deals](https://www.vrbo.com/travel/last-minute) and use the search filters to find something that fits your dates, budget, and travel style. If a property offers instant booking, you can book it right away. Once your booking is confirmed, you'll receive a confirmation email with the booking details. ### Can I plan a group trip on Vrbo? Yes, with Vrbo’s [Trip Planner](https://www.vrbo.com/why/trip-planning), you can easily organize a group trip to one of the top getaway vacation rentals in Chicago. Whether it’s a weekend getaway or a longer stay with friends or loved ones, you can save and share properties, invite others to share their thoughts, and narrow down to everyone’s favorite before booking. With Vrbo’s Trip Planner, you can keep all your trip details in one place, making it easier to organize your time away. ### How are Chicago on Vrbo different from hotels? The in Chicago on Vrbo offer a unique and personal experience that goes beyond a typical stay. You have more space, better privacy, and the freedom to relax and explore. Many in Chicago include full kitchens, spacious lounging areas, and multiple bedrooms, making them ideal for families and groups. Whether you’re looking for in Chicago for families or for a longer stay, you can get the whole property to yourself so you can truly settle in and make it your own. ### How are Chicago getaway vacation rentals on Vrbo different from hotels? The getaway vacation rentals in Chicago on Vrbo offer a unique and personal experience that goes beyond a typical stay. You have more space, better privacy, and the freedom to relax and explore. Many getaway vacation rentals in Chicago include full kitchens, spacious lounging areas, and multiple bedrooms, making them ideal for families and groups. Whether you’re looking for getaway vacation rentals in Chicago for families or for a longer stay, you can get the whole property to yourself so you can truly settle in and make it your own. ### Is contactless entry available on Vrbo? Yes, contactless check-in is available at many getaway vacation rentals in Chicago on Vrbo. For properties and rentals offering contactless check-in, this will be listed in the amenities section or elsewhere in the listing details. Look for properties with self check-in options such as keypad entry or lockbox access, which let you arrive at your own pace without having to coordinate directly with your host. ### What can I expect from Vrbo customer service and VrboCare™ support? Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our [Help Center](https://www.vrbo.com/helpcenter/), where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions. ### What is VrboCare™ and how does it work? Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With [VrboCare™](https://www.vrbo.com/tlp/trust-and-safety/care-guarantee), you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable. ### Why should I book in Chicago with Vrbo? Vrbo offers a wide selection of in Chicago, making it easy to find a stay that suits your travel style and fits your requirements for the trip. When you book on Vrbo, you can browse with confidence thanks to secure payment processing, VrboCare™ and 24/7 customer support if something unexpected comes up during your trip. Stay assured that you're never on your own if something goes wrong. ### Why should I book getaway vacation rentals in Chicago with Vrbo? Vrbo offers a wide selection of getaway vacation rentals in Chicago, making it easy to find a stay that suits your travel style and fits your requirements for the trip. When you book on Vrbo, you can browse with confidence thanks to secure payment processing, VrboCare™ and 24/7 customer support if something unexpected comes up during your trip. Stay assured that you're never on your own if something goes wrong. ### Why should I join Vrbo as a host? Joining Vrbo as a host opens the door to a world full of possibilities. It gives you the opportunity to connect with a global community of travelers who are seeking unique stays and earn income from your own property in this process. With user-friendly tools and dedicated support, Vrbo makes it easy to list, manage and host on your own terms. Whether it's a cozy cabin or a beach house, [become a host](https://host.vrbo.com/en-us) and let Vrbo handle the rest. ## More vacation ideas - [Lodging](?equalTargetTab=tab-0) - [Vacation Rentals](?equalTargetTab=tab-1) - [Longstay Rentals in Chicago](https://www.vrbo.com/tgp/lodging/theme/longstay/178248/chicago) - [Cabin rentals in Chicago](https://www.vrbo.com/vacation-rentals/cabins/usa/illinois/chicago) - [Rentals with pool in Chicago](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/chicago) - [Lake rentals in Chicago](https://www.vrbo.com/vacation-rentals/lake/usa/illinois/chicago) - [Mansion rentals in Chicago](https://www.vrbo.com/vacation-rentals/country-houses/usa/illinois/chicago) - [Beach rentals in Chicago](https://www.vrbo.com/vacation-rentals/beach/usa/illinois/chicago) - [Family rentals in Chicago](https://www.vrbo.com/vacation-rentals/family/usa/illinois/chicago) - [Pet-Friendly rentals in Chicago](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/chicago) - [Condo rentals in Chicago](https://www.vrbo.com/vacation-rentals/condos-and-apartments/usa/illinois/chicago) - [Rentals with hot tubs in Chicago](https://www.vrbo.com/vacation-rentals/hot-tub/usa/illinois/chicago) - [Cottage rentals in Chicago](https://www.vrbo.com/vacation-rentals/cottages/usa/illinois/chicago) - [Condo rentals in Downtown Chicago](https://www.vrbo.com/vacation-rentals/condos-and-apartments/usa/illinois/downtown-chicago) - [House rentals in Downtown Chicago](https://www.vrbo.com/vacation-rentals/houses/usa/illinois/downtown-chicago) - [House rentals in Chicago](https://www.vrbo.com/vacation-rentals/houses/usa/illinois/chicago) - [Family rentals in Downtown Chicago](https://www.vrbo.com/vacation-rentals/family/usa/illinois/downtown-chicago) - [Bed and breakfasts in Chicago](https://www.vrbo.com/vacation-rentals/bed-and-breakfast/usa/illinois/chicago) - [Rentals with pool in Downtown Chicago](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/downtown-chicago) - [Pet-Friendly rentals in Downtown Chicago](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/downtown-chicago) - [Rentals with hot tubs in Downtown Chicago](https://www.vrbo.com/vacation-rentals/hot-tub/usa/illinois/downtown-chicago) - [Family rentals in Magnificent Mile](https://www.vrbo.com/vacation-rentals/family/usa/illinois/chicago/near-north/magnificent-mile) - [Townhouse rentals in West Loop](https://www.vrbo.com/vacation-rentals/townhouses/usa/illinois/chicago/central-loop/west-loop) - [Pet-Friendly rentals in Magnificent Mile](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/chicago/near-north/magnificent-mile) - [Guest houses in Chicago](https://www.vrbo.com/vacation-rentals/guest-houses/usa/illinois/chicago) - [Rentals with pool in Magnificent Mile](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/chicago/near-north/magnificent-mile) - [Townhouse rentals in Chicago](https://www.vrbo.com/vacation-rentals/townhouses/usa/illinois/chicago) - [Pet-Friendly rentals in West Loop](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/chicago/central-loop/west-loop) - [Family rentals in Lincoln Park](https://www.vrbo.com/vacation-rentals/family/usa/illinois/chicago/north-side/lincoln-park) - [Pet-Friendly rentals in Lincoln Park](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/chicago/north-side/lincoln-park) - [Rentals with pool in Lincoln Park](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/chicago/north-side/lincoln-park) - [Pet-Friendly rentals in Lakeview](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/chicago/lake-view) - [Mansion rentals in Lincoln Park](https://www.vrbo.com/vacation-rentals/country-houses/usa/illinois/chicago/north-side/lincoln-park) - [Rentals with pool in Wrigleyville](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/chicago/north-side/wrigleyville) - [Rentals with pool in Lakeview](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/chicago/lake-view) - [Pet-Friendly rentals in Wrigleyville](https://www.vrbo.com/vacation-rentals/pet-friendly/usa/illinois/chicago/north-side/wrigleyville) - [Family rentals in Wrigleyville](https://www.vrbo.com/vacation-rentals/family/usa/illinois/chicago/north-side/wrigleyville) - [Family rentals in Lakeview](https://www.vrbo.com/vacation-rentals/family/usa/illinois/chicago/lake-view) - [Cottage rentals in Oak Park](https://www.vrbo.com/vacation-rentals/cottages/usa/illinois/oak-park) - [Lake rentals in Evanston](https://www.vrbo.com/vacation-rentals/lake/usa/illinois/evanston) - [Beach rentals in Evanston](https://www.vrbo.com/vacation-rentals/beach/usa/illinois/evanston) - [Longstay Rentals in Oak Park](https://www.vrbo.com/tgp/lodging/theme/longstay/9228/oak-park) - [Family rentals in Evanston](https://www.vrbo.com/vacation-rentals/family/usa/illinois/evanston) - [Rentals with pool in Evanston](https://www.vrbo.com/vacation-rentals/pool/usa/illinois/evanston) - [Cabin rentals in Elmwood Park](https://www.vrbo.com/vacation-rentals/cabins/usa/illinois/elmwood-park) - [Longstay Rentals in South Side](https://www.vrbo.com/tgp/lodging/theme/longstay/553248635074842823/south-side) - [Beach rentals in Wilmette](https://www.vrbo.com/vacation-rentals/beach/usa/illinois/wilmette) - [Beach rentals in Woodlawn](https://www.vrbo.com/vacation-rentals/beach/usa/illinois/chicago/south-side/woodlawn) - [Lodge rentals in Oak Park](https://www.vrbo.com/vacation-rentals/lodges/usa/illinois/oak-park) - [Longstay Rentals in Cicero](https://www.vrbo.com/tgp/lodging/theme/longstay/89615/cicero) - [Longstay Rentals in Evanston](https://www.vrbo.com/tgp/lodging/theme/longstay/8049/evanston) - [Longstay Rentals in Western Springs](https://www.vrbo.com/tgp/lodging/theme/longstay/6132217/western-springs) - [Lodge rentals in Rosemont](https://www.vrbo.com/vacation-rentals/lodges/usa/illinois/rosemont) - [Last-Minute rentals in Chicago](https://www.vrbo.com/tgp/lodging/theme/lastminute/178248/chicago) - [Christmas rentals in Chicago](https://www.vrbo.com/tgp/lodging/theme/christmas/178248/chicago) - [Spring Break rentals in Chicago](https://www.vrbo.com/tgp/lodging/theme/springbreak/178248/chicago) - [Summer rentals in Chicago](https://www.vrbo.com/tgp/lodging/theme/summer/178248/chicago) - [Last-Minute rentals in Chicago](https://www.vrbo.com/tgp/lodging/theme/lastminute/829/chicago) - [Last-Minute rentals in Oak Park](https://www.vrbo.com/tgp/lodging/theme/lastminute/9228/oak-park) - [Last-Minute rentals in Skokie](https://www.vrbo.com/tgp/lodging/theme/lastminute/6903/skokie) - [Last-Minute rentals in Park Ridge](https://www.vrbo.com/tgp/lodging/theme/lastminute/143564/park-ridge) - [Last-Minute rentals in Cicero](https://www.vrbo.com/tgp/lodging/theme/lastminute/89615/cicero) - [Last-Minute rentals in Niles](https://www.vrbo.com/tgp/lodging/theme/lastminute/8948/niles) - [Chicago Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago) - [Chicago Vacation Rentals](https://www.vrbo.com/vacation-rentals/united-states/illinois/chicago-and-vicinity) - [Downtown Chicago Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/downtown-chicago) - [The Loop Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/central-loop/the-loop) - [Millennium Park Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/magnificent-mile/millennium-park) - [River North Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/river-north) - [Magnificent Mile Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/magnificent-mile) - [Chicago Riverwalk Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/chicago-riverwalk) - [West Loop Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/central-loop/west-loop) - [Streeterville Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/streeterville) - [Gold Coast Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/near-north/gold-coast) - [Fulton Market Vacation Rentals](https://www.vrbo.com/vacation-rentals/united-states/illinois/cook-county/chicago/fulton-market) - [North Side Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/north-side) - [Oak Park Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/oak-park) - [South Side Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/south-side) - [Central Chicago Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/central) - [Forest Park Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/forest-park) - [Berwyn Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/berwyn) - [Evanston Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/evanston) - [River Forest Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/river-forest) - [Skokie Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/skokie) - [Southwest Side Vacation Rentals](https://www.vrbo.com/vacation-rentals/united-states/illinois/cook-county/chicago/southwest-side) - [Cicero Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/cicero) - [Lincolnwood Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/lincolnwood) - [West Side Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/west-side) - [La Grange Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/la-grange) - [Elmwood Park Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/elmwood-park) - [Wilmette Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/wilmette) - [Brookfield Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/brookfield) - [Niles Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/niles) - [Park Ridge Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/park-ridge) - [Oak Lawn Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/oak-lawn) - [Rosemont Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/rosemont) - [Northwest Side Vacation Rentals](https://www.vrbo.com/vacation-rentals/united-states/illinois/cook-county/chicago/northwest-side) - [Glenview Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/glenview) - [Maywood Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/maywood) - [Bridgeview Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/bridgeview) - [Rush Street Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/chicago/rush-street) - [North Suburbs Vacation Rentals](https://www.vrbo.com/vacation-rentals/usa/illinois/north-suburbs) ## Other language versions ```yaml hreflang: x-default: https://www.vrbo.com/tgp/lodging/theme/getaway/829/chicago en-US: https://www.vrbo.com/tgp/lodging/theme/getaway/829/chicago ```