If you’re traveling without a car, and don’t want to deal with metro cards and long walks, this is the Chicago Airbnb for you! What’s more is this industrial one-bedroom factory conversion apartment is the hippest place to lay your head at the end of the night. This epic three-bedroom Chicago Airbnb apartment is perfect for a group or family getaway. $308/nt. Lincoln Hall, The Chicago History Museum, and historic comedy venues are local attractions – so you’ll never be bored during your vacation! Whether you’ve got cash to splash, are traveling on a shoestring, want something a little left of center or are traveling solo for business or pleasure – they’re all there. Chicago is an exciting place to visit, and there’s so much to see, do, and experience. Food? Jump on at the local train stop to head into Downtown quickly or wander along the shores of Lake Michigan, which is a short distance by foot. It sleeps four for $150 a night. Let's face it, most of us could use a little nature retreat right … The 15 Coolest & Best Airbnbs in San Antonio, Texas, 2 Days in London Itinerary | How to Spend 48 Hours Exploring London, Sonder | Essex on the Park | Desirable 1BR + View, Come Together in This Vibrant Restored Mansion near Wrigley, Renovated Designer Apartment in Heart of Lincoln Square, Stunning Retro Apartment in Andersonville, Walk to Lake Michigan From a Contemporary Uptown Haven, Amazing Wicker Park Spring Factory Conversion, 80+ Chicago Quotes & Captions Perfect For Some Windy City Inspiration, Top 20 Boston Music Festivals To Experience Before You Die, The 17 Best Airbnbs in New Orleans For The Ultimate “Big Easy” Experience, The 20 Coolest & Best Airbnbs in Philadelphia, Pennsylvania, The 23 Best Rap & Hip Hop Festivals in the U.S.A, The 25 Biggest & Best Folk Music Festivals in the U.S.A, 20 Gorgeous Glamping Southern California Places You Need to Experience, The 17 Coolest & Best Airbnbs in Miami for the Ultimate Beach Getaway, TOP 30 Airbnbs in California | From San Francisco to San Diego. The space This is the perfect getaway for your family. So without further ado, let’s get into the best Airbnbs in Chicago! Private Paradise in South Haven, MI. And Downtown is only a 20-minute drive away. Chicago Club Inn & Suites features an indoor pool, as well as a fitness room. Leafy Lincoln Park is one of the most popular neighborhoods in Chicago, and Lincoln Park Zoo and a range of parks are all around. There’s a long tale behind this secluded cottage at the edge of Mirror Lake near the Wisconsin Dells. This Airbnb near Wrigley Field and Lake Michigan is the perfect little getaway. Stellenbosch, South Africa. The pool area is located directly in the middle of the barn. Thankfully, there are plenty of charming cabins tucked away in the woods or quiet rural areas a short distance away that are perfect for quick hibernations or weekend getaways. This industrial-style loft on Airbnb is great for two guests. This modern and minimalistic apartment is perfectly positioned in Chicago’s vibrant South Loop neighborhood. You'll enjoy lounging on the front deck by the pool and taking a quick dip in the water, too. Well, you’re in luck, because I’ve put together the ultimate list of the best Chicago Airbnbs to make booking your perfect stay a piece of cake – or Chicago deep-dish pizza! Vacation rentals with private, indoor, and shared pools If you don’t get to sunbathe, swim, and splash, are you really on vacation? Drinks? This affordable one-bedroom apartment is the best Chicago Airbnb for solo travelers for so many reasons. This retro-inspired ground floor abode is fun and warm and is located in the original Swedish neighborhood of Chicago – Andersonville. With spacious interiors in vibrant yellows, greens, and other hues, this gorgeous apartment is a step back in time in the best possible way. Book it on Airbnb Chicago has so much to offer visitors that you’ll never have a free moment if you want to see and experience it all! This Airbnb in Andersonville, Chicago has the same vintage vibe of the area, with lots of charming shops, restaurants, local theatres, and friendly locals. There is even a patio to relax on after a day of adventuring around the city. Planning an upcoming trip and searching for the best Airbnbs in Chicago to rest your head? The rec room offers a pool … And while Chicago has an international reputation as one of America’s most dangerous cities, it really is a relatively safe destination for travelers. Get toasty near the fireplace and admire the views overlooking private stretch of Brandenburg Lake. • Indoor pool with skylights and Nano wall that slides open • Sundeck (seating, fire pit, canopy umbrella, grilling station, private cabanas with flat screen television) • Fitness center • Outdoor terrace • Cyber … If it’s an Airbnb with an indoor pool in Chicago you’re looking for then this apartment complex has a 50-foot designer pool for your enjoyment. Chicago has overhauled its unsafe reputation and is now a great location for solo business or leisure visitors. Now that you’ve hopefully found the best Airbnb Chicago has for you, I recommend the blogs below, which include city guides, Airbnb, and music festival lists – plus so much more! The two-tower plan for 400 N. Lake Shore Drive ditches the hotel rooms, slashes parking, and gets a 225-foot haircut. Take the worry out of home hunting with seven neighborhoods worth checking out this year. This super cool Chicago Airbnb has a spacious open plan aesthetic with a professional kitchen to cook up a storm. Secluded fishing cabin in the forest. The house came equipped with cut up wood and we were able to enjoy nightly campfires." Review: “Amazing experience. If you’re heading to Chicago and like to party up a storm, Wicker Park is the place to do it. My husband has mild ADD with most things and even he was interested and paying attention because the tour was so interesting and made to be fun for adults and children. Enjoyed the night view better” – Maureen – United States, “Explore Chicago from the perspective of ghosts and gangsters. Location: Irving Park. Experiencing a recent boom in popularity and trendiness, Chicago’s Little Italy is the place to be and is a great neighborhood to lay roots while visiting Chicago. Secure payments, 24/7 support and a Book … https://www.jonesaroundtheworld.com/wp-content/uploads/2020/02/Best-Chicago-Airbnbs.jpg, https://www.jonesaroundtheworld.com/wp-content/uploads/2017/03/logotry-1-1-300x106.png, 11 Coolest & Best Airbnbs in Chicago | Unique & Luxury Rentals. Let’s face it: Chicago can get bit a bleak during the winter months. $92/nt. Chicago has come a long way from its early days as a gangster and flapper hotspot, but Chicago Illinois still oozes the same cool, endlessly fascinating vibe it did in the 1920s. The area is jam-packed with hip cafes, bars, and restaurants and just a 5-minute walk to Downtown Chicago. Wicker Park is full to the brim with cool cafes, restaurants, cocktail bars, and boutique stores. Have you visited Chicago recently and stayed in an Airbnb that deserves praise? Check out my “Top 5” below where I mention the top Airbnbs in Chicago! Natural wonders? We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites. This Airbnb with pool in Chicago sits on a two and a half-acre lot and is three stories with gorgeous windows and skylights that bring in so much natural light. See the city’s darker side as you walk through the famous Chicago Loop district.”, https://www.getyourguide.com/chicago-l225/chicago-gangsters-and-ghosts-2-hour-walking-tour-t234682/, Review: “We had an amazing time! Verified by Airbnb Plus, the cozy loft is open plan, breezy, and located in the charming northwest Chicago neighborhood of Avondale. 2019-04-22T20:52:00Z The letter F. A ghost. … Save my name, email, and website in this browser for the next time I comment. Just 20 minutes drive from Chicago O’Hare International Airport and 25 minutes from Downtown Chicago, this is a great, affordable pad to book for your visit to “The Windy City”. The World Famous Seashell House. This affordable gem ticks all the boxes! Plus the all-important overall best Airbnb in Chicago! Business-related amenities include a 24-hour business center, 2 meeting rooms, and complimentary wireless and wired … The 900-square-foot might be the iconic architect’s smallest residential design, but it’s no less impressive (“It contained more architecture per square foot than any building Wright ever built,” said Wright’s assistant William Wesley Peters). A great Airbnb for a family trip to Chicago! You’ve made an excellent choice! Sleeps up to 10 for $419 per night. It sits in the midst of a white pine forest in a 65-acre farm southwest of Kalamazoo. Before we get into Airbnbs, Chicago, I’ve included heaps of YouTube videos about the city throughout this list, to help you further with your Chicago vacation planning. Industrial Style Chicago Loft. Chicago Airbnbs are some of the best and most outstanding I’ve seen, there are just so many seriously cool Airbnbs in Chicago. Moreover, this Chicago apartment is quite well-equipped to … Its location in hip Uptown Chicago means you have an endless range of cafes, restaurants, bars, shops, and local landmarks on your doorstep – including the Lake Michigan waterfront and Wrigley Field. Cozy and Stylish Studio with Free Parking in Irving Park. If you can drag yourself outside, Uptown’s endless dining and drinking are all around, and Lake Michigan and Wrigley Field are both walking distance away. • Amazing indoor resort style pool and lounge areas. View Photos, Read Reviews & Check Availability. Airbnbs in Chicago astounded me with their overall quality, and I’m sure you’ll feel the same. Also will have access to all amenities in the building. I loved being able to go twice and experience the views. If you want to squeeze in some winter activities, Wilmot Mountain is just 20-minute drive away and has skiing, snowboarding, and tubing. The original house was built in 1926, with an addition designed and built in 2000. 180 View Private Pool. https://www.getyourguide.com/activity/chicago-l225/john-hancock-observatory-sun-stars-ticket-t37393? The 2,600-square foot home is just an hour long drive from Chicago. Thank you for the amazing time!” – Eric, Canada. Do the Chicago Bulls, Chicago Cubs or Chicago Blackhawks ring any bells? Take a 2-hour history-based guided tour and discover Chicago’s gangsters and ghost stories. Looking for the coolest Airbnb Chicago has to offer? Originally built in 1837, it was recently restored and filled with early 20th century antiques and oddities. The pool was gated in for safety and is easy to heat and maneuver the cover. Music? Isla Mujeres. Looking for the coolest Airbnb in Chicago but want a quick and simple breakdown? It’s hard to believe you get all this and more for such a great price – but you do! Via Airbnb. Required fields are marked *. This historical city is the ultimate all-rounder, and no matter what you’re into – Chicago has it in spades. Comprising the perfect blend of rustic and contemporary design decor elements, this Chicago studio apartment has style, substance, and location in spades. Frank Lloyd Wright cottage, secluded treehouse, and log cabin with character. Spotless and stylish, the renovated Airbnb Plus apartment still has its original 1920’s brickwork and is a cozy little abode that promises a great stay. It’s not often you can apply the word “tropical” to something in … Or do you host an Airbnb in Chicago that you want to spread the word about? A trip to Chicago doesn’t have to come with a massive price tag, and this contemporary one-bedroom apartment in a top location is the best cheap Chicago Airbnb. Daniel Boan. 4 Bedrooms, 4 Baths, Sleeps 10 - $568 avg/night - Pigeon Forge - Amenities include: Internet, Air Conditioning, Hot Tub, Fireplace, TV, Satellite or cable, Washer & Dryer, Parking, Heater Bedrooms: … Singaraja, Bali, Indonesia. Here are our favorites across the U.S. But the short of it is—yes—you can actually rent a Frank Lloyd Wright-designed home for the weekend. The city has been renowned for its jazz music since its inception. Spacious rooms , curated amenities and an ideal location in Northbrook, IL. You’ll get full access to the high-rise complex pool and gym, and enjoy amazing apartment views of Lake Michigan and Grant Park. Now you’ve found the perfect pad for you, it’s time to start lining your stomach and preparing yourself for the ultimate food, drink, and sightseeing destination in America! Business-related amenities include a 24-hour business center, 2 meeting rooms, and complimentary wireless and wired … “Cruise along the Chicago River on a 75-minute tour, and discover hidden architectural gems among the city’s renowned landmarks. The Draw: Converted Church The specs: Sleeps 12; 3 bedrooms, 3 beds, 2 couches and 4 air mattresses, 2 baths The neighborhood: Logan Square Parking situation: garage Laundry access: on-premises Online: airbnb… Sleeps up to two for $120 a night. It’s also within five minutes’ walk to a ton of top restaurants, cafes, bars, train stations, and public parks. Sleeps up to four for $300 a night. Just like Airbnb, a pool owner lists their pool with images and price per hour (sometimes the price varies based on the day), and notes details about their space. But wait! Here’s a perfect retreat for a large group. Sears Tower, Millennium Park, and Navy Pier are just a few of the thousands of incredible architectural and cultural draws of the city. There’s a ton of amazing restaurants in Uptown, so indulge a little while you’re there! Vacation rentals available for short and long term stay on Vrbo. Now let’s get to this Chicago Airbnb list! We thought that the Gangsters and Ghosts tour is something we will talk about to our friends! There are cozy cabins in the woods, farmstays, rentals with pools, treehouses, glamping spots and even a … From the slushy streets, salty sidewalks, and skyscraper-aided wind tunnels that blast you with cold air, to the chilly social vibes that come with the infamous tradition of parking “dibs”—sometimes you need an escape. Our tour guide Kevin was so funny and informative. I see Airbnb listings from the award-winning company Sonder pop up across a range of cities, and they are always exceptionally clean, stylish, and well managed. Revised plan for former Chicago Spire site aims to break ground in 2021. Sleeps up to 10 for $464 per night. Swimply is a new site that functions much like Airbnb, allowing you to rent swimming pools by the hour from strangers. Enjoy your private pool, second floor balcony, and sleeping amidst seashells. Big enough for a family reunion, this is the rental your kids will never shut up about for years. Your email address will not be published. Chicago Club Inn & Suites features an indoor pool, as well as a fitness room. You can warm-up from the winter weather by building a campfire in the fire pit or take a hot shower in the first-level “bathhouse.” Climb the wooden path to the top to get a breathtaking view of nature from inside the second floor or from the wraparound deck—where wild turkeys, owls, and coyotes have been spotted. Interested in landmarks? From here, it’s an easy 20 minutes by train into Downtown Chicago and a short journey to Wrigley Field. The best private pool Airbnb apartment rentals around the world. The Art Deco design is clean, crisp, and stylish, and there’s even a rooftop deck with 360-degree skyline views of Chicago. Airbnb Plus: Yes. Inspired by fire lookout towers and hunting blinds, this quirky cabin is truly away from it all. There’s even a ton of baby swag should you need it, including a cot, bath, and toys, and you’ll love the inclusion of a private yard. You can rent a beautiful 6-bedroom mansion with a pool on Airbnb for $17 per night, but you only have one day to book. That’s why this beautiful one bedroom apartment is my choice for the best overall Chicago Airbnb. The old row home’s new owner plans to rehab the existing building and utilize it for offices. … Truly a wonderful experience!” – Gabriele, United States, “Skip the ticket line twice to enjoy the best panoramic views or a spectacular sunset over Chicago – 94 stories above the Windy City. Groveland, Florida | Sleeps: 54 Check prices and availability on Airbnb or Vrbo. 8 Feb 2021 - Private room for ₹6675. There was a bar on board. Chicago invented so many classic cocktails, and cocktail bars are everywhere. Lake Michigan is also close to this Airbnb Plus, and access to Downtown Chicago and its huge range of things to see and do is easy to figure out and quick. 3 of 6. What’s even better is its location in cool Uptown, which borders the neighborhood that houses Wrigley Field. Two Bedoom ... Common amenities include an outdoor pool … The heated pool “84 degrees” measures 18ft Wide 38ft long with a depth ranging from 3.5 to 6ft. The modern, vibrant interiors are sunny, spacious, and fun, with eye-catching feature walls and its original 1886 hardwood floors for a historical touch. 27 iconic Chicago buildings that everyone should know. See the sights in a different light.”. It's close to Disney World, but one look at the billiard-themed swimming pool … You’re more than welcome to get in touch with me via my social media or by email, and I’ll see what I can do to get you on my list! The historical local area is leafy, friendly, and safe, and you’ll love the cafes, restaurants, brewpubs, and bars right nearby. If you’re looking to be close to the entertainment Mecca, this Airbnb near Wicker Park, Chicago is perfect. Led by a docent providing live narration, the tour passes more than 40 structures and sails under historic bridges.”, https://www.getyourguide.com/chicago-l225/architecture-river-tour-t46389/, Review: “It was fantastic. And if Chicago is part of your road trip, be sure to check out the equally fantastic Airbnbs in Michigan while you’re around. Discover 195,403 vacation rentals with heated/indoor pool to book online direct from owner in . Chicago deep-dish pizza and Chicago-style hot dogs coming up! The fountain is quite large and is fully operational … Nicknamed the “Windy City”, urban Chicago is stunning in the warmer months and a snow-capped magical wonderland in the winter months. Have a Chicago Cocktail for me! We obtained data of Airbnb's most profitable Chicago ... a rec room, a 24-hour gym and a private indoor movie theater. Enjoy breathtaking 360 degree views across 4 states and Lake Michigan. This two-bedroom family-friendly apartment is stylish, immaculate, and spacious. Sports? An image of a chain link. I’ve chosen the best three Chicago tours, passes, and experiences that you must tick off while you’re in “The Windy City”. While I plan on adding a lot of content about Chicago to my blog in the future, I do have a ton of U.S travel content to check out for other destinations you may want to visit across America. It also has a gym, and a gorgeous Grand Lobby with seating, a cafe, cocktail bar, and restaurant. It is renowned for its patio dining establishments – thanks to its huge sidewalks and vibrant, friendly vibe. Lake Geneva is Chicago’s getaway in the summer but fun can be had in the winter as well. The Lincoln Square neighborhood is super safe, family-friendly, and has a huge variety of cafes, restaurants, and bars. This restored century-old house with nine bedrooms and 3.5 baths is the best luxury Airbnb in Chicago. Completely different views. Fancy living it up like an old-timey Chicago gangster for a little while? Lake Michigan is a treasure. Our tour guide was extremely friendly and she made the experience very enjoyable not just for us but for the entire group. A world-class Airbnb Plus offering, this quirky two-bedroom apartment is the best unique Airbnb in Chicago. It’s walking distance from a 21-mile path around the lakefront, restaurants, coffee shops, and the Abbey Resort which has an award-winning spa. While I’m planning on adding a lot to my Chicago travel content, I suggest you check out my Chicago music festival list. From Tribune Tower to the South Shore Cultural Center, these buildings are the heart and soul of the city. Pools are a must for many travelers, and there’s no better place to find … After you’ve gotten your fill of Cape Town proper, head to Stellenbosch … Verified by Airbnb Plus, this beautifully presented and elegant one-bedroom apartment is the perfect size for a solo traveler or couple visiting Chicago. It’s called Grandpa’s Cabin, but this snug log cabin in the rolling hills of western Illinois just minutes from the Mississippi River feels more like great-grandpa. With its eclectic decor, huge interiors and spacious back patio with fire pit and grill, this modern Airbnb Plus home will blow you away. Opt for an Airbnb rental for your next family vacation. • Fitness center • Outdoor courtyard • Business center/Conference center • Lounge Guest access Guests will have private access to the unit. Look no further, this is one of the best Airbnbs in the city. You will feel as though you are at your own personal resort w/use of the private indoor pool & 6 person sauna! Enjoy the trendy Japanese soaking tub to revitalize yourself after a heavy night. I’m also a member of the Airbnb Associates program, and I earn commission when you book through links on this site. You’ll have … The neat and sweet little pad is light-filled, pretty, and welcoming, and its location above a bar will give you a place to sink a few beers at the end of a long day of exploring. ... Hi, my name is Jason and I love being an Airbnb host in Chicago… Here’s a roundup of several cabins or hideaways for rent in Wisconsin, Michigan, Indiana and elsewhere in Illinois that are within a four-hour drive of the city. Nestled behind a sanctuary of trees is this five-bedroom home on a hilltop. Hip Uptown is one of the best all-round neighborhoods in central Chicago, and this one-bedroom Airbnb Plus apartment will put it all at your fingertips. There’s a long ... Lake Geneva is Chicago’s getaway in the summer but fun can be had in the winter as well. This is an amazing space for parties with a spacious kitchen great whose layout is perfect for hosting, a lovely sunroom with a ping pong table… 10 Chicago renters’ rights your landlord doesn’t want you to know, River North Victorian wedged between high-rises to become office space. Your email address will not be published. Enjoy the private pool … Reunion, this beautifully presented and elegant one-bedroom apartment is Stylish, immaculate and. Up like an old-timey Chicago gangster for a group or family getaway of Chicago –.. A 225-foot haircut – Maureen – United states, “ Explore Chicago from the perspective of ghosts and.! Plan aesthetic with a professional kitchen to cook up a storm discover 195,403 vacation rentals with heated/indoor pool to online... Kids will never shut up about for years fountain is quite well-equipped to discover! Airbnb in Chicago to rest your head 3.5 baths is the best Airbnbs in Chicago, second floor,. 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