Vacation Rentals By Owner In Chicago, IL

Summary:brbrSimple, cozy space to relax. Fully furnished and ready for your stay.brbrbrbrThe Space:brbrEnjoy a comfy and convenient stay in this fully furnished 1-bedroom apartment.brbrbrbrWhat you'll find:brbr- Sofa and TV in the living areabrbr- Well-equipped kitchenbrbr- Bedroom with queen size bedbrbr- Clean bathroombrbr- Reliable WiFibrbr- Easy self check-inbrbrbrbrGuest Access:brbrImportant Arrival InformationbrbrFor your comfort and security, please complete the check-in form before heading to the property. Detailed check-in instructions will be sent once the form is submitted. Kindly wait to receive these instructions before arriving at the address.brbrbrbrOther Things to Note:brbrThis listing represents multiple similar units; each has the basics, but the setup or design may vary a bit.brbrbrbrTo wrap up your booking, we’ll just need a few quick details and a valid ID.brbrbrbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

Nice 1BR Spot, Unwind & Relax

Chicago, Illinois, United States

Bed

Bath

Sleeps

$233.46

Summary:brbrEnjoy a stylish stay in this centrally located one-bedroom apartment. Thoughtfully furnished and designed for comfort, the space offers everything you need to relax and unwind while being close to the best the area has to offer.brbrbrbrThe Space:brbrLocated on the 2nd floor (please note: stair access only), this cozy space offers everything you need to feel right at home. The living and dining areas provide a great spot to relax or enjoy a meal, and the kitchen comes fully equipped with a stove, oven, refrigerator, and all the essentials for cooking and dining in.brbrbrbrThe bedroom features a comfortable queen-sized bed with fresh linens, while the bathroom is stocked with towels and toiletries for your convenience. Whether you're working remotely or just need to check a few emails, there's Wi-Fi and a dedicated desk space. It’s a great setup for solo travelers, couples, or anyone looking for a clean, quiet, and well-equipped place to stay.brbrbrbrGuest Access:brbrYou'll have the apartment to yourself but no unauthorized guests please.brbrbrbrThe Neighborhood:brbrGreat location—just a few minutes from beach parks like Loyola and Leone. brbrYou'll also find plenty of dining spots and bars nearby, all within a short walk or quick drive.brbrbrbrGetting Around:brbrSome of the public transportation options just a short walk from the apartment:brbrSheridan & Chase bus stop – about a 4-minute walkbrbrLunt & Glenwood – around a 6-minute walkbrbrMorse Station – about an 8-minute walkbrbrJarvis Station – roughly a 10-minute walkbrbrbrbrOther Things to Note:brbrTo help ensure a smooth and secure check-in, we may kindly ask for a photo of your ID prior to arrival. Your information will be handled with care and used solely for verification purposes.brbrbrbrPets are allowed with prior approval and a per pet fee of $50. Dogs and cats only please. Pets must not be left unattended unless crated or confined, must observe quiet hours, and are not allowed on furniture. The pet fee does not cover any damage to furniture, bedding, or rugs, or extra cleaning required due to hair or odors.brbrbrbrThank you for your understanding and cooperation!

Cozy 1BR Apartment in Rogers Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$452.95

Summary:brbrEnjoy a comfortable stay in this thoughtfully designed studio located right in the heart of the city. The space features a cozy sleeping area, a well-equipped kitchenette, and a modern bathroom, making it ideal for solo travelers or couples. Natural light fills the unit, creating a relaxed and inviting atmosphere after a day out.brbrbrbrStep outside and you’re minutes away from dining spots, shops, and key city attractions. Whether you’re in town for work or a quick getaway, this centrally located studio offers both convenience and a calm place to recharge.brbrbrbrThe Space:brbrStep into this fully furnished studio designed for both comfort and ease. The open layout thoughtfully combines the living, dining, and sleeping areas, creating a cozy yet functional space with modern touches throughout. Stylish décor and practical amenities make it easy to settle in, whether you’re working remotely or winding down.brbrbrbrLocated in a convenient city neighborhood, you’ll be close to great dining, shopping, and local spots, making this studio a perfect home base for your Chicago stay.brbrbrbrDining OptionsbrbrYou’ll find a mix of local favorites and diverse eats within walking distance:brbr• Virtue Restaurant – Highly rated Southern cuisine, great for a special dinner.brbr• Roux – Southern comfort breakfast and brunch classics.brbr• 14 Parish Restaurant and Rhum Bar – Caribbean influenced menu with lively vibes.brbr• Valois Restaurant – Iconic Hyde Park diner for classic American meals and breakfast.brbr• Medici On 57th – Family-friendly spot with varied entrees and pastries.brbr• Cafe 53 – Cozy cafe perfect for coffee and light bites.brbr• Mesler Kitchen | Bar | Lounge – Casual American fare and drinks.brbr• Saucy Porka Hyde Park & The Nile of Hyde Park – Local favorites for casual fusion and Middle Eastern meals.brbr• Chant Restaurant In Hyde Park – Asian fusion option not far from the main streets.brbr• Truth Be Told – Pub-style spot if you’re in the mood for a relaxed drink or meal.brbrbrbrShopping and Local FindsbrbrHyde Park’s retail corridors on 53rd, 55th, and 57th Street have plenty of small shops, boutiques, and specialty stores to explore. You’ll also find bookstores, art galleries, and seasonal markets in the area.brbrbrbrGuest Access:brbrGuests will have full and private access to the entire studio during their stay. This includes the sleeping area, kitchenette, and bathroom. You’re free to come and go at your convenience, making the space feel like home from the moment you arrive.brbrbrbrImportant Arrival InformationbrbrFor your comfort and security, please complete the check-in form before heading to the property. Detailed check-in instructions will be sent once the form is submitted. Kindly wait to receive these instructions before arriving at the address.brbrbrbrThe Neighborhood:brbrLocated in Hyde Park, this neighborhood offers a great balance of city energy and local charm. You’ll find tree lined streets, cafes, restaurants, and shops just a short walk away, along with easy access to public transportation. The area is known for its cultural spots, parks, and welcoming community feel. Downtown Chicago is easily reachable, making this a convenient home base whether you’re exploring the city or staying local.brbrbrbrDining OptionsbrbrYou’ll find a mix of local favorites and diverse eats within walking distance:brbr• Virtue Restaurant – Highly rated Southern cuisine, great for a special dinner.brbr• Roux – Southern comfort breakfast and brunch classics.brbr• 14 Parish Restaurant and Rhum Bar – Caribbean influenced menu with lively vibes.brbr• Valois Restaurant – Iconic Hyde Park diner for classic American meals and breakfast.brbr• Medici On 57th – Family-friendly spot with varied entrees and pastries.brbr• Cafe 53 – Cozy cafe perfect for coffee and light bites.brbr• Mesler Kitchen | Bar | Lounge – Casual American fare and drinks.brbr• Saucy Porka Hyde Park & The Nile of Hyde Park – Local favorites for casual fusion and Middle Eastern meals.brbr• Chant Restaurant In Hyde Park – Asian fusion option not far from the main streets.brbr• Truth Be Told – Pub-style spot if you’re in the mood for a relaxed drink or meal.brbrbrbrShopping and Local FindsbrbrHyde Park’s retail corridors on 53rd, 55th, and 57th Street have plenty of small shops, boutiques, and specialty stores to explore. You’ll also find bookstores, art galleries, and seasonal markets in the area.brbrbrbrGetting Around:brbrGetting around is easy with several public transportation options nearby. Buses and the Metra train are within walking distance, providing quick access to downtown Chicago and other parts of the city. Ride shares like Uber and Lyft are readily available, and street parking may be available in the area. Whether you’re commuting or exploring, this location makes getting around simple and convenient.brbrbrbrOther Things to Note:brbrTo keep things secure for everyone, we might ask for verification like government ID and additional screening.brbrbrbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.brbrbrbrInteraction with Guests:brbrImportant Arrival InformationbrbrFor your comfort and security, please complete the check-in form before heading to the property. Detailed check-in instructions will be sent once the form is submitted. Kindly wait to receive these instructions before arriving at the address.

Cozy Well-Equipped Studio Apartment

Chicago, Illinois, United States

Bed

Bath

Sleeps

$369.23

Summary:brbrStay in one of Chicago’s most walkable and charming neighborhoods. This stylish Hyde Park studio is perfect for couples, solo travelers, students, and remote workers looking for a comfortable stay near the University of Chicago, Museum of Science and Industry, restaurants, cafés, and the Lake Michigan shoreline.brbrbrbrThe Space:brbrFeel at home while exploring one of Chicago’s most iconic neighborhoods. This cozy Hyde Park studio is designed for comfort, whether you're visiting for a campus tour, work trip, medical stay, or a weekend in the city. After a day out, unwind in a calm and comfortable space with everything you need for a relaxing stay.brbrbrbrThe studio features a comfortable sleeping area, smart TV with streaming apps, dining space, kitchen essentials, and WiFi for remote work or streaming. Perfect for solo travelers, couples, visiting students, and professionals looking for a convenient stay near the University of Chicago and downtown Chicago.brbrbrbrSpend your days exploring nearby cafés, bookstores, museums, and the lakefront. Walk through the beautiful University of Chicago campus, visit the Museum of Science and Industry, or enjoy sunset views at Promontory Point along Lake Michigan. Downtown Chicago is easily accessible by car, Metra, or CTA transit.brbrbrbrPlease note: Before confirming your stay, we’ll kindly ask for a quick ID check and a few basic details. Thanks for understanding!brbrbrbrGuest Access:brbrImportant Arrival InformationbrbrFor your comfort and security, please complete the check-in form before heading to the property. Detailed check-in instructions will be sent once the form is submitted. Kindly wait to receive these instructions before arriving at the address.brbrbrbrThe Neighborhood:brbrLocated in Chicago’s Hyde Park neighborhood, this area is known for its historic charm, walkable streets, local cafés, and cultural attractions. Home to the University of Chicago, Hyde Park offers a mix of academic energy, green spaces, and easy access to the lakefront.brbrbrbrPopular nearby restaurants and cafés include Medici on 57th, Plein Air Cafe, Valois Restaurant, and Ascione Bistro. Nearby attractions include Museum of Science and Industry, University of Chicago, Promontory Point, Jackson Park, and Obama Presidential Center currently under development nearby.brbrbrbrGetting Around:brbrGetting around Hyde Park is easy with access to CTA buses, Metra Electric stations, bike paths, and rideshare services. Downtown Chicago is about 15–20 minutes by car or accessible via public transit. The neighborhood is highly walkable, making it easy to reach restaurants, coffee shops, parks, grocery stores, and attractions without needing a car.brbrbrbrOther Things to Note:brbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

Homey Hyde Park Studio Near UChicago

Chicago, Illinois, United States

Bath

Sleeps

$457.38

Summary:brbrOur 2-bedroom apartment is fully furnished and perfect for a comfortable stay. It’s got a kitchen if you feel like cooking, a bathroom to freshen up, and reliable Wi-Fi. The location is spot-on, close to all the cool spots – cafes, shops, and easy transport. Whether you're here to unwind or explore, it’s a great base to do both.brbrbrbrThe Space:brbrThe living area is inviting and comfy, with a sofa to kick back on, a TV to unwind, and a dining table for meals or hanging out. The kitchen’s fully stocked with all the appliances and essentials you’ll need, whether you're cooking a quick breakfast or a full dinner.brbrbrbrBoth bedrooms come with cozy queen-sized beds, so you can rest up after a day of sightseeing or work. There's also one bathroom, and WiFi throughout to keep you connected. Our apartment is in a great location, close to everything you’ll want to explore, making it a perfect spot to relax and enjoy your time.brbrbrbr*Be advised: Our place is near the train station, so you might hear trains occasionally. Light sleepers may want to bring earplugs to sleep more comfortably.brbrbrbrGuest Access:brbrGuests have full private access to the unit, including bedrooms, bathrooms, living area, and kitchen. Check-in instructions will be provided prior to arrival.brbrbrbrThe Neighborhood:brbrSituated in Chicago’s Lakeview neighborhood, within the vibrant Lake View East area, this location is celebrated for its lively atmosphere, diverse dining scene, and close proximity to Lake Michigan. The neighborhood blends historic charm with modern conveniences, attracting both locals and visitors. Nearby dining options include favorites like Scooter’s Frozen Custard, Frasca, and Paulina Market, catering to a range of tastes from casual snacks to fine dining.brbrbrbrGetting Around:brbrPublic transit options are convenient with the Brown, Red, and Purple CTA Lines and nearby bus stops within walking distance, providing quick access to downtown and other neighborhoods. The area is very walkable, with coffee shops, restaurants, grocery stores, and boutiques close by. Divvy bike stations and the scenic lakefront trail offer great biking opportunities. Street parking is available, though some areas may require permits, and rideshare services like Uber and Lyft are readily accessible.brbrbrbrOther Things to Note:brbrOnly cats are welcome with prior approval and a fee of $75 per pet. Pets may not be left unattended unless properly crated and must observe designated quiet hours. For the comfort of future guests, pets are not allowed on furniture.brbrbrbrPlease note that the pet fee covers standard cleaning only and does not include any damage to furniture, bedding, rugs, or additional costs related to excessive hair or odor removal.brbrbrbrTo complete your booking, we just ask for a quick ID check and a brief screening. Thanks so much for your understanding.

Lakeview 2BR Cozy Apartment

Chicago, Illinois, United States

Bed

Bath

Sleeps

$182.7

Summary:brbrTucked away in historic Old Irving Park, this cozy spot offers a perfect mix of city convenience and neighborhood charm. Just a short walk to the Blue Line and Metra, you’re minutes from downtown or O’Hare! Stroll leafy streets, grab a bite at local gems like Smoque BBQ or Eris Brewery, and unwind in this quiet, friendly pocket of Chicago. It’s a hidden gem where vintage homes meet modern vibes—your chill Chi-Town escape!brbrbrbrThe Space:brbrWelcome to your Old Irving Park getaway! This freshly updated 1BR/1BA unit blends comfort and style with a dash of personality. Think hotel vibes, but homier. Relax in a sun-soaked living room, whip up dinner in a sleek modern kitchen, and sink into a cloud-soft bed with luxe linens.brbrbrbr✔️ Wi-Fi & Smart TVbrbr✔️ Fully stocked kitchenbrbr✔️ Walk to Metra/Blue Line—easy rides to downtown & O’Harebrbr✔️ Near top-rated bites like Smoque BBQ, Eris Brewery, & more!brbrbrbrLocated on a quiet, tree-lined street in a safe, historic neighborhood—this is the kind of place where locals say “Don’t tell anyone about it!” brbrbrbrPerfect for solo travelers, couples, or work trips. You’ll love the peace, the perks, and the personal touches. Book your stay—you might not want to leave!brbrbrbrGuest Access:brbrFor your comfort and security, please complete the check-in form before heading to the property. Detailed check-in instructions will be sent once the form is submitted. Kindly wait to receive these instructions before arriving at the address.brbrbrbrOther Things to Note:brbrTo keep things secure for everyone, we might ask for verification like government ID and additional screening.brbrbrbrNo pets allowed.

Stylish 1BR Stay in Irving Vibes

Chicago, Illinois, United States

Bed

Bath

Sleeps

$710.29

Summary:brbrWelcome to your stylish Uptown escape! This bright 2BR/2BA is perfect for families, friends, or work trips. With two cozy queen beds, a full kitchen, and warm, modern vibes, it’s made for relaxing and reconnecting. Pets are welcome too—bring your dog or cat along for the fun! Walk to the lake, explore local eats, or catch a show at the Aragon. Whether you're chilling at home or out exploring, this space has everything you need for an easy, feel-good stay.brbrbrbrGuest Access:brbrImportant Arrival InformationbrbrFor your comfort and security, please complete the check-in form before heading to the property. Detailed check-in instructions will be sent once the form is submitted. Kindly wait to receive these instructions before arriving at the address.brbrbrbrOther Things to Note:brbrDepending on the nature of your reservation, additional verification such as a government-issued ID or a security deposit may be required. If you have any questions or concerns, please don’t hesitate to contact us at any time.brbrbrbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

Elegant 2BR Apartment w/ In-Unit Laundry

Chicago, Illinois, United States

Bed

Bath

Sleeps

$312.04

Summary:brbrEnjoy plenty of space to relax in this cozy, well-appointed home featuring comfy bedrooms, a fully stocked kitchen, and a sleek modern bathroom. Perfectly located just minutes from vibrant local attractions, delicious restaurants, and shopping!brbrbrbrThe Space:brbr This spacious home offers plenty of room for everyone to spread out and relax. The bedrooms feature comfy beds and ample storage, making you feel right at home.brbrbrbr Cook your favorite meals in the fully equipped kitchen, then unwind in the cozy living room.brbrbrbr The modern bathroom has everything you need for a comfortable stay.brbrbrbr Plus, you’re just minutes away from local attractions, great restaurants, and shopping spots.brbrbrbrGuest Access:brbrThe unit is on the 2nd floor and is only accessible by stairs.brbrbrbrThe Neighborhood:brbrWelcome to Andersonville, one of Chicago’s most charming and walkable neighborhoods. brbrbrbrLocated on vibrant Clark Street, this area is known for its independent shops, cozy cafés, and rich Swedish heritage. You're just steps from local favorites like bakeries, boutiques, and popular spots like Hopleaf and the Swedish American Museum.brbrbrbr ‍♀️With everything nearby and easy access to the CTA Red Line and buses, getting around is a breeze. The area is also known for its friendly vibe, diverse community, and fun events like Midsommarfest and weekend markets.brbrbrbrWhether you're here to explore, relax, or live like a local—you’ll love what Andersonville has to offer.brbrbrbrGetting Around:brbr Getting AroundbrbrbrbrEasy access to the CTA Red Line via nearby Berwyn and Bryn Mawr stations, providing quick rides to downtown Chicago.brbrbrbrMultiple bus routes run along Clark Street for convenient local travel.brbrbrbrThe neighborhood is highly walkable and bike-friendly, with Divvy bike stations nearby.brbrbrbrIf driving, major roads and expressways like I-94 are within a short drive.brbrbrbrOther Things to Note:brbrPlease note that additional screening may be required, such as providing a government-issued ID or a security deposit, depending on the circumstances.brbrbrbr⚠️ Our place is near a main road, so you may hear some traffic noise from time to time. If you’re a light sleeper, earplugs might come in handy.brbrbrbrPet-friendly with prior approval and pet fee. Cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.brbrbrbrIf you have any questions or concerns, don't hesitate to reach out.

Stylish and Roomy 2BR in Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$206.2

Summary:brbrFeel right at home in this sleek 1-bedroom apartment, thoughtfully designed with everything you need. Enjoy a comfortable living area, a fully equipped kitchen, and a clean, modern bathroom.brbrbrbrSet in a great location, it’s the perfect place to unwind and recharge after a day out in the city.brbrbrbrThe Space:brbrOur fully furnished 1-bedroom apartment offers a comfortable and convenient stay, perfect for both work and leisure. The bedroom features a cozy queen bed, complemented by a clean and well-maintained bathroom. A welcoming living area provides space to relax or catch up on work at your own pace.brbrbrbrThe kitchen is equipped with the essentials for light cooking, and high-speed Wi-Fi is included throughout your stay. With self check-in, you can enjoy a smooth and flexible arrival experience. Ideally located, this apartment makes a great home base whether you’re visiting for business or exploring the area.brbrbrbrNote: This listing represents multiple similar units. Each is fully furnished with the same features, though layout and design may vary slightly.brbrbrbrA $50 pet fee applies per cat or dog.brbrbrbrGuest Access:brbr**Elevator is temporarily unavailable. brbrGuests will have full private access to the entire 1-bedroom apartment, including the living area, kitchen, bedroom, and bathroom. Enjoy a seamless self check-in experience with detailed instructions provided prior to arrival.brbrbrbrThe Neighborhood:brbrLocated in Hyde Park, one of Chicago’s most vibrant and historic neighborhoods, you’ll be surrounded by a mix of culture, academia, and local charm. The area is home to the University of Chicago, beautiful parks, and easy access to the lakefront. You’ll find a variety of cafés, restaurants, and shops nearby, making it a lively yet relaxed place to stay.brbrbrbrGetting Around:brbrGetting around is easy and convenient. Multiple CTA bus routes and nearby train options, including the Metra Electric Line, provide quick access to downtown Chicago and surrounding neighborhoods. Ride-share services are readily available, and if you’re driving, major roads connect you to the city center in about 15–25 minutes depending on traffic.brbrbrbrOther Things to Note:brbrA brief screening and ID verification are required before confirming your stay.brbrbrbrPet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

Sleek Luxe 1BR in Vibrant Hyde Park

Chicago, Illinois, United States

Bed

Bath

Sleeps

$409.25

Discover the beauty of Chicago from this 2-bedroom apartment. This delightful space features 1 bunk bed and 1 full bed, perfect for a small group of guests. With heating, AC, WiFi, and a washing machine, your stay will be enjoyable and convenient. The bathroom offers a refreshing shower for your comfort. Enjoy your time in Chicago at our fabulous apartment.

Chic 2-bedroom apartment in vibrant Chicago with AC, WiFi

Chicago, Illinois, United States

Bed

Bath

Sleeps

$236.84

Whether you're traveling for business or pleasure, with family, friends or solo, this comfortable 2-bedroom in a classic 1896 Chicago Greystone is fully furnished with 2 queen size beds and a full kitchen that will offer the perfect place to unwind during your stay in Chicago.brbrThe location is a great launching pad for access to anywhere in the city. Parking on the street is free and accessible. It is close to 90/94, several main bus lines and within walking distance of 3 Blue Line stations.brbrThe building is what is commonly referred to as a Classic Chicago Greystone and was constructed in 1896. We have worked to maintain what remains of the original wood floors, trim and windows. The kitchen and bathroom have both been upgraded within the last 10 years. brbrAvondale is one of Chicago’s (kind of) best kept secrets. We are close to a number of amazing, well-known restaurants like Kuma’s Corner, Pissolino and The Wolfhound, all of which are within walking distance. Beer connoisseurs will like being one block away from the Beer Temple, and coffee lovers will enjoy being close to Caravanserai, a Dark Matter coffeehouse. brbrWe are also close to Logan Square and all that it has to offer. brbrThe building is a hop, skip and a jump from I-90/94, offering you easy access to anywhere in the Chicagoland area. We are also close to two main bus lines and 3 Blue Line stations. Uber and Lyft drivers are typically here within minutes. brbrOur neighborhood is subdued and tree lined; the street is a one-way with accessible, free street parking at most hours of the day.brGuest accessbrGuests can access all rooms on the first floor and can use the patio in the backyard; we request that you let us know early in the day if you’d like to use it. brbrThere is no guest access to the laundry room, but there is a laundromat just a few hundred feet up California Ave.

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

Chicago, Illinois, United States

Bed

Bath

Sleeps

$3481.64

Discover your oasis in the heart of the city at our light-filled and lush apartment. Indulge in the warm and bright natural light streaming in through the large front bay windows. Awaken to the serene beauty of the stunning garden next door, an unexpected treasure within the bustling metropolis. Perfect for nature enthusiasts and those seeking a peaceful retreat, this space offers an unparalleled city living experience. Book your stay now and experience the beauty of this one-of-a-kind homebrGuest accessbrForget the cramped and impersonal atmosphere of a hotel room, and experience the ultimate in comfort and convenience at our fully-equipped apartment. Enjoy exclusive access to your own private space, including the entire apartment, secluded backyard and on-site laundry room.brOther things to notebrExperience the ultimate in flexibility and comfort at our spacious 3-bedroom apartment. Perfect for families and groups of friends, this rental boasts a versatile layout, with the third bedroom converted into an office.brbrGuests will have the option to convert the office back into a bedroom with a provided blow-up mattress upon request. The second bedroom features a trundle bed, perfect for accommodating and sleeping two guests comfortably. With the ability to customize your sleeping arrangements, you'll have the perfect space for your needs. Book now and make our apartment your home away from home!

Vintage Chicago Gem: The Rockwell Retreat

Chicago, Illinois, United States

3

Bed

Bath

Sleeps

$489.44

House located in Lakeview / Lincoln Park - close to other popular Chicago neighborhoods. New furniture throughout house. Short cab ride to downtown. Walk, Uber, take public trans or a rickshaw to Wrigley Field or the beach. 24-hour grocery store and pharmacy across the street - tons of neighborhood restaurants and bars within walking distance. You’ll love the location, the conveniences, coziness, and the privacy. Great for couples, solo adventurers, business travelers, families (with kids), and bigger groups.

Private Vacation Home

Single Family Home! Sleeps 8 Lincoln Park/Lakeview

Chicago, Illinois, United States

3

Bed

Bath

8

Sleeps

$391.15

Welcome to Your Luxury Hyde Park Retreat — Just Steps from History, Culture & UChicagobrbrLuxury 3BR/2BA apartment in a fully renovated historic Hyde Park ground-floor apartment. New renovation with high-end finishes, in-unit laundry, patio, dedicated workspace, and Peloton. Two BRs have king-sized beds. Located just 1.5 blocks from the Obama residence, approx. 0.5 miles to the University of Chicago, and about 1.5–2 miles from the Museum of Science & Industry and the new Obama Presidential Center. Ideal for families, groups, or professionals seeking comfort and location.brbrThere is ample street parking available on the block, often right in front of the property. Parking can get a bit more competitive late at night, but it is unlikely to have to find parking more than one block away. There is public transportation to downtown and other areas nearby. The Metra commuter station in Hyde Park is one mile east of the property. Uber, Lyft, and taxis are abundant. It is a 10-minute ride to Soldier Field.

Lux New Hyde Park Apt by U Chicago, Museum of Science & Industry w/Peloton

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1026.5

This brand new home located in Wicker Park offers 7 beds, 6 baths, 2 living areas, 2 chef's kitchen and a dedicated dining area! brbrThis property is very unique as it is two units combined into one, allowing you to take advantage of 7 Bedrooms w/ 9 Beds (5 Queens, 2 Twin XLs & 2 Twins), 6 Bathrooms, 2 living spaces and 2 full kitchens.brbrWe are affiliated with Wave Sushi and offers eligible parties of 6 or more a free bottle of champagne/sake, just show your confirmed reservation! In addition to Wave Sushi the property is in a wonderful location close to bars, restaurants, coffee shops and public transit- the Blue Line is a 2 min walk. Hop on the blue line and come directly from O’hare airport and it is only a 10 min Uber/Lyft to the heart of downtown.brbrParking: There are 2 dedicated parking spots for guests, see the pictures for more details. Should you need additional parking there is typically free street parking in the area. Alternatively you can park in the garage located 1911 N. Western Ave, Chicago IL which is less than 400 feet from the property. They charge about $15 a day.brbrbr

Condo

The Exclusive- 7 Bed, 6 Bath Retreat

Chicago, Illinois, United States

Bed

Bath

Sleeps

$458.08

Luxury, 2000 square feet spacious duplex living in beautiful walkable, and safe Roscoe Village near Wrigley field, surrounded by shops+restaurants. Bedrooms on the top floor for quieter and better sleeps. 5min walk to CTA Brownline Paulina station, Divvy Bike rental; 20min walk to WrigleyField, 3 miles to beaches of Lake Michigan, 5 miles to downtown Chicago by CTA Brown Line L to Downtown River Walk, the Bean in Millennium Park; fast WiFi, a dedicated office room for your work hours; smart 65 TV in the Living room, smart 50'TV in Master bedroom, walk-out deck. Chef's kitchen, complimentary premium coffeebrbrWe have 3 different types of coffee machine to suite your preference.A Cuisinart Automatic Grind & Brew 12-Cup Coffee Maker with Blade Grinder, a Black and Decker Programmable Coffee Maker (in the pantry), a Keurig K-Duo Single & Carafe Coffee Maker (in the pantry). We like to give you choices so that you don't need to DIY when one doesn't work for you.brbrThis modern, bright, spacious duplex on the top of the house is a perfect place for your family/friends/group to enjoy. The house is fenced, and the doors have a smart lock. We may not be able to accommodate with early check in if someone check out on the same day you check in, but you're very welcome to leave your luggage on the patio or on the deck in the backyard. So please give me a heads up before check in so that the cleaning crew knows about the luggage in the backyard.brbr4 bedrooms. 3 for sleep, one on the main floor designated to office space, and 3 full bathrooms.brbrOn Top floor ~brMaster Suite - Sunny with a bird view of the backyard br1 King size bed, private coffee station/mini refrigerator, wall-mount 50 TV, a walking closet, a master bathroom with walking shower, A window AC unit installed in the summer only to provide extra cold air during super hot summer days brbrGuest bedroom br1 Queen size bed. A window AC unit is installed in the summer only to provide extra cold air during super hot summer days.brbrKids room - a bird-view of the streetbr1 Twin, 1 Trundle twin, 3 sleeps in total. A portable AC unit is installed in the summer only to provide extra cold air during super hot summer days.br(Note: The 3rd and 4th bedrooms in the photos are the same room space, one with 2 sleeps, one with 3 sleeps cuz one has a twin bed and one has a trundle twin bed. The platform doesn't have a selection for a trundle bed so I demonstrate them in 2 different bedrooms.)brbrMaster Bathroom ~br2-person vanity, walking shower, tubbrbrGuest Bathroom ~brA full-size bathtubbrbrOn Main Floor:brChef Kitchen ~brSubzero refrigerator, Miele dishwasher, Wolf stove top, Bosch wall-mount oven, toaster, coffee maker/grinder, blender, cooking and baking wares, dining wares, utensils, dish drying rack, salt and pepper, cooking oil, etc.brbrLiving area ~brlarge comfy couch, a wall-mount 65' smart TVbrbrDining area ~brone 8-seat dining table; one 4-seat breakfast table in the kitchen areabrbrBathroom ~ brA full-size bathroom with a walking showerbrbrOffice ~ brA room for working needs. A desk with a 22 Dell monitor is provided. brbrLaundry ~brMaytag stacked washer and dryer, detergent, dryer sheetsbrbrCommunication ~brFast-speed WiFibrbrTV Streaming ~brStreaming ready 65 smart TV, 50 smart TV in the master bedroom.brbrWalkout Deck ~brOne 4-seat patio table can fit 6 peoplebr(please keep voice down after 9PM during weekdays and after 11 PM on weekends)brbrParking ~ brfree unrestricted and unassigned street parking 24/7. One private parking space in the detached garage is available at an extra cost, please ask me if you're interested.brbrComplimentary Premium coffee with 3 options of different coffee machines; your choice of brewing your morning cup of coffee.brbrNOTE: In terms of an early check-in request, we can accommodate it if no one checks out on the same day as you check-in. However, you're welcome to put your luggage on the patio or deck in the backyard. Please send me a note a couple of days before you check-in.brbrNo petsbrbrPlease treat our home as nicely as you would your own

Private Vacation Home

Luxury duplex home in Roscoe Village/Wrigley Field with Free Street Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$997.62

If you’re coming to Chicago and want space, comfort, and a location that truly works—you’ve found it.brbrThis is not a typical rental. It’s a thoughtfully designed, art filled apartment where everything is set up for groups to gather, spread out, and enjoy time together—without sacrificing comfort.brbrEverything You Need, All in One Placebr✅A fully stocked chef’s kitchen for cooking, catering, or casual meals at homebr✅An extra-large dining table—perfect for shared dinners, brunches, or simply spending time togetherbr✅Spacious open-plan living that lets your group spread out while still staying connectedbr✅Superfast WiFi & cable TV for downtime when you need itbr✅Elevator access + single-level layout—no stairs to navigatebrA boutique, owner-operated property—a refreshing alternative to large, impersonal hotelsbrbrAs on-site owners (we have our own apartment ), we take your experience personally. From cleanliness to comfort to communication, every detail matters.brbrWho This Space Is Perfect ForbrbrOur loft is especially loved by:brbr⭐Families traveling togetherbr⭐Groups of friendsbr⭐Bachelor & bachelorette groups looking for a beautiful, comfortable place to gatherbrbr❤️ If your vision includes sitting around the table sharing meals, relaxing together, and enjoying Chicago at your own pace—you’ll feel right at home here.brIf your plans are centered entirely around excessive heavy drinking & late-night partying, this may not be the right fit. We’re a residential, family-friendly building and prioritize a respectful, comfortable environment for all.brbrA Location That Makes Chicago EasybrbrLocated at the crossroads of Lincoln Park, Old Town, and River North, you’re perfectly positioned to explore the city—without being in the middle of the noise.brbr⭐Minutes to the Mag Mile, Fulton Market, Wicker Park, and Wrigleyvillebr⭐Easy access to CTA trains (Red & Brown Lines) and multiple bus linesbr⭐Quick, direct routes to downtown, museums, and major attractionsbrbrThis is one of those rare locations where you can experience Chicago like a local—while still being close to everything.brbrA Neighborhood You’ll Actually Enjoy Living InbrbrStep outside and you’ll find everything you need within walking distance:brbr➡️A large Whole Foods with riverfront seating and multiple dining optionsbr➡️Local favorites like Cafe Ba-Ba-Reeba, Summer House, and neighborhood pubs & wine barsbr➡️Casual spots, cafes, and local breweries for easy meals and drinksbr➡️Nearby theater and comedy at Steppenwolf, iO Theater, and The Second CitybrbrIt’s vibrant, walkable, and full of personality—without the congestion of downtown high-rises.brbrA Smooth, Personalized ExperiencebrbrBecause we are a boutique, owner-operated property (not a hotel), we coordinate your stay a bit differently:brbr➡️Communication is handled through a private WhatsApp groupbr➡️This allows for real-time updates, easy coordination, and quick responsesbr➡️We’ll guide you through arrival and be contactable throughout your staybrbrOur goal is simple: make everything feel easy from the moment you arrive.brbrA Few Important NotesbrPricing varies based on number of guests; final quotes include all applicable fees and taxesbrThe person booking must be part of the group and present at check-inbrA signed rental agreement & guest list and ID are required prior to arrivalbrThird-party bookings require prior approvalbrbr✨The Bottom Line✨brIf you’re looking for a spacious, well-located Chicago stay where your group can truly be together—without the compromises of a hotel—Magic Factory Loft Two East offers a rare combination of comfort, character, and personal hospitality.

4BR Old Town Chicago Loft | Walk to Wells St

Chicago, Illinois, United States

Bed

3

Bath

15

Sleeps

$337.0

Discover the best of Chicago, with this one bedroom apartment in Streeterville with high floor views over the city. It’ll be easy to simply show up and start living in this airy furnished apartment with its fully equipped kitchen, pretty living room, and our dedicated, on-the-ground support. (ID #CHI584)brbrDesigned with you in mindbrbrAs with any Blueground apartment, you’ll find a thoughtfully designed space complete with beautiful furniture and a fully equipped kitchen in this one bedroom property. And, thanks to our superior quality mattresses, fully stocked linens, and towels, you can relax knowing you’ll always feel comfortably at home. When you’re ready for some fun, you can take in the Chicago vibes or bring the entertainment to you with the premium wireless speaker or smart TV. brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Doormanbr - Dryer in buildingbr - Elevatorbr - Swimming poolbr - Washing machine in buildingbr - Loungebr - Parkingbr - Pets allowedbrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy!brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrIdeally LocatedbrbrThis furnished rental is located in Streeterville, only a 5 minute walk from The Loop. One of the fastest-developing neighborhoods in Chicago, Streeterville extends out into Lake Michigan and attracts a blend of young professionals, students, and tourists. A plethora of amenities and activities exist for every lifestyle. From Navy Pier activities to luxury shopping on Michigan Avenue, it is a walkable community with easy access to entertainment.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brPets are welcome, though weight limits and breed restrictions apply and may incur fees.brParking is offered based on availability and is subject to a fee.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment's central location means it can be noisy at timesbr - The heating system operating schedule is controlled by the building managementbr - The cooling system operating schedule is controlled by the building management

Upscale Streeterville Studio w/ Dog Run & Deck, near Park, by Blueground

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1125.89

Summary:brbrNEWLY RENOVATED TOWNHOUSE IN THE HEART OF LINCOLN PARK!brbrbrbrThis private luxury townhouse (duplex) is perfectly located-surrounded by nightlife, restaurants, cultural attractions, and is only two blocks from DePaul University, a 10 min walk to the Lincoln Park, a 15-minute walk to the beach and Wrigley Field. This 2,500 square foot townhouse features 10 foot ceilings, open floorplan, private deck, and is perfect for families, professionals visiting the city on work trips, and everything in between.brbrbrbrThe Space:brbrLocated on the famous Lincoln Avenue, your luxurious townhouse was designed to comfortably host large groups traveling to Chicago, sleeping up to 16 people and is perfectly situated for large groups, families, events, and curated dinners. Everything flows around the spacious and open living room and stylish kitchen, featuring stainless steel cooking appliances and designer level finishes, which creates a unique environment for entertaining and gathering with your group.brbrbrbrYour spacious living/dining room combo is decorated in modern contemporary art and features various seating areas, large sofas, accent chairs, dining table for 12+ people, and smart TV (Netflix, Hulu, Prime, etc. compatible).brbrbrbrAttached to the dining room, the large kitchen includes designer cabinetry and is outfitted with top of the line gas-powered range, oven, microwave, and fridge with island, plenty of cabinetry, plates, cups, and cutlery and Nespresso coffee maker, amongst others.brbrbrbrThis one of a kind townhouse comfortably sleeps 16 people and has 6 bedrooms and 4 full bathrooms. The main bedroom with a king bed, full bath, outfitted large shower and tub. An additional ensuite bedroom with king bed, full bathroom with shower and tub is on the second floor. Two additional bedrooms feature queen beds. Lastly, we also have two bedrooms with bunk beds, one with a full-over-full and one with a queen-over-queen. brbrbrbrSleeping arrangements/room layout:brbrMain bedroom (bedroom 1): King Bed, bathroom with tub and showerbrbrBedroom 2: King bed, bathroom with tub and showerbrbrBedroom 3: Queen bedbrbrBedroom 4: Queen bedbrbrBedroom 5: Bunk bed, full-over-fullbrbrBedroom 6: Bunk bed, queen-over-queenbrbrbrbrWe provide one parking spot in the garage 1 block away. There are several other parking solutions should you need additional spots. brbrbrbrOur units are made up fresh before each guest and their group arrives. Our professional cleaning service that we use on all of our properties do a thorough job of cleaning all areas, focusing on high touch point areas. Each bed is stripped and all sheets, pillow covers, and duvet covers are washed thoroughly after each stay.brbrbrbrTo abide by all legal requirements and building security rules, you may be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, pass through our verification portal and, in some instances, complete a criminal background check.brbrbrbrImportant note: The information is collected for screening and verification only and is not stored or used for any other purposes.brbrbrbrPlease be advised that all guests will be asked to sign a rental usage agreement that governs the terms of the stay. By completing the reservation you agree to the following:brbrbrbr-You agree to be bound by our rental terms and conditions.brbr-You acknowledge that you will be required to provide a copy of a valid government-issued ID and matching credit card prior to check-in.brbr-You acknowledge that you may be required to undergo a background check if mandated by the property management company or the building, as stated in accordance with your rental agreement and the condition of the booking.brbr-You understand that your check-in instructions might be withheld until you have successfully completed our verification portal.brbrbrbrGuest Access:brbrYou will have full access to all rooms and spaces inside the unit, except for one utility closet. Temporary access codes will be shared 24 hours before rental commencement by email.brbrbrbrInteraction with Guests:brbrWe pride ourselves on making our guest's stay as enjoyable as possible. We live in Chicago and are available should anything come up.

Private Vacation Home

Luxury Two-Level Townhouse | Patio | Lincoln Park

Chicago, Illinois, United States

6

Bed