Vacation Home Rentals By Owner In Chicago, IL

★☆ ABOUT OUR HOME ☆★brLocated in the heart of Chicago’s Brighton Park neighborhood, this inviting home offers the perfect balance of comfort and convenience. Whether you're visiting for business or leisure, you'll be just a short drive from some of the city's most iconic attractions.brbrFood lovers will appreciate Chicago’s diverse culinary scene, from authentic dim sum in Chinatown to the legendary Vito & Nick’s Pizzeria, known for its famous cracker-thin crust pizza. Explore world-class museums, vibrant shopping districts, and beautiful outdoor spaces, all within easy reach.brbrWith a central location, great amenities, and a welcoming atmosphere, this is the perfect home base for your Chicago adventure!brbrDiscover the perfect mix of convenience and adventure in this vibrant Chicago neighborhood! – See Details Below!brbr★☆ NEARBY ATTRACTIONS & LANDMARKS ☆★br4.0 mi - Chicago Midway International Airportbr4.1 mi - John H Stroger Jr Hospital of Cook Citybr5.1 mi - Garfield Park Conservatorybr7.0 mi - Skydeck Chicagobr7.2 mi - Shedd Aquarium (Corrected spelling)br7.5 mi - Rush University Medical Centerbr7.6 mi - Clarence F Buckingham Memorial Fountainbr8.1 mi - Grant Parkbr8.8 mi - Millennium Parkbr9.0 mi - Navy Pierbr9.1 mi - Riverwalkbrbr★☆ BEDROOM ARRANGEMENT☆★brBR1: 1 Queen BedbrBR2: 1 Queen BedbrLiving Room: 1 Couchbrbr★☆ LIVING ROOM ☆★brStep into a bright and inviting living room designed for relaxation and style. You're greeted by an airy, open space with sleek wood flooring and modern décor. A plush sectional sofa, adorned with textured throw pillows, invites you to unwind. The glass coffee table adds an elegant touch, while the large flat-screen TV enhances your entertainment experience. Natural light floods the room through wide windows and a skylight, creating a warm and welcoming atmosphere. Thoughtfully placed artwork and soft lighting complete the cozy yet contemporary vibe—your perfect spot to lounge and connect.brbr★☆ KITCHEN & DINING ☆★brYour kitchen is a perfect blend of modern elegance and functionality. Crisp white cabinetry provides ample storage, while sleek granite countertops add a touch of sophistication. Stainless steel appliances, including a gas range and built-in microwave, make meal prep effortless. A stylish ceiling fan enhances the bright, open space, complemented by warm wood flooring that extends seamlessly into the adjacent dining nook. Natural light pours in through large windows, creating an inviting atmosphere where you can cook, dine, and gather with ease. brbr★☆ OUTDOOR SPACE ☆★brYour outdoor space is a low-maintenance retreat designed for relaxation and gatherings. A gravel-covered patio area features a cozy fire pit surrounded by Adirondack chairs, perfect for enjoying cool evenings. The private, fenced-in yard provides a sense of seclusion while still offering an open, airy feel. A paved walkway leads to the back entrance, with a sleek metal staircase adding a modern touch. Whether you're unwinding by the fire or enjoying fresh air in this urban oasis, this backyard is a simple yet inviting extension of your home.brbr★☆ KEY FEATURES ☆★br☀ Self-Check-In – Receive a personalized code before arrivalbr☀ 2 Bedrooms | 1 Bathroom – Comfortable and well-appointedbr☀ Fully Equipped Kitchen – Everything you need to cook and dine inbr☀ Cozy Living Room – A perfect space to relax and unwindbr☀ Fast Wi-Fi & Dedicated Workspace – Stay connected and productivebr☀ Outdoor Amenities – Enjoy a fire pit, outdoor seating, and a parking garagebrbr★☆ HOUSE RULES/THINGS TO NOTE ☆★br☀ No Smoking – Keep the air fresh and cleanbr☀ No Parties or Events – Enjoy a peaceful staybr☀ Quiet Hours: 10 PM – 8 AM – Respect for all guests and neighborsbr☀ Pet-Friendly – Maximum of 2 pets allowed ($75 per pet fee)br☀ Parking – The garage has 2 spots, one designated for each unit. If the other unit is vacant, you may use both spots.brbr★☆ Book Now For Your Best Staycation! ☆★

Stylish & Comfy Stay: Close to Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1311.02

Prime Location:brWrigley Field location directly across from the historical ballpark & Gallagher Way Plaza. Newly renovated down to the studs in 2018 includes all hotel grade features.brbrGuest accessbrMassive patio deck that accommodates up to 40 people comfortably & allows for your own private party in the heart of Wrigley! Parties of 20 -35 people is an extra $500. parties of 36-50 are an additional $500 along with a refundable $500 security deposit to cover potential damages.br

New home w/view & party deck - 2nd Floor

Chicago, Illinois, United States

4

Bed

Bath

8

Sleeps

$346.47

Get the most out of your stay in Chicago with this conveniently located South Austin-area vacation rental. Just a short walk from nearby subway stations, this 2-bedroom, 1-bath townhome serves as an excellent home base for exploring the city during your trip. Take the train into the heart of downtown and visit popular sites like The Art Institute of Chicago, Navy Pier, or Skydeck Chicago! Or check out some other nearby attractions like the Garfield Park Observatory or Hemingway Museum!brbr-- THE PROPERTY --brbrWalkable Location | Free WiFi | ~7 Mi to DowntownbrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Queen Sleeper SofabrbrINDOOR LIVING: Flat-screen TV, sunroom, dining table, shower/tub combobrKITCHEN: Refrigerator, stove/oven, cooking basicsbrGENERAL: Window A/C unit, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryerbrFAQ: Stairs required for accessbrPARKING: Free street parkingbrbr-- THE LOCATION --brbrDOWNTOWN CHICAGO (~7 miles): Willis Tower, Little Italy, The Art Institute of Chicago, Greektown, River West, Fulton River District, River North, Magnificent Mile, Streeterville, Chicago Riverwalk, New Eastside, Navy Pier, Millenium Park, Skydeck ChicagobrLOCAL ATTRACTIONS: Garfield Park Observatory (2 miles), Oak Park Observatory (3 miles), Ernest Hemingway Birthplace Museum (3 miles), Frank Lloyd Wright Museum & Studio (3 miles), WonderWorks Children’s Museum (4 miles), Brookfield Zoo (8 miles)brPARKS: Moore Park (0.8 miles), Columbus Park (2 miles), Longfellow Park (2 miles), Barrie Park (3 miles), Scoville Park (3 miles), Euclid Square Park (4 miles), Lincoln Park (8 miles)brPUBLIC TRANSIT: Cicero Green Line Station (0.8 miles), Cicero Blue Line Station (1 mile)brAIRPORTS: Chicago Midway International Airport (7 miles), O’Hare International Airport (13 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires steps to access

Quiet Chicago Townhome: Walk to Subway Stations

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$555.85

Work or play this is where you want to stay! Enjoy Chicago in our comfortable 2 story brick single family home. This amazing location is quiet & just a few blocks to downtown, a short walk to the blueline (subway or L train), shopping, dining, busses, & right across the street- a top rated Irish Pub! Hardwood floors, stainless steel appliances, dishwasher, 1st floor master bedroom, central a/c and heat! Big screen tv, keyless entry with keypad, and blazing fast fiber optic cable internet!brThe spacebr5 bedroom+ 3 bathrooms with 1st floor master suite +1 pull-out sofa couch + air mattresses + back deck (seasonal), Big Screen TV, Record Player with records and bluetooth, and the best location (not more than 10-15min to every bit of the best the city has to offer!)br.brHardwood floors throughout, big screen tv, keyless entry with keypad, and blazing fast fiber optic cable gig speed internet (same upload/download speeds!) Whether what brings you to Chicago is work or play- this is where you will want to stay! Hardwood floors on main & top floor levels, stainless steel updated appliances, record player, dishwasher, microwave, large modern farmhouse dining table, first floor master with attached bath (separate shower and tub, double vanity). During the summer stay cool with ice cold central a/c and stay toasty in the winter with forced air heat! Big screen tvs, keyless entry with keypad, building security, and blazing fast fiber optic cable internet! With vintage charm of an old 1800's historic Chicago home and updated modern conveniences, charming décor (such as a gorgeous wrought-iron-base wooden farmhouse table with bench and stools), and comfortable accommodations like the extra fast fiber optic internet (same upload & download speeds!) make this a fantastic choice if you're in town for work or pleasure. Perfectbr.brIt boasts quick & easy access to the highways, close proximity to (and to transportation to) festivals & events such as Lollapalooza, Riot Fest, McCormick place, United Center, Wrigley Field, Lake Michigan, and more- pretty much no more than 10-15min from EVERYTHING.br.br1st Floor King Suite has King bed, leather chair w/ottoman, tv w/dvd player, attached bathroom with separate shower & tub.br.br2nd Floor has 4 Queen/Full bedrooms (two have walk-in closets), and a full bath is also located on 2nd floor along with a futon on the landing.br.brMain Level has 1/2 bath, and queen pull-out couch.br.brFinished Basement has queen pull-out couch, L-Shaped couch, work-space area, fuzball table, full bathroom, and full sized washer/dryer.br.brbrMany people stay here who are in town for the amazing museums, musical festivals, concerts, art, and sightseeing: Lollapalooza, The Chicago Marathon, Festivals, the many wonderful Chicago museums, Blues Fest, to see the museums tourist sites, Art museum, Field Museum, Sceience & Industry Museum, Nature Museum, Shedd Aquarium, Planetarium, Solider Field, Wrigleyville, Wrigley Filed, to see the Cubs, to watch the White Sox, Comisky Park, US Cellular Field, Sears Tower (now called Willis Tower)... well but we still call it the Sears Tower ;-) , Belmont & Sheffield Music Festival, The Bean - Cloudgate, Shopping on the Magnificent Mile (Michigan Avenue Shopping), Trump Tower, United Center, Hancock Building, music venues, festival locations, Riot Fest, Lollapalooza, Chicago Theater, Lyric Opera House, Merchandise Mart, and so much more. Perfect place for larger groups as there are so many bedrooms, 3 fully finished levels of living space, extra pullout/sleeper couches and air mattresses.

◆◆◆ Work, Play, Eat , 5B/3BA Near Everything ◆◆◆

Chicago, Illinois, United States

Bed

Bath

Sleeps

$438.86

3BR Townhouse in Rogers Park, Chicago – Cozy, Affordable & Perfect for GroupsbrbrMake your stay in Chicago extra special in this warm and inviting 3-bedroom, 1-bath recently renovated townhouse in Rogers Park, perfect for families and groups up to 6. Enjoy a budget-friendly Chicago vacation rental located close to shopping, local restaurants, and favorites like Loyola University, Northwestern University, Saint Francis Hospital, Endeavor Health Swedish Hospital, and festive Devon Ave.brbrRelax in a cozy living room ideal for movie nights, cook holiday meals in the fully equipped kitchen, and settle into three comfortable bedrooms after a day exploring Chicago’s winter charm. With reliable Wi-Fi, smart TV, and easy access to public transit and Lake Michigan, this home is an excellent choice for your Chicago getaway. brbrCelebrate the season in a cheerful, convenient, and comfortable Rogers Park holiday rental—perfect for creating lasting memories with loved ones.

Spacious 3 Bedroom 1 Bathroom Rogers Park Town House Budget-Friendly

Chicago, Illinois, United States

Bed

Bath

Sleeps

$684.52

Wake up to a sun-drenched entire, century-old, four-square architecture home in a safe, quiet, tree-lined Chicago Northside neighborhood. Historic home has original wood flooring, architectural details, indoor fireplace, 3 bedrooms and a pull-out sofa bed in living room with sliding wood pocket doors to add privacy. House sleeps 8. brbrAmple outdoor space makes it great for larger groups, both in summer and winter. There's an expansive front covered porch to enjoy your morning coffee and a large manicured backyard with dining table, chaise lounge, Adirondack chair and outdoor fire pit. Patio has a brand new 6-person hot tub, patio furniture and outdoor barbecue.brbrConveniently located near plenty of public transportation, it’s a block from Addison express bus to Wrigley Field, three blocks from blue line El train to downtown and O’Hare Airport, and just blocks from two Metra train lines that get you to both downtown stations. Ample free street parking makes it easy to bring a car. Hop on the nearby Kennedy Expressway, 3 blocks away, to drive or Uber downtown. brbrThis vacation rental combines classic charm with modern amenities like a washer-dryer, Wi-Fi, 50” smart TV, central air-conditioning & heat, and a large kitchen with breakfast table is stocked with everything you need to make a marvelous meal at home. Dining room has dining table that seats six. Restaurants within a few blocks include Thai, Mexican, deep dish pizza and a cider brewery. brbrTravelers will find the best of both worlds here- 15 minute drive from Chicago's loop with easy access to the hippest neighborhoods, while still finding solace and respite from the bustling city. Please observe quiet hours between 10pm-8am. Hot tub is not available for use during quiet hours.

Historic North Side house w/ hot tub, public transit hub near downtown & Wrigley

Chicago, Illinois, United States

Bed

Bath

8

Sleeps

$178.64

Great for families that want to experience a local neighborhood in Chicago. Plenty of walkable amenities nearby including Phil's Pizza, Bridgeport Art Center, Guaranteed Rate field (Home of the Chicago White Sox) and quickly accessible via car or public transportation into downtown in 20 minutes. Property has 2 bedrooms featuring queen size beds, connected by a corridor and sunroom. There is also a grill in the back yard available for use!

2 Bedroom Home nestled into the heart of Bridgeport, Chicago. Very walkable!

Chicago, Illinois, United States

Bed

Bath

4

Sleeps

$106.57

Chic & Cozy Chicago Stay • Close to Downtownbrbr★☆ ABOUT OUR HOME ☆★brNestled in a prime Chicago neighborhood, this home offers the perfect balance of city energy and local charm. Just minutes from downtown, you'll have easy access to top attractions, renowned dining, and vibrant nightlife.brbrFood lovers will appreciate Chicago’s diverse culinary scene, from authentic dim sum in Chinatown to the legendary Vito & Nick’s Pizzeria, known for its famous cracker-thin crust pizza. Explore world-class museums, vibrant shopping districts, and beautiful outdoor spaces, all within easy reach.brbrWith a central location, great amenities, and a welcoming atmosphere, this is the perfect home base for your Chicago adventure!brbrEnjoy the convenience and adventure in this vibrant Chicago neighborhood! - – Details Below!brbr★☆ NEARBY ATTRACTIONS & LANDMARKS ☆★br4.0 mi - Chicago Midway International Airportbr4.1 mi - John H Stroger Jr Hospital of Cook Citybr5.1 mi - Garfield Park Conservatorybr7.0 mi - Skydeck Chicagobr7.2 mi - Shedd Aquarium (Corrected spelling)br7.5 mi - Rush University Medical Centerbr7.6 mi - Clarence F Buckingham Memorial Fountainbr8.1 mi - Grant Parkbr8.8 mi - Millennium Parkbr9.0 mi - Navy Pierbr9.1 mi - Riverwalkbrbr★☆ BEDROOM ARRANGEMENT☆★brBR1: 1 Queen BedbrBR2: 1 Queen BedbrLiving Room: 1 Couchbrbr★☆ LIVING ROOM ☆★brEnter a modern yet cozy living room, where soft gray walls and crisp white trim create a sleek, inviting feel. A black sectional with textured pillows offers both style and comfort, while exposed ductwork adds an industrial touch. A floor lamp casts a warm glow, and abstract art adds intrigue. Plush carpeting softens the space, leading to a large window that floods the room with natural light and charming neighborhood views. A mounted TV and well-placed mirror enhance the airy ambiance, making this the perfect spot to unwind.brbr★☆ KITCHEN & DINING ☆★brStep into a sleek, industrial-chic kitchen where black granite countertops contrast with crisp white cabinetry. Stainless steel appliances add a polished touch, while exposed ductwork and sloped ceilings bring character. A sturdy wooden dining set sits by sunlit windows, perfect for casual meals. Anchoring the space, a bold black spiral staircase winds upward, illuminated by a striking geometric pendant light.brbr★☆ OUTDOOR SPACE ☆★brYour outdoor space is a low-maintenance retreat designed for relaxation and gatherings. A gravel-covered patio area features a cozy fire pit surrounded by Adirondack chairs, perfect for enjoying cool evenings. The private, fenced-in yard provides a sense of seclusion while still offering an open, airy feel. A paved walkway leads to the back entrance, with a sleek metal staircase adding a modern touch. Whether you're unwinding by the fire or enjoying fresh air in this urban oasis, this backyard is a simple yet inviting extension of your home.brbr★☆ KEY FEATURES ☆★br☀ Self-Check-In – Receive a personalized code before arrivalbr☀ 2 Bedrooms | 1 Bathroom – Comfortable and well-appointedbr☀ Fully Equipped Kitchen – Everything you need to cook and dine inbr☀ Cozy Living Room – A perfect space to relax and unwindbr☀ Fast Wi-Fi & Dedicated Workspace – Stay connected and productivebr☀ Outdoor Amenities – Enjoy a fire pit, outdoor seating, and a parking garagebrbr★☆ HOUSE RULES/THINGS TO NOTE ☆★br☀ No Smoking – Keep the air fresh and cleanbr☀ No Parties or Events – Enjoy a peaceful staybr☀ Quiet Hours: 10 PM – 8 AM – Respect for all guests and neighborsbr☀ Pet-Friendly – Max of 2 pets allowed ($75 per pet fee)brbr★☆ Book Now For Your Best Staycation! ☆★

Chic & Cozy Chicago Stay • Close to Downtown

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1169.16

You’ll find bright, comfy, and inviting living spaces on all three levels. brbrFirst Floor: A private bedroom, family room, full bath, office, and kitchenette with laundry.brbrMain Floor: The main living room with sectional sofa and fireplace, dining area, eat-in kitchen, double French doors overlooking the park, and a private roof deck. brbrThird Floor: Three bedrooms and two full baths. The main suite has soaring 10' ceilings, an en suite bath, fireplace, and laundry. brbrOn the ground level, there’s an attached garage with gated driveway access. Please note: very tall SUVs may not fit in this standard height garage.brbr“Best of the best is the only way to describe our experience at Pam's home. She has an attention for detail that is truly extraordinary.” -JaredbrbrFor your health and safety, we adhere to strict cleaning and disinfecting protocols, including special attention to high-touch surfaces, a hot water laundry, and a hot air drying process. There’s also a two-day restriction in between stays.br

Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center

Chicago, Illinois, United States

Bed

Bath

Sleeps

$617.38

I bought this house in Spring of 2016 and have been remodeling and updating it. There are 2 bedrooms upstairs with a full bath located in the hallway. One bedroom has a king-size bed and the other bedroom has a queen-size bed. The main level has a living room, dining room, kitchen, powder room and another bedroom which I use as my artist's studio. The basement level has a full bath, living room, laundry area, pool table room and bar. There is a queen-size foam mattress sofa bed in the basement. Finally, I have a large backyard that is completely fenced in, along with a 2 car garage. My house will comfortably sleep six adults with two people to a bed.

Adorable single family home in Logan Square

Chicago, Illinois, United States

Bed

Bath

Sleeps

$821.33

Say hello to this modern, spacious, and centrally-located apartment 5 minutes from West Loop + United Center and ~7min to the heart of downtown. Perfect for families, coworkers, a group of friends + festival-goers (420-friendly)!brbrAmple free street parking, 5 min walk to green line train, and a 2 min drive to I-290 expressway. Close to all amenities (Target, grocers, banks), a quiet and safe block with short distance to most areas in Chicago due to instant access to train + expressway.brbrUpdated pictures and amenities coming soon! brbr No crammed rooms, bunk beds, or lame check-out rules.br✅ Multiple kitchens and living rooms, ample space for relaxation and bonding, and easy accessibility everywhere with I-290 and Green line “L” train a short journey away.brbrOur building: 3,600 sq ft two-flat home available with large family room in basement with Smart TV, TWO kitchens, TWO living rooms with Smart TVs in each apartment, seven bedrooms with seven actual beds (1 King, 2 Queen, 3 Full, 1 Single), and multiple air mattresses + couches to sleep on. It's bright with quiet-facing windows, and allows everyone to move around comfortably on each floor. We believe having your own space is important, so no bunk beds or crammed rooms! brbrStay cool while indoors with our *brand new central air unit* or you can opt for fresh air on the three-piece patio set which will soon be upgraded to fit larger groups — also good for smoke breaks (420 friendly — outdoors only). There are extra blankets and pillows if you want additional comfort, and three air mattresses that you can place around the property if you need extra space.brbrEnjoy a complimentary bottle of wine as you browse my personalized guide to find all of the best places to check out during your visit. Get comfy on the hammock while watching your favorite shows on the Amazon Firestick or Google Chromecast and keep yourself entertained with darts or family games. Outdoor charcoal grill available!

7-Bedroom 2-Flat Perfect for Groups — Near Train, Expressway, United Center

Chicago, Illinois, United States

7

Bed

Bath

20

Sleeps

$364.47

Discover this fabulous 3-bedroom gem in Chicago. This wonderful house offers a cozy and inviting atmosphere that will make guests feel right at home. With 1 king bed and 2 queen beds, everyone will have a comfortable place to rest after a day of exploring the city. The amazing amenities include iron, WiFi, AC, heating, and a washing machine, ensuring a convenient and enjoyable stay. The 2 bathrooms feature a bathtub and shower, providing options for relaxation. Additionally, there is an office space with a sofa bed, perfect for those who need to catch up on work or accommodate extra guests. We hope you'll enjoy your stay at our house.

Charming 3-bedroom house in brilliant Chicago with WiFi, AC, plenty of sleeping.

Chicago, Illinois, United States

Bed

Bath

8

Sleeps

$191.23

Nestled in Chicago, this delightful smart house offers 3 cozy bedrooms - 2 with queen beds and 1 with a sofa bed. The bathroom features a relaxing bathtub and a hair dryer for your convenience. With additional living spaces that include 2 queen beds, this property is perfect for a group getaway. You're sure to make fantastic memories with a stay at our place.

Charming 3-bedroom smart house in fabulous Chicago with AC, WiFi

Chicago, Illinois, United States

Bed

Bath

Sleeps

$577.29

This property is a smart home with 3 bedrooms and 2 1/2 bathrooms, with a garage for a small to medium size SUV, which comfortably sleeps 8.brEach bedroom has a queen size bed, dresser, smart TV and ceiling fan and a Google mini. There is an additional inflatable twin size bed. The living room has a queen size sofa-bed and a smart TV.brThere is a fully equipped kitchen with a full range stove and a microwave, washer/dryer, complimentary tea and coffee, oil, salt and pepper plus basics for cooking. brThe first floor has a Google tablet. There are lots of bars and restaurants nearby and the property is ideally located for those wishing to make use of the bike trail or running trail.

Smart Home in Logan Square by the 606 Trail

Chicago, Illinois, United States

Bed

Bath

Sleeps

$2182.14

One-of-a-kind opportunity to rent a historic Gilded Age Chicago Gold Coast mansion. All modern amenities meet Romanesque Revival style at this huge 6-bedroom Graystone.brYou will be steps away from Rush Street restaurants, Division Street nightlife, Oak Street Beach, and Michigan Avenue shopping.brEnjoy central air and heat, 3 fireplaces, a fully stocked kitchen, queen and king size beds, balcony and an attached garage. Pets are welcome at no fee. What else could you possibly need brbrPlease turn to the photos to get enchanted by this stunning space and to see the floor plan with layout and sleeping arrangements.brbr**PARKING**brYou get one parking space in the attached garage. The height of the garage door is 6', length 19'. brbr**OTHER AMENITIES**br✦ 2 sets washers and dryersbr✦ free Wi-Fi throughout the propertybr✦ free luggage storage in the garage, as well as extended free parking before check in time and after checkout may be available.br✦ free EV chargerbrbr**EXTRAS**br✦late check out and early check in. Please contact me for availability and pricingbr✦worry free cleaning package- $200. Please see belowbrbr**WORRY FREE CLEANING PACKAGE**brAt check-out you will need to take care of trash overflow, dishes, exuberant messes and any food you brought. The worry-free package covers any and all cleaning. Just walk out in the morning (you do need to move furniture back if you make any changes to the layout). Note that this fee is additional to my regular cleaning fee you pay when you book the place. This package is best for those who want to decorate, cook a lot, are traveling as a group and would rather split the $200 than worry about anything in the morning.brbr**DECORATING THE HOUSE**brYou are welcome to decorate the house. If you attach anything to the walls, please use paint-safe tape and remove it prior to your departure. There is a $200 glitter and confetti fee.brbr**ACCESSIBILITY**brThere are 7 steps to access a first-floor bedroom.brbr**HOUSE RULES**brUnregistered guests are not allowed on the property. The presence of more than 26 guests is unlawful. A guest is anyone at the property, staying the night, or just visiting. Minors need to have a responsible adult present. Primary booker is required to stay on the property and provide an ID. IDs will need to be provided prior to your arrival for everyone spending any time at the property for reservations made less than 30 days in advance. This includes overnight guests or any visitors. There is a counter installed. I utilize a private security firm. If the counter shows more than the registered number of people or if I get a noise complaint from neighbors, security will be immediately dispatched. A $200 dispatch fee will be charged from your security deposit. Should they be unsuccessful in removing you from the premises, they will involve the police. This is not a place for a local house party.br br**GRILL**brCurrently there is a gas grill at the property. I do not provide any supplies including gas. Frequently previous guests leave plenty for the next set to you and there is a gas refill station less than five minutes away. Local grocery store is less than two minutes away.br br**WILDLIFE**brYou will encounter wildlife while staying at the property. Here is what you can expect most commonly:brSpiders and ants are common in Chicago. They get as high as 95th floor of John Hancock building. While we do our best to combat them, it is nearly impossible during high season.brBees, wasps, yellow jackets are abundant throughout the city. While we take care of any nests on the property, I cannot control them in the air and beyond my boundaries.brbr**BREAKDOWNS**brI will use my best efforts to ensure that all equipment within the house is in good working order, although I cannot guarantee that any equipment will not break down during your stay, and therefore such a breakdown does not constitute a breach of this Agreement or give Guest any right to any refund or rental adjustments made for any such mechanical failure. In the event of a breakdown, I will use my best efforts to remedy the situation as soon as possible after notification of the breakdown. There will be no refunds or rebates given for inoperable appliances or faulty equipment, unfavorable weather, interruption of utilities, or minor maintenance problems. No rebates will be given for malfunctions of cable equipment or reception that affect the TV or Internet access. Please remember that I cannot fix a problem if I do not know about it so please communicate any issues promptly.

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Chicago, Illinois, United States

Bed

Bath

Sleeps

$653.97

A house with real character and color. Filled with art, much by the artist who lives in it. Lots of warm oak floors and woodwork. Large dining room table. Spacious living room. Great well-equipped kitchenr with mosaic backsplashes. The dining area has morning sun. The full bath has a stunning blue glass mosaic tile tub-surround. Half bath with a washer/dryer is on first floor. Upright piano in foyer. Huge master bedroom with queen bed has an adjacent sitting room. Second bedroom has a queen, and the third has a full bed. Front sun room gets afternoon light. Ceiling fans in all bedrooms, window A/C units in 2 bedrooms and kitchen. Backyard has several trees, a lovely patio, charcoal grill, a flower garden, and a raised vegetable bed. Less than a mile from Loyola University, a few blocks from Whole Foods and local farmers markets, a mile to jazz at the Green Mill, concerts at the Aragon and Riviera, and just blocks to one of the best sandy beaches on Lake Michigan. There's an easy walk to terrific restaurants, shopping, and public transit.

Gracious, spacious vintage home in a terrific neighborhood near the lake

Chicago, Illinois, United States

Bed

Bath

6

Sleeps

$314.16

Eclectic private home in the heart of Humboldt Park—perfect for families or groups! So much space to make your next best memories! Enjoy top amenities and easy access to all of Chicago's hotspots. Only 12 mins from the United Center, Medical District, Logan Square, Bucktown, Wicker Park, and the heart of Downtown Chicago. Enjoy Navy Pier, Millennium Park, and the best Latin food around! Nearby some of the best dining, bars, and nightlife Chicago has to offer!

Heart Of Humboldt Park- Near IMD/Logan Square/Bucktown/Downtown Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1616.33

Our custom-built house is perfect for a group of guests wanting to experience Chicago to its fullest. The home is a brand new modern masterpiece located in the heart of Old Town and central to all the attractions the city offers.brbrThis 6,200-square-foot luxury property will have you and your guests awe-struck by its modern beauty & state-of-the-art architecture. It features 5 bedrooms & 7.5 bathrooms to accommodate family, friend vacations, group travels, and much morebrbr★ YOUR DOWNTOWN CHICAGO VACATION HAVEN ★brWant to unwind after a long day of exploring the awesome bars, restaurants, attractions, sites & experiences that Chicago has to offer Come back to this gorgeous rental property for a little rest & relaxation! Lounge on the cozy sofas, cook a delicious meal in the state-of-the-art kitchen andbrenjoy the rooftop lounge where you can make lifelong memories with your friends and family.brbr★ ROOFTOP PATIO WITH LOUNGE SEATING★brThis downtown Chicago 5-bedroom home features a rooftop patio lounge where you can take in some vitamin D and enjoy the beautiful sights while barbecuing a delicious meal! Enjoy a morning cup of coffee from our espresso machine as you watch the sunrise over the Illinois horizon. Take in the city skyline as you sit by the fireplace.brbr★ BLOCKS FROM BARS, RESTAURANTS & ENTERTAINMENT★brYou are just a few blocks away from the best bars, restaurants, wedding venues, and entertainment that Chicago has to offer! Go enjoy some of Chicago’s famous deep-dish pizza & world renowned sporting events. This newly-renovated home is centrally located for unbeatable convenience.brbr✢ Brown Line Sedgwick Stop and Red Line Clybourne Stop are Just a Short Walk Awaybr✢ Less Than 3.5 Miles to United Center to Watch the Blackhawksbr✢ Less Than 3 Miles from Wrigley Field to Take in a Cubs Gamebr✢ 8 Miles from Guaranteed Rate Field Where the White Sox Playbr✢ 8 Minute Walk to North Ave Beachbr✢ 20 Minute Walk to the Mag Mile and Navy Pierbr✢ Close to Second City Theater, Steppenwolf, and Lincoln Park Zoobr✢ Numerous Local Bars, Restaurants & Entertainment Within Walking Distancebrbr★ AWESOME GAME HALL ★brYou and the kids will never want to leave the game hall, where you can play the Golden Tee, Ultimate Legends featuring over 300 arcade games, and shuffleboard! This is a perfect way to entertain the children while to adults can enjoy alone time.brbr★ SLEEPS UP TO 12 GUESTS ★brThis stunning Old Town Chicago home was custom-built with an open concept layout with plenty of natural light to allow you and your guests to relax and enjoy your accommodation. It features 5 bedrooms and 5 beds (3 queens and 2 kings), 2 air mattresses, a couch, and 2-floor mattresses that accommodate up to 12 guests. The new modern décor, soaring ceilings, modern bathrooms, and spacious kitchen will have you never want to leave this jaw-dropping home!brbr★ ABUNDANCE OF AMENITIES ★br✺ City Skyline Viewbr✺ Rooftop Patio Loft with BBQ & Fireplacebr✺ Private Sauna/Steam Roombr✺ Free Washer & Dryer in Unitbr✺ Flat Screen TVs with all the streaming apps connected to an Apple TV & Surround Sound Systembr✺ Game Hall with Shuffleboard, Golden Tee, and Ultimate Arcade with over 300 games br✺ Private Gym with Peloton, Exercise Equipment & Weightsbr✺ Soaring Ceilings with Loftbr✺ Lightning Fast WIFIbr✺ Dedicated Workspace with Deskbr✺ Fully Stocked Kitchen with Coffee Bar & Sub Zero Refrigeratorbr✺ Indoor Fireplaces in Living Room & Masterbr✺ Crib & Pack n/ Playbr✺ Dining Table & Bar Top Seatingbr✺ Ice Cold Central ACbr✺ 2 King Suitesbr✺ Hardwood & Tile Floorsbr✺ Deep and Comfy Sofasbr✺ MUCH MOREbrbr★ PRIVATE EXERCISE ROOM, MOVIE ROOM & SAUNA/STEAM ROOM ★brBreak a morning sweat on the Peloton in the exercise room or relax and enjoy your favorite film in the movie room. This house even features a private sauna/steam room where you can loosen up and unwind after a long day. The amenity choices are endless!brbr★ SANITIZED & CLEAN ★brRest easy and have peace of mind knowing that this property is clean and sterilized after every guest's stay!brbr★ #1 IN HOSPITALITY ★brWe want to make your downtown Chicago vacation as special and memorable as possible. That is why we have taken extra steps to ensure you have a top-quality stay with us. We have included cleaning products, a hair dryer, body soap, high chair, crib, hangers, Egyptian cotton linens, extra pillows & blankets, Espresso Machine, ceiling fans, iron, first aid kit, carbon monoxide alarm, fire extinguisher and more! If you have any with your stay, please do not hesitate to contact us at any time. We have guest service agents on call that will offer you a swift and helpful solution.brbrSo... what are you waiting for ! Book this beautiful luxury Old Town Chicago home today!!!brbrRulesbrbrUnregistered guests are not allowed on the property unless approved by owner. The presence of more than 12 guests is prohibited. A guest is anyone at the property, staying the night, or just visiting. Minors need to have a responsible adult present. We will need to check in your entire group together and copy your IDs.brbrEarly Check-Ins and Late Check-Outs are difficult to accommodate. If you need additional time, please consider booking an extra day.brbrLocal groups looking to use the property for a party, gathering or other group event are expressly prohibited and your reservation may be canceled.brbrAny guest booking this property must be staying at the property for the full duration of the reservation and is responsible for the actions of all people in the group. Bookings made on behalf of others are not allowed. brbrUp to $5000 fee if damage is done to the property

Luxury House in the heart of Old Town with Parking

Chicago, Illinois, United States

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Bath

Sleeps

$454.98

Located in Chicago’s West Town neighborhood, you, your family and friends will be close to everything when you stay at this centrally-located home. Adjacent to the West Loop neighborhood, Fulton Market District and directly West of Chicago’s Downtown Loop (city center), a few blocks North of the United Center and just South of the popular Logan Square and Wicker Park neighborhoods. 2.4 miles from Ogilvie and Union train stations, 2 miles to the #290 entrance/exist and walking distance to the green and pink line train stops and CTA bus stops both North/South and East/West.brThis row house is a modern version of the traditional Chicago row houses. located on a block of row houses all with the same exterior design, each individually owned. It has four levels with the garden level acting as a utility storage room. The living room, dining and kitchen are located on the next floor up and bedrooms above it, imitating the traditional row house layout. The top floor acts as both another bedroom , study or entertainment room. The property has one deck, three Juliet balconies and two roof top decks, views of the city skyline and the west side.

Chicago West Town Row House

Chicago, Illinois, United States

Bed