Vacation Home Rentals By Owner In Chicago, IL

Modern Elegance Meets Historic Charm!brStunning 4-bed, 3.5-bath fully renovated home in the heart of the historic GAP district. This spacious property has two living rooms, 2 king beds, 2 queen beds, 2 sofa's one that converts into a full bed, a back yard, garage parking and ample free street parking. brbrSince this is a new listing for us please scroll down to see our other properties, all of them have a rating over 4.9!brbrStep inside to an elegant transitional design with a spacious and thoughtfully designed floor plan that blends drama and functionality. Enjoy sleek flat-panel cabinetry, infinity quartz countertops, subway tile backsplash, and premium Viking appliances. Richly stained hardwood floors and timeless millwork add warmth and character throughout.brbrNearby Attractions:brbr- Sox-35th Red Line Stop is .5 miles away and the red line will bring you to the city center including River North, Riverwalk, Millennium Park and Magnificent Mile in 15 minutes or less!br- White Sox Stadium .6 milesbr- Grocery Stores .5 (Jewel) & .7 (Mariano's) milesbr- Lake Front Path .8 Milesbr- McCormick place 1.5 milesbr- 31st Street Beach 1.5 Milesbr- Shed Aquarium 3 Milesbr- Magnificent Mile & Navy Pier 5 Milesbr- Midway Airport 10 Milesbr- O'Hare Airport 21 MilesbrGeneral Principles: br• These House Rules are intended to ensure that our property and neighbors are respected. Rest assured, there should be no problems if that happens, but if you feel you cannot follow our Rules, we respectfully ask that you not book with us. br• Please respect our property and neighbors (there are families in the association) and keep noise to a minimum, especially after 11 p.m. Guests are not permitted past 10 p.m. brbr Zero Tolerance Policy:br• If any party is thrown, large or small, or anyone engages in drug use, including marijuana use, we will require you to leave the property and impose the fines below. brbrDamage Deposit and Fines:br• We have overwhelmingly positive relationships with our guests and are rarely forced to fine anyone. Our intent is not to prevent you and your group from enjoying yourselves. We want all of our guests to have fun! Instead, our intent is to weed out bad actors and prevent situations that may disturb our neighbors and damage our property.br• We impose fines if any party is thrown, large or small ($1,000); anyone smokes in the property ($350); the keys are not returned ($35); the garage door opener is not returned ($100); or any theft occurs ($500 minimum depending on the item). We may also impose a $100 fine for excessive noise. br• Do not flush wipes down the toilet. It will cause the basement to flood and will result in a $250 fine plus cost of repairs. br• Use of the fireplace on the main will result in a $600 fine, plus any additional damages. The gas fireplace in the master bedroom is available for use.br• If you timely let us know about a missing or damaged item, we will simply charge for the replacement cost. Otherwise, if anything is stolen, missing, or damaged, but unreported, you will be fined, or your damage deposit will be reduced by, three times the replacement cost for the missing item, and theft will result in a $500 minimum fine.br• If more guests stay at the property than the number of guests specified in your reservation, you will be charged $25 per unidentified guest each night. If more guests stay than the maximum allowed by the listing, you will be charged $50 per extra guest per night, and either your damage deposit will not be returned or you will be fined $100.br• On rare occasion, when our home is left unusually dirty, the cleaner charges extra. If this occurs, you will be charged $50 for each hour of cleaning beyond the allotted cleaning time. br• If you fail to check out at 11:00 a.m. on the last day of your stay, we reserve the right to fine you: (1) $50 if you are not out by 11:15 a.m.; and (2) an additional $50 at 12:01 p.m. and for each subsequent hour.

Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick

Chicago, Illinois, United States

Bed

Bath

10

Sleeps

$167.18

Beautiful 4 bedroom lots of closets / 2 bath home brCentral A/C * Huge 'Chef' Kitchen with stove, microwave, fridge, dishwasherbrLovely Hardwood Floors, Wi-Fi / Back yardbr2-Car Garage / Near Metra, Lake

Spacious 4-bedroom house in cool Chicago with AC, WiFi

Chicago, Illinois, United States

Bed

Bath

Sleeps

$433.41

Single family house in the heart of Chicago’s Pilsen community. This mid-century home is flooded with natural light and features an open floor plan with a kitchen that overlooks the dining and living room. The main level has 2 large bedrooms and 1 completely renovated bath. Lower level has a family room and one additional bedroom (queen bed) and half bath. There is also a twin bed in Fam. room. Private backyard w/6-person table, grill and patio with lounge furniture. brbrLocation/Parking/Public Transit: br- The driveway pad accommodates 2 cars/SUVs but not huge trucks or jumbo SUVs. I can provide parking passes to park on the street if necessary.br- Only two blocks to the CTA Pink Line Station which gets you into the the Loop (Downtown) in less than 15 mins. br- The home is located between two major expressways; I-55 is one mile south and I-290 is one mile north.brbrMisc. Notes: brThis is an older home that has been in our family for forever! It's been very well maintained but some features are a bit older. The original 1964 kitchen is in great shape and the appliances have all been updated. The lower level is wide open but the still has some of the older finishes and quirky features from when we were kids. The half bath in the basement has some vintage wall paper that is sure to bring you back to the 1970's.

Spacious Single Family House with Parking

Chicago, Illinois, United States

Bed

Bath

7

Sleeps

$768.73

This is a large historic Chicago home home that sleeps 18 and is perfect for large family or group stays. 6 bedrooms and 2.5 baths plus 3 free parking spots available w/ a nice backyard and park with park 10 feet away. Peaceful and safe location with the chance to relax after enjoying the city with our fire pit and BBQ. Easy bus ride or drive to Wrigley Field, concert venues or hop on the blue line downtown. Quality food nearby and close to airport (ORD). 2 kitchens, dinning room, 2 large living rooms and a game room gives you lots of space and we provide all bathroom necessities and full kitchens for your stay. This is an amazing spot for your time in Chicago!

Beautiful Home - Great for Groups, Parking & Food

Chicago, Illinois, United States

Bed

Bath

Sleeps

$847.68

Experience Chicago from our cozy 3-bedroom Lincoln Park retreat! This unique condo blends historic charm, featuring 20-ft vaulted ceilings and original brickwork, with modern comfort. Comfortably sleeping 8, it's perfect for groups. Located less than a block from DePaul University and a mile from Lincoln Park Zoo and the Lakefront, you're in the heart of one of Chicago's most desirable neighborhoods. Walk to everything - coffee shops, fine, casual or specialty dining, boutiques, to name a few.brbrStep into a unique, street-level apartment where historic charm meets modern living. The open-concept main area boasts a dramatic 20-foot vaulted ceiling and original 1939 brickwork, creating a spacious and inviting atmosphere for your group.brbr**Living & Dining:**br* Comfortable living room with a couch, chair, and TV for relaxation.br* Large dining area with seating for eight, perfect for group meals.br* Fully equipped and well-stocked kitchen with a huge pantry for all your culinary needs.brbr**Bedrooms & Bathrooms:**brA quiet hallway leads to three private bedrooms and multiple bathrooms, ensuring comfort and privacy for everyone.br* **Bedroom 1:** King-sized bed, twin bunk beds, a TV, and a large closet.br* **Bedroom 2:** Queen-sized bed and a closet.br* **Bedroom 3:** Queen-sized bed, a large walk-in closet, and a private en-suite bathroom with a tub/shower combination.brbrAn additional full bathroom with a large, glass-enclosed shower is located in the hall. A convenient half-bath is also situated just past the kitchen.brbrGuests will have private and exclusive access to the entire apartment. Enjoy the freedom and privacy of having the whole space to yourselves.br**Parking:** Free street parking is available in front of the building. Please note that a pass is required for overnight parking, which can be found inside the property.brbrYou may be traveling to the city for an event or gathering, but this listing is a destination in itself! brbr**Shared Laundry:** The laundry room is a shared space with our two wonderful neighbors. We kindly ask that you be considerate and mindful when using this amenity.br **Registration:** City of Chicago Registration Number: R21000072999brbrHistoric Information: Home to Depaul University and the Zoo, Lincoln Park is a Bucolic Family Neighborhood where dogs and children roam. Named in honor of Abraham Lincoln, the land was, up until 1860, home to a 60 acre cemetery, which later became a beautiful 1,200 acre public park, the city's largest today. The neighborhood boasts of boutiques, fine dining, theaters, and the famous blues club Kingston Mines. If you look hard enough, you'll spot historic homes and mansions tucked away behind manicured hedges.brbrIf booking is cancelled after 24 hours of booking, we will keep 3% of the payment due to charges acquired by issuing the refund.

Lincoln Park Cozy 3bd Home near Zoo | Lake | Shops

Chicago, Illinois, United States

Bed

Bath

Sleeps

$173.85

One of a kind Single Family Home in the West Loop for longer term stay.brbrPerfectly located minutes from downtown, Rush University, the MedicalbrbrDistrict, United Center and all the restaurants and bars in the West Loop.brbrConvenient to Interstate 90/94 and easy access to downtown. brbr brbrHistoric and vintage details throughout the two-story home with a newlybrbrrenovated kitchen and bathrooms. Beautifully curated art throughout the home.brbrPerfect for working from home and long term stays. brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund.brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbr * If you are bringing a pet, only 1 dog is permitted. Pets are limited to 1 unless it's a service pet and cats are not allowed. Please send an inquiry if you have further questions.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: R22000091614brbrbrbr

Historic and Vintage Charm + Modern and Renovated Kitchen and Baths = WIN! by AllSet Turnover

Chicago, Illinois, United States

Bed

Bath

Sleeps

$797.61

Historic 3 bedroom home in Old Town! Comfortably sleeps 6, and access to 3brbrlevels of living space. The massive rain shower in the master bath is mybrbrfavorite part, but there's plenty of luxury here to enjoy. Plus, we're rightbrbrin the heart of Old Town, just steps from all of the shops and restaurants onbrbrWells Street, and a 5 minute walk to the Sedgwick Brown/Purple line stop - youbrbrcan be in the Loop in 20 minutes! Book today! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund. brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbr * If you are bringing a pet, only 1 dog is permitted. Pets are limited to 1 unless it's a service pet and cats are not allowed. Please send an inquiry if you have further questions.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: R22000092254brbrbrbr

Spacious Luxury Townhouse - Old Town by AllSet Turnover

Chicago, Illinois, United States

Bed

Bath

Sleeps

$567.74

Plenty of space to spread out and relax! My two level townhome in the hot OldbrbrTown neighborhood makes for the perfect relaxation destination for any type ofbrbrtraveler. With workspaces in both bedrooms, a beautiful full-sized kitchen,brbrfree parking and laundry on-site, and the best location, you can't beat whatbrbrmy place has to offer. Walk to Wells St, North Ave, Lincoln Park, and thebrbrlakefront! You won't want to miss out on this unique opportunity. Book today! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbrbrbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund.brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove.brbrbrbrTAX ID: R21000068266brbrbrbr

Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by AllSet Turnover

Chicago, Illinois, United States

Bed

Bath

Sleeps

$493.99

Stay in the best location in the heart of the East Village/Wicker Parkbrbrneighborhoods! Located on a quiet tree-lined street, you’ll be only steps tobrbrthe cafes, restaurants, bars, and shops that flank trendy Division Street; abrbrshort walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retailbrbrcorridors. Just off the Division Blue Line “L” stop, we’re just a quick trainbrbrride to both the Downtown Loop (8 minutes) and O’Hare International Airportbrbr(35 minutes). brbr brbrOur home is full of high-end amenities and comforts, including a well-equippedbrbrgourmet kitchen with new black stainless steel appliances, Tempurpedic brandbrbrmemory foam mattress and blackout shades in the bedroom for a perfect night’sbrbrsleep, reverse osmosis filtered drinking water, a large library for quietbrbrnights at home, and a private porch for your own personal use. Both TVs allowbrbryou to use your login to stream your own favorites queue through Amazon, HBO,brbrHulu, Netflix, and more. brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Free (non-permit) street parking is limited and not guaranteed.brbrParking in the city can be tricky and is not guaranteed. There may be somebrbrstreet parking available nearby, but please be sure to read all posted signsbrbrbefore parking anywhere on the street to avoid being ticketed or towed. Tobrbrguarantee a spot, you can use a parking app like SpotHero or ParkWhiz to findbrbrand book parking spots ahead of time around the city. brbr brbrChildren - Our home is NOT childproofed and is unfortunately unsuitable forbrbrchildren. brbr brbrCity Noise – Some ambient noise is part of city living. brbr brbrWe have a zero-tolerance policy for parties and unregistered guests. Violatingbrbrthis rule will result in immediate reservation termination, a $100 perbrbrunregistered guest per night penalty, and potential trespassing charges.brbrAdditionally, the City of Chicago may impose further fines on party hosts andbrbrguests. Please take this policy seriously—previous guests who ignored it facedbrbrsevere consequences. brbr**House Rules:** brbr brbrPlease respect our home and neighbors. Violations of ANY of the followingbrbrrules may result in fines and/or termination of your reservation without abrbrrefund. brbrbrbr 1. No parties or unapproved guests - Only registered guests may access the property. Parties, gatherings, and group events are strictly prohibited.brbr 2. No additional visitors - Only those listed on the reservation may enter the property. Any additional visitors must be declared and pre-approved.brbr 3. Respect quiet hours - Keep noise levels down, especially between 10:00 PM - 8:00 AM. Failure to respect quiet hours or disturbances from an unauthorized gathering will result in termination of the reservation without refund and may result in additional fines to pay city tickets or HOA fines for violations.brbr 4. Check-out on time - Please vacate the unit and return any issued keys by the agreed check-out time. Late check-outs will incur a $250 fee.brbr 5. No smoking - Smoking of any kind is prohibited inside the unit and on the building premises. Evidence of smoking, including odor, will result in a $500 remediation charge. Local laws also prohibit smoking within 15 feet of any entrance.brbr 6. Lockouts & lost keys - A $150 lockout fee applies per occurrence. Lost keys or remotes will incur a $50 replacement fee each.brbr 7. Lost & found - We are not responsible for lost items. If something is left behind, we will attempt to locate it and ship it at your expense. Please check all drawers and closets before departure.brbrbrbr brbrAdditional Policies:brbrbrbr * Guest verification - To comply with legal and security requirements, you may need to sign a rental agreement, provide a government-issued photo ID, confirm your contact details, and submit a selfie matching your ID.brbr * Guest screening - Guests must have a positive track record on the booking platform and provide details about their stay and the guests traveling with them.brbr * AutoHost verification - We conduct additional screening after booking and reserve the right to decline reservations that do not pass verification.brbrbrbr brbrBy completing your reservation, you agree to ALL policies and rules statedbrbrabove. TAX ID: R20000058695brbrbrbr

Rest Easy in the East Village - Quiet Street Only Steps to Top Restaurants, Bars, and Public Transportation by AllSet Turnover

Chicago, Illinois, United States

Bed

Bath

Sleeps

$187.11

**Hosting 32+ Night Reservations** brbr brbrTucked away on a quiet tree-lined street, this spacious two-story privatebrbrcoach house puts you in the heart of one of Chicago's most belovedbrbrneighborhoods. With 3 bedrooms (located on the second floor), 2.5 baths andbrbrtwo full floors of living space, it's perfect for families or groups. Lessbrbrthan 3 blocks from North Clark's vibrant restaurants, cafés, and boutiques,brbryet serene and completely private. Your ideal Chicago home away from home isbrbrjust a click away! brbrGeneral Policies: brbr brbrGuest Age Policy – Guests aged 18-24 may book on an exception basis. Pleasebrbrinclude your age, reason for booking, and who will be staying with you in yourbrbrinquiry. brbr brbrLocal Guest Policy – Local guests are permitted to book on an exception basisbrbronly. Parties, gatherings, and group events are strictly prohibited.brbrUnauthorized gatherings or events will result in termination of reservationbrbrwithout refund. brbr brbrPrimary Guest Responsibility – The booking guest must stay for the fullbrbrduration and is responsible for all guests. If booking on behalf of someonebrbrelse, please contact us to discuss exceptions. brbr brbrParking – Street parking may be available but is not guaranteed. Read allbrbrposted signs to avoid tickets or towing. To secure a spot, use parking appsbrbrlike SpotHero or ParkWhiz. brbr brbrCity Noise – Some ambient noise is part of city living. brbr brbrPet Fee - One pet is allowed with an additional **$166.50** payment. Pleasebrbrlet me know at the time of booking that you will be bringing a furry friend!brbrAny unauthorized pets will result in in a $500 penalty. brbrbrbr

NEW! Charming Andersonville Coach House | 3BR/2.5BA

Chicago, Illinois, United States

Bed

Bath

5

Sleeps

$233.8

This marvelous house in Chicago offers 2 bedrooms, including a cozy room with a queen bed. With 3 bathrooms equipped with showers and hair dryers, guests will feel right at home. Enjoy the convenience of amenities like heating, a washing machine, AC, WiFi, and an iron. Whether you're exploring the city or relaxing indoors, this superb property is the perfect retreat for your trip. We hope you enjoy what our place and Chicago has to offer.

Charming 2-bedroom house with AC, WiFi in delightful Chicago

Chicago, Illinois, United States

Bed

Bath

Sleeps

$991.3

NEW HOME/NEWLY FURNISHED! This 6 bed home is centrally located to Chicago`s best areas; Wicker Park, Logan Square. Bucktown. We are minutes from the best restaurants and bars and walking distance from North Branch Chicago River, which is great for kayaking during the summers! A walk to the Blue Line is 10 minutes and both airports are only 20min from the home. Ths home offers spacious gathering rooms, bedrooms, and a laundry room on the second level plus a 2 car garage and free street parking.brbrMy place is great for multiple families, business travelers, large groups, or couples! This single family home is situated on a residential street with planty of free street parking for your convenience. Withbrcomfortable and stylish furnishings I want you to feel this is your home away from home!. brbrIn addition I provide the following amenities to all my guests!br- My cleaners are professionally trained and follow a tightly regimented cleaning and sanitizing checklist.brThey are equipped with a full complement of professional cleaning tools and chemicals including abrhospital-grade disinfectant.br- Fresh towels and linensbr- Wireless internet is always availablebr- TV with streaming optionsbr- Kitchen appliances including a microwave, coffee pot with a reusable filter, br tea kettle, and toasterbr- Keurig and coffee makerbr- My place is FULLY STOCKED with all the amenities of home like shampoo, br conditioner, body wash, paper towels, toilet paper, tissue, sponges, hand br soap and dish soap.br-The full sized kitchen is stocked with cookware, utensils, glasses, cutlery, sharp knives, cutting boards,brbaking sheets and all the basic tools like wine openers, cheese graters, vegetable peelers, pizza cutters, etc.br- Hair dryerbr- Luggage racks and hangersbrbrCheck-in is effortless and 100% contact-free. Your private access code works on all exterior door keypads, allowing you to arrive and settle in on your own schedule. We’ve designed the process to be completely autonomous, though our team is always just a message away if you need us!brbr*This home is professionally curated by Hosty Co, Chicago’s premier boutique management team. We specialize in high-touch service, 5-star aesthetics, and seamless stays.*brbr**Follow the journey: Find us on social @hosty_co_chibnb for a look at our full portfolio and `insider only` Chicago neighborhood guides.**brbrTo protect the quality of our home and the harmony of our neighborhood, we specifically host:br*Corporate Travelers seeking a refined, reliable home base.br*Families visiting for holidays or major Chicago milestones.br*Urban Explorers who value a quiet, high-end retreat.brbrBooking Requirements: We operate under a strict `Good Neighbor` policy. To ensure we are the right fit for your trip:br*Tell Us Your Story: When inquiring, please include a brief note about your trip and your group. We love knowing how to best prep the space for your arrival!br*Vetting: We prioritize guests with 100% ID verification and a track record of positive reviews.br*Zero Tolerance: To maintain our home`s integrity, parties and unauthorized gatherings are strictly prohibited.brNo eventsbrNo smoking of any kind indoorsbrNo guests outside of the registered groupbrNo shoes on in the home

Great location! Spacious 6BD Home + Garage!

Chicago, Illinois, United States

5

Bed

Bath

12

Sleeps

$171.1

Get ready to relax in this 2-bedroom house in Chicago. The space features a queen bed, a twin bed, and a comfy sofa bed, perfect for friends or family. Guests can freshen up in the lovely bathroom with a refreshing shower and handy hair dryer. Stay comfortable year-round with heating and air conditioning throughout the house. This soothing retreat offers a terrific spot to unwind after a day of exploring. We hope you'll enjoy your stay at our house.

2-bedroom house in terrific Chicago neighborhood walking distance to everything

Chicago, Illinois, United States

Bed

Bath

5

Sleeps

$207.37

Your new home away from home! This beautiful townhouse offers a cozy retreat with a queen bed and a full bed. Enjoy the amazing amenities like A/C, super-fast WiFi, a ping pong table and a fitness area. Need to catch up on work There are 2 convenient office spaces, 1 with a comfy futon. Only 3 blocks away from the Metra and only one stop away from University of Chicago! Nearby neighborhood attractions: South Shore Cultural Center, 71st St. Beach, Museum of Science and Industry, The Jackson Park Bark, The Stony Island Arts Bank, Garden of the Phoenix, Jackson Park Golf Course and near to the future Obama Presidential Library and Campus. 10-25 minutes away from all hospitals and tier 1 medical centers. Easy access to public transportation. Easy street parking. No pets.

Remote Worker Special: 2-bedroom townhome in Jackson Park Highlands neighborhood

Chicago, Illinois, United States

Bed

Bath

Sleeps

$777.36

Walk to almost everything Chicago has to offer- Downtown, Mag Mile, North Ave beach, Lincoln park zoo, restaurants, bars, boutiques. Bring family or friends to this Haute Couture Designer themed townhouse spanning over two levels on a quiet neighborhood street in historic Old Town.br4 bedrooms, 2.5 baths, patio, parking for 1 car, laundry, fully stocked kitchen with stainless steel appliances & granite countertops. Pets welcome! What else can you possibly need brMessage me if you have questions!brbrThis townhome works best for guests who understand urban living and value location and bed count.brThe layout is efficient rather than sprawling, but it offers something uncommon in this sought-after neighborhood: five queen beds, one king, backyard, and parking.brbrPlease turn to the photos to get enchanted by this stunning space and also to see the floor plan with layout and sleeping arrangements.brbr** SPECIAL FEATURES ** br✦ open-plan living/dining area with a fireplacebr✦ backyard with grillbrbr**OTHER AMENITIES**br• washer and dryer br• central air conditioning and heatbr• free Wi-Fi throughout the propertybr• one parking space in a two-car detached garage on the property and multiple other parking options in the neighborhood br• free luggage storage in the garage, as well as extended free parking before check-in time and after checkout may be availablebr• free EV chargerbrbr**BEDS**br- 1 king, 5 queensbr- 2 single floor mattresses, a couch and a cribbrbr**EXTRAS**br• late check out at 1 pm- $80br• early check-in at 1 pm- $80br• worry free cleaning package- $80. Please read the details at the bottom.brIMPORTANT: I am unable to charge your account for the additional services. Please contact me in advance to arrange payment through Vrbo. brbr**SMALL PRINT**br✦ One bedroom is a walk through. Please see the floor planbr✦ There is another rental on the property. The two share a wall but do not share any spaces inside and have separate entrances. br✦ You will hear noises. There is a train line a few buildings down; there are neighbors on both sides as well as above one of the bedrooms; there are city noises. You are in the heart of a big city!brbr**ACCESSIBILITY**brThere is a first floor bedroom and half bath. There are 14 steps to the bathroom with shower/tub.brbr**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 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 extra fee 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 your departure. There is a $200 glitter and confetti fee.brbr**HOUSE RULES**brThe presence of more than 14 guests is unlawful. A guest is anyone at the property, staying the night, or just visiting. Minors need to have a responsible adult present. An unredacted ID will need to be provided for primary booker prior to your arrival for advance reservations and for everyone spending any time at the property for reservations made less than 30 days in advance. 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.brbr**GRILL**brThere is a gas grill at the property. I do not provide any supplies including gas. Frequently previous guests leave plenty behind and there is a gas refill station less than five minutes away. brbr**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**PETS**brI welcome pets however the following breeds of dogs are not allowed due to insurance limitations: Akita, American Staffordshire, Chow, Doberman Pinscher, Pit Bull, Presa Canario, Rottweiler, Wolf hybrid, or any dog that is a mix that includes one or more of the breeds listed above.brbrGETTING AROUND:brThe house is a five minute walk from the Brown Line and the Purple Line at the Sedgwick stop and an eight minute walk from Red line at Clark. It takes be about 15 min to walk to Michigan Ave and Wells street bars are a minute away. Buses and cabs are also easily accessible. It is about a 3 minute drive to get onto Lake Shore drive at LaSalle and about 8 minutes to Kennedy expressway at North Avenue.brbrThe house is in east Old Town- best neighborhood in Chicago for both families or if you are looking to have fun. While the street itself is very quiet, tree lined and barely has cars passing by, as soon as you turn the corner, you are in the center of everything! Wells street restaurants and bars are steps away. Lincoln Park with the zoo, farm, pond, open spaces and farmers market is a 7-10 min. walk. North avenue beach is the same distance. The beaches are free to the public and have breathtaking city views. Grocery shopping is made easy, seeing as Jewel Osco is located right in the neighborhood. Nearby coffee shops include Starbucks and La Fournette. There are 103 restaurants within a 15 minute walk including some of Chicago's top restaurants including Kamehachi, Topo Gigio, The Fireplace Inn, and Woodies Flat. Bars and lounges are abundant on Wells and are all 1-2 minute walk. Shopping in Old Town is a unique experience; the majority of shops in this neighborhood are boutiques rather than well-known chain stores. Therefore, each and every store is cozy, intimate and filled with one-of-a-kind goods. The Lincoln Park Zoo is a world of wildlife in the shadow of skyscrapers. Located within a verdant park just minutes north of Chicago, the zoo has been a natural, free oasis for generations of animal lovers, who visit the zoo to hear a lion’s roar echo off nearby apartment buildings, see gorillas climb trees as the Willis Tower looms in the distance, or forget where they are as they immerse themselves in tropical rainforests, dry-thorn forests or spacious savannas. Free and open every day of the year, Lincoln Park Zoo has something for everyone. The Steppenwolf Theater, located just a few blocks away from the property presents up to 16 plays and nearly 700 performances, readings and other events every year on three stages. The Second City is another nearby theater that specializes in sketch comedy and improv, and has been delighting audiences for over 50 years. They have had many famous comedians perform at the theater over the years. They have comedy shows seven nights a week on 4 stages; the shows consist of short scenes, songs, and improvised comedy sketches. Cocktails and food are available throughout the show. Get ready to laugh! Oak street and beginning of Michigan avenue is about 15-20 minute walk.brbrThe house is best for bachelor, bachelorette and friend groups as well as business travelers. It is not child proof.

Heart of the City Group Hub • Patio • Fireplace • Parking

Chicago, Illinois, United States

Bed

Bath

Sleeps

$399.78

This stylish home is perfect for group trips. With only 26 minutes to Midway airport and less than 10 minutes to the nearest beach, you're sure to enjoy your stay! This home has 4 bedrooms and 2 bathrooms, a family room with a futon and plenty of activities, and most of all plenty of space for big groups! This home is also 20 minutes from Millennium Park in downtown Chicago and 40 minutes from O'Hare airport!

Modern Bungalow near the beach! 20 minutes to downtown!

Chicago, Illinois, United States

Bed

Bath

Sleeps

$1014.82

This spacious and one-of-a-kind home located in Chicago between Lakeview and Avondale will give your group all it needs! This beautiflully renovated, elegant, and newly furnished home offers multiple areas to gather. The home also comes equipped with 2 fully stocked kitchens, a full bathroom on each level, along with two bedrooms on the second floor, two bedrooms on the first floor, and 3 bedrooms in the basement with 9 total beds (7 queens/2 twins). Downtown and Ohare are both 25 minutes away!brbrMy place is great for multiple families, business travelers, large groups, or couples! This home is situated on a residential street with plenty of free street parking for your convenience. With comfortable and stylish furnishings, I want you to feel this is your HOME away from home. In addition I provide the following amenities to all my guests.brbrCheck-in is effortless and 100% contact-free. Your private access code works on all exterior door keypads, allowing you to arrive and settle in on your own schedule. We’ve designed the process to be completely autonomous, though our team is always just a message away if you need us!brbr*This home is professionally curated by Hosty Co, Chicago’s premier boutique management team. We specialize in high-touch service, 5-star aesthetics, and seamless stays.*brbr**Follow the journey: Find us on social @hosty_co_chibnb for a look at our full portfolio and `insider only` Chicago neighborhood guides.**brbrTo protect the quality of our home and the harmony of our neighborhood, we specifically host:br*Corporate Travelers seeking a refined, reliable home base.br*Families visiting for holidays or major Chicago milestones.br*Urban Explorers who value a quiet, high-end retreat.brbrBooking Requirements: We operate under a strict `Good Neighbor` policy. To ensure we are the right fit for your trip:br*Tell Us Your Story: When inquiring, please include a brief note about your trip and your group. We love knowing how to best prep the space for your arrival!br*Vetting: We prioritize guests with 100% ID verification and a track record of positive reviews.br*Zero Tolerance: To maintain our home`s integrity, parties and unauthorized gatherings are strictly prohibited.brNo parties or eventsbrNo guests outside of your groupbrNo shoes in the homebrNo smoking inside the home

Gorgeous 7BD Home w/ Garage

Chicago, Illinois, United States

Bath

16

Sleeps

Exceptional(3)

$544.84

Welcome to the safe and peaceful Chicago neighborhood Bucktown! This property lives like a single family home and consists of a private patio w/fire pit, 2 spacious living rooms, 2 bedrooms with options to sleep up to 9 guests, 2.5 bathrooms and a full kitchen! This bright and colorful modern townhome is perfect for families, professionals and groups! brbrOur home sits on the corner of a quiet and safe block surrounded by amazing neighbors and a quaint neighborhood just a step away. We look forward to hosting you.brbrAbout the Property:brKnown for its historic and artistic charm, Bucktown is one of the greatest places to live and/or visit in Chicago! brbrThis family-friendly neighborhood is very safe and extremely walkable. Our home is just blocks away from the vibrant six corners area where North, Milwaukee, and Damen Avenues intersect. This is the always lively heart of the neighborhood where you will find cool coffee shops, art galleries, music venues, restaurants, bars, speakeasies, and more! brbrOur 2 bedroom (5 beds total) and 2.5 bath townhome comfortably sleeps up to 9 guests. The master bedroom incudes a king bed with the option of using the additional extra long twin cot stored in the closet. The second bedroom includes an extra long twin over queen bunkbed with the option of using the additional extra long twin cot stored in the closet. The ground floor sleeper sofa is extremely comfortable to sleep on as well as the couch on the main floor. brbrThis property was designed with your ultimate enjoyment and entertainment in mind! When guests walk through the entrance they're greeted by our giant Chicago themed wall mural and windy city neon sign (picture perfect backgrounds). This space also includes a shuffleboard table, connect 4 wall game, built in bar top with mini fridge, and two smart TV’s. brbrThe main living area is perfect for socializing and relaxing! Its vibrant colors coupled with our modern and clean finishes creates a happy and welcoming atmosphere for all! The fully equipped kitchen filled with dishware has everything you need to make a home cooked meal! Also, enjoy our coffee station featuring a drop coffee maker, a Keurig and assorted coffee cups. brbrThe private outdoor patio is beautiful! The stringed lights, cozy outdoor furniture, and top of the line gas lit fire pit gives mini private resort vibes. brbrWhether you're spending your days exploring the city or planning a relaxing night in, our Townhome has everything you need! brbrWe can't wait to host you! brbrCommonly Asked Questions:brbrQ: Is the neighborhood safe brA: Very! 24 hours a day.brbrQ: Parking brA: Free and accessible street parking. brbrQ: When can I check in or check out brA: You can check in anytime after 3pm and check out is anytime before 11am. We will send you detailed instructions 2 days before you’re scheduled to arrive. brbrQ: Is the place professionally cleaned between guests brA: Yes, absolutely! brbrQ: Are the beds comfortable brA: Extremely comfortable! Each bedroom has actual beds! 1 king, 1 extra long twin over queen bunkbed, and 2 extra long twin cots (stored in closet). brbrQ: Are the couches comfortable enough to sleep on brA: The couch on the ground floor can be made into a sleeper sofa. It is super soft and can definitely sleep two people! The couch on the main living space is comfortable for one person. brbrQ: Favorite Restaurant brA: We have created a guidebook for you where we share all our favorite local spots but one of our favorites is Leavitt Street Inn & Tavern. Just walking distance with one of the best smash burgers in the city. brbrQ: Do you have any security devices in place brA: We have security cameras on the outside of the property that cover the private entry door and entry walkway. This helps us monitor guests checking in and out, verify guest count, and of course keep the property safe and secure for all. Parties and extra guests are not permitted. brbrIf you have any other questions, please feel free to message me directly through the app.

Modern 2-bedroom townhome in Chicago with private patio

Chicago, Illinois, United States

Bed

Bath

Sleeps

$135.58

This comfy and private ground level unit of the house is a perfect place for your longer stay. You have the entire floor to yourself. The house is fenced, the front door has a smart lock.brbrRemote working - brFast-speed WiFi, brA computer desk, ergonomic office chair brThe backyard patio provides an outdoor area for fresh air and working during the warmer seasonsbrbrSleeping -brMaster bedroom: a queen size bed with blackout shade and curtainbrGuest/Kids Bedroom: a bunk bedbrbrLiving -br60 TV: Roku Streaming platform is available for you to login to any of your favorite streaming apps. 3-seat couch, and 2 accent chairsbrbrKitchen -brStainless appliances with dishwasher, cooking and dining wares, pasta pot, toaster, coffee machine with grinder, and cooking, baking wares, a large Instant pot, blender, etc.brbrBathroom: Walk-in showerbrbrLaundry -brA full size washer and dryer in a dedicated laundry room, detergent, laundry sheets, iron, iron board are providedbrbrOutdoor space - brEnclosed backyard and patio seatingsbrbrParkingbrFree street parking is unrestricted 24/7 around the housebrbrNote:brLimited basic supplies for kitchen, laundry and bathroom to get you settled in. Please take more supplies into consideration for your long stay.brbrI have 2 toddler high chairs; please let me know prior to check-in if you need them.brbrIf you have any requests, please don't hesitate to ask me. We try our best to accommodate your requests to make your longer stay comfortable.

Modern 2BR in Roscoe/Wrigley with Free Street Parking walk to Paulina Brown-line

Chicago, Illinois, United States

Bed

Bath