Home Vacation Condo Rentals By Owner In Chicago, IL

Showing 140 Of 224 Vacation Rentals
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$394.85

/ Nightly
Condo

NEW LUXURY CONDO WITH PATIO DECK

Chicago, Illinois, United States

OVERVIEW:brThis is a high end first floor condo that comfortably sleeps 5 persons. Luxury bathrooms. Fully equipped chef’s kitchen with top of the line stainless steel appliances and granite counter tops. Gorgeous hardwood floors throughout. High speed internet and 2 smart TV’s with Netflix, Amazon Prime, YouTube and more. Adjustable AC/Heat via Nest Thermostat. One complimentary secure garage parking spot is included and a garage remote is provided for use during your stay. Access to condo is via smart locks for contactless check in and out at your convenience. This can be your home away from home!brbrMASTER BEDROOM & ATTACHED SPA BATHROOM:brThe master bedroom features a queen bed with stylish decor, a smart TV, and an outdoor deck accessible through the sliding door. There is an attached master spa-like bathroom with a double sinks, granite vanity, large jacuzzi with handheld sprayer, and an incredible 6 head walk-in shower where you can also enjoy a hand held sprayer, shower head, rain head, and multiple body sprays. brbrOUTDOOR PATIO DECK:brStunning private deck with grey cushions topping a 2 seater sofa, 2 arm chairs, and 2 ottomans. The patio also features a bar with 4 bar stools and a coffee table. Cushions are kept inside the walk-in master closet to ensure they remain dry for guests. Privacy curtains make this an ideal spot to spend time relaxing outside. brbrADDITIONAL SLEEPING ARRANGEMENTS:brA single collapsable bed which sleeps one is located in the master bedroom walk in closet and can be set up in advance upon request. There is also a large leather sleeper sofa in the living room which opens up into a queen sized sleeper sofa with memory foam mattress. This condo comfortably sleeps 5 persons as there are a total of 2 queen beds and 1 single bed. brbrLUXURY BATHROOMS: br1.5 Bathrooms. The master bathroom is a full and there is also a half bathroom located in the hallway between the master bedroom and kitchen. Each of the bathrooms are stocked with white towels, automatic antibacterial hand soap dispensers, hand sanitizer, 4 rolls of toilet paper, and tissues. There are additional towels, blankets, pillows and cleaning supplies in the hallway closet. There are a total of 10 white bath towels, 10 wash cloths, 12 hand towels, and 2 bathmats provided. Personal toiletries, feminine products, shampoo, conditioner and body soap are NOT provided. brbrCHEF’S KITCHEN & 6 PERSON DINING TABLE:brThis gorgeous fully equipped kitchen is an entertainer’s dream. Top of the line stainless steel appliances- fridge, freezer, ice maker, oven, stove top, dishwasher, disposal, and toaster. White porcelain dishes include 12 large dinner plates, 12 small dinner plates, 12 pasta bowls, 12 cereal bowls, 2 serving bowls, and 12 coffee mugs. Glassware includes 12 highball glasses, 12 rocks glasses, 12 champagne flutes, 12 white wine glasses, 12 red wine glasses, 12 crystal old fashioned glasses, 12 shot glasses, and a flower vase. Silverware includes 12 small forks, 12 large forks, 12 dinner knives, 12 large spoons, 12 small spoons, and 12 tasting/coffee spoons. 18 piece knife block set, 17 piece cookware set, 14 piece bakeware set, and 14 piece cooking utensil set, mixing bowls, 5 measuring spoons, measuring cup, cookie sheets, can opener and peeler provided. Keurig coffee maker with coffees, creamers, and sweeteners provided. Salt, pepper and boos block cutting board, a plastic cutting board, and ice bucket provided. Cocktail shaker and bar set provided with wine openers and champagne stoppers. A kitchen hand towel, 2 paper towel rolls, automatic dish soap dispenser, automatic antibacterial hand soap dispenser, hand sanitizer, a sponge, dishwasher detergent, kitchen garbage bags, and extra bedroom/bathroom trash liners are provided. Cooking oil is NOT provided and no used kitchen items will be left in the fridge or in the cabinets. Placemats are provided for the 6 person dining table. There are also two bar stools located at the kitchen island. Silver charger plates, white cotton napkins, and napkin rings available upon request for special events.
Bed 1

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Bath 1

Bath

Sleep 5

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Exceptional(49)

$549.37

/ Nightly
Condo

3BR Modern Condo near Wrigley/Dwtn +Free Parking

Chicago, Illinois, United States

Summary:brbrExperience the best of Chicago in our spacious Lincoln Park condo, newly renovated in February 2025. This stylish 3-bedroom retreat is perfect for families and groups, featuring a chef-ready kitchen, a private backyard oasis, and the ultimate city luxury: a dedicated parking spot.brbrbrbrIdeally located just minutes from Wrigley Field, DePaul University, and downtown, you'll be steps away from the neighborhood's premier dining and boutiques. Whether you're here for sports, graduation, or a city escape, enjoy total comfort and modern luxury in one of Chicago’s most historic neighborhoods. Book your 2025 stay today!brbrbrbrThe Space:brbrOur space is thoughtfully stocked with everything you need for a seamless Chicago stay!brbrbrbrThe Highlights:brbr Gourmet Kitchen: Fully equipped with a gas stove, cookware, and all the essentials.brbr High-Speed Wi-Fi: Reliable internet for streaming, browsing, and staying connected.brbr Entertainment: Smart TV with streaming platforms and board games for a fun night in.brbr Home Comforts: Fresh linens, an in-unit washer/dryer, and the ease of 24/7 self check-in.brbr✨ Expertly Maintained: Professionally deep-cleaned and sanitized for your peace of mind.brbrbrbrParking: Dedicated Space: We provide free parking for one vehicle in the open garage behind the building. ️ Street Parking: Additional free street parking is available directly in front of the condo 24/7—no permits required!brbrbrbrGuest Access:brbrYou will have the entire 3-bedroom condo all to yourself! For your convenience and security, we use a keyless entry system. You’ll receive your unique keypad code 24 hours before arrival, allowing for seamless 24/7 self check-in.brbrbrbrWhat's Included:brbr The Entire Unit: Full, private access to the spacious 3BR condo.brbr Reserved Parking: One dedicated parking spot located directly behind the building.brbrbrbrThe Neighborhood:brbrImmerse yourself in the charm of Lincoln Park, a picturesque village within the city that perfectly captures the essence of Chicago. Step outside to find tree-lined streets filled with cozy taverns, boutique shops, and vibrant sidewalk cafes. You’ll be perfectly positioned to indulge in a world-class culinary scene while staying just 10 minutes from Wrigley Field, 15 minutes from downtown, and 25 minutes from O'Hare. Whether you’re here for the shopping, the history, or a city escape, our home offers an unforgettable base in Chicago's premier neighborhood. Book now to experience the best of Lincoln Park!brbrbrbrGetting Around:brbrGetting Around: You’ll have no trouble exploring the city from here! Ridesharing apps like Uber and Lyft usually arrive within minutes. We are also steps away from Chicago’s L trains and bus lines, making it simple and affordable to reach any part of the city.
Bed 3

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Bath 1

Bath

Sleep 6

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Exceptional(7)

$404.3

/ Nightly
Condo

Downtown Park #11 - Mich Ave PH | gym+rooftop

Chicago, Illinois, United States

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago!brbrGuests love staying with us because:br-Central Location on Grant Park (no car needed!)br-FAST WIFIbr-En-suite Laundrybr-Did we mention the Lake & Park are outside our front door br-Comfy Queen bedbr-Loft style bedroombr-Shared Rooftop Deck stunning viewsbr-Gymbr-3 blocks from Red `L` subwaybr-Close to Grant Park, The Bean, Soldier Field, MuseumsbrbrIf you are looking for a special place, you`ve found it!brbrA manicured park. Waves crashing along the Lake Michigan. brbrWhen you`re here, you`re given a bird’s eye view of Chicago’s Front Yard, or more commonly known as Grant Park. brbrDrop your bags in your private space, complete with cozy beds, sky-high ceilings, and expansive windows allowing sunlight to pour in. brbrMake your way to the fitness center for a quick workout and then grab a breath of fresh air on the rooftop. brbrTime to hit the pavement. Saunter the art-filled halls at the Art Institute of Chicago. Wander past the 19th-century mansions on Prairie Avenue. Then fill your belly at The Dearborn (we recommend the mouth-watering fish and chips). Trade your sneakers for your go-to night-out pair. Let your ears guide you to the bustling bars. Try a new cocktail. Or order a pint and join the locals as they cheer on the Cubs. br brWorking, relaxing, living. Our spaces have all the other essentials you need for your stay. br- Contact-free check-in - Super-fast WiFibr- Fresh towels and bathroom essentials - Pre-cleaning before your arrivalbr- Plenty of space to workbr- HDMI cord for streamingbr- Fitness centerbr- Rooftopbr- En-suite laundrybr- Fully equipped kitchenbrbrYou access the property on Michigan Avenue. You are given a PIN or virtual key to access the front door.brbrOnce you get inside the building, you walk all the way back to the service elevator because it is the only elevator that takes you to the 12th floor Penthouse floor.brbrOnce to the floor, you walk to your apartment. Once in the apartment, you will find a modern space with one bedroom, one bathroom, a modern kitchen, and a living room equipped with TV.brbrYou have private, full access to the unit, the shared rooftop, and the shared gymbrbrWe`re here to help as needed!brbrThe South Loop is such a dynamic mix of attractions and histories that the neighborhood tends to be seen as many different things to many different people. Consider the assorted areas that comprise the South Loop:brbrMuch of its eastern edge is encompassed by the Museum Campus, an impressive collection of cultural treasures that includes the Field Museum, Adler Planetarium and Shedd Aquarium. This campus sits on scenic lakefront parklands that are an extension of Grant Park. With 319 acres of green space and recreational fields, Grant Park is known as `Chicago`s front yard` to locals and also plays host to major city events such as Taste of Chicago, Chicago Blues Festival and Lollapalooza.brbrJutting out further into Lake Michigan is Northerly Island, a peninsula sought out by nature lovers, while along the southern edge the sports fans know Soldier Field as the stadium for the beloved Chicago Bears football team. Meeting attendees are most familiar with McCormick Place, the largest convention center in the country, which is also in the immediate area.brbrAnd yet there are even more facets to the South Loop. History buffs point out the Motor Row District along South Michigan Avenue and nearby Prairie Avenue District, the `Millionaire`s Row` that was lined with mansions belonging to Chicago`s most wealthy elite during the end of the 19th century.brbrIn the adjacent Printer`s Row neighborhood, urban loft condos now fill the commercial spaces in what was formerly the center of the Midwest`s publishing industry. Connections to this past are still seen within the venerable, independent book store and annual summer lit fest here. But business professionals and students have brought new life and redevelopment (though the vibe remains mellow), filling the restaurants, music clubs, smaller theaters and museums that have all established themselves in the community.brbrWe are very central and in close walking distance to the subway stops at Roosevelt and Harrison. We recommend NOT renting a car, and walking, ubering, and using public transit for your stay.brbr*There is a flight of stairs to access the elevatorbrbr❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 24 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrThe base price for this home is for 2 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 2 people.brbr (Under 20lbs, no shedding) - $150br - (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval.brIf the pet sheds, we will require an additional $150 refundable Security deposit.br - $250.00 plus any damages or additional cleaning costs incurredbrbr -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr / - $500.00 minimum charge and eviction from Rental Unitbr - Up to $125.00 per hour of additional cleaning neededbr - Varies depending on cost of itembrbr : potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00br - Up to $2,000.00br - $75 minimum charge for handling and shipping.brIf keys are left inside the home, and we come to give you re-entry it is $50.br - $50.00 minimum chargebr - $150.00 minimum chargebrNo Unauthorized Late Check Out without notice from Host.br-Early check-ins/Late check-outs can sometimes be accommodated by our cleaning service for $50 per hour fee.brbrThere is a NOISE MONITORING system within the home to track decibel noise level. Please respect our neighbors and do not get too loud outside quiet hours :)brbrAll guest names and ages must be registered before you are allowed to check in.brbrGuest VerificationbrAs part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes. This helps us ensure that all stays are safe, transparent, and in line with our house policies.brbrUnresponsive GuestbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation. brFor same-day bookings, this timeframe is up to 2 hours or less. For all other bookings, this timeframe is up to 8 hours. This ensures that we can provide the best experience and availability for all our guests.brbrOnline Check-In & Rental Agreement RequiredbrBefore receiving check-in instructions, all primary guests must complete our online check-in form and review/sign our rental agreement. This helps verify guest details and ensures a smooth, secure arrival.brbrEXTRA GUEST CHARGEbrThe base price covers 2 guests. For more than 2 guests, there is an extra guest fee of $10 per guest for the full number of nights.brExample: 1 extra guest for a 5-night stay = $10 × 5 nights = $50.brbrRefundable Security Deposit: A $300 refundable security deposit is required and will be `held` or `authorized` (not `charged`) by Chicago Hospitality Club on your card. Any property damage or extra charges may be deducted from the deposit. VRBO collects platform payments/charges separately, while Chicago Hospitality Club handles the deposit, so seeing both on your statement is normal. The deposit is automatically released 3-7 days after checkout.brbrKeys & AirTags:brFor transparency, some building keys or fobs may have an AirTag attached for loss prevention. The AirTag is only used to locate the key if it is lost and is never used to track guests or their movements. Guests are not required to carry the key at all times, but we recommend keeping the AirTag attached to help avoid replacement charges if the key is misplaced.br❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 25 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrThe base price for this home is for 4 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 4 people.brbr (Under 20lbs, no shedding) - $150.br - (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval.brIf the pet sheds, we will require an additional $150 refundable Security deposit.br - $250.00 plus any damages or additional cleaning costs incurredbrbr -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr / - $500.00 minimum charge and eviction from Rental Unitbr - Up to $125.00 per hour of additional cleaning neededbr - Varies depending on cost of itembrbr : potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.
Bed 1

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Bath 1

Bath

Sleep 4

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Exceptional(32)

$526.9

/ Nightly
Condo

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

Chicago, Illinois, United States

Feel at Home, Unwind, and Enjoy the amenities you deserve right next to Grant Park!brbrGuests love staying with us because:br-Central Location near public transit (no car needed!)br-FAST WIFIbr-En-suite Laundrybr-Lake & Park are outside our front doorbr-Comfy Queen bedsbr-1 Closed & 1 Loft style bedroombr-Shared Rooftop Deck with stunning viewsbr-Gymbr-3 blocks from Red `L` subwaybr-Close to Grant Park, The Bean, Soldier Field, MuseumsbrbrIf you`re interested in booking, see our FAQs below.brbrA manicured park. Waves crashing along the Lake Michigan. brbrWhen you`re here, you`re given a bird’s eye view of Chicago’s Front Yard, or more commonly known as Grant Park. brbrDrop your bags in your private space, complete with cozy beds, sky-high ceilings, and expansive windows allowing sunlight to pour in. brbrMake your way to the fitness center for a quick workout and then grab a breath of fresh air on the rooftop. brbrTime to hit the pavement. Saunter the art-filled halls at the Art Institute of Chicago. Wander past the 19th-century mansions on Prairie Avenue. Then fill your belly at The Dearborn (we recommend the mouth-watering fish and chips). Trade your sneakers for your go-to night-out pair. Let your ears guide you to the bustling bars. Try a new cocktail. Or order a pint and join the locals as they cheer on the Cubs. br brWorking, relaxing, living. Our spaces have all the other essentials you need for your stay. br- Contact-free check-in - Super-fast WiFibr- Fresh towels and bathroom essentials - Pre-cleaning before your arrivalbr- Plenty of space to workbr- HDMI cord for streamingbr- Fitness centerbr- Rooftopbr- En-suite laundrybr- Fully equipped kitchenbrbrYou access the property on Michigan Avenue. You are given a PIN or virtual key to access the front door.brbrOnce you get inside the building, you walk all the way back to the service elevator because it is the only elevator that takes you to the 12th floor Penthouse floor.brbrOnce to the floor, you walk to your apartment. Once in the apartment, you will find a modern space with two bedrooms, two bathrooms, a modern kitchen, and a living room equipped with TV.brbrYou have private, full access to the unit, the shared rooftop, and the shared gymbrbrWe`re here to help!brbrThe South Loop is such a dynamic mix of attractions and histories that the neighborhood tends to be seen as many different things to many different people. Consider the assorted areas that comprise the South Loop:brbrMuch of its eastern edge is encompassed by the Museum Campus, an impressive collection of cultural treasures that includes the Field Museum, Adler Planetarium and Shedd Aquarium. This campus sits on scenic lakefront parklands that are an extension of Grant Park. With 319 acres of green space and recreational fields, Grant Park is known as `Chicago`s front yard` to locals and also plays host to major city events such as Taste of Chicago, Chicago Blues Festival and Lollapalooza.brbrJutting out further into Lake Michigan is Northerly Island, a peninsula sought out by nature lovers, while along the southern edge the sports fans know Soldier Field as the stadium for the beloved Chicago Bears football team. Meeting attendees are most familiar with McCormick Place, the largest convention center in the country, which is also in the immediate area.brbrAnd yet there are even more facets to the South Loop. History buffs point out the Motor Row District along South Michigan Avenue and nearby Prairie Avenue District, the `Millionaire`s Row` that was lined with mansions belonging to Chicago`s most wealthy elite during the end of the 19th century.brbrIn the adjacent Printer`s Row neighborhood, urban loft condos now fill the commercial spaces in what was formerly the center of the Midwest`s publishing industry. Connections to this past are still seen within the venerable, independent book store and annual summer lit fest here. But business professionals and students have brought new life and redevelopment (though the vibe remains mellow), filling the restaurants, music clubs, smaller theaters and museums that have all established themselves in the community.brbrWe are very central and in close walking distance to the subway stops at Roosevelt and Harrison. We recommend NOT renting a car, and walking, ubering, and using public transit for your stay.brbr*There is a flight of stairs to access the elevatorbrbr❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 24 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrThe base price for this home is for 4 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 4 people.brbr (Under 20lbs, no shedding) - $150br - (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval.brIf the pet sheds, we will require an additional $150 refundable Security deposit.br - $250.00 plus any damages or additional cleaning costs incurredbrbr -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr / - $500.00 minimum charge and eviction from Rental Unitbr - Up to $125.00 per hour of additional cleaning neededbr - Varies depending on cost of itembrbr : potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00br - Up to $2,000.00br - $75 minimum charge for handling and shipping.brIf keys are left inside the home, and we come to give you re-entry it is $50.br - $50.00 minimum chargebr - $150.00 minimum chargebrNo Unauthorized Late Check Out without notice from Host.br-Early check-ins/Late check-outs can sometimes be accommodated by our cleaning service for $50 per hour fee.brbrThere is a NOISE MONITORING system within the home to track decibel noise level. Please respect our neighbors and do not get too loud outside quiet hours :)brbrAll guest names and ages must be registered before you are allowed to check in.brbrGuest VerificationbrAs part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes. This helps us ensure that all stays are safe, transparent, and in line with our house policies.brbrUnresponsive GuestbrIn some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation. brFor same-day bookings, this timeframe is up to 2 hours or less. For all other bookings, this timeframe is up to 8 hours. This ensures that we can provide the best experience and availability for all our guests.brbrOnline Check-In & Rental Agreement RequiredbrBefore receiving check-in instructions, all primary guests must complete our online check-in form and review/sign our rental agreement. This helps verify guest details and ensures a smooth, secure arrival.brbrEXTRA GUEST CHARGEbrThe base price covers 4 guests. For more than 4 guests, there is an extra guest fee of $10 per guest for the full number of nights.brExample: 1 extra guest for a 5-night stay = $10 × 5 nights = $50.brbrRefundable Security Deposit: A $300 refundable security deposit is required and will be `held` or `authorized` (not `charged`) by Chicago Hospitality Club on your card. Any property damage or extra charges may be deducted from the deposit. VRBO collects platform payments/charges separately, while Chicago Hospitality Club handles the deposit, so seeing both on your statement is normal. The deposit is automatically released 3-7 days after checkout.brbrKeys & AirTags:brFor transparency, some building keys or fobs may have an AirTag attached for loss prevention. The AirTag is only used to locate the key if it is lost and is never used to track guests or their movements. Guests are not required to carry the key at all times, but we recommend keeping the AirTag attached to help avoid replacement charges if the key is misplaced.br❎No Local Guests (City or Suburbs)br Quiet hours: 10pm to 8ambr Minimum age of 25 to bookbrbr Last-Minute Bookings PolicybrTo ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.brbrThe base price for this home is for 4 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 4 people.brbr (Under 20lbs, no shedding) - $150.br - (Over 20lbs) - $200 plus a $200 refundable security deposit and subject to host approval.brIf the pet sheds, we will require an additional $150 refundable Security deposit.br - $250.00 plus any damages or additional cleaning costs incurredbrbr -Up to the cost of any impacted nights subsequent to originally scheduled check-outbr / - $500.00 minimum charge and eviction from Rental Unitbr - Up to $125.00 per hour of additional cleaning neededbr - Varies depending on cost of itembrbr : potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(38)

$490.62

/ Nightly
Condo

Soft Leather and Warm Bricks at a Stylish Rogers Park Home

Chicago, Illinois, United States

Meet NEW and CHARM with exposed brick, dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open shelving, gourmet kitchen seats 6, stainless steel appliances, Custom wood counters,5 range oven w/Broan hood, soft close cabinets,coffee machine or walk to Starbucks across the street. Grocery store(Jewel), UPS,Walgreens, Marshalls, LA Fitness, wine shop, Red Line, Metra, CTA Transportation, Evanston, Lake,Beaches, and Restaurants all in walking distance.Loyola and Northwestern 10 minutes away...Only bring your clothes and your ready to go!brbrCleaning fee is $355 for stays of 30 days or less; additional Flat $150 per 30-days for longer term stays. Also, look at our other 2 units in the building.brbrHouse Rules:br-Upon booking we require a list of all full legal names of you and your guests, a four digit code to gain access to the building, a copy of the driver's license, state ID or passport (must submit to owner at the time of booking)br-No additional guests allowed if not on the list ($100 per night, per guest if not authorized).br-Additional guests: $45 per person, per diem.br-Must reserve the amount of parking spots needed. First come, first served.br-First parking spot free, (additional vehicle $25 per diem, per vehicle)br-Early Check-In Fee: $45br-No street shoes worn in building at all times ($100 fine)br-No Pets. ($500 Fine)br-No smoking allowed in building ($1,000 fine)br-Unauthorized gathering or party is fined at $500 nightly.brbrCheck out our other two units...brVRBO 1596533brVRBO 1348787
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(30)

$1085.92

/ Nightly
Condo

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Chicago, Illinois, United States

Located inside one of the iconic Wrigley Rooftops, and just a few steps away from Wrigley Field, this apartment offers an experience second to none. Guests have the opportunity to enjoy all that Chicago has to offer and then relax in a brand new fully-appointed apartment in the heart of Wrigleyville. Tickets can be purchased to experience a Chicago Cubs baseball game from one of the Wrigley Rooftops where they will enjoy all-you-can-eat delicious food, unlimited beers/beverages, and a prime seat looking right into Wrigley Field.brbrRecently built from the ground up and featured on the travel channel, you will love our beautifully appointed four-bedroom apartment just steps from Wrigley Field. Situated as close to the entrance to the park as you can get within one of the iconic wrigley rooftops, you will be able to immerse yourself in the surrounding wrigleyville festivities while relaxing comfortably in your fully furnished, private apartment. br Our four-bedroom legends suite will accommodate 9 guests comfortably with king size beds in three of the bedrooms and a queen and twin size bed in in the fourth bedroom. All beds come with luxurious down bedding and high thread-count bed linens as well as top-rated memory foam mattresses. br The legends suite also boasts a fully equipped gourmet kitchen, gas fireplace, dining area, and washer and dryer in-unit. With the combination of the beautiful amenities in our brand new legends suite and the exciting surroundings of wrigleyville, you will be sure to enjoy yourself in this unique location. Don't forget to bring your baseball glove for those fly balls!
Bed 4

Bed

Bath 2

Bath

Sleep 9

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Exceptional(62)

$541.88

/ Nightly
Condo

EAST LAKEVIEW DESIGNER CONDO 2 BED/2 BATH, SLEEPS 6!

Chicago, Illinois, United States

In the heart of Lakeview, still close to downtown, museums and McCormick Place. A quick stroll to Lake Michigan and the beach, Lincoln Park, the Lincoln Park Zoo, Wrigley Field, Mariano's, Trader Joe's, movie theater, great bars and dining, coffee shops and more!brbrAbout Our Place:brThis is a large, bright, recently renovated two-bedroom condo with high end furnishings and many great details. brbr- Large living room with fireplace and 60 HDTV with cable including premium channels, as well as a Roku and Blu-Ray DVD player. Enjoy your favorites on Netflix, Hulu, HBO, Showtime, Cinemax, Starz and premiere sports!brbr- Kitchen with bar stool seating and a dining table that seats 6, fully equipped with stainless steel appliances. An incredible cup of morning coffee or espresso is provided by the Nespresso Vertuo. Make your own gourmet meals or just enjoy great take-out!brbr- Spacious master suite with queen bed and seating area, marble master bath featuring a separate tub and shower.brbr- Second bedroom sleeps four with two queen beds. Plenty of closet space! Second full bath as well, no need to wait for the shower!brbr- Large back deck, which is shared with the other homeowners.brbr- Free laundry within the apartment.brbrAbout The Neighborhood:brEast Lakeview is a safe, vibrant neighborhood and our condo is steps from everything. Though it's bustling with activity, we're on a nice leafy street so you'll still get a great night's sleep. With a 97 walk score it's a walkers paradise!brbrHere are a few of the things we love about Lakeview:brbr- Great restaurants and bars abound (we love Bar Pastoral, Ceres Table, Dryhop Brewing, Stan's Donuts and Uncommon Ground), all within an easy walk.brbr- Great coffee shops (boutique gems like Intelligentsia, solid nationals like Peets and Starbucks) are just around the corner.brbr- Wrigley Field and the Wrigleyville bars and restaurants, about a 15 minute walk awaybrbr- All the glitz and excitement of the Boystown neighborhood is a 5-8 minute walk awaybrbr- A full-service Mariano's grocery store is just around the corner, and Whole Foods is a 5 minute drive away. Great neighborhood amenities like Trader Joe's, Walgreens, CVS, dry cleaners, salons, etc are all within a block or so. Plus we are a few blocks from the small but cute Nettelhorst Farmers Market (open Saturday mornings through October)!brbr- The lakefront and Lincoln Park are a 5 minute walk away. Great for hitting the beach, running and biking, or just enjoying the greenery and the sunshine!brbrHow to Get Around:br- Ubers and taxis are plentiful at all hours. brbr- The major bus lines (22 Clark, 8 Halsted, 36 Broadway, 151 Sheridan, etc) are all within one to three blocks of our condo and can take you anywhere in the city!brbr- The Brown and Purple line Wellington El stop is just a 5-8 minute walk.brbr- The Red, Brown and Purple line Belmont El stop is also about a 5-8 minute walk away.brbr-Divvy bike-sharing station at the end of our block.brbr- The Loop downtown area is about a 15-20 minute drive down Lake Shore Drive and the McCormick Place convention center is just a 20-25 minute drive down Lake Shore Drive (depending on the time of day).brbr- We do have a garage parking space, though please keep in mind that it is city sized and will fit cars very well though not larger SUVs. We also have overnight street parking permits for our guests!brbrCheck-In & Guest Interaction:brWe will meet you at our place for check-in and a quick tour. We live and work close by, and are available to help with anything you may need! Just call or text!
Bed 2

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Bath 2

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Sleep 6

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$203.35

/ Nightly
Condo

Spacious APT near downtown | Free Assigned Parking

Chicago, Illinois, United States

Welcome to your perfect urban retreat, where convenience meets comfort in the heart of Chicago!brbrA short stroll away from the CTA Orange line, minutes from downtown, and with swift connections to both Midway and O'Hare airports, you're perfectly positioned to explore all that Chicago has to offer or jet off on your next adventure with ease.brbrDon't miss out on the opportunity to make this apartment your home base for city exploration and comfortable living. Welcome home to Chicago!brThe spacebrFeaturing three generously sized bedrooms, this residence ensures a restful night's sleep for up to eight people, with a king-size bed, a queen-size bed, a full-size bed, and an additional full-size sofa bed. Whether you're traveling with family, friends, or colleagues, everyone will find their own space to unwind.brbrThe apartment's single bathroom is designed with efficiency in mind, ensuring that your morning routine is as seamless as your commute. A full-size kitchen, equipped with a dishwasher, allows you to enjoy home-cooked meals or entertain guests with ease. For added convenience, in-unit laundry facilities mean you can pack light and always look your best.brbrClimate control is a breeze with central air conditioning and heating, ensuring your comfort no matter the season. And for those who come by car, the inclusion of a parking space removes the hassle of city parking.brbrGuest accessbrYou have full access to all part of the property except a storage locker where we keep our cleaning suppliesbrbrOther things to notebrNo partiesbrNo smoking
Bed 3

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Bath 1

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Sleep 6

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$259.15

/ Nightly
Condo

Private Covered Garage +In-Unit Laundry+ Restaurant Row+93 Walkscore + 606 Trail

Chicago, Illinois, United States

Nicknamed Midwest Headquarters of Hip Logan Square was voted one of the coolest places in the country by Cushman & Wakefield. With endless award-winning food options, nightlife, a budding arts scene, great entertainment, and easy access to downtown, this neighborhood checks off all of the boxes!brbrThe spacebrTop floor 2 bed/1 bath (1 queen-sized, and 1 full-sized) open concept apartment in a quaint two-floor building.brbr-Free private covered garage space included in your nightly rate with the ability to rent the 2nd space for a $50 flat fee during your stay.brbr-Guest-controlled Central Air/Heat.brbr-Dishwasher, filtered water line, stainless steel appliances, and granite countertops.brbr-Fully functional kitchen with the basics that you would need to cook a meal at home. (coffee, tea, creamer, salt/pepper, and oil).brbr-Private In-Unit Washer and Dryer available for use during your stay.brbr-Small private patio area with seating for use during the Spring and Summer months.brbrGuest accessbrThe entire apartment is private and available to only you during your stay.brbrOther things to notebrThe light to the kitchen is right behind the fridge directly to your right-hand side when walking into the kitchen from the back door.brbr1 garage space is included in the nightly rate. We offer the option of renting the 2nd garage space for a $50 (flat fee) if you so choose.brbr*Noise detection device on site that alerts hosts to parties and or concerning disturbances. (Zero tolerance for parties or inconsiderate groups).brbrWe require a $100 security deposit be placed on file through our property management software. The deposit will be witheld 2 days before arrival, and will be released 2 days after the completion of your stay if no damages are reported.brbrRegistration DetailsbrR22000091620
Bed 2

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Bath 1

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Sleep 4

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Exceptional(1)

$352.97

/ Nightly
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Top Rated w/Free Street Parking+ 2 King Beds 1 Single +In Unit-Laundry +1.5 Bath

Chicago, Illinois, United States

Newly renovated, Scandinavian inspired, apartment with all the amenities we have noted that guests desire in a home away from home. 3 bedrooms that includes 2 king sized beds/1 single bed/1.5 bath with private, in-unit laundry, fast Wifi, smart TV's, large kitchen with prep island and ample free street parking at the side of the home.brbrThis unit is SUPERHOST approved, come stay with us, you will be happy that you did!brbrThe spacebr- Oversized corner lot with free street parking along the length of the side of the home.brbr- 3 TV's in the homebrbr- Dressing tablesbrbr- Deskbrbr- In-unit laundrybrbr-Nest thermostatbrbr-Central Air/HVACbrbr-Large rooms with King Bedsbrbr- 3rd Bedroom with Single Bed and desk setupbrbr- 1.5 bathbrbr- Room darkening shadesbrbr-Eat-In KitchenbrbrGuest accessbrThis is a 1st floor unit in a residential building (see picture of the exterior of the home for a visual). You will have the entire apartment to yourselves. In addition, you have access to a private entrance through our garage. We utilize the garage space to park our cars, retrieve our packages, etc, yet the majority of the time it is a guest entrance.brbrOther things to notebrThere is a tenant who resides at the lower level apartment of the home that shares a furnace with this unit. Due to this, the thermostat is locked to 68-75 degrees to ensure adequate heat and air conditioning is ventilated to the lower level at all times.brbrbrRegistration detailsbrR25000126319
Bed 3

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Bath 1

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Sleep 5

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Exceptional(5)

$426.03

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Condo

1910 Charming Historic Flat - Walk to Beach & Loyola!

Chicago, Illinois, United States

Welcome to this thoughtfully preserved 110 year old, original Chicago brick home, just 3 blocks from the Lake Michigan shoreline.brbrLots of charm and character in this storied home with a serene backyard oasis in the heart of the city! While this historical gem is the perfect private getaway for you & family, its location makes it easy to get around. brbrYou are: br1 Block to the El, Sushi, Thai, Coffee, Loyola, Boba!br15 min: Wrigleybr18 min: Downtown/Michigan Ave.br15 min: NUbr2 Blocks: CambodianbrbrEvery corner of this property has been lovingly cared for to breathe new life into this storied Chicago home while still preserving its history and charm.brThis craftsman style home features plaster walls, an original nickel mirror on closet door, and a mix of original and period replicated hardware throughout. brbrFrom the quiet, tree-line street you'll meet a grand, 2 story red brick home with a welcoming wreath on its glass and oak door.brbrTake a journey back in time as you step onto vintage tile floors and head up the ornate wooden stairs under the art deco light fixtures to your 1st floor abode. brbrInside, the large foyer opens to the living room which has ample seating. The comfy couch to your left, opens up to a queen size bed. Relax by watching a movie (Apple TV & Netflix provided) or, in the adjoining sun room, enjoy a beverage and peaceful views of the neighborhood. Feel free to tickle the ivories on the electric piano. brbrDown the hall, the primary bedroom is on the left with two additional bedrooms on the right. Each bedroom has a touch lamp with an USB-A, USB-C, and plug outlet at its base as well as an independent AC and a ceiling fan, for those that enjoy a little breeze. Two of the rooms have large closets and dressers and one has an antique armoire with plenty of hanging and drawer space. brbrThe hall opens to a grand dining room with antique oak table that seats 8, so this room can comfortably accommodate just two for a romantic dinner or host a large group for a bustling family meal. brbrChicago is known for world class restaurants, but sometimes we all need a nice home-cooked meal, right That's why our kitchen is fully stocked with all the spices & essentials you'll need to prepare a delicious meal of your own, if you choose to. brThe kitchen also features a pass-through to the dining room with generous bar seating so everyone can interact while meals are prepared. brbrThe dining room also opens to a relaxing sun room with a wall of windows overlooking the lovely backyard. I recommend sipping a cup of tea and spinning a record while you watch the birds. Feel free to grab the guitar and strum a tune. brbrThe house is spacious with lots of little areas for family or friends to spend time together or do their own thing. While the home is equipped to host 8 people, we think the perfect group size is 6. We're happy to host all 8, but keep in mind it will be a little cozier.brbr*Please note: this is an old building and you can hear footsteps of the guests above you, at times. We provide earplugs for those who may be sensitive sleepers.brbr**This is our precious home and we live here when not rented. You will see some personal items in closets (hanging clothes), but they are very minimal and you will have plenty of space for storage. We are so glad to share it with you!!
Bed 3

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Bath 1

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Sleep 8

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$135.44

/ Nightly
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Downtown Living: Walkable, Modern Chicago Condo

Chicago, Illinois, United States

Remote Work Ready | Willis Tower View | On-Site MarketbrbrStay in the Loop — where every meeting, meal, and museum is just a stroll away. This 1-bed, 1-bath vacation rental makes downtown living effortless: grab a coffee from a corner café, take lunch breaks on the Riverwalk, and explore museums once the workday wraps. At the condo, a dedicated workspace and living room framed by skyline views make it easy to shift from productivity to relaxation. Book now and make Chicago your daily backdrop!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 queen bedbr- Living Room: 1 queen futonbrbrCONDO HIGHLIGHTSbr- Smart TVsbr- Living room w/ skyline viewbr- Desk w/ printerbr- In-unit laundrybrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker (bring your own coffee)br- Toaster, microwavebr- Cooking basics, dishware & flatwarebrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Laundry detergent, iron & boardbr- Linens & towelsbrbrFAQbr- Quiet hours (8:00 PM-8:00 AM)brbrACCESSIBILITYbr- Single-story condo, step-free entry via elevatorbrbrPARKINGbr- Public paid parking across street (rates vary)brbr-- THE LOCATION --brbr- Prime downtown location in the Loopbr- Convenience store & sandwich shop on ground levelbr- Walk to shopping, dining & sightseeingbr- Less than a half-mile to Willis Tower & Union Stationbr- Less than a mile to Grant Park, Art Institute of Chicago, Millennium Park & Riverwalkbr- 1 mile to The Bean & Cloud Gatebr- 18 miles to O'Hare Int'l Airportbrbr-- 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- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe the quiet hours from 8:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story condo offers step-free entry via the elevator
Bed 1

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Bath 1

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Sleep 4

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Exceptional(11)

$232.38

/ Nightly
Condo

South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly

Chicago, Illinois, United States

Kick back and relax in this calm, stylish condo on Chicago's South Lake Shore Drive. 2 bed/2 bath on the 4th floor, with a view of Rainbow Beach Park across the street. One block to the lake, 3 blocks to Rainbow Beach. TVs in Bedrooms, Jacuzzi Tub. All the amenities you need for a comfortable stay.brbrDriving:br22 min to Downtown Chicagobr4 min to South Shore Cultural Centerbr10 min to Museum of Science & Industrybr16 min to Museum Campusbr6 min to Grocery Storebr5 min to South Shore HospitalbrbrThis is a 2 bedroom, 2 bath condo on the fourth floor in a multi-unit building in the South Shore neighborhood of Chicago. We have stocked it well, so that you have everything you need away from home. The kitchen is fully equipped with pots and pans, dishes, glasses, bowls, etc. There are dishes and silverware for 6. We have included coffee and tea and a few extras for your convenience. brbrSmart TVs in each bedroom. Some will be logged in for you. Each TV has some kind of free streaming available to watch. We have a 65 SmartTV in the living room, 44-48 TVs in the bedrooms. Feel free to sign in to apps with your own accounts. brbrThere are radiant heaters and air-conditioning units in each bedroom and in the living room. The master bedroom has blinds, and the second bedroom has room darkening curtains. The living room has room darkening curtains for sleeping and tv viewing comfort.brbrThe master bathroom has a walk-in shower. The second bathroom has a jacuzzi tub and a 12 TV that connects to your Chromecast. brbrThere is one desk in the unit in the dining area. There is a printer available on the desk.brbrIron and ironing board also available.brbrThere is optional gated parking for one average sized car. Large vehicles may have to park on the street.brbr-----------------------------------------------------------brbrOTHER THINGS TO NOTE:brbrNO PARTIES OR GET-TOGETHERS. Our home is for visitors who need a comfortable place to stay during their trip to Chicago. You can have a guest or two, but no more than 6 people in our home at any time.brbrOur home is in a mid-rise building with an elevator in Chicago's South Shore neighborhood on the South side of Chicago, about a 22-minute drive to downtown Chicago. It is an urban area in the city of Chicago. If you are not familiar with this area, we recommend you do some research on the different neighborhoods or ask us for more information. brbrWe advise that you exercise caution in this area and all areas of Chicago. Walk in groups, stay in at night, be aware of your surroundings. We recommend staying on the outside part of our neighborhood (where our building is located) as you travel to your destinations. brbrThere is laundry in the building, 3 washers and 3 dryers, that are shared with many units in the building. The machines take tokens that cost $1 each. We will provide you with a few courtesy tokens to start, but please let us know ahead of time if you will need to do more than a load or two.brbrStreet parking is free with no permit (check signs to be sure.) Gated parking for ONE car is also available upon request. We recommend gated parking, as neighborhood safety may be a concern for some guests.brbrThere isn't much to do in this neighborhood if you don't have family in the immediate area. We consider our home a more affordable option that is fairly close to downtown with only a 22-minute drive. For restaurants, we recommend going to Hyde Park or downtown. Delivery is also an option.brbrOur home is next to the elevator and you may hear the elevator doors when they open. You may also hear people walking in the hallway as they pass our unit door. If you are sensitive to sounds, you may want to sleep in the interior bedroom, as it is better insulated from the elevator sounds.brbrOccasionally, the elevator is out of service. This does not happen very often, and it has usually been restored very quickly. There is a stairwell that goes to our floor (4th floor). The master key that works on the front door to the building also opens the stairwell door.brbrLate check-in (after 11:00 PM) will incur a late check-in fee. We need to be available to buzz you in when you arrive, and possibly send you additional information, so someone has to be awake and available when you arrive for a smooth check-in. We will need to arrange an arrival time.brbrThere is a bus stop in front of our building that will take you downtown. For safety reasons, we recommend driving, and parking in the gated parking, unless you are familiar with the area and feel comfortable taking public transportation.brbr*PLEASE NOTE* Our building recently had some construction updates in the lobby and hallways, including new light fixtures, new paint, and new carpet. There may still be some unfinished details in the hallways and/or lobby. Our condo is in good condition as shown in the photos.
Bed 2

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Bath 2

Bath

Sleep 4

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