Home Vacation Rentals By Owner In Chicago, IL

Showing 20 Of 2775 Vacation Rentals
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$206.71

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Apartment

Hip West Loop 1BR w/ Gym, Pet Area, Rooftop, W/D & Gym, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully-equipped Fulton Market District home with stunning high floor views over the city. (ID #CHI1098)brbrDesigned with you in mindbrbrAs with any Blueground apartment, you’ll find a thoughtfully designed space complete with beautiful furniture and a fully-equipped kitchen in this one bedroom property. And, thanks to our superior quality mattresses, luxury linens, and towels, you can relax knowing you’ll always feel comfortably at home. When you’re ready for some fun, you can take in the Chicago vibes or bring the entertainment to you with the premium wireless speaker or smart TV. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this one bedroom apartment include an on-site:brbr - BBQ Areabr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - LoungebrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy! You’ll either be personally greeted by a Blueground team member or given self check-in instructions.brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is located near a railway, so expect to hear moderate noise when trains passbr - This is a guarded building equipped with a doorman/concierge at all times
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Sleep 2

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$147.98

/ Nightly
Apartment

Fab West Loop Studio w/ Pool, Spa, Gym, W/D & Lounge, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this stylish studio Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully-equipped Fulton Market District home with stunning high floor views over the city. (ID #CHI1097)brbrDesigned with you in mindbrbrThoughtfully designed with bespoke finishes, modern furnishings, and a fully-equipped kitchen, you’ll enjoy that “I’m home” feeling with this Blueground apartment. Whether you’re lounging in your roomy living room streaming the latest and greatest entertainment on the smart TV or premium wireless speaker, or getting some well-earned rest on the superior quality mattress with luxury linens, you’ll fall in love with everything this Fulton Market District apartment has to offer. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this studio apartment include an on-site:brbr - BBQ Areabr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - LoungebrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy! You’ll either be personally greeted by a Blueground team member or given self check-in instructions.brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is located near a railway, so expect to hear moderate noise when trains passbr - This is a guarded building equipped with a doorman/concierge at all times
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$327.44

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Sweet West Loop 2BR w/ Rooftop, Spa, Pool & Gym, by Blueground

Chicago, Illinois, United States

Show up and start living from day one in Chicago with this cozy two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully-equipped Fulton Market District home . (ID #CHI1096)brbrDesigned with you in mindbrbrAs with any Blueground apartment, you’ll find a thoughtfully designed space complete with beautiful furniture and a fully-equipped kitchen in this two bedroom property. And, thanks to our superior quality mattresses, luxury linens, and towels, you can relax knowing you’ll always feel comfortably at home. When you’re ready for some fun, you can take in the Chicago vibes or bring the entertainment to you with the premium wireless speaker or smart TV. This apartment also offers in-apartment laundry.brbrSleeping arrangementsbrbr King Bed, 70.8in/180cmbr Queen Bed, 63in/160cmbrbrAmenitiesbrbrBuilding amenities unique to this two bedroom apartment include an on-site:brbr - BBQ Areabr - Dryerbr - Elevatorbr - Swimming poolbr - Washing machinebr - LoungebrbrArrival and ongoing supportbrbrThe entire apartment is yours to enjoy! You’ll either be personally greeted by a Blueground team member or given self check-in instructions.brbrThroughout your stay, you’ll have access to our Client Experience team through the Blueground App. You can schedule additional cleanings, submit maintenance requests, and view our neighborhood recommendations with just a few taps.brbrWe’ll share all details upon confirmation of your stay.brbrOther things to notebrbrBuilding amenities may have an extra cost.brThis Blueground apartment has flexible lease options, allowing you to book it for one month, a year, or more.brWe take great pride in ensuring every photo displayed is shot in our own units with our actual furnishings. That said, we regularly refresh our decor and furniture arrangement, which may differ from what’s pictured.brbrA security deposit of $500 is required at booking, which will be returned within 2-4 weeks after the check-out, minus any deductible damages.brbr Also notebr - This apartment is located near a railway, so expect to hear moderate noise when trains passbr - This is a guarded building equipped with a doorman/concierge at all times
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Exceptional(12)

$505.02

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Condo

4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

Chicago, Illinois, United States

Newly remodeled apartment with 5 bedrooms, 2 baths, a spacious & modern living area, FREE private parking and plenty of FREE street parking. This apartment has 10 beds and can accommodate 14+ guests. Minutes to Downtown, McCormick Place, and popular attractions. Walking distance to stores and many great restaurants.brbrWe have properties here and in the vicinity that can accommodate groups of 27 or more guests. Contact us for details.brbrThe spacebr• 5 bedrooms / 2 full bathrooms / 10 bedsbr• Accommodates 14 guests or morebr• 1 Bunk bed (1 Double + 1 Single), Bunk bed (2 Singles), 3 Double beds, 1 Sofa bedsbr• Super comfortable memory foam mattressesbr• Additional portable memory foam mattresses (single size) available for an additional chargebr• Condo is serviced prior to Guest check-in (new sheets, towels, etc)br• Shampoo, body wash, and towels providedbr• Iron, ironing board, & Hairdryer providedbr• Well stocked kitchen with dishes, pots & pans, utensils, silverware, glassware, etcbr• Keurig coffee maker & pods, Hot Water Kettle providedbr• Laptop friendly workspacebr• High speed Wifibr• Smart thermostat and central air & heatbr• Washer/Dryer providedbr• Large screen, internet-enabled Smart Roku TV(s)brbrGuest accessbrGuest has full exclusive access to the entire condo.brbrOther things to notebr• No Smoking (including e-cigarettes) in the house and common areasbr• No petsbr• No parties or events without prior written consent of Hostbr• Observe quiet hours from 9:00PM to 7:00AMbr• Early check-in or late check-out can be accommodated based on occupancy and for a fee. Please inquire if neededbrbrLicense numberbrCity registration pending
Bed 6

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Bath 2

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Sleep 14

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Exceptional(3)

$2315.25

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Condo

The GUILD Mag Mile-Gold Coast 6bd/6ba FULL FLOOR Sleep 20

Chicago, Illinois, United States

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago!brbrWelcome to The Guild - one of the best Vrbo's in Chicago for big groups. This listing is 4 condos combined to create 1 full floor home for you.brbrPlease read our FAQs to answer any questions before booking.brbrGuests love our home because:br- You're SECONDS from the LAKE and MAGNIFICENT MILEbr- Steps away from the John Hancockbr- Gym / Laundry in the Basementbr- Amazing location w/ many shops & restaurants nearbybr- Fast WIFIbr- 6 King-Size beds with super comfy mattressbr- 6 full bathrooms with towels & body wash, shampoo, conditioner.br- 4 Full dining rooms with chairs & utensils/pots/pans/dinnerware/glassesbr- 4 Queen size pullout sofa bedbr- 4 Custom kitchenS stocked w/ all SS appliancesbr- Beautiful, Gilded Designer CondosbrbrOther things to note about the space:brLiving/dining rooms has 50” SMART TVbrCLOSE TO LAKE, SHOPPING, AND RESTAURANTS.brbrQ: Is the neighborhood safe brA: Very much so. 24 hours a day.brbrQ: PARKING brA: There are multiple parking garages within a block of the property ($20-40 / night). We recommend apps like SpotAngel or SpotHero to find free or cheap parking. There are SpotHero spots near the building for your convenience, available on a first come, first serve basis.brbrQ: Do I need to bring towels, a hair dryer, or linens brA: Nope! we provide all these things. Same with hotel-size toiletries (unless I happen to be out, which is rare).brbrQ: When can I check in or check out brA: Check in is 4pm and check out is 10am. Early check ins can be difficult if there are guests who checked out same day. We ask for an early check-in, or a late-check out fee, if you request either.brbrQ: Can I come and go as I please brA: Yes. And we wouldn't trust any listing with which this isn't the case.brbrQ: Is the place professionally cleaned between guests brA: Yes, and we take pride in providing a clean home for guests.brbrQ: What's my total booking price brA: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and it actually uses some crazy algorithm to adjust it automatically, so I don't actually control this.brbrQ: Are the beds comfortable brA: Very. Some guests say they're the best they've ever slept on!brGuest accessbrYou have full access to the condos. The gym and laundry are available, but please respect the long-term tenants in the building and do not disclose that you are staying in an Vrbo for your safety+security.brOther things to notebrYou will be sent all relevant check-in steps along with the house manual through google docs 2 days before your check in. Thanks :)brbrNOTE: The main elevator for the building is small, but newly renovated. It comfortably fits 4 people so you may have to go up to the unit staggered.brbrNO LOCAL GUESTS (City or Suburbs)brQuiet hours: 10pm to 8ambrbrThe base price for this home is for 10 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 10 people.brbrUnauthorized Late Check Out -Up to the cost of any impacted nights subsequent to originally scheduled check-outbrSmoking in Room/Common Area - $500.00 minimum charge and eviction from Rental UnitbrExcessive Cleaning - Up to $125.00 per hour of additional cleaning neededbrDamaged or Missing Items - Varies depending on cost of itembrMissing Keys - $50.00 minimum chargebrMissing Fob - $150.00 minimum chargebrUnauthorized Pets - $250.00 plus any damages or additional cleaning costs incurredbrNoise Complaints Complaint: potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00brParty in Unit or Common Area - Up to $2,000.00 plus any damages.brForgotten Personal Belongings - $75.00 minimum charge
Bed 6

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Bath 6

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Sleep 20

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$4507.37

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Apartment

Cloud9|6 apartments @Licoln Park|The Willow

Chicago, Illinois, United States

Summary:brWelcome to The Willow. 6 Apartments located in the same building. To ensure safety, all guests must pass our screening process and provide proper ID. A $3,000USD security deposit is required for your booking, accepted on Major Credit Cards only, per our House Rules.brThe apartments are located steps from Lincoln Park, one of the best neighborhoods in Chicago. Within an easy five-minute walk from sophisticated shopping experiences and the best restaurants and bars.brbrThe Space:br*Please inquire about availability before booking. If the unit is not available, your reservation may be canceled.*brbr★I am always impressed when I stay at a Cloud9 property. You won’t be disappointedbrbrBEDROOMS LAYOUTbrbrApartment 1 | Floor 17br-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed & closet with hall bathroombr-Private BalconybrbrApartment 2 | Floor 18br-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed & closet with hall bathroombr-Private BalconybrbrApartment 3 | Floor 23br-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed & closet with hall bathroombr-Private BalconybrbrApartment 4 | Floor 24br-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed & closet with hall bathroombr-Private BalconybrbrApartment 6 | Floor 25br-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed & closet with hall bathroombr-Private BalconybrbrApartment 5 | Floor 25br-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed & closet with hall bathroombr-Private BalconybrbrAPARTMENTS AMENITIESbr-Bedrooms equipped with Zinus mattresses and Frette linensbr-Kitchen equipped with: Cuisinart, Nespresso, KitchenAid, Heneckels, Bodum and OXObr-Bathrooms equipped with Puracybr-Living room equipped with Sonos and 75” TVbr- Eco-friendly LEED Certificationbr- Sound-engineered glassbrbrAdd this listing to your wishlist for a discount in your next stay by clicking the ❤ in the upper-right cornerbrbr*These brand mentions are for informational purposes only and are not intended to imply any endorsement by or affiliation with these brands*brbrGuest Access:brBUILDING AMENITIESbr*It's important to note that the availability of some of these amenities may vary seasonally and could potentially incur additional fees.*br- Full service coffee bar in the lobbybr- Car charging stations for electric vehiclesbr- Boutique gym featuring Technogym equipment with fitness studiobr- Resort style pool with spabr- Dedicated coworking/library areabr- Lounge, media and party roombr- Sports simulatorbr- Paid Parking spacebrbrThe Neighborhood:brNestled in the heart of Lincoln Park, this apartment places you in one of Chicago's most sought-after neighborhoods. Steps away from your door, indulge in sophisticated shopping at Pottery Barn, Crate & Barrel, and Whole Foods, or enjoy a leisurely coffee at Starbucks. Dining out is a breeze with options like Sweetgreen within a five-minute walk. For explorers, Old Town, the Loop, and Wicker Park are easily accessible, while the nearby L stop at Halsted and North Avenue opens up the entire city.
Bed 12

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Bath 12

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Sleep 24

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$769.84

/ Nightly
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Hey! Peace Seekers: Luxury and Quiet Here|The Oak

Chicago, Illinois, United States

Summary:brAre you looking for a peaceful place to stay near Chicago's top attractions but away from the city's hustle and bustle brbrLocated at Lincoln Park, one of Chicago’s most exclusive neighborhoods. Just steps from the Branch Canal and Whole Foods.brbrThe Space:br*Guests love staying with us because:*br-Brand-new, spacious 1,060ft²/98m² apartment with high-quality furnishings.br-Stunning Views of Chicago's skyline and Lakebr-Great Amenities with rooftop pool, gym & sports simulator.br-Convenient Location, Whole Foods across the street; cafes and stores nearby.br-Easy City Access, Near Red Line train stationbr- Our mattresses are EXTREMELY COMFORTABLEbr- Private Balconybr- Kitchen equipped with TOP BRANDS for aspiring chefsbr- Sonos sound systembr- 24/7 supportbrbrbrBEDROOMS LAYOUTbr-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed, hall bathroom & closetbrbrGuest Access:brBUILDING AMENITIESbr*It's important to note that the availability of some of these amenities may vary seasonally and could potentially incur additional fees.*br- Full service coffee bar in the lobbybr- Car charging stations for electric vehiclesbr- Boutique gym featuring Technogym equipment with fitness studiobr- Resort style pool with spabr- Dedicated coworking/library areabr- Lounge, media and party roombr- Sports simulatorbrbrThe Neighborhood:brNestled in the heart in Lincoln Park, this apartment places you in one of Chicago's most sought-after neighborhoods. Steps away from your door, indulge in sophisticated shopping at Pottery Barn, Crate & Barrel, and Whole Foods, or enjoy a leisurely coffee at Starbucks. Dining out is a breeze with options like Sweetgreen within a five-minute walk. For explorers, Old Town, the Loop, and Wicker Park are easily accessible, while the nearby L stop at Halsted and North Avenue opens up the entire city.brbrOther Things to Note:br*We have multiple buildings in Chicago, message us about other locations and special rates*br-Background checks are required, for security reasonsbr-A $1000USD security deposit is required for your booking, accepted on Major Credit Cards only, per our House Rules.br-Please review our house rules and penalties before booking to ensure they meet your expectations.
Bed 2

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Bath 2

Bath

Sleep 4

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$760.14

/ Nightly
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Travelers Are Raving About This Place|TheHemlock

Chicago, Illinois, United States

Summary:brAre you looking for a peaceful place to stay near Chicago's top attractions but away from the city's hustle and bustle brbrLocated at Lincoln Park, one of Chicago’s most exclusive neighborhoods. Just steps from the Branch Canal and Whole Foods.brbrThe Space:br*Guests love staying with us because:*br-Brand-new, spacious 1,060ft²/98m² apartment with high-quality furnishings.br-Stunning Views of Chicago's skyline and Lakebr-Great Amenities with rooftop pool, gym & sports simulator.br-Convenient Location, Whole Foods across the street; cafes and stores nearby.br-Easy City Access, Near Red Line train stationbr- Our mattresses are EXTREMELY COMFORTABLEbr- Private Balconybr- Kitchen equipped with TOP BRANDS for aspiring chefsbr- Sonos sound systembr- 24/7 supportbrbrbrBEDROOMS LAYOUTbr-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed, hall bathroom & closetbrbrGuest Access:brBUILDING AMENITIESbr*It's important to note that the availability of some of these amenities may vary seasonally and could potentially incur additional fees.*br- Full service coffee bar in the lobbybr- Car charging stations for electric vehiclesbr- Boutique gym featuring Technogym equipment with fitness studiobr- Resort style pool with spabr- Dedicated coworking/library areabr- Lounge, media and party roombr- Sports simulatorbrbrbrWhat’s NearbybrThe iO Theater – 1-min walkbrWhole Foods – 2-min walkbrThe Wild Mile – 2-min walkbrNordstrom Rack – 3-min walkbrStarbucks – 5-min walkbrCrate & barrel – 6-min walkbrApple Store – 7-min walkbrbrBest Buy – 9-min walkbrKayak chicago – 10-min walkbrMillenium Park – 13-min drivebrbrThe Neighborhood:brNestled in the heart of Lincoln Park, this apartment places you in one of Chicago's most sought-after neighborhoods. Steps away from your door, indulge in sophisticated shopping at Pottery Barn, Crate & Barrel, and Whole Foods, or enjoy a leisurely coffee at Starbucks. Dining out is a breeze with options like Sweetgreen within a five-minute walk. For explorers, Old Town, the Loop, and Wicker Park are easily accessible, while the nearby L stop at Halsted and North Avenue opens up the entire city.brbrOther Things to Note:br*We have multiple buildings in Chicago, message us about other locations and special rates*br-Background checks are required, for security reasonsbr-A $1000USD security deposit is required for your booking, accepted on Major Credit Cards only, per our House Rules.br-Please review our house rules and penalties before booking to ensure they meet your expectations.
Bed 2

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Bath 2

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Sleep 4

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Exceptional(2)

$771.27

/ Nightly
Apartment

Relaxation Lovers, Best Peaceful Retreat | TheFir

Chicago, Illinois, United States

Summary:brAre you looking for a peaceful place to stay near Chicago's top attractions but away from the city's hustle and bustle brbrLocated at Lincoln Park, one of Chicago’s most exclusive neighborhoods. Just steps from the Branch Canal and Whole Foods.brbrThe Space:br*Guests love staying with us because:*br-Brand-new, spacious 1,060ft²/98m² apartment with high-quality furnishings.br-Stunning Views of Chicago's skyline and Lakebr-Great Amenities with rooftop pool, gym & sports simulator.br-Convenient Location, Whole Foods across the street; cafes and stores nearby.br-Easy City Access, Near Red Line train stationbr- Our mattresses are EXTREMELY COMFORTABLEbr- Private Balconybr- Kitchen equipped with TOP BRANDS for aspiring chefsbr- Sonos sound systembr- 24/7 supportbrbrBEDROOMS LAYOUTbr-Bedroom#1: 1 Queen bed, TV, attached bathroom, Walk in closetbr-Bedroom#2: 1 Queen bed, hall bathroom & closetbrbrGuest Access:brBUILDING AMENITIESbr*It's important to note that the availability of some of these amenities may vary seasonally and could potentially incur additional fees.*br- Full service coffee bar in the lobbybr- Car charging stations for electric vehiclesbr- Boutique gym featuring Technogym equipment with fitness studiobr- Resort style pool with spabr- Dedicated coworking/library areabr- Lounge, media and party roombr- Sports simulatorbrbrThe Neighborhood:brNestled in the heart of Lincoln Park, this apartment places you in one of Chicago's most sought-after neighborhoods. Steps away from your door, indulge in sophisticated shopping at Pottery Barn, Crate & Barrel, and Whole Foods, or enjoy a leisurely coffee at Starbucks. Dining out is a breeze with options like Sweetgreen within a five-minute walk. For explorers, Old Town, the Loop, and Wicker Park are easily accessible, while the nearby L stop at Halsted and North Avenue opens up the entire city.brbrOther Things to Note:br*We have multiple buildings in Chicago, message us about other locations and special rates*br-Background checks are required, for security reasonsbr-A $1000USD security deposit is required for your booking, accepted on Major Credit Cards only, per our House Rules.br-Please review our house rules and penalties before booking to ensure they meet your expectations.
Bed 2

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Bath 2

Bath

Sleep 4

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