Vacation rentals in Cook County, IL

57 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Cook County, IL

Scott House in Woodlawn - Basement - Cook County, IL

Scott House in Woodlawn - Basement

Apartment, Cook County

Scott House in Woodlawn - Basement is a apartment in Cook County. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Scott House in Woodlawn - Basement

Scott House in Woodlawn - Basement is a apartment in Cook County. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $537.

From$77/night
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Hyde Park Shared Apartments - Cook County, IL

Hyde Park Shared Apartments

Apartment, Cook County

Hyde Park Shared Apartments is a apartment in Cook County. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Hyde Park Shared Apartments

Hyde Park Shared Apartments is a apartment in Cook County. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $847.

From$101/night
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Kenwood Apartments, Downtown Hyde Park - Cook County, IL

Kenwood Apartments, Downtown Hyde Park

Homestay, Cook County

Kenwood Apartments, Downtown Hyde Park is a homestay in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Kenwood Apartments, Downtown Hyde Park

Kenwood Apartments, Downtown Hyde Park is a homestay in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $935.

From$134/night
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A secluded bedroom with a private full bathroom - Cook County, IL

A secluded bedroom with a private full bathroom

Homestay, Cook County

A secluded bedroom with a private full bathroom is a homestay in Cook County, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About A secluded bedroom with a private full bathroom

A secluded bedroom with a private full bathroom is a homestay in Cook County, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,147.

From$134/night
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Best Cook County, IL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Comfy One Bed Apartment in Forest Park - Cook County, IL

Comfy One Bed Apartment in Forest Park

Apartment, Cook County

Comfy One Bed Apartment in Forest Park is a apartment in Cook County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Comfy One Bed Apartment in Forest Park

Comfy One Bed Apartment in Forest Park is a apartment in Cook County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, street parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,299.

From$156/night
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Bright 2BR in Forest Park – Quiet, Parking, Workspace, Long‑Stay Ready - Cook County, IL

Bright 2BR in Forest Park – Quiet, Parking, Workspace, Long‑Stay Ready

Apartment, Cook County

Bright 2BR in Forest Park – Quiet, Parking, Workspace, Long‑Stay Ready is a apartment in Cook County, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Bright 2BR in Forest Park – Quiet, Parking, Workspace, Long‑Stay Ready

Bright 2BR in Forest Park – Quiet, Parking, Workspace, Long‑Stay Ready is a apartment in Cook County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,230.

From$176/night
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Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT - Cook County, IL

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Apartment, Cook County

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT

Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,269.

From$181/night
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Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI - Cook County, IL

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Apartment, Cook County

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,318.

From$188/night
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Best Pet-Friendly Vacation Rentals in Cook County, IL

Bring your pet along with stays that welcome four-legged travelers.

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6 - Cook County, IL

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Apartment, Cook County

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6 is a apartment in Cook County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6 is a apartment in Cook County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,557.

From$222/night
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Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6 - Cook County, IL

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

Apartment, Cook County

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6 is a apartment in Cook County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6

Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6 is a apartment in Cook County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,599.

From$228/night
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Pet Friendly Brick House - Cook County, IL

Pet Friendly Brick House

Holiday Home, Cook County

Pet Friendly Brick House is a holiday home in Cook County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Pet Friendly Brick House

Pet Friendly Brick House is a holiday home in Cook County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, dryer, ac, air conditioning, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,674.

From$239/night
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Modern & Spacious Stay in Historic Bronzeville - Cook County, IL

Modern & Spacious Stay in Historic Bronzeville

Apartment, Cook County

Modern & Spacious Stay in Historic Bronzeville is a apartment in Cook County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Modern & Spacious Stay in Historic Bronzeville

Modern & Spacious Stay in Historic Bronzeville is a apartment in Cook County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,741.

From$249/night
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Best Cook County, IL vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!! - Cook County, IL

Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!

Apartment, Cook County

Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!! is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!

Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!! is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,270.

From$181/night
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Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW - Cook County, IL

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Apartment, Cook County

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,298.

From$185/night
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Chicago style apt/Near Hosp/ORD/MDW/DT - Cook County, IL

Chicago style apt/Near Hosp/ORD/MDW/DT

Apartment, Cook County

Chicago style apt/Near Hosp/ORD/MDW/DT is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Chicago style apt/Near Hosp/ORD/MDW/DT

Chicago style apt/Near Hosp/ORD/MDW/DT is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,358.

From$194/night
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Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP - Cook County, IL

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Apartment, Cook County

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP is a apartment in Cook County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,487.

From$212/night
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