Vacation rentals in West Loop, IL

69 available vacation rental offers

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Best vacation rentals and Airbnb offers in West Loop, IL

Amazing Place to stay near Downtown Chicago! - West Loop, IL

Amazing Place to stay near Downtown Chicago!

Homestay, West Loop

Amazing Place to stay near Downtown Chicago! is a homestay in West Loop, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Amazing Place to stay near Downtown Chicago!

Amazing Place to stay near Downtown Chicago! is a homestay in West Loop, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $628.

From$75/night
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Scott House in Woodlawn - Basement - West Loop, IL

Scott House in Woodlawn - Basement

Apartment, West Loop

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

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About Scott House in Woodlawn - Basement

Scott House in Woodlawn - Basement is a apartment in West Loop. 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 - West Loop, IL

Hyde Park Shared Apartments

Apartment, West Loop

Hyde Park Shared Apartments is a apartment in West Loop. 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 West Loop. 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 - West Loop, IL

Kenwood Apartments, Downtown Hyde Park

Homestay, West Loop

Kenwood Apartments, Downtown Hyde Park is a homestay in West Loop, 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 West Loop, 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 $921.

From$132/night
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Vacation rentals with parking in West Loop, IL

Find vacation rentals that make arriving by car easier.

Stylish Garden-Level 2BR: Close to O'Hare & Downtown - West Loop, IL

Stylish Garden-Level 2BR: Close to O'Hare & Downtown

Apartment, West Loop

Stylish Garden-Level 2BR: Close to O'Hare & Downtown is a apartment in West Loop, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Stylish Garden-Level 2BR: Close to O'Hare & Downtown

Stylish Garden-Level 2BR: Close to O'Hare & Downtown is a apartment in West Loop, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,208.

From$173/night
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Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT - West Loop, IL

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

Apartment, West Loop

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

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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 West Loop, 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 $1,253.

From$179/night
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Walk to Train l Near attractions and ORD l Free Parking l Patio - West Loop, IL

Walk to Train l Near attractions and ORD l Free Parking l Patio

Apartment, West Loop

Walk to Train l Near attractions and ORD l Free Parking l Patio is a apartment in West Loop, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the…

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About Walk to Train l Near attractions and ORD l Free Parking l Patio

Walk to Train l Near attractions and ORD l Free Parking l Patio is a apartment in West Loop, with outdoor space and 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, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,704.

From$179/night
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Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW - West Loop, IL

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

Apartment, West Loop

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW is a apartment in West Loop, 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 West Loop, 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 $1,284.

From$183/night
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Pet-friendly vacation rentals in West Loop, IL

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

Sunny, Spacious, 3BR 1BA Davlin INN Chicago - West Loop, IL

Sunny, Spacious, 3BR 1BA Davlin INN Chicago

Apartment, West Loop

Sunny, Spacious, 3BR 1BA Davlin INN Chicago is a apartment in West Loop, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Sunny, Spacious, 3BR 1BA Davlin INN Chicago

Sunny, Spacious, 3BR 1BA Davlin INN Chicago is a apartment in West Loop, with pet-friendly space, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,333.

From$348/night
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2BR w/ Workspace - Coffee Bar - Near Transit - West Loop, IL

2BR w/ Workspace - Coffee Bar - Near Transit

Apartment, West Loop

2BR w/ Workspace - Coffee Bar - Near Transit is a apartment in West Loop, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 2BR w/ Workspace - Coffee Bar - Near Transit

2BR w/ Workspace - Coffee Bar - Near Transit is a apartment in West Loop, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,384.

From$198/night
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2BR Traveler's Favorite • Modern and Clean - West Loop, IL

2BR Traveler's Favorite • Modern and Clean

Apartment, West Loop

2BR Traveler's Favorite · Modern and Clean is a apartment in West Loop, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 2BR Traveler's Favorite • Modern and Clean

2BR Traveler's Favorite · Modern and Clean is a apartment in West Loop, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,390.

From$199/night
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Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill - West Loop, IL

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Apartment, West Loop

Sleeps7 · 2BR · Coffee Station · Backyard w/ Grill is a apartment in West Loop, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 · 2BR · Coffee Station · Backyard w/ Grill is a apartment in West Loop, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,502.

From$215/night
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Vacation rentals with a kitchen in West Loop, IL

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

Cozy 2 Bedroom Home Near Downtown & Wrigley Field - West Loop, IL

Cozy 2 Bedroom Home Near Downtown & Wrigley Field

Holiday Home, West Loop

Cozy 2 Bedroom Home Near Downtown & Wrigley Field is a holiday home in West Loop, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 2 Bedroom Home Near Downtown & Wrigley Field

Cozy 2 Bedroom Home Near Downtown & Wrigley Field is a holiday home in West Loop, 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 $1,355.

From$194/night
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Luxury Villa 10 minutes to Downtown - West Loop, IL

Luxury Villa 10 minutes to Downtown

Apartment, West Loop

Luxury Villa 10 minutes to Downtown is a apartment in West Loop, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Luxury Villa 10 minutes to Downtown

Luxury Villa 10 minutes to Downtown is a apartment in West Loop, 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 $1,532.

From$219/night
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LIVN West Loop Chicago Queen Superior Studio - West Loop, IL

LIVN West Loop Chicago Queen Superior Studio

Apartment, West Loop

LIVN West Loop Chicago Queen Superior Studio is a apartment in West Loop, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio is a apartment in West Loop, with 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,037.

From$291/night
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LIVN West Loop Chicago King Studio - West Loop, IL

LIVN West Loop Chicago King Studio

Apartment, West Loop

LIVN West Loop Chicago King Studio is a apartment in West Loop, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio is a apartment in West Loop, with 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,386.

From$341/night
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Family-friendly vacation rentals in West Loop, IL

Plan a trip with stays that give families more room to spread out.

Scott House of Woodlawn - Upper 2 Bdrm unit in Chicago; AC and extras - West Loop, IL

Scott House of Woodlawn - Upper 2 Bdrm unit in Chicago; AC and extras

Holiday Home, West Loop

Scott House of Woodlawn - Upper 2 Bdrm unit in Chicago; AC and extras is a holiday home in West Loop, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Scott House of Woodlawn - Upper 2 Bdrm unit in Chicago; AC and extras

Scott House of Woodlawn - Upper 2 Bdrm unit in Chicago; AC and extras is a holiday home in West Loop, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,159.

From$166/night
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Scott House in Woodlawn - Entire Building - includes basement space - West Loop, IL

Scott House in Woodlawn - Entire Building - includes basement space

Holiday Home, West Loop

Scott House in Woodlawn - Entire Building - includes basement space is a holiday home in West Loop, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Scott House in Woodlawn - Entire Building - includes basement space

Scott House in Woodlawn - Entire Building - includes basement space is a holiday home in West Loop, 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 $1,166.

From$167/night
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Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups - West Loop, IL

Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups

Apartment, West Loop

Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups is a apartment in West Loop, with kitchen access and room for a group. This stay gives travelers a…

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About Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups

Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups is a apartment in West Loop, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,473.

From$496/night
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