Vacation rentals in Wicker Park, IL

97 available vacation rental offers

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Best vacation rentals and Airbnb offers in Wicker Park, IL

\"Restored\" Speak Easy from the 1920s - Wicker Park, IL

\"Restored\" Speak Easy from the 1920s

Apartment, Wicker Park

\"Restored\" Speak Easy from the 1920s is a apartment in Wicker Park. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About \"Restored\" Speak Easy from the 1920s

\"Restored\" Speak Easy from the 1920s is a apartment in Wicker Park. 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,068.

From$153/night
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Comfy One Bed Apartment in Forest Park - Wicker Park, IL

Comfy One Bed Apartment in Forest Park

Apartment, Wicker Park

Comfy One Bed Apartment in Forest Park is a apartment in Wicker Park, 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 Wicker Park, 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 $1,300.

From$156/night
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Luxurious, Cozy Beauty 10 min from Downtown Chicago - Wicker Park, IL

Luxurious, Cozy Beauty 10 min from Downtown Chicago

Apartment, Wicker Park

Luxurious, Cozy Beauty 10 min from Downtown Chicago is a apartment in Wicker Park, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Luxurious, Cozy Beauty 10 min from Downtown Chicago

Luxurious, Cozy Beauty 10 min from Downtown Chicago is a apartment in Wicker Park, 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 $1,212.

From$173/night
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Stylish Garden-Level 2BR: Close to O'Hare & Downtown - Wicker Park, IL

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

Apartment, Wicker Park

Stylish Garden-Level 2BR: Close to O'Hare & Downtown is a apartment in Wicker Park, 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 Wicker Park, 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 $1,215.

From$174/night
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Vacation rentals with parking in Wicker Park, IL

Find vacation rentals that make arriving by car easier.

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW - Wicker Park, IL

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

Apartment, Wicker Park

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW is a apartment in Wicker Park, 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 Wicker Park, 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 $1,295.

From$185/night
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Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI - Wicker Park, IL

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

Apartment, Wicker Park

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI is a apartment in Wicker Park, 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 Wicker Park, 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 $1,323.

From$189/night
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Comfy One-Bedroom Apt with Parking & Desk - Wicker Park, IL

Comfy One-Bedroom Apt with Parking & Desk

Apartment, Wicker Park

Comfy One-Bedroom Apt with Parking & Desk is a apartment in Wicker Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Comfy One-Bedroom Apt with Parking & Desk

Comfy One-Bedroom Apt with Parking & Desk is a apartment in Wicker Park, 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 onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,349.

From$193/night
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Chicago style apt/Near Hosp/ORD/MDW/DT - Wicker Park, IL

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

Apartment, Wicker Park

Chicago style apt/Near Hosp/ORD/MDW/DT is a apartment in Wicker Park, 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 Wicker Park, 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 $1,364.

From$195/night
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Pet-friendly vacation rentals in Wicker Park, IL

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

Cozy unit steps from Loyola Uni with AC, WiFi, fitness room and big TV - Wicker Park, IL

Cozy unit steps from Loyola Uni with AC, WiFi, fitness room and big TV

Apartment, Wicker Park

Cozy unit steps from Loyola Uni with AC, WiFi, fitness room and big TV is a apartment in Wicker Park, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Cozy unit steps from Loyola Uni with AC, WiFi, fitness room and big TV

Cozy unit steps from Loyola Uni with AC, WiFi, fitness room and big TV is a apartment in Wicker Park, with pet-friendly space 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 $1,278.

From$183/night
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2BR w/ Workspace - Coffee Bar - Near Transit - Wicker Park, IL

2BR w/ Workspace - Coffee Bar - Near Transit

Apartment, Wicker Park

2BR w/ Workspace - Coffee Bar - Near Transit is a apartment in Wicker Park, 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 Wicker Park, 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 $1,525.

From$218/night
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CHICAGO Portage Park Pad - Wicker Park, IL

CHICAGO Portage Park Pad

Apartment, Wicker Park

CHICAGO Portage Park Pad is a apartment in Wicker Park, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About CHICAGO Portage Park Pad

CHICAGO Portage Park Pad is a apartment in Wicker Park, with pet-friendly space 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 $1,536.

From$219/night
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2BR Traveler's Favorite • Modern and Clean - Wicker Park, IL

2BR Traveler's Favorite • Modern and Clean

Apartment, Wicker Park

2BR Traveler's Favorite · Modern and Clean is a apartment in Wicker Park, 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 Wicker Park, 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 $1,548.

From$221/night
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Vacation rentals with a kitchen in Wicker Park, IL

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

Chic and Cozy Getaway near Loyola Park - Wicker Park, IL

Chic and Cozy Getaway near Loyola Park

Apartment, Wicker Park

Chic and Cozy Getaway near Loyola Park is a apartment in Wicker Park, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Chic and Cozy Getaway near Loyola Park

Chic and Cozy Getaway near Loyola Park is a apartment in Wicker Park, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,406.

From$201/night
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Charming Loft: King Bd/Elevator/Train/Bus/Shops - Wicker Park, IL

Charming Loft: King Bd/Elevator/Train/Bus/Shops

Apartment, Wicker Park

Charming Loft: King Bd/Elevator/Train/Bus/Shops is a apartment in Wicker Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Loft: King Bd/Elevator/Train/Bus/Shops

Charming Loft: King Bd/Elevator/Train/Bus/Shops is a apartment in Wicker Park, 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 $1,555.

From$222/night
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Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill - Wicker Park, IL

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

Apartment, Wicker Park

Sleeps7 · 2BR · Coffee Station · Backyard w/ Grill is a apartment in Wicker Park, 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 Wicker Park, 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 $1,646.

From$235/night
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Wicker Park 10 minutes to Downtown & Salt Shed Special 175.00 June 14-17 - Wicker Park, IL

Wicker Park 10 minutes to Downtown & Salt Shed Special 175.00 June 14-17

Apartment, Wicker Park

Wicker Park 10 minutes to Downtown & Salt Shed Special 175.00 June 14-17 is a apartment in Wicker Park, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Wicker Park 10 minutes to Downtown & Salt Shed Special 175.00 June 14-17

Wicker Park 10 minutes to Downtown & Salt Shed Special 175.00 June 14-17 is a apartment in Wicker Park, 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 wifi, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,895.

From$271/night
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Family-friendly vacation rentals in Wicker Park, IL

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

Family Home in Chicago-O'Hare - Wicker Park, IL

Family Home in Chicago-O'Hare

Holiday Home, Wicker Park

Family Home in Chicago-O'Hare is a holiday home in Wicker Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Family Home in Chicago-O'Hare

Family Home in Chicago-O'Hare is a holiday home in Wicker Park, 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 $2,594.

From$371/night
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Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar - Wicker Park, IL

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar

Holiday Home, Wicker Park

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar is a holiday home in Wicker Park, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar

Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar is a holiday home in Wicker Park, with outdoor 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,167.

From$1,310/night
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:: The Wolcott :: Modern Elegance at Its Finest - Wicker Park, IL

:: The Wolcott :: Modern Elegance at Its Finest

Holiday Home, Wicker Park

:: The Wolcott :: Modern Elegance at Its Finest is a holiday home in Wicker Park, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About :: The Wolcott :: Modern Elegance at Its Finest

:: The Wolcott :: Modern Elegance at Its Finest is a holiday home in Wicker Park, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $21,868.

From$3,124/night
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