Vacation rentals in Skokie, IL

91 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Skokie, IL

Mins from O'Hare • Safe Location • Private Parking - Skokie, IL

Mins from O'Hare • Safe Location • Private Parking

Apartment, Skokie

Mins from O'Hare · Safe Location · Private Parking is a apartment in Skokie, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Mins from O'Hare • Safe Location • Private Parking

Mins from O'Hare · Safe Location · Private Parking is a apartment in Skokie, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $914.

From$131/night
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Studio | Free Breakfast! Heated Indoor Pool - Skokie, IL

Studio | Free Breakfast! Heated Indoor Pool

Apartment, Skokie

Studio · Free Breakfast! Heated Indoor Pool is a apartment in Skokie, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Studio | Free Breakfast! Heated Indoor Pool

Studio · Free Breakfast! Heated Indoor Pool is a apartment in Skokie, with pool access 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,013.

From$145/night
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Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business Center! - Skokie, IL

Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business Center!

Apartment, Skokie

Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business Center! is a apartment in Skokie, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business Center!

Free Breakfast Buffet at this Staybridge Studio! Indoor Pool, Gym, 24h Business Center! is a apartment in Skokie, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,052.

From$150/night
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Light-filled 1bdrm garden apartment on golf course near Northwestern U. - Skokie, IL

Light-filled 1bdrm garden apartment on golf course near Northwestern U.

Apartment, Skokie

Light-filled 1bdrm garden apartment on golf course near Northwestern U. is a apartment in Skokie, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Light-filled 1bdrm garden apartment on golf course near Northwestern U.

Light-filled 1bdrm garden apartment on golf course near Northwestern U. is a apartment in Skokie, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,257.

From$180/night
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Browse Vacation Rentals with a Pool in Skokie, IL

Add a pool to the search when you want an easy place to cool off between outings.

In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge. - Skokie, IL

In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge.

Apartment, Skokie

In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge. is a apartment in Skokie, with pool access and kitchen access. This stay gives travelers a comfortable…

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About In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge.

In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge. is a apartment in Skokie, with pool access 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,052.

From$150/night
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Stay in \"The Glen\" Business District! Free Breakfast, Pool. | Staybridge - Skokie, IL

Stay in \"The Glen\" Business District! Free Breakfast, Pool. | Staybridge

Condo, Skokie

Stay in \"The Glen\" Business District! Free Breakfast, Pool. · Staybridge is a condo in Skokie, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Stay in \"The Glen\" Business District! Free Breakfast, Pool. | Staybridge

Stay in \"The Glen\" Business District! Free Breakfast, Pool. · Staybridge is a condo in Skokie, with pool access 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, pool, free wifi, kitchen, and with kitchen.

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

From$181/night
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King Suite in \"The Glen\" District. Free Breakfast Daily. Indoor Pool - Skokie, IL

King Suite in \"The Glen\" District. Free Breakfast Daily. Indoor Pool

Condo, Skokie

King Suite in \"The Glen\" District. Free Breakfast Daily. Indoor Pool is a condo in Skokie, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About King Suite in \"The Glen\" District. Free Breakfast Daily. Indoor Pool

King Suite in \"The Glen\" District. Free Breakfast Daily. Indoor Pool is a condo in Skokie, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,377.

From$197/night
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Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge - Skokie, IL

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Apartment, Skokie

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge is a apartment in Skokie, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge is a apartment in Skokie, with pool access 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, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,901.

From$272/night
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Best Skokie, IL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Luxury stay walking distance to Metra, El, the Lake, and Northwestern - Skokie, IL

Luxury stay walking distance to Metra, El, the Lake, and Northwestern

Holiday Home, Skokie

Luxury stay walking distance to Metra, El, the Lake, and Northwestern is a holiday home in Skokie, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Luxury stay walking distance to Metra, El, the Lake, and Northwestern

Luxury stay walking distance to Metra, El, the Lake, and Northwestern is a holiday home in Skokie, 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 $1,545.

From$221/night
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Elegantly Designed 1BR Right Next to Beach - Skokie, IL

Elegantly Designed 1BR Right Next to Beach

Apartment, Skokie

Elegantly Designed 1BR Right Next to Beach is a apartment in Skokie, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Elegantly Designed 1BR Right Next to Beach

Elegantly Designed 1BR Right Next to Beach is a apartment in Skokie, with easy beach access, 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 $1,560.

From$223/night
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Exquisite Rogers Park 1 bedroom, 1 bath Apartment Near Evanston - Skokie, IL

Exquisite Rogers Park 1 bedroom, 1 bath Apartment Near Evanston

Apartment, Skokie

Exquisite Rogers Park 1 bedroom, 1 bath Apartment Near Evanston is a apartment in Skokie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Exquisite Rogers Park 1 bedroom, 1 bath Apartment Near Evanston

Exquisite Rogers Park 1 bedroom, 1 bath Apartment Near Evanston is a apartment in Skokie, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,077.

From$234/night
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Bright and Spacious 2-Bedroom Skokie Home – With 2 Parking Spots - Skokie, IL

Bright and Spacious 2-Bedroom Skokie Home – With 2 Parking Spots

Holiday Home, Skokie

Bright and Spacious 2-Bedroom Skokie Home – With 2 Parking Spots is a holiday home in Skokie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Bright and Spacious 2-Bedroom Skokie Home – With 2 Parking Spots

Bright and Spacious 2-Bedroom Skokie Home – With 2 Parking Spots is a holiday home in Skokie, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,926.

From$275/night
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Best Pet-Friendly Vacation Rentals in Skokie, IL

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

1BR Near O'Hare • Balcony • Workspace - Skokie, IL

1BR Near O'Hare • Balcony • Workspace

Apartment, Skokie

1BR Near O'Hare · Balcony · Workspace is a apartment in Skokie, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 1BR Near O'Hare • Balcony • Workspace

1BR Near O'Hare · Balcony · Workspace is a apartment in Skokie, with pet-friendly space, outdoor 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,121.

From$160/night
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Modern Condo • Safe Chicago Stay Near O’Hare - Skokie, IL

Modern Condo • Safe Chicago Stay Near O’Hare

Apartment, Skokie

Modern Condo · Safe Chicago Stay Near O’Hare is a apartment in Skokie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern Condo • Safe Chicago Stay Near O’Hare

Modern Condo · Safe Chicago Stay Near O’Hare is a apartment in Skokie, 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: pet friendly, pets friendly, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,121.

From$160/night
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Modern 1BR w/ Workspace near O'Hare - Skokie, IL

Modern 1BR w/ Workspace near O'Hare

Apartment, Skokie

Modern 1BR w/ Workspace near O'Hare is a apartment in Skokie, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Modern 1BR w/ Workspace near O'Hare

Modern 1BR w/ Workspace near O'Hare is a apartment in Skokie, 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: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night
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Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake - Skokie, IL

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Apartment, Skokie

Regal Stylish Loft Rooftop · 13 mins DT · 4 mins Lake is a apartment in Skokie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop · 13 mins DT · 4 mins Lake is a apartment in Skokie, 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: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,267.

From$181/night
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Best Skokie, IL vacation rentals with a kitchen

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

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

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

Apartment, Skokie

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

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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 Skokie, 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 $1,236.

From$177/night
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Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake - Skokie, IL

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Apartment, Skokie

Peaceful Cozy Beach View · 13 mins DT · 4 mins Lake is a apartment in Skokie, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View · 13 mins DT · 4 mins Lake is a apartment in Skokie, with pet-friendly space, easy beach access, 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,366.

From$195/night
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1BR Modern Retreat w/ Free Parking Near Airport - Skokie, IL

1BR Modern Retreat w/ Free Parking Near Airport

Apartment, Skokie

1BR Modern Retreat w/ Free Parking Near Airport is a apartment in Skokie, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 1BR Modern Retreat w/ Free Parking Near Airport

1BR Modern Retreat w/ Free Parking Near Airport is a apartment in Skokie, 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 $1,452.

From$207/night
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Chic and Cozy Getaway near Loyola Park - Skokie, IL

Chic and Cozy Getaway near Loyola Park

Apartment, Skokie

Chic and Cozy Getaway near Loyola Park is a apartment in Skokie, 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 Skokie, 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 $1,468.

From$210/night
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Our Favorite Family-Friendly Vacation Rentals in Skokie, IL

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

The Oak Park Loft - Skokie, IL

The Oak Park Loft

Apartment, Skokie

The Oak Park Loft is a apartment in Skokie, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Oak Park Loft

The Oak Park Loft is a apartment in Skokie, 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, free parking, and family friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,036.

From$240/night
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Family Home in Chicago-O'Hare - Skokie, IL

Family Home in Chicago-O'Hare

Holiday Home, Skokie

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

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About Family Home in Chicago-O'Hare

Family Home in Chicago-O'Hare is a holiday home in Skokie, 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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Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago - Skokie, IL

Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago

Condo, Skokie

Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago is a condo in Skokie, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago

Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago is a condo in Skokie, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,924.

From$418/night
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Family Friendly, Lovely 6 Bd Retreat w/ Game Room, Back Deck & Bar - Skokie, IL

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

Holiday Home, Skokie

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

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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 Skokie, 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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