Vacation rentals in Glenwood, IL

Best Vacation rentals and Airbnb offers in Glenwood, IL

Soothing studio with AC/Heat in charming Hammond

Apartment, Glenwood

Soothing studio with AC/Heat in charming Hammond is a apartment in Glenwood, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Soothing studio with AC/Heat in charming Hammond

Soothing studio with AC/Heat in charming Hammond is a apartment in Glenwood, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $827.

From$118/night

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Your Home Away From Home in Sauk Village

Holiday Home, Glenwood

Your Home Away From Home in Sauk Village is a holiday home in Glenwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Your Home Away From Home in Sauk Village

Your Home Away From Home in Sauk Village is a holiday home in Glenwood, 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, parking, free parking, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,114.

From$159/night

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Free Breakfast. Indoor Pool. Gym. Perfect for Business Travelers!

Apartment, Glenwood

Free Breakfast. Indoor Pool. Gym. Perfect for Business Travelers! is a apartment in Glenwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Free Breakfast. Indoor Pool. Gym. Perfect for Business Travelers!

Free Breakfast. Indoor Pool. Gym. Perfect for Business Travelers! is a apartment in Glenwood, 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 $1,181.

From$169/night

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King Studio. Free Breakfast. Indoor Pool.

Apartment, Glenwood

King Studio. Free Breakfast. Indoor Pool. is a apartment in Glenwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About King Studio. Free Breakfast. Indoor Pool.

King Studio. Free Breakfast. Indoor Pool. is a apartment in Glenwood, 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 $1,181.

From$169/night

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Browse Vacation Rentals with a Pool in Glenwood, IL

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

Free Breakfast. Indoor Pool. Gym. Business Center.

Condo, Glenwood

Free Breakfast. Indoor Pool. Gym. Business Center. is a condo in Glenwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center. is a condo in Glenwood, 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 $1,295.

From$185/night

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Indoor Pool. Free Breakfast. Business Center & Gym.

Condo, Glenwood

Indoor Pool. Free Breakfast. Business Center & Gym. is a condo in Glenwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Indoor Pool. Free Breakfast. Business Center & Gym.

Indoor Pool. Free Breakfast. Business Center & Gym. is a condo in Glenwood, 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 $1,295.

From$185/night

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Couples Guesthouse, jacuzzi, sauna, pool

B & B, Glenwood

Couples Guesthouse, jacuzzi, sauna, pool is a b & b in Glenwood, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Couples Guesthouse, jacuzzi, sauna, pool

Couples Guesthouse, jacuzzi, sauna, pool is a b & b in Glenwood, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,142.

From$267/night

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Lovely 2 Bedroom Condo With Pool

Condo, Glenwood

Lovely 2 Bedroom Condo With Pool is a condo in Glenwood, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Lovely 2 Bedroom Condo With Pool

Lovely 2 Bedroom Condo With Pool is a condo in Glenwood, with pet-friendly space, pool 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, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,123.

From$303/night

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Best Glenwood, IL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

3 Mi to Hard Rock Casino: Charming Home in Gary!

Holiday Home, Glenwood

3 Mi to Hard Rock Casino: Charming Home in Gary! is a holiday home in Glenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 3 Mi to Hard Rock Casino: Charming Home in Gary!

3 Mi to Hard Rock Casino: Charming Home in Gary! is a holiday home in Glenwood, 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 $1,213.

From$173/night

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Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in Central Area

Holiday Home, Glenwood

Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in Central Area is a holiday home in Glenwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in Central Area

Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in Central Area is a holiday home in Glenwood, with pet-friendly 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,524.

From$218/night

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Urban Home near 80/94

Holiday Home, Glenwood

Urban Home near 80/94 is a holiday home in Glenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Urban Home near 80/94

Urban Home near 80/94 is a holiday home in Glenwood, 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 $1,537.

From$220/night

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Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in central area

Holiday Home, Glenwood

Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in central area is a holiday home in Glenwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in central area

Entire Cozy Home + Free Parking + Fast Wi-Fi & Located in central area is a holiday home in Glenwood, with pet-friendly 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,632.

From$233/night

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Best Pet-Friendly Vacation Rentals in Glenwood, IL

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

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Apartment, Glenwood

Charming 2-bedroom apartment in marvelous Blue Island with WiFi is a apartment in Glenwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi is a apartment in Glenwood, 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 $1,302.

From$186/night

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Entire Cozy Home+Fast Wi-Fi/Free Parking. Prime Location + Free Washer/Dryer

Holiday Home, Glenwood

Entire Cozy Home+Fast Wi-Fi/Free Parking. Prime Location + Free Washer/Dryer is a holiday home in Glenwood, with pet-friendly space and parking. This stay gives travelers a comfortable base…

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About Entire Cozy Home+Fast Wi-Fi/Free Parking. Prime Location + Free Washer/Dryer

Entire Cozy Home+Fast Wi-Fi/Free Parking. Prime Location + Free Washer/Dryer is a holiday home in Glenwood, with pet-friendly 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,488.

From$213/night

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Entire Cozy Home + Free Wifi + Free Parking / Central location nearby freeway

Holiday Home, Glenwood

Entire Cozy Home + Free Wifi + Free Parking / Central location nearby freeway is a holiday home in Glenwood, with pet-friendly space and parking. This stay gives travelers a comfortable…

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About Entire Cozy Home + Free Wifi + Free Parking / Central location nearby freeway

Entire Cozy Home + Free Wifi + Free Parking / Central location nearby freeway is a holiday home in Glenwood, with pet-friendly 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,522.

From$217/night

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Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

Holiday Home, Glenwood

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area is a holiday home in Glenwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy Full Home + Free Parking + Fast Wi-fi & Central Area

Cozy Full Home + Free Parking + Fast Wi-fi & Central Area is a holiday home in Glenwood, with pet-friendly 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,523.

From$218/night

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Best Glenwood, IL vacation rentals with a kitchen

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

Quaint 3-bedroom house with AC in charming Dyer Close to Highways and Chicago

Holiday Home, Glenwood

Quaint 3-bedroom house with AC in charming Dyer Close to Highways and Chicago is a holiday home in Glenwood, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Quaint 3-bedroom house with AC in charming Dyer Close to Highways and Chicago

Quaint 3-bedroom house with AC in charming Dyer Close to Highways and Chicago is a holiday home in Glenwood, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,546.

From$221/night

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Beautiful Suburban Home 30 minutes from downtown Chicago!

Holiday Home, Glenwood

Beautiful Suburban Home 30 minutes from downtown Chicago! is a holiday home in Glenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful Suburban Home 30 minutes from downtown Chicago!

Beautiful Suburban Home 30 minutes from downtown Chicago! is a holiday home in Glenwood, 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 $2,083.

From$298/night

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Spacious 2BR/2BA Home w/ Modern Comforts – Near Chicago & Indiana Dunes!

Holiday Home, Glenwood

Spacious 2BR/2BA Home w/ Modern Comforts – Near Chicago & Indiana Dunes! is a holiday home in Glenwood, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Spacious 2BR/2BA Home w/ Modern Comforts – Near Chicago & Indiana Dunes!

Spacious 2BR/2BA Home w/ Modern Comforts – Near Chicago & Indiana Dunes! is a holiday home in Glenwood, 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 $2,085.

From$298/night

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2 Bedroom | Free Daily Breakfast. Indoor Pool.

Condo, Glenwood

2 Bedroom · Free Daily Breakfast. Indoor Pool. is a condo in Glenwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom · Free Daily Breakfast. Indoor Pool. is a condo in Glenwood, 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 $2,167.

From$310/night

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Our Favorite Family-Friendly Vacation Rentals in Glenwood, IL

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

3 Mi to Hard Rock Casino: Charming Home in Gary!

Cottage, Glenwood

3 Mi to Hard Rock Casino: Charming Home in Gary! is a cottage in Glenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 3 Mi to Hard Rock Casino: Charming Home in Gary!

3 Mi to Hard Rock Casino: Charming Home in Gary! is a cottage in Glenwood, 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 $1,374.

From$149/night

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Newly remodeled house in quiet family neighborhood

Holiday Home, Glenwood

Newly remodeled house in quiet family neighborhood is a holiday home in Glenwood, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Newly remodeled house in quiet family neighborhood

Newly remodeled house in quiet family neighborhood is a holiday home in Glenwood, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,347.

From$335/night

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Dyer Family Escape - 20 Mi to Lake Michigan!

Apartment, Glenwood

Dyer Family Escape - 20 Mi to Lake Michigan! is a apartment in Glenwood, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Dyer Family Escape - 20 Mi to Lake Michigan!

Dyer Family Escape - 20 Mi to Lake Michigan! is a apartment in Glenwood, 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 wifi, parking, paid parking, non smoking::room, and non smoking rooms.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,909.

From$413/night

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Dyer Family Escape - 20 Mi to Lake Michigan!

Apartment, Glenwood

Dyer Family Escape - 20 Mi to Lake Michigan! is a apartment in Glenwood, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Dyer Family Escape - 20 Mi to Lake Michigan!

Dyer Family Escape - 20 Mi to Lake Michigan! is a apartment in Glenwood, 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 $4,060.

From$457/night

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