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Oakbrook Terrace Holiday Rentals

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50 rentals in Oakbrook Terrace.
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Fully-Equipped Suite | Free Weekday Shuttle + Gym Access, holiday rental in Oakbrook Terrace

Fully-Equipped Suite | Free Weekday Shuttle + Gym Access

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Air-Conditioned King Suite | Free Shuttle + Complimentary Breakfast, holiday rental in Oakbrook Terrace

Air-Conditioned King Suite | Free Shuttle + Complimentary Breakfast

1 bedroom
1 bathroom
Sleeps 4
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Suite Near the Heart of Chicago | Free Shuttle + Complimentary Breakfast, holiday rental in Oakbrook Terrace

Suite Near the Heart of Chicago | Free Shuttle + Complimentary Breakfast

2 bedrooms
1 bathroom
Sleeps 6
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Heart of Oak Park, train ride to downtown Chicago.  WIFI & Cable Included!, holiday rental in Oakbrook Terrace

Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat, holiday rental in Oakbrook Terrace

Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ideal Naperville Neighborhood Getaway, holiday rental in Oakbrook Terrace

Ideal Naperville Neighborhood Getaway

4 bedrooms
3 bathrooms
Sleeps 10
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Well-located Town Home for 6 People with Car Port And Private Entrance., holiday rental in Oakbrook Terrace

Well-located Town Home for 6 People with Car Port And Private Entrance.

2 bedrooms
3 bathrooms
Sleeps 6
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Adorable home near downtown Wheaton no up-charge for additional guests, holiday rental in Oakbrook Terrace

Adorable home near downtown Wheaton no up-charge for additional guests

3 bedrooms
2 bathrooms
Sleeps 8
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Entire House! Sleeps 8-Cozy, Clean & Well-Stocked, holiday rental in Oakbrook Terrace

Entire House! Sleeps 8-Cozy, Clean & Well-Stocked

3 bedrooms
2 bathrooms
Sleeps 8
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Historic Downtown Naperville--Newly Remodeled Home, holiday rental in Oakbrook Terrace

Historic Downtown Naperville--Newly Remodeled Home

3 bedrooms
3 bathrooms
Sleeps 8
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Renovated Spacious 5 BR/3.5 BA/near 355/55/Great for Groups/Families, holiday rental in Oakbrook Terrace

Renovated Spacious 5 BR/3.5 BA/near 355/55/Great for Groups/Families

5 bedrooms
4 bathrooms
Sleeps 15
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Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping, holiday rental in Oakbrook Terrace

Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping

4 bedrooms
4 bathrooms
Sleeps 16
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The Davis House, Landmarked 1892 Farm House, holiday rental in Oakbrook Terrace

The Davis House, Landmarked 1892 Farm House

3 bedrooms
3 bathrooms
Sleeps 8
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Oak Park Bungalow, holiday rental in Oakbrook Terrace

Oak Park Bungalow

3 bedrooms
1 bathroom
Sleeps 6
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Beautiful 2-bedroom apt. on a quiet tree-lined rstreet close to downtown Chicago, holiday rental in Oakbrook Terrace

Beautiful 2-bedroom apt. on a quiet tree-lined rstreet close to downtown Chicago

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sunny Jumbo Studio in the Heart of Oak Park, holiday rental in Oakbrook Terrace

Sunny Jumbo Studio in the Heart of Oak Park

1 bedroom
1 bathroom
Sleeps 2
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Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!, holiday rental in Oakbrook Terrace

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

2 bedrooms
1 bathroom
Sleeps 4
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Professionally Sanitized - Downtown Naperville 4.5 Bedroom Farmhouse, holiday rental in Oakbrook Terrace

Professionally Sanitized - Downtown Naperville 4.5 Bedroom Farmhouse

4 bedrooms
2 bathrooms
Sleeps 9
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Professionally Sanitized - Dome Away From Home - Secluded Naperville Retreat, holiday rental in Oakbrook Terrace

Professionally Sanitized - Dome Away From Home - Secluded Naperville Retreat

3 bedrooms
2 bathrooms
Sleeps 11
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Historic Downtown Naperville, holiday rental in Oakbrook Terrace

Historic Downtown Naperville

5 bedrooms
3 bathrooms
Sleeps 10
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Cozy Cabin In Roselle, holiday rental in Oakbrook Terrace

Cozy Cabin In Roselle

1 bedroom
1 bathroom
Sleeps 2
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Fully Furnished and rehabbed townhouse with off-street parking and yard, holiday rental in Oakbrook Terrace

Fully Furnished and rehabbed townhouse with off-street parking and yard

3 bedrooms
2 bathrooms
Sleeps 6
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Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!, holiday rental in Oakbrook Terrace

Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!

4 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Oak Park Beauty Sleeps 1 to 8 Guests, holiday rental in Oakbrook Terrace

Oak Park Beauty Sleeps 1 to 8 Guests

3 bedrooms
1 bathroom
Sleeps 6
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Peaceful Country Home near O’hare airport, holiday rental in Oakbrook Terrace

Peaceful Country Home near O’hare airport

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Modern Victorian With Old World Charm, holiday rental in Oakbrook Terrace

Modern Victorian With Old World Charm

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pup Friendly Apartment with Fenced Backyard, holiday rental in Oakbrook Terrace

Pup Friendly Apartment with Fenced Backyard

Kilbourn Park, Northwest Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Make It Your Own - 15 Minutes to Chicago, holiday rental in Oakbrook Terrace

Make It Your Own - 15 Minutes to Chicago

1 bedroom
1 bathroom
Sleeps 4
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Condo, holiday rental in Oakbrook Terrace

Condo

2 bedrooms
2 bathrooms
Sleeps 4
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Comfy Quarters, holiday rental in Oakbrook Terrace

Comfy Quarters

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Luxurious Naperville Retreat, holiday rental in Oakbrook Terrace

Luxurious Naperville Retreat

2 bedrooms
2 bathrooms
Sleeps 4
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Private lake view villa with gazebo and BBQ area., holiday rental in Oakbrook Terrace

Private lake view villa with gazebo and BBQ area.

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Real 15 Min to City & McCormick Place. See Ad for Details. Quiet Safe Area. View, holiday rental in Oakbrook Terrace

Real 15 Min to City & McCormick Place. See Ad for Details. Quiet Safe Area. View

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dorothy's Place, holiday rental in Oakbrook Terrace

Dorothy's Place

South Austin, West Side, Austin
3 bedrooms
1 bathroom
Sleeps 5
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Oak Park's Historic Getaway w/FHS, holiday rental in Oakbrook Terrace

Oak Park's Historic Getaway w/FHS

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Contemporart Celebrity themed private parking runs to downtown, holiday rental in Oakbrook Terrace

Contemporart Celebrity themed private parking runs to downtown

South Austin, West Side, Austin
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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LUXE* TOWN HOUSE DUPLEX MIN FROM DOWNTOWN CHICAGO, holiday rental in Oakbrook Terrace

LUXE* TOWN HOUSE DUPLEX MIN FROM DOWNTOWN CHICAGO

Garfield Park, West Garfield Park, West Side
4 bedrooms
2 bathrooms
Sleeps 20
Match: Sleeps
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Private Floor - 8 miles from ORD + Shopping/Food, holiday rental in Oakbrook Terrace

Private Floor - 8 miles from ORD + Shopping/Food

Belmont Cragin, Northwest Side, Belmont Central
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Schaumburg/Woodfield. Entire house for the whole family.  3 bedrooms., holiday rental in Oakbrook Terrace

Schaumburg/Woodfield. Entire house for the whole family. 3 bedrooms.

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Upscale Condo, Washer and Dryer, Fireplace, King Bed, Close To It All, holiday rental in Oakbrook Terrace

Upscale Condo, Washer and Dryer, Fireplace, King Bed, Close To It All

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Elmhurst Experience, holiday rental in Oakbrook Terrace

The Elmhurst Experience

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Charming Downtown Naperville Farmhouse - 1 Bedroom Guest Suite - Walk to Town, holiday rental in Oakbrook Terrace

Charming Downtown Naperville Farmhouse - 1 Bedroom Guest Suite - Walk to Town

1 bedroom
1 bathroom
Sleeps 2
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Large Beautiful Aparment a REAL 20 <inutes to Everything, holiday rental in Oakbrook Terrace

Large Beautiful Aparment a REAL 20 <inutes to Everything

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Upscale Condo Near Downtown, Highways, Dining, Shopping, Free Parking, Fireplace, holiday rental in Oakbrook Terrace

Upscale Condo Near Downtown, Highways, Dining, Shopping, Free Parking, Fireplace

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cimarron, holiday rental in Oakbrook Terrace

Cimarron

1 bedroom
1 bathroom
Sleeps 6
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Sierra, holiday rental in Oakbrook Terrace

Sierra

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Fully Furnished Apartment, 20 minutes from Downtown Chicago., holiday rental in Oakbrook Terrace

Beautiful Fully Furnished Apartment, 20 minutes from Downtown Chicago.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Eclectic Vibe - Oak Park/Forest Park, Pets OK, holiday rental in Oakbrook Terrace

Eclectic Vibe - Oak Park/Forest Park, Pets OK

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Luxurious Condo in Top Rated Neighborhood near O'hare with Complete Privacy, holiday rental in Oakbrook Terrace

Luxurious Condo in Top Rated Neighborhood near O'hare with Complete Privacy

Far North Side
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Palos Hill Condo 22 Mi to Downtown Chicago!, holiday rental in Oakbrook Terrace

NEW! Palos Hill Condo 22 Mi to Downtown Chicago!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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