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Rosemont Holiday Apartments

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50 rentals in Rosemont.
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Heart of Oak Park, train ride to downtown Chicago.  WIFI & Cable Included!, holiday rental in Rosemont

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

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The entire FLAT.  Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique., holiday rental in Rosemont

The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.

Edgewater, Magnolia Glen, Far North Side
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Soft Leather and Warm Bricks at a Stylish Rogers Park Home, holiday rental in Rosemont

Soft Leather and Warm Bricks at a Stylish Rogers Park Home

Rogers Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!, holiday rental in Rosemont

Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Well-located Town Home for 6 People with Car Port And Private Entrance., holiday rental in Rosemont

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Retro Apartment in Andersonville, holiday rental in Rosemont

Retro Apartment in Andersonville

Andersonville, Edgewater, West Edgewater, Far North Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Soft Suede and Warm Bricks at a Sylish Rogers Park Home, holiday rental in Rosemont

Soft Suede and Warm Bricks at a Sylish Rogers Park Home

Rogers Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Chicago Mansion ~ 20 Minutes Downtown/O'Hare On Blue Line, holiday rental in Rosemont

Beautiful Chicago Mansion ~ 20 Minutes Downtown/O'Hare On Blue Line

Irving Park, Northwest Side
7 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Beautiful 2-bedroom apt. on a quiet tree-lined rstreet close to downtown Chicago, holiday rental in Rosemont

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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Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!, holiday rental in Rosemont

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*Stylish & Spacious Getaway by Evanston/Skokie/NU, holiday rental in Rosemont

*Stylish & Spacious Getaway by Evanston/Skokie/NU

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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CHICAGO DOWNTOWN, CUBS- IN JUST 15 miles !!, holiday rental in Rosemont

CHICAGO DOWNTOWN, CUBS- IN JUST 15 miles !!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fully Furnished and rehabbed townhouse with off-street parking and yard, holiday rental in Rosemont

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

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

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 Rosemont

Oak Park Beauty Sleeps 1 to 8 Guests

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beach House Chicago, holiday rental in Rosemont

Beach House Chicago

Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts), holiday rental in Rosemont

Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)

Albany Park, Mayfair, Far North Side
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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STYLISH, MODERN 3/1 APT .3 MILES FROM LINCOLN SQ! -GOATHOTE, holiday rental in Rosemont

STYLISH, MODERN 3/1 APT .3 MILES FROM LINCOLN SQ! -GOATHOTE

Lincoln Square, Ravenswood, Far North Side
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Peaceful Country Home near O’hare airport, holiday rental in Rosemont

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 Rosemont

Modern Victorian With Old World Charm

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Make It Your Own - 15 Minutes to Chicago, holiday rental in Rosemont

Make It Your Own - 15 Minutes to Chicago

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Condo, holiday rental in Rosemont

Condo

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Comfy Quarters, holiday rental in Rosemont

Comfy Quarters

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Modern 3 bedroom in Heart of Wrigleyville, holiday rental in Rosemont

Modern 3 bedroom in Heart of Wrigleyville

Buena Park, Uptown, Far North Side
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dorothy's Place, holiday rental in Rosemont

Dorothy's Place

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

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 Rosemont

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 Rosemont

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 Rosemont

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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Spacious homely feeling apartment in Jefferson Park, holiday rental in Rosemont

Spacious homely feeling apartment in Jefferson Park

Albany Park, Far North Side
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Schaumburg/Woodfield. Entire house for the whole family.  3 bedrooms., holiday rental in Rosemont

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

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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$99 +Chicago / Airport / Lake -in just  20 minutes!!, holiday rental in Rosemont

$99 +Chicago / Airport / Lake -in just 20 minutes!!

Jefferson Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Elmhurst Experience, holiday rental in Rosemont

The Elmhurst Experience

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Eclectic Vibe - Oak Park/Forest Park, Pets OK, holiday rental in Rosemont

Eclectic Vibe - Oak Park/Forest Park, Pets OK

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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ITALIAN garden apartment ! GREAT location ! Kids friendly!!, holiday rental in Rosemont

ITALIAN garden apartment ! GREAT location ! Kids friendly!!

Old Irving Park, Northwest Side
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Luxurious Condo in Top Rated Neighborhood near O'hare with Complete Privacy, holiday rental in Rosemont

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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Milwaukee's Finest- Stunning 6 Bd Governor's Manor, holiday rental in Rosemont

Milwaukee's Finest- Stunning 6 Bd Governor's Manor

North Side, Logan Square
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Remodeled Historic 1BR/1BA House Near Downtown, holiday rental in Rosemont

Remodeled Historic 1BR/1BA House Near Downtown

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Free Breakfast Buffet. Queen Suite in 'The Glen' | Staybridge, holiday rental in Rosemont

Free Breakfast Buffet. Queen Suite in 'The Glen' | Staybridge

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Air-Conditioned King Suite | Free Shuttle + Complimentary Breakfast, holiday rental in Rosemont

Air-Conditioned King Suite | Free Shuttle + Complimentary Breakfast

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

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Elegant, Urban Retreat, Child/Family Friendly!, holiday rental in Rosemont

Elegant, Urban Retreat, Child/Family Friendly!

Edgewater Beach, Edgewater, Far North Side
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Modish 1-BR Apt in the Heart of Lincoln Square

Lincoln Square, Ravenswood, Far North Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Penthouse mit Blick auf den See

Edgewater Beach, Edgewater, Far North Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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1BR Condo near Lake, Aragon

Uptown, Far North Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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NEW! Cozy Chicago Apartment - Kids & Pets Welcome!, holiday rental in Rosemont

NEW! Cozy Chicago Apartment - Kids & Pets Welcome!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Updated Escape w/ Deck+Yard Near Northwestern, holiday rental in Rosemont

NEW! Updated Escape w/ Deck+Yard Near Northwestern

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Suite Home at Element at Veridian, holiday rental in Rosemont

Suite Home at Element at Veridian

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dreams Turum Riviera maya, holiday rental in Rosemont

Dreams Turum Riviera maya

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Fully-Equipped Suite | Free Weekday Shuttle + Gym Access, holiday rental in Rosemont

Fully-Equipped Suite | Free Weekday Shuttle + Gym Access

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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