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Skokie Vacation Rentals

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50 rentals in Skokie.
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Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment, vacation rental in Skokie
Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment, vacation rental in Skokie
Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment, vacation rental in Skokie

Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*Stylish & Spacious Getaway by Evanston/Skokie/NU, vacation rental in Skokie
*Stylish & Spacious Getaway by Evanston/Skokie/NU, vacation rental in Skokie
*Stylish & Spacious Getaway by Evanston/Skokie/NU, vacation rental in Skokie

*Stylish & Spacious Getaway by Evanston/Skokie/NU

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Free Parking, Private Terrace Sunny 2bd/1bth, vacation rental in Skokie
Free Parking, Private Terrace Sunny 2bd/1bth, vacation rental in Skokie
Free Parking, Private Terrace Sunny 2bd/1bth, vacation rental in Skokie

Free Parking, Private Terrace Sunny 2bd/1bth

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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FREE PARKING!! LOCATION NEAR CHICAGO, UNIVERSITIES, SHOPPING & TRANSPIRATION., vacation rental in Skokie
FREE PARKING!! LOCATION NEAR CHICAGO, UNIVERSITIES, SHOPPING & TRANSPIRATION., vacation rental in Skokie
FREE PARKING!! LOCATION NEAR CHICAGO, UNIVERSITIES, SHOPPING & TRANSPIRATION., vacation rental in Skokie

FREE PARKING!! LOCATION NEAR CHICAGO, UNIVERSITIES, SHOPPING & TRANSPIRATION.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lovely 3 Bedroom Apartment with 65% monthly discount, vacation rental in Skokie
Lovely 3 Bedroom Apartment with 65% monthly discount, vacation rental in Skokie
Lovely 3 Bedroom Apartment with 65% monthly discount, vacation rental in Skokie

Lovely 3 Bedroom Apartment with 65% monthly discount

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Free Parking, Outdoor private Terrace, near Universities, vacation rental in Skokie
Free Parking, Outdoor private Terrace, near Universities, vacation rental in Skokie
Free Parking, Outdoor private Terrace, near Universities, vacation rental in Skokie

Free Parking, Outdoor private Terrace, near Universities

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Free Parking, Outdoor Private Terrace near Universities, vacation rental in Skokie
Free Parking, Outdoor Private Terrace near Universities, vacation rental in Skokie
Free Parking, Outdoor Private Terrace near Universities, vacation rental in Skokie

Free Parking, Outdoor Private Terrace near Universities

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The NICEST place in Evanston for Families 1500Main, vacation rental in Skokie
The NICEST place in Evanston for Families 1500Main, vacation rental in Skokie
The NICEST place in Evanston for Families 1500Main, vacation rental in Skokie

The NICEST place in Evanston for Families 1500Main

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Walking distance to restaurants, shops and Lake Michigan,, vacation rental in Skokie
Walking distance to restaurants, shops and Lake Michigan,, vacation rental in Skokie
Walking distance to restaurants, shops and Lake Michigan,, vacation rental in Skokie

Walking distance to restaurants, shops and Lake Michigan,

Condo/Apartment in Downtown / The Loop, Central
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Unique Apt. in Upscale Evanston with Easy Access  to Chicago, vacation rental in Skokie
Unique Apt. in Upscale Evanston with Easy Access  to Chicago, vacation rental in Skokie
Unique Apt. in Upscale Evanston with Easy Access  to Chicago, vacation rental in Skokie

Unique Apt. in Upscale Evanston with Easy Access to Chicago

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Comfortable place in Evanston!  Close to Northwestern and Loyola University., vacation rental in Skokie
Comfortable place in Evanston!  Close to Northwestern and Loyola University., vacation rental in Skokie
Comfortable place in Evanston!  Close to Northwestern and Loyola University., vacation rental in Skokie

Comfortable place in Evanston! Close to Northwestern and Loyola University.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Upgraded,Spacious 3 Bedroom Apartment., vacation rental in Skokie
Upgraded,Spacious 3 Bedroom Apartment., vacation rental in Skokie
Upgraded,Spacious 3 Bedroom Apartment., vacation rental in Skokie

Upgraded,Spacious 3 Bedroom Apartment.

Condo/Apartment in Jefferson Park, Far North Side
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Mid Century Elegance in Evanston Vintage Apartment., vacation rental in Skokie
Mid Century Elegance in Evanston Vintage Apartment., vacation rental in Skokie
Mid Century Elegance in Evanston Vintage Apartment., vacation rental in Skokie

Mid Century Elegance in Evanston Vintage Apartment.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Cozy Chicago Apartment - Kids & Pets Welcome!, vacation rental in Skokie
NEW! Cozy Chicago Apartment - Kids & Pets Welcome!, vacation rental in Skokie
NEW! Cozy Chicago Apartment - Kids & Pets Welcome!, vacation rental in Skokie

NEW! Cozy Chicago Apartment - Kids & Pets Welcome!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Historic Colonial, vacation rental in Skokie
Beautiful Historic Colonial, vacation rental in Skokie
Beautiful Historic Colonial, vacation rental in Skokie

Beautiful Historic Colonial

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Retro-Chic Urban Oasis, vacation rental in Skokie
Retro-Chic Urban Oasis, vacation rental in Skokie
Retro-Chic Urban Oasis, vacation rental in Skokie

Retro-Chic Urban Oasis

Condo/Apartment in West Ridge (West Rogers Park), Far North Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chicago's Hidden Treasure, 'EVANSTON, IL', vacation rental in Skokie
Chicago's Hidden Treasure, 'EVANSTON, IL', vacation rental in Skokie
Chicago's Hidden Treasure, 'EVANSTON, IL', vacation rental in Skokie

Chicago's Hidden Treasure, 'EVANSTON, IL'

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Half a mile from everything in the heart of Evanston, Illinois, vacation rental in Skokie
Half a mile from everything in the heart of Evanston, Illinois, vacation rental in Skokie
Half a mile from everything in the heart of Evanston, Illinois, vacation rental in Skokie

Half a mile from everything in the heart of Evanston, Illinois

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Evanston - Spacious 2 Bedroom & 1 Bath with In-unit Gym By Downtown Evanston, vacation rental in Skokie
Evanston - Spacious 2 Bedroom & 1 Bath with In-unit Gym By Downtown Evanston, vacation rental in Skokie
Evanston - Spacious 2 Bedroom & 1 Bath with In-unit Gym By Downtown Evanston, vacation rental in Skokie

Evanston - Spacious 2 Bedroom & 1 Bath with In-unit Gym By Downtown Evanston

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Parking! Cozy Garden Unit w/ In-unit Laundry, vacation rental in Skokie
Parking! Cozy Garden Unit w/ In-unit Laundry, vacation rental in Skokie
Parking! Cozy Garden Unit w/ In-unit Laundry, vacation rental in Skokie

Parking! Cozy Garden Unit w/ In-unit Laundry

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful modern home in Lincolnwood Towers, vacation rental in Skokie
Beautiful modern home in Lincolnwood Towers, vacation rental in Skokie
Beautiful modern home in Lincolnwood Towers, vacation rental in Skokie

Beautiful modern home in Lincolnwood Towers

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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10 MINS FROM O'HARE AIRPORT & 15 MINS FROM DOWNTOWN CHICAGO, vacation rental in Skokie
10 MINS FROM O'HARE AIRPORT & 15 MINS FROM DOWNTOWN CHICAGO, vacation rental in Skokie
10 MINS FROM O'HARE AIRPORT & 15 MINS FROM DOWNTOWN CHICAGO, vacation rental in Skokie

10 MINS FROM O'HARE AIRPORT & 15 MINS FROM DOWNTOWN CHICAGO

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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NEW! Updated Escape w/ Deck+Yard Near Northwestern, vacation rental in Skokie
NEW! Updated Escape w/ Deck+Yard Near Northwestern, vacation rental in Skokie
NEW! Updated Escape w/ Deck+Yard Near Northwestern, vacation rental in Skokie

NEW! Updated Escape w/ Deck+Yard Near Northwestern

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Chicago Rover House in the woods 420 friendly, vacation rental in Skokie
Chicago Rover House in the woods 420 friendly, vacation rental in Skokie
Chicago Rover House in the woods 420 friendly, vacation rental in Skokie

Chicago Rover House in the woods 420 friendly

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Cozy Studio in Heart of Downtown Evanston, vacation rental in Skokie
Cozy Studio in Heart of Downtown Evanston, vacation rental in Skokie
Cozy Studio in Heart of Downtown Evanston, vacation rental in Skokie

Cozy Studio in Heart of Downtown Evanston

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Great Evanston Apartment - Close to everything!, vacation rental in Skokie
Great Evanston Apartment - Close to everything!, vacation rental in Skokie
Great Evanston Apartment - Close to everything!, vacation rental in Skokie

Great Evanston Apartment - Close to everything!

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Exquisite Rogers Park 1bd/1bath Apt. Near Evanston, vacation rental in Skokie
Exquisite Rogers Park 1bd/1bath Apt. Near Evanston, vacation rental in Skokie
Exquisite Rogers Park 1bd/1bath Apt. Near Evanston, vacation rental in Skokie

Exquisite Rogers Park 1bd/1bath Apt. Near Evanston

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rogers Park Cozy 1 bd, 1 bath unit. Gated parking., vacation rental in Skokie
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking., vacation rental in Skokie
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking., vacation rental in Skokie

Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Special Skevanston Space 2mi to Northwestern University & beach, vacation rental in Skokie
Special Skevanston Space 2mi to Northwestern University & beach, vacation rental in Skokie
Special Skevanston Space 2mi to Northwestern University & beach, vacation rental in Skokie

Special Skevanston Space 2mi to Northwestern University & beach

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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NEW! Stylish, Bright Garden-Level Apt w/ Fireplace, vacation rental in Skokie
NEW! Stylish, Bright Garden-Level Apt w/ Fireplace, vacation rental in Skokie
NEW! Stylish, Bright Garden-Level Apt w/ Fireplace, vacation rental in Skokie

NEW! Stylish, Bright Garden-Level Apt w/ Fireplace

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood, vacation rental in Skokie
Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood, vacation rental in Skokie
Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood, vacation rental in Skokie

Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Evanston- Family friendly apartment close to everything!, vacation rental in Skokie
Evanston- Family friendly apartment close to everything!, vacation rental in Skokie
Evanston- Family friendly apartment close to everything!, vacation rental in Skokie

Evanston- Family friendly apartment close to everything!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Modern Luxury 3 bd Home min from NU & Lake Mich, vacation rental in Skokie
Modern Luxury 3 bd Home min from NU & Lake Mich, vacation rental in Skokie
Modern Luxury 3 bd Home min from NU & Lake Mich, vacation rental in Skokie

Modern Luxury 3 bd Home min from NU & Lake Mich

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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312Riverhouse (entire house), vacation rental in Skokie
312Riverhouse (entire house), vacation rental in Skokie
312Riverhouse (entire house), vacation rental in Skokie

312Riverhouse (entire house)

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sunny 2 Bedroom in Charming Evanston, vacation rental in Skokie
Sunny 2 Bedroom in Charming Evanston, vacation rental in Skokie
Sunny 2 Bedroom in Charming Evanston, vacation rental in Skokie

Sunny 2 Bedroom in Charming Evanston

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oakton St. Inn, Evanston Open concept and trendy condo, vacation rental in Skokie
Oakton St. Inn, Evanston Open concept and trendy condo, vacation rental in Skokie
Oakton St. Inn, Evanston Open concept and trendy condo, vacation rental in Skokie

Oakton St. Inn, Evanston Open concept and trendy condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Townhouse in Wilmette near lake and NW, vacation rental in Skokie
Spacious Townhouse in Wilmette near lake and NW, vacation rental in Skokie
Spacious Townhouse in Wilmette near lake and NW, vacation rental in Skokie

Spacious Townhouse in Wilmette near lake and NW

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ideal Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Ideal Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Ideal Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie

Ideal Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Heart of Evanston walking distance to campus and beach, vacation rental in Skokie
Heart of Evanston walking distance to campus and beach, vacation rental in Skokie
Heart of Evanston walking distance to campus and beach, vacation rental in Skokie

Heart of Evanston walking distance to campus and beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Modern Chicago 3Bd/3Bth Duplex Condo. 12mins to Downtown, vacation rental in Skokie
Modern Chicago 3Bd/3Bth Duplex Condo. 12mins to Downtown, vacation rental in Skokie
Modern Chicago 3Bd/3Bth Duplex Condo. 12mins to Downtown, vacation rental in Skokie

Modern Chicago 3Bd/3Bth Duplex Condo. 12mins to Downtown

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie

Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Spacious, lovely Chicago-style 3-bedroom condo in safe and quiet neighborhood, vacation rental in Skokie
Spacious, lovely Chicago-style 3-bedroom condo in safe and quiet neighborhood, vacation rental in Skokie
Spacious, lovely Chicago-style 3-bedroom condo in safe and quiet neighborhood, vacation rental in Skokie

Spacious, lovely Chicago-style 3-bedroom condo in safe and quiet neighborhood

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie

Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lincolnwood FHS Rental, vacation rental in Skokie
Lincolnwood FHS Rental, vacation rental in Skokie
Lincolnwood FHS Rental, vacation rental in Skokie

Lincolnwood FHS Rental

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie

Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie
Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground, vacation rental in Skokie

Bright Evanston 1BR w/ Pool & Gym, walk to Northwestern, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*Extended Stay* Lincolnwood FHS Rental, vacation rental in Skokie
*Extended Stay* Lincolnwood FHS Rental, vacation rental in Skokie
*Extended Stay* Lincolnwood FHS Rental, vacation rental in Skokie

*Extended Stay* Lincolnwood FHS Rental

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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'Joy of Evanston' 1BDR, KING EXEC Suite, pool+Gym, vacation rental in Skokie
'Joy of Evanston' 1BDR, KING EXEC Suite, pool+Gym, vacation rental in Skokie
'Joy of Evanston' 1BDR, KING EXEC Suite, pool+Gym, vacation rental in Skokie

'Joy of Evanston' 1BDR, KING EXEC Suite, pool+Gym

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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'Bliss of Evanston' 180°view, 2BDR +2Bath UrbanLux, vacation rental in Skokie
'Bliss of Evanston' 180°view, 2BDR +2Bath UrbanLux, vacation rental in Skokie
'Bliss of Evanston' 180°view, 2BDR +2Bath UrbanLux, vacation rental in Skokie

'Bliss of Evanston' 180°view, 2BDR +2Bath UrbanLux

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach, vacation rental in Skokie
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach, vacation rental in Skokie
Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach, vacation rental in Skokie

Large 12 room house steps to Park, Shopping and Restaurants, 10 minutes to beach

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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