Vacation Rentals in Oswego

The Official Guide to Vacation Rentals in Oswego – Your Trusted Source for the Best Stays!

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Oswego Luxury Vacation Rentals

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9.7
Excellent
177 Reviews

From

53$/night

Pulaski Point Properties

3936 North Pulaski Road
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8.9
Excellent
364 Reviews

From

82$/night

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

3558 North Wilton Avenue
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8.2
Very good
562 Reviews

From

29$/night

5430 Happy Home

5430 South Dearborn Street
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Cheap Oswego Vacation Rentals

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9.3
Excellent
225 Reviews

From

215$/night

2F Chicago'S Little Italy Near West Loop & Downtown

1506 West Polk Street 3F
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9.6
Excellent
122 Reviews

From

313$/night

The Avondale Guesthouse

2973 North Elston Avenue
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9.5
Excellent
98 Reviews

From

200$/night

1F Cozy Home In Little Italy Near Downtown West Loop United Center

1506 West Polk Street
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Pet Friendly Vacation Rentals Oswego

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9.5
Excellent
66 Reviews

From

124$/night

Classic Chicago Upstairs Apt Private Balcony

4036 North Saint Louis Avenue
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9.1
Excellent
148 Reviews

From

227$/night

Lincoln Park 3 Bedroom Penthouse

2633 North Sheffield Avenue
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9.2
Excellent
62 Reviews

From

123$/night

Fulbrix Bright Designer Apartments With West Loop Views

160 North Elizabeth Street
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Oswego Vacation Rentals Oceanfront

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9.7
Excellent
63 Reviews

From

269$/night

Chicago Charm

2139 West Granville Avenue
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9.6
Excellent
38 Reviews

From

270$/night

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue
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9.9
Excellent
14 Reviews

From

138$/night

Chicago Condo W/ Balcony: Walk To Cta Stations!

813 S Bell Ave #3
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Oswego Vacation Rentals with Private Pool

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8.3
Very good
163 Reviews

From

107$/night

Perfect Place To Enjoy The City Or Just Relax

1902 South Sawyer Avenue
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9.7
Excellent
14 Reviews

From

245$/night

Starved Rock & Ottawa Retreat Amazing Getaway Home

223 22Nd Avenue
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9.3
Excellent
47 Reviews

From

363$/night

Bucktown Private Condo

1913 West Armitage Avenue Apt 2Rw
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8.8
Excellent
47 Reviews

From

57$/night

This Is Not An Hotel But A Quiet Place

413 Delaware Circle
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9.5
Excellent
30 Reviews

From

457$/night

Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

1207 West Eddy Street
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9.6
Excellent
20 Reviews

From

47$/night

B4 A Private Room In Naperville Downtown With Desk And Wi-Fi Near Everything

524 East 14Th Avenue
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9.6
Excellent
15 Reviews

From

252$/night

Game Day Getaway - 3Br In Vibrant Wrigleyville

3824 North Clark Street
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Location

Oswego, Illinois, United States, IL 60641

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