Forrestville Ave Large Suite 
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8.6 (103 Reviews) Apartment
The entire place is yours • 130 m² size • Free parking
Chicago Grand Boulevard • In Woodlawn · 4.1km to center
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Find Vacation Rentals in or near Woodlawn. Find vacation rentals in Woodlawn, Chicago.
The Penthouse, Lux stay near Downtown, UofC & Lake Best Price Match
9.2 (37 Reviews) Apartment
The entire place is yours • 135 m² size • Kitchen
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New Luxurious 5BD-2BA Duplex-FREE WINE-2CAR Parking Best Price Match
9.1 (18 Reviews) Apartment
The entire place is yours • 158 m² size • Free on-site parking
Chicago Avalon Park • In Woodlawn · 4.5km to center
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The Black And White Suite Best Price Match
7.1 (20 Reviews) Holiday_home
The entire place is yours • 223 m² size • Free parking
Chicago Grand Boulevard • In Woodlawn · 4.8km to center
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BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12 Best Price Match
9.7 (6 Reviews) Holiday_home
The entire place is yours • 139 m² size • Free on-site parking
Chicago Greater Grand Crossing • In Woodlawn · 2.7km to center
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Beautifully Renovated House 10 mins from Downtown Best Price Match
8.3 (12 Reviews) Holiday_home
The entire place is yours • 297 m² size • Kitchen
Chicago Grand Boulevard • In Woodlawn · 4.8km to center
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The Brown House - A luxurious UChicago Campus stay Best Price Match
10.0 (5 Reviews) Apartment
The entire place is yours • 139 m² size • Free on-site parking
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Cozy Woodlawn Retreat 1 Best Price Match
9.8 (4 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
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Parisian Retreat 6min to Main Quandrangle U of C Best Price Match
9.7 (3 Reviews) Apartment
The entire place is yours • 139 m² size • Free on-site parking
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Chic Euro City Getaway- Close to Downtown Best Price Match
8.4 (29 Reviews) Apartment
The entire place is yours • 111 m² size • Free WiFi
Chicago Grand Boulevard • In Woodlawn · 3.5km to center
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Cozy Woodlawn Retreat 2 Best Price Match
9.0 (3 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
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Beautiful Big 3 bedroom Quiet Apt near downtown Best Price Match
8.5 (23 Reviews) Apartment
The entire place is yours • 149 m² size • Free on-site parking
Chicago South Shore • In Woodlawn · 3.1km to center
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Luxe Loft vibe with King Suite - 4BR 3Ba Best Price Match
9.7 (7 Reviews) Apartment
The entire place is yours • 232 m² size • Free on-site parking
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Chateau de Woodlawn - Peaceful 3 bedroom apartment. Best Price Match
8.9 (15 Reviews) Apartment
The entire place is yours • 108 m² size • Kitchen
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Woodlawn Oasis Best Price Match
8.9 (9 Reviews) Holiday_home
The entire place is yours • 20 m² size • Free on-site parking
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Greater Grand Crossing/Hyde Park Best Price Match
7.4 (23 Reviews) Apartment
The entire place is yours • 12 m² size • Pet friendly
Chicago Greater Grand Crossing • In Woodlawn · 2.6km to center
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Sleek 1-Bedroom Apt in Chicago - East Park Tower 0610 rep Best Price Match
8.8 (6 Reviews) Apartment
The entire place is yours • 58 m² size • Pet friendly
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Kenwood Apartments, Downtown Hyde Park Best Price Match
6.8 (65 Reviews) Homestay
Free parking • Balcony • Free WiFi
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Modern & Spacious Stay by Northwestern Hospital Bronzeville Best Price Match
9.5 (4 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
Chicago Grand Boulevard • In Woodlawn · 3.3km to center
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Lakefront Rooftop Parking Best Price Match
7.6 (10 Reviews) Villa
The entire place is yours • 204 m² size • Free on-site parking
Chicago South Shore • In Woodlawn · 3.4km to center
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Eco Stay by UChicago, Lakefront & Hyde Park! Best Price Match
9.0 (5 Reviews) Apartment
The entire place is yours • 74 m² size • Free on-site parking
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Cozy & Radiant 2BR Apartment - BStone 605 Best Price Match
8.5 (6 Reviews) Apartment
The entire place is yours • 124 m² size • Pet friendly
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Afrique Francaise de Woodlawn 1 Best Price Match
9.1 (18 Reviews) Homestay
Free on-site parking • Balcony • Free WiFi
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Inviting 2-Bedroom Apt in Hyde Park - The Blackwood rep Best Price Match
7.5 (7 Reviews) Apartment
The entire place is yours • 67 m² size • Pet friendly
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Trendy Studio Apartment in Chicago - Kenwood 103 & 303 rep Best Price Match
8.7 (3 Reviews) Apartment
The entire place is yours • 37 m² size • Pets allowed
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City Charm Studio Apt in Chicago - Kenwood 205 Best Price Match
7.6 (5 Reviews) Apartment
The entire place is yours • 37 m² size • Pet friendly
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Charming 3BD 2BTH Apartment Best Price Match
5.3 (13 Reviews) Apartment
The entire place is yours • 14 m² size • Free on-site parking
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Afrique Francaise de Woodlawn 2 Best Price Match
7.5 (16 Reviews) Homestay
Free on-site parking • Balcony • Free WiFi
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1BR Stylish & Modern Chicago Apartment - Kenwood 508 rep Best Price Match
7.7 (3 Reviews) Apartment
The entire place is yours • 65 m² size • Pet friendly
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2 BR Apt Near U Chicago Campus & the Lakefront! Best Price Match
7.7 (3 Reviews) Apartment
The entire place is yours • Free on-site parking • Pet friendly
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Modern and Minimalist Studio Apartment - Bstone 105 and 108 rep Best Price Match
6.5 (4 Reviews) Apartment
The entire place is yours • 39 m² size • Pet friendly
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Dog-Friendly Apt with Yard 10 Mi to Downtown Best Price Match
7.0 (3 Reviews) Apartment
The entire place is yours • 65 m² size • On-site parking
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Chicago Studio Unit Cozy & Convenient - BStone 226 rep Best Price Match
5.4 (5 Reviews) Apartment
The entire place is yours • 39 m² size • Pet friendly
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420 Friendly 12 PM Check Out 1 Bedroom Basement Best Price Match
5.0 (5 Reviews) Holiday_home
The entire place is yours • Free on-site parking • Hot tub
Best Price Match About Woodlawn Vacation Rentals on NearbyHoliday
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Find a Vacation Rental and Holiday Home in Woodlawn. Compare 34 family vacation homes, private villas, cottages, cabins, and condos in Woodlawn.
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