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 Kenwood · 1.4km to center
Best Price Match Kenwood Vacation Rentals & NearbyHoliday Homes
Find Vacation Rentals in or near Kenwood. Find vacation rentals in Kenwood, 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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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 Kenwood · 1.8km 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 Kenwood · 2.2km to center
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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 Kenwood · 2.0km to center
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Hamaline Luxury Guest House Best Price Match
8.5 (7 Reviews) Villa
The entire place is yours • 1400 m² size • Free on-site parking
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Stylish Urban Retreat 3 Bedroom Newly Remodeled Best Price Match
8.3 (32 Reviews) Apartment
The entire place is yours • 111 m² size • Free on-site parking
Chicago Grand Boulevard • In Kenwood · 2.4km 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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Drexel Apartments, Downtown Hyde Park Best Price Match
6.6 (117 Reviews) Homestay
Free parking • Free WiFi • Private bathroom
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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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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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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 Kenwood · 4.7km 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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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 Kenwood · 1.0km to center
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Hyde Park Modern Private Room - Near Univ of Chicago Best Price Match
9.2 (33 Reviews) Homestay
Free parking • Non-smoking rooms • Family rooms
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Spacious Bronzeville Apartment Best Price Match
9.8 (5 Reviews) Apartment
The entire place is yours • 139 m² size • 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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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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Gorgeous North Kenwood Hyde Park Unit Best Price Match
6.8 (9 Reviews) Apartment
The entire place is yours • 16 m² size • Free on-site parking
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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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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
Best Price Match About Kenwood Vacation Rentals on NearbyHoliday
Looking for vacation rentals in Kenwood? Compare top options in Chicago.
Find a Vacation Rental and Holiday Home in Kenwood. Compare 27 family vacation homes, private villas, cottages, cabins, and condos in Kenwood.
NearbyHoliday makes it easy to discover vacation rentals in Kenwood that work well for families, groups, and longer stays when you want more room than a standard hotel setup.
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