Forrestville Ave Large Suite 
Best Price Match
8.6 (103 Reviews) Apartment
The entire place is yours • 130 m² size • Free parking
Chicago Grand Boulevard • In Englewood · 4.6km to center
Best Price Match 47+ Vacation Rentals Near Englewood
NearbyHoliday - Vacation Rentals in Englewood
5430 Happy Home Best Price Match
8.0 (423 Reviews) Homestay
Free parking • Balcony • Free WiFi
Chicago Washington Park • In Englewood · 2.4km to center
Best Price Match 
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 Englewood · 4.8km to center
Best Price Match 
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 Englewood · 2.2km to center
Best Price Match 
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
Best Price Match 
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
Best Price Match 
Cozy Woodlawn Retreat 1 Best Price Match
9.8 (4 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
Best Price Match 
Cozy Woodlawn Retreat 2 Best Price Match
9.0 (3 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
Best Price Match Luxury Places to Stay in Englewood
Over 9+ Luxury Places to Stay in or Near Englewood
The Study at the University of Chicago Best Price Match
9.1 (1047 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match 
Sophy Hyde Park Best Price Match
9.0 (202 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match 
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 Englewood · 3.6km to center
Best Price Match Forrestville Ave Large Suite Best Price Match
8.6 (103 Reviews) Apartment
The entire place is yours • 130 m² size • Free parking
Chicago Grand Boulevard • In Englewood · 4.6km to center
Best Price Match 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 Englewood · 4.8km to center
Best Price Match 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 Englewood · 2.2km to center
Best Price Match 
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
Best Price Match 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
Best Price Match Pet-Friendly Vacation Rentals in Englewood
Over 13+ Pet-Friendly Vacation Rentals in or Near Englewood
The Study at the University of Chicago Pets allowed Best Price Match
9.1 (1047 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match 
Greater Grand Crossing/Hyde Park Pets allowed Best Price Match
7.4 (23 Reviews) Apartment
The entire place is yours • 12 m² size • Pet friendly
Chicago Greater Grand Crossing • In Englewood · 1.6km to center
Best Price Match 
Luxe Loft vibe with King Suite - 4BR 3Ba Pets allowed Best Price Match
9.7 (7 Reviews) Apartment
The entire place is yours • 232 m² size • Free on-site parking
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Modern & Spacious Stay by Northwestern Hospital Bronzeville Pets allowed Best Price Match
9.5 (4 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
Chicago Grand Boulevard • In Englewood · 4.3km to center
Best Price Match 
City Charm Studio Apt in Chicago - Kenwood 205 Pets allowed Best Price Match
7.6 (5 Reviews) Apartment
The entire place is yours • 37 m² size • Pet friendly
Best Price Match Eco Stay by UChicago, Lakefront & Hyde Park! Pets allowed Best Price Match
9.0 (5 Reviews) Apartment
The entire place is yours • 74 m² size • Free on-site parking
Best Price Match 
Trendy Studio Apartment in Chicago - Kenwood 103 & 303 rep Pets allowed Best Price Match
8.7 (3 Reviews) Apartment
The entire place is yours • 37 m² size • Pets allowed
Best Price Match 
1BR Stylish & Modern Chicago Apartment - Kenwood 508 rep Pets allowed Best Price Match
7.7 (3 Reviews) Apartment
The entire place is yours • 65 m² size • Pet friendly
Best Price Match Vacation Rentals in Englewood
Over 41+ Vacation Rentals in or Near Englewood
Forrestville Ave Large Suite Best Price Match
8.6 (103 Reviews) Apartment
The entire place is yours • 130 m² size • Free parking
Chicago Grand Boulevard • In Englewood · 4.6km to center
Best Price Match 5430 Happy Home Best Price Match
8.0 (423 Reviews) Homestay
Free parking • Balcony • Free WiFi
Chicago Washington Park • In Englewood · 2.4km to center
Best Price Match 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 Englewood · 4.8km to center
Best Price Match 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 Englewood · 2.2km to center
Best Price Match 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
Best Price Match 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
Best Price Match Cozy Woodlawn Retreat 1 Best Price Match
9.8 (4 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
Best Price Match Cozy Woodlawn Retreat 2 Best Price Match
9.0 (3 Reviews) Apartment
The entire place is yours • 111 m² size • Free parking
Best Price Match Hotels in Englewood
Over 6+ Hotels in or Near Englewood
Sophy Hyde Park Best Price Match
9.0 (202 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match The Study at the University of Chicago Best Price Match
9.1 (1047 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match 
Chateau de Woodlawn - Room III - The Dream Catcher Best Price Match
7.5 (35 Reviews) Guest_house
Free on-site parking • Free WiFi • Family rooms
Best Price Match 
Chateau de Woodlawn - Room I - La Tour Eiffel Best Price Match
9.5 (13 Reviews) Guest_house
Free on-site parking • Shuttle service (free) • Free WiFi
Best Price Match 
Chateau de Woodlawn - Room II - Le Parisienne Best Price Match
7.7 (22 Reviews) Guest_house
Free on-site parking • Free WiFi • Non-smoking rooms
Best Price Match 
Shared, spacious condo near UChicago and Obama Center Best Price Match
7.4 (8 Reviews) Guest_house
Free on-site parking • Free WiFi • Private bathroom
Best Price Match Cheap Places to Stay in Englewood
Over 6+ Cheap Places to Stay in or Near Englewood
Chateau de Woodlawn - Room III - The Dream Catcher Best Price Match
7.5 (35 Reviews) Guest_house
Free on-site parking • Free WiFi • Family rooms
Best Price Match Chateau de Woodlawn - Room II - Le Parisienne Best Price Match
7.7 (22 Reviews) Guest_house
Free on-site parking • Free WiFi • Non-smoking rooms
Best Price Match Chateau de Woodlawn - Room I - La Tour Eiffel Best Price Match
9.5 (13 Reviews) Guest_house
Free on-site parking • Shuttle service (free) • Free WiFi
Best Price Match Shared, spacious condo near UChicago and Obama Center Best Price Match
7.4 (8 Reviews) Guest_house
Free on-site parking • Free WiFi • Private bathroom
Best Price Match Sophy Hyde Park Best Price Match
9.0 (202 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match The Study at the University of Chicago Best Price Match
9.1 (1047 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match Hotels with Suites in Englewood
Over 1+ Hotels with Suites in or Near Englewood
The Study at the University of Chicago Best Price Match
9.1 (1047 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match About Englewood Vacation Rentals
Looking for places to stay in Englewood? Compare top options in Chicago.
With more than 47 Englewood vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Englewood.
Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Englewood. Prices average US $237 a night.
NearbyHoliday makes it easy and safe to find and compare vacation rentals in Englewood, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Stay Categories in Englewood
Use These Quick Filters to Find a Vacation Rental in Englewood
Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Englewood.
Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Englewood. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.
Weather in Englewood
Average temperatures and rainfall by month range to help plan your stay in Englewood.
Mar - May
Avg High17°C / 62°F
Avg Low6°C / 42°F
Rainfall106 mm / 4.2 in
Jun - Aug
Avg High28°C / 83°F
Avg Low18°C / 65°F
Rainfall90 mm / 3.5 in
Sep - Nov
Avg High18°C / 65°F
Avg Low9°C / 48°F
Rainfall70 mm / 2.7 in
Dec - Feb
Avg High3°C / 38°F
Avg Low-5°C / 22°F
Rainfall62 mm / 2.4 in