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Vacation rentals in Near East Side, Chicago

Carefully selected & verified rentals in Chicago, United States

Check-in
13Sept
Check-out
14Sept
Rooms and Guests2 Guests, 1 Room
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1-20 out of 24
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Premier Penthouses And Apartment With Captivating Views Of Millennium Park
Premier Penthouses And Apartment With Captivating Views Of Millennium Park
Map1600 yd from City Centre200 yd from Chicago Theater
FromUS$ 2 688 /nightSelect
Blueground The Loop Pool Wd Nr Park Chi-1189
Blueground The Loop Pool Wd Nr Park Chi-1189
Map1800 yd from City Centre300 yd from Chicago Theater
Select
Blueground Chicago Loop Pool Ac Nr Park Chi-1266
Blueground Chicago Loop Pool Ac Nr Park Chi-1266
Map1700 yd from City Centre200 yd from Chicago Theater
Select
The Best View In America
The Best View In America
Map1.3 mi from City Centre800 yd from Millennium Park
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Cozy 2 Bedroom Condo By Lakeshore
Cozy 2 Bedroom Condo By Lakeshore
Map1.3 mi from City Centre700 yd from Millennium Park
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Blueground Lakeshore East Pool Wd Nr Park Chi-1198
Blueground Lakeshore East Pool Wd Nr Park Chi-1198
Map1.2 mi from City Centre600 yd from Millennium Park
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Blueground The Loop Pool Ac Nr Park Chi-1188
Blueground The Loop Pool Ac Nr Park Chi-1188
Map1800 yd from City Centre300 yd from Chicago Theater
Select
Blueground The Loop Pool Gym Nr Park Chi-1187
Blueground The Loop Pool Gym Nr Park Chi-1187
Map1800 yd from City Centre300 yd from Chicago Theater
Select
Blueground The Loop Pool Wd Nr Par Chi-1186
Blueground The Loop Pool Wd Nr Par Chi-1186
Map1800 yd from City Centre300 yd from Chicago Theater
Select
Blueground River North Balcony Pool Nr Pier Chi-1147
Blueground River North Balcony Pool Nr Pier Chi-1147
Map1.4 mi from City Centre400 yd from Northwestern Memorial Hospital
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Streeterville 1Br W Indoor Pool Nr Navy Pier Chi-996
Streeterville 1Br W Indoor Pool Nr Navy Pier Chi-996
Map1.4 mi from City Centre500 yd from Northwestern Memorial Hospital
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Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-227
Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-227
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
Loop Studio W Roof Deck Nr Michigan Ave Chi-1014
Loop Studio W Roof Deck Nr Michigan Ave Chi-1014
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
Loop Studio W Theater Games Nr Millennium Park Chi-1017
Loop Studio W Theater Games Nr Millennium Park Chi-1017
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
Loop 1Br W Gym Roof Deck Nr Millennium Park Chi-961
Loop 1Br W Gym Roof Deck Nr Millennium Park Chi-961
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
Streeterville 2Br W Lounge Pool Nr Riverwalk Chi-1003
Streeterville 2Br W Lounge Pool Nr Riverwalk Chi-1003
Map1.4 mi from City Centre500 yd from Northwestern Memorial Hospital
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Loop Studio W Theater Pool Nr Millennium Park Chi-958
Loop Studio W Theater Pool Nr Millennium Park Chi-958
Map1.0 mi from City Centre300 yd from Chicago Theater
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Loop 2Br W Gym Playroom Pool Close To L Chi-960
Loop 2Br W Gym Playroom Pool Close To L Chi-960
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-230
Loop 1Br W Gym Pool Wd Nr Millennium Park Chi-230
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
Loop 1Br W Roof Gym Lounge Nr Riverwalk Chi-913
Loop 1Br W Roof Gym Lounge Nr Riverwalk Chi-913
Map1.0 mi from City Centre300 yd from Chicago Theater
Select
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Flexible Price Range for Vacation Homes in Chicago

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
USD 2 688
⬇️ The lowest price
USD 2 688
💸 Average price for
Apartments
USD 2 443

Top vacation homes in Chicago

Based on guest reviews from the past 12 months

Luxury Living With City Views:
Fitness Focused Stays:
Relaxing Retreats With Water Access:
Active Getaways Near Iconic Parks:
Home Away From Home Experiences:

FAQs about Chicago rentals

Get answers to common questions and plan your adventure smoothly

What are the best hotels near popular landmarks in Near East Side district?
Hotels like Loop 1Br W Gym Roof Nr Millennium Park Chi-387 and Streeterville 1Br W Pool Gym Nr Riverwalk Chi-877 are within walking distance of Millennium Park and the Riverwalk.
Which hotels are recommended for couples in Near East Side district?
Hotels such as Loop 1Br W Gym Roof Deck Nr Millennium Park Chi-961 and Streeterville 2Br W Pool Gym Nr Riverwalk Chi-880 provide a romantic setting with amenities like private spaces and proximity to restaurants.

Vacation Rentals in Chicago's Near East Side

This guide offers insights into vacation rentals in Chicago's Near East Side district, evaluating 10 properties to provide essential information for travelers seeking an ideal place to stay.

Typical nightly prices range from $100 to $300 USD.

There are approximately 10 vacation rental properties available.

Peak travel seasons are summer (June-August) and major holidays.

Local taxes and fees can total around 14.4% on rental rates.

Key attractions like Millennium Park are about 1 mile away.

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