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Chicago, IL vacation rentals

Search among 569 available vacation rentals in Chicago from 50+ providers

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02Dec2022Friday
03Dec2022Saturday
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10 adults
3 bedrooms
3 beds
View on map2.1 mi from City Center1.1 mi from Michigan Avenue
Positioned right next to The Richard H. Driehaus Museum, the venue with a fully equipped kitchen and a patio and a garden, available on site, waits for you.
From   US$ 361 /nightSelect
Not available
Homestay
The largest option:
2 adults
3 bedrooms
4 beds
View on map5.6 mi from City Center400 yd from
Set in Chicago, this 7-room property is an ideal base for visits to Museum of Science and Industry.
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Not available
The largest option:
4 adults
1300 yd from City Center300 yd from Chicago Riverwalk
Placed close to Cadillac Palace Theatre, this 2-bedroom apartment with an indoor swimming pool and a steam room and a Jacuzzi will make your stay unforgettable.
8.2
Great45 reviews
From   US$ 205 /nightSelect
Not available
The largest option:
5 adults
2 bedrooms
3 beds
5.0 mi from City Center200 yd from Wrigley Field
Addison subway station is in 200 feet from this contemporary apartment, located in a 10-minute walk to Jewel-Osco.
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Not available
The largest option:
5 adults
1.4 mi from City Center1400 yd from Chicago Riverwalk
Located within a 5-minute walk of Chicago-Brown underground station, this apartment features a sunny balcony.
8.0
Great36 reviews
From   US$ 364 /nightSelect
Not available
7 adults
5 bedrooms
5 beds
4.8 mi from City Center600 yd from Wrigley Field
The accommodation consists of a kitchen, 5 bedrooms and is situated near Briar Street Theatre.
From   US$ 147 /nightSelect
Not available
8 adults
3 bedrooms
5 beds
4.9 mi from City Center500 yd from Viaduct Center
The Richard H. Driehaus Museum is 4.4 miles from this villa that offers 3 bedrooms along with a kitchen.
From   US$ 246 /nightSelect
Not available
5 adults
3 bedrooms
3 beds
4.8 mi from City Center600 yd from Wrigley Field
This property near Lakeview Baseball Club consists of 3 bedrooms, 1 bathrooms and a fully equipped kitchen for up to 5 guests.
From   US$ 162 /nightSelect
Not available
8 adults
2 bedrooms
2 beds
4.6 mi from City Center700 yd from
This 2-bedroom apartment can accommodate up to 4 people, within a 30-minute walk from Guaranteed Rate Field.
8.0
Great10 reviews
From   US$ 110 /nightSelect
Not available
4 adults
1 bedroom
2 beds
2.4 mi from City Center400 yd from
Set 1.3 miles from DePaul University - Lincoln Park Campus, this apartment has a kitchen and 1 bathrooms.
8.0
Great1 review
From   US$ 139 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
4.8 mi from City Center600 yd from Wrigley Field
Situated in Lakeview district, the property comprises a kitchen and 2 bedrooms.
From   US$ 289 /nightSelect
Not available
1500 yd from City Center700 yd from Grant Park
Offering a fully equipped kitchen with an oven, kitchenware and a washing machine, the venue is located 15 minutes' walking distance from the center of Chicago.
From   US$ 129 /nightSelect
Not available
4 adults
3 bedrooms
3 beds
4.9 mi from City Center400 yd from Wrigley Field
Set 3.8 miles from Water Tower Chicago, this apartment has a kitchen and 1 bathrooms.
From   US$ 201 /nightSelect
Not available
The largest option:
2 adults
1 bedroom
1 bed
2.4 mi from City Center100 yd from
Offering a mini-kitchen equipped with a microwave, a dishwasher and a fridge, this villa is set near Wrigley Building.
From   US$ 85 /nightSelect
Not available
7 adults
2 bedrooms
4 beds
4.8 mi from City Center600 yd from Wrigley Field
Situated in Lakeview district, the property comprises a kitchen and 2 bedrooms.
9.0
Perfect1 review
From   US$ 128 /nightSelect
Not available
The largest option:
10 adults
1 bedroom
3 beds
5.0 mi from City Center900 yd from
Nestled in Roscoe Village district of Chicago, the venue is about 20 km from Midway airport.
8.4
Great10 reviews
From   US$ 168 /nightSelect
Not available
The largest option:
4 adults
1 bedroom
2 beds
3.8 mi from City Center200 yd from
Set 3.5 miles from All Saints - St Anthony, this apartment has a fully-fitted kitchen and 1 bathrooms.
7.4
Very good1 review
From   US$ 115 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
3.5 mi from City Center900 yd from
Located approximately 10 minutes' walk from Western subway station, this accommodation consists of 2 bedrooms, 1 bathrooms and a kitchen.
9.0
Perfect2 reviews
From   US$ 178 /nightSelect
Not available
2 adults
1 bedroom
1 bed
5.1 mi from City Center400 yd from Sutherland Community Arts
This 1-bedroom apartment can accommodate up to 2 people, within a 20-minute walk from Dorchester Commons Shopping Center.
From   US$ 85 /nightSelect
Not available

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FAQs about Chicago vacation rentals

Our FAQ covers 10 frequently asked questions about vacation homes in Chicago.

What are the best vacation rentals in Lakeview district?

Our visitors usually stay in top vacation places in such districts as — Magnificent Mile, Chicago Loop and Hyde Park.

What are the most popular luxury vacation rentals in Chicago?

These luxury accommodations will make your city escape memorable: Envitae 3Br Huge Luxury Loft In Chicago'S Best Building and Printers Paradise. Go here to see more vacation rentals.

What are the best pet-friendly vacation rentals in Chicago?

Travelers who stayed in Chicago with pets have left positive reviews about 2142 West Walton Apartment and Lowest Rates! Spacious Duplex With Free Parking!.

What are the best budget vacation rentals to book in Chicago?

Some of the top cheap apartments are:
Pilsen Roadhouse from 112US$/night;
Lang House Bed & Breakfast from 179US$/night.
Find out more favored cheap places to stay here.

How much does a 3-bedroom vacation house cost for a week?

A 3-bedroom home in Chicago costs about Swank Victorian Near United Center W/ Backdeck the top-rated option is a 283US$.

What are the most popular vacation rentals in Chicago near a beach?

If you are looking for a beach villa, Family Retreat Chicago is a great option to consider.

What are the best vacation rentals with pools in Chicago?

To enjoy a swimming pool on site, rent Envitae 2Br 1 Block To Mag Mile or 2Br/2Ba Brand New Executive Luxury Suite W/ Rooftop Pool, Gym And Balcony By Envitae. Find other popular properties featuring a pool here.

What are the most popular vacation rentals providing free Wi-Fi?

Bright South Loop Suites By Sonder and West Loop Lofts are the best vacation accommodations providing free parking.

What vacation rentals near Lincoln Park Zoo would you recommend?

Sonder North Lincoln is the most popular vacation accommodation close to the Lincoln Park Zoo, one of the top Chicago attractions.

What are the best Chicago vacation rentals with free parking?

The best places providing free parking are Stylish 1Br Apt Perfect For Couple'S Getaway A4 and Cozy 2 Bed / 2 Bath In Lincoln Park, which offer free parking and complimentary private parking.

Chicago vacation rentals

Handpicked vacation rentals in Chicago

When on city escape, all you need is a nice apartment to relax and enjoy your time off work. We can suggest townhouses, apartments, waterfront cabins in Chicago for you. Find accommodation which suits you the most and get it booked!

Exclusive luxury places to stay in Chicago

You will enjoy the opulent atmosphere of comfortable vacation homes in Chicago. Spend your summer vacation at one of the city's most luxury places. With just a few clicks you'll get the most exclusive place to stay in Chicago.

High graded cheap vacation homes in Chicago

A penny saved is a penny earned. It is not necessary to tighten your belt to afford a nice vacation home in Chicago. Our team has checked available dates in United States received from 100+ providers and filtered nice vacation rentals in Chicago to find the best options according to your budget. Surf through!

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