Chicago Vacation Rentals

Robert Blomfield
1 year ago

Are you in a hurry?

Here is a quick list of Vacation Rentals in Chicago, selected based on their rating

Name of hotel Accommodation Rating Price, $
Apartment In River North Downtown Chicago

8.4 / 10

(83 Reviews)

From 364$
Frontdesk Dashing 1 Bedroom Apt Near The Smart Museum

9.0 / 10

(4 Reviews)

From 92$
Frontdesk Bright Open 3 Bedroom Apt In West Depaul

6.2 / 10

(4 Reviews)

From 333$
Wrigley Garden Unit Apartment

0.7 / 10

(22 Reviews)

From 247$
Penthouse Level, Stunning Wrigley Stay

0.9 / 10

(17 Reviews)

From 170$

When you are planning a trip to Chicago, there are many different types of lodging to choose from. You can stay in a hotel, motel, hostel, or bed and breakfast. But, if you are looking for something more spacious and comfortable than a hotel room, you may want to consider a vacation rental.

A vacation rental is a home or apartment that is rented for short-term stays. It can be a great option for families, groups, or couples. Vacation rentals come in all shapes and sizes, and there are many to choose from in the Chicago area.

Some people may be hesitant to choose a vacation rental over a hotel, but there are many reasons why a rental can be a better choice. For starters, vacation rentals are often more affordable than hotels. They also offer more space and privacy, and many come with fully equipped kitchens. This can be a great way to save money on meals while you are traveling.

Another advantage of choosing a vacation rental is that you can often find properties in desirable locations. Many vacation rentals are located in neighborhoods that are close to popular tourist destinations, restaurants, and shopping areas. This can be a great way to enjoy all that Chicago has to offer while still having a comfortable place to come home to at the end of the day.

Luxury Vacation Rentals Chicago

Table of contents

Apartment In River North Downtown Chicago Frontdesk Dashing 1 Bedroom Apt Near The Smart Museum Frontdesk Bright Open 3 Bedroom Apt In West Depaul Wrigley Garden Unit Apartment Vacation Rentals in Chicago Penthouse Level, Stunning Wrigley Stay ✪ Cozy 1 Bedroom Close To Downtown Chicago ✪

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8.4
Very good
83 Reviews

Apartment In River North Downtown Chicago

📍 North Hudson Avenue - 750 - Chicago

From 364$

In River North With Balcony View is set 1.1 km from Chicago-style pizza and 1.6 km from 360 Chicago Observation Deck in River North district. Among the other facilities are a microwave oven, a fridge and kitchenware, provided for self-catering.

This venue lies within 25 minutes' walk of the centre of Chicago. It is close to Saint Matthew United Methodist Church, while Grand underground station is 850 metres away. Offering Spanish, Caribbean, South American and Latin American meals, Nacional 27 is situated 450 metres of the property. Take a few minutes' cab ride to see the premier natural-history Field Museum.

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9
Excellent
4 Reviews

Frontdesk Dashing 1 Bedroom Apt Near The Smart Museum

From 92$

Debonair Hp 1Br With Fast Transit To Uchicago & Dt By Zencity Apartment is set 0.7 km from Jackson Bark and 6 km from Guaranteed Rate Field in Hyde Park district. With access to the Sprawling hands-on Museum of Science and Industry, this venue comes with 1 bedroom and an equipped kitchenette area.

The Frederick C Frank Lloyd Wright's Robie House can be reached by car in a couple of minutes, while Congregation Rodfei Zedek Conservative Synagogue is right by the accommodation. The property is just 650 metres from the beach. Guests can dine in the restaurant Litehouse Whole Food Grill, which is about 250 metres away.

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Popular Vacation rentals destinations

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6.2
Good
4 Reviews

Frontdesk Bright Open 3 Bedroom Apt In West Depaul

From 333$

Located in Lincoln Park district next to Supera Park, the 139 m² Classic Depaul 3Br With Full Kitchen By Zencity apartment accommodates up to 7 guests. There are also a microwave oven, refrigerator and kitchenware available.

The Art Institute of Chicago lies within 7 km from the venue, while the huge outdoor Cloud Gate Sculpture is 8 km away. It offers Monkey's Paw, which is sited 150 metres from the accommodation and serves American cuisine. The free Lincoln Park Zoo can be reached in a few minutes by car.

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Vacation Rentals in Chicago

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0.7
Good
22 Reviews

Wrigley Garden Unit Apartment

📍 820 W. Newport Ave

From 247$

Wrigley Garden Unit Chicago is situated in Lakeview district, 25 minutes' drive from Midway International airport. The venue can host up to 5 guests.

You can find Gill Park in Chicago, 0.6 km away from the property. Sheil Park Playground is within a 15-minute stroll. Serving a variety of dishes, Hydrate and Roscoe's are 150 metres away. Take a few minutes' cab ride to see Lincoln Park Zoo.

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0.9
Good
17 Reviews

Penthouse Level, Stunning Wrigley Stay

📍 820 West Newport Avenue Unit 3

From 170$

Penthouse Level, Stunning Wrigley Stay Chicago is set 1 km from Sheil Park Playground and 3.2 km from the 35-acre beautifully landscaped Lincoln Park Zoo in Lakeview district. A fully furnished kitchen is also featured, as well as a microwave oven, a fridge and glassware.

The cafeteria Caribou Coffee is located 150 metres away. Take a few minutes' cab ride to see Lincoln Square.

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Hotels in Chicago

Airport nearby ✈️ Midway International, Chicago O'Hare International
Average Price 💰 312$
Hotels in Chicago 🏨 1065
Hotel Reviews ⭐ 29055
Landmarks nearby 📍 Chicago Children's Museum, Money Museum at the Federal Reserve Bank, United Center, Andersonville, The Magnificent Mile
Most comfortable Hotel 🛏️ Apartment In River North Downtown Chicago
Hotel with a view 🔍 Frontdesk Dashing 1 Bedroom Apt Near The Smart Museum
Hotel with balcony 🌤️ Frontdesk Bright Open 3 Bedroom Apt In West Depaul

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0.9
Good
46 Reviews

✪ Cozy 1 Bedroom Close To Downtown Chicago ✪

📍 1335 North Greenview Avenue Apt 1F

From 84$

Located in Wicker Park district next to Centrum, the 51 m² ✪ Cozy 1 Bedroom Close To Downtown Chicago ✪ apartment accommodates up to 4 guests. Also, a microwave oven, fridges and kitchenware can be found here.

If you feel like visiting the surroundings, check out the half - mile - long Navy Pier at 4.9 km and Chicago-style pizza at 3.4 km distance from the venue. The centre of Chicago is only 4 km away. Nearby Seadog Sushi Bar and Intelligentsia Coffee can be reached within 6 minutes on foot. The Art Institute of Chicago is a short taxi ride away.

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Chicago Vacation Rentals FAQ
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Our guests usually stay in high-rated holiday houses in such districts as — West Town, South Loop and Lincoln Park.
What are the finest Chicago holiday rentals to stay with pets?
According to our guests reviews: Penthouse Level, Stunning Wrigley Stay is the best pet-friendly accommodation in Chicago to stay with your little friends.
What are the best budget holiday rentals to stay in Chicago?
Some of the top cheap apartments are:
5430 Happy Home from 98US$/night
✪ Cozy 1 Bedroom Close To Downtown ✪ from 139US$/night
Find out more favoured cheap places to stay here.
How much does a 2-bedroom holiday house cost for a week?
A 2-bedroom holiday home in Chicago costs about 1190US$. Check this popular option: Home With Spacious Yard 14 Mi To Dtwn.
How much does a 3-bedroom holiday house cost for a week?
A 3-bedroom house for rent costs approximately 134US$ per week try this popular option — Escape Near Navy Pier And Shedd Aquarium!.
What are the top apartments close to a beach?
If you are searching for a beach villa, Old Town-Gold Coast Amazing 3 Bedroom Home/ Free Parking/ Breakfast/ Backyard/ Walk Everywhere/ Pets Ok is a great option to consider.
What are the top-ranked holiday rentals with swimming pools in Chicago?
To swim and relax around the pool without leaving your holiday rental, stay at Global Luxury Suites In Downtown, 3Br Premium Executive Penthouse W/ Pool & Parking, or Oakwood 200 Squared. Other popular holiday places with swimming pools you can check here.

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