Vacation Apartment Rentals in Chicago

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Roscoe Village Guesthouse

7.7 / 10

(10 Reviews)

From 201$
5430 Happy Home

8.6 / 10

(199 Reviews)

From 88$
Apartment In River North Downtown Chicago

8.4 / 10

(83 Reviews)

From 364$
West-Loop Apartments By Cloud9

8.8 / 10

(11 Reviews)

From 381$
The Seneca Hotel & Suites

8.7 / 10

(131 Reviews)

From 120$

There are a lot of choices to make when travelling, but one of the most important is where to stay. Hotel rooms are always an option, but sometimes they’re just not feasible. Maybe you’re on a tight budget or you need a lot of space for a large group. In that case, apartments in Chicago may be a better option for you.

There are a lot of benefits to choosing apartments over hotels. For one, you’ll save money. Hotel rooms can be expensive, especially if you’re staying in a big city like Chicago. Apartments are typically a lot more affordable, and you can often find them in great locations.

Another great thing about apartments is that you’ll have more space. If you’re travelling with a large group, it can be tough to find rooms that all fit in one hotel. But with an apartment, you’ll have plenty of space to spread out. This is especially nice if you’re travelling with kids.

Apartments also come with kitchens, which is great if you want to save money on food. Instead of eating out every night, you can cook your own meals in the comfort of your own home.

Finally, apartments typically come with Wi-Fi and cable TV, which is a big bonus. Hotel rooms often charge extra for these amenities, but with an apartment, you’ll have them free of charge.

So if you’re travelling to Chicago and need a place to stay, apartments are a great option. You’ll save money, have more space, and have all the amenities you need.

Chicago Accommodation lists:

Table of contents

Roscoe Village Guesthouse 5430 Happy Home Apartment In River North Downtown Chicago West-Loop Apartments By Cloud9 Luxury Chicago Vacation Apartments The Seneca Hotel & Suites Modern Stylish 1Br Apt In Lincoln Sq - Steps Away Brown Line Ea3 Apartment Pilsen Roadhouse Apartment Cheap Chicago Vacation Apartments Wrigleyville Friends Unit - 5Bdrm Heart Of Pilsen Luxury Apartments By Cloud9 Frontdesk Bright Open 3 Bedroom Apt In West Depaul

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7.7
Very good
10 Reviews

Roscoe Village Guesthouse

📍 2104 West Roscoe

From 201$

Roscoe Village Guesthouse Chicago is set 2 km from Sheil Park Playground and 2.1 km from the baseball stadium "Wrigley Field" in Roscoe Village district. The venue has a private bathroom with hairdryers and bath sheets.

The newly developed Gallagher Way Plaza can be reached by car in a couple of minutes, while Fellger Park is right by the accommodation. Guests can dine at restaurant, which is about 200 metres away.

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8.6
Excellent
199 Reviews

5430 Happy Home

📍 5430 South Dearborn Street

From 88$

Featuring complimentary parking and a patio, 5430 Happy Home-Single Private Rooms apartment is located 10 minutes' drive from the Sprawling hands-on Museum of Science and Industry. The homestay is set 3.8 km from Guaranteed Rate Field.

There are various restaurants including McDonald's and Miss Lee Good Food available within short walking distance. The leading research center "Oriental Institute Museum" can be reached in a few minutes by car.

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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 Downtown Chicago apartment is located a 5-minute drive to the skyscraper 360 Chicago Observation Deck and offers accommodation with free Wi-Fi throughout the venue. This property features rooms that are fitted with multi-channel TV, an iron/ironing board and a sofa set.

The apartment is situated in River North district of Chicago. Guests can also visit the public Cloud Gate Sculpture within a 10-minute ride. Just 10 minutes' walk from Grand tube station, the venue has easy access to Stephen Daiter Gallery. Skydeck Chicago is a short taxi ride away.

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Luxury Chicago Vacation Apartments

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8.8
Excellent
11 Reviews

West-Loop Apartments By Cloud9

📍 630 West Lake Street

From 381$

Located 750 metres from Ogilvie Transportation Center railway station, West-Loop Apartments By Cloud9 Chicago offers quick access to the super - tall skyscraper "Willis Tower". The venue also has a kitchen with dishwasher, refrigerators and kitchenware provided.

Millennium Public Park is 2.1 km from the accommodation, while McCormick Tribune Center is 600 metres away. The centre of Chicago is approximately 15 minutes' walk away. Carnivale treats guests with Latin American and Central American dishes and is 250 metres away. Chicago-style pizza can be reached in a few minutes by car.

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8.7
Excellent
131 Reviews

The Seneca Hotel & Suites

📍 200 East Chestnut Chicago

From 120$

The Seneca is set 0.2 km from Fourth Presbyterian Church and 0.3 km from the downtown Museum Of Contemporary Art Chicago in Gold Coast district. This hotel provides accommodation with free WiFi throughout the property.

Major Chicago sights, such as the skyscraper 360 Chicago Observation Deck and Loyola University Museum of Art are located not far away. The city centre is 3 km away. Wonuts and Torali with different delicacies are about 125 metres away. Take a few minutes' cab ride to see Chicago-style pizza.

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Hotels in Chicago

Airport nearby ✈️ Midway International, Chicago O'Hare International
Average Price 💰 312$
Hotels in Chicago 🏨 1075
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 🛏️ Roscoe Village Guesthouse
Hotel with a view 🔍 5430 Happy Home
Top Hotel for couples 💑 Apartment In River North Downtown Chicago

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9.4
Excellent
2 Reviews

Modern Stylish 1Br Apt In Lincoln Sq - Steps Away Brown Line Ea3 Apartment

📍 2263 West Eastwood Avenue

From 118$

Modern Stylish 1Br Apt In Lincoln Sq - Steps Away Brown Line Ea3 apartment is located a 10-minute drive to the baseball stadium "Wrigley Field" and offers accommodation with free Wi-Fi throughout the venue. The property consists of 1 bedroom, 1 bathroom, and also a kitchen.

The newly developed Gallagher Way Plaza is located 2.8 km from the venue. Guests can find Lincoln Square in the area. There are restaurants serving American and Spanish specialities 75 metres from the accommodation. Swedish American Museum is a short taxi ride away.

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Cheap Chicago Vacation Apartments

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8.7
Excellent
179 Reviews

Pilsen Roadhouse Apartment

📍 1827 S Racine Ave

From 115$

Pilsen Roadhouse Apartment Chicago, set next to Belli's Juicebar & Local Foods Market, is 15 km from Midway International airport. This venue offers rooms with a TV with satellite channels, climate control and high-velocity internet.

The skyscraper 360 Chicago Observation Deck is at 6 km, while the centre of Chicago is about 3 km away. Dvorak Park is 6 minutes stroll away. Serving a variety of dishes, Azul 18 and Dusek's Board & Beer are 250 metres away. The accommodation is a few minutes' drive from Buckingham Fountain.

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8.7
Excellent
9 Reviews

Wrigleyville Friends Unit - 5Bdrm

📍 820 West Newport Avenue Unit 1

From 250$

Situated 2.9 km from the seasonal swimming Montrose Beach, Wrigleyville Friends Unit - 5Bdrm apartment provides accommodation with free WiFi throughout the venue. The property consists of a terrace, a full kitchen and 5 bedrooms for up to 7 guests.

The venue is located in Lakeview district of Chicago, a 25-minute drive from Midway International airport. The baseball stadium "Wrigley Field" is 1 km from here. Several restaurants nearby, including Hydrate and Roscoe's, offer delicious meals and are set 150 metres away. The 35 - acre Lincoln Park Zoo is set at a short driving distance.

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7.1
Good
6 Reviews

Heart Of Pilsen Luxury Apartments By Cloud9

📍 1140 West 18Th Street

From 194$

Situated 3.2 km from Chicago Board of Trade Building, Heart Of Pilsen Luxury Apartments By Cloud9 provides accommodation with free Wi Fi throughout the venue. The property features an equipped kitchen which has coffee/tea making equipment and kitchenware.

The apartment is located in Chicago, a 25-minute walk from its centre. It is 10 minutes drive from Skydeck Chicago and close to Chicago Arts District. La Vaca Margarita Bar and Monnie Burke's are within 100 metres away. The indoor United Center Arena is a short taxi ride away.

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Best Chicago Vacation Apartments

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6.2
Good
4 Reviews

Frontdesk Bright Open 3 Bedroom Apt In West Depaul

From 344$

Offering a lending library and a satellite TV, Classic Depaul 3Br With Full Kitchen By Zencity Apartment Chicago is located in Lincoln Park district, close to Supera Park. The venue includes an equipped kitchenette area along with climate control, wireless internet and a writing table in the rooms.

The accommodation is a 15-minute walk to Jonquil Park and 7 km from The Art Institute of Chicago. Crossing Tavern and Monkey's Paw serving delectable dishes are approximately 125 metres away. Take a few minutes' cab ride to see the newly developed Gallagher Way Plaza.

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8.4
Very good
5 Reviews

Penthouse Level, Stunning Wrigley Stay

📍 820 West Newport Avenue Unit 3

From 350$

Penthouse Level, Stunning Wrigley Stay Chicago is set 7 km from the half-mile-long Navy Pier and 2.9 km from the seasonal swimming Montrose Beach in Lakeview district. There is an equipped kitchen completed with dishwasher, coffeemaker and refrigerator.

Hydrate and Halsted's Bar & Grill can be reached after 5 minutes’ walk from the venue. The skyscraper 360 Chicago Observation Deck is a short taxi ride away.

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Vacation Apartment Rentals in Chicago FAQ
What are the best apartments for rent in Magnificent Mile district?
Our guests choose to stay in high-rated apartments in districts like — Lakeview, West Town and South Loop.
What are the best budget apartments to stay in Chicago?
The best budget apartments are:
✪ Cozy 1 Bedroom Close To Downtown ✪ from 139US$/night Homan Square from 154US$/night
Check more favoured cheap properties here.
What are the finest Chicago apartments to stay with pets?
According to our guest reviews: Wrigleyville Friends Unit - 5Bdrm is the best pet-friendly accommodation to stay in Chicago.

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