Holiday Rentals in Chicago
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The best holiday rentals in Chicago
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2F Chicago's Little Italy near West Loop & Downtown
Offering quiet street views, 2F Chicago's Little Italy near West Loop & Downtown is an accommodation situated in Chicago, 3.1 km from Willis Tower and 4.2 km from Depaul University.
The Avondale Guesthouse
Located in Chicago, 4.5 km from Wrigley Field and 5.8 km from Lincoln Park Zoo, The Avondale Guesthouse provides air-conditioned accommodation with a patio and free WiFi.
Ray's Bucktown Bed and Breakfast
Ray's Bucktown Bed and Breakfast provides a sauna and free private parking, and is within 4.9 km of Lincoln Park Zoo and 5.1 km of Wrigley Field.
Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub
A recently renovated holiday home situated in Chicago, Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub features a garden.
Lincoln Park 3 BR Penthouse
Located within the Lincoln Park district in Chicago, Lincoln Park 3 BR Penthouse has air conditioning, a balcony, and city views.
1F Cozy Home in Little Italy near Downtown West Loop United Center
Offering city views, 1F Cozy Home in Little Italy near Downtown West Loop United Center is an accommodation set in Chicago, 3.9 km from Union Station and 4.1 km from Depaul University.
Designer Themed 4 Bedroom in Best Location with Patio and Fireplace
In the Old Town district of Chicago, close to 360 Chicago, Designer Themed 4 Bedroom in Best Location with Patio and Fireplace features a garden and a washing machine.
4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome
Boasting a patio with city views, a garden and barbecue facilities, 4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome can be found in Chicago, close to Oak Street Beach and 2.2...
The Polo Inn Bridgeport U.S.A.
Situated within 1.8 km of Guaranteed Rate Field and 6.1 km of Field Museum Of Natural History, The Polo Inn Bridgeport U.S.A. Features rooms with air conditioning and a private bathroom in Chicago.
Villa D' Citta
Set just 2.2 km from North Avenue Beach, Villa D' Citta offers accommodation in Chicago with access to a tennis court, barbecue facilities, as well as a lift.
Most booked holiday rentals in Chicago and surroundings in the past month
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Popular with guests booking holiday rentals in Chicago
Enjoy breakfast in Chicago and nearby
Located in the centre of Chicago, 2.5 km from Ohio Street Beach, Loop 1BR w Lounge Rooftop nr Art Institute CHI-103 provides air-conditioned accommodation with free WiFi and a TV.
Set in the heart of Chicago, 1.7 km from Ohio Street Beach, Loop Studio w Gym Pool nr Chicago Riverwalk CHI-240 offers air-conditioned accommodation with free WiFi and a TV.
Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop features accommodation within less than 1 km of the centre of Chicago, with free WiFi, and a kitchen with a microwave, a...
Located in the centre of Chicago, 2.8 km from Ohio Street Beach, Loop 1BR w WD Gym Rooftop Pool 2 blocks to L CHI-382 provides air-conditioned accommodation with free WiFi and a TV.
Set in the heart of Chicago, 2.4 km from Ohio Street Beach, Loop 1BR w Pool Gym nr Financial District CHI-282 offers air-conditioned accommodation with free WiFi and a TV.
Loop 1BR w Pool Gym nr the L Riverwalk CHI-242
Located in a central area of Chicago, 2.4 km from Ohio Street Beach, Loop 1BR w Pool Gym nr the L Riverwalk CHI-242 provides air-conditioned accommodation with free WiFi and a TV.
Set in the centre of Chicago, 2.4 km from Ohio Street Beach and less than 1 km from Willis Tower, Loop 1BR w Gym Pool WD nr Financial District CHI-222 offers free WiFi, a shared lounge and air...
The Penthouse at Grand Plaza
Located in the heart of downtown Chicago, just 3 blocks away from the Magnificent Mile, this self-catering apartment features a balcony with iconic views of the city. Free WiFi access is available.
Highly rated holiday rentals in Chicago and nearby
Perfect place to enjoy the city or just relax
Set in Chicago, 4.4 km from United Center and 7.1 km from Union Station, Perfect place to enjoy the city or just relax offers accommodation with free WiFi in a historic building.
Prime Location! - Modern 2BR Apts Right Next to Wrigley Field & Transit!
In the Lakeview district of Chicago, close to Wrigley Field, Prime Location! - Modern 2BR Apts Right Next to Wrigley Field & Transit! has free WiFi and a washing machine.
Forrestville Ave Large Suite
Located in Chicago, 2.3 km from Oakwood Beach and 3.8 km from Guaranteed Rate Field, Forrestville Ave Large Suite provides accommodation with free WiFi in a historic building.
Hyde Park Modern Private Room - Near Univ of Chicago
Set in Chicago, 2.3 km from Oakwood Beach and 3.8 km from Museum of Science and Industry - Chicago, Hyde Park Modern Private Room - Near Univ of Chicago offers a garden and air conditioning.
5430 Happy Home
Set within 4.5 km of Museum of Science and Industry - Chicago and 4.8 km of Guaranteed Rate Field in Chicago, 5430 Happy Home offers accommodation with free WiFi and seating area.
Kasa South Loop Chicago
Featuring 4-star accommodation, Kasa South Loop Chicago is located in Chicago, 1.4 km from Willis Tower and 1.3 km from CIBC Theatre.
The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile
An apartment nestled in the centre of Chicago, The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile features private parking, free WiFi, a rooftop pool and fitness centre.
Aurelien Spacious Apartments in the Heart of Gold Coast
Aurelien Spacious Apartments in the Heart of Gold Coast provides accommodation within 1.1 km of the centre of Chicago, with free WiFi, and a kitchen with a microwave, a toaster and a fridge.
Holiday Rentals with swimming pools in Chicago and nearby
Set in the heart of Chicago, 300 metres from Ohio Street Beach, Streeterville 2BR w Deck Gym nr Beach Park CHI-589 offers air-conditioned accommodation with free WiFi and a TV.
Level Chicago River North
Set in Chicago and with Oak Street Beach reachable within 2.4 km, Level Chicago River North offers a seasonal outdoor swimming pool, non-smoking rooms, free WiFi throughout the property and a fitness...
An apartment nestled in the centre of Chicago, Jeffjack Heated Pool Penthouse in Chicago's West Loop features private parking, free WiFi, a rooftop pool and fitness centre.
Set right in the centre of Chicago, 700 metres from Field Museum Of Natural History, S Loop 1BR w Pool Gym nr Soldier Field CHI-350 offers air-conditioned accommodation with free WiFi and a TV.
Situated right in the centre of Chicago, 700 metres from Field Museum Of Natural History, S Loop 2BR w Pool Gym Spa nr Grant Park CHI-740 features air-conditioned accommodation with free WiFi and a TV...
Located in the centre of Chicago, 700 metres from Field Museum Of Natural History, S Loop 1BR w pool gym spa nr Grant Park CHI-744 provides air-conditioned accommodation with free WiFi and a TV.
Set 1.6 km from Union Station and 1.9 km from Willis Tower, K2 Sky High Apartments with Stunning Chicago Views in West Loop features free WiFi and units equipped with a kitchen, balcony and seating...
These holiday rentals in Chicago and nearby have options with free cancellation
Streeterville Studio w Gym Pool nr Navy Pier CHI-445
Situated in Chicago, less than 1 km from Shops at Northbridge and a 11-minute walk from Chicago Museum of Contemporary Art, Streeterville Studio w Gym Pool nr Navy Pier CHI-445 provides accommodation...
Streeterville 1BR w Gym Pool nr Navy Pier CHI-412
Set in Chicago, less than 1 km from Shops at Northbridge and a 11-minute walk from Chicago Museum of Contemporary Art, Streeterville 1BR w Gym Pool nr Navy Pier CHI-412 provides accommodation with...
River N 2BR w Gym WD nr Magnificent Mile CHI-164
Located in the centre of Chicago, 1.4 km from Oak Street Beach, River N 2BR w Gym WD nr Magnificent Mile CHI-164 provides air-conditioned accommodation with free WiFi and a TV.
River N 2BR w Gym WD nr Magnificent Mile CHI-160
Located in a central area of Chicago, 1.4 km from Oak Street Beach, River N 2BR w Gym WD nr Magnificent Mile CHI-160 provides air-conditioned accommodation with free WiFi and a TV.
W Loop 1BR w Deck Pool Gym 3 blocks to L CHI-646
Situated in Chicago, 1.1 km from Union Station and 1.4 km from Willis Tower, W Loop 1BR w Deck Pool Gym 3 blocks to L CHI-646 offers a rooftop pool and air conditioning.
W Loop 1BR w Deck Pool Gym 3 blocks to L CHI-645
Situated in Chicago, 1.1 km from Union Station and 1.4 km from Willis Tower, W Loop 1BR w Deck Pool Gym 3 blocks to L CHI-645 offers a rooftop pool and air conditioning.
Gold Coast 2BR w Gym Roof nr Water Tower CHI-389
Offering city views, Gold Coast 2BR w Gym Roof nr Water Tower CHI-389 is an accommodation situated in Chicago, 300 metres from 360 Chicago and 500 metres from Water Tower Chicago.
Gold Coast Convertible w Lounge nr Oak St CHI-83
Located in the centre of Chicago, less than 1 km from Oak Street Beach and a 5-minute walk from Water Tower Chicago, Gold Coast Convertible w Lounge nr Oak St CHI-83 offers free WiFi, a shared lounge...
