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Holiday houses Chicago
69 cottages, rentals, vacation residences, apartments and campsites in Chicago and its surroundings
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Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Chicago
5 apartments, 103 to 115 m² 5 people (total 25 people)
0.3 km
from center
from center
8.7/10
Loop 1 bedroom W Wd Gym Rooftop swimming-pool 2 Blocks To L Chi-382
Chicago
Apartment, 70 m² 2 people, 1 bedroom, 1 bathroom
0.3 km
from center
from center
Loop 1 bedroom w Lounge Rooftop nr Art Institute CHI-103
Chicago
Apartment, 56 m² 2 people, 1 bedroom, 1 bathroom
0.3 km
from center
from center
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Chicago
6 apartments, 38 to 101 m² 2 to 8 people
0.3 km
from center
from center
7.6/10
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Chicago
5 apartments, 31 to 54 m² 2 to 4 people
0.5 km
from center
from center
7.5/10
Premier PentHouse and Apartment with Captivating Views of Millennium Park
Chicago
3 apartments, 100 to 247 m² 5 to 8 people (total 19 people)
0.7 km
from center
from center
9.2/10
Linea Luxury Living with Indoor swimming-pool and Rooftop Views in The Loop
Chicago
6 apartments, 62 to 136 m² 2 to 6 people (total 26 people)
0.8 km
from center
from center
8.4/10
Loop 1 bedroom W Gym swimming-pool Wd Nr Financial District Chi-222
Chicago
Apartment, 84 m² 2 people, 1 bedroom, 1 bathroom
0.9 km
from center
from center
Loop 1 bedroom w swimming-pool Gym nr Theatre District CHI-277
Chicago
Apartment, 73 m² 2 people, 1 bedroom, 1 bathroom
0.9 km
from center
from center
Sentral Michigan Avenue
Chicago
6 apartments, 47 to 105 m² 2 to 4 people
1 km
from center
from center
8.8/10
Kasa South Loop Chicago
Chicago
6 apartments, 46 to 129 m² 2 to 8 people
1 km
from center
from center
8.6/10
Jeffjack Heated swimming-pool Penthouse 's West Loop
Chicago
Apartment, 1000 m² 6 people, 2 bedrooms, 2 bathrooms
1.1 km
from center
from center
7/10
The Best View in America
Chicago
Apartment 3 people, 2 bedrooms, 1 bathroom
1.3 km
from center
from center
W Loop 1 bedroom W Deck swimming-pool Gym 3 Blocks To L Chi-646
Chicago
Apartment, 57 m² 2 people, 1 bedroom, 1 bathroom
1.3 km
from center
from center
Cozy 2 bedroom condo by lakeshore
Chicago
Apartment 6 people, 1 bedroom, 2 bathrooms
1.4 km
from center
from center
Sonder by Marriott Bonvoy Greektown Apartments
Chicago
2 apartments, 66 and 140 m² 4 and 8 people
1.5 km
from center
from center
7.7/10
W Loop Studio w Gym swimming-pool in the heart of Greektown CHI-564
Chicago
Apartment, 58 m² 2 people, 1 bedroom, 1 bathroom
1.5 km
from center
from center
W Loop 1 bedroom W swimming-pool Gym Wd Nr Fulton Mkt Chi-627
Chicago
Apartment, 58 m² 2 people, 1 bedroom, 1 bathroom
1.6 km
from center
from center
W Loop Studio W Gym Wd 3 Blocks To L Chi-675
Chicago
Apartment, 49 m² 2 people, 1 bedroom, 1 bathroom
1.6 km
from center
from center
S Loop Studio W Gym swimming-pool Wd Nr The L Chi-185
Chicago
Apartment, 64 m² 2 people, 1 bedroom, 1 bathroom
1.6 km
from center
from center
Sonder by Marriott Bonvoy The Opal Apartments River North
Chicago
7 apartments, 42 to 103 m² 2 to 6 people
1.6 km
from center
from center
8.7/10
K2 Sky High Apartments with Chicago Views in West Loop
Chicago
6 apartments, 116 to 187 m² 5 to 9 people (total 42 people)
1.8 km
from center
from center
9.2/10
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Chicago
10 apartments, 34 to 98 m² 2 to 6 people
1.8 km
from center
from center
8.2/10
Brilliant Downtown Chicago 3- bedroom Condominium
Chicago
Apartment, 130 m² 8 people, 3 bedrooms, 2 bathrooms
1.8 km
from center
from center
8.5/10
W Loop Studio w swimming-pool Gym nr Restaurant Row CHI-283
Chicago
Apartment, 48 m² 2 people, 1 bedroom, 1 bathroom
1.8 km
from center
from center
Streeterville 2 bedrooms w Deck Gym nr beach Park CHI-589
Chicago
Apartment, 124 m² 4 people, 2 bedrooms, 2 bathrooms
1.9 km
from center
from center
The Bernardin Gold Coast Luxury Apartments close to Magnificent Mile
Chicago
4 apartments, 117 to 189 m² 5 to 8 people (total 24 people)
2 km
from center
from center
9.2/10
Sage Modern Apartments close to Union Park in West Loop
Chicago
3 apartments, 100 m² 5 people (total 15 people)
2 km
from center
from center
9.7/10
Sonder by Marriott Bonvoy Onterie Apartments Magnificent Mile
Chicago
9 apartments, 47 to 118 m² 1 to 8 people
2 km
from center
from center
8.3/10
Gold Coast 1 bedroom w gym lounge 1 block to L CHI-800
Chicago
Apartment, 68 m² 2 people, 1 bedroom, 1 bathroom
2.2 km
from center
from center
Gold Coast 2 bedrooms W Gym Roof Nr Water Tower Chi-389
Chicago
Apartment, 92 m² 4 people, 2 bedrooms, 1 bathroom
2.3 km
from center
from center
Fulbrix Bright Designer Apartments with West Loop Views
Chicago
6 apartments, 107 to 125 m² 4 to 7 people (total 31 people)
2.5 km
from center
from center
9.5/10
Historic luxury TownHouse in Downtown Chicago
Chicago
Holiday home, 279 m² 9 people, 5 bedrooms, 3 bathrooms
2.5 km
from center
from center
9.8/10
Studio Apartment in the heart of Downtown Chicago
Chicago
Apartment, 56 m² 3 people, 1 bedroom, 1 bathroom
2.5 km
from center
from center
8.3/10
Private balcony 1 Garage Parking 6 people
Chicago
Apartment, 111 m² 8 people, 2 bedrooms, 2 bathrooms
2.5 km
from center
from center
9.3/10
1 Garage Parking, Skyline Rooftop, PingPong, balcony
Chicago
Apartment, 111 m² 8 people, 2 bedrooms, 2 bathrooms
2.5 km
from center
from center
Spectacular Gilded Age 6 bedroom Gold Coast Mansion with Deck
Chicago
Holiday home, 399 m² 26 people, 6 bedrooms, 5 bathrooms
2.6 km
from center
from center
Avenir West Loop PentHouse with Iconic City Views
Chicago
4 apartments, 93 to 178 m² 3 to 7 people (total 24 people)
2.6 km
from center
from center
9.8/10
Airy Loop Studio w swimming-pool gym nr L CHI-726
Chicago
Apartment, 51 m² 2 people, 1 bedroom, 1 bathroom
2.7 km
from center
from center
W Loop 1 bedroom W Gym swimming-pool Lounge 2 Blocks from L Chi-486
Chicago
Apartment, 71 m² 2 people, 1 bedroom, 1 bathroom
2.7 km
from center
from center
W Loop 1 bedroom W Gym swimming-pool Lounge 2 Blocks from L Chi-485
Chicago
Apartment, 69 m² 2 people, 1 bedroom, 1 bathroom
2.7 km
from center
from center
W Loop 1 bedroom W Gym swimming-pool Lounge 2 Blocks from L Chi-487
Chicago
Apartment, 73 m² 2 people, 1 bedroom, 1 bathroom
2.7 km
from center
from center
Chic Loop Studio w swimming-pool gym nr L CHI-724
Chicago
Apartment, 39 m² 2 people, 1 bedroom, 1 bathroom
2.7 km
from center
from center
W Loop 2 bedrooms W Gym swimming-pool Lounge 2 Blocks from L Chi-489
Chicago
Apartment, 108 m² 4 people, 2 bedrooms, 2 bathrooms
2.7 km
from center
from center
Gold coast villa with free parking garage 10 people
Chicago
Villa, 223 m² 10 people, 4 bedrooms, 4 bathrooms
2.7 km
from center
from center
10/10
Luxurious Gold Coast 4BR 4-Story Villa with Parking 12 people Guests
Chicago
Villa, 274 m² 12 people, 4 bedrooms, 4 bathrooms
2.7 km
from center
from center
8.8/10
Chic Cozy 3 bedrooms Michigan Avenue Suite close to Iconic Chicago Landmarks & Attractions
Chicago
Apartment, 100 m² 8 people, 3 bedrooms, 2 bathrooms
2.8 km
from center
from center
and Luxurious 3 bedrooms close to McCormick Place and Soldier Field with Optional Parking - 10 people
Chicago
Apartment, 111 m² 10 people, 3 bedrooms, 2 bathrooms
2.8 km
from center
from center
South Loop Chicago 2 bedrooms Retreat with Skyline View and Optional Parking for 8 guests close to McCormick Pl
Chicago
Apartment, 84 m² 8 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
6.5/10
Family Friendly 3 bedrooms Suite people up to 10 guests with Optional Parking and Gym Access Near
Chicago
Apartment, 111 m² 10 people, 3 bedrooms, 2 bathrooms
2.8 km
from center
from center
8.5/10
McCormick Place 2 bedrooms Corner Unit with Optional Parking 6 people Guests close to Soldier Field an
Chicago
Apartment, 84 m² 6 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
McCormick Place Huge 2 bedrooms Cozy Loft Suite with Optional Parking 8 people close to Soldier Field and Grant
Chicago
Apartment, 102 m² 8 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
9.1/10
McCormick Place 2 bedrooms Suite with Patio, Skyline View and Optional Parking 6 people close to Soldier Field
Chicago
Apartment, 88 m² 6 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
Modern South Loop 2 bedrooms Apartment with View of Skyline Patio and Gym Access close to McCormick Place Conve
Chicago
Apartment, 88 m² 6 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
2 bedrooms Vacation Rental with City View, Optional Parking and Gym close to McCormick Place & Downtow
Chicago
Apartment, 88 m² 8 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
8.3/10
Chicago 2 bedrooms Suite Perfect for Convention and Business Trips close to McCormick Place, Arena, Soldier Fie
Chicago
Apartment, 88 m² 8 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
6.8/10
6BR Luxury Suite Perfect for Groups close to McCormick Place and Soldier Field
Chicago
Apartment, 172 m² 12 people, 6 bedrooms, 4 bathrooms
2.8 km
from center
from center
10/10
Luxury 6BR Suite with swimming-pool Table 12 people Perfect for Group Stay close to McCormick Place, Grant Park a
Chicago
Apartment, 242 m² 12 people, 6 bedrooms, 3 bathrooms
2.8 km
from center
from center
West Loop 2 bedrooms w gym swimming-pool nr Fulton Market CHI-931
Chicago
Apartment, 100 m² 4 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
West Loop 2 bedrooms w swimming-pool gym nr Union Park CHI-930
Chicago
Apartment, 100 m² 4 people, 2 bedrooms, 2 bathrooms
2.8 km
from center
from center
Luxéry Stay Chicago - Themed Units! close to Downtown, McCormick Place & Wintrust Arena
Chicago
6 apartments, 60 to 107 m² 4 to 7 people (total 31 people)
2.8 km
from center
from center
9.1/10
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Chicago
3 apartments, 33 to 60 m² 2 to 4 people
2.8 km
from center
from center
7.7/10
PET FRIENDLY and Room for 7! Large Common Areas to Converse and Connect apts
Chicago
Apartment 7 people, 3 bedrooms, 2 bathrooms
2.9 km
from center
from center
close to North 1 bedroom w Gym Lounge nr shopping CHI-579
Chicago
Apartment, 63 m² 2 people, 1 bedroom, 1 bathroom
2.9 km
from center
from center
close to North Studio w Gym Roof nr shopping CHI-575
Chicago
Apartment, 49 m² 2 people, 1 bedroom, 1 bathroom
2.9 km
from center
from center
and Modern 3BD 2BA Home- Garage Parking!
Chicago
Apartment, 1000 m² 8 people, 3 bedrooms, 2 bathrooms
2.9 km
from center
from center
Luxurious 3BD Penthouse l Private Patio l Gym l Rooftop
Chicago
Apartment, 107 m² 6 people, 3 bedrooms, 2 bathrooms
2.9 km
from center
from center
Luxury 2BD-2BA View-Gym-Rooftop
Chicago
Apartment, 102 m² 4 people, 2 bedrooms, 2 bathrooms
2.9 km
from center
from center
1F Cozyin Little Italy close to Downtown West Loop United Center
Chicago
Apartment, 93 m² 6 people, 3 bedrooms, 2 bathrooms
3 km
from center
from center
9.9/10
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