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Search results; Over 1,000 places
Over 1,000 places
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
$106
night
$106 per night
4.43 out of 5 average rating, 689 reviews
4.43 (689)
Superhost
Superhost
Apartment in Magnificent Mile
Gold Coast Pristine Paradise 3BR/2BA. Free Parking
3 beds
3 beds
Apr 27 – May 2
Apr 27 – May 2
$420
night
$420 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Apartment in Old Town
Lovely Spacious 1 bedroom Unit
1 bed
1 bed
Apr 21 – 26
Apr 21 – 26
$118
$89
night
$89 per night, originally $118
4.6 out of 5 average rating, 25 reviews
4.6 (25)
Guest favorite
Guest favorite
Apartment in Lincoln Park
Historic Old Town Flat - Minutes from Downtown!
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$99
night
$99 per night
4.87 out of 5 average rating, 269 reviews
4.87 (269)
Guest favorite
Guest favorite
Condo in Lincoln Park
Old Town Pied-à-Terre w/Pvt Terrace and Parking
3 beds
3 beds
Apr 24 – 29
Apr 24 – 29
$271
$235
night
$235 per night, originally $271
4.91 out of 5 average rating, 244 reviews
4.91 (244)
Superhost
Superhost
Apartment in Old Town
Old Town/Gold Coast Masterpiece (+private rooftop)
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
$219
$141
night
$141 per night, originally $219
4.85 out of 5 average rating, 52 reviews
4.85 (52)
Guest favorite
Guest favorite
Condo in Lincoln Park
Lincoln Park Hideaway - 5 Min Walk to the Park!
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$155
$110
night
$110 per night, originally $155
4.92 out of 5 average rating, 101 reviews
4.92 (101)
Superhost
Superhost
Hotel in Magnificent Mile
1920s-style martini bar fits the vibe
1 king bed
1 king bed
Apr 19 – 24
Apr 19 – 24
$103
night
$103 per night
4.0 out of 5 average rating, 3 reviews
4.0 (3)
Superhost
Superhost
Apartment in Old Town
Oldtown Stylish cute studio
1 bed
1 bed
Apr 25 – 30
Apr 25 – 30
$165
night
$165 per night
New place to stay
New
Guest favorite
Guest favorite
Apartment in Magnificent Mile
Elegant Suite in Gold Coast
1 king bed
1 king bed
Jul 27 – Aug 1
Jul 27 – Aug 1
$295
night
$295 per night
4.98 out of 5 average rating, 83 reviews
4.98 (83)
Superhost
Superhost
Place to stay in Gold Coast
Gold Coast Suite by Mag Mile
1 queen bed
1 queen bed
May 3 – 8
May 3 – 8
$93
night
$93 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Gold Coast
Designer Wicker Park Home for Spring
3 king beds
3 king beds
Apr 21 – 26
Apr 21 – 26
$1,222
$688
night
$688 per night, originally $1,222
4.76 out of 5 average rating, 54 reviews
4.76 (54)
Superhost
Superhost
Townhouse in Magnificent Mile
Historic lux Townhouse on Chicago's Gold Coast
4 beds
4 beds
May 12 – 17
May 12 – 17
$606
$466
night
$466 per night, originally $606
4.8 out of 5 average rating, 152 reviews
4.8 (152)
Guest favorite
Guest favorite
Apartment in Old Town
Breathtaking & Chic Oasis Loc in Desirable Old Twn
1 queen bed
1 queen bed
May 5 – 10
May 5 – 10
$197
$154
night
$154 per night, originally $197
4.94 out of 5 average rating, 54 reviews
4.94 (54)
Guest favorite
Guest favorite
Apartment in Old Town
OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
3 beds
3 beds
Jun 24 – 29
Jun 24 – 29
$489
$399
night
$399 per night, originally $489
4.91 out of 5 average rating, 154 reviews
4.91 (154)
Guest favorite
Guest favorite
Apartment in Old Town
Downtown 2BD Coach House|2 Blocks From The Lake
2 queen beds
2 queen beds
Apr 22 – 27
Apr 22 – 27
$139
night
$139 per night
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Guest favorite
Guest favorite
Apartment in Old Town
OLD TOWN GARDEN GETAWAY
2 beds
2 beds
May 20 – 25
May 20 – 25
$239
night
$239 per night
4.92 out of 5 average rating, 76 reviews
4.92 (76)
Apartment in Magnificent Mile
Modern 3b Apartment close to Michigan Lake
8 beds
8 beds
Apr 19 – 24
Apr 19 – 24
$391
$313
night
$313 per night, originally $391
New place to stay
New
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