Chicago Lake Vacation Rentals(81)
Magnificent Mile, Gold Coast Luxury Brownstone Downtown Chicago Vacation Rental
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$305 -
$460
per night
2 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 8
Penthouse #5
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$250 -
$300
per night
3 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 4
Grand Plaza Penthouse #6
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$400 -
$500
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury 2 bedroom on 47th Floor with great views in Magnificent Mile
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Magnificent Mile Luxury Corner Unit on 45th Floor with great views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury Resort in the Heart of Downtown Chicago
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$429
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Downtown Chicago Luxury Home - Elegance, Comfort, Convenience
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 11
$600 -
$850
per night
3 - 5 night minimum stay
- 4 BR,
- 4 BA,
- Sleeps 11
Chicago Luxurious Vintage Condo on the North Shore
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Chicago Luxurious Vintage Vacation Condo
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
Magnificent Mile luxury High Rise on 28th floor with great views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxurious Condo in Perfect Location ..Sleeps 8..Winter Savings
- 3 Bedrooms, Sleeps 8
$225 -
$300
per night
2 - 3 night minimum stay
- 3 BR,
- Sleeps 8
Michigan Ave - 3 Bedroom
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$425
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
Beautiful River North Chicago Condo
- 1 Bedrooms,
- 1 Bathroom, Sleeps 3
$130 -
$180
per night
4 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 3
Penthouse on Michigan Ave | Skyline and Lake Views | Downtown Loop
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 3 BR,
- 2 BA,
- Sleeps 7
Lovely Streeterville Apartment
- 1 Bedrooms,
- 1 Bathroom, Sleeps 3
$140
per night
4 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 3
**Walk to Everything!** Stunning Views of the City and Lake!3x
- 3 Bedrooms, Sleeps 30
- 3 BR,
- Sleeps 30
LUX 3 Bedroom on Michigan Ave
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
3bd/2.5baX ** Walk to Everything! *** Stunning Views of the Lake and City
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
$129/night after Oct 15th !!! Close to Lincoln Prk. Free St Parking!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
- 2 BR,
- 2 BA,
- Sleeps 4
Luxury 2 bedroom on 48th Floor with great views in Magnificent Mile
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Great views-Luxury 2 bedroom on 32nd Floor Magnificent Mile
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Magnificent Mile luxury High Rise on 43rd floor with great views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$225 -
$464
per night
3 - 7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Beautiful and Luxurious 3 Bedroom / 2 Bathroom Condo
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$250 -
$360
per night
3 - 4 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Spacious 2 bed, 2 bath luxury apartment close to Mag Mile.
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$1,400
per week
7 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 4
The North Side Suites - 4 Bedroom - blocks from Magnificent Mile,
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 10
$375
per night
3 night minimum stay
- 4 BR,
- 2 BA,
- Sleeps 10
Magnificent Mile Studio, Steps From Michigan Ave
- Studio,
- 1 Bathroom, Sleeps 2
$155 -
$165
per night
3 night minimum stay
- Studio,
- 1 BA,
- Sleeps 2
Lincoln Park Suite - 4 Bed, 2 Bath - Sleeps 8
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 10
$4,980
per month
30 night minimum stay
- 4 BR,
- 2 BA,
- Sleeps 10
Penthouse with stunning views of the lake and city!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
Fantastic Downtown Chicago Condo
- 1 Bedrooms,
- 1 Bathroom, Sleeps 3
$130 -
$150
per night
4 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 3
Fantastic Downtown Chicago Condo
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 5
$180 -
$200
per night
4 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 5
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