Search Vacation Homes in Chicago
Check availability on Vacation Homes in Chicago
Compare 824 Vacation Homes in Chicago with updated reviews, rates, and availability.
Lincoln Park Living - Suite 2!
Lincoln Park Living - Suite 2!
10.0 out of 10, Exceptional, (3)
Luxury Downtown Penthouse with Private Rooftop!
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, (4)
Beautiful, Remodeled Penthouse Unit in Old Town!
Beautiful, Remodeled Penthouse Unit in Old Town!
9.6 out of 10, Exceptional, (7)
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Your Next Vacation Home
Your Next Vacation Home
10.0 out of 10, Exceptional, (10)
The price is $195
$340 total
includes taxes & fees
Jun 3 - Jun 4
Breathtaking Downtown Penthouse B - Sleeps 11
Breathtaking Downtown Penthouse B - Sleeps 11
10.0 out of 10, Exceptional, (3)
Luxury Home Away From Your Home
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
Breathtaking Downtown Penthouse A - Sleeps 11!
Breathtaking Downtown Penthouse A - Sleeps 11!
9.0 out of 10, Wonderful, (2)
LUXE 3 BR, 2 BA + Hot Tub
LUXE 3 BR, 2 BA + Hot Tub
9.2 out of 10, Wonderful, (9)
The price is $200
$309 total
includes taxes & fees
May 28 - May 29
✽ Charming Cottage ✽ close to College/Town/Station
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (31)
The price is $170
$289 total
includes taxes & fees
Jun 25 - Jun 26
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!
Game room/King Bed /Wi-Fi/Deck + Fire Pit
Game room/King Bed /Wi-Fi/Deck + Fire Pit
10.0 out of 10, Exceptional, (13)
The price is $245
$474 total
includes taxes & fees
Jun 2 - Jun 3
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
8.8 out of 10, Excellent, (29)
Freshly Remodeled Cozy Home
Freshly Remodeled Cozy Home
10.0 out of 10, Exceptional, (15)
national historic home near downtown airports no parties no events
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (19)
The price is $300
$345 total
includes taxes & fees
May 27 - May 28
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (70)
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
9.0 out of 10, Wonderful, (44)
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
The price is $125
$239 total
includes taxes & fees
Jun 3 - Jun 4
Fully Updated home. Great for the entire family!
Fully Updated home. Great for the entire family!
7.6 out of 10, Good, (10)
Cozy, King bed with heated bathroom!
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, (8)
Updated Forest Park 3 BR Bungalow
Updated Forest Park 3 BR Bungalow
10.0 out of 10, Exceptional, (84)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Chicago
Sentral Michigan Avenue
Sentral Michigan Avenue
9.2 out of 10, Wonderful, (412)
The price is $143
$197 total
includes taxes & fees
May 28 - May 29
Sonder Market Hall
Sonder Market Hall
8.2 out of 10, Very Good, (85)
The price is $95
$112 total
includes taxes & fees
May 27 - May 28
Sonder South Wabash
Sonder South Wabash
8.8 out of 10, Excellent, (300)
The price is $194
$228 total
includes taxes & fees
May 28 - May 29
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Chicago Vacation Homes information
Number of reviews | 469 |
---|---|
Accommodation | 824 Vacation Homes |
Lowest Price | |
Highest Price |
Recent reviews of Chicago hotelsExpedia verified reviews
5/5 Excellent
"Everything was great besides it is an older building and older furniture they use. Our ac system did not work in our first room but we were able to get set up to a new room asap. The staff were friendly and helpful. It was easy to get to the subway and was a close walk to pretty much everything. "
A verified traveler stayed at The Whitehall Hotel, BW Premier Collection
Posted 3 hours ago
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