Uptown (Chicago) Rentals
From $362 per night (USD)VRBO
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Our charming three-bedroom duplex in Andersonville is steps to the beach, antique shopping, and so many food options - p ...
From $362 per night (USD)VRBO
From $459 per night (USD)VRBO
Lovely 3 Bedroom condo near Wrigley!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
My charming 3-bedroom apartment has everything you need for your Chicago trip. The unit comes with washer/dryer in build ...
From $459 per night (USD)VRBO
From $152 per night (USD)VRBO
Beautiful Spa Like Suite on the North side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on a quiet, tree-lined street in the North Center/Lakeview neighborhood, the featured space is a beautiful studi ...
From $152 per night (USD)VRBO
From $109 per night (USD)Expedia
Luxe Edgewater Studio w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $109 per night (USD)Expedia
From $152 per night (USD)VRBO
Ideal Edgewater 1BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Edgewater furnished one bedroom ...
From $152 per night (USD)VRBO
From $625 per night (USD)Expedia
Luxury Wrigleyville condo steps from Wrigley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
New construction property that has 4 bedrooms, one with king, two with queen beds, and one with a queen bed and bunk bed ...
From $625 per night (USD)Expedia
From $162 per night (USD)VRBO
Cute and Cozy 2 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy Classic decor in a spacious two bedroom one bathroom. Large eat-in kitchen and laundry in the basement! Tony's gro ...
From $162 per night (USD)VRBO
From $111 per night (USD)Expedia
Modern Edgewater 1BR w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $111 per night (USD)Expedia
From $143 per night (USD)VRBO
Hip Edgewater Studio w\/ Gym, Deck & Lounge, 5 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Edgewater. with views over the city. It’ll be easy to s ...
From $143 per night (USD)VRBO
From $121 per night (USD)Expedia
Trendy Lakeview 1BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Lakeview. with views over the city. It’ll be easy to si ...
From $121 per night (USD)Expedia
From $577 per night (USD)VRBO
The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to The Wrigleyville Deluxe. Perfect for large groups. 2 full Kitchens. 3 full baths. Sleeps 10. 1 King bed. 4 ...
From $577 per night (USD)VRBO
From $283 per night (USD)Expedia
Upscale Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $283 per night (USD)Expedia
From $137 per night (USD)VRBO
Modern Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Lakeview. . It’ll be easy to simply show up and start l ...
From $137 per night (USD)VRBO
From $229 per night (USD)VRBO
Comfy Lincoln Square guest apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This unit, recently remodeled, is in the basement of our 127 year old Victorian home. It has its own separate entry thr ...
From $229 per night (USD)VRBO
From $246 per night (USD)VRBO
Cute new Garden unit located between Andersonville and Lincoln Square , Chicago.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Large and quiet 1 bedroom 1 bathroom Garden unit located in a typical Chicago 2 flat building type. We are exactly betw ...
From $246 per night (USD)VRBO
From $166 per night (USD)Expedia
Comfy Garden Suite in Andersonville
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A comfortable garden unit in a well cared for 3-flat, in a wonderful and safe neighborhood. Easy access to the lake fro ...
From $166 per night (USD)Expedia
From $216 per night (USD)VRBO
Warm|Cozy|Lovely|1BR|Lincoln Sq.|
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/ba ...
From $216 per night (USD)VRBO
From $152 per night (USD)Expedia
Ideal Lakeview 1BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $152 per night (USD)Expedia
From $132 per night (USD)VRBO
Cute, Cozy, Elegant Budlong Woods
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Book with us and enjoy classic charm and elegant décor located in the Budlong woods neighborhood. Experience a great nig ...
From $132 per night (USD)VRBO