Carl Sandburg Village Rentals
- From $338 per night (USD)
VRBO
Kasa | River North Studio w\/ Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $338 per night (USD)VRBO
- From $806 per night (USD)
Expedia
GROUP LUX in Old Town\/Gold Coast (+private roof)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Chicago's top getaway spot! Guests love this home because: - Steps away from top-notch restaurants/entertainment on b ...
From $806 per night (USD)Expedia
- From $138 per night (USD)
VRBO
Premium Gold Coast 2BR w\/ Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Gold Coast. with balcony views over the city. It’ll be ...
From $138 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Kasa | Explore Millennium Park and River North | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $408 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Dreamy Streeterville 1BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this spacious Streeterville furnished one bedroom ...
From $143 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Beautiful Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New remodeled Studio downtown .. You will love this place Close to hospital and College. Conveniently located in the mi ...
From $150 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Modern Apartment with Private Rooftop Patio & Free Parking in Downtown Chicago
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
A beautiful modern 2450 sq feet apartment with a private rooftop deck, private patio and yard, brand new appliances, and ...
From $558 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in one of the best neighborhoods in Chicago - Old Town! Recently renovated spacious top floor condo with all modern ...
From $470 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Stylish Stunner in Great Old Town Neighborhood - Close to North Avenue Beach by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This unique and spacious two bedroom garden unit is the perfect place for anyone visiting Chicago! You won't regret choo ...
From $307 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plenty of space to spread out and relax! My two level townhome in the hot Old Town neighborhood makes for the perfect re ...
From $421 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Spacious Luxury Townhouse - Old Town by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Historic 3 bedroom home in Old Town! Comfortably sleeps 6, and access to 3 levels of living space. The massive rain show ...
From $604 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stay in the heart of Chicago Old Town! This bright, cool and comfortable one bedroom, one bath is decked out in mid cent ...
From $302 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Beauty on Bissell - This Perfect Windy City Townhome Books Up Fast! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious, central, and stylish, our delightful townhome is the ideal place for you to stay in the Windy City! With two b ...
From $316 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Kasa | River North 1BD + Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $350 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Kasa | Cozy Long Term Stay + Balcony | Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: With Oak Street Beach, Michigan Avenue, and Gold Coast all within walking distance, Our Kasas are well-connecte ...
From $342 per night (USD)VRBO
- From $581 per night (USD)
Expedia
Two-Story STUNNER in Iconic Old Town Chicago by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our two-story Old Town condo is a great place for all travelers to experience our favorite neighborhood in Chicago! Enjo ...
From $581 per night (USD)Expedia
- From $106 per night (USD)
VRBO
Stunning Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Near North Side furnished studio apartm ...
From $106 per night (USD)VRBO
- From $81 per night (USD)
Expedia
Elegant Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Near North Side furnished one bedroom ...
From $81 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Unique shopping, recreation, dining and nightlife at your doorstep
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
unique shopping, recreation, dining and nightlife. Local businesses and trusted retailers provide an array of daily conv ...
From $157 per night (USD)VRBO
- From $109 per night (USD)
Expedia
Ideal Gold Coast 1BR w\/ Gym & Lounge, 1 block to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $109 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Sleek River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful River North furnished one bedroom a ...
From $125 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Hip River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one-bedroom River North apartment with views over the city. It’ll be easy to si ...
From $145 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Ideal Old Town Location, 5 min walk to public transportation, 10 min to Wells St
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Guests will enjoy a large 2 bedroom, 2 bath unit in this desirable Old Town location. Hardwood floors throughout. Updat ...
From $338 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Trendy River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish River North furnished one bedroom apa ...
From $184 per night (USD)Expedia
- Click For Pricing
VRBO
Luxe River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
Click For PricingVRBO
- Click For Pricing
VRBO
Roomy River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
Click For PricingVRBO
- From $98 per night (USD)
VRBO
Dreamy River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $98 per night (USD)VRBO
- From $111 per night (USD)
Expedia
Sunny River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $111 per night (USD)Expedia
- From $571 per night (USD)
VRBO
Corner 3BR in Streeterville | Views | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Stunning 1,500+ square foot corner apartment with oversize windows, an open layout, and dramatic city and lake ...
From $571 per night (USD)VRBO
- From $85 per night (USD)
Expedia
Bright River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy River North furnished one bedroom apartm ...
From $85 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Chic River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished one bedro ...
From $191 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Gorgeous, Brand new, in amazing location - minutes from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a stylish experience at this brand new private apartment in the heart of Lincoln Park and right to the Lake with w ...
From $376 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Kasa | Fresh & Bright Studio | River North Chicago
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand ...
From $289 per night (USD)VRBO
- From $2250 per night (USD)
VRBO
Gold Coast A+ Location Stunning Home
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Stunning Gold Coast home on one of Chicago's most beautiful streets. Vintage exterior/modern interior. Close to shoppi ...
From $2250 per night (USD)VRBO
- From $549 per night (USD)
VRBO
Breathtaking Downtown Penthouse B - Sleeps 11
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Summary: Absolutely stunning penthouse in a BRAND NEW BUILDING downtown with spectacular city view from your very own pr ...
From $549 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Roomy Streeterville 1BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville. with views over the city. It’ll be easy ...
From $150 per night (USD)Expedia
- Click For Pricing
VRBO
Ideal River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
Click For PricingVRBO
- From $138 per night (USD)
Expedia
Lovely River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming River North furnished one bedroom ap ...
From $138 per night (USD)Expedia
- From $120 per night (USD)
VRBO
Elegant River North 1BR w\/ Gym, Lounge & Roof, nr L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in River North. with views over the city. It’ll be easy to ...
From $120 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Deluxe River North 1BR w\/ Gym, Lounge & Roof, nr Riverwalk, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated River North furnished one bedro ...
From $184 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Beautifully Remodeled Flat Downtown # 2N
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB. The entire property is designed by a famous Chicago Designe ...
From $284 per night (USD)VRBO
- From $749 per night (USD)
Expedia
Luxury SOHO Styled Two-Level Townhouse - Old Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: NEWLY CONSTRUCTED TOWNHOUSE IN THE HEART OF OLD TOWN! This private luxury townhouse (duplex) is perfectly loca ...
From $749 per night (USD)Expedia
- From $516 per night (USD)
VRBO
870 1&2 - 2 Separate Suites in same building
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: You will get 2 separate Suites that are directly next to each other. Each Suite has 2 bedrooms and 2 bathrooms. ...
From $516 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Brownstone, 2 entire units Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 14
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $474 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Beautiful, Remodeled Penthouse Unit in Old Town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Summary: This newly remodeled, Penthouse unit is the perfect place to enjoy the city and come back to a space that is re ...
From $510 per night (USD)VRBO
- From $133 per night (USD)
Expedia
MTM Fully Furnished Rental in Old Town - 2 Beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Looking for a month to month fully furnished rental that is move in ready? - ALL utilities, WIFI, Cable 100% ...
From $133 per night (USD)Expedia
- From $133 per night (USD)
VRBO
MTM Fully Furnished Rental in Old Town - 2 beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Looking for a month to month fully furnished rental that is move in ready? - ALL utilities, WIFI, Cable 100% r ...
From $133 per night (USD)VRBO
- From $359 per night (USD)
Expedia
1517 N North Park G (2-Bedroom Apartment) - Pets Allowed by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This two bedroom retreat in the heart of Old Town is waiting to welcome you to Chicago! With all the comforts of home pr ...
From $359 per night (USD)Expedia
- From $252 per night (USD)
VRBO
50th Floor MagMile forever VIEWS, Balcony, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Downtown Chicago unit is towering 50 stories above the city, with floor to ceiling windows in the living areas. Thi ...
From $252 per night (USD)VRBO
- From $275 per night (USD)
Expedia
50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Step into the vibrant heart of River North, where your window frames forever views and the sky blushes with the best s ...
From $275 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this stylish one bedroom Blueground apartment. You’ll love coming ...
From $182 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Sleek Streeterville 2BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Streeterville furnished two bedroom apar ...
From $283 per night (USD)Expedia
- From $80 per night (USD)
VRBO
Dreamy Gold Coast 1BR w\/ Doorman & Gym, 2 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 spacious Gold Coast furnished one bedroom apa ...
From $80 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Downtown + City Views! Work Remote [30+ day]
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Exclusively designed 2 bedroom/1 bath high rise condo! Equipped with all that you need for remote work or vacation. I l ...
From $225 per night (USD)VRBO
- From $225 per night (USD)
VRBO
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $225 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Steps to Mag Mile, 2 BD, fast Wi-Fi, W&D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2BR apt. in vintage 3-flat in the heart of Chicago's Michigan Ave/Gold Coast neighborhood. Fantastic locations s ...
From $200 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Perfect for your Chicago Getaway! Onsite Parking! Minutes to Lincoln Park Zoo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $211 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Explore Chicago! Short Drive to Bridgehouse and Chicago River Museum!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $211 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Beach Getaway! Minutes to Street Beach and Ohio Street Beach! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $211 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Beach Getaway! Minutes to Street Beach and Ohio Street Beach! Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $211 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Perfect for your Chicago Getaway! Close to Midway Airport! Onsite Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $211 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Pet-friendly Accommodation! Minutes to Oak Street Beach and Navy Pier!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $235 per night (USD)VRBO
- From $843 per night (USD)
VRBO
4 Spacious Units Close to Navy Pier and Willis Tower! Parking, Pets Allowed!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $843 per night (USD)VRBO
- From $422 per night (USD)
VRBO
Art Lovers are Welcome! 2 Modern Units! Onsite Art Galleries, Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $422 per night (USD)VRBO
- From $843 per night (USD)
VRBO
Beach Escape! 4 Spacious Units Near Oak Street Beach and Ohio Street Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $843 per night (USD)VRBO
- From $633 per night (USD)
VRBO
3 Pet-friendly Units! Onsite Parking! Close to 360 Chicago and Navy Pier!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $633 per night (USD)VRBO
- From $422 per night (USD)
VRBO
Downtown Getaway! 2 Relaxing Units, Parking, Pets Allowed, Art Galleries Onsite!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $422 per night (USD)VRBO
- From $633 per night (USD)
VRBO
Chicago Beach Trip! 3 Units Near Oak Street Beach and Ohio Street Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $633 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Art Galleries Onsite! Close to 360 Chicago and Oak Street Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $235 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Downtown Chicago Escape! Close to 360 Chicago and Midway Int’l Airport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $211 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Explore Chicago! Short Drive to Bridgehouse and Chicago River Museum!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $235 per night (USD)VRBO
- From $633 per night (USD)
VRBO
Explore Downtown Chicago! 3 Units Near Oak Street Beach and Navy Pier!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $633 per night (USD)VRBO
- From $843 per night (USD)
VRBO
Visit Chicago! 4 Modern Units near 360 Chicago and Oak Street Beach! Parking!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $843 per night (USD)VRBO
- From $422 per night (USD)
VRBO
Group Vacation! 2 Spacious Units Near Oak Street Beach! Onsite Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The hotel's spacious and modern guest rooms feature luxurious custom linens and a dedicated sitting area that easily all ...
From $422 per night (USD)VRBO
- From $1849 per night (USD)
VRBO
2 Newly Built Luxury Condos with Private Roofdeck!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: This listing is perfect for your Chicago visit! You will get 2 brand new construction units (finished Septembe ...
From $1849 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Brownstone in Gold Coast - Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $168 per night (USD)Expedia
- From $540 per night (USD)
VRBO
4BD Condo w\/Parking & Game Room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our luxurious 4-bedroom, 2.5-bathroom condo unit that's perfect for your stay in Chicago. This stunning unit ...
From $540 per night (USD)VRBO
- From $222 per night (USD)
VRBO
Found Chicago powered by Sonder | Bunk Room
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $222 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Found Chicago powered by Sonder | Queen Room
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $245 per night (USD)VRBO
- From $216 per night (USD)
VRBO
Found Chicago powered by Sonder | Accessible Single Room
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 1
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $216 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Found Chicago powered by Sonder | Double Bunk Room
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $258 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Found Chicago powered by Sonder | Queen Room w\/ Bunk Bed
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
Welcome to Found Chicago — your stylish space behind the midnight black-brick exterior and expansive bow windows. Inside ...
From $289 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Ideal Gold Coast Studio w\/ Doorman & Gym, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to ...
From $99 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Airy Gold Coast 1BR w\/ Doorman & Gym, nr Mariano Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $138 per night (USD)Expedia
- From $106 per night (USD)
VRBO
Chic Gold Coast Studio w\/ Doorman & Gym, 2 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Show up and start living from day one in Chicago with this comfortable studio Blueground apartment. You’ll love coming h ...
From $106 per night (USD)VRBO
- From $81 per night (USD)
Expedia
Fresh Gold Coast 1BR w\/ Grills & Gym, nr Shopping & Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Gold Coast. with views over the city. It’ll be easy to ...
From $81 per night (USD)Expedia
- From $78 per night (USD)
VRBO
Clean Gold Coast 1BR w\/ Doorman & Gym, nr Park & Beach, 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 $78 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $164 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Charming 2 BR apartment near Lincoln Park zoo in historic building
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful brownstone in the heart of Lincoln Park. 5 minute walk to Lincoln Park zoo, lakefront, variety of restaurants/ ...
From $350 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Stylish 2 BDR Coach House Steps From The Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to our stylish coach house located in the heart of the city, just moments away from the picturesque sho ...
From $332 per night (USD)Expedia
- From $814 per night (USD)
VRBO
Luxe SFH in Historic Old Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Situated on a tree-lined in the heart of Old Town Chicago, this spacious and bright 4-bedroom, 2.5-bathroom brownstone i ...
From $814 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Stylish Gold Coast 1BR w\/ Grills & Gym, nr Shops & Park, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Gold Coast furnished one bedroom ap ...
From $140 per night (USD)Expedia
- From $240 per night (USD)
VRBO
2bd River North Condo with Million Dollar Views! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
32+ NIGHTS MIN, *1 GARAGE PARKING SPACE INCL* Experience our stunning 49th floor River North condo! With 2 bedrooms & b ...
From $240 per night (USD)VRBO
- From $183 per night (USD)
Expedia
A Place You'll Surely Enjoy! Full Kitchen, Free Breakfast, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $183 per night (USD)Expedia
- From $560 per night (USD)
VRBO
Spacious Good-Value Accommodation! 2 Convenient Units, Free Breakfast
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $560 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Ideal Mix of Comfort and Value! Free Breakfast, Near Water Tower Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $178 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Making The Best Memories Along The Way! Free Breakfast, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The property boasts a contemporary urban retreat, designed with spacious suites and fully equipped kitchens, perfect for ...
From $280 per night (USD)VRBO
- From $637 per night (USD)
VRBO
Chic River North Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to our Chic River North Retreat, a hidden gem in vibrant River North, Chicago. Discover a rare 2-bedroo ...
From $637 per night (USD)VRBO
- From $78 per night (USD)
VRBO
Sunny River North 1BR w\/ Gym & Coffee Shop, nr L & Beach, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this roomy River North furnished one bedroom apart ...
From $78 per night (USD)VRBO
- From $514 per night (USD)
Expedia
2BR Stunning River North Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Make sure your city stay in Chicago is a luxurious one by staying here. Our stunning high-rise apartment is the ...
From $514 per night (USD)Expedia