Lincoln Park (Chicago), Illinois Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Lincoln Park (Chicago), Illinois on RentalSaver.com!

Lincoln Park (Chicago) Rentals

From $451 per night (USD)
VRBO
Dublex 3 bedroom unit with FREE Garage Parking in Wicker Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This spacious unit has 3 bedroom in a very safe and attractive location. -1 complementary garage parking -Fast wifi -Di ...
From $451 per night (USD)
VRBO
From $650 per night (USD)
Expedia
LUX 3-Level Chicago Home +garage & patio
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Escape into our new, 3,300 sq ft, Boho-styled home! Guests love this home because: - Steps away from top-notch restaur ...
From $650 per night (USD)
Expedia
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VRBO
CELEBRATE CHICAGO VIBE - 3BR - Adventures Await - Bucktown - Wicker Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The apartment is wonderfully spacious, bright, and airy with soaring seven-foot windows. The place is kept clean, tidy, ...
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VRBO
From $237 per night (USD)
Expedia
Beautiful Unit CHI in Prime River North - 2
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Downtown Living is perfect for families, children and corporate gatherings. Looking to stay in the best neighbo ...
From $237 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Historic and Unique Brownstone in Gold Coast - 3
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Our beautiful Brownstone Apartment is located in the heart of bustling GOLD COAST on a street shared with homes ...
From $147 per night (USD)
VRBO
From $178 per night (USD)
Expedia
2nd Floor Flat in River North - 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 $178 per night (USD)
Expedia
From $209 per night (USD)
VRBO
3rd Floor Flat in River North - 3N
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
Summary: REMODELED AND BUILT SPECIFICALLY FOR AIRBNB. The entire property is designed by a famous Chicago Designer us ...
From $209 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Beautiful Unit CHI in Prime River North - 1
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: This is a super unique place! This Downtown Living destination is perfect for everything from families with sma ...
From $238 per night (USD)
Expedia
From $338 per night (USD)
VRBO
2nd Floor Flat in River North - 2S
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB. Designed by a famous Chicago Designer using strictly West E ...
From $338 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Downtown Goose Island with access to patio - 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
Summary: Experience what Chicago has to offer and stay at our Luxury Chicago Suite! Perfect for your Chicago visit! The ...
From $206 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Beautiful Unit CHI in Prime River North - 3
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: This penthouse unit located on the 4th floor in downtown is perfect for families, children and corporate gather ...
From $464 per night (USD)
VRBO
From $394 per night (USD)
Expedia
Breathtaking CHI unit in River North - Penthouse A!
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 $394 per night (USD)
Expedia
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VRBO
Aloha 2.0 - Yellow Bedroom
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Feel those tropical feels in our sprawling space in the heart of Wicker Park. Flamingos, marlins, and sharks combined wi ...
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VRBO
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Expedia
Charming Village in the City
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space European style first floor apartment in a charming three story home built in 1910. Newly renovated with ...
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Expedia
From $3321 per night (USD)
VRBO
Your Own 8 Bedroom Private Inn and Event Space, Urban Garden Included
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Welcome to the Ruby Room, where staying is more than just lodging – it's an experience unlike any other. Whether you'r ...
From $3321 per night (USD)
VRBO
From $366 per night (USD)
VRBO
New, Mega Dream Home in Wicker Park Bucktown - Sleeps 21
Bedrooms:
5
Bathrooms:
6
Sleeps:
21
Welcome to our massive 6-bedroom Bucktown Wicker Park single family home! Our super modern & recently renovated house is ...
From $366 per night (USD)
VRBO
From $117 per night (USD)
VRBO
Landing at NEXT - Studio in Near North Side
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $117 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Landing at NEXT - 1 Bedroom in Near North Side
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the NEXT evolution of luxury living. Our apartments come in varied layouts outfitted with contemporary featur ...
From $128 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Landing at Logan Apartments - 1 Bedroom in Logan Square
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Find out the best side of convenient urban living at Logan, where modern sophistication melts with the timeless charm of ...
From $132 per night (USD)
VRBO
$Stylish Gold Coast 1BR w\/ Grills & Gym, nr Shops & Park, by Blueground$
From $142 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 $142 per night (USD)
Expedia
Click For Pricing
VRBO
Aloha 2.0 - Pink Bedroom
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Feel those tropical feels in our sprawling space in the heart of Wicker Park. Flamingos, marlins, and sharks combined wi ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Aloha 2.0 - Teal Bedroom
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Feel those tropical feels in our sprawling space in the heart of Wicker Park. Flamingos, marlins, and sharks combined wi ...
Click For Pricing
Expedia
From $190 per night (USD)
VRBO
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 $190 per night (USD)
VRBO
From $539 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 $539 per night (USD)
VRBO
From $185 per night (USD)
VRBO
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 $185 per night (USD)
VRBO
From $270 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 $270 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Charming House in Lakeview - 1895. Walk to Wrigley
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
About this space Great city living in this bright, comfy, farmhouse style home. Perfect for entertaining with the whole ...
From $436 per night (USD)
VRBO
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Expedia
Stunning 2 Story Wicker Park Condo - Parking+Patio
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautifully decorated, stylish condo located in vibrant, energetic Wicker Park/West Town neighborhood. very centrally lo ...
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Expedia
From $226 per night (USD)
VRBO
Stylish 2 BDR Coach House Steps From Lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: Welcome to our stylish coach house located in the heart of the city, just moments away from the picturesque sho ...
From $226 per night (USD)
VRBO
$The Bucktown House - Heart of Bucktown\/Wicker Park, 10 Min Uber to Downtown$
From $290 per night (USD)
Expedia
The Bucktown House - Heart of Bucktown\/Wicker Park, 10 Min Uber to Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This is a legally licensed Chicago vacation rental. We have been operating as a professionally managed vacation rental ...
From $290 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Cozy apartment near downtown
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Cozy studio apartment near downtown (about 10-15 minutes), 24-30 minutes to O’Hare and Midway airports. Very close to su ...
From $106 per night (USD)
VRBO
From $124 per night (USD)
Expedia
Cozy 2 bedroom apartment in Wrigleyville
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of Wrigleyville, this 2 bedroom, 1.5 bathrooms in situated right on Clark St. This property comes w ...
From $124 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Chic & Historic Apartment Steps from Mag Mile
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A design lover's dream. Spend your next long stay in a beautifully remodeled apartment in Chicago's Gold Coast neighborh ...
From $152 per night (USD)
VRBO
$Two Floor Luxury 3 Bedroom Condo in Old Town\n\n$
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Expedia
Two Floor Luxury 3 Bedroom Condo in Old Town\n\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy this spacious 3 Bedroom Condo located in Old Town, Chicago. This condo is fully equipped for your group. With over ...
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Expedia
From $344 per night (USD)
VRBO
2 MTM Fully Furnished Rental in Old Town 2f&2r
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Looking for 2 units, MTM, fully furnished rentals that are move in ready? - ALL utilities, WIFI, Cable 100% r ...
From $344 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Wrigleyville Private Guesthouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Guesthouse ideal for 6+guests 1 block from Southport brown line station, 1/2 mile from Wrigley Field & red line stat ...
From $425 per night (USD)
VRBO
From $1102 per night (USD)
VRBO
Luxury Designer Penthouse Combo West | Gold Coast
Bedrooms:
4
Bathrooms:
8
Sleeps:
20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1102 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Luxury Designer Penthouse North - Pool - Gold Coast
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $568 per night (USD)
Expedia
From $1043 per night (USD)
VRBO
Luxury Downtown Penthouse with Private Rooftop!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Summary: BRAND NEW REMODEL BUILT SPECIFICALLY FOR AIRBNB!! Designed by a famous Chicago Designer using strictly West El ...
From $1043 per night (USD)
VRBO
From $1069 per night (USD)
Expedia
The Orleans Floor 3 Private rooftop deck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Summary: You will get the following with this rental: - You will have your own private floor and access to 2 individual ...
From $1069 per night (USD)
Expedia
From $1017 per night (USD)
VRBO
The Orleans - Floor 2 Private roof deck Patio!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Summary: The Orleans - Floor 2 is custom designed for Airbnb and you will get 2 units on an entire floor of the building ...
From $1017 per night (USD)
VRBO
$Dreamy Streeterville 1BR w\/ Pool, Roof & Gym, nr Lakefront, by Blueground$
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Expedia
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 ...
Click For Pricing
Expedia
$Beautiful Roscoe Village\/Hamlin Park 4 bed 3 bath.$
From $558 per night (USD)
VRBO
Beautiful Roscoe Village\/Hamlin Park 4 bed 3 bath.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious 4 bed 3 bath pet friendly duplex up lives like a house with everything you need and want. Great neighborhood pa ...
From $558 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Cozy two bedroom close to Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy two bedroom apartment in the heart of Lakeview. 15 min walk from Wrigley Field, less than a mile from Lake Michigan ...
From $351 per night (USD)
VRBO
From $450 per night (USD)
VRBO
The Wrigleyville Penthouse with Private Rooftop!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Steps from Wrigley Field, my 2 bed/2 bath + Den penthouse with a private rooftop is the perfect “home base” for your gro ...
From $450 per night (USD)
VRBO
From $646 per night (USD)
Expedia
The Exclusive- 7 Bed, 6 Bath Retreat
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
This brand new home located in Wicker Park offers 7 beds, 6 baths, 2 living areas, 2 chef's kitchen and a dedicated dini ...
From $646 per night (USD)
Expedia
$Cozy Upstairs Unit for Small Groups\/Families, Near Dining, Shopping, Nightlife$
From $121 per night (USD)
VRBO
Cozy Upstairs Unit for Small Groups\/Families, Near Dining, Shopping, Nightlife
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
No reviews of this unit yet but can see all of my other 5-star reviews here (same building): https://www.vrbo.com/139766 ...
From $121 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our two-story Old Town condo is a great place for all travelers to experience our favorite neighborhood in Chicago! Enjo ...
From $427 per night (USD)
Expedia
From $201 per night (USD)
VRBO
PET FRIENDLY! Unique Converted Storefront Stay - Great Neighborhood! by AllSet Turnover
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our Roscoe Village two-bedroom condo is a spacious converted storefront that can accommodate up to six people - which is ...
From $201 per night (USD)
VRBO
$Stunning Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground$
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Expedia
Stunning Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Feel at home wherever you choose to live with Blueground. You’ll love this roomy Near North Side furnished studio apartm ...
Click For Pricing
Expedia
$Elegant Near North 1BR w\/ Doorman, W\/D & Gym nr I-90, by Blueground$
From $155 per night (USD)
VRBO
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 $155 per night (USD)
VRBO
$Free Parking & Wifi in Bucktown\/Logan Square Apt, Close to Everything!$
From $217 per night (USD)
Expedia
Free Parking & Wifi in Bucktown\/Logan Square Apt, Close to Everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Recently Renovated and Redesigned, you may not even want to leave the unit and area! Enjoy a Stylish experience at a cen ...
From $217 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Designed with You in Mind - This Property Offers Everything You Need to Work and Play in Chi-Town by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
**Now hosting 32+ nights!** Professionally-designed apartment surrounded by some of the best restaurants in the city (i ...
From $99 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Classic Chicago with a Twist - Recently Renovated and PET FRIENDLY! by AllSet Turnover
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our newly gut-renovated 3 bedroom condo is in a classic Chicago building and has high-end features throughout. We're ide ...
From $237 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Windy City Wow! Private Deck, Pet Friendly, and Free Parking! by AllSet Turnover
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Discover urban living in our vibrant 3bd Wicker Park condo! Immerse yourself in the eclectic energy of this trendy neigh ...
From $477 per night (USD)
VRBO
From $258 per night (USD)
Expedia
A+ on Addison - Steps to Wrigley Field - Let's Go Cubs! by AllSet Turnover
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Clean, comfortable, and homey, you truly can't beat the location of our three bedroom apartment. Just steps from world-f ...
From $258 per night (USD)
Expedia
From $82 per night (USD)
VRBO
PET FRIENDLY! Perfect for the Digital Nomad or Business Traveler by AllSet Turnover
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
**Hosting 32+ night stays** Conveniently located in South Lakeview/Lincoln Park, my one bedroom apartment is the perfec ...
From $82 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Quiet Comfort in the Big City. Just Steps to the Blue Line by AllSet Turnover
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
You'll love staying at our garden condo in Wicker Park ideally located on a quiet street near the excitement of Milwauke ...
From $217 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Take the Whole Crew Out to the Ballgame! Four Bedrooms and Only 1 Mile from Wrigley by AllSet Turnover
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Prime location in Lakeview, steps from the Southport Corridor, only one mile from Wrigley! My fantastic four bedroom apa ...
From $438 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Charming Garden Apartment - Perfect for a Family Getaway by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The quintessential Chicago two-bedroom garden apartment, close to Wrigley Field! Ours gets beautiful light through the f ...
From $166 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A gorgeous, spacious and relaxing 2 bedroom, 1 bathroom in Logan Square - one of Chicago's hottest neighborhoods. While ...
From $310 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Modern Apartment with Private Rooftop Patio & Free Parking in Downtown Chicago
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A beautiful modern 2450 sq feet apartment with a private rooftop deck, private patio and yard, brand new appliances, and ...
From $485 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Live Like a Local at the Beachwood Inn! Private Balcony Overlooking One of Chicago's Best New Restaurants by AllSet Turnover
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located on the second floor of Ina Mae Tavern & Packaged Goods, one of Chicago's best new restaurants, the Beachwood Inn ...
From $160 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Old Town Elegance Awaits You in This Classic Chicago Stunner! by AllSet Turnover
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
My top-floor apartment in Bucktown is the perfect space for your trip to Chicago! It's a stylish, modern rehab in a clas ...
From $166 per night (USD)
Expedia
$The Roscoe Village Brownstone\n$
From $175 per night (USD)
VRBO
The Roscoe Village Brownstone\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Located in a village within the city of Chicago, welcome to "The Roscoe Village Guesthouse" at the corner of Roscoe and ...
From $175 per night (USD)
VRBO
$GROUP LUX in Old Town\/Gold Coast (+private roof)$
From $606 per night (USD)
Expedia
GROUP LUX in Old Town\/Gold Coast (+private roof)
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Chicago's top getaway spot! Guests love this home because: - Steps away from top-notch restaurants/entertainment on b ...
From $606 per night (USD)
Expedia
$Premium Gold Coast 2BR w\/ Gym & Lounge, 1 block to L, by Blueground$
From $198 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 $198 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Cloud9 | 1133ft² & Free Parking |The Addams
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Welcome to The Addams! Guests must pass screening with ID. A $1,000 USD SECURITY DEPOSIT HOLD on major credit c ...
From $397 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Stay That Wows!Mix Comfort & Convenience|TheWicked
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Welcome to The Wicked! Guests must pass screening with ID. A $1,000 USD SECURITY DEPOSIT HOLD on major credit c ...
From $390 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Rated 5 Stars for Views & Location|The Hamilton
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Welcome to The Hamilton! Guests must pass screening with ID. A $1,000 USD SECURITY DEPOSIT HOLD on major credit ...
From $511 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Unbelievable!Gold Coast’s Finest Stay|The Jersey
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Welcome to The Jersey! Guests must pass screening with ID. A $1,000 USD SECURITY DEPOSIT HOLD on major credit c ...
From $386 per night (USD)
VRBO
From $3006 per night (USD)
VRBO
:: The Wolcott :: Modern Elegance at Its Finest
Bedrooms:
7
Bathrooms:
4
Sleeps:
16
The Wolcott is a 6000 sq-ft, multi-level modern-contemporary masterpiece home with 4 fully-suited bedrooms, plus additio ...
From $3006 per night (USD)
VRBO
Click For Pricing
VRBO
Charming Mid-Century Designed Apartment in Lakeview
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this cute mid-century decorated corner of East Lakeview. Within a short walk are: a fitness center, a large g ...
Click For Pricing
VRBO
From $210 per night (USD)
Expedia
Stylish, Inviting 2-BR near Logan Square and Wrigley Field
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you're traveling for business or pleasure, with family, friends or solo, this comfortable 2-bedroom in a classic ...
From $210 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Penthouse Corner 3BR in Streeterville | Roof Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Stunning 1,500+ square foot corner penthouse with oversize windows, an open layout, and dramatic city and lake ...
From $446 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Classic Workers Cottage in Vibrant Bucktown Chicago.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Well designed, centrally located Cottage on a beautiful, tree lined street in Bucktown. Property is close to expressway ...
From $235 per night (USD)
VRBO
$Upscale Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground$
From $283 per night (USD)
VRBO
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)
VRBO
$Modern Lakeview 2BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground$
From $137 per night (USD)
Expedia
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)
Expedia
$Lovely Spacious Condo w\/Private Patio$
From $143 per night (USD)
VRBO
Lovely Spacious Condo w\/Private Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stylish 1 bedroom apartment in central Lakeview area. Just a few blocks from Lake Michigan and Lincoln Park and the Zoo! ...
From $143 per night (USD)
VRBO
$Hip Gold Coast Studio w\/ Deck, Gym & Lounge, 1 block to L, by Blueground$
From $126 per night (USD)
Expedia
Hip Gold Coast Studio w\/ Deck, Gym & Lounge, 1 block to L, 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 $126 per night (USD)
Expedia
$Trendy Lakeview 1BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground$
From $121 per night (USD)
VRBO
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)
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 $320 per night (USD)
VRBO
Lovely Minimalist Loft in the heart of Lakeview
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is the perfect place to stay while visiting Chicago, in one of the most friendly neighborhoods, one block away from ...
From $320 per night (USD)
VRBO
$Classic Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, by Blueground$
From $124 per night (USD)
Expedia
Classic Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, 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 $124 per night (USD)
Expedia
$Amazing Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, by Blueground$
From $107 per night (USD)
VRBO
Amazing Gold Coast 1BR w\/ Deck, Gym & Lounge, 1 block to L, 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 $107 per night (USD)
VRBO
From $906 per night (USD)
Expedia
Fantastic Home in Wicker Park
Bedrooms:
8
Bathrooms:
6
Sleeps:
15
Excitement awaits in this beautiful 5 bed 3.5 bath home in Wicker Park. With 3 spacious living areas, a chefs kitchen a ...
From $906 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Lovely 4 Bedroom Spot located in Charming Old Town
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Flo ...
From $720 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Spacious 3 bedroom in ideal Roscoe village location
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Come stay in our beautiful vintage updated spacious, and comfortably furnished 3 bedroom, 1 bath, private city apartment ...
From $192 per night (USD)
VRBO
$Dreamy Bucktown 1BR w\/ BBQ, Roof & Outdoor firepit, by Blueground$
From $135 per night (USD)
VRBO
Dreamy Bucktown 1BR w\/ BBQ, Roof & Outdoor firepit, 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 $135 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Gather Together & WFH in Piece of Chicago History
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
‘The Wellington’ was created for those looking to gather in a piece of Chicago history. This thoughtfully refurbished 19 ...
From $369 per night (USD)
Expedia
$Spacious 3\/2 Duplex In Wicker Park Area$
From $566 per night (USD)
VRBO
Spacious 3\/2 Duplex In Wicker Park Area
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
I promise you'll feel right at home in this lovely 3 bed/2.5 bath duplex down. It's perfect for a family, parents get to ...
From $566 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Renovated oversized Condo with Spectacular views in the heart of Chicago.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the ultra-stylish, ultra-urban neighborhood of River North. Home to endless art galleries, restaurants, and ...
From $264 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Downtown Chicago Studio in Prime Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Discover our fully equipped 1-bedroom studio in Chicago's vibrant Gold Coast. Nestled conveniently downtown, it ...
From $161 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Chicago Bootlegger House Sleeps 11-22 with 3 parking spots
Bedrooms:
2
Bathrooms:
7
Sleeps:
20
This is a single family home that was originally built and owned by a bootlegger during the prohibition period of the 19 ...
From $498 per night (USD)
Expedia
$Ideal Lakeview 1BR w\/ Deck, Pool & Gym, nr Lincoln Park, by Blueground$
From $152 per night (USD)
VRBO
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)
VRBO
From $1739 per night (USD)
Expedia
Luxury House in the heart of Old Town with Parking
Bedrooms:
8
Bathrooms:
7
Sleeps:
12
Our custom-built house is perfect for a group of guests wanting to experience Chicago to its fullest. The home is a bran ...
From $1739 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Spacious & private! Free parking! Great location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tough to beat this location (River West), accessible to everything via public transportation, great spots walkable from ...
From $131 per night (USD)
VRBO

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Results: 597 Rentals