
Boutique hotel vacation rentals in Chicago
Find and book unique boutique hotel rentals on Airbnb
Top-rated boutique hotel rentals in Chicago
Guests agree: these boutique hotel rentals are highly rated for location, cleanliness, and more.

Sonder The Burnham | King Studio Apartment
The Burnham is anything but a traditional red brick building. Step inside for modern upgrades with stainless steel appliances and a teal kitchen backsplash. A Roku TV to stream movies or shows. And each bathroom includes sustainable shower essentials. There's a fitness center open 24/7 for your convenience. Just next door is the iconic Lou Mitchell's, serving your all-day breakfast favorites. Anything you want can be found in The Loop. The location is priceless at The Burnham.

King Room in Theatre District
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services and on-site restaurant that offers classic American cuisine. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

Sonder Market Hall | King Studio w/ City View
Overlooking Union Park, Market Hall is the perfect blend of city and seclusion. You’ll have leafy green views, paved walking trails, and endless global cuisine options on Randolph Street. Each room includes a fully equipped kitchen, in-suite laundry, and a Roku for streaming. And take advantage of the free weights or machines in the fitness center. The West Loop is a trendy hot spot for foodies and entertainment seekers. Enjoy the best of the Windy City at Market Hall.

Spacious Hotel Room in The Loop
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Charming King Bedroom in Loop
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

Budget-Friendly Room| Free Coffee | Downtown
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and walking distance to some of the city’s top attractions, this space is ideal for solo travelers looking to explore, work, or simply unwind in comfort. Whether you're in town for business, a quick getaway, or solo sightseeing, this room offers everything you need in a location that puts Chicago at your fingertips.

Standard King Room
The Standard King Rooms feature one King bed as well as a decorative round table and two chairs. Amenities include: Complimentary wireless Internet, Coffeemaker and coffee, Iron/ironing board, Mini refrigerator, Pillowtop beds , Hairdryer, Room service, Flat-screen TV with cable and satellite channels and a Safe deposit box. Heating and Air condition based on temperature out side

Charming Private Room in Downtown
Make the most of your stay with our top-notch services and on-site restaurant that offers classic American cuisine. Unwind and relax in our comfortable guest rooms with Chicago-inspired décor. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

Chez Hotel King Room
Experience luxury at Chez Hotel, a chic boutique escape in Arlington Heights, IL. Enjoy elegant rooms, modern amenities, fine dining, and a stunning rooftop with panoramic views. Perfect for business or leisure stays, just minutes from shopping, entertainment, and O’Hare Airport.

King Bedroom in Theatre District
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations.

Private King Bedroom in Heart of Downtown Chicago
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations.

Private King Room in Theatre District
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations.
Popular amenities for Chicago boutique hotel rentals
Family-friendly boutique hotels rentals

King Room in Theatre District

Charming King Bedroom in Loop

Charming Private Room in Downtown

King Bedroom in Theatre District

Private King Bedroom in Heart of Downtown Chicago

Private King Room in Theatre District

Sonder Onterie | King Studio Apartment

Sonder The Burnham | King Studio Apartment
Other boutique hotel vacation rentals

King Room in Theatre District

Charming King Bedroom in Loop

Charming Private Room in Downtown

King Bedroom in Theatre District

Private King Bedroom in Heart of Downtown Chicago

Private King Room in Theatre District

Sonder Onterie | King Studio Apartment

Sonder The Burnham | King Studio Apartment
When is the best time to visit Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $99 | $111 | $149 | $149 | $247 | $275 | $240 | $245 | $213 | $239 | $222 | $148 |
| Avg. temp | 26°F | 30°F | 40°F | 51°F | 62°F | 72°F | 76°F | 75°F | 68°F | 55°F | 42°F | 31°F |
Quick stats about boutique hotel rentals in Chicago

Total vacation rentals
Explore 30 vacation rentals in Chicago

Nightly prices starting at
Chicago vacation rentals start at $70 per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chicago vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chicago rentals

4.7 Average rating
Chicago stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Chicago's top spots, include Millennium Park, Wrigley Field, and Lincoln Park
Destinations to explore
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- Boutique hotel rentals Cook County
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- Raging Waves Waterpark
- The 606
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes

