12 Best Airbnb Vacation Rentals With A Hot Tub In Chicago, Illinois - Updated 2024

| 5 min read

Being the most populous city in Illinois, Chicago is a lakefront city that is famous for the best hotdogs and pizza in America. It offers miles and miles of shoreline and beautiful beaches that are a haven for people seeking to cool down during summer. Chicago boasts clear blue waters tourists and locals can appreciate. The Chicago School and Prairie School architecture, the first distinct American architectural style can be found in this city. Museums for kids and adults as well as art galleries can also be found in this amazing city. Discover many restaurants that have earned Chicago the reputation of being the best city to eat in America. Elevate your experience and check out the best Airbnb vacation rentals with a hot tub in Chicago, Illinois.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 18, 2024.

1. Italian-style condo with a hot tub (from USD 221)

This luxurious Italian-style condo in Chicago’s Little Italy boasts a hot tub big enough for six people. Perfect for a weekend getaway with a group of friends or a small family, the property offers conveniences such as a fully equipped kitchen, a 50-inch TV, a dedicated workspace, and parking on the premises. The books and reading materials can be enjoyed in front of the indoor fireplace.

It features both front and back patios, the front patio includes a bistro table fitting for hanging out outside to enjoy the night air or for morning coffee. The back patio features a hot tub to offer privacy.

Stayed at this property?
Chicago, Illinois, United States
4.97 km (3.1 mi) from Bloomingdale Trail Park
124 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
super clean place bed was very comfortable the toiletries (shampoo & conditioner etc) really helped in a pinch
lovely place very clean well maintained
the space was very clean had plenty of towels kitchen tools and the bed was very comfortable
it was exactly what we expected it was clean comfortable and adorable
the apartment was clean roomy very stylish and had everything you would need for a week's stay
easy to get to train downtown very clean and exactly as described
cody was super friendly and communicative when we had any questions
cory was a great host and the apartment is as shown
highly recommend this host and unit
cody was really responsive and nice the hot tub was awesome too
cody was an excellent host answered quickly very helpful the bed was super comfortable
convenient location near great restaurants and public transportation
loved being so close to downtown
the location was great close to restaurants we wanted to go to and an easy drive to downtown from
the location is great walking distance of many good bars and restaurants
this unit was close to everything and the area felt safe to walk
Read more reviews

2. Coach house with an oversized yard (from USD 90)

This coach house is the perfect place for people who wants to let their pet freely run around an oversized yard. This yard seems to have it all: the perfect spot to gaze at the night sky and sip on a beer from nearby local breweries, take a calming soak in the hot tub, or hang around the fire pit while you sing or exchange stories. The property also features a fully equipped kitchen, a grill, Wi-Fi, and an HDTV.

Stayed at this property?
Chicago, Illinois, United States
7.19 km (4.5 mi) from Bloomingdale Trail Park
229 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
tv volume could be better for watching movies
our 2 yorkies enjoyed the yard and the apartment
the space is very comfortable and is even better in person than the photos
updated kitchen and bathroom and comfortable living and sleeping space
the kitchen and bath were nicely updated
clean and excellent communication
it was well appointed and clean
the house was clean private and spacious for two and had everything we need
it’s updated clean and thoughtfully decorated
a very nice place to stay-comfortable clean and attractive-highly recommended
mike was a great host
thank you for hosting
hosts were responsive and extremely unobtrusive
mike was a helpful host and made sure the experience was easy and seamless for us
bonus points for being lgbtq+ friendly and allowing us to bring our dogs
good location with many transportation options
cute little place in a great location
beautiful property at great location
good location with easy street parking
this place is cute comfortable and conveniently located close to downtown
Read more reviews

3. Roomy studio with private outdoor hot tub (from USD 119)

Enjoy a relaxing soak in a private hot tub in the front yard of this spacious studio for two. Surrounded by a fence and leafy trees, the yard can offer absolute privacy. Inside is a shower and a tub if you prefer a warm soak indoor. The studio has eclectic decor and cow print furniture. The carved bathroom door adds character to the lovely place. It has a functional kitchen that can allow home cooking for guests who love home-cooked meals. Conveniently located, everything is a short walk away from your doorstep.

Stayed at this property?
Chicago, Illinois, United States
1.78 km (1.2 mi) from Bloomingdale Trail Park
398 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the roku and tv were great and easy to use
loved it oh and the bed was incredibly comfy thanks again brad :)
the hot tub was perfect on a cold night and the bed was incredibly comfortable
the bed was super comfortable
an amazing location loved the apartment furniture and decor
clean and cozy space as advertised
apartment was very clean and a nice place to stay
the place was clean with nice touches throughout the place
the hot tub was clean and perfect for the fall
awesome studio very clean and modern decor everything was as listed and more
brad was a perfect host highly recommended
brad was a perfect host very quick to answer to all my requests
brad was a great host easy to communicate with
brad was an awesome host
wonderful host wife and i enjoyed our stay
close to many attractions right outside of downtown
great location that is close to a variety of restaurants/shops
amazing place great location just perfect
great location incredibly stylish and comfortable
super nice studio with a good central location
Read more reviews

4. Spacious flat in the heart of Chicago (from USD 257)

This flat is located in a high-rise building at the center of Chicago. With two bedrooms, three beds, one sofa bed, and two bathrooms, it can accommodate up to six persons. The living room and kitchen are open spaces with modern furniture and appliances. The walls of the flat have windows, providing a fantastic view of Chicago during the day and its skyline at night. Top-quality linens are provided, and the place is thoroughly cleaned and disinfected before the guests arrive. Enjoy a relaxing soak in the hot tub at the rooftop terrace while you feast your eyes on the fantastic view below.

Stayed at this property?
Chicago, Illinois, United States
4.8 km (3.0 mi) from Bloomingdale Trail Park
205 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the room beddings were as comfortable as could be
this space is very comfortable and stylish
i’d gladly return to this apartment on my next stay in chicago
very clean hotel like experience
super clean and well decorated too
great location very clean space and excellent communication
almost too clean i’d say in fact
easy check in process clean spacious 2 bedrooms
staywell was a great host and response fast
management team very responsive
wonderful check in and lobby staff are super kind
24 hour concierge desk on hand and very friendly and helpful
fabulous location in the loop
wonderful location can walk to lots of restaurants and millennium park
the location is perfect close to everything you need
the location was great walking distance to close shops and to the river
the location is also ideal especially if you’re new to chicago and need a central location
Read more reviews

5. Perfectly located loft with balcony (from USD 4464)

This Airbnb with pool and hot tub access is a flat located downtown across McCormick, the largest convention center in North America. It has one bedroom with two beds and a bath and is perfect for three persons. The beds are comfortable with high-quality pillows and linens. The granite kitchen, dark hardwood floor, and rugs add charm to the flat.

The European design makes the living room cozy and relaxing for guests who might want to watch TV. A lift takes guests to the upper floor for their convenience. From the balcony, you can enjoy the view of downtown Chicago. You can also work out at the gym, swim in the large pool, and have a relaxing soak in the hot tub.

Stayed at this property?
Chicago, Illinois, United States
7.7 km (4.8 mi) from Bloomingdale Trail Park
16 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
but the air conditioning was very necessary and kept the loft really nice and cool
the most amazing restaurants cafes bars lounges galleries etc are all steps from the apartment
loft was clean well maintained and location was very convenient to plenty of great shops and eats
paul was a perfect host
paul was a fantastic host
he was friendly responsive and went out of his way to make sure i had everything i needed
the loft has good atmosphere and the host is really nice and helpful
he was extremely easy to get in contact with and was very helpful with any questions we had
place and location was nice
great host located in a great location
the location was definitely one of the best in the city
walking distance or cheap cab rides to downtown the condo was awesome and in tip top shape
great location comfortable and also they really liked the host
Read more reviews

6. Snug private room in a lovely flat (from USD 150)

This outdoor hot tub Airbnb with a bed and two shared bathrooms is conveniently located in a flat in Chicago. It is perfect for couples and solo travelers in search of a quiet place to relax. The room has a private entrance at the back of the house, where a hot tub is waiting to ease away tiredness after exploring the wonderful city.

Doing errands cannot be a problem as everything is walkable. Bikes are also available for guests who want to explore. If you want to spend more time at home, this place is a perfect hideaway.

Stayed at this property?
Chicago, Illinois, United States
2.41 km (1.5 mi) from Bloomingdale Trail Park
341 reviews   Wifi Available
PRIVATE ROOM IN RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
we loved looking at all the artwork and woodwork in the house and we were more than comfortable
my favorite was the decor comfortable bed wonderful rain shower head private access perfect hot tub
the bedroom was nicely decorated and cozy
there was a nice bar and mini fridge as well as a pool table in the basement
such a unique and clean home to stay in
the lower level bedroom and bath was very clean and private and we felt at ease there
outstanding hospitality and a very clean stylish living space
other than that it was a good space and clean
gorgeous outdoor area with a sparkling clean hot tub would definitely recommend a visit to this oasis
host was super cool
steven and sara are fantastic hosts
host were nice and welcoming
steven is a wonderful host and went above and beyond to make sure we were comfortable
steven and sara are lovely hosts and really cool people
super close to down town
located close enough to downtown yet still quiet and safe
this place is pure bliss in the middle of the busy city
groovy atmosphere with a pristine location the decor is perfect - very unique and bohemian
i recommend this place if you’re looking for a unique spot different from your average listing
Read more reviews

7. Budget-friendly room in a boutique hotel (from USD 135)

Enjoy your visit to Chicago without hurting your pocket. Book this room in a boutique hotel in the neighborhood of River North. The room has a king bed and a shared bathroom and is ideal for a couple or solo traveler. It has a hot tub guests can freely use. Guests can take advantage of the Morning Joe coffee service if they want coffee delivered to their room. For meals, you can take a short walk to find several restaurants nearby.

Stayed at this property?
Chicago, Illinois, United States
4.31 km (2.7 mi) from Bloomingdale Trail Park
194 reviews   Superhost Wifi Available
Room in boutique hotel 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
room 500 has a nice view of ohio st
i enjoyed the complimentary coffee that was delivered to my room every morning
the room was amazing with cool eclectic touches
we loved how the room was set up and decorated
i also really appreciated the snacks and drinks with normal street prices in the rooms
nice and very clean place
clean quiet and comfortable
rooms super clean and bed comfortable
clean and funky would stay again
the room was very clean
staff kind and helpful
staff were friendly and efficient
staff were friendly and hilarious
very nice welcoming staff
staff was very friendly too
perfect location and discounted parking
great location and tasteful decor
it is located in a great place because its near many attractions
great location for a one night stay
great hotel in a cool location
Read more reviews

8. Luxurious loft with a hot tub (from USD 175)

Located near Wrigley Field, this luxurious loft is in one of the best neighborhoods in Chicago. The loft is spacious, with two bedrooms, two beds, and two baths, making it perfect for four persons. The floor-to-ceiling windows add airiness and brightness to the interior. The best features are the hot tubs in both bedrooms, with a hot tub whirlpool tub in the master bathroom. With a fully stocked gourmet kitchen, you can cook some delicious meals. Restaurants, coffee houses, and bars can be found in the neighborhood.

Stayed at this property?
Chicago, Illinois, United States
3.24 km (2.1 mi) from Bloomingdale Trail Park
744 reviews   Superhost Wifi Available
Entire loft 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
a/c and washer/dryer worked great for those humid midwest afternoons
the hvac fan is a bit loud
quiet building quiet street balcony and very comfortable
the rooms were just as pictured very spacious and comfortable with lots of light
good light in the apartment
clean and spacious as advertised
clean convenient beautifully decorated
clean and spacious and very convenient
the place was clean comfy and cozy
the apartment is spacious clean and convenient
hosts were responsive and accommodating
jay and elisa were the perfect hosts
the hosts were great and very welcoming
the owners were great at communicating and very welcoming
the owners were very friendly and easy to work with
and the location is ideal
the location is awesome
awesome location in walking distance to lots of things
fantastic location in an active interesting neighborhood - easy access to downtown via train a block away
close to many great restaurants shops and l station
Read more reviews

9. Luxurious apartment in a great location

Located at the historical and cultural center of Chicago, this luxurious apartment can host five persons. This Airbnb with a private hot tub in Chicago has two bedrooms, two beds, and one bathroom. It also features a pool and a lounge.

The place is within walking distance of Millennium Park, Navy Pier, The Bean, Riverwalk, and the museum campus near Lake Michigan. There are also many skateparks nearby to keep your kids occupied. One can find Adler Planetarium, Shedd Aquarium, and Field Museum of Natural History on the campus. The apartment offers magnificent views of the city. You can enjoy the nightlife, beautiful sites, entertainment, and arts in Chicago, which are all a few steps away from the apartment.

Stayed at this property?
Chicago, Illinois, United States
4.34 km (2.7 mi) from Bloomingdale Trail Park
255 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the tv and couch is great
apartment overlooks the train tracks and i enjoyed hearing the train occasionally roll through
i recommend this apartment for couples and families visiting chicago
very clean nice and quiet
really clean place and great kitchen
clean cozy and super comfortable
very spacious apartment with a sparkling clean interior
nice clean and a peaceful ambiance
host was very responsive
stephanie was amazing along with the staff here
make sure host knows to communicate with the people up front
stephanie communicated with us very well and is a super awesome host
host was very responsive to work out issues
the riverwalk and many attractions are close by and within walking distance
great location we liked the building and the great location
amazing location to experience downtown chicago
what an amazing location right in the loop walking distance to nearly everything
besides that great location
Read more reviews

10. One-bedroom loft for two (from USD 308)

Located in one of the trendiest neighborhoods in Chicago, this loft is part of a factory conversion. The space has one bedroom, one bed, and two bathrooms. The decors are tastefully chosen and they add to the charm of the apartment. Wash away your tiredness and stress in the stainless Japanese-inspired hot tub. Everything is accessible from your doorstep as there are shops and restaurants nearby. If you don’t feel like going out, food delivery is available.

Stayed at this property?
Chicago, Illinois, United States
1.36 km (0.9 mi) from Bloomingdale Trail Park
217 reviews   Superhost Wifi Available
Entire loft 1 Bed 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
the bathroom heated floors heated seats and soaking tub were all extra nice
amenities such as nest thermostat a chef's kitchen and heated floors were a wonderful perk
nice cushy sofas well appointed bar and very comfy bed
this place is gorgeous i enjoyed the heated bathroom floors and tried the japanese tub
as someone with neck and back issues the bed way very comfortable and didn't leave me stiff
everything was very clean and organized overall
it was clean quiet and comfortable
this place consistently delivers on excellent comfort cleanliness and style
the owner was nice and respond to questions quickly
the host was helpful and accommodating
host is super nice and welcoming
brett is an excellent host and was a delight to speak with
great place great host
located walking distance to great restaurants
great location as well
the location is great too
the location was a convenient walk from local grocery stores and restaurants very satisfied
the location was easily walking distance to a bunch of restaurants for breakfast lunch or dinner
Read more reviews

11. Quiet apartment in a great neighborhood

This private room in a two-story house that is located in the North Side neighborhood is perfect for a couple or solo traveler. It has one bedroom, one bed, and one shared bath. Guests can have access to all shared spaces such as the living room, kitchen, dining area, outdoor seating in the yard, garden, and hot tub. Nearby are beaches, groceries, restaurants, shopping, and bike paths. If you are going downtown, you can walk to CTA Red Line and take a train to the downtown area. The owners have a pet dog but it is meek and nice to be around.

Stayed at this property?
Chicago, Illinois, United States
9.11 km (5.7 mi) from Bloomingdale Trail Park
194 reviews  
Private room in apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the room looks just like the pictures and the neighborhood seems very nice and residential
great apartment in one of the most charming areas in chicago
the space was neat and comfortable
we booked both rooms for a family visit and enjoyed gathering in the common spaces
we had a great stay at randalls apartment
the room was charming clean cozy and quiet
randall's place was very comfortable very clean and cozy
the house was clean and the neighborhood was very nice
the place is very clean
the apartment and bedroom were clean and comfortable
randall is a warm welcoming host
randall is a wonderful host
randall and his family were fantastic hosts
one of the best hosts we’ve ever had
randall is a wonderful host he is very kind and accommodating
the location is good close to the train station to downtown area
great location close to restaurants stores and the train station
the location is very good
love the location on the northside
safe neighbourhood and everything was close by
Read more reviews

12. Magnificent apartment for five

This two-bedroom apartment is located in the heart of Chicago. With two bedrooms, two beds, and one bath, it can easily host five guests. Enjoy everything that Chicago can offer as you can easily access the sights in the city, nightlife, restaurants, bars, coffee shops, ice-cream shops. You can use all the amenities in the building including the gym, lounge, club room, and hot tub. However, there is no parking area on the premises.

Stayed at this property?
Chicago, Illinois, United States
4.97 km (3.1 mi) from Bloomingdale Trail Park
236 reviews   Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
you must bring basic necessities like tissue papers hand soaps and sone kitchen stuff
overall great stay for a 2-4 guests who are comfortable with each other
we felt comfortable and had everything we needed for our stay
we were happy to have the extra space to relax (vs a typical hotel room)
overall i would book this place again and you should feel comfortable doing so yourself
clean and comfortable
clean and worth the price
clean friendly secure apartment to stay in
very nice clean and accessible place
very clean and her son was super helpful with anything we needed
friendly responsive host
however when she did get back to us she was helpful
she was very responsive and helped us out a lot when we have any questions
great stay and location everything went smoothly and she was very responsive when we had a question
friendly receptionist staff and great location to cta and downtown
location is ideal for shopping and dining
perfect location in the loop easy walking distance to everything
great location close to madison avenue
fantastic location walking distance to all the major chicago attractions
great location & lovely stay
Read more reviews

Have a lovely stay in Chicago

Chicago offers plenty of activities and sights including a number of theme parks situated all over the city. It is also famous for its delicious hotdogs and Chicago-style pizza. If you plan to stay in Chicago for thirty-six hours or longer, book one of the best Airbnb vacation rentals with a hot tub in Chicago, Illinois, and enjoy luxury at an affordable price.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Leonora Puno, a passionate writer and traveler, is drawn to destinations abundant in natural beauty. Having explored numerous parts of the Philippines that showcase the wonders of nature, she...Read more

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