Holiday rentals with a hot tub in Chicago

Find and book unique rentals with a hot tub on Airbnb

Top-rated rentals with a hot tub in Chicago

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Superhost

Flat in Chicago

4.93 out of 5 average rating, 28 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

Note: New Spa House can open up to the rear yard or close up for sound insulated provacy! Indulge and recharge. Luxe 1BR + Den. Abundant east morning sunlight. Exclusivity via views of amenity yard and park beyond. Fave activities are to walk the 606 trail, BBQ and drinks on the patio, watch evening movies inside, and utilize the 24/7 access to a hot tub hydromassage in the Spa House. Be in the Logan Square 60647 zip code, enext to the 606 Trail, bring your pets, and make vacation memories!!!

12–19 Nov

$213 SGD per night

Superhost

Home in Whiting

4.83 out of 5 average rating, 120 reviews

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

8–15 Sep

$243 SGD per night

Guest favourite

Guest suite in Riverwoods

4.95 out of 5 average rating, 301 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

10–17 May

$190 SGD per night

Guest favourite

Apartment in Chicago

4.97 out of 5 average rating, 62 reviews

The Fox Den

This unique Chicago condo features a private backyard with fire pit and hot tub! A grocery store is conveniently located across the street, and there is a tasty german bakery on the corner for coffee & pastries. Enjoy Jimmy‘s Pizza Cafe located a few doors down or venture a few blocks out to Lincoln Avenue for a plethora of other shops, bars, and restaurants! 9 minute walk to Brown Line Train The Foxhole venue is located downstairs and may be available to rent if your hosting an event.

20–27 Oct

$266 SGD per night

Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 118 reviews

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

9–16 Jun

$476 SGD per night

Guest favourite

Flat in Chicago

4.86 out of 5 average rating, 154 reviews

Stunning Panoramic Chicago Views & Free Parking

Indulge in the epitome of luxury at our exceptional property with a host of amenities: 24-hour door attendant, heated parking, hot tub, modern workout and rec room, and stunning Chicago views. Situated in a secure, scenic South Loop neighborhood, our upscale abode grants swift access/steps to McCormick Place and Wintrust Arena. Discover the best of Chicago from this ideal spot, with easy public transport and airport commutes. Your remarkable experience begins in this lavish urban retreat!

2–9 Oct

$549 SGD per night

Guest favourite

Guest house in Chicago

4.89 out of 5 average rating, 225 reviews

Private Coach house near Lincoln Square!

Lovely 625 Sq Ft detached, single-story coach house(100 years old) located in Bowmanville, nestled between Andersonville, Ravenswood, and Lincoln Square. This little piece of heaven offers the privacy of a detached home with a fenced oversized yard perfect for puppies to run around in or just crack open a beer from one of our many local breweries. The house provides a full-size kitchen and bath with a walk Less than 1 mile to the closest CTA and 2 miles north of Wrigley. Pets Allowed!

22–29 Jul

$305 SGD per night

Guest favourite

Flat in Chicago

5.0 out of 5 average rating, 16 reviews

Spacious Beautiful Condo

Bring the whole family to this great place with lots of room for fun. Our open layout 3 Bedroom 2 full bath condo can accommodate your family or traveling group. There is plenty of room within the condo to lounge, as well as three spacious bedrooms for individual privacy with darkening shades. Make your self at home with a fully equipped large kitchen with complimentary Keurig Coffee. Lounge around the 55 Inch Samsung TV, and take advantage of the jacuzzi bath in the master bathroom.

5–12 Sep

$254 SGD per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 232 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

27 Oct – 3 Nov

$264 SGD per night

Superhost

Home in Homewood

4.91 out of 5 average rating, 106 reviews

Peaceful & Private Hot Tub Vacation Home Getaway

A Rare gem 💎in the heart of Homewood. This Quaint 2-bedroom remodeled home is charming, sophisticated and discrete. It is minutes away from the Metra station, golf course and downtown Homewood shops. The energy is very calm and quiet ☯️. This is the home away from home where details are everything and the pictures do not capture the essence of this luxurious space. Experience the love, the joy and the peace that continues to leave its mark. Peace and Love - Michael and KP💞

19–26 Nov

$305 SGD per night

Guest favourite

Home in Palatine

4.85 out of 5 average rating, 39 reviews

Private Room with attach bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK

26 Sep – 3 Oct

$90 SGD per night

Guest favourite

Treehouse in Schaumburg

4.93 out of 5 average rating, 713 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers are starting to bloom, and the treehouse is warm and cozy! Relax in our luxurious, very private, new 4' deep cedar hot tub nestled in the evergreens, while the stars and moon swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits and even foxes and hawks. We are 420 friendly. Come experience the magic!

22–29 Jul

$364 SGD per night