
Holiday rentals with a hot tub in The Loop
Find and book unique rentals with a hot tub on Airbnb
Top-rated rentals with a hot tub in The Loop
Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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

Luxe 3BR, 2BA + Hot Tub
Discover our delightful raised ranch offering 3BR, 2 Full BA, and an updated kitchen. The open living and dining area is bathed in natural light, while the cozy family room awaits for relaxation. Attached garage. Relax in the sprawling backyard with upper and lower decks, a great hot tub. Easy access to I-294 and I-88, close to Elmhurst Hospital, 20 mins to chi. Indulge in snacks and coffee from the kitchen's bar for a perfect stay. Book now and cherish memorable moments in this tranquil haven!

Best view and luxury style, Located in Downtown
Experience the best view of your life Chicago's iconic landmarks from this high-rise apartment. Located downtown,you can see Wacker Drive, the lake, Navy Pier, the river,Trump tower from your balcony and room , The place features a spacious bedroom with a king bed , comes fully equipped with essentials, kitchen. large TV, and high WiFi. With premium amenities pool, spa, hot tub, library ,work area,computers,gym, bar. offers the perfect blend of luxury, comfort for a best city life experience

Elegant 4bedroom, 5 bathroom home on a great block
Elegantly decorated home great for families or large groups. Enjoy a lush backyard, garden, grill, a pergola, 4 fireplaces, hot tub in primary bedroom and a pool table. The glam dining room is a splendid space to host family/friend dinners. We offer plenty of utensils, pots/pans and glassware. Our kitchen and first floor bathroom, are newly remodeled. Entry into the home is quick & easy with a contactless access code. Parking is ample. Crib, packnplay, and highchair are available upon request

Stunning modern home with a lovely backyard
Beautiful modern home in Evergreen Park, not far from Chicago! Features one bedroom, a sofa bed, and two full bathrooms. Enjoy a fully equipped kitchen perfect for home-cooked meals. Step outside to a private backyard patio with an inflatable hot tub(months of May-September: MUST REQUEST) and cozy fireplace, ideal for relaxing evenings. Experience the perfect blend of peaceful suburban comfort and easy access to all the excitement, dining, and attractions the city of Chicago has to offer!

Light Filled Mid-Century Modern Bungalow
This stylish place to stay is a perfect base for exploring Chicago! Enjoy the top level of a 1910s bungalow (a classic Chicago home style) decorated with care and pizazz! Our home is updated to make your stay comfortable and relaxing, while still maintaining its vintage charm. Staying in historic Oak Park provides you with a more relaxed pace compared to city living while also being conveniently nearby to Chicago and many historic Frank Lloyd Wright buildings! Don't miss out, book today!

Entire Cozy Townhouse
Take it easy at this unique and tranquil getaway. Comfortable and convenient to everything. The lake is a 5-10 minute walk, and so are the grocery stores. The train is right outside the house, literally across the street. The CTA purple and red line trains run through the city and some suburbs. The train will take you to downtown Evanston in 10 minutes ...or to downtown Chicago in 20 minutes. Ask me about the bikes and cars available for rent. This property is not ADA compliant.

Gorgeous 12BD & 5.5BR House w/Ninja Gym - Skokie!
This newly renovated 6-bedroom home in Skokie is perfect for your group! Centrally located, it offers all the amenities for a fun and cozy visit. A highlight is the ninja gym in the basement, great for all ages. Enjoy 2 fully stocked kitchens and 12 beds across 3 floors (7 single beds, 3 queens, 1 king, 1 sofa bed), providing plenty of space to relax. Conveniently located just 20 minutes from O’Hare Airport and 20 minutes from downtown Chicago attractions!

1/2 mile to NU, 5min walk to Lake, Swim Spa Pool
Welcome to one of Evanston's most distinctive homes, nestled in the historic neighborhood. This spacious 5-bedroom retreat is ideal for families or sports teams, offering 9 beds and a wealth of amenities. Enjoy a luxurious swim spa, a outdoor fire pit, and a piano indoors. Stay entertained with Bluetooth speakers, board games, and smart TVs with all streaming services, a fully equipped kitchen, and comfortable furnishings.

A Cozy Luxury Niche Central Private Space
Renovated basement suite with private entrance, just 5 miles from O’Hare Airport and a short walk to shops and restaurants. Located near Rosemont fun attractions, Fashion Outlets, Rivers Casino, and Norridge Village pool and gym. Only 13 miles from downtown Chicago. Ideal for business travelers, students, couples, and tourists. Features a spacious living area, jacuzzi, and basic kitchen appliances for a comfortable stay.

The Wellness Stay•Hot Tub •Barrel Sauna •Game Room
Escape to a remodeled wellness retreat in peaceful Arlington Heights. Enjoy the 6-person barrel sauna made with European-imported wood and a Caldera Geneva saltwater hot tub under a year-round gazebo. Plus, have fun in the game room with a basketball arcade and pool table. Minutes from dining, shopping, and the Metra—your space to relax and reconnect. * Hot tub & Sauna available year-round

Modern 2Bdrm Westchester/Chicago Home.With Hot tub
Enjoy a stylish experience at this centrally located home in Westchester, IL. Our home is just 20mins away from downtown Chicago, approx. 10mins away from Premium Oak Brook mall and just 20mins away from Rosemont shopping center. Public Transportation is within walking distance from the home. This beautiful home sits in a peaceful neighborhood for a perfect relaxation getaway.
Popular amenities for rentals with a hot tub in The Loop
House rentals with a hot tub

Tranquility Awaits You!

Classy and Cozy home in Evanston

Huge Backyard with fireplace.

Bokiki presidential

BK's Stay'zzz
Other holiday rentals with a hot tub

Your Own Private Spa• Sauna & Hot Tub Near Chicago

Quiet and welcoming house.

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Elegant 4bedroom, 5 bathroom home on a great block

Stunning modern home with a lovely backyard

The Spa of Downtown Whiting

Entire Cozy Townhouse

Luxe 3BR, 2BA + Hot Tub
When is the best time to visit The Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £130 | £131 | £147 | £131 | £148 | £183 | £186 | £173 | £164 | £164 | £149 | £133 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about holiday rentals with a hot tub in The Loop

Total holiday rentals
Explore 180 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
180 of The Loop holiday rentals include wifi access

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

4.8 Average rating
The Loop stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
The Loop’s top spots include Millennium Park, Shedd Aquarium and Willis Tower
Destinations to explore
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- Wrigley Field
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- Navy Pier
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- 875 North Michigan Avenue
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- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
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- Oak Street Beach
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