
Holiday rentals with a hot tub in North Side
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Top-rated hot tub accommodation in North Side
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Holiday House Rentals with a hot tub
Superhost

Home in Maywood
4.75 out of 5 average rating, 53 reviews1610 Entire home for your visiting Chicago IL
EneidaRating, 5 stars5 months ago
House was easy to find. It was very nice and clean. About 15 minutes to downtown. Will highly recommend. I will definitely be staying again.
Guest favourite

Home in Skokie
4.93 out of 5 average rating, 81 reviewsQuiet and welcoming house.
JustinRating, 5 stars1 week ago
Tsegie was gracious, responsive, and helpful. The home had every amenity listed, and the neighborhood was quiet with plentiful street parking. A few areas needed cleaning, but Tsegie had the housekeeper over within an hour to address. There were plenty of towels and linens, and my two kids (5 and 2.5) loved the backyard, which is spacious and fully fenced. Checking in and out was a breeze, and there was a fantastic new TV (75 inch?) with a soundbar for a cozy and entertaining living room. The basement is huge with an open floor for more kid-friendly play space, and a jacuzzi tub in the bathroom that was also a hit with the kids. A few items could use attention, like a few out light bulbs, a tub that needs paint, and a broken drawer. But overall, the place was in good shape. There were holiday decorations out, but other than that, the pictures were accurate. Very well regulated thermostat had the temp perfect throughout. I recommend this rental for families or those needing extra space.
Superhost

Home in West Chicago
4.93 out of 5 average rating, 74 reviews6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace
Eva MarieRating, 5 stars3 days ago
We were a group of 13 women and 5 children, and this location was perfect for us. It was quiet, beautiful, and had enough beds for everyone. The kids had a great time in the tree house and yard, the kitchen was well suited for our meal prep, and the home, was clean and neat. We never heard or saw our hostess who stays on the property, but she communicated by message as needed. The driveway was hard to spot on arrival, but once we knew where it was it wasn't a problem. I would recommend this home for a large group and would stay there again, myself!
Top Guest favourite

Home in Bloomingdale
4.94 out of 5 average rating, 48 reviewsWhole House With Hot Tub And Spacious Bedrooms
KarinaRating, 5 stars3 weeks ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Superhost

Home in Chicago
4.79 out of 5 average rating, 39 reviews5BR/4BA Home - Theatre, Hot Tub, Sauna, Rooftop!
AlexandraRating, 5 stars3 weeks ago
This house was so beautiful and hosted my friends and I for my birthday. It was everything I hoped for!
Guest favourite

Home in Chicago
4.88 out of 5 average rating, 73 reviewsEntire house in Lakeview with yard and garage
JeanineRating, 5 stars2 days ago
My family and I had such a great time here! The house was super clean and beautiful. The master bathroom was GORGEOUS. We will definitely be returning. Arturo was responsive immediately. He answered every question I had and also was very pleasant. The neighborhood is so cute and so many restaurants and bars around. We had a blast! Can’t wait to return.
Superhost

Home in Chicago
4.7 out of 5 average rating, 126 reviews6-Bed Family Mini-Mansion for 12 Parking & Hot Tub
FarrariRating, 5 stars2 months ago
Pam and her property was an absolute joy. It truly was a peaceful experience. I definitely will be booking again.
Guest favourite

Home in Palatine
4.84 out of 5 average rating, 51 reviewsPrivate Room w/ attached bath and personal kitchen
ShadyRating, 5 stars6 days ago
That was my second stay here . Still perfect . Nice whole kitchen equipped with everything u need for a small family . Bathroom is clean and very spacious. Heat is central and it worked perfectly. Bed is very comfortable. It is high recommended. Host is very helpful and kind. Perfect AIRBNB
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Flossmoor Golf Club
- Museum of Science and Industry
- Willis Tower
- Lincoln Park
- Wicker Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Promontory Point
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