Holiday rentals with a hot tub in North Side

4.85 out of 5 average rating, 313 reviews

Lux Urban 3BR/3BA Duplex + Parking!

LauraRating, 5 stars1 week ago

Our host was extremely tentative and helpful. We really enjoyed our stay at the home. It was big enough to accommodate our family plus a few other visitors, plenty of beds, plenty of living space so people didn’t have to be on top of each other. Very close to downtown and the blue line which made going to the airport and downtown much more accessible. we didn’t even have to rent a car.

4.96 out of 5 average rating, 117 reviews

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

AnneRating, 5 stars5 days ago

Matt was a wonderful host and very responsive. The house was exactly as described. It felt like a home away from home. Everything you need is provided for you. I was traveling with my teen sons and we enjoyed the hot tub each night and watched a movie while soaking and relaxing. The house is on the Southside of the city and which was a nice break from the buzz of downtown. The train is about a 20-25 minute walk and the White Sox stadium is right near there. I definitely recommend this place if you’re looking for a home in Chicago.

4.93 out of 5 average rating, 791 reviews

Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

ShambhobiRating, 5 stars1 week ago

Daniel’s treehouse is a magical place!! From the lovely Japanese style garden to the hot tub - it was the best way to spend a little getaway near the city ❤️ will recommend with all my heart and cannot wait to come back again.

4.93 out of 5 average rating, 114 reviews

Apartment in Chicago

The Fox Den

JamesRating, 5 stars2 weeks ago

This place was great from the balcony to the fenced in area behind the house. Parking was easy and free on the side streets. The retro appliances really stood out in the kitchen. Wonderful are for dogs to go out easily and safe to be able to walk them. A few parks nearby. Great place to stay with lots to do within walking distance.

4.94 out of 5 average rating, 197 reviews

Apartment in Chicago

Private hot tub - King bed suite - Free parking

JayRating, 5 stars2 weeks ago

Cody and I reacted at a minimum and that was due to positive experiences. The place has been remodeled and is full of charm. The bed is comfortable and the tv's mobility was a plus. Outside is very well kept up. For it being Chicago, I was impressed with how calm and relaxing the area was. He's made the hot tub experience cozy and the lighting gave it a nice touch. I would return to this spot, of course recommended.

Top guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 270 reviews

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

DawnRating, 5 stars4 days ago

What an unbelievable find! This garden apartment is an 8 minute walk to my daughter’s apartment! I was looking for a place close to hers for a weekend visit. This place was perfect and it had a garage to park my car in! The interior was pristine. Beautifully decorated, the bed was comfy, big beefy towels for the shower, and you wanted for nothing! This place was fully stocked with necessities! I would recommend this place to anyone looking for an extremely nice stay in a great neighborhood with the added security of a garage to park in! Oh and there is a nice patio in the back yard if you want to sit outside on a nice day and relax! I will definitely be coming back the next time I come to visit! Thanks Bryan!

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Popular amenities for rentals with a hot tub in North Side

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.75 out of 5 average rating, 53 reviews

Home in Maywood

1610 Entire home for your visiting Chicago IL

EneidaRating, 5 stars4 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.

4.92 out of 5 average rating, 79 reviews

Home in Skokie

Quiet and welcoming house.

DeborahRating, 5 stars1 week ago

We stayed here for a family wedding in the Chicago area. Met all of our needs. Would stay again

4.93 out of 5 average rating, 72 reviews

Home in West Chicago

6 Bedrm/3 Bath Retreat/Reunion, Hot Tub, Fireplace

JesseRating, 5 stars2 months ago

We had a lovely ladies weekend. The place was perfect for a large social gathering, allowing space for both large groups to socialize together and for smaller groups to break off into other activities. The house also feels delightfully private down a long driveway. Worth noting that the driveway can be a bit hard to see, located just past a large hedge.

Top guest favourite

Home in Bloomingdale

4.94 out of 5 average rating, 47 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars1 week 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

4.79 out of 5 average rating, 39 reviews

5BR/4BA Home - Theatre, Hot Tub, Sauna, Rooftop!

AlexandraRating, 5 stars1 week ago

This house was so beautiful and hosted my friends and I for my birthday. It was everything I hoped for!

4.7 out of 5 average rating, 126 reviews

6-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.

4.84 out of 5 average rating, 50 reviews

Home in Palatine

Private Room w/ attached bath and personal kitchen

BrandonRating, 5 stars1 week ago

I stayed here for a couple of months for work and had a great experience. The place was equipped with all the necessary kitchen essentials, extra towels, and more. The neighborhood was very safe, quiet, and welcoming. Overall, I had a great experience.

Top guest favourite