
Holiday rentals with a pool in North Side
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in North Side
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for North Side rentals with a pool
House rentals with a pool

Home in Glen Ellyn
4.8 out of 5 average rating, 5 reviewsPardizes Suites
FernandaRating, 5 stars4 days ago
Really nice and spacious place. Everything was clean and comfy.
Guest favourite

Home in Glen Ellyn
4.95 out of 5 average rating, 20 reviewsGlen Ellyn Home
TimothyRating, 5 stars4 months ago
The property was very nice. It was well maintained and our family with our grandson were very comfortable. If we were to have a negative comment is that the heat distribution was not even throughout the home. The upstairs where the three bedrooms were located was very warm and the kitchen, living room and family were quite chilly. However, this did not impede us having a comfortable stay.

Home in Schaumburg
4.71 out of 5 average rating, 7 reviewsSpacious 3 Floor Townhome
MelissaRating, 5 stars2 weeks ago
This spot is awesome. Close to the mall and lots of places to eat and things to do. Very spacious tri level. Free Parking on premises. Lots of room for people to sleep very spacious. Comfy couches. The bed I had was great. Our venue was very close for the event we attended we will be back!
Guest favourite

Home in Schaumburg
4.91 out of 5 average rating, 22 reviewsSchaumburg Oasis with a Pool and Hidden Garden
GotimukulRating, 5 stars2 weeks ago
had such a wonderful stay! The place was exactly as described—clean, cozy, and beautifully maintained. The host was incredibly kind and responsive, making the whole experience smooth and stress-free. Would definitely stay here again and highly recommend it to anyone looking for a comfortable and welcoming place to stay!
Guest favourite

Home in Carol Stream
4.86 out of 5 average rating, 7 reviewsSpacious 4 Bed/3.5 Bath Sleeps 8+
CarmenRating, 5 stars6 months ago
Beautiful house very clean and comfortable. We'll be back very soon
Guest favourite

Home in Schaumburg
4.95 out of 5 average rating, 20 reviewsParadise 4BR w/ Pool & Games
JasonRating, 5 stars7 months ago
We really enjoyed our stay at this beautiful home. It is close to everything. The place is clean and very organized. Lily and Nathan has been wonderful and very responsive and communicated well with us. I definitely recommend this place when you visit Schaumburg. Thank you guys for everything.
Apartment rentals with a pool
Guest favourite

Apartment in Downers Grove
4.92 out of 5 average rating, 62 reviewsUpscale, Washer Dryer, Smoke Free, Pet Free,
NormaRating, 5 stars3 months ago
My husband and I stayed here over the holidays. The apartment was pretty well appointed, clean and is in a good location- centrally located for our purposes of being near family and close enough to the expressway to get to the city.
Guest favourite

Apartment in Evanston
4.96 out of 5 average rating, 93 reviews"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
SeanRating, 5 stars1 week ago
Really great place with lots to do nearby!
Guest favourite

Apartment in Evanston
4.96 out of 5 average rating, 104 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
JasonRating, 5 stars4 days ago
Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!

Apartment in Chicago
4.2 out of 5 average rating, 5 reviewsvoco: Balcony & City View
GavynRating, 5 stars1 month ago
Overall very nice place for the price. Only disappointment was I got to the location listed on the air bnb listing and the actual location was 3 to 4 blocks away which I was a bit upset with. It is closer to the Chicago station on the redline than it is to the river where the listing states. Host was very responsive and allowed me to check out late to avoid waiting around at the airport for a long time.

Apartment in Chicago
4.33 out of 5 average rating, 9 reviews30 E. Huron #2603 Private Residence
Diego HernanRating, 5 stars23 months ago
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.
Guest favourite

Apartment in Elk Grove Village
4.94 out of 5 average rating, 85 reviewsJust remodeled apartment close to airport and mall
MeagRating, 5 stars1 month ago
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️
Guest favourite

Apartment in Evanston
4.91 out of 5 average rating, 124 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
NinaRating, 5 stars4 weeks ago
We had a great stay at Michelle’s “Heart of Evanston.” I loved the indoor garage parking option with easy in and out. If you have a large vehicle /SUV, maneuvering in and out of the spot may be challenging depending if the spot over is occupied. We have a mid-size SUV and had no issues. The room was easily accessed from the garage and we had no issues getting in. The place was clean and well organized. I loved that it smelled clean and also had a faint hint of bleach in the bathroom. It was a little warm in the bedrooms at night but we used the air conditioning to bring the temperature down. Town is very walkable and we enjoyed the local restaurants (Taco Diablo, Bat 17, Bennison’s bakery). We found the town to be very quiet - almost too quiet for what we expected but after our visit to Northwestern found out it was spring break for the students. Michelle was available for any questions and always replied promptly. We had a great stay and would stay again!

Apartment in Lombard
4.91 out of 5 average rating, 45 reviewsPond View, Washer Dryer, Non Smoking Community
CalebRating, 5 stars6 months ago
I stayed here while traveling for work. It was comfortable and cozy. This is a perfect place to choose for extended stays. Great location, I would recommend.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Things to do North Side
- Art and culture North Side
- Wellness North Side
- Food and drink North Side
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