
Condo vacation rentals in Naperville
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Top-rated condo rentals in Naperville
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Naperville condo rentals
Weekly condo rentals

Free Parking Balcony, Weekly 5% & Monthly 20% Off
We enjoyed our stayed. The place was very clean and comfortable. Mark was great at communicating and accommodating. We would stay there again.

New 2023 Built 2BED 2BATH Apt. O'HARE, Rivers Cas
Cindy’s place was amazing! Not only was it very affordable, it had easy access to all parts of Chicago. It’s maybe a mile or two from O’Hare. The place was very clean and easy to find. Cindy was very responsive and very helpful. You couldn’t ask for a better host! We will definitely stay here when in Chicago next time!!! Thanks again!

Apartment in Historic Downtown Saint Charles
Mike’s place was beautiful! Dinnerware was gorgeous. Very close to bars and restaurants. Parking was super easy and it was awesome to have laundry in the unit!

1st Floor Condo Apartment Close to Midway Airport
We enjoyed our stay at Mackson’s place. We were out and about the majority of the time during our stay, but were able to relax in the evenings in the condo. The condo is in close proximity to a local park which was nice. We traveled with a baby and brought our own pack-n-play for the baby to sleep in. There was plenty of room for the pack-n-play in the bedroom. If we have another event in that area, we’d book again.

University of Chicago Condo-Upgraded and Spacious
I had a wonderful stay! The place was exactly as described—clean, cozy, and in a great location. The host was super friendly and responsive, which made the whole experience smooth and welcoming. I especially appreciated the thoughtful touches like I’d definitely stay here again and highly recommend it to others!

Quick Drive to Downtown Chicago & Early Check-In
Thomas was a wonderful host who truly went above and beyond. He gave us excellent recommendations for vegetarian restaurants, which we really appreciated. It was our first time visiting Chicago, and Thomas’s support throughout our trip made a big difference. The Airbnb was thoughtfully stocked with everything a guest might need—even umbrellas! Highly recommended.

Chic Loft near United Center, UIC/IMD & Downtown
Aminah's place was amazing. We were here for a conference and had to fit many of us in the house, and we fit great. Beautiful home, extremely clean, and very responsive. Overall it was a great stay!

Convenient Location near ammenities. KING size bed
Joanna's place was perfect for us! The shower water was nice and hot and the pressure was great! The bed was very comfortable and there were plenty of pillows, extra sheets, and extra towels too. The kitchen was pretty well stocked and the wifi was very reliable and quick! Since my husband and I both work and we needed an extended stay while our house was being finished, Joanna had an extra key made for us and brought it over right away. She is a really great host!
Pet-friendly condo rentals

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Danny's apartment is spacious, with modern furnishings, and is right in the heart of all the Lincoln Park action, walkable to restaurants, shops, the Zoo, and the Lake. Highly recommend.

816 PLZN Luxury Apt | Rooftop | Garage Parking
The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
I stay in a lot of Airbnbs. At least 3 a year, most of them in Lakeview. This was the best one! I’m originally from Lakeview and have been disappointed how commercialized and impersonal Airbnb has become. This was the opposite of that. It was so homey, I felt like I’d lived there my whole life. Would definitely stay again.

Luxuriously bright 3-bedroom condo: The Treehouse
Our stay was fantastic. We have three children and everyone was comfortable. The location was perfect, the hosts were clear communicators and quick to respond. We would stay here again in a heartbeat.

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.

Urban Oasis | Great for Families w/ Kids
Place was great. Clean and well laid out with plenty of room. Enjoyed our stay. Location was further than we thought from our places we planned to visit. They were cutting down and grinding a tree first thing Saturday morning. Convenient cafe right around corner had good breakfast food and coffee. Ubers were fast getting us and to where we needed to go. Parked car and left all weekend. Neighborhood was a little rough with homeless and panhandlers but they left us alone. Great walks to Soldier field and Northern Island. Alex provided all the amenities you need plus some Heinkens to cool us down. We had no issues so we did not need to contact Alex at all but yoyu got to remember the location is on 17 Place not Street so we almost walked into the wrong house and when the dog started barking at us we knew something was up. LOL!!!

Susie's Space. 2BR easy parking & pet friendly
Really liked it, nice location, plenty of room, comfortable, good kitchen. Getting around using buses and the subway was also very easy.

Steps from the Lake, Lovely 3-Bedroom Condo
Very close to public transit, grocery stores, and restaurants. Quiet neighborhood and comfortable sleeping.
Condo rentals with a pool

Upscale, Washer Dryer, Smoke Free, Pet Free,
I really loved the place—it was cozy, soundproof, and felt just like home. It had a warm, inviting atmosphere and a great sense of comfort. Plus, the neighborhood felt very safe, which made our stay even better.

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
I would highly recommend Michelle's listing! The listing is spacious and perfect for a couple or small family (we had our <1 year old). Michelle is communicative, all the instructions are clear, and the location is convenient.

voco: Balcony & City View
Our stay here worked out perfectly. The host was nice, and the location was centrally located to great shopping and restaurants. Very private and safe. The view at night was beautiful.

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony
Briana was responsive before, during and immediately after our stay, always seeking to ensure our comfort and satisfaction. We would have no reservations about staying with them again if they have an opening during a future visit to the area.

30 E. Huron #2603 Private Residence
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

Just remodeled apartment close to airport and mall
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! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba
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!

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
Space was clean and in a charming, walkable city. The view in the living room was beautiful. The neighbors were quiet. The coffee in the condo and in the lounge was surprisingly delightful. Our group of friends had a great time, and this would be a perfect place for a family.
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
- The Beverly Country Club