
Condo holiday rentals in Lake View, Chicago
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Top-rated condo rentals in Lake View, Chicago
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Popular amenities for Lake View, Chicago condo rentals
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Designer Lakeview Haven. Private Rooftop Oasis!
Staying at James' place was a dream! 😍 His home was clean, spacious, comfortable and had everything my partner and I needed. We adored the balconies and the rooftop deck was very cool! We loved that his home was very close to one of the Brown Line stations and we could hop on the 'L' very quickly. We also ate at Frasca, Avenue Tap & Kitchen and Bitter Pops and the food was excellent! We would stay here again!

Lincoln Square Condo
Allen's place is great, I stayed for five days and loved it! My highest compliment is that it's super well-equipped, to the point it feels lived-in (in a good way). For example, the kitchen is stocked better than mine, you'll find it easy to make a meal here. The rest of the unit is well thought out, too. My one piece of advice is to pay reallyyy close attention to the check-in instructions. There are multiple entrances to the complex, and they look similar. You might end up trying the wrong lockbox 10 times if you're not careful :) Overall, I highly recommend this place! Friendly neighbors as well!

Lovely 2-bedroom close to Wrigley Field
Our family enjoyed our stay at Austin’s place in Chicago! The location was within walking distance to Wrigley Field, with great restaurants, bars, and coffee shops nearby. Perfect spot for anyone wanting to explore the Wrigleyville/Lakeview area or catch a Cubs game. The apartment was spacious, clean and well-stocked with everything we needed. Austin was friendly, communicative, and made sure everything went smoothly from check-in to check-out.

Downtown Chicago - Spa Bath, Patio, 3 blocks to L
This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

East Lakeview Designer Condo with 2 Bd, 2 Bath
The living space and the location were exactly what we needed for our stay. The location was walking distance to a wide range of restaurants. Walking distance to the lake and to Wrigley stadium. 20 minute driving distance to Loyola University. A very central location to everything in Chicago. The condo was just like the pictures. Gorgeous. Comfortable. I quickly felt right at home. I love the stunning master bedroom and master bath. We had a couple joining us, and the condo was very spacious. We all loved the kitchen stocked with Nespresso, flowers, and baked treats. Appreciate these extras. The garage is a tight fit, as stated in other reviews... but honestly, parking is a premium in Chicago. The parking spot in the garage became very much appreciated. Jeff provided us with street parking passes as well, but street parking is unpredictable. The week in Chicago was seamless and joyful for us. We loved it, and will be back.

Updated Designer Duplex In Fulton Market W/parking
Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

Sunny Treetop Oasis in Roscoe Village - 1BR/1BA
I had an amazing stay. This place is cute and cozy. Exceeded my expectations. The inside is newly renovated and modern. Very, very clean. Nice little balcony and table if you want to eat outside. Neighborhood is calm, quiet, and I felt safe taking walks around Roscoe Village. Accurate description, great communication before, during, and after my stay. Detailed information in the email and guest guide were helpful. I got to meet Daran and his dog. Both were very friendly. A++ I Highly recommend!!! If I'm ever in the area, I will definitely stay again.

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG
Had an excellent time with my family at Ari’s place. It was very infant friendly and just as advertised. It’s easily walkable to the best places in Andersonville. We would stay here again!
Pet-friendly condo rentals

Chic and Charming Vintage Condominium in Lincoln Park
We had a terrific stay and would definitely recommend it to others. Great location, especially if you are doing anything around Lincoln Park, DePaul, etc. The dedicated parking space was really helpful (there are 2 of them, but we only had one car). We had six people and were very comfortable. Colin is very responsive as well.

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
Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!

Ultra clean/cozy condo, 10 mins south of Downtown!
Great host and great stay! Beautiful home. Thank you so much!

City Hideaway
A really cute, cozy apartment in a great location. Brock was wonderful and very responsive. There was always parking, and it was close to everything. Children upstairs were a bit noisy during the day but overall, my stay was enjoyable and I would definitely recommend the place.

Susie's Space. 2BR easy parking & pet friendly
Great neighbourhood! Susan was very communicative and a great host. Highly recommend.

Steps from the Lake, Lovely 3-Bedroom Condo
This home was the perfect space for my family while in Chicago. The rooms are bright and eclectic in decor. We felt at home within and will love to stay again on our next visit to Chicago.
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.

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Our Stay at The Bliss of Evanston was great. The host is very responsive and was very accommodating of our requests. The location and view can not be beat.

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.

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
You can walk to Northwestern University, and the surrounding environment is clean, comfortable, and pleasant.The house is fully equipped, and I love cooking in the kitchen.Our whole family had a wonderful week here.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.
Quick stats about condo rentals in Lake View, Chicago
Total rentals
100 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
8.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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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
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Moraine Hills State Park