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Condo holiday rentals in Lake View, Chicago

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Popular amenities for Lake View, Chicago condo rentals

Weekly condo rentals

Guest favourite
Condo in West Lake View
4.98 out of 5 average rating, 107 reviews

Designer Lakeview Haven. Private Rooftop Oasis!

RachelleRating, 5 stars3 weeks ago
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!
Superhost
Condo in Lincoln Square
4.78 out of 5 average rating, 9 reviews

Lincoln Square Condo

BenRating, 5 stars3 weeks ago
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!
Top Guest favourite
Condo in Lake View
4.95 out of 5 average rating, 77 reviews

Lovely 2-bedroom close to Wrigley Field

TraceyRating, 5 starstoday
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.
Top Guest favourite
Condo in West Town
4.97 out of 5 average rating, 145 reviews

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

AnthonyRating, 5 stars1 week ago
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.
Guest favourite
Condo in Lake View
4.96 out of 5 average rating, 145 reviews

East Lakeview Designer Condo with 2 Bd, 2 Bath

SusanRating, 5 stars1 month ago
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.
Guest favourite
Condo in West Loop
4.96 out of 5 average rating, 231 reviews

Updated Designer Duplex In Fulton Market W/parking

NicoleRating, 5 stars3 weeks ago
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
Top Guest favourite
Condo in Roscoe Village
5 out of 5 average rating, 71 reviews

Sunny Treetop Oasis in Roscoe Village - 1BR/1BA

KathleenRating, 5 stars1 month ago
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.
Top Guest favourite
Condo in Andersonville
4.99 out of 5 average rating, 118 reviews

Andersonville: 3-bed, 2-bath w/ Dining RM & EZ PKG

JacobRating, 5 stars3 weeks ago
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

Superhost
Condo in Lincoln Park
4.83 out of 5 average rating, 362 reviews

Chic and Charming Vintage Condominium in Lincoln Park

PatrickRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in West Town
4.92 out of 5 average rating, 121 reviews

Luxuriously bright 3-bedroom condo: The Treehouse

MalloryRating, 5 starstoday
Feven was very responsive to all our questions in real time. The place was perfect for four adults and two kids! The place was walkable to a few restaurants and coffee shops and easily drivable to other neighborhoods. We did happen to be in the neighborhood for the PR festival, which we didn’t realize. It made traffic a little tricky but otherwise we didn’t hear too much noise from the festivities. We found a nearby coffee shop and playground which we frequented daily and met lots of friendly neighbors on our walks.
Superhost
Condo in Chicago
4.87 out of 5 average rating, 119 reviews

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

AlfredoRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Pilsen Historic District
4.94 out of 5 average rating, 126 reviews

Stunning 4BR/2.5 BA w/ Outdoor Lounge | Sleeps 10+

MelissaRating, 5 stars6 days ago
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!
Guest favourite
Condo in Chicago
4.92 out of 5 average rating, 166 reviews

Ultra clean/cozy condo, 10 mins south of Downtown!

WilliamRating, 5 stars1 week ago
Crazy clean, super breezy place to stay. Neighborhood is fine, but not a lot of amenities. But it was a great place for us to be.
Guest favourite
Condo in Roscoe Village
4.92 out of 5 average rating, 109 reviews

City Hideaway

ReneeRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Logan Square
4.92 out of 5 average rating, 347 reviews

Susie's Space. 2BR easy parking & pet friendly

PennyRating, 5 stars3 weeks ago
Great neighbourhood! Susan was very communicative and a great host. Highly recommend.
Top Guest favourite
Condo in Edgewater
4.97 out of 5 average rating, 118 reviews

Steps from the Lake, Lovely 3-Bedroom Condo

SincereeRating, 5 stars6 days ago
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

Guest favourite
Condo in Downers Grove
4.92 out of 5 average rating, 63 reviews

Upscale, Washer Dryer, Smoke Free, Pet Free,

ChidoRating, 5 stars2 months ago
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.
Guest favourite
Condo in Evanston
4.96 out of 5 average rating, 97 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

AaronRating, 5 stars1 month ago
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.
Guest favourite
Condo in Evanston
4.95 out of 5 average rating, 107 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

RemiRating, 5 stars1 month ago
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.
Condo in The Loop
4.4 out of 5 average rating, 10 reviews

voco: Balcony & City View

BrookeRating, 5 stars4 weeks ago
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.
Condo in Magnificent Mile
4.33 out of 5 average rating, 9 reviews

30 E. Huron #2603 Private Residence

Diego HernanRating, 5 stars25 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
Condo in Elk Grove Village
4.94 out of 5 average rating, 85 reviews

Just remodeled apartment close to airport and mall

MeagRating, 5 stars2 months 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
Condo in Evanston
4.91 out of 5 average rating, 126 reviews

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

FeiRating, 5 stars4 days ago
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.
Guest favourite
Condo in Evanston
4.96 out of 5 average rating, 100 reviews

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

AileenRating, 5 stars1 week ago
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

Destinations to explore

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  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Lake View
  7. Condo rentals