Apartment holiday rentals in Rogers Park, Chicago

Find and book unique apartments on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Rogers Park, Chicago apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Evanston
4.99 out of 5 average rating, 78 reviews

Evanston 2BR 2Bth 1 Blk to Beach

AnnaRating, 5 stars2 weeks ago
Really comfortable home with thoughtful details. Easy access to many parks and restaurants, and also close to everything we needed for our family event. Sheila was very warm and helpful. There was more traffic than I expected (Evanston is hopping!), but we still always found parking within half a block. Great stay!
Top guest favourite
Flat in Chicago
4.99 out of 5 average rating, 80 reviews

Convenient Location Near Loyola/Northwestern

PatRating, 5 stars2 weeks ago
Other than a little bit of dustiness, we felt the unit was quite clean. Everything we needed was there plus extra supplies were available as well. We learned about the stairs from other reviews, but not from the description of the unit. There were three of us and it was absolutely awesome to have three separate bedrooms so we each had one to ourselves. It was also great to have a parking space in a convenient place. Kwan was very communicative and that was highly highly appreciated.
Top guest favourite
Flat in Andersonville
5 out of 5 average rating, 77 reviews

Clark & Balmoral - the Heart of Andersonville

BethRating, 5 stars1 week ago
At first I couldn’t believe so many 5 star reviews—and now I know why. Because you can’t give a 6. We were between business trips and have a child who lives Chicago so we thought we’d make a weekend of it rather than flying home. Lovely, homey, classy, unique, comfortable, warm and very cool all in one place. You need only to roll out of the door to find great food, great people and great fun. Thank you for opening your home to us.
Guest favourite
Flat in Chicago
4.86 out of 5 average rating, 29 reviews

Spacious, Vintage Chic 2 Bdrm: The Artist's Haven

DarinRating, 5 stars2 weeks ago
Nice 2 bedroom apartment, with a full kitchen. Clean, well maintained. plenty of room to move around. Nice living room with 2 couches. beds were comfortable, with plenty of pillows. worked perfectly for our stay.
Superhost
Flat in Chicago
4.81 out of 5 average rating, 83 reviews

Roger's Park 2 Bedroom spacious with free parking

DelaneyRating, 5 stars1 week ago
Nestor’s place is about a mile from the lake. His place is very cute and clean. Would definitely stay again!
Superhost
Flat in East Rogers Park
5 out of 5 average rating, 7 reviews

2 bed/2bath, parking, King bed, freshly renovated

CrystalRating, 5 stars1 week ago
Matthew was so accommodating when I needed a late check out.He gave me no issue and was very sweet with the flexibility. Even though the parking is better in the back the front entrance is definitely the best way to enter. The back entrance gives a different vibe. Also note this unit is on the 3rd floor with no elevator.
Guest favourite
Flat in East Rogers Park
4.9 out of 5 average rating, 40 reviews

Exquisite Rogers Park 1bd/1bath Apt. Near Evanston

NinaRating, 5 stars10 months ago
Stayed at this air b&b for 2 weeks. It was very comfortable and Greg and his team were a very responsive host. Initially the stairs were a challenge for us seniors but after a few days, we became accustomed to them. On-site parking was a bonus!! The bed is so comfortable and the linen is very soft. We felt very safe in the neighborhood.
Superhost
Flat in East Rogers Park
4.93 out of 5 average rating, 44 reviews

Garden Unit Getaway

DawnRating, 5 stars1 week ago
I stayed in Janelle’s cute basement unit for four nights when in town to visit a family member. I found the apartment to be spotlessly clean, thoughtfully appointed and had enough space to spread out a bit. The bed was comfy and there were extra towels in the bathroom, along with a nice kitchen area with many extras. There was plenty of closet space and I didn’t have trouble finding a place to plug in my mobile devices, which I often encounter with rentals. The only minus for me was the shower was a bit small, but since it was so clean and had decent water pressure, I really can’t complain. :) The apartment is in a nice, family neighborhood which seemed safe and quiet. The availability of on-street parking varied based on the time of day, but I was always able to find something within a block or two. Janelle was very responsive and communication was great. I hope to stay here again next time I am in town. Thanks, Janelle!

Private apartment rentals

Top guest favourite
Flat in Edgewater
4.97 out of 5 average rating, 88 reviews

Bright 2BR Andersonville – Walk to Lake & Dining

DiLynRating, 5 stars1 week ago
Love your place. The owners are available and very helpful. The neighborhood is very nice—great location, etc. Our only request would be a handrail to go up the steps into the house. As seniors, we really need handrails. However, we love staying in your beautiful unit and will definitely stay there again when we come back to Chicago. Thanks again for a great stay.
Guest favourite
Flat in Lincoln Square
4.93 out of 5 average rating, 220 reviews

Spacious, light-drenched studio-private entrance!

DaniRating, 5 stars2 weeks ago
One of the best Airbnb experiences we've had! The place was perfect for our needs. Some standout aspects were the location and peaceful privacy, the comfy bed and lots of pillow options, and the luxurious shower with multiple shower heads. SO nice. Wendy was incredibly kind and communicative. We felt taken care of! Definitely recommend!
Guest favourite
Flat in Evanston
4.9 out of 5 average rating, 91 reviews

New renovation|1BR|Stylish|Modern|Next to the Lake

AmyRating, 5 stars3 weeks ago
Clean, comfortable, and beautifully appointed apt. Emily and Roya are helpful and communicative, and all the instructions and photos made things very easy. Would happily stay there again!
Guest favourite
Flat in Lake View
4.9 out of 5 average rating, 30 reviews

Alpaca My Bags!

ConnorRating, 5 stars1 week ago
This place was amazing. David was a really great host. Parking was super easy although it would probably be more difficult on Cubs game days. The place was clean and you could tell he spent a lot of time and thought into decorating it. Would definitely stay again. Very safe area too
Superhost
Flat in Evanston
4.59 out of 5 average rating, 111 reviews

The Luxe Garden-Studio

TaylorRating, 5 stars2 weeks ago
Host was very communicative and the place was beautiful. Everything looked exactly like the pictures and would definitely book again in the future.
Guest favourite
Flat in Edgewater Glen
4.88 out of 5 average rating, 26 reviews

Tree-Lined Street Near the Lake!

TravisRating, 5 stars3 days ago
Mark’s place is clean, cozy and has all the amenities. It is close to many bus lines, a CTA station and a wholefoods. I was able to make simple meals while walking to other cool neighborhoods and commuting to downtown and to Evanston from there. There is some room for improvement for better soundproofing in the ceiling, but that didn’t bother me that much. Mark is also prompt in responding to messages and addressing concerns. 5 stars!
Guest favourite
Flat in Uptown
4.9 out of 5 average rating, 528 reviews

Whole Flat in Private Club. Walk to L, Dining & Shows

NikkiRating, 5 stars1 week ago
This was my first time booking with Airbnb and all I can say is that it could not have been a better experience! Aaron was so nice and beyond helpful. The apartment was the perfect size for my husband and I. It is in a good location, we were able to get to anything we needed or wanted with just a short walk. Not only that but the building itself was so cool, the lobby is beautiful and the amenities were spectacular. We ventured to the rooftop many times because of how nice and peaceful it was. We attended a concert at the Aragon Ballroom and it’s the first time we’ve not stressed about how to make the trip there and back. It was maybe a 3-5 minute walk at most! Overall it was beyond what I was expecting. If available, anytime we will be in the area this will be our first choice!!
Top guest favourite
Flat in Edgewater Glen
5 out of 5 average rating, 32 reviews

Garden Apartment- RickStan Manor

AmberRating, 5 stars1 week ago
I had a wonderful, peaceful stay and Stanley was on his A game for communication the entire time. He also very kindly ran out to get a shower mat for us the first evening of our stay after my older relatives expressed concern over the possibility of slipping. The neighborhood is friendly, walkable, and right next to transportation that can take you directly into Chicago or further north for landmarks like the Baha'i Temple. I look forward to returning to Chicago in the future and when I do I would love to stay here again.

Apartment rentals with a hot tub

Superhost
Flat in South Loop
4.67 out of 5 average rating, 311 reviews

Sentral Premium 2BR Apt South Loop Chicago

YvetteRating, 5 stars3 weeks ago
It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)
Superhost
Flat in East Rogers Park
4.85 out of 5 average rating, 78 reviews

Spacious Beautiful Condo

SophiaRating, 5 stars1 day ago
We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!
Superhost
Flat in Bridgeport
4.83 out of 5 average rating, 54 reviews

Rooftop HotTub As Seen On "Married At First Sight"

KimikoRating, 5 stars8 months ago
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!
Superhost
Flat in River West
5 out of 5 average rating, 7 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

RimpiRating, 5 stars4 weeks ago
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.
Superhost
Flat in South Side
4.88 out of 5 average rating, 16 reviews

Large Studio Apartment with no cleaning fee

Latrice Rating, 5 stars6 days ago
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.
Superhost
Flat in Near North Side
4.92 out of 5 average rating, 38 reviews

Lincoln Park Haven: Balcony, Walk to Whole Foods

KristenRating, 5 stars3 days ago
Loved our stay at The Foundry! The unit was beautiful and comfortable and the views were incredible. We had everything we needed and communication from Cloud9 was clear. There are great places nearby to walk for coffee and food — including an amazing Whole Foods.
Superhost
Flat in Dunning
4.98 out of 5 average rating, 118 reviews

Belmont Pleasures - hot tub / arcade gaming room

AustinRating, 5 stars4 days ago
Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.
Superhost
Flat in Albany Park
4.91 out of 5 average rating, 35 reviews

2Bed 2Bath 15min to Wrigley with Parking& Balcony

JustinRating, 5 stars1 week ago
Incredible place! Location was perfect with easy access to public transportation and great food. Host recommendations were immaculate and responsive+kind. Plenty of extra blankets pillows and towels, the jacuzzi was really nice, and the bathrooms were spotless. Very easy check in and check out process. Had almost no problems with any amenities. The smart thermostat did keep setting itself to 75 degrees or more during the night even after we set it low before sleep. Quite uncomfortable to sleep through. And the listing stated 5 beds with 2 air mattresses but there was only 1 air mattress, making a total of 4 beds. Not a huge problem but good to know for anyone who needs all 5, we didn’t. Water pressure in one shower was not great and the other drained slowly. Also some areas were a little dusty but again it was fine. Overall, this was a really really great experience and apartment. Couldn’t have asked for a better place to stay during our trip!

Quick stats about flat rentals in Rogers Park, Chicago

  • Total rentals

    150 properties

  • Total number of reviews

    6.1K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    150 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Rogers Park
  7. Flat rentals