
Apartment holiday rentals in Skokie
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Top-rated apartment rentals in Skokie
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Popular amenities for Skokie apartment rentals
Weekly apartment rentals

Evanston 2BR 2Bth 1 Blk to Beach
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!

The Shop - Trendy Studio in the heart of Wilmette
Great location and super clean. Easy drive to Northwestern. A little nosy being in the alley, but a sound machine was provided and solved the problem. Would definitely stay again.

Clark & Balmoral - the Heart of Andersonville
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.

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

COZY unit near Michigan Lake 2nd floor/no elevator
Loved my stay! There was a little bit of confusion when it came to checking in and they responded to me almost immediately—which I was so grateful for after a long day of traveling. The amenities were great (me and that Keurig got along like a house on fire) and the apartment was, as described, cozy. It was perfect for me as someone who was traveling solo. After I checked out, they saw that I’d accidentally left my glasses behind and reached out to me to make sure I could grab them. Just a stellar experience from start to finish. Will definitely try to stay here again if the opportunity arises!

The Norwood Nook –Walkable , Near O’Hare & Metra!
Peaceful place feels like home, cozy and nice, winters would be more fun, than time I visited, and super comfy. Tara is a great host and you can always reach out to her! The neighborhood is so nice, saw dogs on porches and people around.

Special Skokie Space 2mi to NW & downtown Evanston
This was a very cozy place to stay with a couple of friends, while spending the weekend at concerts and exploring the city!

Garden Unit Getaway
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

City-Accessible Basement Retreat
Christopher’s place was perfect for our needs! The place was very roomy, the kitchen and bathroom was spotless and spacious, and the bed was comfortable. The neighborhood was quiet and calm with more than enough easy and free parking. The metro was less than a 10 minute walk which was perfect for us getting in and out of the city easily. They also allowed us to drop off our luggage before check in hours which we greatly appreciated. Needless to say, we enjoyed our stay and would strongly recommend staying here.

Bright Colorful Boho-Chic Studio in Lincoln Square
It was wonderful staying at Laura's place. In the heart of the city, private and peaceful place, great for my family of 3.

Stunning Retro Apartment in Andersonville
This place absolutely perfect! We were back and forth from Navy Pier for a tournament. The apartment was the perfect escape from the noise. We would definitely stay here again if we come back to the city. I can’t recommend this apartment enough. The price, for Chicago, is totally worth it!! Host is very quick to respond. The distance from the Pier to the apartment is an easy, short drive.

Cozy guest studio, great for couples!
Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

Vibrant & Chic Apt On Quiet St in Andersonville
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.

Cozy and Character-Rich Chicago Style, Tv NFL PASS
Fantastic place! Very safe! Really enjoyed how close it was to the city without actually being in the city!

Montrose Gardens
This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!

Personal Parking, In-Unit Laundry & King Bed
It was a wonderful stay! The place looked exactly like the photos and had everything one could need for a stay. Sharon recommended local restaurants and events that were around as we traveled over a holiday weekend. She was very responsive and helpful. The space is in the basement of her home and she was very respectful with not being super loud or walking hard. A wonderful stay for a wonderful price.
Apartment rentals with a hot tub

The Areal Oasis
What a spectacular stay! We thoroughly enjoyed our time at Stephanie's "Areal Oasis". Apartment was spotless, well decorated, very well furnished, and the view is spectacular. Stephanie was an excellent communicator and always very responsive. We thoroughly recommend staying here and hope to return.

Spacious Beautiful Condo
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!

Skyline Oasis: City & Lake Views
Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

Rooftop HotTub As Seen On "Married At First Sight"
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!!

Large Studio Apartment with no cleaning fee
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.

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop
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.

Lincoln Park Haven: Balcony, Walk to Whole Foods
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.

Belmont Pleasures - hot tub / arcade gaming room
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.
Quick stats about apartment rentals in Skokie
Total rentals
30 properties
Nightly prices starting at
$67 NZD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 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
- Racine North Beach