
Private suite holiday rentals in West Side
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Top-rated private suite rentals in West Side
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Popular amenities for private suite rentals in West Side
Family-friendly private suite rentals

2 King Beds /Easy Downtown / Free Str Parking-Read
Beautiful home, and easy access to the house. With nice bars and easy transportation near by to the city. Michelle was a wonderful host, would stay here again.

A guest suite centrally located, but so quiet
We had a lovely stay at Cinda Jo’s home. One note: Be careful if you are tall, as ceilings are low. Otherwise, the attention to detail, decor, full kitchen with nice appliances and host provided croissants were all over the top wonderful. The space was cozy and warm, and felt like home. When we left Cinda Jo wanted to make sure all went well and we had a nice chat before taking off to the airport. Recommend highly.

Private suite in Lincoln Square
Great location, nice space, helpful hosts - would stay again!

Cozy, Quiet, Garden Getaway!
My girlfriend and I came into town from Milwaukee for an action-packed weekend. Having previously lived in a nearby neighborhood, everything came very natural to get around on the CTA. Beth has a very spacious and clean space. Went above and beyond with amenities. Felt right at home. The surrounding neighborhood has so much to do and beautiful scenery to take in. A wonderful space to spend a weekend or any occasion. Highly recommend! Can’t wait to return!

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK
Jamie's place was absolutely adorable—just as pictured and described. The bedrooms were very nice, and the beds were super cozy. The kitchen was fully stocked with all the gadgets you’d need to prepare whatever you'd like, plus a few condiments, which was a nice touch. The bathroom was tidy and well-kept, with fresh, clean towels and linens provided. Jamie was more than welcoming and very accommodating to any requests. Even though she lives below the rental, she was incredibly respectful of our space—warm, friendly, and never intrusive. It truly felt like having my own little apartment. Overall, a wonderful place to stay, and I will definitely be returning.

Wrigleyville/Boystown/Entire Private Floor!
On first impression, Steve's place seems a bit oddly laid out - the main bed is built over a jacuzzi tub and is basically in the bathroom next to a weight set. But once you got used to the setup, everything was amazing. His neighborhood is tree-lined and gorgeous and a quick safe walk to either the red line train or Wrigley. Parking is tricky especially late at night - I'd recommend parking your car and not moving it (which is easy to do because of the close proximity of the train). This was a great spot for seeing games at Wrigley and for accessing the downtown attractions and Sox games (which are also right off the red line). We stayed five days and had no issues getting anywhere we wanted to go. And Steve's place is a GREAT DEAL - the total cost of our 5 day stay was much cheaper than anywhere else we looked. Steve and his wife are super friendly as well....and the mattress was one of the comfiest I've ever slept on. We'd definitely stay again if we return to Chicago!

The Deer Suite
Honestly the entire stay was great! It my fiancé and I’s first Airbnb booked and scheduled alone. The stay was great and the scenery was beautiful.

The Vanderpool House
We had a great stay at Frank’s place. It’s super easy to get to from O’Hare airport on public transportation. The place was clean,comfortable and had everything you need for a great stay, including a really nice outdoor space.
Private suite rentals with a patio

Comfy suite w/ steam shower near McCormick Place
Felicia's place was fantastic! The location was perfect for our vacation with walkable access to the green line as well as quick access to major roads. The neighborhood was quiet and felt like home. Parking was never an issue. We would stay again!

Comfortable and Cozy Suite in Quiet Neighborhood
Perfect, Getaway vacation spot for my husband and I. Very peaceful. Felt just like home. 420 Friendly was most definitely a plus. Alexis was the perfect host, very responsive and very accommodating. We enjoyed the stay. Wish we could have stayed longer. Most definitely will be back whenever visiting Chicago.

The Hidden Beach House
This stay was peaceful, yet SO CLOSE to everything! My partner and I wanted a weekend getaway for his birthday, and this was the perfect place to stay. Lincoln park was a short walk away, yummy restaurants, and walking/uber distance to downtown like the Bean. The location was everything!!Caid was also very responsive which made the process stress-free.

Logan Square’s Garden apt style rental
Desiree is a great host and is very friendly and welcoming. We were lucky to have found this spot.

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry
We had a job in the area and needed a place to unwind at night. The house was in a great location and perfect for what we needed. We would definitely stay at this location again.

Logan Square Chicago 2BR cottage, close to it all!
We loved this AirBnB, neighborhood, and host! Everything was clean and easy. The outdoor area and the couches were so cute. Elizabeth was proactive and thoughtful.

2BR Logan Sq Mini-Resort stay + Pet friendly
This Home Was So Beautiful The Host Was So Nice And Fun , I Will Love To Stay Again Book Here

The Dugout in Wrigleyville!
Brett’s space was very nice and photos were very accurate. We did think it would be the entire condo however we managed to enjoy our stay with plenty of amenities! Would stay again as the location was perfect!
Private suite rentals with a washing machine and dryer

BnB on Grace Street - Modern 2-Bedroom Guest Suite
We had a great weekend. The host was incredibly helpful and responsive. The property was clean and a perfect size for our family of four. Great location, close to public transportation, quiet neighborhood, etc. We will definitely be back.

Travelers Retreat in Old Town Chicago
Location is quiet, clean, convenient. Close to Sedgwick brown line stop. Many stores and restaurants nearby. Directions to get in were very accurate, and the folder of info was helpful. Celia is very responsive. The apartment is clean and well organized. The travel decor is fun. It is a garden unit, so with the gray rainy weather it was a little cave-like, which did make for sound sleeping. The stairs to get into the unit are a little steep. Okay for me, but might be tricky for anyone with mobility issues. Overall a great stay, would book again.

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
Had a wonderful and peaceful stay. Everything was super clean and just as described. Easy check in with clear instructions. Paul was very helpful with information to help us out during our stay. Highly recommend!!

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
Bill and Susan were so welcoming and friendly. I can’t recommend their place enough. It was close to the train system, in a very walkable neighborhood and had all the amenities listed. I highly recommend this place if you want to see the city and have a comfortable stay in an accessible location.

West Loop 2 bedroom with outdoor space
Great place and will definitely book again.

Contemporary, private suite w fireplace
Carin's place was great. It was private, well furnished, quiet, in a convenient location and in a nice neighborhood. Carin was helpful and responsive as a host. We would stay again.

1 mile from Wrigley Field
Loved staying here! Great location, price and Kelly is a very responsive host. Will definitely book again!

Lincoln Square In-laws Suite: Private Entrance
Axel's place was fantastic! My husband and I stayed here for a quick weekend getaway to visit friends and family. The neighborhood is gorgeous, quiet, and safe, and very close to coffee shops and restaurants. The room was clean, and has all the extra little perks you can think of (toiletries, beer/water, local recommendations book, etc.). We got great sleep in Axel's place, and we will definitely return in the future. Highly recommend to other couples or single travelers as you'll feel safe! Thanks again, Axel.
Destinations to explore
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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
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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