Private suite holiday rentals in West Side

Find and book unique private suite rentals on Airbnb

Top-rated private suite rentals in West Side

Guests agree: these private suite rentals are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest suite

4.99 out of 5 average rating, 117 reviews

Cozy Hideout in Art Filled Chicago Neighborhood

Your private guest suite is newly renovated. You will have a private room with your own keypad entrance, thermostat and bathroom, T.V. with internet access, mini fridge, serving ware, coffee maker, fruit and yogurt in the fridge! We also have a toaster oven in case you want to warm up leftovers. You will only have access to your room, which is comparable to a short term stay hotel room, but way cooler. send a text or message me and I'll respond as soon as I can The Pilsen neighborhood got voted one of the 12 coolest neighborhoods in the world in 2018, according to Forbes magazine. There’s venues, studios, and bars booming with more culture all only blocks away. Uber / Lyft is a great way to get anywhere quick - usually a 15 min ride to downtown. Public transit options are the CTA El Train (Pink Line 18th stop is 0.7 mile walk from our house) or CTA Bus (18th & Racine stop is a block away). Once you’re at the transit stop both options take about a 20 - 30 minute to downtown. There are other bus lines nearby that take you other places (i.e. McCormick Place) - feel free to ask us for help when you arrive. Street parking is free in certain areas for those who are driving. Please message us and we’ll direct you where to park. We are a 20 minute cab ride from Midway International Airport and 40 minutes from O'Hare without heavy traffic, double these estimates if traffic is heavy (rush hour, accidents, etc).

Guest favourite

Guest suite

4.96 out of 5 average rating, 331 reviews

Secret Garden | Noble Square | Wicker Park

While our place truly is a tucked away secret sanctuary, we are also in a sweet spot of ULTRA CONVENIENCE. Wicker Park/Noble Square/West Town has many great bars & restaurants & is an amazing location for exploring the city. WALK to the action on Division St. or Chicago Ave, Chicago's upcoming gallery district. A 1/2 block to the 56 bus takes you to the Loop in 10 min, or to the heart of Wicker Park in 5. A 10 min walk to the BLUE LINE serving O'Hare & Downtown. And Divvy bikes 1/2 block away.

Superhost

Guest suite

4.79 out of 5 average rating, 182 reviews

Alewyfe Farm Urban Garden Oasis- free parking!

Stay with us at the Alewyfe Inn- a cozy bohemian garden apt on the 1st floor of an 1880's brick cottage. Charming details, stocked pantry & coffee/tea bar in the kitchenette, your own private bathroom & entrances, & HEPA/UV filter. Enjoy the front yard permaculture garden with chickens, a firepit, & BBQ! 2 blks. from Pink Line/CTA, Lagunitas, Cinespace, St. Anthony & Mt Sinai hospitals, & a view of Douglas Park. 3.5 mi to Loop... Free street parking right out front is almost always available!

Superhost

Guest suite

4.85 out of 5 average rating, 164 reviews

West Loop 2 bedroom with outdoor space

2 bedroom 1 king and 1 queen / 1 bath condo in 2 unit building (we have 2 rollaway twins for additional beds) located 1/2 block from Union Park, if you aren't familiar with the area Union Park ends Randolph AKA Randolph Row with several Michelin Restaurants like Little Goat or Smyth either on or 1 block from Randolph. 2 1/2 blocks to the green pink line or 1/2 mile to the Rush/UIC Medical District. Everything you need for full access to the city. This is the top floor of a 2 unit building.

Guest favourite

Guest suite

4.99 out of 5 average rating, 341 reviews

Private Lincoln Square one bed+bath studio apt.

Clean, bright studio apartment in Lincoln Square. Private entrance, queen bed, private bath and small kitchenette in one of Chicago's premier neighborhoods. (Small twin futon also available if needed.) Beautiful home and garden with plenty of free street parking. Easy walk to public transportation, incredible restaurants, music venues, and shopping. The lake, Wrigley Field and more are readily accessible by public transportation. Enjoy all of Chicago! Chicago Registration Number: R18000036336

Guest favourite

Guest suite

4.93 out of 5 average rating, 392 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Guest favourite

Guest suite

4.96 out of 5 average rating, 343 reviews

Gorgeous, cozy 1-bedroom Suite in Andersonville

Our place is a short walking distance to everything. “Timeout” rated Andersonville #2 of the “worlds coolest neighborhoods”. Check out their Neighborhood Guide online for the best restaurants, bars & shops to visit. You’ll love your suite because of the quiet ambiance, location, complete privacy and NO cleaning fee. We are close to public transport and about 1 mile to the lakefront & Lake Shore Drive. 5 miles N of downtown Chicago. Perfect for couples, solo adventurers and business travelers.

Superhost

Guest suite

4.78 out of 5 average rating, 246 reviews

Cozy Logan Square 2 Bedroom Guest Space

Located in Logan Square. Second floor of a family home. 2 bed, 1 bath with living room, kitchen and eating area. Guests have access to the whole space with its own entrance. Space is located steps from the Kimball bus line, 2 blocks from the Armitage bus line. Walking distance from the 606 Bloomingdale trail. 1 bus ride to the blue line EL. Blue line takes you directly to O'Hare and downtown. Many restaurants and bars in the area. 3 miles form Wicker Park and 2 miles from Bucktown.

Guest favourite

Guest suite

4.97 out of 5 average rating, 263 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Guest favourite

Guest suite

4.98 out of 5 average rating, 137 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Guest favourite

Guest suite

4.93 out of 5 average rating, 359 reviews

Luxe, Private Suite w/Own Entrance-2023 Renovated

Newly remodeled private city oasis! Professionally designed cozy suite with private keyed courtyard entry & small lighted covered patio w/table and chairs (work outside!) New ensuite bathroom w/heated floor, bespoke vanity & fab water pressure. Quiet tree-lined street with free parking, great restaurants, old pubs, shops & transport walkable. Great launch to all Chicago has to offer while enjoying charming Bucktown. Close to Downtown, DePaul, Zoo, Lincoln Pk, Wrigley, United Ctr, Lakefront.

Guest favourite

Guest suite

4.94 out of 5 average rating, 179 reviews

Casita Plzeň Guest Suite

Built in the 1850s, and restored to its original Chicago Worker's cottage greatness in 2022. The Airbnb is located in the center of the Pilsen neighborhood, and on a quiet tree-lined street. It is a spacious 2 bedroom garden apartment, located steps away from the 18th St. El Station, (4 stops to downtown) cafes, breweries, art galleries, murals, vintage/plant shops, and eclectic food options, from neighborhood hero Bob's pizza, to Netflix renowned Rubi's Tacos.