Private suite holiday rentals in Chicago

4.91 out of 5 average rating, 550 reviews

A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.

Guest suite in Wood Dale

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Guest suite in Portage Park

The living area features a comfortable sofa adorned with colorful cushions, positioned beside a unique wooden coffee table. A striking piece of wall art adds visual interest, while a dining area with modern chairs is visible in the background, complemented by potted plants.

4.94 out of 5 average rating, 459 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 suite in Ravenswood

An airy studio bedroom features a spacious bed with white linens and decorative pillows. Large windows allow natural light to fill the room, showcasing a cozy sitting area with a small table and chair. Framed botanical artwork adorns the walls, contributing to a calming ambiance.

4.99 out of 5 average rating, 403 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 suite in Logan Square

The living room features two teal sofas arranged for comfort, complemented by a purple ottoman. Natural light filters through sheer curtains, illuminating the wood flooring. A small plant and framed artwork adorn the walls, enhancing the inviting atmosphere of the space.

4.85 out of 5 average rating, 103 reviews

Logan Square Chicago 2BR cottage, close to it all!

Beautifully restored 2 bed/ 1 bath apartment in a 100+ year old workman’s style cottage in the heart of Logan Square. Relax in your private first floor unit on a quiet tree-lined residential street. The living & dining rooms are furnished with brand new sofas & multiple vintage pieces perfect for spreading out & relaxing or cooking dinner in the updated kitchen. To keep costs down, a cleaning fee has already been included in the nightly rate. Excessive mess will result in an additional fee.

Guest suite in Andersonville

The living area features a comfortable blue sofa adorned with decorative cushions, complemented by a patterned rug. A soft pink armchair and a small round coffee table are present. A vibrant floral painting hangs on the wall, and natural light enters through the window covered by light curtains.

4.96 out of 5 average rating, 397 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.

4.85 out of 5 average rating, 272 reviews

A spacious recreational area features a ping pong table, a large flat-screen TV, and comfortable leather seating. A coffee table sits in front of the couch adorned with a colorful quilt. Exercise weights are positioned on the floor, adding to the diverse amenities of the space.

Guest suite in Lake View

Wrigleyville/Boystown/Entire Private Floor!

1000 sq ft-entire private floor & door access. The perfect Wrigleyville/Boystown/Lake location. Zip to downtown Chicago in minutes via cab or public transportation options. Our friendly neighborhood is packed with fun bars, fabulous restaurants, unique boutiques & great music venues. Enjoy pool, ping pong and pinball and our 65" 4K flat screen TV or a seat at the bar. A Queen bed, 2 single beds in the main room, steam shower and bathroom. We have a mini fridge, microwave, coffee and home gym.

Guest suite in Logan Square

A cozy sitting area features a vibrant orange sofa adorned with black cushions and a matching ottoman. A wooden desk with a red chair sits nearby, while a floor lamp casts a warm glow. Bright artwork depicting flowers adds a touch of color to the wall.

4.98 out of 5 average rating, 321 reviews

Stylish Studio in Historic Logan Square

Modern garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom and kitchenette is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

4.94 out of 5 average rating, 412 reviews

A charming brick two-story home is framed by lush greenery and colorful flower beds. The entrance is adorned with light fixtures, and steps lead up to a welcoming porch. The well-maintained garden features a variety of blooming plants, enhancing the inviting ambiance.

Guest suite in Bucktown

Luxe, Private Suite w/Own Entrance-2023 Renovated

Newly remodeled private city oasis! Professionally designed 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, Wrigley, DePaul, Zoo, Lincoln Pk, United Ctr, Lakefront.

Guest suite in Irving Park

A comfortable living area features a dark couch, accompanied by a wooden coffee table and a flat-screen TV. Soft lighting from lamps and a wall clock add to the inviting ambiance. The space connects to a kitchen area visible in the background.

4.86 out of 5 average rating, 138 reviews

The Drake - Chic 2BR Private Unit

Welcome to our charming 2-bedroom, 1-bathroom garden unit nestled in the heart of Irving Park! The Drake is a super cozy private flat sitting on an oversized lot offering 2 beautifully decorated, clean, and comfortable rooms. Whether you're here for a weekend getaway or an extended stay or relax with your family, this cozy retreat is the perfect home base for exploring all that Chicago has to offer. Also, check out our brand new listing near Logan Square -- airbnb.com/h/thelogansquare

4.91 out of 5 average rating, 515 reviews

A charming house is framed by a lush garden filled with various shrubs and flowering plants. The exterior features a mix of wood siding and prominent windows, while a white picket fence lines the front yard, enhancing the home's inviting presence.

Guest suite in Oak Park

Entire upstairs in Arts and Crafts Oak Park home

You have the use of the entire upstairs (with a separate, lockable private entrance). With two bedrooms, bathroom and a common area with a futon, fridge, microwave, coffee maker and kettle, it is flexible for individuals or small groups of no more than 4 people. Free overnight parking. We're a quick walk to the CTA Blue line, coffee shops and restaurants, parks, musical venues, the Oak Park Arts District, and a quick drive to downtown. Our home is cozy, in a friendly neighborhood.

Guest suite in Portage Park

A brick bungalow features a welcoming front porch adorned with a US flag. The porch includes a railing and seating area, while flower pots add greenery. Stairs lead up to the front door, which is detailed with a decorative screen.

4.95 out of 5 average rating, 185 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

Guest suite in Bronzeville

The exterior of a historic brick home features large arched windows with white shutters. A black wrought-iron fence surrounds the property, adding charm. The main entrance is accentuated by a dark door and stone steps lined with planters, contributing to the building's classic architectural style.

4.94 out of 5 average rating, 215 reviews

Bronzeville Beauty: Modern Style + Historic Charm

Come relax and take in Chicago's historic Bronzeville neighborhood. Stay in the bright and sunny garden unit of a fully renovated landmarked home built in 1887. We are located across from a neighborhood park with excellent access to CTA transit. Walkable to Lake Michigan, Lakefront Trail, White Sox stadium, IIT. Very close to McCormick Place, Hyde Park, and Chinatown. If you drive, free street parking is readily available in front of our home.

Popular amenities for Chicago Self-Contained Units

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly private suite rentals

Guest suite in Orland Park

A sitting room features a beige sofa and a cream-colored armchair, positioned near a wooden desk. Two lamps provide soft lighting, while several framed photographs and artwork adorn the walls. Large windows allow natural light to fill the space, complemented by neutral-colored carpeting.

4.97 out of 5 average rating, 114 reviews

Private Guest Suite 2 Cozy Rooms

4.98 out of 5 average rating, 280 reviews

The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.

Guest suite in Evanston

A guest suite centrally located, but so quiet

Guest suite in Riverwoods

A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.

4.95 out of 5 average rating, 458 reviews

Master qtr close to nature & easy urban facilities

Guest suite in Tri-Taylor

A view of a well-lit hallway is presented through an open door. The corridor features tiled flooring and soft beige walls, leading to a bright area with bar stools and a glimpse of adjoining rooms. The door frame is detailed with white molding.

4.95 out of 5 average rating, 149 reviews

Spacious Garden Unit • Private Entry + Parking

4.9 out of 5 average rating, 433 reviews

A spacious suite is shown with a queen-sized bed in blue and a cozy futon in white. A vibrant red chair complements a round glass table, while a flat-screen TV is positioned nearby. Natural light enters from a window, illuminating colorful artwork on the walls.

Guest suite in Lake View

Contemporary, private suite w fireplace

4.86 out of 5 average rating, 127 reviews

The kitchenette area includes a stainless steel refrigerator, a microwave, and a Kuerig coffee maker on a pull-out countertop. Below are white cabinets providing storage space, with the upper wall featuring light switches and an electrical outlet.

Guest suite in Berwyn

Best Place to Rest, near Chicago

Guest suite in Irving Park

A cozy sitting area features a sectional sofa with soft cushions, positioned next to a large window that allows natural light to fill the space. A colorful artwork hangs on the wall, adding an artistic touch to the room.

4.86 out of 5 average rating, 113 reviews

Cozy Place in The Old Irving Park Area

Guest suite in Andersonville

The living room features warm pine walls, offering a cozy atmosphere. A dark, spacious sofa is positioned alongside a wooden coffee table. Two lamps illuminate the space, framed artwork adorns the walls, and potted plants are placed on the windowsill, adding a touch of greenery.

4.98 out of 5 average rating, 153 reviews

Cozy Andersonville Cabin

Self-Contained Unit with a patio

A cozy living area features a light-colored sofa adorned with a textured throw and a contemporary black-and-white artwork on the wall. A sleek kitchen island with two bar stools sits adjacent to the living space, illuminated by pendant lighting. Large windows provide a view of the outdoor greenery.

4.9 out of 5 average rating, 69 reviews

Comfy suite w/ steam shower near McCormick Place

Guest suite in Washington Heights

A cozy living area features a gray couch adorned with blue and green cushions. A round coffee table sits in front of a flat-screen television. Wall art depicting tranquil landscapes enhances the space, while a wall clock indicates the time.

4.87 out of 5 average rating, 120 reviews

Comfortable and Cozy Suite in Quiet Neighborhood

Guest suite in Humboldt Park

5 out of 5 average rating, 6 reviews

Spacious 2BR + Loft | Sleeps 6–7 | Free Parking

4.98 out of 5 average rating, 40 reviews

A cozy living area features a modern brown sofa with light accent pillows, a circular coffee table, and a small dining table for two. Natural light enters through a curtain-covered window, highlighting simple wall art and greenery. The space is enhanced by warm wood flooring.

Guest suite in Wheaton

Sunny Garden Unit Efficiency Studio in Wheaton

A serene outdoor space features a wooden dining table surrounded by wicker chairs. To the side, a hot tub is enclosed within a rustic wooden pergola. A green lawn extends in the background, complemented by trees, creating a peaceful garden setting.

Guest suite in Old Irving Park

4.81 out of 5 average rating, 201 reviews

Old Irving Park- Sweet Garden Suite with Spa

Superhost

4.95 out of 5 average rating, 19 reviews

Chi Stu-Mins to United Ctr & Loop ez train access

Superhost

A modern living area features a comfortable grey sofa with a decorative pillow and two brown armchairs. A round black coffee table sits at the center, topped with a small plant. A patterned rug anchors the space, and a wall-mounted TV is visible nearby.

Guest suite in Albany Park

4.88 out of 5 average rating, 166 reviews

Cozy Albany Park Garden Unit

Guest suite in River West

A living area features exposed brick walls and polished hardwood floors. A comfortable sofa along with two wooden side tables, each topped with a lamp, is positioned for relaxing. Large windows allow natural light to fill the space, providing views of the outdoors.

4.87 out of 5 average rating, 178 reviews

The Huron Haven

Private suite rentals with a washing machine and dryer

Guest suite in Logan Square

An open living area features a comfortable sectional sofa upholstered in neutral tones, accented by colorful cushions. A large-screen TV is positioned on a simple console, while natural light from a window brightens the space. A potted plant and decorative elements add charm.

4.91 out of 5 average rating, 174 reviews

New Bright & Airy Entire Unit in Logan

4.98 out of 5 average rating, 128 reviews

The living room is designed for comfort, featuring a spacious sectional sofa and a cozy armchair. A wooden coffee table sits on a striped area rug, while a TV is mounted on the wall. Decorative art and souvenirs are displayed, contributing to a travel-inspired vibe.

Guest suite in Old Town

Travelers Retreat in Old Town Chicago

Superhost

A spacious living area features a comfortable sectional sofa adorned with colorful cushions. Large windows provide natural light, and warm wood flooring complements the modern kitchen and dining space outfitted with wooden cabinets and bar stools.

4.84 out of 5 average rating, 179 reviews

West Loop 2 bedroom with outdoor space

Guest suite in Ravenswood

A vibrant living area features a bright red sofa adorned with decorative cushions, positioned against a lively green wall. Two windows provide natural light, complemented by soft curtains. A small lamp and a side table are placed beside the sofa, enhancing the cozy atmosphere.

4.97 out of 5 average rating, 460 reviews

Private suite in Lincoln Square

4.92 out of 5 average rating, 105 reviews

A spacious living area features a comfortable dark sofa with decorative red and blue pillows. A soft area rug lies beneath a wooden coffee table. Natural light fills the room from large windows, illuminating the cozy sleeping area with a neat bed dressed in light linens.

Guest suite in West Town

Renovated basement studio w/ independent entrance

A spacious living area features a dark couch adorned with a 'Chicago' pillow. A coffee table sits in front, complemented by modern black chairs. Artwork and decorative elements enhance the neutral-colored walls, while recessed lighting provides a warm ambiance.

4.91 out of 5 average rating, 251 reviews

Bike the Lakefront from a Sleek Urban Retreat

4.97 out of 5 average rating, 189 reviews

A spacious living area features a plush blue sofa facing a flat-screen TV on a modern table. A wood dining table with chairs is positioned in the corner. Neutral walls and tile flooring create a bright and welcoming atmosphere.

Guest suite in Dunning

Studio 15 Minutes From Ohare!