Private suite holiday rentals in Chicago

A cozy living area features a plush green sofa adorned with patterned throw pillows. A textured rug covers the floor, while a wooden staircase leads to the lofted sleeping area. Natural light filters through the window, illuminating the space.

4.96 out of 5 average rating, 404 reviews

Secret Garden @ The Noble Farmhouse | 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.

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Guest suite in Norwood Park

The spacious living area features a comfortable seating arrangement with a contemporary sofa and an armchair. A wooden coffee table sits in the center, with a television mounted on the wall above a rustic chest of drawers. Natural light filters through the window covered with sheer curtains.

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking

This 100% private apartment in the lower level is just minutes away from O'Hare, Rosemont, Allstate Arena, I90, & the CTA. About 30 minutes from downtown or Wrigley Field. This two-bedroom private apartment in a newly built single-family home has plenty of space in an open-concept living room, kitchen, & dining room for big families. You will have a separate private entrance, fast wi-fi, full kitchen, & laundry. You will have 1 queen bed, 4 twin beds, & 1 air bed. There is free street parking.

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4.88 out of 5 average rating, 447 reviews

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.

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

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4.94 out of 5 average rating, 476 reviews

A spacious bed is adorned with layered bedding, featuring a variety of pillows in soothing hues. Soft light from a nearby window creates a serene atmosphere, and a decorative stained glass piece adds a touch of artistry to the room.

4.96 out of 5 average rating, 365 reviews

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

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prkng. 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. 1-Gig ultrafast Internet! Self check-in. Flexible cancel. Early lugg. drop-off avail. FOR VIDEO TOUR and to meet the HOSTS, go toYouTube: @LoganSquareGuestSuite.

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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.

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.

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4.96 out of 5 average rating, 417 reviews

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.

4.97 out of 5 average rating, 358 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!

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Guest suite in Lincoln Square

A comfortable living area is featured, showcasing a full size futon and two teal armchairs arranged around a wooden coffee table. A television sits on a rustic console, and natural light filters through glass block windows.

Great location, private entry and patio!

Large 1 bedroom space tastefully decorated and well equipped. Sleeps 4 (5 with available inflatable). Queen bed in BR, full size futon in LR. Spacious enough for 2 to work comfortably. Use of the patio, fire pit and grill. Located in vibrant Lincoln Square. Steps to the Rockwell brown line el station, restaurants, a bagel shop, and yoga/massage studio. A few blocks away are shops, restaurants and a movie theater! Easy street parking with free permits. Level 2 EV charger available.

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4.96 out of 5 average rating, 357 reviews

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.

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

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4.84 out of 5 average rating, 165 reviews

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.

4.87 out of 5 average rating, 130 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 1st (ground) 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. A cleaning fee has already been included in the nightly rate. Excessive mess will result in additional fees.

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A cozy kitchen area features light blue cabinetry and essential appliances, including a microwave. A dining table is set for four, with white bowls arranged neatly. The space is illuminated by natural light, revealing a warm atmosphere complemented by a patterned rug.

4.8 out of 5 average rating, 338 reviews

Vintage Suite Home Chicago by Sox/Park/Transit

Walkout basement studio in a ca.1890 home built for laborers in the Chicago Stockyards - Please read entire listing before booking. This quiet, tree-lined neighborhood is a respite from city buzz. Get downtown in 4 stops by train or any of 5 nearby buses. Your space has great natural light, 2 comfy beds, private bath, flexible work/dining area, super-fast WiFi, and kitchen with all the essentials. Private entry via back door Free street parking Se habla español

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Guest suite in Portage Park

A spacious living area features a large television mounted above a low bookshelf filled with books and movies. A wooden coffee table sits at the center, complemented by a light-colored couch. Doorways lead to other areas, with a hint of the kitchen visible in the background.

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

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4.94 out of 5 average rating, 177 reviews

A spacious living area features a comfortable gray couch and a vibrant red accent table. A dining table with wooden chairs provides space for meals, while the kitchenette is equipped with modern appliances, including a coffee maker and mini-fridge. Natural light enters from a window nearby.

4.92 out of 5 average rating, 500 reviews

Private Lincoln Square Garden Apt

Clean and comfortable one-bedroom garden apartment with kitchenette in the lower level of a vintage brick 2-flat building. Sleeps 2-4 comfortably (queen bed in bedroom and a pair of stackable twin beds in the main living area). Pleasant and lively neighborhood and a short walk to the train.

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Popular amenities for Chicago Self-Contained Units

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly private suite rentals

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, 441 reviews

Private Lincoln Square one bed+bath studio apt.

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Guest suite in North Side

A lounge area features a curvy orange sofa, complemented by a black circular coffee table resting on a textured cream rug. Natural light filters through large windows, illuminating framed wall art with subtle hues. Minimalist decor creates a cozy and inviting atmosphere.

Logan Square Garden Suite

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4.94 out of 5 average rating, 192 reviews

4.86 out of 5 average rating, 291 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!

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4.99 out of 5 average rating, 155 reviews

The courtyard features comfortable seating arranged around a fire pit, surrounded by lush greenery and colorful plants. Soft lights hang overhead, creating a welcoming ambiance in the evening. The space is designed for relaxation, with a mix of modern furniture and natural elements.

Guest suite in Lake View

Lakeview Hideaway: Parking & Private Garden Apt

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Guest suite in Andersonville

A spacious king size bed is dressed in a dark blue patterned quilt, complemented by decorative pillows. A vibrant red throw rests at the foot of the bed. The room features wooden accents, a mirror, and a small bookshelf. Decorative wall hangings add character.

Cozy and Private Andersonville Retro Studio

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4.87 out of 5 average rating, 416 reviews

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.

Cozy Place in The Old Irving Park Area

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4.87 out of 5 average rating, 120 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.

4.94 out of 5 average rating, 441 reviews

Luxe, Private Suite w/Own Entrance-2023 Renovated

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Guest suite in Portage Park

The sitting room features various seating options, including a floral-patterned sofa and orange lounge chairs. Soft lighting illuminates the space, which is accented by thatch palm leaf wall coverings and tropical decor. An exercise area is visible in the background, enhancing the room's versatility.

Tropical Bungalow Getaway in Quiet Neighborhood

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4.89 out of 5 average rating, 122 reviews

Self-Contained Unit with a patio

Guest suite in Albany Park

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.

Cozy Albany Park Garden Unit

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4.88 out of 5 average rating, 191 reviews

A cozy bedroom is presented with warm wood flooring and soft lighting. A spacious bed is adorned with neutral bedding, complemented by a decorative bench at the foot. A dresser and artwork decorate the walls, while natural light filters in through small windows.

4.89 out of 5 average rating, 152 reviews

Cozy 1BR + Futon • Deck • Laundry • Private Entry

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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, 139 reviews

Comfortable and Cozy Suite in Quiet Neighborhood

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4.97 out of 5 average rating, 37 reviews

A modern kitchen area includes sleek cabinetry and stainless steel appliances. A wooden dining table surrounded by black metal chairs invites shared meals. A colorful abstract artwork decorates the wall, adding visual interest to the space. Natural light streams through a nearby window.

Guest suite in West Side

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

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Guest suite in South Side

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.

Comfy suite w/ steam shower near McCormick Place

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4.92 out of 5 average rating, 85 reviews

Guest suite in Bridgeport

The building features a warm brick facade, showcasing large windows that reflect the evening sky. A welcoming entrance is complemented by a few steps leading to the front door. Flanking the structure are other residential buildings, contributing to a cozy neighborhood atmosphere.

Skylit Penthouse | Luxe Rain Shower, Church View

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4.82 out of 5 average rating, 61 reviews

4.82 out of 5 average rating, 50 reviews

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

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5.0 out of 5 average rating, 89 reviews

The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.

Guest suite in Wheaton

Charming & Cozy Wheaton Stay- Great Location!

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Private suite rentals with a washing machine and dryer

4.97 out of 5 average rating, 299 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

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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.

4.97 out of 5 average rating, 207 reviews

Studio 15 Minutes From Ohare!

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A cozy office/living space features a gray couch adorned with a colorful striped blanket. A small white side table holds magazines. Framed artwork is displayed on the wall, with the bedroom visible in the background, showcasing a queen-size bed and bright decor.

4.99 out of 5 average rating, 157 reviews

Cozy, modern retreat in vibrant, trendy ‘hood

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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, 485 reviews

Private suite in Lincoln Square

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A welcoming sitting area features two upholstered chairs with footstools, each adorned with decorative pillows displaying a Chicago skyline design. A small table is situated between them, creating an inviting space for relaxation or conversation.

4.89 out of 5 average rating, 291 reviews

2 King Beds /Easy Downtown / Free Str Parking-Read

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Guest suite in Irving Park

A modern kitchenette is situated alongside exposed brick walls, showcasing open shelving with kitchenware. A small island with two stools complements a cozy living area with a sectional couch. Light from overhead fixtures and natural sources illuminates the space.

BnB on Grace Street - Modern 2-Bedroom Guest Suite

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4.93 out of 5 average rating, 247 reviews

A charming multi-story home is presented, featuring a covered porch with steps leading to the entrance. Flower baskets are hung from the railing, surrounded by lush greenery and well-maintained shrubs. Bright sunlight illuminates the exterior, highlighting the texture of the siding.

4.87 out of 5 average rating, 220 reviews

Cozy space in Lincoln Square

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