Townhome vacation rentals in Near North Side

Townhouse in Logan Square

A spacious living area features a light blue couch with patterned pillows, paired with a cream armchair. Light wood floors extend throughout, creating a warm ambiance. A dining area is visible in the background, highlighted by a chandelier and a decorative wall with exposed brick.

4.86 out of 5 average rating, 280 reviews

Live Logan Square The Globally Loved Neighborhood

Discover your serene Logan Square oasis on a quiet cul-de-sac, just steps from Milwaukee Ave’s top restaurants, bars, Maplewood Brewery, Stan Mansion, Rosa’s Blues Lounge & The Whale. Explore the 606 Trail, hop the Blue Line to airports & downtown, Fullerton bus to Lincoln Park Zoo, and Lakefront or stroll to Bucktown, Wicker Park & the public library a block away. Enjoy self-check-in, free street parking, a fully equipped kitchen, 4 BR, 2 BA, washer/dryer & yard. (No parties per Chicago regs.)

Townhouse in Lincoln Park

A bright living room features two light-colored sofas arranged around a coffee table. A large artwork adorns the wall above a decorative fireplace, complemented by elegant sconces. Natural light streams through two large windows with black shutters, enhancing the room's open ambiance.

4.99 out of 5 average rating, 138 reviews

Upscale Home in Lincoln Park Minutes from Downtown

Minutes outside downtown Chicago, built in 1890, this gorgeous fully-remodeled modern Victorian-era row house is located in the heart of Chicago’s historic and vibrant Lincoln Park. One of Chicago’s most affluent neighborhoods! > Walkability score of 98/100 > 4 min walk to the train station, steps to bus stops, short Uber ride to all top Chicago attractions > Across DePaul > Amazing parks & bike trails, free zoo, performing arts, shops, nightlife, spas & some of Chicago’s finest restaurants

4.86 out of 5 average rating, 189 reviews

The living room features a high ceiling and a stone fireplace, with large windows allowing natural light to fill the space. Two brown leather sofas and a wooden coffee table create a cozy sitting area. The outdoor space is accessible through double doors.

Townhouse in Old Town

Downtown Elegance ✨ Private Yard Parking

Most incredibly located, sun-filled home with designer kitchen, marble baths, and open-concept living areas—perfect for weekend friend getaways and weekday family or work trips. Walkable to so much of what Chicago has to offer, this spacious townhouse is located on a quiet, safe neighborhood street in historic Old Town. 4 bedrooms, 4 baths, 2 outdoor spaces, fully stocked kitchen, 1-car parking, and laundry. Pets are welcome! What else could you possibly need? Message me if you have questions!

Townhouse in Magnificent Mile

The townhouse stands elegantly among lush greenery, featuring a classic facade with black-framed windows and a welcoming entrance. A wrought-iron fence complements the landscaped front area, while a tree provides shade along the sidewalk.

4.84 out of 5 average rating, 227 reviews

Historic luxury townhouse on Chicago's Gold Coast

Welcome to our stunning Townhouse located in the lavish Gold Coast of Chicago—one of the most sought-after locations in the city! Located on one of Chicago’s famous streets, you’ll be a 5-minute walk from the historic Gold Coast beach and intimate views of Lake Michigan. The property is also within walking distance of the subway, where you can connect to the L trains, and the Magnificent Mile. It is the perfect place to stay for adventurous travellers and those who fancy a beach in the City!

4.95 out of 5 average rating, 111 reviews

Townhouse in North Side

Hidden Gem - 3 Story House & Pet Friendly!

Cozy & entertaining family -pet friendly property in the heart of Chicago - Lincoln Park. This Smart triplex has a fully-equipped kitchen. Large patio w/ sunset views. 3 bedrooms & 2.5 bathrooms. A Foosball table, 82' TV & BAR to enjoy a night in. This property is perfect to book w/ family or friends. Its spacious yet set up the right way to entertain in one floor, cook in another & sleep without having to deal with noise. Pets: Certain restrictions may apply. It is $35/night per pet

Townhouse in Belmont Cragin

A spacious living area features a comfortable gray sectional sofa adorned with light-colored throw pillows, set against a backdrop of large windows draped with sheer curtains. A round dining table with gray chairs and a sleek kitchen area are visible, creating an inviting open space.

4.97 out of 5 average rating, 103 reviews

Cozy & Bright Townhome near O’hare -Self Check In-

Escape into this Montclare Masterpiece! Be one of the first guests to enjoy our revitalized, fully-stocked home with attached deck. This 3-level home comes with a spacious, light-flooded living area with attached open kitchen w/ SS appliances, granite countertops/ backsplash, and accent lighting - perfect for larger groups. On the third level you'll find 2 elegant bedrooms with ample closet space, updated full bathroom, and in unit washer and dryer provide all the essentials and more!

4.88 out of 5 average rating, 393 reviews

A wall-mounted shelf displays a selection of games and activities. Notable items include a colorful game box labeled 'Charades', along with stacks of miscellaneous game pieces. Above the shelf, the word 'PLAY' is spelled out using wooden blocks, adding a playful touch to the space.

Townhouse in West Town

CITY CONDO with GARAGE 7 min Walk to Train

Experienced Super-host offers private spacious & sunny condo 3 miles from Chicago "Loop" Lakefront and Museums. Large one bedroom with king size premium mattress, and full sized sofa-bed sleeps 4. 1 FREE garage PARKING wi-fi , washer & dryer. BUS to city center is across the street. 10 minute ride to city center. Walk to United Center Bulls/Blackhawk games /concerts and large international grocery store. Note- WE DO NOT HOST SMOKERS/PERMIT VISITORS. Please agree per message to confirm

5 out of 5 average rating, 114 reviews

An open floor plan living area features a spacious couch paired with a dark coffee table. A soft area rug complements the hardwood flooring. The dining area is visible, showcasing a table for six. Large windows provide natural light to the inviting space.

Townhouse in Evanston

The NICEST place in Evanston for Families 1500Main

Fully Furnished 2-story, 2 bedroom attached Duplex with a King bed in the Primary bedroom and a pair of Twin beds in the 2nd bedroom. Couch on main floor is also a sofa bed that sleeps two if needed. Main floor is wide open floor plan. This space has been set up specifically for short-term rentals of 1-2 weeks or months and has previously been used by Guests looking for homes in the Evanston area or having construction done. We cater to Families visiting Northwestern University.

Townhouse in Near North Side

A spacious bedroom features a king-size bed dressed in white linens, accented by a mustard yellow throw. Nightstands with lamps are positioned on either side of the bed. A decorative rug adds softness to the warm-toned wood flooring, with natural light streaming from the patio doors.

4.91 out of 5 average rating, 163 reviews

Old Town/Lincoln Park Luxury Home Garage & Rooftop

Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

4.89 out of 5 average rating, 138 reviews

The living room features a light-colored sofa and two burgundy armchairs arranged around a square coffee table. Large windows allow natural light to fill the space, with a decorative rug adding texture to the floor. A television is mounted on the wall, complementing the modern decor.

Townhouse in River West

Upscale 4-Bedroom Townhouse w/Garage - LOCATION

In the heart of Chicago's River West, this professionally-designed 4BR/2.5BA townhouse is right in the middle of it all! You can easily walk to West Loop, River North, and the Loop - all home to some of the best restaurants and attractions Chicago has to offer. Your travel to/from the city will be extra convenient with access to a private one-car garage spot and street parking. With 4 bedrooms and 5 beds across 3 floors, your group will have plenty of space to enjoy Chicago!

4.92 out of 5 average rating, 130 reviews

Townhouse in North Side

Chic Lincoln Park Townhome | Rooftop + Glam Bar

⭐️ Lincoln Park Luxury | Rooftop + Glam Station | Sleeps 10 ⭐️ Stay in the heart of Lincoln Park, one of Chicago’s most vibrant neighborhoods, where tree-lined streets meet world-class dining, shopping, nightlife, and the lakefront. This beautifully curated 3-story townhome blends luxury, comfort, and style, making it ideal for bachelorette weekends, girls’ trips, family stays, and celebratory group getaways. 📍 Steps from Lincoln Park Zoo, cafés, boutiques & the lakefront

A modern dining area features a dark wood table surrounded by six black chairs. A vase of colorful flowers sits at the center. A large clock hangs on the wall, and natural light filters through sheer curtains leading to a small balcony.

4.88 out of 5 average rating, 106 reviews

Spacious 4BR, central ChinaTown by McCormick/DWNT

Unique 2 story duplex situated in the heart of Chinatown. It’s beautiful, modern and newly furnished 4bedrm/3baths for business conventions and vacation travel. One FREE private parking and plenty of street parking. This home has 8 beds, 2 sofa beds can accommodate 16 or more guests. Walking distance to Ping Tom Park for Water Taxi, Public Transportation, Starbucks, McCormick Place Convention Center, Wintrust Arena. Minutes to Downtown and popular attractions.

Popular amenities for Near North Side townhouse rentals

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

The open living area features a striking mural inspired by Van Gogh, complemented by blue sofas arranged around a round coffee table. Natural light enhances the warm wooden flooring, while a staircase leads to the upper level. Ceiling fans are visible, promoting airflow.

Townhouse in River West

5 out of 5 average rating, 7 reviews

A Starry, Central, Artsy, Stylish Home by L Stop

A spacious bedroom is presented with a wooden bed framed by intricately designed posts. A mirror and dresser complement the room, while natural light filters through sheer curtains. A standing lamp adds additional illumination, creating a bright and airy ambiance.

4.91 out of 5 average rating, 11 reviews

Shared home / Parking / McCormick Place Center - L

Townhouse in Chicago

New place to stay

Walk to Wrigley Field! Townhouse w/ Pool Table

5 out of 5 average rating, 31 reviews

A decorative tray is displayed on a neutral-toned couch, featuring a white vase filled with faux white foliage and a black candelabra holding two tall white candles. A wall art piece and a green plant can be seen in the background.

Townhouse in Orland Park

Luxurious townhome 30 days lease open for1-2 weeks

4.88 out of 5 average rating, 8 reviews

Townhouse in South Shore

3-Level Townhome Near Soldier Field and Downtown

4.71 out of 5 average rating, 7 reviews

A bright and airy open-plan living and dining area features a round wooden dining table surrounded by six chairs. A large sectional sofa, complemented by indoor plants, is positioned near floor-to-ceiling windows. Natural light enhances the warm wood flooring and neutral walls.

Townhouse in Lake View

Beautiful & Spacious Family Friendly Town House

A fully equipped kitchen is displayed with sleek stainless steel appliances and ample cabinetry. A modern dining table is set with plates and utensils, complemented by warm wooden accents. Natural light floods the space through large windows, enhancing the kitchen's functionality.

Townhouse in Bronzeville

4.77 out of 5 average rating, 47 reviews

B 10 mins to Downtown WasherDryer Townhome

A cozy living room is presented with two gray sofas and a coffee table, complemented by an ornate area rug. Natural light filters through sheer curtains, illuminating framed wall art. A TV appears mounted on the wall, adding a modern touch to the space.

Townhouse in Near North Side

4.57 out of 5 average rating, 129 reviews

2 Rooftops, 2 Car Garage, 4 Stories|Down-Townhome

Townhouse rentals with a washer and dryer

4.96 out of 5 average rating, 74 reviews

A modern living area features a sectional sofa and a round coffee table, surrounded by indoor plants. A large wall-mounted flat panel television is visible, and natural light floods through the large windows, which lead to an outdoor balcony. A textured rug adds warmth to the space.

Townhouse in River West

Beautiful Spacious RiverWest Townhome 4-Bed/4-Bath

4.95 out of 5 average rating, 19 reviews

Townhouse in Albany Park

★Chicago's hidden gem-private patio, free parking★

4.96 out of 5 average rating, 286 reviews

The living room features a comfortable seating arrangement, including a dark couch and a lounge chair. Large windows allow natural light to fill the space, while a television is positioned on a media console. A ceiling fan adds to the room's functionality.

Townhouse in Edgewater

The Nancy’s gorgeous , Spacious Urban Getaway

4.87 out of 5 average rating, 132 reviews

A glass of red wine is positioned in the foreground, reflecting the soft colors of the sunset over a calm lake. The shoreline is bordered by tall grasses, framing the tranquil water and vibrant sky.

Townhouse in Westmont

Westmont 3/2 duplex Fire sunsets, Firepit, lake

4.96 out of 5 average rating, 51 reviews

A comfortable living room area features a sofa, settee, and a few chairs arranged around a coffee table. A 55" TV is positioned above a fireplace. Two lamps provide lighting, while natural light enters through windows trimmed with blinds. A dining table for four is visible in the background.

Townhouse in Winnetka

Warm and Cheerful 3 Bedroom Winnetka Townhouse

A spacious living area features a large sectional sofa and a modern coffee table at its center. Sunlight streams through wide windows, illuminating the light-colored walls and floor. A subtle piece of artwork is displayed on the wall, enhancing the relaxing ambiance.

4.88 out of 5 average rating, 104 reviews

Sanitized Home, 4BR/3BA, Free Parking available

4.93 out of 5 average rating, 76 reviews

The open living area features a modern staircase with wooden steps and a metal railing. A light-colored sofa adorned with decorative cushions faces a dining space with a large table and stylish light fixtures. Exposed brick walls add warmth to the contemporary decor.

Townhouse in Woodlawn

*Hyde Park *2 Masters *2 Living Rooms *Courtyard

4.94 out of 5 average rating, 50 reviews

A well-lit bedroom features a spacious bed with crisp white linens and decorative pillows. A wooden dresser stands alongside a woven basket, and a geometric area rug is placed on the floor. Warm light from a bedside lamp enhances the neutral color scheme.

Townhouse in Lake View

Ideal Lakeview location! Walk to Wrigley, DePaul

Townhouse rentals with a patio

4.98 out of 5 average rating, 50 reviews

Townhouse in Oak Park

A Pleasant Stay in Oak Park

4.85 out of 5 average rating, 26 reviews

The exterior of a modern row house is displayed, featuring textured stone walls and a garage door. Two large windows with railings are positioned above the entrance. Subtle outdoor lighting illuminates the front, complemented by a small decorative wreath on the door and seasonal foliage on the ground.

Townhouse in West Town

Chicago West Town Row House

Townhouse in Fulton Market

The living area offers a bright and inviting space with large windows allowing natural light to flood in. A comfortable sofa is positioned alongside two armchairs, with a coffee table set in the center. A fireplace is located beneath a wall-mounted television.

4.96 out of 5 average rating, 53 reviews

Luxurious Home in Chicago Fulton Market Downtown

The modern kitchen features deep wooden cabinetry and a granite countertop, complemented by stainless steel appliances. A dining table with six chairs is positioned beside large windows, offering a view of the outdoors. The space is illuminated by both natural and artificial light.

4.98 out of 5 average rating, 54 reviews

Chinatown 3 bedroom with Parking - near McCormick

4.96 out of 5 average rating, 120 reviews

Townhouse in Des Plaines

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

Townhouse in Lincoln Park

A living room features a comfortable grey sofa and stylish orange chair, with a white coffee table centered on an ornate area rug. A television sits on a wooden media console, and an elegant fireplace is located on one side, adding a touch of warmth.

4.7 out of 5 average rating, 135 reviews

Charming & Bright Multilevel Townhome with Parking

4.93 out of 5 average rating, 27 reviews

The bathroom features a modern design with dual sinks set in a sleek countertop. Textured stone tiles line the walls, while natural light reflects off the mirrors. A spacious bathtub is positioned beside the vanity area, accompanied by a well-organized closet space with hanging options.

Townhouse in Wicker Park

Vital Urban: Spa Inspired Retreat