Townhome holiday rentals in Northwest Indiana

4.9 out of 5 average rating, 135 reviews

A dining room and kitchen area combine in this image, featuring a wooden table set for six with a red and white checkered tablecloth. The kitchen includes wooden cabinets, a microwave, and stove, while a ceiling fan adds comfort to the space.

Townhouse in Portage

Home near Indiana Dunes, Lake Michigan, Chicago!

Enjoy home away from home in this beautiful two bedroom, THREE beds, one bath home with plenty of living room and kitchen sunlight . Relax in a comfortable living room with recliner chairs while you enjoy a warm cup of coffee or your beverage of choice.Home has plenty of parking including a driveway for two cars and free street parking. If you enjoy the outdoors, you'll love our extra large back yard! Enjoy a short walk down the block to a beautiful trail and enjoy winter sledding and disc golf.

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, 287 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.)

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, 148 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

4.96 out of 5 average rating, 115 reviews

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

4.96 out of 5 average rating, 118 reviews

A dining area features a large table set for communal meals, surrounded by dark chairs. A comfortable sofa sits in the corner. The space is illuminated by a chandelier, with light-colored walls and a view into the kitchen area through an open archway.

Townhouse in Bourbonnais

Comfortable Living With All the Necessities

One story, 2 brms, 2 full baths, attached garage! Kitchen has a breakfast bar and walk-in pantry. Vaulted ceilings in dining rm. and liv.rm that has a gas log fireplace and opens to a sunroom. Master brm w/his and her closets and master bath. Backyard is private, fenced in, and beautiful patio next to the enclosed sunroom. Quiet street next to Olivet Nazarene University, The longer you stay, the more you save. Please note there is a 3 guest maximum and no pets allowed at this property.

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.

4.95 out of 5 average rating, 109 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!

4.93 out of 5 average rating, 135 reviews

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

4.95 out of 5 average rating, 124 reviews

A sleek wall-mounted television is set above a modern electric fireplace, framed by a stylish metallic trim. The stone feature wall provides a textured backdrop, while warm wood flooring complements the contemporary design.

Townhouse in Des Plaines

Upscale 3 bed 1.5 bath near Chicago O'Hare Airport

Free! coffee station with 12 types of Keurig pods such as Dunkin/Starbucks/McDonalds/Green tea/Decaf etc. Make your favorite coffee on our commercial brewer. Newly remodeled, luxurious, 3 bedrooms, 1.5 bathrooms duplex house located 10 minutes from O’Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is ~25 minutes away with an easy access to I-94 and I-294 Expressways.

4.92 out of 5 average rating, 267 reviews

Townhouse in New Buffalo

PumpHouse- Walk Everywhere! Private porch firepit!

Escape to Prime Downtown New Buffalo – Just 70 Miles from Chicago! Nestled one street off the main strip with easy parking. Walk to beaches, marina, Amtrak. Chill on private screened porch with gas fire pit. Rent bikes, boats, kayaks. Grab bites at Stray Dog, Ghost Isle Brewery, Oink's ice cream and Casey’s. Shop boutiques, sip local wines, catch harbor sunsets! Stroll Galien River Park's boardwalk or hit Four Winds Casino. Tee off at Whittaker Woods golf, minutes away.

4.95 out of 5 average rating, 145 reviews

The image captures a serene view of Lake Maxinkuckee, where several boats are anchored at docks. The water reflects soft sunlight, creating a shimmering effect. A tree branch fringes the top, complementing the tranquil atmosphere of the location.

Townhouse in Culver

At Whit's Max: Lake+Beach+Indoor Pool+Walk to Town

2,300 sq. ft., two-story condo with private deck overlooking Lake Maxinkuckee. Fully remodeled with every convenience of home. Breathtaking lake view makes sunrise a special event. Condo is located at The Culver Cove with access to two private beaches, indoor pool, and hot tub. Easy walk to all restaurants, downtown, and town park. Great open floor plan for entertaining. Paddle boards and beach toys for your use.

An open living area is seen, featuring a purple couch adorned with a decorative pillow that reads 'BEST DAY EVER.' The space includes a dining area with a clear table and modern chairs. A stylish kitchen with stainless steel appliances is visible, alongside artistic wall decor and unique mirrors reflecting the vibrant aesthetic.

4.89 out of 5 average rating, 110 reviews

Wicker Park Crash Pad +7 Beds

🚀Houston, your group has found its launchpad. 🛸This funky, space-themed 2-level landing pad in the heart of Wicker Park sleeps 8 guests across 7 beds, with 2 bathrooms, arcade games, and 420-friendly outer space vibes. Enjoy the main-floor living room and kitchen, with bedrooms in the underground bunker below. Incredible central location in Chicago. Book it before someone else does.