Condo holiday rentals in Northwest Indiana

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Top-rated condo rentals in Northwest Indiana

Guests agree: These condos are highly rated for location, cleanliness and more.

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A stylish living room features a mustard yellow couch and a round coffee table atop polished hardwood flooring. A large wall-mounted TV occupies one side, while a vibrant piece of abstract art is displayed. A dining area is visible in the background, adding to the home's open feel.
Condo in Chicago
4.88 out of 5 average rating, 224 reviews

Stunning 3 BR in prime Chicago location!

Enjoy the ultimate Chicago experience with a comfortable stay at this large, luxurious, sun-filled stylish 3BR condo. Unbeatable central location in an upscale Lincoln Park neighborhood puts all the very best of Chicago within easy reach. Surrounded by spectacular restaurants, bars, theaters and world-class architecture. 1200 acres of Lincoln Park, a world class Zoo, Wrigley Field, Navy Pier, Art Institute, River North and Downtown attractions are only a 5-10 minute ride or a quick train away.

Guest favourite
A bright, open living space showcases a cozy sectional sofa facing a large window surrounded by potted plants. A wooden dining table with white chairs is positioned in the foreground, complemented by a stylish area rug that defines the dining area.
Condo in Chicago
4.91 out of 5 average rating, 150 reviews

NEW Rehabbed Sunny top floor Logan Square

Beautiful, newly renovated three bedroom second (top) floor unit with one bathroom in the heart of Logan Square. Located on the Kimball bus line with free in-building laundry available and plenty of FREE street parking. There is a neighborhood mini mart one door down and a Divvy bike rental stand three blocks away. Come stay in Chicago's hottest neighborhood with some of the best dining and bars the city has to offer. *Fan of the hit TV series "The Bear"? Close to Giant, Pizza Lobo & Margies

Top Guest favourite
Condo in Chicago
4.97 out of 5 average rating, 148 reviews

3-bedroom exposed brick in Chicago's Wicker Park

Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Top Guest favourite
A newly renovated kitchen features modern appliances with a spacious island at its center. Two stylish pendant lights hang above the island, while a dining area with wooden chairs is visible within the open layout. Sleek cabinetry complements the contemporary design.
Condo in Clarendon Hills
5 out of 5 average rating, 123 reviews

Apartment in Clarendon Hills.

Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet​, private bathroom/shower.​ Bedroom 2 - queen bed​, closet.​ Bedroom 3 - size bed​, closet. Living room has a pull-out sofa bed​. Family room with gas fireplace, access to deck/outdoor area.​ Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

Guest favourite
Condo in Chicago
4.87 out of 5 average rating, 156 reviews

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

Top Guest favourite
Condo in Chicago
4.99 out of 5 average rating, 339 reviews

of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

• 1,750ft² / 162m² . My home is on the second floor of a four flat Itallian Brick Building . You have 2 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport fireplace is not operational.

Top Guest favourite
A cozy living area features a gray sofa and a light armchair, with bright curtains allowing natural light to filter in. A desk and chair provide a workspace, while framed artwork decorates the walls. A patterned rug adds warmth to the wooden floor.
Condo in Goshen
4.98 out of 5 average rating, 121 reviews

Millrace Overlook

Lovely one bedroom apartment where you can relax, work, or play amidst the beautiful nature around Goshen Dam Pond and Mill Race Canal. Great birding, biking, and fishing. (Bring bikes, fishing gear, kayaks, and binoculars.) Community: Goshen College and Goshen Hospital are walking distance. Close to downtown restaurants, Janus Motorcycles, and Greencroft Communities. Notre Dame is only 45 min away. Strong, consistent WiFi for your devices. (No TV.)

Top Guest favourite
The living area features a spacious couch accompanied by two armchairs, all positioned around a circular dining table. A large window allows natural light to illuminate the space, adorned with potted plants and modern artwork that adds a touch of style.
Condo in Chicago
4.98 out of 5 average rating, 113 reviews

Ukrainian Village 3BR/3BA • Private Patio, Parking

Welcome to Ohio St — a beautifully designed 3-bedroom, 3-bathroom private home in the heart of Ukrainian Village. Featuring a jet tub in the master bath, front patio with hammock, back porch with gas grill, and rare gated private parking for 2 cars. Sleeps 7 comfortably. Steps from Wicker Park, Bucktown, West Town & Downtown Chicago. The entire home is yours — no shared spaces, no surprises. Perfect for families, groups, and extended stays.

Top Guest favourite
A bright living area features large windows that offer city views. Comfortable seating arrangements include a pair of teal sofas and a wooden armchair. A coffee table sits at the center on a soft area rug, accompanied by a flat-screen TV mounted on a nearby wall.
Condo in Evanston
4.95 out of 5 average rating, 132 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Urban-Luxe experience at the Bliss of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking in indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 2 roll-out beds welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.

Guest favourite
Condo in Elk Grove Village
4.93 out of 5 average rating, 111 reviews

Just remodeled apartment close to airport and mall

This is just remodeled first floor 1 bedroom apartment that has everything you need for a comfortable stay. Conveniently located 14 min from O'hare airport and 10 min from Woodfield mall that has to offer variety of stores and huge amount of restaurants. All kitchenware for cooking your meals, board games for fun, pool to relax in summer and some snacks to get most out of your stay here.

Guest favourite
Condo in New Buffalo
4.85 out of 5 average rating, 117 reviews

Updated Cottage Downtown, walk to Beach

Welcome to your newly renovated sanctuary in Downtown New Buffalo! Nestled amidst shops, restaurants, and spas, this private haven offers convenience at every turn. With a fully stocked kitchen, plush linens, and beach gear aplenty, relaxation is inevitable. After a sun-soaked day at the nearby beach, unwind with a crackling fire on the patio. Your perfect getaway awaits!

Guest favourite
Condo in Berwyn
4.88 out of 5 average rating, 181 reviews

Picturesque Apartment in Berwyn

This stylish place to stay is perfect for group trips. 2 bedrooms with queen beds, spacious living room with a sofa bed and well equipped kitchen. The apartment is located in North Berwyn, 15 minutes drive from Downtown Chicago, walking distance to Roosevelt Road's bars and restaurants, 0.8 miles to CTA Blue Line rail line station.

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