
Condo holiday rentals in Northwest Indiana
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Top-rated condo rentals in Northwest Indiana
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Popular amenities for Northwest Indiana condo rentals
Weekly condo rentals

River unique cozy 2 BRs, 4 adult twin bunks in LR
This place is beautiful and it has everything you need. It was immaculately clean. The patio at the river edge is beautiful and peaceful. It felt like home and we didn’t want to leave. Glennette was so helpful recommending a location for a special item we needed and it was perfect! Kevin and Glennette were very responsive with any needs or questions we had. Highly recommend!

The Broadway Special - 2 Bd/1 Bath Smart-Condo!
Loved the place!! Newell was very helpful , beautiful home!

Art Deco Inspired Designer 2 Bed Loft In West Town
We booked David’s place for a last minute trip to the city. We were thrilled with how beautiful and spacious the apartment was. We felt right at home, the kitchen was well equipped and the apartment was comfortable. Parking and access to the building can’t be beat!

Historic Studebaker - Carriage Lower - Near DTSB
Cozy little place and so cute!! Loved it and the area was so nice and close to everything. Very quiet neighborhood and very clean house. Loved it!!!

University of Chicago Condo-Upgraded and Spacious
13/10 stars ✨. Run do not WALK on this property for booking. I don’t even know where to start! i’ll try to keep it short! This property and Host has been the best i’ve ever experienced, Everrr!. Let’s start at the bathroom the tub is huge and deep- the perfect relaxation at your finger tips.. Spacious Home and beautifully decorated.. and Clean.. When you enter the home the fresh clean smells takes you over.. from the personalized birthday note to snacks to checking in to making sure everything was to my liking .. Chef’s kiss ❣️ Diane’s place is a piece of Heaven snuggled in the city of Chi-Town! Ladiessss if you need the perfect home to feel like a princess on every level book nowww.. This property has the best combo for a man or woman ! i can go on and on but just make sure when y’all book - you leave some dates open because i’m coming back here EVERY time❣️😘

Luxury Waterfront 2 Bedroom Condo by Lake Michigan
This condo was super-clean. We loved the balcony, where we could relax after climbing dunes with our grandkids! Good mattresses (our daughter & husband took the upstairs bedroom) and we appreciated the king-sized beds. There is quite a tall stairway to climb to get to the 2nd floor. Otherwise, easy access (we used the August app) from the parking lot.

Live the marina life in New Buffalo!
We stayed here for my sisters bachelorette weekend, it was perfect! Everything is within walking distance or a short drive away! Would definitely come again.

Uptown Penthouse on Pine:By Lake
The penthouse was the perfect spot for a family getaway! Rooms were large and well laid out, kitchen had everything we needed, the Michigan city and new Buffalo had lots of great restaurants for dining out or takeout. Everything was immaculately clean, René was responsive, friendly, and helpful. The outside and the neighborhood do not reflect the gem inside! We had a really comfortable stay, and will definitely be back!
Pet-friendly condo rentals

Convenient & Spacious 3BR Condo w/Free Parking
Good location. Condo was very clean with comfy beds. There are 3 flights of stairs to get to condo- no problem for us but be aware

Luxuriously bright 3-bedroom condo: The Treehouse
Feven was very responsive to all our questions in real time. The place was perfect for four adults and two kids! The place was walkable to a few restaurants and coffee shops and easily drivable to other neighborhoods. We did happen to be in the neighborhood for the PR festival, which we didn’t realize. It made traffic a little tricky but otherwise we didn’t hear too much noise from the festivities. We found a nearby coffee shop and playground which we frequented daily and met lots of friendly neighbors on our walks.

Stunning 4BR/2.5 BA w/ Outdoor Lounge | Sleeps 10+
Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT
Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.

Susie's Space. 2BR easy parking & pet friendly
Great neighbourhood! Susan was very communicative and a great host. Highly recommend.

Steps from the Lake, Lovely 3-Bedroom Condo
This home was the perfect space for my family while in Chicago. The rooms are bright and eclectic in decor. We felt at home within and will love to stay again on our next visit to Chicago.

Modern Luxury In Old Town - Sleeps 4
We had a great stay. We love this area of Chicago so we were so pleased with the location. Robert is very responsive and was a great host!

Parking Terrace Near Universities Up to 20%OFF
Such an awesome place to stay, very safe neighborhood. Mark was very responsive in the chat and asked us if we needed anything else right after we checked in. The best part was that their is a dedicated parking space which is very convenient and easy access to the place. For sure will be checking in next time when going to Chicago.
Condo rentals with a pool

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony
Briana was responsive before, during and immediately after our stay, always seeking to ensure our comfort and satisfaction. We would have no reservations about staying with them again if they have an opening during a future visit to the area.

Just remodeled apartment close to airport and mall
I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Perfect Location Condo w/Marina Views Pools Walk t
Met expectations in every way. Clean, well maintained condo. Great location with several restaurants within walking distance, and a 10 minute walk to the beach. Beach gear was provided. Well stocked kitchen amenities and board games. Host responded quickly to all emails. Very well run. Easy all the way around.

Nightingale Dunes - Modern beach town retreat
Great place for New Buffalo. Close to the downtown. Place is spacious, good outdoor seating, pool is really nice.

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym
Thanks for your kindness and support! The host and the place were amazing!!!

Sunset Pointe Chalet #32: Beach + Pool+ Sports
We absolutely loved this place and our stay. The lake views were more beautiful than the photos could show, the chalet is comfortable and well-stocked, and there was so much to do in the community that we didn't even scratch the surface. We loved the beach area which wasn't crowded at all, even on Labor Day weekend. We drove in to St. Joseph for dinner and to go to ur favorite shops - super easy drive. The walk to the beach was so short we didn't even take a lunch out there, just popped up to the house whenever we needed a restroom break or a snack. We never needed to contact Ben but got plenty of communication beforehand and the manual in the house provided info of how to text him if we needed to. We would definitely stay here again, highly recommend!

New Buffalo Getaway Condo
Our stay here in New Buffalo was perfect! We attended our daughter’s college graduation and it was a perfect place to come back and relax at. We enjoyed an amazing restaurant and walks on the beach. We highly recommend!

The Relaxation Station
The pool was heated and perfect break in our day!
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
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- Lake Michigan Beach Holiday rentals
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- West Lafayette Holiday rentals
- Chicago Holiday rentals
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
- Chicago Cultural Center
- Medinah Country Club