
Condo holiday rentals in Michigan City
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Top-rated condo rentals in Michigan City
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Condo at the University of Notre Dame(D3)
Great location for access to Notre Dame. Condo had plenty of space and was a lovely place to stay for the week. Thanks Doug for your hospitality.

Gold Coast/Downtown Hideaway
Awesome place to stay at in Chicago! Very close to the “Chicago” red line stop with the “L”. Super thankful to have found this place and booked it!

Updated Cottage Downtown, walk to Beach
Lisa was a fantastic host. The place is in a terrific location- very walkable to the beach, restaurants, grocery stores and everything downtown New Buffalo has to offer. Thanks Lisa!

MTM Premier Properties-on acres of tranquility
Great place to retreat to, plenty of space and easy set up kitchen. Felt more like staying in a luxury tree house with tons of windows to let in light and the fun ladder leading to the bedroom. Highly recommend and if I find myself in the area again will for sure stay again. Also very fast and clear responses concerning any questions.

Luxury Studio Apt Near McCormick & Soldier Field
Milan’s listing was great! My friend and I enjoyed our stay. It’s within the Divvy limits, so getting around was easy. Also, pretty close to the ‘L’. Thanks for being a great host!

Spacious 3BR Retreat w/ Stunning Marina Views
We have stayed in these condominiums in this building a number of times, Alexa and Carlos’ unit is our favorite.

1 Bedroom getaway in downtown Sawyer Near Lake!!!
We absolutely would recommend this Airbnb, the location is perfect. Very clean. tidy and comfortable. Plenty of towels, washcloths, and hand towels, which is a plus. It had every single thing you could need in the kitchen. And we enjoyed having the electric fire place. The apartment was very comfortable, warm and inviting. The bed was very clean and soooooo comfortable. And we had a lovely stay. A major plus was being within walking distance of our favorite brewery/pub. The off street parking was great. We would definitely book this place again.

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

816 PLZN Luxury Apt | Rooftop | Garage Parking
The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.

Entire 3Bed/2Bath Condo Near McCormick & Metro
I stayed at John’s Airbnb during my trip to Chicago, and I honestly couldn’t have asked for a better spot—especially being right in the heart of Chinatown. The place was spotless, super cozy, and had everything I needed for a comfortable stay. You can tell John takes pride in keeping it clean and well-stocked, which I really appreciated. What made it even better was the location. Chinatown in Chicago is such a vibe—full of culture, energy, and some of the best (and most affordable) eats in the city. If you’re a foodie like me, you’ll love exploring all the spots nearby. One place I highly recommend is Hing Kee. Their hand-pulled noodles and dumplings are on point—fresh, flavorful, and easy on the wallet. If you’re looking for a clean, convenient, and authentic Chicago experience, especially in Chinatown, John’s place is the move. I’d definitely stay here again.

Charming Condo near U.C./Loop/McCormick Place
Great place! Loved every of second of it! Would stay again😊

RockStar Pad W3A BoysTown/Wrigley Field/Parking
Will’s flat was exactly what my son and I needed on our trip to Chicago. It completely met our expectations and felt like home. My son was impressed with the comfort of the Murphy bed. The master bedroom was palatial and well-appointed. The kitchen had everything we needed, though we only used it for breakfast each day. As we were there primarily to take in a couple of baseball games we couldn’t have been happier with the location- Wrigley Field was only a few minutes away and we were close to the red line which took us to where the White Sox play. Will was very helpful with instructions and quick to respond to our questions. Absolutely would recommend this place without hesitation.

The Urban Oasis | 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!

NEW luxury Old Town 1-Bedroom condo
We loved staying here during our recent trip to Chicago. We were traveling with two young children, and the space was perfect for us. We were also grateful for the parking permits that allowed us to park nearby. The location was great—the neighbor was lovely, and we were happy to be so close to Lincoln Park. Overall, we’d recommend the space!

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!
One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

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!
Condo rentals with a pool

2BD Central Downtown Location! Spacious & Cozy
We were very happy with the Apartment, it was clean and perfect size for 4 people. Ana was super helpful and responded immediately, we loved talking to her 😄 For me due to Images, and wrong adress on the public profile, there has been some confusion about the location of the Apartment. All in all: The views are not stunning, but the location is perfect for sightseeing (and price was great location wise)! 😉

voco: Balcony & City View
gorgeous views and very nice condominium. great balcony and very safe. The elevators were super fast. Even though the actual location is different than the one mentioned in listing, it still wasn't disappointing. There is enough space for a small family or a couple.

30 E. Huron #2603 Private Residence
Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

Open 7/4-7/11Perfect Location Condo Pools Walk to
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.

Amazing Beach Condo with pool and great sunsets!
We loved our stay!! One of a kind sunsets, the beach access was awesome, and the place itself was quiet, clean, and exactly what we needed. 😊 I’ve never been to an Airbnb so well stocked before!! 15 minutes from an adorable beach town as well. Would definitely go back! 💕 thanks for having us!

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.

New Buffalo Condo with Association Pool and Beach!
I couldn't have asked for a better place to spend my vacation. The location was outstanding. Beautiful Place! The neighbors were absolutely wonderful and welcoming... they treated my family and friends as if we lived there permanently. Highly recommend!

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!
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- University of Notre Dame
- 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
- Potato Creek State Park
- The 606
- The Beverly Country Club