
Vacation rentals with a pool in Michigan City
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Top-rated rentals with a pool in Michigan City
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Michigan City rentals with a pool
House rentals with a pool

Vip! 4BD 5 min to Lake, W pool heater.
Stayed there for almost a month never had a problem really clean and a quiet neighborhood I’ll definitely stay there again and the host responds very quickly 100% recommend this house !

Las Moras, 6 Acres, and a Large Pool
Las Moras is perfect in every way! The heated saltwater pool is heaven and the house is beautifully appointed with tons of comfortable seating and every amenity. The location is great, too - we even walked to some restaurants and Warren Dunes is just a short drive away. We will definitely be back!

Notre Dame Haus: Pool, Game room & 5 min to campus
Beautiful home, we want to come back next fall for a game and be able to use the pool! The hot tub was amazing! Also loved the 3 inches of snow the first morning we woke up!! And the Irish win was perfect! Very responsive hosts! Perfect location!

Atomic Acres- 4BR home w/ pool, hot tub & more-NEW
The house was very clean. The location is four minutes away from Lake Michigan. Would really recommend the Swedish bakery, which is very close by. Plenty of places to eat and close proximity to other cities if you need to go shopping. Quick replies from the owner answering any questions I had.

Modern Farmhouse w/ Pool Near St Joe
We can’t wait to visit Michigan again and will definitely stay here again when we do! This place is so close to beaches, hiking and everything we wanted. Jennifer is an amazing host and was always available and very helpful! We highly recommend this home!

Modern Lake House w/ Private Pool near New Buffalo
A party of 10 women for a bridal party weekend before the wedding festivities. Plenty of room for everyone lots of big bathrooms so much open space. The pool was warm the hot tub was bubbling. Such an amazing place set in the Sand dunes a five minute drive to Lake Michigan, and a short walk to the small lake, we enjoyed all of the amenities and had a wonderful time.

Buchanan Pool House 2 King Beds 25 min to ND
I can’t say enough good thing!! Patricia and Elizabeth are so wonderful and their home is just as beautiful!! Thank you for a wonderful weekend!!!

*GameRoom*Pool*2663ft²*King Bed*65" TV*1000Mbps
The home was great and just what we needed and were looking for in our stay.
Condo rentals with a pool

(2025 Open!) Union Pier Condo with Association
Great place just outside of New Buffalo. We would definitely stay there again. It's in a very nice and private condo complex. Place was pristinely clean and bright. It's an open first floor living area. The host was VERY responsive to all messages I sent. Nice pool in the complex and the beach on the lake is about a 15 minute walk (or you can drive there like we did). Only drawbacks are that the couch in the living area definitely needs replacing (you sink way down when you sit on it), the curtains in the bedrooms are not light blocking and the bedrooms light up soon after sunrise, and finally there's train tracks about 1/3 mile away and you'll definitely hear/feel the train in the middle of the night and in the morning (or at least we did). Nevertheless, those were minor bumps that are easily overlooked. We would rent the same place as we were impressed with it and the way the host kept it so clean. It was a very comfortable stay and I'd recommend.

2025 Open! Union Pier Condo With Heated Pool.
Adorable place in cute Union Pier, MI. Description was spot on- place was beautiful, relaxing, nicely decorated & clean. Beach was in walking distance and was very nice - rarely too busy and epic sunsets! Loved that you could walk to the market, a fun restaurant and a bakery. It was also an easy 7-10 min drive into New Buffalo. Confirming what other reviews stated about being able to easily hear upstairs unit but honestly it didn’t bother us that much- would still come back & highly recommend!

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.

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!

Nightingale Dunes - Modern beach town retreat
Joel and Kathi's place is beautiful and very spacious. Kitchen is well-stocked. Lots of sleeping options. Be cautious if you have mobility differences as the only way to the second floor is the spiral staircase. However, all amenities (bedroom, bathroom, kitchen) are available on the first floor. Would love to come back!

Sunset Pointe Chalet #31: Beach+ Pool + Games
Our family of 4 had a wonderful stay at Ben's chalet! The location can't be beat, with 2 small private beaches just steps away, restaurants within a few minute drive and downtown St Joseph only a 15 min drive away. When we arrived the chalet had not been cleaned (miscommunication with his cleaning crew), but I messaged Ben and he promptly had someone come out to clean the property and refunded us our cleaning fee. Also the view from the back deck at sunset was breathtaking. We would definitely recommend this chalet!

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
We had a wonderful stay at Jamie's place. The home was spacious, comfortable, close to the beach and restaurants. We can down for a girl's weekend and enjoyed every minute of our stay! Definitely will book this place again.
Quick stats about vacation rentals with a pool in Michigan City
Total rentals
140 properties
Total number of reviews
1.8K reviews
Family-friendly rentals
130 properties are a good fit for families
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Millennium Park
- Wrigley Field
- United Center
- Warren Dunes State Park
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- University of Notre Dame
- Guaranteed Rate Field
- Lincoln Park Zoo
- The Field Museum
- Chicago History Museum
- 875 North Michigan Avenue
- Potato Creek State Park
- Woodlands Course at Whittaker
- Skydeck Chicago
- Tippecanoe River State Park
- Culver Academies Golf Course
- Olympia Fields Country Club
- Deep River Waterpark
- Flossmoor Golf Club
- Odyssey Fun World
- The 606
- Humboldt Park