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Holiday rentals with a pool in Michigan City

Find and book unique homes with a pool on Airbnb

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Popular amenities for Michigan City rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Sawyer
5 out of 5 average rating, 20 reviews

Las Moras, 6 Acres, and a Large Pool

HannahRating, 5 stars3 weeks ago
We had an amazing girl's weekend. The hosts were super friendly and responsive when we had questions. It was super close to so many local shops and Lake Michigan. They had a heated pool, which was perfect for a pool day. The property was gorgeous and we would stay again.
Guest favourite
Home in Bridgman
5 out of 5 average rating, 77 reviews

Heated Pool | Quiet Area | Huge Fenced Yard

KatharineRating, 5 stars4 months ago
Great rural retreat! Nicely decorated, inviting and sun filled spaces perfect for family gatherings. Very comfortable beds, well stocked kitchen. Host was extremely responsive and accommodating. Stayed during heavy snowfall and below freezing weather - and house was a perfect retreat. Would love to return during the summer to enjoy the giant backyard space and pool. Would highly recommend for a winter or summer family get away!
Superhost
Home in Michiana
4.81 out of 5 average rating, 31 reviews

Comfy Cottage-Heated Pool, 1 Block to Beach!

IqbalRating, 5 stars5 months ago
Brent's place is really nice as described. very quiet and peaceful neighborhood. the home itself is cozy, clean and well decorated. the treehouse is good but not warm enough for cold months. finally the wifi is good in the house but no signal on basement bedrooms. All in all we had a wonderful time in Michiana and we will look to back again in summer months.
Guest favourite
Home in Lakeside
4.96 out of 5 average rating, 78 reviews

Lakeside cottage w/htd pool/pvt beach 7 min walk

LaurenRating, 5 stars4 days ago
Amazing trip for our family. The home was clean, beautiful and the location was wonderful with walkable restaurants and places to get coffee, groceries. The pool was perfect for our kids. We felt right at home :) Our host was great and extremely responsive to any messages. Looking forward to a future trip.
Luxe
Home in Union Pier
5 out of 5 average rating, 8 reviews

NEW! 1BR Cottage w/ Pool, Firepit, Walk to Beach

NicoleRating, 5 stars6 days ago
We absolutely loved our stay at The Ivy! Everything was beautiful. The beds were comfortable and it was nice to be able to wash our clothes during the trip. The location is absolutely perfect - a short walk or drive on the golf cart we rented from the business up the street made for trips to the beach seamless! We would definitely love to come back!
Guest favourite
Home in Three Oaks
5 out of 5 average rating, 23 reviews

Woodside

AmberRating, 5 stars2 weeks ago
The girls and I planned a weekend getaway in this house. Our favorite part was the screened in porch in the middle of the yard. Us girls literally spent each night outside catching up. Such a wonderful weekend away at such a peaceful place. We would definitely come back.
Top Guest favourite
Home in Union Pier
4.95 out of 5 average rating, 155 reviews

New Hot Tub Community pool Union Pier

JanelleRating, 5 stars2 weeks ago
I recently stayed with a few of my girlfriends for the weekend here. My friends and I absolutely loved this place. It was in a picturesque setting, and we loved how cozy it was. We especially enjoyed having the hot tub, the access to the public pool with clubhouse, and being able to walk to the beach to see the sunsets. We were able to enjoy a fire every night within the fire pit and loved being near the woods and the pond. Kristen was extremely responsive and a great host. My girlfriends and I would definitely stay again. We absolutely loved it here! Location is perfect for visiting lots of restaurants, wineries, and enjoying the best of Southwest Michigan.
Superhost
Home in Michigan City
4.67 out of 5 average rating, 21 reviews

Pool is OPEN! Updated Beach Home w/ Private Pool!

LawandaRating, 5 stars2 months ago
We filled this house to capacity in celebration of my mom’s 80th birthday. We absolutely loved everything about this house. It looked exactly like the pictures. The description was accurate. Kids really enjoyed the short scenic walks to the beach! Shopping was a big hit at the Lighthouse. Restaurants with good food were a favorite. We will look for availability next time to host our large family gatherings in the future.

Condo rentals with a pool

Superhost
Condo in Union Pier
4.7 out of 5 average rating, 10 reviews

Union Pier Condo with Association Heated Pool.

ChrisRating, 5 stars11 months ago
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.
Superhost
Condo in Union Pier
4.67 out of 5 average rating, 9 reviews

Union Pier Condo With Heated Pool.

KellyRating, 5 stars10 months ago
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!
Superhost
Condo in New Buffalo
5 out of 5 average rating, 4 reviews

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

MarkRating, 5 stars11 months ago
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.
Top Guest favourite
Condo in Coloma
5 out of 5 average rating, 21 reviews

Amazing Beach Condo with pool and great sunsets!

EmilyRating, 5 stars2 days ago
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!
Guest favourite
Condo in New Buffalo
4.92 out of 5 average rating, 79 reviews

Nightingale Dunes - Modern beach town retreat

JohnRating, 5 stars1 week ago
Great place for New Buffalo. Close to the downtown. Place is spacious, good outdoor seating, pool is really nice.
Superhost
Condo in New Buffalo
4.6 out of 5 average rating, 5 reviews

New Buffalo Condo with Association Pool and Beach!

RichardRating, 5 stars23 months ago
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!
Guest favourite
Condo in Stevensville
5 out of 5 average rating, 52 reviews

Sunset Pointe Chalet #32: Beach + Pool+ Sports

KateRating, 5 stars9 months ago
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!
Guest favourite
Condo in New Buffalo
4.93 out of 5 average rating, 80 reviews

New Buffalo Getaway Condo

VictoriaRating, 5 stars2 weeks ago
Absolutely lovely! The condo was a great home away from home, very spacious, cute and clean, in a great location, and had many amenities. I would definitely recommend staying at Jamie’s whenever you’re headed to or around New Buffalo!

Quick stats about holiday rentals with a pool in Michigan City

  • Total rentals

    150 properties

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    150 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore