Holiday rentals with a pool in Benton Harbor

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Popular amenities for Benton Harbor rentals with a pool

House rentals with a pool

Guest favourite
Home in Michiana Shores
4.94 out of 5 average rating, 99 reviews

Splash (Pool! Hot Tub!) at Aqua House by the Lake

MichaelRating, 5 stars1 week ago
What a wonderful stay our family had in Michiana Shores, Indiana at Greg’s place. Even though 2 of the 3 days were mostly overcast / rain, there was still plenty of activities to do. We hung out in the pool & hot tub areas multiple times, had a fire every night, and cooked all 3 meals each day in the wonderfully maintained kitchen. The kids loved their room setup with the bunk bed and twin bed. The parks nearby are lovely. The backyard was very luscious with tranquility full of greenery and peacefulness. Greg was very responsive and helped us out with questions before and during our stay. Definitely would recommend this spot if you are wanting to take a vacation near the nationally known Indiana Sand Dunes. Overall 5+ stars!
Top guest favourite
Home in Saugatuck
4.97 out of 5 average rating, 303 reviews

Castlewoods

MadelyneRating, 5 stars4 days ago
My family and I loved staying here! The pool was perfect and we used it every single day and the space was ideal for us - my 4 year old especially loved the games (first timer playing Sorry) and PAC Man along with the nature / fire pit (and pool of course). It was very close to downtown Saugatuck and the host was super responsive. Our dog was also very relaxed in this location as it was quiet and peaceful and he is getting older. Thanks for the great stay and we can’t wait to come back’
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.
Guest favourite
Home in Michigan City
4.96 out of 5 average rating, 176 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

JeffRating, 5 stars1 month ago
We all walked in and said WOW! It was beautiful and had so much charm. We have stayed in many rentals and this was by far the cleanest and most organized. We traveled with 3 couples and there was plenty of room to gather and socialize and room to just chill by yourself. The boardwalk made for a wonderful morning walk. Brittany was a terrific host answering any questions I had and providing a list of thing to do in the area. Certainly worth the money! We would definitely stay again. Rita
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.
Guest favourite
Home in Douglas
4.98 out of 5 average rating, 135 reviews

Rustic Mid Century Pool Oasis. Steps from town!

PoojaRating, 5 stars5 days ago
the best of the best. have created a lifetime of memories at this home. always an absolute joy to spend time in the green oasis! pool time, grill time, and the coziest couch of all time- literal kick off to our summer!
Guest favourite
Home in Holland
4.96 out of 5 average rating, 119 reviews

The Splash Pad- a secluded pool/hot tub oasis

RobinRating, 5 stars2 days ago
The location of this house is in a private quiet setting but close to so many things. The kids loved looking out the front window and seeing the horses right across the street. The house was very clean and exactly how it was described, nicely decorated without over doing it. We utilized every part of the large property for volleyball, football, cooking out and eating at the picnic table, bonfires for making smores and picking wild flowers. The pool and hot tub was very clean and nice. The bedrooms are large and perfectly accommodated our family of 10 with 2 littles in pack n plays. There were plenty of items provided to make our stay easy, dishes, cookware, pool towels, board games, and pool items. Brandon was a great host and extremely responsive before and during our stay. When we had a question about the air conditioner on our first night, he responded within 10 minutes and then sent someone out to handle it. I would highly recommend Brandon and this house for a family get away.

Apartment rentals with a pool

Superhost
Apartment in Saugatuck
4.91 out of 5 average rating, 120 reviews

Robyn's Chain Ferry Nest #2 Water-Chain Ferry View

AmandaRating, 5 stars5 days ago
This was a great little place for a last minute get away! I appreciated that we could travel with our dog. It was also nice to have access to the pool across the street. My teenagers enjoyed that. The place was clean and in a great centralized location! The only thing I didn't realize is that the bathroom is attached to the bedroom so if you're traveling with more than two people, they will need to walk through your bedroom to get to the bathroom.
Guest favourite
Apartment in Douglas
4.9 out of 5 average rating, 31 reviews

Northern Lights 2 Bed 2 Bath With Pool

MackenzieRating, 5 stars1 month ago
We lost electricity for two days due to a storm, and Matt was kind enough to refund our money for those days even though, of course, he had no control over that. We’ll be back!
Top guest favourite
Apartment in South Haven
5 out of 5 average rating, 14 reviews

South Haven North Shore condo

TinaRating, 5 stars1 week ago
We really enjoyed our stay. It was quiet, clean, and comfortable. The location was perfect. It was close to the beach and grocery stores as well as a quick ride into downtown South Haven. The neighborhood was peaceful to walk through. The pool was a great! We hope to stay there again soon.
Guest favourite
Apartment 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
Apartment in South Haven
4.94 out of 5 average rating, 63 reviews

Upscale 2br w/ private beach and pool on Lake MI.

JimmyRating, 5 stars1 month ago
Great place, great location, easy to walk almost everywhere. The private beach was great. Patio and pool were well maintained and peaceful. Only downside is lots of stairs but really great place would stay there again for sure.
Guest favourite
Apartment in South Haven
5 out of 5 average rating, 17 reviews

Private Beach/Pool on Lake MI Condo

RonaldRating, 5 stars9 months ago
My husband & I rented this gem for a week. The condo is spotless, kitchen has many amenities, tastefully decorated, very comfortable and we loved it! We loved being right on the water/ beach and close to town. Highly recommend this adorable condo.
Superhost
Apartment 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!
Top guest favourite
Apartment in Douglas
4.97 out of 5 average rating, 207 reviews

Cute condo with pool great for summer fun

JasonRating, 5 stars1 week ago
Our family of 4 really enjoyed our short 2 night midweek stay here. Excellent location that is close to the beach and downtown Saugatuck. The heated pool and gas fire pits were really nice after we got back from a day of exploring the area. Isabel’s was just a short walk across the parking lot - great bakery, coffee shop, and market with unique foodie options. We would love to come back here.

Quick stats about holiday rentals with a pool in Benton Harbor

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹12,981 before taxes and fees

  • Total number of reviews

    310 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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