Vacation rentals in Rolling Prairie
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Top-rated vacation rentals in Rolling Prairie
Guests agree: these stays are highly rated for location, cleanliness, and more.
Condo in St. Joseph
4.86 out of 5 average rating, 7 reviewsSurf Loft – Vacay Dwntn nr Beach, Park, Amenities
Can’t say enough good about the place and host! Had a beautiful weekend in St Joseph. The location is perfect. Walked everywhere! Highly recommend!! Thanks Juniper Holiday & Home!!!
Cottage in Lakeside
4.79 out of 5 average rating, 48 reviewsFun Duplex 200Yds 2 Lake Michigan-Pool/HotTub&More
This made for an excellent airBnB for my family staying for a wedding in the area. Frank was responsive and communicated well with FAQs. Thank you!
Cottage in New Buffalo
4.96 out of 5 average rating, 183 reviewsVoted #1 Family Getaway In SW MI for 2019-2024
Great property for two families with small kids! The listing has everything you need, including pack and plays & a highchair. Dana was super responsive and laid out easy instructions + local recommendations. S’mores on our last night was a big hit!
Cottage in Union Pier
4.98 out of 5 average rating, 212 reviews"The Pines" in Union Pier: Year-round getaway
We had an amazing time at John’s home! It was so incredibly cozy and comfortable, and in a great location. It was so dreamy sitting by the fire every day. There was plenty of space for our family and family friends, and we were pleasantly surprised by how kid friendly it was. W would love to come back another time!
Apartment in New Buffalo
4.9 out of 5 average rating, 21 reviewsCharming 2BR/2BA Cottage with Full Kitchen & Patio
My husband and I and our mini-golden doodle rented cottage 14. It was super clean and exactly as described in the listing. We enjoyed our coffee on the front patio in the morning. We also spent some time at the pool (it was clean). The Neighborhood is located in an extremely quiet area and within walking distance to the beach. We walked the short distance to the beach and enjoyed the sunset a few nights. The dining recommendations provided by Jonathan were GREAT too! We tried David's Deli, Rio's and Redamak's. We also discovered a tasty pizza place, Villa Nova, in New Buffalo. It's next to Barney's. We would definitely recommend The Neighborhood to friends and family.
Home in Sawyer
4.96 out of 5 average rating, 78 reviewsHere and Now
My 3 friends and I had a great stay at Brandon and Lisa’s place. The home was clean and comfortable, and was exactly as advertised in the photos. The home is close to the Warren dunes state park, wineries, and an easy drive to New Buffalo as well. 10/10 recommend!
Home in Three Oaks
4.82 out of 5 average rating, 96 reviewsThree Oaks Creek House Perfect
I will call it "Mary Poppins", practically perfect in every way. If you are looking for a quite scenic vacation spot, this is it. Their are obviously things that could have been better, but we got exactly what we wanted, no notes, no issues, no problems.
Home in Michigan City
5 out of 5 average rating, 11 reviewsVilla Vesta-Lake Retreat
Vesta was super welcoming and VERY accommodating. The hot tub was fun, the adult and the kiddos enjoyed it very much! The place was super clean and organized and was equipped with everything we needed! Thanks Vesta!
Home in Lakeside
5 out of 5 average rating, 57 reviewsBeautiful New Retreat in Lakeside - Walk to Beach
Absolutely perfect! Great spot to retreat from it all. Beautiful home and location. Super nice hosts!
Home in Michigan City
4.89 out of 5 average rating, 113 reviewsRoomy and Private Getaway for Families & Friends
Very spacious and just as described. Perfect location for visiting family and would be great in the summer!
Apartment in Michigan City
4.94 out of 5 average rating, 136 reviewsCharming apartment in Arts District
We've stayed here before. It's always really clean and nice. The towels are super soft, and the pillows and linens are awesome. You're right across from the outlet mall, and a farmers market type store across the other way. There's a cute little ice cream shop on the corner. You're close to the beach and the zoo. It's just a nice place to rest and reset. I highly recommend it.
Cabin in Benton Harbor
4.99 out of 5 average rating, 267 reviewsCharming Cabin-Private Beach & Golf
I brought my four kids age 2-16 for some special time at the lake, dunes, and St Joseph. We really enjoyed the home, it was very comfortable, clean and tastefully decorated… comfy beds, well stocked but not cluttered kitchen, and my little ones absolutely loved the children’s bedroom. The private beach is an easy walk and it’s beautiful. Kristi had great recommendations and is the most gracious and hospitable host.
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Other great vacation rentals in Rolling Prairie
Home in Michigan City
4.86 out of 5 average rating, 28 reviews"Beachy Bliss: Sun, Slots, Sips & Shops!"
My friends and I had a wonderful stay! The house is super cute and is close to the beach, shops, restaurants , the grocery store, and more! We were out of a few things but they responded immediately and dropped it off asap! We would definitely come back! Thank you!
Home in Michigan City
4.95 out of 5 average rating, 62 reviewsHome near the lake with an inground pool
This is a great place. Very spacious and comfortable and close to downtown and attractions. We enjoyed our stay very much.
Cottage in Vandalia
4.9 out of 5 average rating, 21 reviewsPrivate Vandalia Beach Front Cottage
This was such a nice weekend with our family. The cottage was stocked with everything you need! The lake is super quiet and pretty private! The place was clean and remodeled in the inside. Our first time booking an AIRBNB so we were nervous but we are so glad we did!
Vacation home in Baroda
4.94 out of 5 average rating, 16 reviewsLocation location
This was our second time staying in Pawel's place as a group of 8 friends and this home provides a very comfy stay with plenty of separation of space. We enjoyed the porch and pool table and the large dining space, as well as the close proximity to wineries, breweries, and Granor Farm.
Home in Chesterton
4.92 out of 5 average rating, 50 reviews4 Season House
Great location for our visits to family in the area. Very accommodating our sudden change of plans and willing to work with us. Easy and quick communication. Delightful stay. Would highly recommend and hope to return again. Thanks Cheryl!
Home in Miller
4.9 out of 5 average rating, 108 reviewsSunset beach house
At first I thought all the 5 star ratings were fake but I completely understand now !😂 our stay was great ! She communicated well, she was able to make accommodations for us, and everything went smoothly. The location is great!
Home in Benton Harbor
4.75 out of 5 average rating, 12 reviewsFamily Getaway
Fantastic stay for a nice quiet weekend in at Joseph. Great location and atmosphere located away from town activity but close enough to beaches and fun ! Fire pit and ambience was really enjoyable. And dog friendly !
Cottage in Union Pier
4.96 out of 5 average rating, 192 reviewsDesigner Cottage Relax Beach Pool & Spa—Windjammer
Second time staying in this home and it was even better than the last. Great neighborhood and layout and they’ve made some really nice cosmetic updates to the house as well. Can’t wait to come back in the summer!
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