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Top Holiday Rentals in Rolling Prairie

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (56)
"Great stay for a large family, stayed in the 3 bedroom suite. "
The Neighborhood Hotel - Grand Beach

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

10.0 out of 10, Exceptional, (74)
"This house is a great setup and well taken care of. The owners are very responsive and location is close to everything."
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Sunset Dunes Vacation Villas

3.0 star property
10.0 out of 10, Exceptional, (8)
"This is an attractive, comfortable, well-maintained, and conveniently located rental. We enjoyed our stay and would stay here again."
Sunset Dunes Vacation Villas

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

10.0 out of 10, Exceptional, (197)
"We loved our stay here. I can’t wait to come back in the summer months"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

9.4 out of 10, Exceptional, (116)
"We love this location. The landscaping was beautiful. We didn’t use the hot tub as it is not in a secluded location. But we still love this little spot and look forward to our next visit. "
The price is £183
includes taxes & fees
2 Sept - 3 Sept
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Treehouse Bungalow- Quaint and Cozy Getaway!

8.8 out of 10, Excellent, (51)
"Unsafe parking, uncomfortable couch and beds. We didn’t stay the night due to the poor conditions."
The price is £333
includes taxes & fees
17 Aug - 18 Aug
Treehouse Bungalow- Quaint and Cozy Getaway!

2 Miles from NOTRE DAME, Brand New Spacious House!

8.6 out of 10, Excellent, (18)
"Property is very nice and clean. Very close to Norte dame. Great place to stay for a game day!"
The price is £317
includes taxes & fees
16 Aug - 17 Aug
2 Miles from NOTRE DAME, Brand New Spacious House!

Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

10.0 out of 10, Exceptional, (168)
"This property is beautiful with a lot of space, bedrooms, and bathrooms. The location was perfect for walking to the beach, restaurants, and shopping. Can't wait to visit again!"
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

9.0 out of 10, Wonderful, (61)
"We had a fantastic time together."
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

9.4 out of 10, Exceptional, (100)
"Our family spent the holiday at this incredible house and everything was perfect. We would definitely stay here again and highly recommend it. "
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

9.8 out of 10, Exceptional, (112)
"The house was super clean and had everything we could have needed! Super nice house for the area and more than enough parking for a large group!"
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

7.6 out of 10, Good, (22)
"Had a great time and enjoyed our stay "
Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

9.8 out of 10, Exceptional, (140)
"Just perfect!! 4 levels. Plenty of back yard room and the beach was fantastic!!Everything was as stated in information!!Recommend to anybody. !!!"
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

8.6 out of 10, Excellent, (84)
"Great house, beautiful view, very clean"
The price is £468
includes taxes & fees
25 Aug - 26 Aug
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Kid-friendly Michiana cottage! Summer dates open - including 4th of July!

10.0 out of 10, Exceptional, (58)
"Loved this place and so clean and perfect for our girls weekend!"
Kid-friendly Michiana cottage! Summer dates open - including 4th of July!

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

9.2 out of 10, Wonderful, (65)
"Had the best weekend at this house. The house was clean, updated, and had everything we could need. Will be staying again. "
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

10.0 out of 10, Exceptional, (209)
"We had a great stay; the layout was great for our family vacation."
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

3BR Condo Close To The Beach! In/OutDoor Pools

10.0 out of 10, Exceptional, (97)
"Lovely condo in great location"
3BR Condo Close To The Beach! In/OutDoor Pools

Brand New Spacious 7-bedroom Michiana Shores Beach House in the woods!

The price is £1,385
includes taxes & fees
21 Aug - 22 Aug
Brand New Spacious 7-bedroom Michiana Shores Beach House in the woods!

Newely Remodeled Studio!

9.0 out of 10, Wonderful, (15)
"This was a perfect spot for an easy no frills stay"
The price is £130
includes taxes & fees
18 Aug - 19 Aug
Newely Remodeled Studio!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rolling Prairie Hotel Reviews

Frequently asked questions

Are there holiday rentals in Rolling Prairie?

Yes, there are holiday rentals close to the most popular sights in Rolling Prairie, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rolling Prairie has to offer?

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants : This holiday home rental outside of Rolling Prairie is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a terrace and a garden so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Rolling Prairie?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Rolling Prairie stay.

What’s there to see and do in Rolling Prairie?

Saugany Lake and Silver Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Rolling Prairie Branch and Hunt Lake are other places worth a visit.

What’s a holiday rental in Rolling Prairie like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rolling Prairie. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family gatherings.