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Rolling Prairie Holiday Rentals

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Holiday Rentals in Rolling Prairie

Our top choices for Rolling Prairie holiday rentals

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (61)
"Great stay for a large family, stayed in the 3 bedroom suite. "
The Neighborhood Hotel - Grand Beach

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

9.6 out of 10, Exceptional, (232)
"We enjoyed our stay. Everything was picturesque and would definitely recommend staying here."
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Sunset Dunes Vacation Villas

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

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

9.8 out of 10, Exceptional, (115)
"I stayed here with a large group of friends. It's a beautiful property, it fit our group perfectly. Fun location with plenty of great things to do nearby. "
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Treehouse Bungalow- Quaint and Cozy Getaway!

8.6 out of 10, Excellent, (54)
"Very nice, comfortable stay"
The price is AU$628
includes taxes & fees
1 Oct - 2 Oct
Treehouse Bungalow- Quaint and Cozy Getaway!

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

10.0 out of 10, Exceptional, (212)
"The house and its location were truly amazing. While the photos are beautiful, the actual experience exceeded our expectations! A fantastic spot for a large group stay."
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

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

10.0 out of 10, Exceptional, (200)
"great stay"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

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

10.0 out of 10, Exceptional, (76)
"Overall wonderful experience. Mary was so communicative and helpful. The house was beautiful and the perfect place for a long weekend with friends. Great outdoor area for gathering! Can’t recommend this place enough, we will definitely be back! "
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

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

8.6 out of 10, Excellent, (87)
"Great house, beautiful view, very clean"
The price is AU$1,232
includes taxes & fees
28 Sept - 29 Sept
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

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

10.0 out of 10, Exceptional, (101)
"Perfect location and excellent property! We’ll be back! Thank you! "
3BR Condo Close To The Beach! In/OutDoor Pools

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

2.0 star property
10.0 out of 10, Exceptional, (25)
"House was perfect for our multi family family vacation! Amenities were wonderful and its clear that Tim is passionate about hosting a wonderful saty for all his guests! "
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

9.6 out of 10, Exceptional, (101)
"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

BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

9.6 out of 10, Exceptional, (323)
"Wonderful fun property. Beautiful views and close to everything. "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

9.6 out of 10, Exceptional, (45)
"Liked the location, hot tub was great.Walked to the zoo."
The price is AU$524
includes taxes & fees
8 Oct - 9 Oct
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

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

9.8 out of 10, Exceptional, (147)
"Amazing house for a large group of friends!"
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

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

9.0 out of 10, Wonderful, (63)
"We had a fantastic time together."
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!

Steps from the beach! Pet friendly. Awesome amenities and great location.

10.0 out of 10, Exceptional, (251)
"Awesome stay as always. No issues with property during visit."
Steps from the beach! Pet friendly. Awesome amenities and great location.

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

9.6 out of 10, Exceptional, (33)
"We had an amazing time! Enjoyed every part of the house "
The price is AU$389
includes taxes & fees
14 Oct - 15 Oct
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

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

9.2 out of 10, Wonderful, (67)
"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!

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

10.0 out of 10, Exceptional, (178)
"Great house for our family! It was clean and spacious and very convenient to everything fun in New Buffalo!"
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
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

Find out more about Rolling Prairie

Find out more about Rolling Prairie

Everything you need to know about Rolling Prairie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rolling Prairie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rolling Prairie holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rolling Prairie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rolling Prairie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rolling Prairie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rolling Prairie holiday rentals we have selected for you start as low as AU$389 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rolling Prairie rentals

At Expedia, we put the best Rolling Prairie holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rolling Prairie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rolling Prairie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rolling Prairie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.: This holiday home rental outside of Rolling Prairie offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.