Photo by Kristy Burton

Holiday Rentals in Rolling Prairie

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Holiday Rentals in Rolling Prairie

Apartment in New Buffalo

4.0 star property
9.6 out of 10, Exceptional, (65)
"Absolutely perfect, we loved every bit of our stay!"
United States
Rebecca
The Neighborhood Hotel - Grand Beach

Holiday Home in Michigan City

9.6 out of 10, Exceptional, (121)
"We enjoyed everything about the house it could have used a little weed eating but other than that it was perfect my family enjoyed their stay Thank you again"
United States
Barb W.
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Holiday Home in New Buffalo

10.0 out of 10, Exceptional, (79)
"The house was perfect for our family vacation with the pool and location!! Better than advertised. "
United States
Michael D.
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Holiday Home in Sawyer

2.0 star property
10.0 out of 10, Exceptional, (28)
"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! "
United States
Kristy D.
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

Holiday Home in Michigan City

9.8 out of 10, Exceptional, (150)
"The house was a great location. Close to the beach. We had a wonderful time!"
United States
Jim W.
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Apartment in Three Oaks

9.8 out of 10, Exceptional, (161)
"Great location in town where we could walk anywhere. Nicely-decorated interior with lots of room for our family."
United States
Ray
The price is €254
includes taxes & fees
7 Dec - 8 Dec
Stay in downtown Three Oaks overlooking the main street!

Apartment in Michigan City

9.4 out of 10, Exceptional, (126)
"Was as described great stay"
United States
Amber C.
The price is €249
includes taxes & fees
1 Dec - 2 Dec
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Holiday Home in Michigan City

9.6 out of 10, Exceptional, (245)
"House had everything we needed, great resort neighborhood for kids "
United States
Kathryne I.
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Holiday Home in Michigan City

10.0 out of 10, Exceptional, (244)
"Great place to stay with a big family "
United States
Larry Y.
Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house

Holiday Home in Near Northwest

8.6 out of 10, Excellent, (24)
"The property has overall good cleanliness and the check in process was super easy. We enjoyed our weekend at the house and I have no complaints."
United States
Curtis M.
The price is €383
includes taxes & fees
1 Dec - 2 Dec
2 Miles from NOTRE DAME, Brand New Spacious House!

Holiday Home in Downtown New Buffalo

10.0 out of 10, Exceptional, (32)
"Heather's home is amazing - beautifully appointed, amazing location, and perfect for a large group. Her hospitality is the best in a vacation home we've ever experienced, and we will return! "
United States
Monica B.
New luxury home steps to downtown w/yr round heated pool

Villa in Michigan City

8.8 out of 10, Excellent, (23)
"Good location great pool host was nice to deal with. Had a good time"
United States
T H.
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

Holiday Home in Union Pier

10.0 out of 10, Exceptional, (133)
"Very comfortable, steps to a dock, use of canoe, fishing, hot tub, Firepit for roasting marsh mellows. Very pleasant stay."
United States
Kenneth
Lakefront! Secluded, HotTub, Fire Pit, Private Dock&boats 90 Min from Chicago

Villa in Bridgman

3.0 star property
9.6 out of 10, Exceptional, (12)
"The apartment was wonderful, close to the Red Bud Race track, restaurants, and of course, the beach! We would definitely stay here again. "
United States
NANCY
Sunset Dunes Vacation Villas

Holiday Home in New Buffalo

9.2 out of 10, Wonderful, (70)
"Great backyard space to hang out. Awesome location to walk and explore the area and an easy drive to other spots along the lake. The few minor issues we had were quickly communicated and addressed with the owner, so the trip went on without a hitch."
United States
Laura P.
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Holiday Home in Michigan City

8.6 out of 10, Excellent, (88)
"Great house, beautiful view, very clean"
United States
Natalie D.
The price is €387
includes taxes & fees
1 Dec - 2 Dec
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Holiday Home in New Buffalo

9.4 out of 10, Exceptional, (12)
"We were pleased with all amenities at the house. Wish beach on Lake Michigan had been easier to access."
United States
Glenda F.
Beach house with Private Heated Pool, Jacuzzi, Firepit. Steps to beach and park.

Holiday Home in Michigan City

10.0 out of 10, Exceptional, (119)
"The place was even better than the photos. It was a great place to stay."
United States
Alex B.
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Holiday Home in Michigan City

2.0 star property
10.0 out of 10, Exceptional, (14)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our time."
United States
Anonymous traveller
The Cypress Log Cabin - Historic National Park Home on the beach

Holiday Home in Michigan City

9.6 out of 10, Exceptional, (49)
"We stayed here for a friends bachelorette and could not have been more pleased!The host communicated everything so so well. The house was lovely and just like the listing. Good location and wonderful amenities included!"
United States
Olivia F.
The price is €291
includes taxes & fees
1 Dec - 2 Dec
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
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

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, apart-hotels, 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 favorite 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 depends 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 €249 per night. Entering your travel dates in the search wizard you might find 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, Clear Lake and Rolling Prairie Branch 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.