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Rolling Prairie Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Holiday Rentals in Rolling Prairie

Our top choices for Rolling Prairie holiday rentals

The Neighborhood Hotel - Grand Beach
3 bedrooms, premium bedding, memory-foam beds, blackout curtains

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (57)
"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.
Pool

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

9.6 out of 10, Exceptional, (229)
"We enjoyed our stay. Everything was picturesque and would definitely recommend staying here."
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Outdoor dining

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

10.0 out of 10, Exceptional, (75)
"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
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby

Treehouse Bungalow- Quaint and Cozy Getaway!

8.8 out of 10, Excellent, (52)
"Very nice, comfortable stay"
The price is HK$2,095
HK$3,428 total
includes taxes & fees
2 Sept - 3 Sept
Treehouse Bungalow- Quaint and Cozy Getaway!
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Property grounds

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

9.4 out of 10, Exceptional, (116)
"Very nice relaxing stay. "
The price is HK$973
HK$1,884 total
includes taxes & fees
4 Sept - 5 Sept
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Interior

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

9.8 out of 10, Exceptional, (143)
"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
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
A heated pool

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
Walkable cozy cottage, Outlet Mall across street!
Interior

Walkable cozy cottage, Outlet Mall across street!

9.4 out of 10, Exceptional, (19)
"Loved the cottage it had everything we needed very nice!"
Walkable cozy cottage, Outlet Mall across street!
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Exterior

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

9.8 out of 10, Exceptional, (113)
"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!
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Outdoor pool, a heated pool

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!
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined
Smart TV, fireplace, DVD player, printers

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

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

2.0 star property
10.0 out of 10, Exceptional, (24)
"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
2 Miles from NOTRE DAME, Brand New Spacious House!
Smart TV

2 Miles from NOTRE DAME, Brand New Spacious House!

8.6 out of 10, Excellent, (20)
"The house was beautiful, spacious & clean! Had a great time definitely recommend & would book again! "
The price is HK$973
HK$3,125 total
includes taxes & fees
1 Sept - 2 Sept
2 Miles from NOTRE DAME, Brand New Spacious House!
7 Bedroom Lake Shore Dr. Beach Home - NEWLY BUILT HOME! Steps to the beach!
Property grounds

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!
Sunset Dunes Vacation Villas
Private kitchenette

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

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

2.0 out of 10, (1)
"The location of the property was misleading from its pinned location on the map provided when we booked. It is nowhere near the pinned location. Rather than a 7 minute walk to the beach, it was actually 25 minutes in 90 heat. We received the actual address after the cancellation deadline. I grew up in this area, so it was very clear where the house was located according to VRBO’s map. Disappointing is an understatement, as this was intended to be a beach trip. It’s simply not located in a...
The price is HK$9,251
HK$14,329 total
includes taxes & fees
5 Sept - 6 Sept
Brand New Spacious 7-bedroom Michiana Shores Beach House in the woods!
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
TV, fireplace, books, stereo

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 HK$3,107
HK$6,262 total
includes taxes & fees
3 Sept - 4 Sept
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!
A heated pool

Huge Family Home w/ Pool - 13 Mi to Lake Michigan!

9.4 out of 10, Exceptional, (44)
"Great and relaxing home"
Huge Family Home w/ Pool - 13 Mi to Lake Michigan!
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
Terrace/patio

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

10.0 out of 10, Exceptional, (172)
"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!
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
On the beach, sun-loungers

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

9.6 out of 10, Exceptional, (321)
"We loved our stay! Specifically the walk to the beach and view from the balcony. "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
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

Search for holiday rentals in Rolling Prairie on Expedia! You can easily find your home rentals, villas, holiday apartments in Rolling Prairie using one of the methods below:

  • View our selection of featured holiday rentals in Rolling Prairie
  • Use the map to find apartments and other holiday homes in the Rolling Prairie neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rolling Prairie while they last

Look no further and take a look at our great range of rental properties in Rolling Prairie!

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.

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.