Lodging Image

Rolling Prairie Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rolling Prairie vacation rentals

Interior

1. Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
New Carlisle
9.6 out of 10, Exceptional, (29 reviews)
"Cozy Country Escape is a perfect name for this location! It was so quiet & relaxing.The unit was very clean, Jackie, the property manager, was very prompt & thorough in her response to questions & entry instructions. The view of Lake Hudson was beautiful, especially at sunset."
United States
Dianne K.
The price is ￥34,342
￥68,010 total
includes taxes & fees
Sep 20 - Sep 21
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
Outdoor dining

2. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (7 reviews)
"Great location!! "
United States
Kathy P.
The price is ￥30,877
￥39,657 total
includes taxes & fees
Sep 8 - Sep 9
Be Our -Country- Guest
Terrace/patio

3. Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.4 out of 10, Exceptional, (80 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
The price is ￥30,440
￥43,709 total
includes taxes & fees
Sep 24 - Sep 25
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Smart TV

4. Walk to Town, Beach, Game Room, Firepit Stay

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.6 out of 10, Exceptional, (5 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
The price is ￥16,985
￥77,695 total
includes taxes & fees
Sep 7 - Sep 8
Walk to Town, Beach, Game Room, Firepit Stay
Interior

5. Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!
Three Oaks
9.8 out of 10, Exceptional, (187 reviews)
"Place was amazing!! "
United States
Betsy T.
The price is ￥31,252
￥56,410 total
includes taxes & fees
Oct 1 - Oct 2
Stay in downtown Three Oaks overlooking the main street!
Smart TV, video games, DVD player, foosball

6. One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly

One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly
Three Oaks
10.0 out of 10, Exceptional, (7 reviews)
"Amazing location, very cute cabin, was the perfect place to stay for a cozy fall weekend."
United States
Sam A.
The price is ￥26,595
￥61,914 total
includes taxes & fees
Sep 14 - Sep 15
One minute to beach/fishing lake! Knotty but Nice-sleeps upto 6-Pet/Kid Friendly
Exterior

7. 3 Bed 3 Ba Screenporch/Sunset Lake Views

3 Bed 3 Ba Screenporch/Sunset Lake Views
LaPorte, Indiana, US
10.0 out of 10, Exceptional, (69 reviews)
"This property was very comfortable and worked great for our family!"
United States
Rolf B.
The price is ￥38,440
￥95,612 total
includes taxes & fees
Sep 7 - Sep 8
3 Bed 3 Ba Screenporch/Sunset Lake Views
Coffee/tea maker, fridge, microwave, stovetop

8. Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.2 out of 10, Wonderful, (24 reviews)
"It was amazing and close by the dunes for our National Park and hiking day. Nice area with lots of restaurants around, and the place was super clean and cozy!"
United States
JoC S.
The price is ￥12,644
￥23,777 total
includes taxes & fees
Sep 14 - Sep 15
Newely Remodeled Studio!
Coffee/tea maker, fridge, microwave, oven

9. Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (33 reviews)
"Very nice place and all as advertised. Would stay here again"
United States
Murray
The price is ￥27,189
￥72,573 total
includes taxes & fees
Sep 9 - Sep 10
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Beach nearby

10. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (59 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is ￥22,338
￥65,756 total
includes taxes & fees
Sep 15 - Sep 16
Treehouse Bungalow- Quaint and Cozy Getaway!
Exterior

11. UncleLarry's LakePlace, Hot Tub

UncleLarry's LakePlace, Hot Tub
La Porte
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful lake house stay, very refreshing! Lovely views of the lake and quiet area when we were there in November. Super comfy beds, great hot tub, and amazing view. Would definitely stay here again!"
United States
Jessica E.
The price is ￥40,362
￥101,594 total
includes taxes & fees
Sep 30 - Oct 1
UncleLarry's LakePlace, Hot Tub
Property grounds

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

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (138 reviews)
"Such a beautiful location, easy access to the the beach, and the view was gorgeous. Also, the entertainment options in the Miami were incredible. Will absolutely visit again."
United States
Katie K.
The price is ￥19,533
￥41,128 total
includes taxes & fees
Sep 7 - Sep 8
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Terrace/patio

13. Romantic Cozy Home in "America’s Nicest Town"

Romantic Cozy Home in "America’s Nicest Town"
Buchanan
9.8 out of 10, Exceptional, (17 reviews)
"Very comfortable home in excellent location. Very well furnished and maintained."
United States
Jan P.
The price is ￥18,254
￥36,147 total
includes taxes & fees
Sep 8 - Sep 9
Romantic Cozy Home in "America’s Nicest Town"
Coffee/tea maker, fridge, microwave, oven

14. Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (19 reviews)
"Host was responsive and communicative. Place was exactly as pictured and described. Great location. Amazing garage. "
United States
Scott W.
The price is ￥26,792
￥99,092 total
includes taxes & fees
Sep 30 - Oct 1
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
TV, books

15. Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (24 reviews)
"Great stay, loved the place!"
United States
Ryan J.
The price is ￥21,208
￥65,764 total
includes taxes & fees
Oct 5 - Oct 6
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Beach nearby

16. Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Michigan City
9.8 out of 10, Exceptional, (28 reviews)
"It was a cute little place to stay"
United States
Janielle K.
The price is ￥17,579
￥34,566 total
includes taxes & fees
Sep 15 - Sep 16
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Interior

17. Peach by the Beach! 1 Bdrm Apt close to downtown

Peach by the Beach! 1 Bdrm Apt close to downtown
Downtown New Buffalo
9.6 out of 10, Exceptional, (32 reviews)
"Close to downtown, convenient location."
United States
Jim B.
The price is ￥35,159
￥40,159 total
includes taxes & fees
Sep 7 - Sep 8
Peach by the Beach! 1 Bdrm Apt close to downtown
Smart TV, fireplace, books, stereo

18. 3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach

3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (16 reviews)
"Loved staying in this cottage. Super close to everything, clean and overall in a great location. Hosts were very helpful and easy to communicate with. Highly recommend! Will look to stay here again for sure. "
United States
Miranda S.
The price is ￥32,033
￥70,989 total
includes taxes & fees
Sep 14 - Sep 15
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
Beach nearby

19. The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.6 out of 10, Exceptional, (19 reviews)
"Cute and cozy"
United States
angel R.
The price is ￥20,902
￥49,392 total
includes taxes & fees
Sep 7 - Sep 8
The Boutique at Midtown Central / Hot Tub / Pet Friendly
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rolling Prairie Hotel Reviews

Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

8/10 Good
"Staff was friendly and quick to help"
Jordan 1-night trip
Posted 1 hour ago
Baymont by Wyndham Michigan City

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 vacation rentals in Rolling Prairie?

Yes, we give you a choice of vacation rentals close to popular local attractions in Rolling Prairie, or you can go with a secluded option if you want a relaxing place to stay.

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

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart: Visitors like this Rolling Prairie vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Rolling Prairie?

With 3 Expedia vacation rentals, you're sure 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 vacation rental in Rolling Prairie like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Rolling Prairie. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family trips.