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Holiday Homes in Rolling Prairie

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Rolling Prairie holiday homes

A gazebo with a rusted metal roof and a circular floor, surrounded by gravel and trees.

1. 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 NZ$410
includes taxes & fees
28 Sept - 29 Sept
Be Our -Country- Guest
A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

2. 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
9.4 out of 10, Exceptional, (30 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 NZ$767
includes taxes & fees
3 Oct - 4 Oct
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A two-story house with a porch and a mailbox.

3. Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
La Porte
9.8 out of 10, Exceptional, (102 reviews)
"Claudia was the most gracious hostess! I liked that she came over to show you around the house. She pointed out different features about the architecture, etc. She had such unique decorations. We enjoyed the collection of coffee mugs! Beautiful house to entertain with your family. I loved the master bedroom & bathroom. The porch was great to enjoy your morning coffee! We would love to stay here again!!"
United States
Stephanie
The price is NZ$670
includes taxes & fees
27 Sept - 28 Sept
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
A modern living room with a grey sofa, a small ottoman, and a patterned rug. There is a kitchen area with a dark countertop and hanging pots.

4. 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)
"The home was exactly what we needed for the family trip."
United States
Allison A.
The price is NZ$655
includes taxes & fees
27 Sept - 28 Sept
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

5. 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 NZ$856
includes taxes & fees
28 Sept - 29 Sept
Walk to Town, Beach, Game Room, Firepit Stay
A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a wooden table and chairs.

6. 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 NZ$1,044
includes taxes & fees
27 Oct - 28 Oct
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
A modern kitchen with stainless steel appliances, a wooden island, and a dining area with white chairs.

7. 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 close to everything the town had to offer."
United States
Craig S.
The price is NZ$743
includes taxes & fees
30 Sept - 1 Oct
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
A single-story house with a front porch, a fenced yard, and a large tree in the foreground.

8. Home in Union Pier, MI

Home in Union Pier, MI
Union Pier
The price is NZ$550
includes taxes & fees
12 Oct - 13 Oct
Home in Union Pier, MI
A waterfront property with a multi-level deck, outdoor seating, and a staircase leading to the upper levels.

9. UncleLarry's LakePlace, Hot Tub

UncleLarry's LakePlace, Hot Tub
La Porte
10.0 out of 10, Exceptional, (9 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 NZ$1,203
includes taxes & fees
15 Oct - 16 Oct
UncleLarry's LakePlace, Hot Tub
A wooden boardwalk leading to a sandy beach with the ocean in the background.

10. Singing Sands Trl | Hot Tub Retreat | Dogs OK

Singing Sands Trl | Hot Tub Retreat | Dogs OK
Michigan City
9.6 out of 10, Exceptional, (33 reviews)
"Serene atmosphere perfect for relaxation away from the loud busy city"
United States
Ally P.
Singing Sands Trl | Hot Tub Retreat | Dogs OK
A wooden cabin with a porch, outdoor seating, and a garden area.

11. Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Three Oaks
10.0 out of 10, Exceptional, (32 reviews)
"The house was well stocked, very comfortable, and in great condition. Everything inside was of high quality. We really enjoyed being within close walking distance of Journeyman Distillery along with the local shops and restaurants. We would stay here again if in the area."
United States
Jack P.
The price is NZ$781
includes taxes & fees
6 Oct - 7 Oct
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

12. 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 NZ$525
includes taxes & fees
27 Sept - 28 Sept
The Boutique at Midtown Central / Hot Tub / Pet Friendly
A modern living room with a brown leather sofa, a dining table with chairs, a kitchen area, and a TV mounted on the wall.

13. Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Michigan City
8.0 out of 10, Very good, (2 reviews)
"Convenient location, quiet neighborhood, very close to commuter train. People do tend to drive way too fast on the street (posted 20mph and most drive 40mph). Communication with the host was excellent. Super helpful!"
United States
Jennifer K.
The price is NZ$662
includes taxes & fees
28 Sept - 29 Sept
Cozy 2 Bedroom Home Near Lake Michigan & Downtown
A compact gym with a stationary bike, a purple exercise ball, a step platform, and a trampoline.

14. Charming Retreat on Quiet Street, close to Notre Dame and DTSB

Charming Retreat on Quiet Street, close to Notre Dame and DTSB
South Bend
10.0 out of 10, Exceptional, (11 reviews)
"The location was perfect for our needs. We were close to our family who live in the area, a grocery store was 5 minutes away, the lovely River Walk was close by, too, providing plenty of outside time and a number of restaurants to choose from as well. We had a wonderful, unforgettable stay. "
United States
Anonymous traveller
The price is NZ$386
includes taxes & fees
26 Oct - 27 Oct
Charming Retreat on Quiet Street, close to Notre Dame and DTSB
A modern kitchen with white cabinets, a stainless steel refrigerator, granite countertops, and a brick accent wall.

15. Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
10.0 out of 10, Exceptional, (6 reviews)
"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."
United States
Billie Farrar f.
The price is NZ$446
includes taxes & fees
5 Oct - 6 Oct
Newly Renovated / Dog Friendly / Sleeps 6
A wicker chair on a wooden porch with a lantern and greenery in the background.

16. 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 NZ$396
includes taxes & fees
21 Oct - 22 Oct
Romantic Cozy Home in "America’s Nicest Town"
A modern outdoor patio with a hot tub, two barbecue grills, and a white brick wall.

17. Game room/ Hot Tub / Pet Friendly / Duplex

Game room/ Hot Tub / Pet Friendly / Duplex
Michigan City
8.8 out of 10, Excellent, (6 reviews)
"The house was perfect for and we enjoyed the hot tub."
United States
Mistre S.
The price is NZ$565
includes taxes & fees
28 Sept - 29 Sept
Game room/ Hot Tub / Pet Friendly / Duplex
Two red Adirondack chairs facing the ocean with waves.

18. (4 bedrooms and 2 full baths; sleeps 11)

(4 bedrooms and 2 full baths; sleeps 11)
Michiana Shores
9.0 out of 10, Wonderful, (39 reviews)
"The house was perfect for my family and I. Very nice area and easy short drive to Buffalo. We really enjoyed our stay.."
United States
David C.
The price is NZ$1,015
includes taxes & fees
8 Oct - 9 Oct
(4 bedrooms and 2 full baths; sleeps 11)
A covered porch with a sliding glass door, a black outdoor heater, and a metal tool rack.

19. Cozy home near Lake Michigan with Smart TVs, fast Wi-Fi, and rustic charm.

Cozy home near Lake Michigan with Smart TVs, fast Wi-Fi, and rustic charm.
Michigan City
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful home and comfortable beds! Easy to access and communication was great! We will definitely stay here again next time we are in Michigan City!"
United States
Holly F.
Cozy home near Lake Michigan with Smart TVs, fast Wi-Fi, and rustic charm.
A sunset over a beach with people standing on the shore.

20. Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy

Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
Michigan City
9.8 out of 10, Exceptional, (32 reviews)
"It was a cute little place to stay"
United States
Janielle K.
The price is NZ$408
includes taxes & fees
18 Oct - 19 Oct
Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
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

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"A good choice if you are hanging out by the casino."
Brent 1-night trip
Posted 6 hours ago
Holiday Inn Express & Suites New Buffalo by IHG

Find out more about Rolling Prairie

Rolling Prairie Holiday Homes information

Number of reviews
315
Accommodation
1430 Holiday Homes
Lowest Price
NZ$386
Highest Price
NZ$1,203