Photo by Kristy Burton

Search Condos Rentals in Rolling Prairie

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Rolling Prairie Condo Rentals

Downtown New Buffalo Suite 1A , Walk to Beach, King Beds
Beach nearby

Downtown New Buffalo Suite 1A , Walk to Beach, King Beds

9.8 out of 10, Exceptional, (11)
"Beautiful newly remodeled apartment and great location!"
Downtown New Buffalo Suite 1A , Walk to Beach, King Beds
The Lake's Warm! Book for August!! Relax. Hot tub - Steam Shower - Fireplace.
Guest rooms offer ocean views of the surrounding landscape.

The Lake's Warm! Book for August!! Relax. Hot tub - Steam Shower - Fireplace.

10.0 out of 10, Exceptional, (419)
"It was peaceful, clean and very well stocked. We enjoyed our time and felt very comfortable staying here. I love the entertainment space."
The Lake's Warm! Book for August!! Relax. Hot tub - Steam Shower - Fireplace.
Waterside Condo with private pool and close to everything | Beachside Getaway
Enjoy serene ocean views and gentle waves on this sandy beach.

Waterside Condo with private pool and close to everything | Beachside Getaway

10.0 out of 10, Exceptional, (15)
"Perfect location to walk to everything, and the condo was awesome!"
Waterside Condo with private pool and close to everything | Beachside Getaway
Condo in the Heart of New Buffalo with Heated Pool!
Enjoy a day of fun in the sun at our beach with swings and a slide.

Condo in the Heart of New Buffalo with Heated Pool!

9.6 out of 10, Exceptional, (23)
"This was the perfect location for our New Buffalo trip! The condo is exactly as described and the outdoor pool was a hit with the adults and kids. Easy check in and out process made this a relaxed trip."
Condo in the Heart of New Buffalo with Heated Pool!
Condo at the University of Notre Dame(D3)
Efficient kitchen with a stove, microwave, dishwasher, and sink, offering ample space for meal preparation.

Condo at the University of Notre Dame(D3)

9.4 out of 10, Exceptional, (16)
"We enjoyed staying here. It was very convenient for us. The condo is very basic, just what we wanted."
Condo at the University of Notre Dame(D3)
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
Enjoy water-based activities and scenic views from this coastal retreat.

'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL

10.0 out of 10, Exceptional, (125)
"I recommend it, quiet place near the center, there is a parking space. "
'Summer Breeze' Lakeside Condo - Walk to Town & Marina + POOL
3BR Condo Close To The Beach! In/OutDoor Pools
Enjoy the view of the pool and surrounding landscape from this balcony.

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

10.0 out of 10, Exceptional, (96)
"Lovely condo in great location"
3BR Condo Close To The Beach! In/OutDoor Pools
Classy Cabin | Beaches | Grand Mere | Wineries
Enjoy meals in the well-lit kitchen with a dining area and large window offering a view of the outdoors.

Classy Cabin | Beaches | Grand Mere | Wineries

10.0 out of 10, Exceptional, (12)
"We stayed during Christmas the condo was clean and comfortable. Close to everything Michigan has to offer."
Classy Cabin | Beaches | Grand Mere | Wineries
(3 Nt Min!) New Buffalo Condo With Association Pool & Hot Tub!
Enjoy a fun-filled day at the beach with swings and a slide for kids, and a lifeguard tower for added safety.

(3 Nt Min!) New Buffalo Condo With Association Pool & Hot Tub!

4.0 star property
9.2 out of 10, Wonderful, (25)
"The property was so nice. We loved the close proximity to the beach, shops, and restaurants. A totally relaxing get-a-way!"
(3 Nt Min!) New Buffalo Condo With Association Pool & Hot Tub!
Downtown New Buffalo Suite 2A , Walk to Beach, King Beds
Beach nearby

Downtown New Buffalo Suite 2A , Walk to Beach, King Beds

10.0 out of 10, Exceptional, (11)
"Definitely recommend this property "
Downtown New Buffalo Suite 2A , Walk to Beach, King Beds
Lakeside Serenity Villa with Private Patio
Kitchen features sleek appliances, a sink island, and a bathroom with a glass door.

Lakeside Serenity Villa with Private Patio

10.0 out of 10, Exceptional, (72)
"We had a great stay and loved how close we were to Warren Dunes and several wineries."
Lakeside Serenity Villa with Private Patio
2 Br 2 b Condo at Unv of Notre Dame, Short and long term stays welcome! ND Foot
Compact kitchen with stainless steel appliances and natural wood cabinetry.

2 Br 2 b Condo at Unv of Notre Dame, Short and long term stays welcome! ND Foot

9.6 out of 10, Exceptional, (27)
"This place was perfect. Great location. Walkable to campus and Eddie street commons.Clean and quiet. Would stay again "
2 Br 2 b Condo at Unv of Notre Dame, Short and long term stays welcome! ND Foot
Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and pendant lights.

Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time

10.0 out of 10, Exceptional, (15)
"This place was really nice that we stayed in. Really close to downtown and everything was clean and ready to go for us."
Downtown Condo with w/2 pools & Gym - Beach, Shops & Restaurants | Lake Time
Union Pier Condo With Association Pool! Close To Beach And Downtown!
Traditional two-story home with a charming porch and lush surroundings.

Union Pier Condo With Association Pool! Close To Beach And Downtown!

9.4 out of 10, Exceptional, (27)
"Location was excellent! Very nice property. Our family enjoyed our time."
Union Pier Condo With Association Pool! Close To Beach And Downtown!
Escape WithInn-Relaxation Centrally Located to Beaches and Walkable Restaurants
Outdoor spa tub

Escape WithInn-Relaxation Centrally Located to Beaches and Walkable Restaurants

9.8 out of 10, Exceptional, (40)
"Great place! Property Manager( Jocelyn) was quick with communication and very helpful while we were at Property. Highly recommend staying there! Thanks for great weekend stay."
Escape WithInn-Relaxation Centrally Located to Beaches and Walkable Restaurants
Perfect Location Condo Pools Walk to all Beach 1.5 blk
Central gathering point with a conical roof, surrounded by a grassy area and trees.

Perfect Location Condo Pools Walk to all Beach 1.5 blk

10.0 out of 10, Exceptional, (77)
"We would love to stay again "
Perfect Location Condo Pools Walk to all Beach 1.5 blk
Cozy Suite Near Weko Beach and Warren Dunes
Interior

Cozy Suite Near Weko Beach and Warren Dunes

9.8 out of 10, Exceptional, (44)
"Overall a great stay. Close to the beach and several small restaurants. Would stay again."
Cozy Suite Near Weko Beach and Warren Dunes
Lakeside Serenity: 1BD Villa with Private Deck
Relax in a spacious living area with a sofa and coffee table, perfect for unwinding or socializing.

Lakeside Serenity: 1BD Villa with Private Deck

9.8 out of 10, Exceptional, (24)
"10/10 recommend for our quick getaway! Great property and Weko Beach is a local gem."
Lakeside Serenity: 1BD Villa with Private Deck
Juniper Presents: A Cool Harbert Loft Near Beaches with Fire Pit
Enjoy al fresco dining and relaxation in this beautifully landscaped patio area, featuring a barbecue grill and comfortable seating.

Juniper Presents: A Cool Harbert Loft Near Beaches with Fire Pit

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay in Harbert at Vineyard Lofts. Our condo was very nice and had everything you could want for a long stay. The kitchen was well stocked. There are 2 different coffee makers, full kitchen. 2 1/2 baths and 2 very nice bedrooms. Plenty of living space. It was very hot so didn't spend too much time in the outdoor spaces but would be great in cooler temperatures. Very close to Harbert Beach and an easy drive to restaurants in Union Pier and New Buffalo. A new multi-use pathway...
Juniper Presents: A Cool Harbert Loft Near Beaches with Fire Pit
Beach & Wine Retreat: Close to Lake Michigan Dunes
Equipped with a stainless steel refrigerator, double oven, and microwave, this kitchen offers ample space for cooking and preparing meals.

Beach & Wine Retreat: Close to Lake Michigan Dunes

9.8 out of 10, Exceptional, (8)
"Had a great time in St Joe!"
Beach & Wine Retreat: Close to Lake Michigan Dunes
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.
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 South Bend

Baymont By Wyndham South Bend

10/10 Excellent
"The staff was absolutely the best, Debbie in housekeeping was the sweetest person ever as was the sweet girl with glasses who worked the front desk. Very clean and comfortable rooms, plentiful parking and great location. We are picky and will be back for sure!"
Meredith D 2-night trip
Posted 1 day ago
Baymont By Wyndham South Bend