Photo by Kristy Burton

Rolling Prairie holiday homes

We found 169 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Rolling Prairie that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Rolling Prairie

Showing deals for:18 Dec - 25 Dec

Interior
Property grounds
Room
Dining
Exceptional
(13 reviews)

CHARMING & ECLECTIC LAKEFRONT COTTAGE- Kayak.Grill.Fish.Bonfire.Bike #Lakelife

Walkerton

12% off
NZ$3,493
for 7 nights, 1 cottage
NZ$499 per night
includes taxes & fees
CHARMING & ECLECTIC LAKEFRONT COTTAGE- Kayak.Grill.Fish.Bonfire.Bike #Lakelife
Outdoor dining
Private kitchen
Interior
Living area
Exceptional
(7 reviews)

Sycamore Suites-Entire Home Steps from Journeyman

Three Oaks

8% off
NZ$3,501
for 7 nights, 1 home
NZ$500 per night
includes taxes & fees
Sycamore Suites-Entire Home Steps from Journeyman
Bedroom three
Exterior detail
Living room with pullout sofa bed
Interior
Wonderful
(16 reviews)

3-bedroom house in charming La Porte three minute walk to beautiful Stone Lake

La Porte

8% off
NZ$3,063
for 7 nights, 1 home
NZ$438 per night
includes taxes & fees
3-bedroom house in charming La Porte three minute walk to beautiful Stone Lake
Pro-grade appliances set within a cook's kitchen.
Sycamore Guesthouse, Three Oaks, Michigan. 5+ bedrooms, 5-1/2 baths.
Interior
Interior
Exceptional
(48 reviews)

Sycamore Guesthouse, Sleeps 14+, Steps to Journeyman Distillery!

Three Oaks

12% off
NZ$7,712
for 7 nights, 1 home
NZ$1,102 per night
includes taxes & fees
Sycamore Guesthouse, Sleeps 14+, Steps to Journeyman Distillery!
Living Room
Bar & Kitchen
Dining Room
Living Room
Exceptional
(20 reviews)

Ash & Elm • Your Home Away From Home!

Three Oaks

8% off
NZ$3,256
for 7 nights, 1 home
NZ$465 per night
includes taxes & fees
Ash & Elm • Your Home Away From Home!
Exterior
Living room/loft area
Full size bed in non private loft area
Living room
Exceptional
(29 reviews)

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

New Carlisle

8% off
NZ$3,216
for 7 nights, 1 home
NZ$459 per night
includes taxes & fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Rolling Prairie getaway

Learn about the unique charm of Rolling Prairie with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Rolling Prairie

Are you hoping to find top things to see and do in the area? Venture out of your holiday home and experience everything that makes Rolling Prairie a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Whittaker Woods Golf Course (10.1 mi / 16.2 km)
  • Round Barn Union Pier Tasting Room (11.3 mi / 18.2 km)
  • St. Julian Winery - Union Pier Tasting Room (11.3 mi / 18.2 km)
  • Shady Creek Winery (11.5 mi / 18.5 km)
  • Washington Park Zoo (15.1 mi / 24.4 km)
  • South Bend Chocolate Factory (16.6 mi / 26.7 km)

Exploring the natural features in Rolling Prairie

Whether you're an active traveller or just want to appreciate the scenery, Rolling Prairie is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Saugany Lake (3.9 mi / 6.3 km)
  • Pine Lake (7.5 mi / 12.1 km)
  • Galien River County Park (10.6 mi / 17.1 km)
  • New Buffalo Public Beach (11.4 mi / 18.3 km)
  • Townline Beach (11.6 mi / 18.7 km)
  • Union Pier Beach (11.9 mi / 19.2 km)

Travelling to and around Rolling Prairie

Fly into South Bend, IN (SBN-South Bend Intl.), the closest airport, located 15.8 mi (25.5 km) from the city centre.

Frequently asked questions

What is the best area to stay in Rolling Prairie when booking a holiday rental?
When considering a holiday rental in Rolling Prairie, Indiana, the nearby area of New Buffalo is an excellent choice. This charming town, located just a short drive away, offers a delightful mix of scenic beauty and vibrant local culture. With a variety of properties available, including cosy cottages and spacious homes, you can easily find accommodation that suits your needs.New Buffalo is known for its stunning beaches along Lake Michigan, making it a great spot for those who enjoy water activities or simply relaxing by the shore. The local parks, such as the picturesque Warren Dunes State Park, provide opportunities for hiking and picnicking amidst beautiful natural surroundings. Additionally, the town features a quaint downtown area filled with boutique shops and eateries, where you can sample some delicious local cuisine.For those interested in arts and culture, the nearby town of Michigan City boasts the impressive Lubeznik Centre for the Arts and the historic Michigan City Lighthouse, both of which are wonderful attractions to explore.
What is the most popular type of holiday rental accomodation in Rolling Prairie?
In Rolling Prairie, holiday houses and cabins are the most popular types of holiday rental accommodations, with several options available throughout the area. These properties generally provide a comfortable and spacious environment, ideal for families or groups. Most holiday houses feature fully equipped kitchens, multiple bedrooms, and outdoor areas for relaxation, while cabins often offer a rustic charm with wooden interiors and scenic views of the surrounding countryside.
Are there any family house rentals in Rolling Prairie?
In Rolling Prairie, Indiana, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area features spacious homes that often include amenities such as full kitchens, ample living areas for relaxation, and outdoor spaces where kids can play freely. Many properties are designed to accommodate larger groups, ensuring everyone has a comfortable place to stay.Visitors to Rolling Prairie can enjoy the serene countryside while being close to local attractions. The nearby Indiana Dunes National Park offers stunning beaches and hiking trails, superb for family outings. Additionally, the charming town atmosphere provides opportunities to explore local shops and restaurants, contributing to a delightful family experience.
Can I rent a holiday home with a pool or hot tub in Rolling Prairie?
In Rolling Prairie, Indiana, there are several holiday homes available for rent that feature pools and hot tubs. This serene area offers a peaceful retreat, with a mix of rural charm and convenient access to nearby attractions. Many of the properties in this region come equipped with private pools, outdoor seating areas, and hot tubs, providing superb options for relaxation after a day of exploring.Travellers can also expect amenities such as fully equipped kitchens for self-catering, spacious living areas, and sometimes outdoor grills, making these homes ideal for families or groups looking to enjoy a leisurely getaway.
Are there pet-friendly house rentals in Rolling Prairie?
In Rolling Prairie, there are several pet-friendly house rentals available that cater to families and groups looking to enjoy a relaxing getaway. Many of these holiday homes come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely. The area offers a tranquil rural setting, great for those seeking a peaceful retreat.Nearby, there are various parks and natural areas that welcome pets, providing great opportunities for outdoor activities such as hiking and exploring the picturesque surroundings.
Are there any remote work holiday rentals in Rolling Prairie?
In Rolling Prairie, Indiana, there are several remote work holiday rentals available, making it a great choice for those looking to blend work and leisure. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, allowing for a productive environment.The area offers a tranquil setting, great for focusing on work while also being close to local attractions. Visitors can explore the scenic beauty of the surrounding countryside or enjoy outdoor activities in nearby parks. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Rolling Prairie?
In Rolling Prairie, popular holiday rental amenities include features that enhance comfort and relaxation during your stay. Many properties come with kitchens, allowing guests to prepare meals at their convenience. Outdoor spaces are also a highlight, with numerous rentals offering decks or patios where visitors can unwind and enjoy the surrounding scenery. Fireplaces are common, adding a cosy atmosphere, especially during cooler evenings. Additionally, some rentals provide porches or lanais, superb for enjoying the fresh air. For those who enjoy cooking, it's common to find amenities like blenders for preparing smoothies or other refreshments.
What are the top attractions in Rolling Prairie?
In Rolling Prairie, Indiana, attractions are primarily focused on the natural beauty and recreational activities of the surrounding area. The nearby Indiana Dunes National Park is a significant highlight, offering stunning sandy beaches along Lake Michigan, scenic trails, and opportunities for birdwatching and hiking. This area is great for nature enthusiasts looking to explore diverse ecosystems.Additionally, the charming town of Rolling Prairie itself features local shops and eateries that reflect the small-town atmosphere, allowing visitors to appreciate the community's warm hospitality. For those interested in history, the nearby town of La Porte offers historical sites and museums that delve into the region's past, adding cultural depth to a visit.
Are all fees included in the Rolling Prairie holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Rolling Prairie holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Rolling Prairie with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Rolling Prairie holiday homes?
You can find great discounts on holiday homes in Rolling Prairie on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Rolling Prairie holiday home booking on Bookabach?
To find Rolling Prairie holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Rolling Prairie?
A long-stay holiday home in Rolling Prairie is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Rolling Prairie holiday home?
Book your Rolling Prairie holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Rolling Prairie?
Prices for holiday homes in Rolling Prairie vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Rolling Prairie to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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