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Rolling Prairie Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rolling Prairie vacation rentals

A spacious living area with a wooden staircase, a sofa, a patterned armchair, and a wall with a 'celebrate family memories' sign.

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
9.4 out of 10, Exceptional, (33 reviews)
"Had a great time! Highly recommend this place! The house was spotless and the host was nice enough to offer extra toiletries in case we forgot anything. Her replies to messages were super quick and helpful as well! The neighborhood was peaceful and the community around it is super friendly. This is a great place to stay at to relax and get away from the rest of the busy world."
United States
Sheila K.
$369 nightly
The price is $413
Nov 9 - Nov 10
Total with taxes and fees
Cozy Country Escape - Convenient to New Buffalo, Notre Dame & Amazon data center
A gazebo with a rusted metal roof and a circular floor, surrounded by gravel and trees.

2. Be Our -Country- Guest

Be Our -Country- Guest
New Carlisle
10.0 out of 10, Exceptional, (8 reviews)
"Great location!! "
United States
Kathy P.
$257 nightly
The price is $288
Nov 3 - Nov 4
Total with taxes and fees
Be Our -Country- Guest
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, (104 reviews)
"Great stay!"
United States
Caitlin L.
$311 nightly
The price is $348
Nov 3 - Nov 4
Total with taxes and fees
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
A kitchen with a granite countertop, stainless steel sink, and white cabinetry.

4. 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, (191 reviews)
"Great space for an overnight stay, clean and spacious. We went for a Notre Dame game and was about 35 minutes away."
United States
Jaime
$252 nightly
The price is $260
Nov 3 - Nov 4
Total with taxes and fees
Stay in downtown Three Oaks overlooking the main street!
A small, single-story cabin with a porch, surrounded by a garden and trees.

5. 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, (83 reviews)
"Great to walk to town. Nice area to road bike etc."
United States
jeffrey
$216 nightly
The price is $216
Nov 3 - Nov 4
Total with taxes and fees
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
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.
$504 nightly
The price is $509
Nov 3 - Nov 4
Total with taxes and fees
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 nice place and all as advertised. Would stay here again"
United States
Murray
$358 nightly
The price is $365
Nov 4 - Nov 5
Total with taxes and fees
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
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.

8. 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, (27 reviews)
"The home was exactly what we needed for the family trip."
United States
Allison A.
$363 nightly
The price is $369
Nov 5 - Nov 6
Total with taxes and fees
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
A waterfront property with a dock, a large tree, and a house with a balcony overlooking the water.

9. Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!

Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
Downtown New Buffalo
10.0 out of 10, Exceptional, (40 reviews)
"Home was clean and location was perfect for walking everywhere; beach, restaurants, marina, etc."
United States
Matthew S.
$397 nightly
The price is $397
Nov 3 - Nov 4
Total with taxes and fees
Luxury Downtown Getaway: 2BR Condo Near New Buffalo’s Top Attractions!
A wooden cabin with a porch, outdoor seating, and a garden area.

10. 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, (33 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.
$404 nightly
The price is $416
Nov 4 - Nov 5
Total with taxes and fees
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
A modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

11. Brand New House with Hot Tub! Gameroom! Workspace!

Brand New House with Hot Tub! Gameroom! Workspace!
Michigan City
9.6 out of 10, Exceptional, (7 reviews)
"Check in was very easy and convenient. Kitchen was stocked with everything we needed. We will definitely stay here again."
United States
Donna M.
$325 nightly
The price is $336
Nov 3 - Nov 4
Total with taxes and fees
Brand New House with Hot Tub! Gameroom! Workspace!
A modern living room with a brown leather sofa, a dining table with chairs, a kitchen area, and a TV mounted on the wall.

12. Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Michigan City
9.0 out of 10, Wonderful, (4 reviews)
"The gouse was cute and cozy. The open floor plan made it easy for all 6 of us to socialize while some were cooking and others were watching TV. The kitchen had every cooking utensil and appliance needed to prepare meals. Getting to take our dog made the trip possible. The host was super quick to respond to our need to go back to the home after check out, due to a kid losing a cell phone. Will definitely stay there agin in the future!"
United States
Suzanne R.
$352 nightly
The price is $395
Nov 3 - Nov 4
Total with taxes and fees
Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Cozy living room with gas fireplace and mini fridge bar cart for entertaining.

13. 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, (18 reviews)
"Great property with excellent location to all downtown activities as well as the beach."
United States
christian s.
$471 nightly
The price is $485
Nov 8 - Nov 9
Total with taxes and fees
3BR 2b New Buff cottage dogs ok, steps to dwntn restaurants&shops, walk to beach
A hot tub with a control panel, a wooden wall, and a stone-like exterior.

14. 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, (144 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.
$205 nightly
The price is $230
Nov 3 - Nov 4
Total with taxes and fees
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A modern kitchen with stainless steel appliances, wooden cabinets, and built-in shelves.

15. Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (26 reviews)
"Good location for walking to the train stop and a few restaurants"
United States
Athena F.
$142 nightly
The price is $158
Nov 3 - Nov 4
Total with taxes and fees
Newely Remodeled Studio!
A modern hotel with a curved glass facade, a prominent Blue Chip sign, and a landscaped entrance area.

16. Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.4 out of 10, Very good, (19 reviews)
"It’s was very clean , comfortable beds too "
United States
Donna
$190 nightly
The price is $201
Nov 3 - Nov 4
Total with taxes and fees
Duplex | Firepit | Game Room | Hot Tub-all year
A living room with a sofa, armchair, coffee table, and a lamp.

17. Downtown Getaway 2

Downtown Getaway 2
Michigan City
9.2 out of 10, Wonderful, (40 reviews)
"Clean property, easy parking, nice area"
United States
Sandi B.
$184 nightly
The price is $206
Nov 9 - Nov 10
Total with taxes and fees
Downtown Getaway 2
A modern living room with a stone fireplace, wooden ceiling, and a dining area with a wooden table and chairs.

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

Walk to Town, Beach, Game Room, Firepit Stay
New Buffalo
9.8 out of 10, Exceptional, (6 reviews)
"Fun spot, close to many activities to enjoy."
United States
Jody W.
$575 nightly
The price is $583
Nov 30 - Dec 1
Total with taxes and fees
Walk to Town, Beach, Game Room, Firepit Stay
A modern kitchen with white cabinets, a granite countertop, and a central island with placemats and a vase of flowers.

19. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (61 reviews)
"We loved our accommodations and the host is wonderful!"
United States
Unspecified U.
$266 nightly
The price is $298
Nov 3 - Nov 4
Total with taxes and fees
Treehouse Bungalow- Quaint and Cozy Getaway!
A hotel room with a bed, a sofa, a table, a window with curtains, and a framed picture on the wall.

20. 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
South Bend IN
9.2 out of 10, Wonderful, (34 reviews)
"Awesome staff fabulous place,"
United States
Anonymous traveler
$52 nightly
The price is $59
Nov 8 - Nov 9
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
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

Morris Inn

Morris Inn

10/10 Excellent
"We love the Morris Inn and stay there often. Taking us in the golf cart to our evening event a wonderful added bonus. Friendly and helpful staff-beautiful rooms!"
Dawn 1-night trip
Posted 9 hours ago
Morris Inn

Find out more about Rolling Prairie

Everything you need to know about Rolling Prairie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rolling Prairie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rolling Prairie vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rolling Prairie vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rolling Prairie. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rolling Prairie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $216 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rolling Prairie rentals

At Expedia, we put the best Rolling Prairie vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rolling Prairie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rolling Prairie vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rolling Prairie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.