
Holiday rentals in Rolling Prairie
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Top-rated holiday rentals in Rolling Prairie
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Hudson lake Cottage: Notre Dame, New Buff, Amazon
Welcome to Gram's Hudson Lake cottage: The perfect retreat for Notre Dame adventures (20 MI), Michigan City beaches (21 MI), and trips to New Buffalo (15 MI) or the Indiana Dunes. Whether you’re here for a family getaway, a football weekend, or corporate travel to the AWS Data Center (7 MI), you’ll enjoy peaceful lake views, a cozy fireplace, and easy access to local attractions. Hudson Lake Beach is 2 miles away, no direct access from the home. *pontoon, kayak & paddleboard rental available!

UncleLarrysLakePlace HotTubKayaksPingPong
A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

Second Floor Apartment sitting on Pine Lake
My Airbnb is close to parks, restaurant and Sand Dunes. The apartment is in the house on beautiful Pine lake. Please note that the balcony in the picture is not part of the apartment. the pictures are to show the patio of which you have full access. Pets are welcome but there is a $15 charge per pet per night. The fee should be made in advance through the send money. We live in a area that pets must be walked to do bathroom duties. They are NOT allowed on my grass or in flower beds.

Wooded Oasis | Hot Tub, Sauna & Close to Beach
A premium woodland retreat combining secluded privacy with effortless coastal access. Positioned just 1.4 miles from New Buffalo beach and downtown, this design-forward cottage features an expansive, light-filled layout. The private backyard oasis is surrounded by dense trees, featuring an upscale barrel sauna, a premium hot tub, fire pit seating, and outdoor dining under brilliant string lights. Inside, enjoy an airy interior with a fireplace, wet bar, and games. Comfortably sleeps 8 guests.

La Casita De Lago
Welcome to LaCasita De Lago! Charming lakefront home north of Laporte. Enjoy the serene lake view and sunsets from the spacious back yard and unwind by the firepit overlooking the water. Natures beauty at your door steps. LaCasita is located at a perfect half way point to all the NW Indiana attractions. House is located 35min from Notre Dame, 20min to Michigan Wineries and 20 min from the Dunes. Relax in this comfy Casita which comes with modern amenities, high speed wifi & so much more!

Steps to Beach & Starbucks! Private Yard, Firepit!
Walk to Starbucks! Walk to beach, cafes, shops, ice cream, grocery! 2 queen bed 2 bath home is perfect to enjoy fenced yard, grill, fire pit, & yard games! Take a few days to explore wineries/breweries, art galleries, antique stores, kayaking, casino and more! Live bands Fridays/Saturdays till around 2am Memorial Weekend to Fall, New Year's at Casey's (behind property). Noise machines in each bdrm. Pet fee $100, 2 dogs MAX. Exterior areas have video/audio cameras w/live feeds. Wp#bcnbwmech

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country
Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

The Hudson 14mi to New Buffalo!
Escape to The Hudson—a charming retreat near New Buffalo, MI! Enjoy a huge deck, chef’s kitchen, and 11.5-ft ceilings. Just minutes from New Buffalo Beach, local wineries, breweries, and Warren Dunes. Located in the Lake Hudson community, convenient for relaxing or exploring. Fully renovated and being stylishly furnished by July 2025. Please note: landscaping is still in progress as part of our full renovation—thanks for your understanding. Book now to enjoy this new summer experience!

Luxury home with pool.
Plan your next family gathering, winery tour, football weekend, or simply hang by the pool (seasonal) in this spacious and well-appointed home. Perfectly located in the charming town of New Carlisle, approx 16 miles to New Buffalo, Michigan, and approx 17 miles to Notre Dame. This spacious, tastefully decorated home features a gourmet kitchen, private office, large family room with gas fireplace. The outdoors boasts a heated in-ground pool (seasonal), bbq, and wood-burning fireplace.

Cabin by the Creek
This little cabin sits on the creek side with a deck overlooking the creek. You will have a woods on one side, and farm animals on the other. It is as peaceful as it gets. Enjoy the feeling and atmosphere of camping with a crackling fire in the fire pit, enjoy a s'more or 2, & a cozy queen bed to sleep in at night. It has a loft that can fit an older child or preteen to sleep. If you love camping and farm animals this is the place for you. It’s the peace you have been looking for!

Modern Minimalist Tiny House | Firepit | Nature
Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

Millie's Rose Cottage
Welcome to Millie’s Rose Cottage, a quaint two-story home, built in 1880, that is included on the National Historic Register in New Carlisle. An old building it may be, but the home offers modern amenities, including Wi-Fi and high-speed Internet. Simplicity is the name of the game. This charming home offers a family-friendly, comfortable place to stay while you enjoy your time in northern Indiana. We are just a few miles from Lake Michigan and the University of Notre Dame.
Popular amenities for Rolling Prairie holiday rentals
Other great holiday rentals in Rolling Prairie

Downtown Daydream - walk to shops + restaurants

Pine Ridge in Harbor Country near Three Oaks,MI

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

Serene Log Cabin Forest Retreat

Stone's Throw Lake House

Luxury Waterfront Home w/hot tub in Harbor Country

The Tiny House on the River

Private Nature Retreat Abutting MI Harbor Country
Destinations to explore
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- Warren Dunes State Park
- Indiana Dunes State Park
- University of Notre Dame
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- New Buffalo Public Beach
- 12 Corners Vineyards
- Grand Mere State Park
- Van Buren State Park
- Shady Creek Winery
- Weko Beach
- Jean Klock Park
- Silver Beach Park
- Woodlands Course at Whittaker
- Four Winds Casino
- Dablon Winery and Vineyards
- Four Winds Casino
- Studebaker National Museum
- Potawatomi Zoo
- Four Winds Field
- Howard Park
- South Shore Cultural Center





