Rolling Prairie Vacation Rentals
Rolling Prairie is an ideal vacation destination with plenty of outdoor activities, cultural attractions, and stunning scenery to enjoy. Our homes and cabins are designed to accommodate families or couples looking for a luxury experience in a unique destination with exceptional service. Join us, and stay in one of our exclusively selected Rolling Prairie Indiana rentals.
55 properties available
Exquisite 4BR/2BA vacation home in wooded area 1 blk from Lake MI private beach. Richly designed w/ cathedral ceilings, skylights, Great Room + fireplace, hardwood floors, curated furnishings. Hi-end pro kitchen has porcelain counters, prep island, leads to elegant dining space. All 4 BRs are chic-comfy: 3 downstairs (1 King + 2 Qn) + 1 loft-style
Just a few minutes from a gorgeous Lake Michigan beach, The Cape Cottage invites you to relax in style! The open design LR-DR-Kitchen is elegantly furnished and includes a chic fireplace, flat-screen TV and spacious high-end kitchen for cooking up great vacay meals. The Master BR has an Ensuite BA and the 2nd BA has a soaker tub and walk-in shower.
This dreamy 4BR/3BA getaway is tucked into a quiet spot in the Gordon Beach Association neighborhood, offering a gorgeous PRIVATE beach, peaceful community and close proximity to Union Pier and New Buffalo. Features a light-filled open living area, elegant, yet comfy furnishings, a stone fireplace and beautifully appointed kitchen (marble-top islan
Gorgeous "cabin" on 15 acres of Indiana farmland loaded with amenities: pool, spa, deck, fishing pond, pastures, barn. Spacious, luxurious interior: stainless-steel appliances, custom stonework, fireplace, huge windows. 5 BR, one is main ensuite - priv. bath and deck; 2 more full baths, all lushly styled. Sleeper sofa, Wii-TV, Bluetooth speakers, g
This cute 4BR-1BA home is super-close to a gorgeous beach and all sorts of outdoor, cultural, eating + drinking spots. Relaxing on the back patio deck or by the firepit, or lounging inside in cozy comfort, the Aloha Beach House has a solid vacay vibe. All 3 BRs have beach-style decor, and with the shore + Indiana Dunes nearby, we provide essentials
Rich design 6 BR/5 BA home near New Buffalo Harbor + beaches. Great Room w/ stone fireplace. Chef’s kitchen w/ marble-top island. 3-season sunroom. Elegant-comfy furniture. Master BR has stone fireplace + BA w/ twin sinks, tile walk-in shower + jacuzzi. Lower-level Guest BR has fireplace, full BA, game room + posh screening room. 2nd floor has loft
Elegantly furnished yet comfy throughout, this gorgeous home's ample space and many amenities is a perfect fit for a large group. The 3 BR Main House has a Chef's Kitchen and 4 adjoining dining and entertaining areas, all with woodland views. Chill by the fireplace or catch a fave movie! All BRs and BAs are uber-richly appointed. The Guest Cottage
Panoramic views of Lake MI from floor-to-ceiling windows are only the beginning! A mixture of Midcentury Modern design and warm wood tones create an inviting lakefront enclave for families and friends. Large grassy backyard, sun deck leading to private beach, outdoor shower! Interior open social spaces overlook Lake MI. Main ensuite has queen bed +
This adorable "cottage" has 4BRs/2BAs and is in a private neighborhood w/ its own pool. Near downtown restaurants, shops + beach. A fully equipped kitchen has lots of space and there's a stone fireplace. The main floor Master BR has a King bed w/ full ensuite bath. Upstairs is a lounge area w/ Xbox and 3 BRs including a King bed, a Queen bed and on
Vacay in Paradise! This luxurious retreat home has panoramic lake and bluff views, a fabulous deck and 100 feet of private beach. With designer furniture and finishes, spacious room sizes and a theater room for entertaining, you're living first-class all the way. Cook in a gourmet kitchen with all the amenities. Snooze in one of 5 deluxe bedrooms w
A 3BR/3BA paradise in Union Pier w/ a stunning backyard oasis area, spacious interior + high-end designer finishes throughout! Elegant LR and DR areas w/ stone fireplace. Chef’s kitchen with marble tops, hi-end appliances, plus indoor/outdoor dining options. 3 BRs lushly designed: 1 King, 1 Queen + 1 with bunk beds and a twin. Two full BAs – one en
Welcome to Bella and Dulce's Lakehouse! This freshly remodeled retreat offers the perfect blend of modern luxury and natural beauty. Enjoy the serenity of a private wooded lot while taking a dip in the refreshing pool or roasting marshmallows by the firepit. Inside, the designer kitchen is a chef's dream, and the 3 BDs and 3 full BAs ensure comfort
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