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.
62 properties available
Spacious New Buffalo 4BR/4BA vacation home w/ OMG Lake MI views! Just a few blks from downtown shops, cafes + beach! 3 floors, 2 kitchens, lush social areas + lg backyard. Kitchen on main floor opens to DR w/ fireplace, leading to huge screened porch. 3 well-appointed BRs + 2 full BAs on this level. Upstairs is a Great Room, stone fireplace, wet ba
Fabulous views of Lake Michigan are both inside and out of this New Buffalo 3BR/2BA vacation home. With a sunroom and 3 walls of windows for viewing the lake and expansive backyard, plus a deck w/ a grill, you can't miss! Add chic-and-comfy furnishings and a fireplace, plus a kitchen featuring custom wood cabinets, white marble island and deck acce
Pool is OPEN for Summer 2024! 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,
Pool is OPEN for Summer 2024! Exquisite 4BR-2.5BA vacation home on 1½ wooded acres, less than a mile from Lake MI beaches! Cathedral ceilings, Great Room, stone fireplace, hardwood floors and deluxe furnishings. Chef's kitchen has granite island, hi-end appliances. Large plush enclosed porch w/ dining table, great views! Huge yard, pool, hot tub, p
Premier 3BR-2BA home on 1.5 acres w/ private drive. Oak flrs, stylish furnishings thruout, cathedral ceilings and statement fireplace. Kitchen has hi-end cabinets, double-wd fridg, gas stove. Master BR has King, Smart TV; washer-dryer and upgraded bathrm. Other 2 BRs are bright and comfy: 1 w/ a Queen and Smart TV; the other w/ bunks and twin pull-
This sweet rental, near majestic Lake Michigan beaches, downtown Three Oaks and vacay activities galore, has comfort and class to spare! You and your guests will delight in the spaciousness and modern eclectic-meets-classic down-home furnishings and decor. Sip wine in front of the cozy fireplace, grab a primo morning coffee at the roomy stone-top k
A memorable vacation oasis-1 acre of woods, a luxurious home with a hot tub near great beaches + amenities galore! You'll relax in splendor with stylish, yet comfy furnishings throughout, plus a spacious LR, Chef's Kitchen + DR with fireplace. Sleep soundly in lush, gorgeous BRs. Bathrooms feature deluxe vanities, a tiled walk-in shower or soaker t
This stunning beachfront rental is a vacation dream home! Elegant throughout--yet comfy too--featuring open design LR-DR-Kitchen-Sunroom with majestic lake views. Grabbing morning coffee 'round the Chef's Kitchen b'fast nook or a meal in the fab dining room, you will enjoy relaxing inside-with stylish furnishings, flat-screen TVs and spacious, rich
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
Escape to White Sands, a serene 3-BD/2-BA getaway retreat nestled in picturesque Grand Beach w/ terrific indoor/outdoor living space. The bright main level offers a stylish kitchen-family room-dining area. Treasure mornings and evenings relaxing in the adjacent airy screened porch. A 2nd living room with wood burning fireplace offers addl flex spac
Pool is OPEN for Summer 2024! A mixture of modern design, an inviting color palette, and curated furnishings create a sophisticated Harbor Country enclave that will impress even the most seasoned traveler. Owlwood boasts 4 ensuite bedrooms, open social areas, high-end appliances, and indoor/outdoor living brilliantly built around a large private co
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
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