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.
57 properties available
A short walk to the beach, downtown shops, cafes and nightlife, this gorgeous vacation home features a spacious open design - comfy living room-upscale dining room-chic modern kitchen - and a lower-level with a family room + fireplace. Both levels have large flat-screen TVs. All 5 BRs and BAs are impeccably finished. Dip into the heated pool or HUG
This spacious, captivating 6BR/3.5BA home in a golf-cart friendly area has a huge back yard and pool, hardwood floors and a 2-story great room, plus a stone fireplace flanked by huge windows! The gourmet kitchen has a granite-top island and hi-end appliances. The upper-level Master suite features a gas fireplace and private balcony with Lake Michig
Presenting The Townie Cottages Collection, the epitome of lakeside luxury designed exclusively by Kate Marker Interiors (whose work has been recognized by Architectural Digest and Luxe Home). Nestled in the heart of Union Pier, these 4 exquisite cottages offer a blend of rustic charm and modern elegance, ensuring an unforgettable stay. The resort f
On a bluff overlooking Paw Paw Lake, this 4BD/2BA retreat offers the perfect blend of comfort + breathtaking views. Upper social spaces have huge windows w/ lake views and doors leading to elevated deck. Eat-in kitchen w/deluxe housewares pkg, custom wood DR table seats 10. Spacious, comfy BRs have TVs and great natural lighting. 3 King BRs upstair
Fully renovated 3BR/2BA home. Stylish, elegant-comfy furniture, bamboo floors. Chef's kitchen has quartzite counters, hi-end appliances, breakfast nook. Apple TV/theater-style screen in posh LR. Great window views! Plush Master BR has King, deluxe BA: soaker tub, walk-in shower, twin marble vanity. Two guest BRs - 1 King, the other has full bunk be
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
Presenting The Townie Cottages, the epitome of lakeside luxury designed exclusively by Kate Marker Interiors (whose work has been recognized by Architectural Digest and Luxe Home). Nestled in the heart of Union Pier, these exquisite cottages offer a blend of rustic charm and modern elegance, ensuring an unforgettable stay. Immerse yourself in a met
Pet-friendly 3BR/2BA gem mins. from Lake MI beaches and Harbor Country amenities! Rich wood floors + chic cozy furniture throughout. LR is plush w/ big windows, decorative fireplace, Smart TV. Modern kitchen has quartz counters. Master BR upstairs has King bed the other BR has a Queen. Stylish BA w/ double vanity and walk in shower. Downstairs BR h
This luxurious vacation home 2 mins from Lake Michigan beaches has 4 levels of richly designed living space, gorgeous furnishings + so much more! You + your guests can cozy up to a fireplace or watch a flat-screen TV, relax in either of 2 comfy screened porches or dip into the pool or hot tub. Lay out or dine on the spacious deck, chill around a fi
Sumptuous 4 BR/2.5 BA vacation home 1 block to Lake Michigan. Fully refurbished: reclaimed flooring, antique beams, custom doors and fixtures. High-end kitchen-DR-LR has entire walls of French windows. LR features stone fireplace, stylish couches, wide-screen TV. 3 BRs and BAs on ground floor w/ 2nd-flr bunkbed sleeping loft. Detached garage is a p
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
A classy 3BR-2½BA home, richly designed with custom radiant heat floors and elegant/cozy furnishings! LR has great views and gas fireplace. Kitchen features all high-end appliances. Each BR is stylish - the Master suite has a King bed and chic bath w/ twin marble vanities and walk-in shower. One guest BR has a Queen bed; the other, bunkbeds (one tw
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