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Private Pool Vacation Rentals
Our vacation rentals with their own private pool offer guests the perfect opportunity to indulge without ever leaving the backyard of their own home-away-from-home. Meticulously maintained and regularly sought after, don’t wait, our collection of private pool homes books fast.
Need more pool options? Search additional Southwest Michigan vacation rentals with pools, including shared community pool access.
21 properties available
Steps from Lake MI, Sunny Dunes Retreat has a private pool, elevated hot tub + layered outdoor spaces designed for high-end coastal living. Two golf carts make it easy to head to the village to Golf at the historic 9-hole public course. If Golf isn’t your thing, take the cart for tennis or a park visit, then finish at the clubhouse with ice cream.
Surrounded by mature trees on 1.25 acres in the Village of Michiana, Wilder Woods is a custom log home by Larry Booth of Booth Hansen. With handcrafted Maple Island logs, a Rumsford fireplace, and three finished levels, the home opens to a private backyard anchored by a heated pool, full cabana, hot tub, and sport court for pickleball and basketbal
Nestled in the heart of Harbor Country’s peaceful Michiana neighborhood, this stunning 6-bedroom, 4-bathroom retreat is the perfect setting for your next family vacation or group getaway. Just a short, leisurely ~0.2-mile walk to the sandy shores of Lake Michigan, this home offers a private pool, relaxing hot tub, and cozy firepit for unforgettable
A true vacay dream, this stunning lakefront 26-acre estate has a private beach, gorgeous pool, hot tub, indoor sauna, fabulous 7-bedroom home, and so much more! The lush, spacious open design offers plenty of options for enjoying maximum R-and-R. Living room and family room fireplaces and flat-screen TVs provide chill time, while the Chef's Kitchen
Bear Ranch offers an opulent vacation in a massive estate with 3 floors of elegance and relaxation. Enjoy cathedral ceilings, abundant natural light, and a stone fireplace. The game room, bar, and movie room offer endless entertainment. The Chef's Kitchen is fully equipped for gourmet meals. With top-tier bedrooms, bathrooms, balconies, a huge pool
Welcome to Casa Azur, your ideal vacation retreat in the sought-after Gowdy Shores neighborhood of Union Pier, just minutes from popular SW Michigan attractions! This exceptional 5-BD/3-BA residence offers an array of luxuries, including a private pool, hot tub, sun porch, outdoor shower, and a bike for guest use. Nestled within walking distance of
1.5-acre exquisite 4BR/2.5BA retreat near Lake Michigan beaches! Soaring cathedral ceilings, a stone fireplace, and hardwood floors create a warm, inviting space. The chef’s kitchen features a granite island and high-end appliances. Relax in the enclosed porch, on private decks, or by the pool and hot tub. The spacious yard includes a patio, grill,
Surrounded by forest, just a 10-minute walk to the beach, Oasis in the Woods is a private, design-forward retreat with the feel of a modern treehouse. This getaway features a sparkling pool, glowing hot tub, lush gardens, and seamless indoor-outdoor spaces, including a wood-fired outdoor pizza oven. It’s a setting where luxury meets woodland sereni
This spacious 6BR/3.5BA home in a golf-cart-friendly area features a large backyard, pool, hardwood floors, and a 2-story great room with a stone fireplace. The gourmet kitchen has a granite island and high-end appliances. The master suite offers a gas fireplace and a private balcony with Lake Michigan views. A lounge with a Peloton bike is also in
Experience the charm of Barefoot Cottage, a spacious 6-bedroom Grand Beach retreat just steps from Lake Michigan, with direct access across the street. Ideal for group getaways, this inviting pool house features sunlit living spaces, vaulted ceilings, and relaxed coastal style. Spend sunny afternoons by the private pool, unwind in the hot tub, or e
Nestled in the heart of Harbor Country’s peaceful Michiana neighborhood, this stunning 4-bedroom, 3-bathroom retreat is the perfect setting for your next family vacation or group getaway. Just a short, leisurely ~0.2-mile walk to the sandy shores of Lake Michigan, this home offers a private pool, relaxing hot tub, and cozy firepit for unforgettable
Gorgeous cabin on 15 acres of Indiana farmland with pool, spa, deck, fishing pond, pastures, and barn. Spacious interior with stainless steel appliances, custom stonework, fireplace, and large windows. 5 BRs, including a main ensuite with private bath and deck; two additional full baths. Sleeper sofa, Wii TV, Bluetooth speakers, games, DVDs. Fire p
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