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.
20 properties available
Pool Opening June 2025With private beach access and amazing amenities nearby, this vacation home is R-and-R heaven! The chic open design of the LR-DR-Kitchen, vaulted ceilings, and wall of windows will put you in Relax Mode. Cozy up to one of two stone fireplaces, cook in the custom Chef’s Kitchen, or enjoy coffee at the island, breakfast nook, or
Welcome to Fallen Oaks—where relaxation meets fun in the heart of Lakeside, MI! This freshly updated 3BR/3BA retreat is packed with everything you need for an unforgettable stay. Splash in the sparkling pool, sweat it out in the sauna, and starting in April, soak in the brand-new hot tub under the stars! Just minutes from Lake Michigan’s beaches an
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, and outdoor shower. Nestled within walking distance of the neighborhood's pr
Welcome to Bella and Dulce's Lakehouse! Enjoy the serenity of a private wooded lot while taking a dip in the refreshing pool or roasting marshmallows by the firepit. Enjoy serenity on a private wooded lot with a refreshing pool and firepit. Inside, the chef's kitchen, 4 bedrooms, and 3 bathrooms ensure comfort. Cozy up by the stone fireplace or r
This fabulous 6BR/4BA beach house will WOW you with its blend of elegance and comfort, just steps from a superb beach and amenities. Enjoy the chic open design of the Chef's Kitchen, Dining Room, and Living Room, with views of the courtyard, pool, and deck. Gorgeous, comfy bedrooms and designer bathrooms make living easy. High-end furnishings insid
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
A true vacay dream, this stunning lakefront 26-acre estate has a private beach, gorgeous pool, hot tub, indoor sauna, fabulous 6-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
Presenting The Townie Cottages Collection, newly built, adorable custom cottages that epitomize 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, ensur
Set on a 1.25-acre wooded lot less than two miles from Townline Beach, this luxurious home is a vacation dream! The open design of the living room, dining room, and kitchen, high ceilings, majestic stone fireplace, and natural light draw you in. Elegant furnishings and stylish decor, plus a pool, huge deck, and screened gazebo invite you to relax.
An extraordinary vacation awaits you in this stunning lakefront estate with breathtaking Lake Michigan views. Enjoy elegant-yet-comfy furnishings, a Chef's Kitchen, a spacious living room with a fireplace, 7 stylish bedrooms, 8 deluxe bathrooms, and a high-end Rec Room. Relax in the posh 3-season room, wraparound deck, patios, pool, and sunset deck
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,
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