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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.
20 properties available
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 courtyard with a pool. Pet-frie
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
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,
Tucked 300 feet from the road and surrounded by old-growth trees, Hearth and Timber is a private retreat made for connection and play. This 5BR, 3.5BA getaway features a pool, hot tub, screened-in porch, half basketball court, swingset, game room, all surrounded by forest views. Enjoy fire-lit evenings and spacious interiors. With tennis courts acr
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
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, a high-end Rec Room, and a luxurious hot tub. Relax in the posh 3-season room, wraparound deck, patios,
Just minutes from Vanderbilt Beach and Delnor-Wiggins Pass, Pool Paradise is a vibrant coastal retreat with a private pool, hot tub, and lush tropical landscaping. The backyard invites long afternoons under the palms with a shaded lounge area, gas grill, and plenty of space to lounge. Inside, refreshed interiors feel bright and welcoming with thoug
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.
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
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
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
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
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