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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
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
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 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
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
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
With 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 family room. The Prima
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
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
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
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
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,
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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