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.
16 properties available
Bedroom Configuration:Bedroom 1: King BedBedroom 2: King BedBedroom 3: 2 Twin BedsBedroom 4: Twink BunkbedUnion Pier offers a serene escape with its beautiful sandy beaches and charming small-town vibe. Visitors can indulge in the local flavors at St. Julian Winery & Distillery or explore the artisanal crafts at the Antique Mall of Union Pier. For
Bella and Dulce's Lakehouse
House
Union Pier, MI
4
bedrooms
3
baths
10
guests
5
(7)
Once you and your guests step into this gorgeous estate home and take in the spacious, naturally lit beauty, you’ll know you're about to experience an extraordinary vacation. Leave your cares behind as you recline on a comfy couch with a glass of wine, staring into the flames dancing in the majestic hand-cut stone fireplace. Lean back and enjoy the
Bear Ranch
House
Berrien Springs, MI
8
bedrooms
6
baths
1
half baths
32
guests
4.9
(25)
Step inside to discover a stunning interior thoughtfully designed for comfort and enjoyment. The well-appointed kitchen, featuring Caesarstone counters and Fisher & Paykel appliances, is a haven for culinary enthusiasts. Gather at the expansive dining table or cozy up to the bar seating for unforgettable meals. The living area beckons with cont
Casa Azur
House
Union Pier, MI
5
bedrooms
3
baths
10
guests
5
(1)
"Sumptuous," "Elegant," "Rich"—these words come to mind upon setting foot in The Dakota, an exquisitely designed 4BR-2.5BA home nestled on 1½ acres in the serene woods of Union Pier, less than one mile from Lake Michigan’s beaches. Completely renovated in 2014, this stunning property features cathedral ceilings, a Great Room with a stone fireplace,
The Dakota
House
Union Pier, MI
4
bedrooms
2
baths
1
half baths
9
guests
4.8
(28)
Warm and welcoming, the main living spaces at Hearth and Timber strike the perfect balance between relaxed comfort and refined design. Multiple fireplaces throughout the home, including a striking stone hearth in the living room, create an inviting ambiance for every season. Plush seating invites late-night chats or movie marathons, while the fully
Hearth & Timber
House
Bridgman, MI
5
bedrooms
3
baths
1
half baths
14
guests
5
(1)
Stepping inside Gray Haven, you and your guests will find yourselves immediately relaxing and breathing easy, given the spacious, rich atmosphere created by the vaulted ceilings and magnificent views of the surrounding woods, the pool, and large deck through the home’s expansive windows. Add to that the breathtaking natural light and stylish, hand-
Gray Haven
House
Three Oaks, MI
4
bedrooms
2
baths
1
half baths
8
guests
5
(6)
At the heart of the home, a dramatic great room is framed by exposed beams and a two-story stone fireplace. Oversized windows draw the landscape in, while deep sofas and rich textures make this a favorite space for both conversation and quiet. The adjacent kitchen is equipped with high-end appliances, dual dishwashers, and a wide island for meal pr
Wilder Woods
House
Michiana, MI
5
bedrooms
4
baths
1
half baths
10
guests
5
(1)
Designed and built by UrbanLab Architects, Owlwood is a unique multi-wing home where every element has been executed to perfection. Set against a panoramic backdrop of peaceful forest views in the middle of Harbor Country, the showstopper at this stunning house is the modern architectural design that allows pure natural light to be enjoyed from nea
Owlwood
House
Three Oaks, MI
4
bedrooms
4
baths
9
guests
5
(10)
Inside, light pours through tall windows and vaulted ceilings, setting an open, easygoing tone that carries through every level of the home. The great room is built for gathering, with plush seating, warm wood tones, and a fireplace that draws the room together without feeling formal. A separate sitting room offers wraparound views and a quieter pa
Sunny Dunes Retreat
House
Grand Beach, MI
5
bedrooms
5
baths
1
half baths
14
guests
5
(1)
Upon entering Michiana Shores Beach House, you’ll step into a world of sculpted beauty, serenity, and grace. Everywhere you look, you’ll feel the pull to relax in this stunning vacation home’s elegant comfort. The open design of the Kitchen, Dining Room, and Living Room invites you to unwind with your favorite drink, whether at the kitchen’s center
Michiana Shores Beach House
House
Michigan City, IN
6
bedrooms
4
baths
18
guests
4.6
(15)
If it’s an extraordinary vacation you want, Dunegrass Path is a premier destination. Stepping into this elegant mansion, you’ll be magically transported to the sublime side of life. Luxurious, hand-selected furnishings, artwork, and accessories combine with ultra-comfort to make for a thoroughly relaxing environment.Thirsty for some downtime after
Dunegrass Path
House
Stevensville, MI
7
bedrooms
6
baths
16
guests
4.8
(14)
Stepping in the front door, you’ll be swept up by the spacious, elegant open design, with its breathtaking wall of windows, cathedral ceilings, and superb natural lighting. When it’s time to chill, you can opt to recline in front of a roaring fire with your favorite beverage in hand EITHER in the living room OR in the family room – knowing BOTH hav
Living My Best Life
House
Union Pier, MI
3
bedrooms
2
baths
1
half baths
10
guests
5
(5)
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