Private Pool
17 properties available
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
Oasis in the Woods
House
New Buffalo, MI
3
bedrooms
2
baths
8
guests
5
(4)
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
Wilder Woods
House
Michiana, MI
5
bedrooms
4
baths
1
half baths
10
guests
5
(6)
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.
Gray Haven
House
Union Pier, MI
4
bedrooms
2
baths
1
half baths
8
guests
5
(14)
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,
The Dakota
House
Union Pier, MI
4
bedrooms
2
baths
1
half baths
9
guests
5
(106)
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
Owlwood
House
Harbert, MI
4
bedrooms
4
baths
8
guests
5
(28)
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
Dunegrass Path
House
Stevensville, MI
7
bedrooms
6
baths
16
guests
5
(21)
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
Hearth & Timber
House
Bridgman, MI
5
bedrooms
3
baths
1
half baths
14
guests
5
(4)
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
It’s a Wonderful Life
House
Michiana, MI
6
bedrooms
4
baths
12
guests
4.9
(16)
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
Living My Best Life
House
Union Pier, MI
3
bedrooms
2
baths
1
half baths
10
guests
5
(12)
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,
Sunset Manor
House
Grand Beach, MI
7
bedrooms
5
baths
3
half baths
16
guests
5
(16)
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
The Townie Cottages - All Units
Multi-Unit
Union Pier, MI
7
bedrooms
5
baths
1
half baths
22
guests
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
Bear Ranch
House
Berrien Springs, MI
8
bedrooms
6
baths
1
half baths
32
guests
5
(26)
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