Vacation rentals designed for your whole crew
Private pools, hot tubs, saunas, theaters, and thoughtfully designed spaces for 2 to 30 guests — from Muskegon's marina to the beaches of New Buffalo.
The collectionEvery home is bought with potential, rebuilt with intention, and finished with the amenities your group will talk about for years.
We buy properties with potential and transform them top to bottom. Flow, comfort, and wow factor are obsessed over, so your group can simply arrive and enjoy.
Our storyStays worth gathering for
From a walk-to-the-beach cottage for 8 to an estate that sleeps 30. Each one privately owned and personally hosted.
Fennville
Swimming in the Sunset
A heated 85° pool, home theater, and a separate two-bedroom apartment — steps from a lakefront nature preserve.
$1,549 / night fromSwimming in Luxury
$1,115 / night fromSaugatuck's premier retreat — heated pool, hot tub, theater, and a private lake for kayaking, 1.5 miles from downtown.
Swimming in Amenities
$1,599 / night fromA fully remodeled private estate with pool, pickleball court, theater room, and a brand-new chef's kitchen.
Above the Marina · 6th Floor Penthouse
$1,512 / night fromThe entire top floor of Adelaide Pointe — nearly 2,800 sq ft of brand-new waterfront living with sweeping Muskegon Lake views.
Bell Cottage
$406 / night fromA design-forward cottage with hot tub, barrel sauna, and fire pit — a short walk to New Buffalo's beach, shops, and dining.
Fire & Water
$201 / night from180 feet of private Kalamazoo River frontage with a dock, kayaks, four decks, and a hot tub over the water.
Little Arches
$346 / night fromFour more homes, including Swimming in the Woods and two marina residences.
See all 10 staysReasons to never leave the backyard
Heated pools, hot tubs, barrel saunas, theater rooms, pickleball courts, game lounges, fire pits — every stay is packed with reasons to linger.
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Private pools
Five homes have their own inground pool, including the 85° heated pool at Swimming in the Sunset. Pools run seasonally — each home's page lists its dates.
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Hot tubs & barrel saunas
Seven homes have a hot tub. Two pair it with a sauna for the full cold-night ritual.
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Theaters & game lounges
Dedicated theater rooms, shuffleboard, arcade cabinets, pool tables. Rainy days and late nights are fully booked.
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On the water
A private lake for kayaking in Saugatuck, 180 feet of Kalamazoo River frontage with a dock in Fennville, and Muskegon Lake from a sixth-floor balcony.
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A private pickleball court
Only at Swimming in Amenities in Holland, right beside the pool.
Six beach towns, one unforgettable coast
Saugatuck & Douglas
Art galleries, Oval Beach, and dune rides in Michigan's favorite harbor town.
Explore the guideHolland
Tulips, a Dutch windmill, and a lively downtown with heated brick streets.
Explore the guideMuskegon
A reborn waterfront: Adelaide Pointe marina, beaches, and lake cruises.
Explore the guideNorton Shores
Quiet residential streets minutes from Lake Michigan and Mona Lake.
Explore the guideFennville
Wine country, orchards, and wooded retreats between Saugatuck and the lake.
Explore the guideNew Buffalo & Grand Beach
Harbor-town dining, wide beaches, and golf at Michigan's front door.
Explore the guideMeet Charlie & Megan
Two born-and-raised Michiganders who grew up on the sandy shores of Lake Michigan in Grand Haven — and came home to share it.
What began as a pandemic-era getaway house became a calling: buying overlooked properties and pouring everything into transforming them into luxury vacation homes built for connection.
"It's our way of sharing the magic of Michigan with the world — one unforgettable stay at a time." Charlie & Megan, founders
Weddings, reunions & retreats
Host a marina-side wedding weekend at Adelaide Pointe, fill all 8 bedrooms of Swimming in the Sunset with three generations, or bring the team somewhere they'll actually want to be.
Plan your eventFind the stay that fits everyone
From a cozy cottage for 8 to an estate that sleeps 30 — book direct for the best experience, or reach out and we'll help you choose.
- No service feesYour quote itemizes the lodging rate, cleaning fee, and taxes. That's it.
- Pay in three parts25% reserves your dates, 25% as your stay approaches, and 50% shortly before arrival.
- Confirmed within 24 hoursCharlie and Megan answer personally, daily from 9am to 5pm.