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97 properties available
Welcome to Oak and Shore Cottage, a cozy Harbor Country retreat filled with classic cottage charm and room for everyone to unwind. Enjoy easy neighborhood beach access, a seasonal heated pool, and welcoming indoor and outdoor hangout spaces designed for relaxed gatherings. Settle in and make yourself at home in this inviting Michiana getaway.Living
Oak & Shore Cottage
House
$250 - $981 / per night
4
bedrooms
2
baths
1
half bath
8
guests
Just steps from the HOA pool and walkable to all the charm of downtown New Buffalo, Taylor Street Retreat is a newly updated getaway built for lake town living. With space for up to 12 guests across four bedrooms this home is the perfect home base for your Harbor Country Vacation. Spend sunny afternoons on the screen porch, gather around the firepi
Taylor Street Retreat
House
$304 - $1,494 / per night
4
bedrooms
3
baths
1
half bath
13
guests
5
(9)
Welcome to Marina Isle, a luxurious waterfront home offered by Third Coast Vacations, a full-service vacation rental company run by locals who love Harbor Country. When you book with us, you aren’t just getting another vacation rental company, you’re getting access to the area’s experts. We know where to go because we live here and we love it. Thir
Marina Isle
House
$303 - $1,411 / per night
5
bedrooms
3
baths
13
guests
5
(20)
Enjoy sweeping Lake Michigan views, a private heated pool, and room for everyone to gather at this spacious Michiana retreat. Bright, open living spaces invite relaxation with soaring ceilings, oversized windows, and a cozy stone fireplace for unforgettable moments together. Across the street from private white-sand HOA beaches and minutes from the
Lake Shore Living
House
$877 - $3,413 / per night
6
bedrooms
5
baths
12
guests
Welcome to Marina’s Edge, a three-story townhouse perfectly positioned on Water Street in the heart of downtown New Buffalo. Located directly across from the marina and just steps from Stray Dog and the area’s best restaurants, shops, and lake views, this home puts everything within walking distance. With association pool access, multiple outdoor s
Marina's Edge
House
$177 - $691 / per night
3
bedrooms
2
baths
1
half bath
6
guests
5
(6)
Welcome to The Cornelia Cottage, your charming Lake Michigan escape in the heart of Union Pier. This beautifully renovated three-bedroom, two-bath cottage blends modern comfort with classic coastal charm and is just a short walk from a private association beach. Thoughtfully designed for connection, relaxation, and easy living, it’s the perfect ret
The Cornelia Cottage
House
$153 - $612 / per night
3
bedrooms
2
baths
6
guests
5
(17)
Welcome to The Whittaker Suites in downtown New Buffalo! This beautifully decorated, coastal-themed unit is perfectly situated within walking distance of the town's charming shops and delicious restaurants.Want to check out the beach? Just walk out the door to Whittaker Street and you can see Lake Michigan! The New Buffalo Public Beach is just a fu
Whittaker Suites 1A
Condo
$173 - $616 / per night
2
bedrooms
2
baths
4
guests
5
(46)
Welcome to Forever Youngren a great newly updated home offered by Third Coast Vacations, a full-service vacation rental company run by locals who love Harbor Country. When you book with us, you aren’t just getting another vacation rental company, you’re getting access to the area’s experts. We know where to go because we live here and we love it.
Forever Youngren
House
$150 - $591 / per night
3
bedrooms
2
baths
7
guests
5
(5)
Welcome to Hygge House in Lakeside, a cozy, beautifully renovated retreat just 1,000 feet from a private Lake Michigan beach. Named for the Danish word meaning “coziness and contentment,” this two-bedroom, two-bath home was designed for rest, connection, and comfort in every season. With a spacious backyard, inviting fire pit, and thoughtfully styl
Hygge House
House
$139 - $640 / per night
2
bedrooms
2
baths
6
guests
5
(29)
Welcome to Pier Bliss in Union PierA fully redesigned Harbor Country getaway just one mile from Townline Beach, Pier Bliss blends thoughtful design, curated interiors, and family-friendly amenities into one inviting retreat. This 3-bedroom home with additional sleeping space features a hot tub, screened porch, fire pit, and a beautifully finished l
Pier Bliss
House
$205 - $728 / per night
3
bedrooms
2
baths
9
guests
4.9
(29)
Welcome to Woodcrest Pool Paradise! This cozy two-bedroom, one-bathroom pool house is nestled on a quiet, tree-lined street in Michiana, MI, just one mile from Stop 37 at Seminole and Lakeshore and a short 0.4-mile stroll to the expansive Michiana Village Park. Even better, we are just over 60 miles away from Chicago so it's an easy drive to get he
Woodcrest Pool Paradise
House
$172 - $756 / per night
2
bedrooms
1
baths
4
guests
5
(10)
Welcome to Samsara Lake House, a bright and spacious retreat just across the street from Lake Michigan and a short 1,000-foot stroll to Stop 41 Beach. Designed for easy relaxation and group gatherings, this five-bedroom, three-bath home blends classic coastal style with comfort and space. With open-concept living areas, a finished basement, a loft
Samsara Lake House
House
$397 - $1,594 / per night
5
bedrooms
4
baths
12
guests
4.8
(6)
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