SLH Luxury Collection

It’s not just about transactions… it’s about creating memorable moments that turn customers into lifelong advocates. In a world where choices are abundant, the quality of experience becomes the ultimate differentiator. That is the reason Simple Life Hospitality is proud to introduce our collection of luxury vacation rentals in premier locations throught Wisconsin. 

 Luxury vacation rental management transcends mere troubleshooting; we cultivate an environment where challenges cease to exist, fostering seamless and unforgettable experiences for all. Our luxury properties promise an unparalleled experience. Elevate your next getaway and book your dream rental today for a truly extraordinary stay. It’s important to make every interaction count and craft experiences that resonate, inspire, and endure. Because when we put the customer at the center of everything we do, success naturally follows. View all of the rental properties that are currently part of our Luxury Collection below.


Sirreti was founded in 2021 by a panel of industry leaders, including our CEO Michael Friedman from the luxury vacation rental industry and related luxury travel and transportation sectors. Since May of 2022 Sirreti, Private Marketing, Ltd and partners have been working on a unique study of affluent guests’ travel patterns. With this study, they have collected quantitative data on luxury travel and vacation trends, and global ultra-high end net worth individuals. “In spite of the global economic crisis luxury vacation rentals continue to be popular among the wealthy and by 2032 the global luxury travel industry is expected to be valued at around $82 billion.”

Properties Available 27 properties available
Calendar Free cancellation for 14 days prior to arrival.
Calendar Free cancellation before Mar 30.
Welcome to the Loft House, hosted by Simple Life Rentals! This beautiful home was constructed in 2021 with modern finishes and a well thought out layout! In a great location--just a few miles South of Egg Harbor-- it is perfect for multiple families and can sleep 12 guests!The main level has a beautiful, modern kitchen that is fully stocked for all
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The Loft House
Egg Harbor
$251.00 - $2,220.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 5 (99)
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Welcome to Kangaroo East Shore, hosted by Simple Life Rentals! Relax and play at this private, waterfront home on the east shore of Kangaroo Lake in Baileys Harbor. This stunning 4400 sq ft lodge boasts a combination of rustic and modern with an expansive estate like feel. Sleeping 14 people, the home includes 6 separate sleeping spaces, 5 bathroom
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Kangaroo East Shore
Baileys Harbor
$445.00 - $2,359.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Bathrooms 2 Half bath
Guests 14 guests
Rating 4.8 (26)
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Welcome to Bearly Hare hosted by Simple Life Rentals! Enjoy your getaway in this newly built, dog-friendly home featuring a grilling pavilion, smart TV, board games, and puzzles for family fun. The fully equipped kitchen, Wi-Fi, and central air/heat make your stay comfortable year-round. Conveniently located right across from Stonehedge View (sleep
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Bearly Hare Cottage
Egg Harbor Pet Friendly
$245.00 - $1,286.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
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Welcome to Hyttel Haus, hosted by Simple Life Rentals -- your perfect Southern Door retreat! Located on the Sherwood Point Peninsula at the mouth of the Sturgeon Bay canal, you’ll be just minutes from the historic Sherwood Point Lighthouse and 15 minutes from Downtown Sturgeon Bay! This luxury waterfront home features three king ensuite bedrooms, p
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Hyttel Haus
Sturgeon Bay
$250.00 - $1,446.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 8 guests
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Welcome to Bluff Haven, hosted by Simple Life Rentals! This expansive three-story, end unit condo is centrally located and a short walk to that downtown Fish Creek has to offer. It provides guests three floors of living space, 3 bedrooms, 2.5 bathrooms, multiple outdoor balconies and an elevator. The fully stocked kitchen, dining space, living room
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Bluff Haven
Fish Creek
$224.00 - $1,442.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 15 guests
Rating 4.9 (26)
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Welcome to Anchor Point Condo, a brand-new construction home hosted by Simple Life Rentals! Escape to this stunning 3-bedroom, 2.5-bathroom retreat, perfect for 8 guests. This home offers fantastic amenities to include four Smart TV’s, arcade and board games, and a Nintendo Switch docking station for endless entertainment. Guests will enjoy access
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Anchor Point Condo
Egg Harbor
$185.00 - $1,038.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (3)
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Welcome to Baileys Harbor Lakefront Abode, hosted by Simple Life Rentals, for your beach getaway in Door County! This sprawling one-story, waterfront haven has a stunning setting that sleeps 8 comfortably across 3 large bedrooms, each with its own full bathroom attached. Fully updated and comfortably decorated, you'll find an emphasis on the modern
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Baileys Harbor Lakefront Abode
Baileys Harbor
$332.00 - $1,516.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (12)
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Welcome to Our Lakeside Legacy, the house that our great grandparents built as some of the first settlers in Baileys Harbor. This loving, well cared for Brann family home has created many great memories for us and we are honored for you to make your own at this one-of-a-kind property, hosted by Simple Life Rentals. All five suites are ensuite – off
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Our Lakeside Legacy
Baileys Harbor
$750.00 - $2,670.00 / per night
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 14 guests
Rating 5 (26)
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Welcome to Koselig Cottage, hosted by Simple Life Rentals! Our charming 2-bedroom, 1-bath cottage in Ellison Bay is the perfect cozy retreat for up to 6 guests. This home is completely remodeled, showcasing its hand-built, log cabin charm. Nestled on five luscious acres, it offers a serene escape while being conveniently close to all the "action."
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Koselig Cottage
Ellison Bay
$175.00 - $1,061.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (36)
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Welcome to Vita Huset, one of Door County’s premier vacation homes, hosted by Simple Life Rentals. Located in charming Sister Bay, this newly constructed in 2023 home provides the perfect hub for all your vacation activities. The main floor includes a designer kitchen with Café appliances, including a 36” stove and pot filler. Sip your morning coff
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Vita Huset
Sister Bay Pet Friendly
$395.00 - $2,118.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (35)
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Welcome to La Dolce Vita, hosted by Simple Life Rentals! Escape to The Sweet Life with this well- appointed 3 bedroom, 2.5 bathroom retreat, for 8 guests. This 2025 new construction home offers guest brand new accommodations as well top-notch condo complex amenities including community indoor pool, hot tub, gym, tennis courts, and a kids play area.
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La Dolce Vita
Egg Harbor
$180.00 - $937.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (7)
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Welcome to Harbor Sunset, hosted by Simple Life Rentals. This newly constructed vacation home in Baileys Harbor offers the perfect blend of modern comfort and secluded luxury in the heart of Door County. Just steps from the Baileys Harbor Yacht Club, the home features 5 bedrooms, 4 bathrooms, and a pool table, making it an ideal retreat for familie
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Harbor Sunset
Baileys Harbor
$600.00 - $2,840.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 18 guests
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