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 20 properties available
Calendar Free cancellation for 14 days prior to arrival.
Calendar Free cancellation before Aug 6.
Tucked a block away from Main Street (Highway 42), you can enjoy the peace and serenity, visit the shops and restaurants or even enjoy Fish Creek Harbor, which can be viewed from the condo. You will love to call this property your home away from home while exploring Door County and we cannot wait to share it with you! Property Features: + Updated
Bluff Haven
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Bluff Haven
Fish Creek
$224.00 - $1,539.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 15 guests
Rating 4.7 (32)
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This 4-bedroom, 4 bathroom home is four levels and includes a fully stocked kitchen and two separate living spaces. The upstairs bedrooms provide quiet, comfortable rooms to rest and relax, including a bunk room at the very top level in the finished attic. Put the kids to bed and head on downstairs where you will find the finished basement. The bas
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King's Landing
Sister Bay Pet Friendly
$300.00 - $2,209.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 4.6 (57)
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Three of the bedrooms include private ensuite bathrooms, ideal for comfort and privacy. Highlights include a gas fireplace, a stylish furnished interior, and a screened-in porch for relaxing evenings. Located just minutes from downtown Egg Harbor and the public beach, Glenlo Vines is perfectly situated for enjoying all the area has to offer. Consi
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Glenlo Vines
Egg Harbor
$250.00 - $1,150.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 4.7 (14)
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With 3 spacious bedrooms and 2 full bathrooms, Flint Ridge comfortably accommodates families, friends, or a weekend getaway with your favorite group of gals. This warm and inviting home features an open concept living area, loft overlooking the living room, fully equipped kitchen, vintage Nintendo, and cozy touches throughout. Step outside and expl
Flint Ridge
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Flint Ridge
Sister Bay
$200.00 - $1,319.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (13)
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The main floor includes a designer kitchen with Café appliances, including a 36” stove and pot filler. Sip your morning coffee in the four seasons room with adjourning breakfast table. There are three bedrooms on the main floor (including the primary bedroom), all with en suite bathrooms. The primary bedroom is a separate retreat with a large vault
Vita Huset
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Vita Huset
Sister Bay Pet Friendly
$395.00 - $2,262.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (36)
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Property Features: + Gorgeous outdoor spaces including propane fire table on the deck + Propane grill + Beautiful sunsets overlooking the bay from atop the cliff + Mature trees and possible wildlife + Golf Simulator and clubs + Multiple fireplaces + Upgraded WiFi Internet Starlink + Washer and dryer + TV with cable + Electronic vehicle (EV) chargin
Baydream Believer
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Baydream Believer
Sturgeon Bay
$325.00 - $1,188.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (114)
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Outdoor enthusiast? Use one of our mountain bikes or Huffy cruiser to pedal to the Marina, Sunset Beach or Peninsula State Park. Spacious property with wheelchair accessibility and private elevator is perfect for multiple families and generations. Each bedroom has an en-suite bathroom for added luxury and privacy. Three floors, three porches and am
Cottage Row Retreat
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Cottage Row Retreat
Fish Creek
$450.00 - $3,270.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Bathrooms 1 Half bath
Guests 15 guests
Rating 4.9 (49)
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The main level has a beautiful, modern kitchen that is fully stocked for all of your cooking needs and a large dining room table. Gather around the fireplace in the family room on cool evenings. There are 4 bedrooms total: 3 with queen beds, a bedroom with 6 XL twin sleeping spaces, and 2.5 bathrooms.Property Features:+ Great outdoor spaces+ Projec
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The Loft House
Egg Harbor
$125.00 - $1,845.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 4.9 (114)
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Consider renting our 3 other units in this building for your group retreat! The other units have the exact same layout but vary in sleeping arrangements: Heights Meadow Ridge, Wouters Cabernet Chalet, and Anchor Point Condo. Property Features: + Decks off living room, primary bedroom and second story bedroom + Patio table and seating for 2 on both
Anchor Point Condo
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Anchor Point Condo
Egg Harbor
$185.00 - $1,150.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (8)
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Want more space? Rent both sides of the duplex (Green and Gold Getaway) to create a spacious 7BR, 6BA retreat — perfect for large families or weekend fan groups. Property Highlights: + Hotel-quality 14” mattresses and 100% cotton sheets 🚿 Luxury Bathrooms + Walk-in showers, dual sinks, heated + lighted mirrors, and hair dryers provided in all 3 f
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Green Getaway (2016)
Ashwaubenon
$194.00 - $2,500.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (13)
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The cottage is bathed in sunlight during the day, providing a warm and cheerful ambiance. As the evening sets in, indulge in fireside conversations outside for some mesmerizing stargazing. This property allows up to 2 well-behaved dogs, with an additional fee collected at booking. About the Space: + Dog-Friendly + Two decks with outdoor seating to
Koselig Cottage
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Koselig Cottage
Ellison Bay Pet Friendly
$175.00 - $885.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 (40)
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Gather with loved ones in the open living spaces, enjoy game nights in the upper-level rec room, or relax outside and take in unforgettable Door County sunsets. With its prime location near boating, fishing, dining, and shopping, Harbor Sunset puts the best of Baileys Harbor at your fingertips while still offering a private, peaceful escape.Propert
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Harbor Sunset
Baileys Harbor
$600.00 - $2,666.00 / per night
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 18 guests
Rating 5 (3)
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