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Use code FallGetaway15 Get 15% off your stay of 3 nights or more until November
24! Book Now!
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Available Units
Jump to propertyA Little House in the WoodsAsher ManorB.A.R.C. HausBaileys
Harbor Lakefront AbodeBarefoot Beach GetawayBaydream BelieverBayview Bliss
BungalowBirch Grove CottageBirch HavenBlue Bear CottageBlue Skies and Cherry
PiesBluff HavenCabin in the WoodsCaptain's QuartersCat Nap AcresCave Point
CottageCedar Cove CottageCedar Haven (Unit 202)Cedarview HideawayCheese Head
HideawayCollings Log HouseCollings Summer HouseCottage Row RetreatCurly's
Hangout (Draft Exclusive)Day Drinking (Margaritaville Resort, Orlando)Door Way
InnDune AlrightEphraim's Pearl (Unit 203)Europe Lake ChateauField of DreamsFish
Creek FarmhouseFish Creek Hilltop (Unit C-2)Fish Creek PinesFun-tanaGibraltar
GetawayGold Getaway (2014)Green Bay GetawayGreen Getaway (2016)Heidaway
CottageHere Comes the Sun(set)High GardenHillside Packers HavenHilltop Hideaway
(Unit B-5)Hilltop View in Fish Creek (Unit B-3)Holiday by the Bay (Unit A-4)Home
Away from HomeIndigo Meadow at the RidgeKangaroo East ShoreKettle Moraine
FlatKing's LandingKoselig CottageLambeau LeapLatitude AdjustmentLazy Daze
LagoonLily Bay LodgeLimestone EdgeLittle White Cottage on the LakeLivin' the
DreamLodge on Laurie LaneLog Cabin on Kangaroo LakeLog Retreat at Fish
CreekLombardi View (Draft Exclusive)Maison RougeManistique Stone CottageMarina
CottageMoonlight Bay GetawayMuirfield FlatNitschke NookNorth Bay TranquilityOld
FashionedOrchard View RetreatOur Lakeside LegacyOwl's NestPack Shack (Draft
Exclusive)Peacefield at The Hilltop (C-4)Point Beach CottageProseccoRelaxing
Busy Bee (C-7)Richmond Waupaca CabinRoo RetreatRunning's Lost LakehouseSherwood
Point ShoresShore to PleaseSilo Guest HouseStiehl AwayStill WatersStonehedge
ViewStony Shore CabinSunset RetreatSunset Shores - Chalet Cabin #3Sunset Shores
- Kangaroo Kabin #6Sunset Shores - Lakeside Cabin #1Sunset Shores - Sunflower
Cabin #4Sunset Shores - Tiger Lily Cabin #5Sunset Shores - Water's Edge Cottage
#2T&J Northwoods CabinThe Big and Easy HouseThe Cliff HouseThe Dreaming TreeThe
Goddess Door Family HomeThe Great EscapeThe Loft HouseThe Log Home of Fish
CreekThe Reserve at Plum BottomThe Resting PlaceThe Retreat at Sunshine CreekThe
RoostThe Sweet RetreatThenell's Beach HouseThenell's CottageThree Little
BirdsTop of the Hill CabinTouchdown on the Bay (Draft Exclusive)Trails and Tails
GetawayTranquility Bay GetawayTuckaway CottageUpper DeckVita HusetWater's End
CottageWesterosWheeler LakehouseWhite Star PointWilderness RetreatYellow Birch
CottageJump to property
* Home
* About
* Careers
* Contact
* Gift Certificates
* Our Rentals
* Dog Friendly
* Door County
* Green Bay
* Kettle Moraine
* Lake Geneva
* Northwoods
* Central Wisconsin
* Florida
* Bonita Springs
* Kissimmee
* Owners
* Owner Portal
* Resources
* Case Study: Self Management
* Case Study: Switching to Simple Life Hospitality
* Property Management vs. Self Management Calculator
* Rental Property Furnishings & Supply Checklist
* Guests
* Travel Insurance
* Guest FAQ
* SLH Luxury Collection
* 2025 Green Bay Draft
* Places to Stay for the Draft
* Rent Your Home During the Draft
* Blog
* Shop
Menu
* Home
* About
* Careers
* Contact
* Gift Certificates
* Our Rentals
* Dog Friendly
* Door County
* Green Bay
* Kettle Moraine
* Lake Geneva
* Northwoods
* Central Wisconsin
* Florida
* Bonita Springs
* Kissimmee
* Owners
* Owner Portal
* Resources
* Case Study: Self Management
* Case Study: Switching to Simple Life Hospitality
* Property Management vs. Self Management Calculator
* Rental Property Furnishings & Supply Checklist
* Guests
* Travel Insurance
* Guest FAQ
* SLH Luxury Collection
* 2025 Green Bay Draft
* Places to Stay for the Draft
* Rent Your Home During the Draft
* Blog
* Shop
HOME
LET THE ADVENTURE BEGIN
VACATION RENTALS MADE SIMPLE
Explore Rentals Rent Out Your Property
Guests 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24
Type Apartment Cabin Condo Cottage Duplex House Lodge Studio Townhouse
Location Door County Fl Gulf Coast Green Bay Kettle Moraine Kissimmee Lake
Geneva Northwoods Waupaca
Search
VACATION RENTALS MADE SIMPLE
As a premier destination for both property owners and guests, we specialize in
curating unforgettable stays and maximizing rental revenue. With a dedicated
team of local experts and a passion for hospitality, we strive to create
seamless experiences for both homeowners and guests alike. Unlock the full
potential of your property or find the perfect getaway; you can trust us to
deliver unparalleled service and satisfaction. Welcome to the start of your
unforgettable journey with The Simple Life Hospitality.
THE SIMPLE LIFE HOSPITALITY BRAND
At The Simple Life Hospitality, we understand the significance of hospitality
symbols, particularly the pineapple. Originating from colonial America, the
pineapple has long been associated with warmth, friendship, and graciousness.
When hostesses would present a pineapple to guests, it signaled not only their
generosity but also their desire to ensure guests felt welcome and appreciated.
Driven by a dedication to excellence and a deep understanding of the evolving
needs of the hospitality landscape, we are confident in our ability to make a
meaningful impact in the lives of those we serve. We embrace the timeless
tradition of the pineapple as a symbol of our commitment to providing guests
with a warm, welcoming, and memorable experience. We strive to create an
atmosphere of genuine hospitality and friendship, ensuring every guest and owner
feels cherished and valued.
We have been featured in:
In 2023, The Simple Life Hospitality proudly ranked #291 on the prestigious Inc.
5000 Fastest Growing Companies list, a testament to our steady progress in the
vacation rental industry. Continuing this momentum, we were ranked #870 in 2024.
Our deliberate and thoughtful approach to hospitality management has earned us
recognition for our unwavering commitment to quality service and sustainable
growth.
At The Simple Life Hospitality, we take pride in our work, knowing that every
endeavor we undertake contributes to the success and satisfaction of both
homeowners and guests alike. With a focus on maximizing the earning potential of
second homes and investment properties, we empower homeowners to unlock the full
value of their assets while providing guests with unforgettable experiences.
Stress-Free Rental Management
Superior Guest Experience
Unlock the full potential of your property and explore new income avenues by
joining The Simple Life Hospitality Portfolio. As a leading Short-Term Rental
management company, we offer comprehensive services tailored to meet your unique
needs. From meticulous property care to strategic marketing, trust us to
maximize your returns while ensuring peace of mind
Experience true hospitality with our unrivaled guest services. Benefit from
seamless check-in/check-out procedures, complemented by round-the-clock
dedicated guest support. Enjoy the convenience of instant online booking and
effortless payment options, guaranteeing a stress-free start to your vacation.
Earn Extra Rental Income
Find Your Perfect Vacation Home
Property Owner Testimonials
I can’t say enough good things about The Simple Life Hospitality. As an owner, I
was VERY reluctant to hire a property manager for my vacation rental after the
less than stellar experience I had using a property manager for my long term
rentals, but I’m so glad I took the chance and went with Simple Life. They are
more than I could ever have hoped for in a property manager. They are very good
at communication, they handle everything related to guests, they are very
knowledgeable, they always have time for me, and they make me feel like I’m one
of their very few clients (although that is far from the case). If you have ever
thought of truly being hands off with your vacation rental, you will not find a
better company than Simple Life!
Sara Kranpitz
If you’re thinking about renting your property but are afraid of the unknown and
don’t know where to begin, contact The Simple Life Hospitality. They will walk
you through the entire process and treat you like family!
Will and Liz Pflum
I can’t say enough good things about The Simple Life Hospitality. As an owner, I
was VERY reluctant to hire a property manager for my vacation rental after the
less than stellar experience I had using a property manager for my long term
rentals, but I’m so glad I took the chance and went with Simple Life. They are
more than I could ever have hoped for in a property manager. They are very good
at communication, they handle everything related to guests, they are very
knowledgeable, they always have time for me, and they make me feel like I’m one
of their very few clients (although that is far from the case). If you have ever
thought of truly being hands off with your vacation rental, you will not find a
better company than Simple Life!
Sara Kranpitz
If you’re thinking about renting your property but are afraid of the unknown and
don’t know where to begin, contact The Simple Life Hospitality. They will walk
you through the entire process and treat you like family!
Will and Liz Pflum
Previous
Next
Why let your vacation home sit empty while the bills continue to pile in?
Renting out your second home for short-term rentals offers numerous benefits.
Not only does it generate additional income, but it also allows for flexible
usage of the property. With short-term rentals, you can capitalize on peak
seasons, minimize vacancy periods, and potentially offset ownership costs.
LET THE ADVENTURE BEGIN
Find Your Dream Vacation Rental
MISSION STATEMENT
The Simple Life Hospitality is a family run business that was founded on the
principles of simple living and life enrichment through creating memories with
family and friends.
JUMP TO PROPERTY
- Choose -A Little House in the WoodsAsher ManorB.A.R.C. HausBaileys Harbor
Lakefront AbodeBarefoot Beach GetawayBaydream BelieverBayview Bliss
BungalowBirch Grove CottageBirch HavenBlue Bear CottageBlue Skies and Cherry
PiesBluff HavenCabin in the WoodsCaptain's QuartersCat Nap AcresCave Point
CottageCedar Cove CottageCedar Haven (Unit 202)Cedarview HideawayCheese Head
HideawayCollings Log HouseCollings Summer HouseCottage Row RetreatCurly's
Hangout (Draft Exclusive)Day Drinking (Margaritaville Resort, Orlando)Door Way
InnDune AlrightEphraim's Pearl (Unit 203)Europe Lake ChateauField of DreamsFish
Creek FarmhouseFish Creek Hilltop (Unit C-2)Fish Creek PinesFun-tanaGibraltar
GetawayGold Getaway (2014)Green Bay GetawayGreen Getaway (2016)Heidaway
CottageHere Comes the Sun(set)High GardenHillside Packers HavenHilltop Hideaway
(Unit B-5)Hilltop View in Fish Creek (Unit B-3)Holiday by the Bay (Unit A-4)Home
Away from HomeIndigo Meadow at the RidgeKangaroo East ShoreKettle Moraine
FlatKing's LandingKoselig CottageLambeau LeapLatitude AdjustmentLazy Daze
LagoonLily Bay LodgeLimestone EdgeLittle White Cottage on the LakeLivin' the
DreamLodge on Laurie LaneLog Cabin on Kangaroo LakeLog Retreat at Fish
CreekLombardi View (Draft Exclusive)Maison RougeManistique Stone CottageMarina
CottageMoonlight Bay GetawayMuirfield FlatNitschke NookNorth Bay TranquilityOld
FashionedOrchard View RetreatOur Lakeside LegacyOwl's NestPack Shack (Draft
Exclusive)Peacefield at The Hilltop (C-4)Point Beach CottageProseccoRelaxing
Busy Bee (C-7)Richmond Waupaca CabinRoo RetreatRunning's Lost LakehouseSherwood
Point ShoresShore to PleaseSilo Guest HouseStiehl AwayStill WatersStonehedge
ViewStony Shore CabinSunset RetreatSunset Shores - Chalet Cabin #3Sunset Shores
- Kangaroo Kabin #6Sunset Shores - Lakeside Cabin #1Sunset Shores - Sunflower
Cabin #4Sunset Shores - Tiger Lily Cabin #5Sunset Shores - Water's Edge Cottage
#2T&J Northwoods CabinThe Big and Easy HouseThe Cliff HouseThe Dreaming TreeThe
Goddess Door Family HomeThe Great EscapeThe Loft HouseThe Log Home of Fish
CreekThe Reserve at Plum BottomThe Resting PlaceThe Retreat at Sunshine CreekThe
RoostThe Sweet RetreatThenell's Beach HouseThenell's CottageThree Little
BirdsTop of the Hill CabinTouchdown on the Bay (Draft Exclusive)Trails and Tails
GetawayTranquility Bay GetawayTuckaway CottageUpper DeckVita HusetWater's End
CottageWesterosWheeler LakehouseWhite Star PointWilderness RetreatYellow Birch
Cottage- Choose -
SOCIAL LINKS
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*
*
Privacy Policy
Contact Us
Simple Life Rentals
PO Box 5331
De Pere, WI 54115
contactus@thesimplelifehospitality.com
Phone: +1 888-980-1355
Careers
© 2024 Simple Life Rentals
* Home
* About
* Careers
* Contact
* Gift Certificates
* Our Rentals
* Dog Friendly
* Door County
* Green Bay
* Kettle Moraine
* Lake Geneva
* Northwoods
* Central Wisconsin
* Florida
* Bonita Springs
* Kissimmee
* Owners
* Owner Portal
* Resources
* Case Study: Self Management
* Case Study: Switching to Simple Life Hospitality
* Property Management vs. Self Management Calculator
* Rental Property Furnishings & Supply Checklist
* Guests
* Travel Insurance
* Guest FAQ
* SLH Luxury Collection
* 2025 Green Bay Draft
* Places to Stay for the Draft
* Rent Your Home During the Draft
* Blog
* Shop
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