Our Approach Is As Unique As Your Home

Driven by passion. Defined by care. Trusted by owners and loved by guests.

At Simple Life Hospitality, we treat everyone home like our own—protecting your investment, honoring your memories, and delivering exceptional care for every stay.

Smart Strategies for Higher Returns

We get results through smart pricing, effective marketing, wide distribution, and brand strength.

Clear, Consistent Communication

Our advantage is consistent, multi-channel communication with both guests and owners—ensuring a seamless experience from start to finish.

Unmatched Attention To Your Investment

We deliver exceptional property care through meticulous inspections, proactive maintenance, trusted local partnerships, and cutting-edge technology—all tailored to preserve the quality and value of your home.

Fresh Thinking, More Bookings

As a company, we stay on top of traveler trends—continually evolving to meet guests where they're searching, booking, and vacationing. From marketing to guest services, we adapt our strategies and technology to deliver the experience today's travelers expect, turning first-time guests into lifelong fans.

We Are Trusted By Owners. Here's Why...
Testimonials Image
Guest Reviews
Hear why you should join us at the beach...

“Renting out our property seemed like too daunting of a task to take on, as we both work full-time and are raising a family. The last thing we needed was the burden of managing a rental property but hiring The Simple Life Hospitality has been a Godsend! The process of working with them is smooth and seamless, and we do not have to worry about all the details involved with renting. We can enjoy our property when we want and share it with others when we are not there. Renting has allowed us to earn extra income and make improvements to our property. If you are thinking about renting your property but are afraid of the unknown and do not know where to begin, contact The Simple Life Hospitality. They will walk you through the entire process and treat you like family!”

Will

"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

"We are the owners of the Silo Guesthouse, and Fish Creek Farmhouse. 

We’re getting great reviews again this year, such sweet things to read. I love that we have returning guests and we have really positive reviews on cleanliness, checking in, on communication etc, which is all because of Simple Life. 

We are very thankful for everything that you do, providing a great service for us and a wonderful experience for our guest."

Steve and Nathan

"We have had a very positive experience working with Simple Life Rentals.  I like that I truly feel it is a partnership.  They couldn't exist without owners and we certainly couldn't share our home without them.  They are very responsive, personal and personalized.  I don't feel like we are just a number.  The staff truly care.  Our main point of contact lives in the area, and understands our Door County community.  I love that we truly don't have to worry about a thing!  We have great flexibility in being able to use our home as much or little as we want.  They are always striving to be better and make the experience for the owners and the guests better."

Julie (Owner of The Big and Easy House)

"Simple Life has been amazing to work with and has helped me through so many crazy situations, I don't know how I would have done it on my own.  All of your staff are amazing and responsive and I wish you continued success.

Thank you so much for all your help."

Lisa

"Simple Life has made our first experience renting out our vacation property stress-free and with greater results than we could have imagined. We started working with them in 2023 and could not be more pleased with their level of service to our guests and commitment to our success as owners. I highly recommend them to anyone looking for help managing their property."

Sherry (Owner of Point Beach Cottage)

"I met Wendy from The Simple Life Hospitality at a real estate meeting in 2019. We were already in the process of building a high-end vacation rental home on the bay in Door County, WI. We had concerns about managing the rental until we met Wendy at that meeting. Simple Life took up the project of getting permits, inspections, and making finish recommendations. We could then concentrate on finishing up the project behind the scenes, Wendy and her team were getting pictures and the listing and running, setting rates, and promoting the rental.


Month-end reports are clear, concise, and timely.

I would highly recommend Wendy and the team to handle your vacation rental."


Mike

“Renting out our property seemed like too daunting of a task to take on, as we both work full-time and are raising a family. The last thing we needed was the burden of managing a rental property but hiring The Simple Life Hospitality has been a Godsend! The process of working with them is smooth and seamless, and we do not have to worry about all the details involved with renting. We can enjoy our property when we want and share it with others when we are not there. Renting has allowed us to earn extra income and make improvements to our property. If you are thinking about renting your property but are afraid of the unknown and do not know where to begin, contact The Simple Life Hospitality. They will walk you through the entire process and treat you like family!”

Will

"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
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Discover The Benefits Of Working With Simple Life Hospitality
Managing Your Home
  • Proactive, Results Driven Marketing
  • Data Driven Pricing For Peak Performance
  • Distribution Puts Your Home In Front Of Guests
  • Adherence to Local STR Regulations
  • Online Owner's Portal
  • 24/7 Guest Support & Communication
  • Sales Tax Payments
  • Comprehensive Owner Statements
Maintaining Your Home
  • Local Partners Are Always Nearby
  • Dedicated Housekeeping
  • Proactive Maintenance
  • Built In Damage Protection On All Bookings
  • Smart Technology with 24/7 Monitoring
  • Property Inspections Before & After Guests Stays
Let's Get Started
Strong Partnerships Start By Connecting
Contact Us
Testimonials Image
Guest Reviews
Hear why you should join us at the beach...

"We are the owners of the Silo Guesthouse, and Fish Creek Farmhouse. 

We’re getting great reviews again this year, such sweet things to read. I love that we have returning guests and we have really positive reviews on cleanliness, checking in, on communication etc, which is all because of Simple Life. 

We are very thankful for everything that you do, providing a great service for us and a wonderful experience for our guest."

Steve and Nathan

“Renting out our property seemed like too daunting of a task to take on, as we both work full-time and are raising a family. The last thing we needed was the burden of managing a rental property but hiring The Simple Life Hospitality has been a Godsend! The process of working with them is smooth and seamless, and we do not have to worry about all the details involved with renting. We can enjoy our property when we want and share it with others when we are not there. Renting has allowed us to earn extra income and make improvements to our property. If you are thinking about renting your property but are afraid of the unknown and do not know where to begin, contact The Simple Life Hospitality. They will walk you through the entire process and treat you like family!”

Will

"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

"Simple Life has made our first experience renting out our vacation property stress-free and with greater results than we could have imagined. We started working with them in 2023 and could not be more pleased with their level of service to our guests and commitment to our success as owners. I highly recommend them to anyone looking for help managing their property."

Sherry (Owner of Point Beach Cottage)

"We have had a very positive experience working with Simple Life Rentals.  I like that I truly feel it is a partnership.  They couldn't exist without owners and we certainly couldn't share our home without them.  They are very responsive, personal and personalized.  I don't feel like we are just a number.  The staff truly care.  Our main point of contact lives in the area, and understands our Door County community.  I love that we truly don't have to worry about a thing!  We have great flexibility in being able to use our home as much or little as we want.  They are always striving to be better and make the experience for the owners and the guests better."

Julie (Owner of The Big and Easy House)

"I met Wendy from The Simple Life Hospitality at a real estate meeting in 2019. We were already in the process of building a high-end vacation rental home on the bay in Door County, WI. We had concerns about managing the rental until we met Wendy at that meeting. Simple Life took up the project of getting permits, inspections, and making finish recommendations. We could then concentrate on finishing up the project behind the scenes, Wendy and her team were getting pictures and the listing and running, setting rates, and promoting the rental.


Month-end reports are clear, concise, and timely.

I would highly recommend Wendy and the team to handle your vacation rental."


Mike

"Simple Life has been amazing to work with and has helped me through so many crazy situations, I don't know how I would have done it on my own.  All of your staff are amazing and responsive and I wish you continued success.

Thank you so much for all your help."

Lisa
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Next