Highland Haven

Fantastic rental all around!

Tom - Posted: 10/19/2025

Hello Tom,
Thank you for your fantastic review! We’re so glad to hear you enjoyed your stay and that everything met your expectations. We’d love to have you back anytime for another great visit!
Warm regards,
The Simple Life Rentals Team

Simple Life Rentals staff

It was great!

Timothy C - Posted: 9/21/2025

We’re so glad you enjoyed your stay! Looking forward to hosting you again in the future.

Simple Life Rentals staff

Beautiful home, very clean, very walkable to the downtown area. Would definitely stay here again. The listing says 7 cars can park there but only 4 cars were allowed to park there, which was a little less than ideal, but we were able to park cars at a lot downtown near the marina with their guidance.

Drew - Posted: 9/7/2025

Hello Drew,
Thank you for your review! We’re so glad you enjoyed the home and its walkable location. We’re sorry for the parking inconvenience and appreciate your understanding as we worked through it. We truly value you choosing our place and hope to welcome you back again.
Warm regards,
The Simple Life Rentals Team

Simple Life Rentals staff

It was amazing. The only thing I didn't enjoy was the parking situation. I understand Sister Bay has rules but it became a problem at times.

Austin - Posted: 8/17/2025

Hello Austin,
Thank you for your review! We’re so glad you had an amazing stay overall. We understand parking in Sister Bay can be a bit tricky at times, and we truly appreciate your feedback. We’d be delighted to welcome you back again.
Warm regards,
The Simple Life Rentals Team

Simple Life Rentals staff

This home is amazing, it was so spacious, extremely clean, and close to everything. We were a group of 10, we stayed 3 nights, and we made breakfast every morning and cooked out 1 night. The kitchen never felt crowded. Having 4 bathrooms was a huge plus as well. The only negative was the check-in process. I never received an email with the code and had to call twice to get it. The first call was to a service where they took my info and said someone would call me right back, but after 45 minutes with no call and past our check-in time, I called again. Kristen saved the day, she spent a lot of time helping us get in the home and she wasn't even the property manager, I never did hear from him/her. This was all taking place in the middle of a storm too, but we're so glad it all worked out. Great place!

Megan - Posted: 8/13/2025

Hello Megan, Thank you so much for sharing your review and your experience! We’re thrilled to hear the home was spacious, clean, and such a comfortable fit for your group. We truly appreciate your patience with the check-in process and are sorry again for the delay. Feedback like yours helps us improve, and we’ll be making sure arrivals are smoother in the future. We’re so glad you had a wonderful stay overall and would love to host you again! Warm regards, The Simple Life Rentals Team

Simple Life Rentals staff

Clean, spacious and good location/neighborhood. Had everything we needed. Number of bathrooms was great with 6 children with us! Comfortable beds.

Lana - Posted: 8/7/2025

Hello Lana, Thank you so much for your kind review! We’re so glad to hear you enjoyed the space, the comfortable beds, and that the home had everything your group needed. It’s wonderful knowing the layout worked well for your family, especially with the extra bathrooms making things easier. We’d be happy to host you again anytime! Warm regards, The Simple Life Rentals Team

Simple Life Rentals staff

This is a clean, well equipped, new, conveniently located home. Our large group had space to spread out and enjoy time together. It was easy to stay in and cook with the well stocked kitchen. Plenty of extra towels and blankets for all. Thank you for a wonderful gathering place!

Amy - Posted: 7/31/2025

Hello Amy,
Thank you for your kind review! We’re so glad your group had space to spread out and enjoyed the kitchen and amenities. It’s wonderful to hear the home worked well for your gathering, and we’d love to welcome you back anytime!
Warm regards,
The Simple Life Rentals Team

Simple Life Rentals staff

Great stay! Super clean, very well stocked and extremely comfortable beds! Close proximity to everything. We were very impressed and will be back!

Susan - Posted: 7/26/2025

So glad it was a comfy and convenient getaway for you! Thanks for choosing us, and we’d love to welcome you back again soon!

Simple Life Rentals staff

This house was perfect for our Door County family vacation. There were 10 of us, grandparents, adult kids and our grandkids, ages 3-12. The house was spotless, fully stocked with every needed amenity. It has wonderful space so we could gather together and also have some separate areas when needed. Only thing I’d suggest is an additional light in the living room. The one time we had a question for Simple Life management, they were quickly responsive. Quiet area close to grocery, mini golf and go-karts. Walking distance (for adults) to DT Sister Bay with easy access to the rest of Door County. We’d happily stay here again.

Barbara - Posted: 7/21/2025

Hello Barbara, Thank you so much for the thoughtful review! We're thrilled to hear the home worked so well for your multi-generational family vacation and that you found everything clean, well-stocked, and spacious. We also appreciate the suggestion about the living room lighting — that's helpful feedback. We'd be happy to host you again anytime for more Door County memories! Warm regards, The Simple Life Rentals Team

Simple Life Rentals staff

The home was beautiful and we enjoyed our family time. Would recommend this home to friends and family.

Jody - Posted: 6/8/2025

Thank you so much for your kind words — we’re so glad you enjoyed your time together. It truly means a lot to us that you’d recommend the home to others. We’d be delighted to host you again anytime!
Warmly,
The Simple Life Rentals Team

Simple Life Rentals staff

We loved our stay in Sisters Bay! It was the perfect size for our group to come to Door County for a Friends Wedding!
The space was spacious and clean with plenty of sleeping accommodations.

John - Posted: 6/1/2025

Hello John,
Thank you for choosing to stay with us for your friends’ wedding celebration! We’re so glad you enjoyed your time in Sister Bay and appreciate your kindness. We hope to welcome you back in the future!
Warm regards,
The Simple Life Rentals Team

Simple Life Rentals staff

Six of us sisters spent the weekend in Door County. We chose this home because it was new and clean and tastefully decorated. It was a very comfortable home and plenty of room for the six of us. There was a lovely patio with a fire pit table and chairs that made the stay even better. If we ever come back to Door County we would definitely stay there again.

Jean - Posted: 9/30/2024

We appreciate your review, Jean! Thank you for allowing us the pleasure of hosting you and we hope you will be back.

Simple Life Rentals staff

The home was clean, comfortable, and a great home base for daily adventures.

Sarah - Posted: 9/2/2024

Yay! Thank you for your kind review, Sarah! Our team and the homeowners are thrilled you enjoyed your stay. We hope you will consider staying with us again.

Simple Life Rentals staff

Clean, fun, and a very nice property. Close enough to walk to sister bay and the host was responsive and great. Would recommend to anyone!

Brent - Posted: 8/25/2024

Thank you for your kind review, Brent! Our team and the home owners are thrilled you enjoyed your stay. We hope you will consider coming back!

Simple Life Rentals staff

The house was great, very clean and cozy. Great location. We had an issue with the front door code to get into the house and also there was no garage code so every time we left we had to push the button and run out before the door closed. Other then that it was perfect and we enjoyed our stay!

Tina - Posted: 8/12/2024

Thank you for your review. We are pleased to hear that you found the house to be great, very clean, and cozy, and that you enjoyed your stay overall. We appreciate you bringing the issues with the front door code to our attention so we can investigate and prevent reoccurrence for future guests. We would love to host you again in the future!

Simple Life Rentals staff

The house is lovely - new & modern, yet cozy - and perfectly situated in the heart of Sister Bay. It is even more beautiful and spacious than the photos portray. It felt very private & wooded, yet we could walk to downtown for dinner, the beach, shops all within 15 minutes. We made some wonderful memories playing all of the fun games provided, and there were many spaces to gather both inside and out. We highly recommend Highland Haven & would stay there again!

Jenna - Posted: 8/11/2024

Thank you so much for your wonderful review of Highland Haven. It's great to know that you were able to take advantage of the convenient location and explore the area on foot. We appreciate your kind words about the home, and we look forward to welcoming you back in the future.

Simple Life Rentals staff

The house was great for my sister’s bachelorette weekend! Great location, plenty of space, clean & had all the basics we needed

Mary - Posted: 7/25/2024

Thank you for your kind review, Mary! We are happy our home worked for your group and we hope you will consider returning.

Simple Life Rentals staff

House was great for our girls weekend! Lots of comfortable places to sleep and bathrooms for all of us to get ready. Well stocked and had everything we needed. Centrally located and easy to get everywhere we needed to go. The fridge was a little warm when we arrived but we turned it down and it cooled down for us over time so it was no problem.

Kelsy - Posted: 7/19/2024

Thank you for your review! We are so happy you and your group enjoyed your stay and would love to host you again in the future!

Simple Life Rentals staff

This house is spacious, clean, well-appointed, and the location is great. My family was very comfortable and we had everything we needed during our stay!

Emily - Posted: 5/27/2024

We are so grateful for your kind review, Emily! This means so much to our team and owners. Happy to hear you had a wonderful stay and we hope to host you again!

Simple Life Rentals staff

Wonderful home for our group of 9 ladies - lots of sleeping space and plenty of bathrooms! Very clean and fully stocked kitchen for hosting wine and cheese night. The only complaint is that while the upstairs bedrooms were hot, the basement bedrooms were cold - not able to regulate the heat throughout the house evenly. Plenty of blankets for the basement sleepers though - and mother menopausal women slept downstairs 😂

Sue - Posted: 2/12/2024

Hi Sue! We are so glad that you had a wonderful overall stay and experience. Thanks for all the feedback! We are glad everyone was able to maintain overall comforts, hope to have an opportunity to host you all again!

Simple Life Rentals staff

Close to town and easily walked on nice days. Comfortably slept 15 people. Rental company communicated quickly to address all our questions and supported us every step of the way. Very accommodating.

Sean - Posted: 10/10/2023

Thank you, Sean! It was our pleasure hosting you, and your kind feedback means so much to our team and owners. We are happy you had a great stay and experience. We hope to host you again sometime!

Simple Life Rentals staff

We very much enjoyed our stay, beautiful property!

Taylor - Posted: 10/1/2023

Thank you, Taylor! It was our pleasure to host you.

Simple Life Rentals staff

Great location if you're in the area to explore Sister bay and other parts of northern door! Lovely, comfortable home.

Katelyn - Posted: 9/17/2023

Thank you for the kind review and feedback, Katelyn! It was our pleasure to host you, and we are so happy you had a great stay!

Simple Life Rentals staff

Great home. Perfect for our group. Thanks for hosting us, would stay here again!

Zac - Posted: 9/10/2023

We appreciate your find feedback, Zac! It was our please to host you, and we are so happy you had a great stay!

Simple Life Rentals staff

Excellent facility. However, very pricy.

Tesfaye - Posted: 8/31/2023

Thank you for your feedback. We are glad to hear you enjoyed your stay and the home!

Simple Life Rentals staff

The check in process was seamless. They even went above and beyond by giving recommendations on where to park overnight since we had so many cars. The place was brand new, super cute and in a great location!

Julia - Posted: 8/22/2023

Thank you, Julia! We are so pleased to hear this. It was our pleasure hosting you and we are so happy you had a great stay and experience!

Simple Life Rentals staff

The floor plan was excellent. The amenities were excellent.
The outside of the living room windows ( a focal point) were dirty. For the cost of cleaning, they should have been clean. I would lease this home again without question.

Allen - Posted: 8/11/2023

We thank you for sharing all your feedback with us, Allen. We take reviews seriously and ensure improvements are made accordingly. So happy to hear you had a great stay, and we would love to host you again sometime!

Simple Life Rentals staff

We enjoyed everything about the stay. The house was very accommodating for all 11 of us. Location couldn’t have been any better. The quantity and spacing of beds and bathrooms was just what we needed. There are 2 gathering areas but we only used the upstairs one since we didn’t do much TV watching, but mostly games together around the table or coffee table. It was well supplied, neat & the laundry room was great so we didn’t have to go home to a lot of dirty laundry. Would definitely stay again.

Dorn - Posted: 8/3/2023

Thank you, Dorn! So happy to hear you enjoyed the home and your stay. Hope to host you again sometime!

Simple Life Rentals staff

This beautiful home in Sister Bay was spacious enough to easily accommodate our group of 13! It was an easy walk from this home to downtown, restaurants, mini golf and the grocery store. Would happily stay here again!

Ellen - Posted: 7/26/2023

We are so glad to hear that you all had a great stay! Thank you for all your kind feedback, we appreciate it so much!

Simple Life Rentals staff

We really enjoyed our stay! Beautiful new house. Close to town. Great neighborhood!

Jessica - Posted: 7/4/2023

Hi Jessica, thanks so much for your feedback! So pleased to hear this.

Simple Life Rentals staff

The house was clean, lovely, lots of cozy touches. Patio was small but fit 10 of us to visit. Responsiveness of Simple Life was outstanding! Thank you , this was the perfect place for family and friends to gather.

Katie E. - Posted: 5/22/2023

Thank you, Katie! And you are so welcome. It was a pleasure to both work with and host you! We are so happy the home worked well for your gathering!

Simple Life Rentals staff