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About Jack (Owner)

We were founded in 2016. After Rving for over 17 years, Brian and Amy along with their sons, Jack and Alex decided to start an RV rental Business. Starting with their personal RV they enjoyed sharing their experience so much that they now have a total of 15 units for rent as well as do RV repair and Maintenance. When asked what is your favorite part of renting out your RV, They said " Being apart of the excitement of someone preparing for a big trip is my favorite part. We have traveled all over the country in our RV, so it is fun to let people know what we found and experienced. From favorite RV parks, to hot springs, to mountain hideaways, sharing and helping others plan is the best thing I do." We take pride in well maintained RV's. Doing a 20 point inspection before each rental, you can feel assured that you will be ready to roll. Helping guests get ready. Jack does operational videos of every RV. This helps their guests learn even before their pickup date. Let us help you make amazing memories.

4.9
Outdoorsy memberDealer since October 2016

Communication
5

71% response rateTypically responds within an hour

Memories made on trips with Jack Shoemaker's RVs


Candi G.

5June 2025

How We Roll RV was amazing. They delivered the camper, set it up & went over everything in great detail. Jack is awesome to deal with. The ease of the delivery & pick up worked great for us & anyone that doesn’t have a vehicle to tow the camper. We will definitely use them again!

Matthew W.

5June 2025

We rented the "Sasha" 2020 Shasta 26 BH unit. It was very clean and stocked with kitchen utensils, pots, pans, and an extra mattress pad. The camper had a front bedroom w/ queen bed, couch, dining booth, double bunks, and bathroom with walk-in shower. There was room for up to 8 to sleep, along with a refrigerator and 4-burner gas stove inside, and a sink and refrigerator on the exterior. The water tank was filled and black/grey water tanks were emptied/cleaned. Everything was in good working order and they provide the drain hoses, tire chocks,and leveling blocks.

Calvin P.

5April 2025

From booking the trip, to dropping the camper back off was easy. We will be renting again in the future.

Lacey P.

5April 2025

Very ples3nt, alway do what they say they will. Made sure our trip started and ended very nicely.

Battle G.

4December 2024

We love working with How We Roll. These guys really understand their game and know what is needed when you rent one of their campers. The only issue we had was that the camper we received showed its age and we had to overlook just a couple of things. Other than that, we had a blast over the Thanksgiving weekend.

Tyler R.

5November 2024

Austin P.

0.5September 2024

I would be very cautious when renting/using these services. Unlike someone using a rental for the full amount of time and trying to get a refund or partial refund due to " not being happy with it or unhappy with the experience of Rving and the lifestyle". I had a legit issue, I utilized these service to have a 16 day journey to visit out west with my family. I also purchased additional insurance coverage due to the known fact that things can go wrong. I am aware accidents occur. During my trip I experienced an accident that was out of the control of myself or this company. No negligence was on either party; an act of God if you will. An Antelope came barreling down a mountain side in Wyoming after a forced detour due to nature, a fire with smoke conditions blocking the roads to our destination in Yellow Stone. This antelope damaged my vehicle as well as totaling the RV rental. Due to the situation, I was unable to stop, swerve or speed up to avoid this collision due to traffic and road conditions. Once the incident occurred I quickly called and texted Jack multiple times and informed him of the situation once I made it safely 30 miles + to the nearest town with cell phone reception. During these interactions I began to question the interactions and honesty of this company and the owner Jack. Question the insurance coverage and request policy information of this additional insurance coverage due it was not provided to me upon this purchase. If you read the rental agreement, ignore it. I was told by Jack himself that, no money will be refunded unless it is negligence on his side, including maintenance of the RV or servicing causing the rental or unit to become un-usable for the remainder of the rental period. After the accident I requested a refund of the remaining time of my trip due to the RV being un-usable to no fault of my own or his. He informed me he could not give a refund because " if I did, how would I be expected to make any money". I simply requested what was in the agreement, my remaining time left which was 12 days. I was 1500 miles away from home and did not plan to have to use hotels or other options to make my way back. After Jack found out I have USAA as my auto insurance provider I received a phone call from him. He sounded excited and overjoyed to hear this information. On the phone he stated, " brother I didn't know you had USAA. Don't worry we are good, they are going to handle everything. We are gonna be set." I was not expecting this kind of phone call after I just experienced a trip ending disaster and left to overcome these next few days after the incident. It felt as if I was being taken advantage of. Little did I know, purchasing additional insurance through the company who insured the RV's already would do nothing to keep my policy out of reach. Then at this moment I was informed of what the policy actual covered and when and if they would step in. Only after your Primary insurance denies the coverage will this additional coverage take place. Be aware. I was informed I have not been the only person going through this insurance company covering the RV and it is " on peoples radar ". Summary, I feel as if I was wrongly informed of coverage and insurance via Jack and his company. I feel the rental agreement should have stated black and white that refunds are only allowed through "his negligence", which was not stated at all.

Michael G.

5July 2024

Great job!!

Laura B.

5June 2024

John F.

5June 2024

We had an issue with the RV (as they sometimes have), but Jack and the How We Roll family were incredibly responsive and helpful figuring out the issue. It's nice to know they will have your back when renting from them.

Amanda W.

5June 2024

Great experience all the way around. Wonderful clean camper. Will rent again!

William B.

5May 2024

Very friendly and helpful, and they take time to show you everything and make sure you are prepared. Camper was great and in great shape. I will definitely use them again!

Walker H.

5April 2024

Fantastic service and great value. I'll rent from them every time!

Matt G.

5April 2024

Great to work with, easy pick up and drop off. Fun to camp

David J.

5April 2024

Kara C.

5April 2024