Dog Boarding Five Points
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Five Points, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I cannot express enough gratitude and how exceptionally accommodating Kristin & Bruce (& of course their little darlings as well!) were with my little pup Ellie! It was a spur of the moment decision to check into a pup sitter while in town for my UW Madison freshman’s 1st football game & what a gem we found!! Booked the appt & met the fam w/in an hour & were so incredibly impressed & confident w/them that we modified our booking for an overnight stay! Having not planned a sitter, we showed up without her bed or paperwork yet were still fully welcomed into their home. Little Ellie (3.5 lb 5.5 mo. Yorkie) spent the day playing with the kiddos inside & out then snuggled with mom & dad all night!🥰 Since I’m now an empty nester, I honestly believe she wasn’t ready to leave when we came for pickup! She was definitely living her best life and I will, without a doubt, be booking further appointments as I pop into town for a visit!”

“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”

“It is always a great feeling when we have to leave our dogs with Michelle and her family. We know they are in good hands and get treated like family when they are staying at their house. The daily updates and picture are so appreciated.”


“Allison went above and beyond! She treated my dog like she was her own, and I felt completely at ease while I was away. I’m definitely pretty particular about who I trust with my dog, and I had absolutely no hesitations with Allison. She was so caring and loved sending all the pictures (which I obviously LOVED ). It was clear my pup was having the best time and was so well cared for. I would 100% have Allison watch her again and would highly recommend her to anyone looking for a sitter!”


“Our puppy Meta is 6 months old, full of energy, and has never lived with others, or play much with other dogs before. We were looking for someone to take care of Meta for one week. Some sitters have concerns that Meta might not get along well with other dogs. But Pri takes it. We tried one day, Pri took great care of our puppy Meta. And it seems Meta gets along well with her dog Max. Pri sent us cute photos and videos about Meta. We are happy that Pri will take care of Meta for one week next month when we are away.”

“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”

“Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.”

“Taylor did a great job making sure Madigan was comfortable and adjusted. Madigan enjoyed her stay and the care she received. The only unknown was how Madigan would tolerate the cats and some dogs since her diagnosis of advanced heart disease. She did okay sometimes and sometimes not. It probably fluctuates with how she's feeling in the moment. There were no major issues. I highly recommend Taylor as an option for your pet!”
“My cat, George loved his stay here! Bobby (and family) took very good care of him. They sent me daily photos of him lounging around or hanging out with their two cats. The kids gave him lots of attention and he got plenty of time to watch birds from the window. Very pleasant experience for myself and George, I would happily book him with Bobby again!”

“Sofi was professional and prompt in responding to messages. She also sent updates/pictures of Ziva, who was quite comfy in Sofi's apartment. Drop-off and pick-up were simple given the loading zone right outside her apartment complex.”


“Brad communicates clearly and in an extremely timely fashion. His price is affordable. Easy drop off and pick up in a beautiful area. My dog came out extremely happy after her stay with Brad!! I will definitely be booking again in the future.”

“Emily was great with our big, young and very energetic dog! She has a great fenced in yard and our dog had a blast! He was very tired when he got home! We would definitely use her again!”

“Amazing family for our monster to stay with on our Labor Day trip to the PNW. Loved getting updates and checkins as needed. We are so thankful and happy to find a family we can use regularly in Madison! Thank y’all so much!”


“Bethany was very responsive, good at communicating ,and sent lots of pictures! She took the time to make sure we were comfortable and was attentive to Cashew's needs. She was accommodating nervous pup who can find meeting new people challenging.”

“Meghan and Divyajyothi were amazing with my pup! They took great care of him while I was away and made sure to send me pictures consistently. They were super flexible and I am so thankful they were able to keep my pup. I would highly recommend trusting them with your pup!”

Dog parents share their Rover experiences - Five Points
Kristin, Bruce, and their kids did so great watching our Jarvis. We got plenty of updates and pictures while we were away. He looked like he had an amazing time with them and did not want to leave when we picked him up haha. Looking forward to having them take care of Jarvis again real soon!

We really appreciate the care Maria provided to our 9 years young doodle. He doesn’t have a lot of experience with boarding so there is usually some nervousness on how he will handle it. He looked really happy and relaxed in the updates that were shared and when we picked him up he was happy and calm which we haven’t always experienced when boarding. We hope Maria is available for whenever we have our next trip.

Bailey always seems to be a happy girl after spending time at Brenda and Joey's! We really enjoy working with them and appreciate all of the updates and photos they share while watching Bailey! We look forward to working with them again for future dog-sitting needs!

Austin helped me out with a last minute boarding. He was very accepting of my 12 year old GSD with some arthritis/hip issues. Pup came back happy and was great that he had some company while I had to run out of town for a few days. I will definitely be using him in the future for any boarding I need.

My boy had the BEST time with Manjusha & Midhun! They went above and beyond caring for him - several photo/video updates, walks, treats, and cuddles. They made sure he was comfortable, loved, and spoiled as much as possible during his stay and I truly couldn’t have asked for better care. Zero complaints and highly, highly recommend! ❤️🥰

Great, chill sitter and household! Taylor accepted a very last-minute one-night booking and made it easy. Her adorable Zissou warmed right up to Rosie, who came home happy and exhausted (perfect!). Good communication, flexible, fun. We look forward to having Rosie stay with Taylor again!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding

1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Five Points
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Five Points
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Five Points home-away-from-home, packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Five Points.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Five Points sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.


















