Dog Boarding Five Points

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Over 667
pet parents in Five Points have booked dog boarding

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.

1 / 1
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 114 reviews
32 repeat clients
2 years of experience
Madison, WI, 53719

“Kristin and Bruce took such great care of Neko! They were so kind and sent updates and pictures, and accepted my request last minute for the boarding! Very kind and wonderful people! We look forward to using them on the future!”

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Brittany D.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 63 reviews
29 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

“The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date”

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Stuart H.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
from
$45
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)”

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Justin L.
Sitter Profile Image: Christina & Jeremy C.
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Christina & Jeremy C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 81 reviews
45 repeat clients
15 years of experience
Verona, WI, 53593

“Christina and Jeremy were so great with our doods! We had never left them outside of our house with anyone and they made them feel at home and loved. Great with communication and sending lots of pictures during their stay. Highly recommend!”

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Kristan S.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 114 reviews
43 repeat clients
14 years of experience
Middleton, WI, 53562

“Stefanie was just the sweetest sitter for our Delphi. She did a great job communicating with us while we were away, sending us cute photos, and assuring us that our sweet pup was being taken care of. I will definitely ask for Stefanie next time I need a sitter!”

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Kristina D.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
15 years of experience
Verona, WI, 53593

“Maria Belen is better than we ever hoped for!! She took care of our puppy who requires a lot of work with love, patience and dedication. She was willing to take her even though she is still working on potty and crate training. She sent us tons of great updates, pictures and videos and took lots of time asking questions and getting to know our puppy’s routines and what would be best for her. Maria and her husband both cared for our 4 month old puppy like she was their own! They even gave us the sweetest present of a paw print picture! We would recommend them to everyone and pick them every time!”

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Nicole T.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 88 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“Edith was amazing, she gave great updates and my pups were very happy to be with her wail I was out of town. Would definitely recommend her if you are in need of a dog sitter!”

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Carrie L.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
8 repeat clients
11 years of experience
Greentree, Madison, WI, 53711

“Grace & her wife took such amazing care of our dog, Bourbon, while we were away for two weeks! Grace made this process so smooth, and we felt so secure with our decision from the get go. We received daily updates, and so many photos! Grace went above and beyond and more! 100000/10 recommend Grace, she will take your pet in as if they are her own. Zero complaints, I cannot recommend her enough!! Thank you!!!!”

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Giavonna P.
Sitter Profile Image: Bobby W.
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Bobby W.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Verona, WI, 53593

“Our 4 month old Luna stayed at Ballby's house for the weekend and we couldn't have been happier with the service. The hosts was willing to pick Luna up from daycare on Friday evening, they were very gracious about the "accidents" that our pup had on her first night, and we received photo updates throughout the weekend. Luna had so much fun playing with Ballby that she came home Sunday and passed out until the next morning. We will definitely recommend this host.”

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Kelli H.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 116 reviews
34 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

“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!”

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Brian D.
Sitter Profile Image: Brenda & Joey V.
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Brenda & Joey V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 91 reviews
26 repeat clients
20 years of experience
Verona, WI, 53593

“Wrigley really enjoyed staying with Brenda and her family. He was well cared for and loved. We appreciated the daily updates and pictures. I recommend Brenda and will be reaching out again in the future!”

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Robert P.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

“Flash had lots of fun playing with the other dogs at Lee's house. I appreciated the daily updates and videos. My return flight was delayed, and Lee was flexible and accommodating for late pickup.”

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Edward B.
Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 54 reviews
11 repeat clients
25 years of experience
Verona, WI, 53593

“Meta did a great job caring for my lab Chloe. She texted us pictures and updates. I would recommend her and would book her again. No worries at all.”

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Kim P.
Sitter Profile Image: Amy G.
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Amy G.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 28 reviews
11 repeat clients
26 years of experience
Fitchburg, WI, 53711

“Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾”

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Lisa M.
Sitter Profile Image: Laura D.
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Laura D.
from
$35
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
35 years of experience
Mount Horeb, WI, 53572

“Huge thanks to Laura and Shadow for taking such great care of our pup while we were out of town! It gave us such peace of mind knowing that he was safe, loved and having a wonderful time. And we loved all the adorable updates. Thank you!!”

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Katie V.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
6 years of experience
Capitol, Madison, WI, 53715

“Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!”

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Gigi F.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$35
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

“Alliyah took good care of Polo. Polo also got a nice walk while he was there.”

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Akshay A.
Sitter Profile Image: Emily V.
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Emily V.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
18 years of experience
Oregon, WI, 53575

“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!”

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Eric & Christine A.
Sitter Profile Image: Shayanne T.
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Shayanne T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
25 years of experience
Bay Creek, Madison, WI, 53715

About: Animals have always been an important part of my life. Growing up, I cared for rabbits, hamsters, mice, and a pet rat. Today I share my home with my 13 year old cat, Meeko, and my housemate’s friendly 12 year old dog. I recently said goodbye to my senior cat after 16 wonderful years together. During the last few years of his life, I administered medication multiple times a day and became experienced in caring for an aging pet with extra medical needs. That experience strengthened my patience, attention to detail, and understanding that every pet deserves individualized, compassionate care. Whether your pet loves long walks, playtime, or simply relaxing with company, I’ll treat them with the same love and respect I give my own pets. I work full-time during the week 8:30-4:30, so I’m available for drop-in visits and dog walks before and after work (6-7:30 AM, and after 4:30 pm M-F), as well as most weekends and holidays. I also offer limited weekend boarding for one dog at a time so I can provide each guest with plenty of individual attention and care. My goal is to be flexible while making sure every pet receives the time and attention they deserve. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I know pets thrive on routine, so I’ll follow your instructions closely—from feeding schedules and walks to medications, favorite toys, and bedtime routines. During drop-in visits, I’ll make sure your pet gets plenty of attention, playtime, potty breaks, fresh water, and lots of affection. I understand that having a stranger in the house can be stressful for both pets and owners, so I’ll always treat your home with the same care and respect I would my own. For boarding, I have a securely fenced backyard for supervised outdoor play. I only accept one boarding dog at a time so I can provide a calm, personalized experience and ensure every pet receives plenty of attention. My home also includes my cat and my housemate’s dog, so I only accept dogs that are comfortable around cats and other dogs. This helps create a calm, safe environment for everyone.

Sitter Profile Image: Ines L.
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Ines L.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Capitol, Madison, WI, 53703

“Ines was awesome! Great communication leading up to and during my puppies visit. Despite a rainy day, she found time to take Lady to the dog park and for a nice walk by the lake. She sent some great photos. Lady was well cared for and I would recommend Ines to anyone looking for a dog sitter”

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Mike S.
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The median cost per night for dog boarding in Five Points is $45

Dog parents share their Rover experiences - Five Points

1 / 1
5.0 out of 5 stars

Kristin, Bruce, and their kids were so amazing with our dog, Sherman! We got a lot of updates and I felt so at ease leaving Sherman in their care for the weekend. I would highly recommend them if you’re looking for a dog sitter!

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Victoria W.
Boarding
5.0 out of 5 stars

Maria was excellent! She kept me up to date on how my dog was doing, lots of pictures. My dog is energetic , and he came home tired. It was clear he was getting lots of walks and attention. Would recommend!

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Kristi M.
Boarding
5.0 out of 5 stars

Pri was outstanding to work with. She was very caring of Louie. Provided extremely prompt communication. Would have enjoyed some pics but I was so comfortable with the care that it was ok. Would highly recommend and will revisit.

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Cindy L.
Boarding
5.0 out of 5 stars

Sydney was a fantastic sitter for Mack. She took great care of him and sent updates every day. I could not recommend Sydney enough.

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Yuanzhi L.
Boarding
5.0 out of 5 stars

Christina and Jeremey were fantastic. Hyde loved her stay and they were very communicative with us which we appreciated! She definitely got lots of love and activity.

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April R.
Boarding
5.0 out of 5 stars

Ryan and Martha took Greta care of our dog for the few days we were gone. They were responsive to questions and even met with us before booking so we could make sure it was the best fit for our dog. We enjoyed the updates throughout his stay!

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Kelsey S.
Boarding
5.0 out of 5 stars

Meta provided a warm and loving home away from home for my dog, Summer. Excellent communication and experience all around.

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Kyle H.
Boarding
5.0 out of 5 stars

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!

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Ashley J.
Boarding
5.0 out of 5 stars

Cami and Christopher were so kind and welcoming to Rocky and our family! We instantly felt the love they have for dogs when we met them. Rocky had a fun long weekend with Cami & Christopher and their two pups! We are already looking forward to his next visit!

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Rick R.
Boarding
5.0 out of 5 stars

Grace and Olivia made sure my yellow lab was happy and comfortable in their home. I will use them again!

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Jeanne M.
Boarding
5.0 out of 5 stars

Elmer absolutely adores his second family. He is always sad to leave even if hes happy to see us. We appreciate the regular updates and knowing he's in good hands.

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Cecylia D.
Boarding
5.0 out of 5 stars

Poorna and my Betty got along so well. I loved getting pictures of the snuggles and pets. Good communication and she was open to a meet and greet before booking. Would book again. Thanks!

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Emaan A.
Boarding
5.0 out of 5 stars

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.

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Tyler R.
Boarding
5.0 out of 5 stars

Brie made our big fluffy pup Luna feel right at home during a last minute request. Drop off and pick up went without a hitch, and Luna seemed rested and well-cares for when we picked her up. Brie also gave good updates day-to-day. Thanks, Brie!

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Benjamin M.
Boarding
5.0 out of 5 stars

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! ❤️🥰

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Kamryn B.
Boarding
5.0 out of 5 stars

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!

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Kari O.
Boarding
5.0 out of 5 stars

Grace was AWESOME with my pup! She is super friendly and positive and communication was clear and thorough. Will absolutely ask her to have him again!

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Sabrina C.
Boarding
5.0 out of 5 stars

Jesse was amazing with my senior dog. She communicated very well, and was extremely flexible with my pick-up and drop off times. If I need a sitter again, I will definitely be rebooking!

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Jolie N.
Boarding
5.0 out of 5 stars

Ann was amazing! We have a pup that has some tricky behavior issues and she handled them like a professional. She was easy to work with and super accommodating. Highly recommend!

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Angela H.
Boarding
5.0 out of 5 stars

Sicheng was great! Very thorough and communicative with us throughout the stay. She was active with our pup and he obviously had a great time with her.

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Rachelle J.
Boarding
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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

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  • 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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog boarding - Five Points

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Sitters in Five Points average 10
repeat dog boarding clients

FAQs for Dog Boarding - Five Points

Frequently asked questions about Rover

The average cost of Dog Boarding in Five Points is $44 per night as of November 2026. Most bookings cost between $32 and $65 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 445 sitters on Rover offering Dog Boarding across Five Points. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

93% of sitters in Five Points can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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, we recommend 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.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Five Points. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 Rover Guarantee, 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 Rover's Trust & Safety page.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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