Pet Sitting Five Points

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Over 1,013
pet parents in Five Points have booked pet sitting

Five Points, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Whitney H.
Verified Background Check
Whitney H.
from
$20
per visit
5.0 out of 5 stars
• 38 reviews
19 repeat clients
6 years of experience
Verona, WI, 53593

“Whitney comes highly recommended. She took excellent care of my pet and even did a few "extra" requests while she performed the drop in visits. Really appreciated that.”

Profile image
Mary A.
Sitter Profile Image: Christine H.
Verified Enhanced Background Check
Christine H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
10 years of experience
Fitchburg, WI, 53719

“She is amazing great communication, great with the kitties and did the litter box as well if I could rank her higher I would !! Highly recommended.”

Profile image
Mikala I.
Sitter Profile Image: Zoe M.
Verified Enhanced Background Check
Zoe M.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
3 years of experience
Verona, WI, 53593

About: I have grown up with dogs and have one of my own. i’ve been to training classes with my dog. i’ve walked multiple dogs before as well as dog sitting. I work part time in the evening and have time for pets during the day before 3pm! As well as evening visits and boarding on the weekends! I have a good neighborhood and two easy accessible dog parks! I also have access to east transportation to meet you where you need and best fits for your dog!

Sitter Profile Image: Jacki J.
Verified Enhanced Background Check
Jacki J.
from
$16
per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
25 years of experience
Maple-Prairie, Madison, WI, 53719

“She’s amazing as always! I feel so at peace knowing that Jacki is taking care of my dog Gimli when I’m away. She provides great updates and consistency.”

Profile image
Gracelyn F.
Sitter Profile Image: Lauren R.
Verified Enhanced Background Check
Lauren R.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 19 reviews
7 repeat clients
16 years of experience
Verona, WI, 53593

“We loved Lauren! She was great caring for our kitten with several drop in visits while we were out of town. The pictures she sent were great and our kids loved being able to see their beloved kitten while always from home.”

Profile image
Elizabeth W.
Sitter Profile Image: Kira F.
Verified Enhanced Background Check
Kira F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 108 reviews
26 repeat clients
25 years of experience
Stone Meadows, Madison, WI, 53719

“Kira was wonderful with Winnie! I was worried to leave him at home because he’s a puppy but Kira did 3 drop ins in one day and made sure to play with our pup for the whole 30 minutes. She also followed our instructions to the dot. She is a very kind and loving sitter and I would definitely recommend her!”

Profile image
Zainab H.
Sitter Profile Image: Natalie B.
Verified Background Check
Natalie B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 314 reviews
110 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

“Natalie took very good care of our cat while we were out of town for the holidays for a few days. Our cat is a chronic vomiter and as a result she has a strict food routine and sometimes requires topical anti-nausea medicine. Natalie followed all our instructions for the food and was able to apply the medicine easily. She was also very comminicative and responded quickly to messages. We would happily have her take care of our cat again!”

Profile image
Julia N.
Sitter Profile Image: Alyssa J.
Verified Enhanced Background Check
Alyssa J.
from
$13
per visit
15 years of experience
Madison, WI, 53719

About: Growing up, my house has always had at least three dogs (both big and small), and I could never imagine my life without pets. I currently live with a dog (pitty mix) and a cat (a cuddly gray tuxedo)! I adopted my dog about a year ago through a rescue, so I’ve also had some very recent training refreshers! I have taken animal husbandry - including first-aid on dogs and cats - courses throughout school, including learning how to care for exotic critters! I have cared for my dogs from the puppy stage to the senior stage, so I am familiar with what each life stage brings. Although I have more experience with dogs, I still love cats and spending time with them just as much. I have lived with my current cat for 3 years, and she has taught me many things about cat behavior and companionship! I have an understanding and love for every animal, and I can’t wait to meet yours! I work full-time (with the flexibility to step away for a quick drop-in) from 6am to 2-3pm Monday thru Thursday, and Friday 6am-11am. I am free anytime after work, and my weekends are typically open! I will treat each client’s home and belongings with the upmost respect and care. Cleanliness is very important to me, so you can expect to return to a clean and tidy living space. I will ensure that your pet will remain in a safe and healthy home while you are away. Leaving a pet with someone else can be scary, so I want to make the experience for the owner and the pet as peaceful and pleasant as possible.

Sitter Profile Image: Julia S.
Verified Enhanced Background Check
Julia S.
from
$19
per visit
5.0 out of 5 stars
• 58 reviews
14 repeat clients
10 years of experience
Verona, WI, 53593

“Julia took wonderful care of our older, timid cat while we were away for the week. She was easy to communicate with and very responsive. Will definitely book with Julia again!”

Profile image
Kristen N.
Sitter Profile Image: Mandi W.
Verified Enhanced Background Check
Mandi W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

“Fantastic coverage for my 2-week absence. Mandi even got my formerly-feral cat comfortable enough to come out and sit in the hallway during her visits, which is an accomplishment for a stranger! She takes detailed notes and asks all the questions during the meet & greet, and had a great idea for key return under the door.”

Profile image
Beth S.
Sitter Profile Image: Magan E.
Verified Enhanced Background Check
Magan E.
from
$18
per visit
5.0 out of 5 stars
• 36 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

“Magan has been a long time trusted pet sitter for me! I have four cats and a great dane, and I trust her with the detailed care for all my animals, and my home. She treats my animals like her own! The cats are pretty self sufficient with automatic feeders and a litter robot, both of which Magan learned how to use easily. One of the cats used to need pill form medication twice a day, which she was confident and great and administering. She gives the cats all the snuggles, pets, and love, so they don’t feel lonely even if I am only gone for a day! My dog, Maggie, is a rescue, she is very shy and timid. Magan let Maggie come to her and did everything perfectly to not spook her until she was comfortable. She is confident and strong walking her, because she is a strong dog! Overall, if you want your home and babies to be treated with all the love and respect they deserve, book Magan as your pet sitter!”

Profile image
Grace H.
Sitter Profile Image: Naomi H.
Verified Enhanced Background Check
Naomi H.
from
$20
per visit
1 repeat client
13 years of experience
Verona, WI, 53593

About: I have been taking care of pets since I was a little girl. I grew up in a house who always had some type of animal and learned how to love on them and give them the attention they need. I am currently at home and have a lot of time on my hands. I’m very flexible and cooperative with my schedule and willing to give any animal love and support. I have an invisible fence for my two dogs. One of my dogs has a crate he sleeps in and the other sleeps in whatever bed she wants that night.

Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 162 reviews
56 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”

Profile image
Francesca C.
Sitter Profile Image: Maya F.
Verified Enhanced Background Check
Maya F.
from
$30
per visit
5.0 out of 5 stars
• 162 reviews
53 repeat clients
26 years of experience
Westhaven Trails, Madison, WI, 53719

“Maya is a wonderfully reliable cat sitter! She keeps us informed and takes pics of our kitties when she visits. She successfully ”pills” our one cat who has a daily dose need and she is kind and compassionate with all three of them. highly recommend!”

Profile image
Michele T.
Sitter Profile Image: Ashton H.
Verified Enhanced Background Check
Ashton H.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
20 years of experience
Junction Ridge, Madison, WI, 53717

“Ashton was 100 % reliable and went above and beyond the scope of her cat care responsibilities! She was very kind, caring, patient, and loving to both of my two cats who have very different personalities (catalities) and dietary needs. Both cats adjusted very well to my being gone and my return due to Ashton's conscientiousness and her modifying the pet care to each cat's individual unique needs. Everything went smoothly while I was away for an extended period of time. I have really appreciated Ashton and this service! Thank you, Ashton! :-)”

Profile image
Laura K.
Sitter Profile Image: Carlee M.
Verified Enhanced Background Check
Carlee M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 45 reviews
12 repeat clients
4 years of experience
Verona, WI, 53593

“Carlee was very communicative and flexible which in our crazy household I greatly appreciated! Our pup Trudy loved her. To our surprise, even our cat, who is skittish and doesn’t like strangers, warmed up to her immediately!”

Profile image
Mary W.
Sitter Profile Image: Sophie E.
Verified Enhanced Background Check
Sophie E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Verona, WI, 53593

“Sophie was punctual, communicative, and did a great job dropping in to check on our puppy during the workday. Highly recommend!”

Profile image
Olivia B.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Louisa M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
28 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

“Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.”

Profile image
Christopher
Sitter Profile Image: Hollie A.
Verified Enhanced Background Check
Hollie A.
from
$20
per visit
4.8 out of 5 stars
• 6 reviews
8 years of experience
Madison, WI, 53719

“Hollie is reliable to help taking care of our dogs this holiday season. She visited extra times to make sure our dogs got chances to take care their business.”

Profile image
Chao-Shun Y.
Sitter Profile Image: Emily J.
Verified Enhanced Background Check
Emily J.
from
$20
per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
7 years of experience
Verona, WI, 53593

“Emily is so wonderful! She has always been available and takes wonderful care of Frost. I couldn't ask for a more reliable, friendly puppy sitter for Frost!”

Profile image
Alicia O.
1 / 1
View more

The median cost per visit for pet sitting in Five Points is $20

Pet parents share their Rover experiences - Five Points

1 / 1
5.0 out of 5 stars

Once again, Michelle provided an amazing level of care for our various pets. She went above and beyond, picking up food when needed, cleaning up messes, bringing in packages, taking out trash. Fast communication, lots of pics, a full report for each visit....the list goes on. Truly 5-star service. Thanks Michelle!

Profile image
Laura A.
Drop-In Visits
5.0 out of 5 stars

Phinneas adores Lauren. In fact, we think he is trying to schedule us out of town soon so she can come back and visit! You are awesome, Lauren!!!

Profile image
Jamie M.
Drop-In Visits
5.0 out of 5 stars

Taylor is the best! She always takes care of our 2 cats and really goes the extra mile with their care!

Profile image
Annie B.
Drop-In Visits
5.0 out of 5 stars

I appreciated that Steve arranged for a time to meet me and my two cats and to see all the arrangements firsthand to provide care for my cats. Steve is very kind and has a very sweet nature. I could tell that he loved animals by the way, he interacted with my pets. He made visits at the times we discussed provided pictures and a nice synopsis of his visits. I will be happy to have Steve come back and provide care again in the future.

Profile image
Teresa W.
Drop-In Visits
5.0 out of 5 stars

Jesse is amazing! She always goes above and beyond and my cat seems even happier when I come back :) she’s the best

Profile image
Kaitlyn O.
Drop-In Visits
5.0 out of 5 stars

Ann was fantastic! She was very communicative and was great with our very shy cats. We would absolutely book with her again

Profile image
Charles W.
Drop-In Visits
5.0 out of 5 stars

Amazing communication and flexibility! Our senior kitty had some last minute med changes and she was extremely helpful coordinating with us! She did an amazing job with our 2 cats!

Profile image
Riley M.
Drop-In Visits
5.0 out of 5 stars

Janay took such good care of our cats while we were out of town and went above and beyond to give them treats and play with them, which we really appreciated! We'd be happy to have her sit for us again!

Profile image
Anne S.
Drop-In Visits
5.0 out of 5 stars

She’s amazing as always! I feel so at peace knowing that Jacki is taking care of my dog Gimli when I’m away. She provides great updates and consistency.

Profile image
Gracelyn F.
Drop-In Visits
5.0 out of 5 stars

Kira was amazing with my two cats! We have a cat who is shy and doesn’t make an appearance too often for strangers, but Kira was able to give her time and space to come out and play and get treats. I would highly recommend Kira!

Profile image
Jacki J.
Drop-In Visits
5.0 out of 5 stars

Mandy was great!! Throughout my entire trip I felt so at ease knowing that she was watching after my cat. All the videos and photos were so sweet and it made me so happy to see my cat having a blast playing and getting love while I was away. Would 100% book again and definitely recommend her!!

Profile image
Anna E.
Drop-In Visits
5.0 out of 5 stars

Mandi is the best! She has done drop in visits with our two senior kitties several times now and she takes such great care of them. She is so easy to work with, a phenomenal communicator, and was so flexible when we asked if she could extend her visits to give our cats extra company after needs changed. Highly recommend Mandi!

Profile image
Alissa P.
Drop-In Visits
5.0 out of 5 stars

Krista has done drop in visits for our two senior cats several times now and we really appreciate her care and communication!

Profile image
Alissa P.
Drop-In Visits
5.0 out of 5 stars

Maya was great with my persnickety senior rabbit! She made sure my bun was fed, comfortable, and administered her daily medications!

Profile image
Agent A.
Drop-In Visits
5.0 out of 5 stars

Matthew was exceptional! Really needed someone to take my dog out multiple times a day for a few days. He was always on time. Really took good care of my dog. Couldn’t be more grateful. It’s so nice to find someone you can trust to take care of your furr baby. Thank you Matthew.

Profile image
Rita R.
Drop-In Visits
5.0 out of 5 stars

Great job! There was a mix-up with visits needed but Laura rose to the occasion and added an additional visit for us. Thank you Laura.

Profile image
Leslie a.
Drop-In Visits
5.0 out of 5 stars

Lisa took fantastic care of our kitties during our almost two weeks vacation. She kept us updated every day, took the time to play with them, and kept our house in great condition.

Profile image
James W.
Drop-In Visits
5.0 out of 5 stars

Austin took incredible care of our two cats! He is an excellent communicator and I loved all his photos and updates. I highly recommend Austin for your pet sitting needs!

Profile image
Julia K.
Drop-In Visits
5.0 out of 5 stars

Emily was great for my last minute drop in needs on my two cats! Will always trust her to check on them and make them feel safe!!

Profile image
Carley T.
Drop-In Visits
5.0 out of 5 stars

Lauri is a great cat sitter. Good communication. Everything is taken care of. And our cat isn't the easiest to pill. Bonus points to Lauri.

Profile image
Brian C.
Drop-In Visits
1 / 1
Find pet care near you

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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Five Points

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Five Points average 7
repeat pet sitting clients

FAQs for Pet Sitting - Five Points

Frequently asked questions about Rover

The average cost of Pet Sitting in Five Points is $22 per visit as of November 2026. Most bookings cost between $16 and $33 per visit. 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 1,474 sitters on Rover offering Pet Sitting across Five Points. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

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

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 94% 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge