Pet Sitting & Drop Ins in Brentwood Village, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check
1.

Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
House Sitting, Drop-In Visits, Dog Walking
5.0
20 reviews
5 repeat clients
from
$20
per visit

Shannon did a great job and gave us a full, satisfying report. It’s good to have someone closeby whom we can trust to check in on our dog when we’re out.

Calendar Recently Updated
Sitter Profile Image: Ryan A.
Verified Enhanced Background Check
Sitter Profile Image: Ryan A.
Verified Enhanced Background Check
2.

Ryan A.

Stay at home dog dad of two
Sherman, Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
1 review
from
$17
per visit

About: I've been taking care of dogs almost my whole life, including my own, friends' and neighbors'. If your dog requires something special or specific, I probably have experience with it. One of my dogs has completed the AKC Canine Good Citizen course so I have some experience with basic pet training. If you have a puppy, I can help reinforce whatever training you're implementing while on a walk. My two dogs are members of my family and I love them dearly. I will treat your dogs like my own. I'm much more flexible on the weekends and late afternoons/evenings for now. Possibly able to stop by during the morning day on occasion as my schedule opens up. I am able to accommodate your pets in any way that you may need for any drop in visits that I make to your home. Their safety and well-being is my top priority.

Calendar Recently Updated
Sitter Profile Image: Jamie K.
Verified Enhanced Background Check
Sitter Profile Image: Jamie K.
Verified Enhanced Background Check
3.

Jamie K.

Love all shapes and sizes❤
Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
14 repeat clients
from
$20
per visit

Jamie is absolutely fantastic and I would recommend her to anyone. Our dogs just loved her. She was super knowledgeable about everything and gave us some great recommendations to include into our dogs lives to keep them healthy and happy. She even played some puzzle games with the dogs that they loved. 10/10 recommend ?

Calendar Recently Updated
Sitter Profile Image: Veronica F.
Verified Enhanced Background Check
Sitter Profile Image: Veronica F.
Verified Enhanced Background Check
4.

Veronica F.

Safe, fun and loving environment!
Heistand, Madison, WI, 53714
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$13
per visit

Veronica is a fantastic pet sitter and truly cares about your pet's well-being. She will go the extra mile. I love that she sends pictures and updates every day. I worry about my cat when I’m gone but much less so knowing that Veronica is watching out for her. I highly recommend entrusting your pet’s well-being into her capable hands.

Calendar Recently Updated
Sitter Profile Image: Rich B.
Verified Enhanced Background Check
Sitter Profile Image: Rich B.
Verified Enhanced Background Check
5.

Rich B.

Calming and Caring Pet Provider
Sheridan Triangle, Madison, WI, 53704
Drop-In Visits
5.0
17 reviews
1 repeat client
from
$14
per visit

Rich did a wonderful job with our girls (2 cats). Definitely very caring! Rich asked thoughtful questions about their behavior and took excellent care of them.

Calendar Recently Updated
Sitter Profile Image: Jimmy W.
Verified Enhanced Background Check
Sitter Profile Image: Jimmy W.
Verified Enhanced Background Check
6.

Jimmy W.

Dog lover with years of experience!
Madison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Jimmy is a natural with dogs and a marvelous dog care giver and excellent at training dogs. He is a wonder! So loving and kind to all dogs.

Calendar Recently Updated
Sitter Profile Image: Joan F.
Verified Background Check
Sitter Profile Image: Joan F.
Verified Background Check
7.

Joan F.

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
Boarding, Drop-In Visits
5.0
57 reviews
21 repeat clients
from
$15
per visit

Joan is wonderful! She did weekly drop in visits with our dog and was always so communicative. It was clear through the pictures that our dog Beau was smiley, happy, and got plenty of exercise and cuddles when she was with him. She also was down to add extra days with relatively short notice too.

Calendar Recently Updated
Sitter Profile Image: Megan W.
Verified Background Check
Sitter Profile Image: Megan W.
Verified Background Check
8.

Megan W.

Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
85 reviews
30 repeat clients
from
$35
per visit

First time customer. Megan took care of Oliver and Peach well and sent lots of updates while we are away for our vacation. Our cats were in good shape as we are back.

Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
9.

Sarah S.

Hoping I can meet your fur babies!
Madison, WI, 53703
Drop-In Visits, Dog Walking
5.0
67 reviews
19 repeat clients
from
$18
per visit

Sarah cared for our two cats over the weekend and she was wonderful. She communicated promptly, did a meet n greet beforehand and took great care of the cats. They warmed up to her right away and I knew they were in good hands.

Calendar Recently Updated
Sitter Profile Image: Travis M.
Verified Enhanced Background Check
Sitter Profile Image: Travis M.
Verified Enhanced Background Check
10.

Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$20
per visit

Travis is an amazing dog sitter. He truly loves dogs and takes excellent care of our pup. He is reliable and trustworthy and goes beyond just taking care of what the dog needs and focuses on what makes the dog happy -Walks, car rides, and trips to the dog park etc. it is so nice to know when we leave town that our pup is so well cared for.

Sitter Profile Image: Rachael B.
Verified Enhanced Background Check
Sitter Profile Image: Rachael B.
Verified Enhanced Background Check
11.

Rachael B.

A girl who loves outdoors and dogs
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$14
per visit

Racheal was extremely responsive, timely, and caring with our pups! She also kept us updated as to how they were doing! We felt very comfortable with them in her care and will definitely use her services again!

Calendar Recently Updated
Sitter Profile Image: Terese B.
Verified Enhanced Background Check
Sitter Profile Image: Terese B.
Verified Enhanced Background Check
12.

Terese B.

Unleashing Happiness in every Pet
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$22
per visit

Terese was absolutely amazing with our two kitties while we were gone! She took her time to gain their trust and always had their best interests in mind. She is extremely considerate, responsive, and just goes above and beyond with her care. :) We highly recommend her to all pet parents!

Calendar Recently Updated
Sitter Profile Image: Cynthia & Mark H.
Verified Enhanced Background Check
Sitter Profile Image: Cynthia & Mark H.
Verified Enhanced Background Check
13.

Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
37 reviews
10 repeat clients
from
$35
per visit

This was a great experience. It was the first time we left our pups overnight, and we were a little nervous about how they would react. Cynthia is so kind and enthusiastic, and built a real rapport with them! They missed us but I think they had a good time. The communication and photos Cynthia sent after each visit were terrific and really put our minds at ease.

Calendar Recently Updated
Sitter Profile Image: Anna S.
Verified Background Check
Sitter Profile Image: Anna S.
Verified Background Check
14.

Anna S.

Rover 101
Kind,customized care for cats &dogs
Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
366 reviews
100 repeat clients
from
$30
per visit

Maggie (Anna) always does an amazing job looking after our cats! They are super relaxed and happy when we get home, and we get lots of updates and cute pictures.

Sitter Profile Image: Beth H.
Verified Enhanced Background Check
Sitter Profile Image: Beth H.
Verified Enhanced Background Check
15.

Beth H.

I’ll WFH all day w/ your pet! 😻🐶
Eastmorland, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
13 repeat clients
from
$25
per visit

Beth did a wonderful job checking in on our cat while we were out of town. She kept the litter boxes clean and even brought in the mail. I would highly recommend!

Calendar Recently Updated
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
16.

Sarah K.

The Cat People’s Favorite Cat Lady
Monona, WI, 53714
House Sitting, Drop-In Visits
2 reviews
from
$13
per visit

Sarah was such amazing when she watched our cats! She sent updates, pictures, and really just made sure we knew our babies were being cared for. Our vacation was that much more relaxing knowing that our pets were in good hands. I cannot recommend her enough!

Calendar Recently Updated
Sitter Profile Image: Leticia S.
Verified Enhanced Background Check
Sitter Profile Image: Leticia S.
Verified Enhanced Background Check
17.

Leticia S.

Great energy and we are cool cats!
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$35
per visit

Leticia is such a kind, fun-loving person and is a joy to be around. Aside from her overall positive demeanor, she cares greatly for others (both people and pets!) Leticia is extremely dependable and always looking to help in any way she can. If you're looking for a responsible, loving dog sitter, Leticia is your girl. You'll gain an amazing friend out of the deal, too!

Calendar Recently Updated
Sitter Profile Image: Maya F.
Verified Enhanced Background Check
Sitter Profile Image: Maya F.
Verified Enhanced Background Check
18.

Maya F.

Vet Tech & Cat Mom!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking
5.0
50 reviews
13 repeat clients
from
$25
per visit

Maya took great care of my cat! I loved seeing the photo updates, and she went out of her way to bring in packages that were outside as well. Thanks for the great care!

Calendar Recently Updated
Sitter Profile Image: Emily E.
Verified Enhanced Background Check
Sitter Profile Image: Emily E.
Verified Enhanced Background Check
19.

Emily E.

Vet Med and Rescue experience
Madison, WI, 53704
Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$20
per visit

Emily ensured our pet had adequate love and time with a human while we were out of town. So happy to have someone so understanding and willing to give my animal love.

Calendar Recently Updated
Sitter Profile Image: Abby P.
Verified Enhanced Background Check
Sitter Profile Image: Abby P.
Verified Enhanced Background Check
20.

Abby P.

Owner away? I walk, sit, and stay!
Madison, WI, 53704
Drop-In Visits, Dog Walking
5 years of experience
from
$25
per visit

About: Hi there! My name is Abby, a lover of all pets, young and old, big and small. I have taken care of dogs my whole life and I am currently a mom to a four-year-old Goldendoodle named Spencer. I have also worked at a doggy daycare facility where I monitored up to 20 dogs at a time, so a safe, happy dog is very important to me. I’m not currently working, though I am a part time student, but my full-time job would be caring for your pet! I am an experienced sitter and walker who you can trust to take amazing care of your pup. I take any and all opportunities to snuggle and go on fun adventures with dogs. I will love on your pup with everything I have. I am incredibly reliable, trustworthy, and flexible. Any and all instructions you leave for me will be followed with the utmost care to keep your little buddy happy! I am currently a part-time student at the University of Wisconsin-Madison, so I will be taking classes and visiting dogs in my free time! I am available any day typically during the day as I have a dog of my own. I am very committed to creating a bond with my pup parents and being a part of their life. I’ve grown to meet so many people through dog sitting, walking, and my past job opportunity and I couldn’t be happier with what I do at the end of the day. I’m very experienced in animal care and would love the opportunity to grow a bond with you.,

Search Map

Dog lovers in Brentwood Village, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Brentwood Village, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Brentwood Village, Madison who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Brentwood Village, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits