Pet Sitting & Drop Ins in High Crossing, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Mariana P.
I am an animal lover!!!!sun prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

So happy to have Mariana to stop in and let the girls out for us while we were away for the day. Love all the great pictures we get to see too during the visits… (more)

from
$23
per visit
Megan W.
2.
Just a pet lover looking to help!Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking

Megan was wonderful. She was extremely accommodating even though my needs were constantly changing due to a family emergency trip. She was great with my dog an… (more)

from
$30
per visit
Colleen & Micheal K.
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Colleen is the absolute best I’ve found on this site! There’s no one more reliable or perceptive when it comes to what’s going on with my pups. Her check-in rep… (more)

from
$25
per visit
Jessica K.
Happy to meet all dogs and cats :)Tenney-Lapham, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Jessica was reliable and gave great updates while I was away for the week. My stranger adverse cat warmed up to her and my friendly cat enjoyed the attention. I… (more)

from
$20
per visit
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Carmen T.
5.
Just like home with us!Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Carmen was amazing! She agreed to watch my special needs dogs with virtually no notice, and came to the house that day to meet them and make them comfortable wi… (more)

from
$20
per visit
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Dog and Cat lover my whole lifeRidgewood, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Heather was an amazing pet sitter! She made sure each of our pets had fresh food and water and clean litter boxes. They also had plenty of snuggles and petting… (more)

from
$15
per visit
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7.
Does your dog love walks? So do I!McClellan Park, Madison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

Brooke was amazing!!! She sent GREAT pictures every time she checked in, was extremely neat and tidy, and was able to give my cat the pill he needed. That was t… (more)

from
$15
per visit
8.
Responsible, active, pet ownerCottage Grove, WI, 53527
Dog Boarding, Drop-In Visits

Amanda is amazing with our boys! She is very responsive and I love the updates and pictures she sends! I am so thankful we found her to help us with our new pup… (more)

from
$12
per visit
Calendar Recently Updated
9.
Loving Pet Sitter, Works from HomeRichmond Hill, Madison, WI, 53718
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have never met anyone who loves dogs more than Alix. You know, those people that love dogs more than people? That's Alix! Finding her was like hitting the jac… (more)

from
$18
per visit
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10.
Happy tails this way!High Crossing, Madison, WI, 53718
Drop-In Visits, Dog Walking

Jessi was SO great with our pup. We needed someone for weekend drop-ins last minute and she was available and super accommodating. She left really detailed note… (more)

from
$18
per visit
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11.
Lover of all kinds of animals!Madison, WI, 53718
Drop-In Visits, Dog Walking
5 years of experience

About: I have had cats for 5 years now with a variety of behavioral and health needs. I am very experienced with handling and caring for cats with special c… (more)

from
$16
per visit
12.
In need of 4 legged walking partnerSun prairie, WI, 53590
Drop-In Visits, Dog Walking

Mary was wonderful with our cat. She asked lots of questions to make sure she understood our cat's needs. Our cat hid during her visit, and she took the time to… (more)

from
$14
per visit
Calendar Recently Updated
13.
Looking for ❤️ in the right placeMadison, WI, 53718
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda is the best!! I have two shorthairs that are full of energy. They both love Amanda and enjoy her visits. It gives me great piece of mind to know that my … (more)

from
$13
per visit
14.
Play, snack, & snooze with us!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Julie was an awesome sitter. I have a German Shepherd that requires extra care and Julie did an excellent job taking care of him. She was very communicative and… (more)

from
$25
per visit
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15.
Your dog will be like family!Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking

Tonisha was great! I highly recommend! (more)

from
$18
per visit
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16.
Loving Pet Sitter, Teacher on BreakSun Prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience

About: I’ve had my own pet (cat) since 2020! I have been involved in my sisters’ dogs lives for 5+ years. Unfortunately, my one bedroom, one bathroom apartm… (more)

from
$15
per visit
Calendar Recently Updated
17.
Professional Cat and Dog SnugglerSun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Kristie recently cared for my two young Burmese sisters during a two-week vacation. She impresses me as a very caring, conscientious and reliable pet professio… (more)

from
$20
per visit
Calendar Recently Updated
18.
Great energy and we are cool cats!Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Leticia has such a big, loving heart for animals. Her upbeat personality is contagious and will surely win over you and your pets love and trust. (more)

from
$30
per visit
19.
I help dogs to be themselvesRidgewood, Madison, WI, 53704
House Sitting, Drop-In Visits

Katy was incredibly prompt and helpful when making my first booking on Rover! She took great care of our cat and sent lots of pictures as she warmed up to the n… (more)

from
$35
per visit
Calendar Recently Updated
20.
I love to make your pets dayBluff Acres, Madison, WI, 53704
Drop-In Visits, Dog Walking
5 years of experience

About: I have taken care of my own pets for about 5 years now. I have experience with cats and all-sized dogs. I have experience bathing, walking, and doing… (more)

from
$15
per visit

Dog owners in High Crossing, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect High Crossing, 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 High Crossing, 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 High Crossing, 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: