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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Anna S.
Sitter Profile Image: Anna S.
1.
Kind,customized care for cats &dogs
Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Wonderful job communicating and I loved the sweet updates and pictures. I enjoyed my vacation so much more as the updates came in. My darlings were getting grea… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Bethany O.
Sitter Profile Image: Bethany O.
A girl who loves her dogs!
High Crossing, Madison, WI, 53718
Drop-In Visits, Dog Walking

Bethany is great with dogs! She enjoys playing with them and spending time at the dogpark. She is patient and kind and talks to dogs like they are people. Betha… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Mariana P.
Sitter Profile Image: Mariana P.
I am an animal lover!!!!
sun prairie, WI, 53590
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mariana was great with our two dogs! We had scheduled drop-ins at our home for a weekend and the dogs were happy and well cared for. We would happily use Marian… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Megan W.
Sitter Profile Image: Megan W.
4.
Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking

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… (more)

from

$35

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cynthia H.
Sitter Profile Image: Cynthia H.
Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Absolutely great! Extremely communicative and understanding. I can tell my boys were very well taken care of and without a doubt I would ask her to watch my sen… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Mary U.
Sitter Profile Image: Mary U.
6.
In need of 4 legged walking partner
Sun prairie, WI, 53590
Drop-In Visits, Dog Walking

Mary was a wonderful pet sitter. She really did more than meet our cat's basic need's while we were away. She made sure to give them plenty of love and attentio… (more)

from

$14

per visit
Sitter Profile Image: Chelsey S.
Sitter Profile Image: Chelsey S.
Trusting, professional dog lover 🐾
High Crossing, Madison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

Chelsey is very responsible, attentive, and accommodating. She has helped me in many occasions with not only our big dog, but also our little one that she nee… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Meghan H.
Sitter Profile Image: Meghan H.
8.
Puppy walker and animal lover
McClellan Park, Madison, WI, 53718
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan has always been a reliable friend when I’ve needed her to watch my dog or either of my cats. My dog is an older rescue and when we first got her we were … (more)

from

$12

per visit
Sitter Profile Image: Elizabeth W.
Sitter Profile Image: Elizabeth W.
Dog mom of two, one on the way
McClellan Park, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Elizabeth is your go-to girl for all things dogs! She loves every dog as if it's her own and has the energy to match it. She is patient, responsible, and super … (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Shannon H.
Sitter Profile Image: Shannon H.
10.
Pet sitter ready for anything.
Monona, WI, 53716
House Sitting, Drop-In Visits, Dog Walking

Shannon is a hyper-responsible and reliable individual with years of dog-loving experience. Her loving care of her family's crazy adopted dogs Buster and Flash… (more)

from

$20

per visit
Sitter Profile Image: Amanda L.
Sitter Profile Image: Amanda L.
11.
Looking for ❤️ in the right place
Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing!! So thorough and sends cute pics and updates!! So thankful we found her!! (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lindsey H.
Sitter Profile Image: Lindsey H.
12.
Animal lover!
Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking

Lindsey has been very dependable and loves our little Piper. She’s friendly and gets along very well with our small dog. I highly recommend using Lindsey for he… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Rebekah & Alex N.
Sitter Profile Image: Rebekah & Alex N.
Large fenced in yard!
High Crossing, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care

About: We have 2 dogs who are on the opposite side of personalities. I have always had dogs growing up. Currently we watch our friends dogs while they are o… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Hayley C.
Sitter Profile Image: Hayley C.
14.
New Mom, and Dog Mom of 6 years!
Madison, WI, 53714
Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience

About: I’ve taken care of my family dog, who was a yellow lab and had lots of skin problems and hip problems, from the age of 10 to 18. I now have owned a r… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Rodrigo M.
Sitter Profile Image: Rodrigo M.
15.
Cat dad, medical student
Madison, WI, 53714
Drop-In Visits

Rodrigo was amazing! My cat Stormie could not have asked for a better friend to watch her for a few days! He always made sure to contact me and provide me with … (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah K.
Sitter Profile Image: Hannah K.
16.
I always stop to ask to pet dogs :)
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Hannah is wonderful. She clearly loves dogs and took excellent care of our two. Her positive personality really put my wife's mind at ease. It was a great exper… (more)

from

$20

per visit
Sitter Profile Image: Logan M.
Sitter Profile Image: Logan M.
17.
🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
Drop-In Visits, Dog Walking

Logan took care for my golden-doodle Maika many-many times, be it walks, endless games of fetch, attending to her needs. He is the most responsible, caring, pl… (more)

from

$16

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah K.
Sitter Profile Image: Hannah K.
18.
Barn access for exercise and play
Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking
7 years of experience

About: I'm a huge animal lover and will have many toys and treats for your pet. If your pet is high energy, I can offer lots of outside time for them to run… (more)

from

$30

per visit
Calendar Recently Updated
Sitter Profile Image: Beth H.
Sitter Profile Image: Beth H.
19.
I’ll WFH all day w/ your pet! 😻🐶
Eastmorland, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Beth was great. She was so receptive to my questions and her communication was perfect. (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Maya S.
Sitter Profile Image: Maya S.
20.
Pet Person Through and Through
Madison, WI, 53704
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maya is always so great with Opal! She took the time to understand our routine and get to know Opal. I appreciate that she sends me updates and pictures and it… (more)

from

$14

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:

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