Pet Sitting & Drop Ins in Prairie Hills, 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

Confirmed availability: Memorial Day
McKenna A.
20 years experience with all breedsBlackhawk, Middleton, WI, 53562
Drop-In Visits, Dog Walking

McKenna did a great job watching after my cat while I was away over the weekend. My cat isn’t the friendliest to new people but McKenna did a great job keeping … (more)

from
$18
per visit
Calendar Recently Updated
Ashley E.
2.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley is hands down, THE BEST. I have such anxiety when I leave my two shibas, James and Miles, and Ashley made me feel so at ease with her Rover cards and fa… (more)

from
$18
per visit
Calendar Recently Updated
Shelbi S.
3.
Not enough dogs in my lifeMadison, WI, 53705
Drop-In Visits, Dog Walking

Shelbi is a fantastic caregiver - Shelbi cared for our 3 year old German Shepherd while we were in the hospital during the birth of our daughter. Zeus warmed … (more)

from
$20
per visit
Calendar Recently Updated
Ben P.
4.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dogMadison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ben has taken care of my pets for years and he is very reliable and prompt. He loves animals and treats them with compassion and respect. I would highly recomme… (more)

from
$13
per visit
Confirmed availability: Memorial Day
Jenny J.
5.
Walking for a living (seriously)!Madison, WI, 53719
Drop-In Visits, Dog Walking

Jenny was AMAZING! I booked last-minute (less than 1 week) and she was able to squeeze in a meet-and-greet with Hodge Podge before their scheduled drop-in. She … (more)

from
$24
per visit
6.
Keep your pets happy at home!Junction Ridge, Madison, WI, 53717
Drop-In Visits, Dog Walking

Katie did a fantastic job with our pup! She was very prompt, super communicative, and sent us TONS of pictures—which is exactly what we wanted! (more)

from
$25
per visit
Confirmed availability: Memorial Day
AVAILABLE THIS WEEKEND!!!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer was wonderful! She was extremely professional and throughout when we met to discuss drop-ins and walks for my puppy. It was clear that she is excellent… (more)

from
$20
per visit
Calendar Recently Updated
8.
Woof! Meow! Neigh!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
15 years of experience

About: I've helped my parents take care of my family dog for almost 15 years now! Twice this year I have farm-sat for my aunts 6 horses as well as 4 outdoor… (more)

from
$13
per visit
Confirmed availability: Memorial Day
9.
A walk a day keeps the vet away!Verona, WI, 53593
Drop-In Visits, Dog Walking

Thank you Julia!! We have enjoyed your updates and care for our babies. We will use you again and recommend you to anyone looking for a great pet sitter. Photos… (more)

from
$19
per visit
Confirmed availability: Memorial Day
10.
Previous Doggie Daycare ManagerMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Hanna was very accommodating and professional. Aside from providing great care for my pup, she also responded quickly to messages and was punctual for each visi… (more)

from
$14
per visit
Calendar Recently Updated
11.
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times e… (more)

from
$16
per visit
Calendar Recently Updated
12.
Perfectly sane cat lady!*Madison, WI, 53711
Drop-In Visits

Anna was amazing! She was the next best thing to me while we went on vacation. I received lovely notes and pictures each day. It was a wonderful first experien… (more)

from
$20
per visit
Calendar Recently Updated
13.
Dogs and cats, I love them allMadison, WI, 53719
Drop-In Visits, Dog Walking

Colleen is great! She is very reliable! She always keeps us updated on what's going on with the doggos and they absolutely love her! She's always on time and th… (more)

from
$18
per visit
Confirmed availability: Memorial Day
14.
Home is where the bark isFitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Very proud owner of two GSD (4 and 5 years old) and two rescue cats here. Robert has been my friend since childhood, he was with me both times I went to picku… (more)

from
$15
per visit
Calendar Recently Updated
15.
Dogs are my favorite!Orchard Ridge Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
6 years of experience

About: I have taken care of small to large dogs ever since I was young! And have always had two dogs growing up! From grooming, house sitting, play time, ba… (more)

from
$15
per visit
Experienced Cat SittersMeadowood, Madison, WI, 53711
House Sitting, Drop-In Visits
10 years of experience

About: My husband and I have many years of experience with cats. He grew up with a cat he rescued from a farm that lived to be 18 years old. He has also bee… (more)

from
$15
per visit
Confirmed availability: Memorial Day
17.
Trustworthy and fun doggie walksWesthaven Trails, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Susan is immediately warm and gentle. My dog took a liking to her right away and they had a great time together. Susan is very cognizant of what makes your dog … (more)

from
$25
per visit
Confirmed availability: Memorial Day
18.
Easygoing pet lover in grad schoolMadison, WI, 53711
House Sitting, Drop-In Visits

Bree has been doing a great job this Summer with Lincoln and Morris. I know that they look forward to seeing her almost every day. I would definitely use Bree… (more)

from
$23
per visit
Calendar Recently Updated
19.
Enthusiastic Dog LoverPrairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kagen has been watching Juno for me on and off for about a year now. She’s one of the few people my kitty trusts fully and gladly welcomes into our home. I’m ve… (more)

from
$20
per visit
Confirmed availability: Memorial Day
20.
Extra TLC included!!Prairie Hills, Madison, WI, 53711
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Emma did a great job! This was my first experience with Rover. I have no questions about having her come check on my little Oz man! Thank you so much Emma! (more)

from
$15
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Prairie Hills, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Prairie Hills pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Prairie Hills, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Prairie Hills, 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: