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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Brooke D.
Verified Enhanced Background Check
Sitter Profile Image: Brooke D.
Verified Enhanced Background Check

1. Brooke D.

Does your dog love walks? So do I!
Madison, WI, 53718
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
402 reviews
71 repeat clients
from
$20
per visit
Profile image

I found comfort w Brooke knowing that Dexter is well taken care. I like that she updates me w a Rover report card along w pictures. I also appreciate that Brooke can take on Dexter at a last minute request. If you haven't found a babysitter yet, contact Brooke now!

Sitter Profile Image: Jen D.
Verified Enhanced Background Check
Sitter Profile Image: Jen D.
Verified Enhanced Background Check

2. Jen D.

Attentive and Fun Dog Mom
Madison, WI, 53704
3.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$18
per visit
Profile image

Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.

Sitter Profile Image: Kate C.
Verified Background Check
Sitter Profile Image: Kate C.
Verified Background Check

3. Kate C.

Rover 101
Educator & Animal Enthusiast!
Eastmorland, Madison, WI, 53714
3.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$14
per visit
Profile image

Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.

Sitter Profile Image: Shannon H.
Verified Enhanced Background Check
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check

4. Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$20
per visit
Profile image

Shannon was fantastic! We had never used a pet sitter for our cats before and were going out of town for the weekend. Shannon was a great choice and we wouldn’t hesitate to book her again. She was great at sending pictures and texts, and our cats clearly enjoyed her visits. It was so nice to have our minds at ease while we were away.

Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check

5. Meghan & Jacob D.

We’ll Treat Your Pet Like Our Own
McClellan Park, Madison, WI, 53718
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
30 reviews
15 repeat clients
from
$14
per visit
Profile image

Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!

Sitter Profile Image: Amanda K.
Verified Background Check
Sitter Profile Image: Amanda K.
Verified Background Check

6. Amanda K.

Responsible, active, pet owner
Cottage Grove, WI, 53527
3.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
122 reviews
44 repeat clients
from
$15
per visit
Profile image

Amanda was wonderful! This was my first experience with Rover and I couldn’t imagine a better caregiver for my pups. She took amazing care of them. Would absolutely love for her to care for my babies again!!!

Sitter Profile Image: Miranda D.
Verified Enhanced Background Check
Sitter Profile Image: Miranda D.
Verified Enhanced Background Check

7. Miranda D.

Efficient, Kind, Loving Pet Sitter
Sun Prairie, WI, 53590
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
6 repeat clients
from
$15
per visit
Profile image

It’s easy to see that Miranda loves animals. She is a very kind person. I am selling my condo and she was very tolerant to change her times to work around real estate showings. Greatly appreciated I will ask for Miranda again to watch my kitty.

Sitter Profile Image: Alana L.
Verified Enhanced Background Check
Sitter Profile Image: Alana L.
Verified Enhanced Background Check

8. Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$17
per visit
Profile image

Alana was an incredible cat sitter, going above and beyond in helping make sure my cat had company, a clean environment, and fun all throughout the Holidays. I will absolutely be reaching out again! Thanks!

Sitter Profile Image: Tonisha A.
Verified Background Check
Sitter Profile Image: Tonisha A.
Verified Background Check

9. Tonisha A.

Your dog will be like family!
Sun Prairie, WI, 53590
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
9 repeat clients
from
$20
per visit
Profile image

Tonisha was absolutely fantastic!! She went above and beyond to take care of our boys and kept us updated every step of the way. I have never felt more at ease about leaving them at home for a few days. 13/10 would recommend :)

Sitter Profile Image: Mark L.
Verified Enhanced Background Check
Sitter Profile Image: Mark L.
Verified Enhanced Background Check

10. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
5 repeat clients
from
$12
per visit
Profile image

Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Sitter Profile Image: Becky S.
Verified Enhanced Background Check
Sitter Profile Image: Becky S.
Verified Enhanced Background Check

11. Becky S.

Dog lover & wiener dog collector
Sherman, Madison, WI, 53704
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
8 repeat clients
from
$25
per visit
Profile image

Becky came to check on our little dog and took her for two walks. We appreciate how quick and responsive she is, and she took great care of our puppy. Thank you Becky! We hope to be repeat clients!!!

Sitter Profile Image: Carla P.
Verified Enhanced Background Check
Sitter Profile Image: Carla P.
Verified Enhanced Background Check

12. Carla P.

Dog-loving family ready to help!
Sun Prairie, WI, 53590
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$13
per visit

Carla is the best dog sitter I have had! She was so attentive to my pup and really tried to bring extra love each time she helped us out.

Sitter Profile Image: Megan W.
Verified Background Check
Sitter Profile Image: Megan W.
Verified Background Check

13. Megan W.

Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
34 repeat clients
from
$27
per visit
Profile image

Megan did an excellent job checking in on our cat Sybil while we were away for an extended weekend. Sybil was in an excellent mood when we were home, and the pictures/videos of the visits made it clear that Megan was spending quality time with our cat. Megan also gave an overview of each visit via Rover, and she topped it off by leaving us a handwritten note on her last day, which we really appreciated. We’ll definitely be using Megan again in the future!

Sitter Profile Image: Amanda L.
Verified Enhanced Background Check
Sitter Profile Image: Amanda L.
Verified Enhanced Background Check

14. Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
11 repeat clients
from
$13
per visit
Profile image

Amanda is Awesome! She is an excellent communicator and took wonderful care of my dogs. I highly recommend!!!

Sitter Profile Image: Jilly D.
Verified Enhanced Background Check
Sitter Profile Image: Jilly D.
Verified Enhanced Background Check

15. Jilly D.

Rain or Shine Dog Walking
Sun Prairie, WI, 53590
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$20
per visit
Profile image

Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!

Sitter Profile Image: Adrianna H.
Verified Enhanced Background Check
Sitter Profile Image: Adrianna H.
Verified Enhanced Background Check

16. Adrianna H.

Animal caregiver extraordinaire
Sun Prairie, WI, 53590
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$17
per visit
Profile image

Adrianna has been very helpful with my dog! Always is on time, friendly and always updates me through the app with plenty of good pictures! I feel very comfortable with having my dog in Adrianna’s care :)

Sitter Profile Image: Michael H.
Verified Enhanced Background Check
Sitter Profile Image: Michael H.
Verified Enhanced Background Check

17. Michael H.

Can I pet that dog?
Bluff Acres, Madison, WI, 53704
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$10
per visit

Michael H and I have been friends since elementary school. He has a great work ethic and has great customer service skills. He shows great love and care for not only the people in his life, but also has shown that same love and care for pets. I have seen him cat-sit and dog-sit for his family members on numerous occasions, and I would fully trust him in the care of my two cats if needed. He also has his own cat Tango who is a very happy cat that I know is well taken care of. I can confidently say Michael is a great pet caregiver in every way and would be someone you can rely on to take care of your pets like they are his own.

Sitter Profile Image: Jaya L.
Verified Enhanced Background Check
Sitter Profile Image: Jaya L.
Verified Enhanced Background Check

18. Jaya L.

Your summer pet caregiver!
Madison, WI, 53718
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

Jaya treats my pets as if it is her own. I never have to worry that my dog and cat are being taken care of when I’m away and I trust her completely for all aspects of their care including medication administration. Also, my dog and cat love her so much and always get so excited to see her! Can’t recommend enough!

Sitter Profile Image: Gabriela X.
Verified Enhanced Background Check
Sitter Profile Image: Gabriela X.
Verified Enhanced Background Check

19. Gabriela X.

lover for all dogs!
Bluff Acres, Madison, WI, 53704
1.2 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$17
per visit

Looking for a responsible and caring person to watch over your pets? Look no further than Gaby. The way that Gaby loves and cares for her own pets will carryover to your family’s pets, too. She is patient, gentle, and reliable. You can trust that Gaby will give your pets the attention they deserve so they are happy and healthy when you come home to them.

Sitter Profile Image: Kami B.
Verified Enhanced Background Check
Sitter Profile Image: Kami B.
Verified Enhanced Background Check

20. Kami B.

All Shapes and Sizes-Huge Pet Lover
Sun Prairie, WI, 53590
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$25
per visit
Profile image

Communicative and prompt. Thank you!!

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in High Crossing:

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.

Drop-In Visits