Pet Sitting in Windsor

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

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jen D.
Verified Enhanced Background Check
Sitter Profile Image: Jen D.
Verified Enhanced Background Check

1. Jen D.

Attentive and Fun Dog Mom
Madison, WI, 53704
5.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 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: Tonisha A.
Verified Background Check
Sitter Profile Image: Tonisha A.
Verified Background Check

2. Tonisha A.

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

Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!

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

3. Carla P.

Dog-loving family ready to help!
Sun Prairie, WI, 53590
4.8 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 outstanding!! She is very kind, loving, and cares a great deal about the animals in her life. Carla is also very punctual, accommodating, and responsible. I would trust her in a heartbeat with my beloved animals.

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

4. Anne S.

I will love your pet like my own!
Madison, WI, 53704
5.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$18
per visit

Anne has watched my 2 dogs several times and has done a fantastic job! You can tell she truly cares about all animals, even when they’re not her own pets! You can always count on her to give attention and cuddles to any dog or cat in the room. She’s an active person, so taking dogs on walks is not a chore - it is something that brings her joy! I would 100% trust Anne to take exceptional care of any pet!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Alanna S.
Verified Enhanced Background Check
Sitter Profile Image: Alanna S.
Verified Enhanced Background Check

5. Alanna S.

YOUR pet is the highlight of MY day
DeForest, WI, 53532
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit
Profile image

Reliable and friendly!

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

6. Corrine P.

I love pets of any shape and size!
Sun Prairie, WI, 53590
4.8 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Not only is Corrine the most reliable person I know, she is also sweet and compassionate. Whenever I need my dog watched, she was my first call. She took good care of my dog and did it with love and a smile. Her knowledge of animals surpasses the average pet owner. In fact, I often call her with questions like "my dog is doing this... is that normal?" or " this happened, what should I do?" She is calm in an emergency and rational in thinking. I wish I still lived near her to know that my loved one would always be in good hands.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Maya F.
Verified Enhanced Background Check
Sitter Profile Image: Maya F.
Verified Enhanced Background Check

7. Maya F.

Vet Tech & Cat Mom!
Sun prairie, WI, 53590
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
89 reviews
33 repeat clients
from
$28
per visit
Profile image

The most wonderful sitter I could have asked for my cats. I have an older cat who needed meds and extra care and Maya didn’t even blink at what she’d need to do while I was gone. The updates and pictures were great to ease my mind and she was super responsive when I had questions or requests. Don’t hesitate-book her!!

Confirmed availability: 4th of July Weekend
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
4.8 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

We are very happy with the service provided by Megan. She took great care of our 2 kitties and even won over our shy boy very quickly. We received updates/pictures daily and it put our minds at ease to know that our kitties were being loved on while we were away. We will definitely be using Megan in the future!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Eastyn L.
Verified Enhanced Background Check
Sitter Profile Image: Eastyn L.
Verified Enhanced Background Check

9. Eastyn L.

no pet to big or small!
DeForest, WI, 53532
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$16
per visit
Profile image

Eastyn was a careful and reliable sitter for our beloved fur baby. And she cleaned up some messes! Highly recommend her and would use her again next time we travel.

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

10. Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 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: Kirstyn M.
Verified Enhanced Background Check
Sitter Profile Image: Kirstyn M.
Verified Enhanced Background Check

11. Kirstyn M.

I’ve Got Your Tail Covered
DeForest, WI, 53532
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$22
per visit
Profile image

Kirstyn is the best. She has taken care of our cats multiple time; they just love her. She has excellent communication; great updates and pictures. We highly recommend her.

Sitter Profile Image: Michel P.
Verified Background Check
Sitter Profile Image: Michel P.
Verified Background Check

12. Michel P.

Rover 101
Certified Vet Tech & Animal Lover!
Sun Prairie, WI, 53590
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
25 repeat clients
from
$23
per visit
Profile image

Michel is the best! She takes such good care of our kitties and sends the best photos. We have booked her multiple times and will continue to do so. 1000 percent recommend!

Sitter Profile Image: Taryn E.
Verified Enhanced Background Check
Sitter Profile Image: Taryn E.
Verified Enhanced Background Check

13. Taryn E.

Rover 101
Fun animal lover!
Windsor, WI, 53598
0.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$15
per visit
Profile image

Taryn was excellent. It was our first time using Rover for drop-in visits. Our cats loved Taryn and she took great care of them. She was a great communicator and went above and beyond. We will definitely use Rover again because of our wonderful experience with Taryn.

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

14. Nathan K.

Compassion, Experience, & Integrity
Deforest, WI, 53532
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$15
per visit
Profile image

Nathan was amazing with Gigi! He was thorough and completely trustworthy! I recommend him all the time to my friends.

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

15. Lindsey H.

Animal lover!
Sun Prairie, WI, 53590
4.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$18
per visit

Lindsey is very responsible and hardworking. She does a great job taking care of my dog and . I think this job would be good for her and she’d be very reliable.

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

16. Toni S.

Love spending free time with pets
DeForest, WI, 53532
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
18 repeat clients
from
$12
per visit
Profile image

Toni went above and beyond! Not only did she take superior care of our little cavapoo, Bailey, she brought our garbage cans in from the curb and offered to check in on Bailey one more time if we were running late. Excellent care and service!!

Sitter Profile Image: Rachel R.
Verified Background Check
Sitter Profile Image: Rachel R.
Verified Background Check

17. Rachel R.

Excited to meet your furry friend!
Windsor, WI, 53598
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$18
per visit
Profile image

Rachel has been helping us with cat visits while we vacation 2x per year. She is so easy to work with and is very responsive to messages. We always come home to clean litter boxes, full water dishes, and happy kitties. I would recommend Rachel for your pet care needs!

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

18. Hannah M.

Always willing to lend a hand!
Deforest, WI, 53532
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$14
per visit

About: I’ve taken care of mainly my friends dogs when they are out of town, neighbors as well, walks, feedings, and all round care. I’m very flexible with schedules and working within needs! Im currently working a part-time job, but I don’t have many hours working that field so my availability is usually pretty free for pet care. Depending on the household, I would either stay inside with the pet, and then take them outside or on walks. Play games or just relax with them, also anything that was requested by the client I would make sure to keep an eye on!

Sitter Profile Image: Tina B.
Verified Background Check
Sitter Profile Image: Tina B.
Verified Background Check

19. Tina B.

Animal lover doing what I enjoy
Windsor, WI, 53598
0.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
55 reviews
20 repeat clients
from
$25
per visit
Profile image

I know I can always count on Tina to provide excellent care. We have three cats who are needy for attention and Tina always comes through with photos!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jalis & Angel M.
Verified Enhanced Background Check
Sitter Profile Image: Jalis & Angel M.
Verified Enhanced Background Check

20. Jalis & Angel M.

We take care of your pet as are own
Deforest, WI, 53532
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$15
per visit

Super friendly and trusting treatment! Beautiful puppies and the super pleasant atmosphere! 100% recommended. Excellent care, communication and treatment, I loved all the puppies, they are adorable and well cared for, they have everything up to date.

Search Map

Windsor Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Windsor are rated on average 5 out of 5 stars based on 39 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Windsor:


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 Windsor 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 Windsor, WI 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.

Drop-In Visits