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

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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1. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
5.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$18
per visit

Jen was a pleasure to work with. Communicated often, was well organized, and took great care of our pups. Will definitely book again.

Sitter Profile Image: Tonisha A.
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Sitter Profile Image: Tonisha A.
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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
34 reviews
9 repeat clients
from
$20
per visit

We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)

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Sitter Profile Image: Allison A.
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Sitter Profile Image: Allison A.
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3. Allison A.

Triple-threat petsitter
DeForest, WI, 53532
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
110 reviews
29 repeat clients
from
$10
per visit

Allison was so great with our dogs. Very routine oriented which provides consistency and a schedule that makes them comfortable. Will definitely use her again!

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Sitter Profile Image: Alanna S.
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Sitter Profile Image: Alanna S.
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4. Alanna S.

YOUR pet is the highlight of MY day
DeForest, WI, 53532
1.3 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

Alanna Loves animals. She has her own and they get so much love and care but are well behaved and trained...they have been with my dogs often and they all get along well. She sat with my girls (dogs) for a long weekend and mine didn't even miss me! No one would be unhappy with her caring for their dogs!!!

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Sitter Profile Image: Michel P.
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Sitter Profile Image: Michel P.
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5. 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
63 reviews
24 repeat clients
from
$23
per visit

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!

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Sitter Profile Image: Nicole G.
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Sitter Profile Image: Nicole G.
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6. Nicole G.

Madison Area Pet Assistant
Madison, WI, 53704
6.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Nicole's love for animals clearly shows with her caring nature. She always makes sure they are well taken care and loved. We have 2 big dogs that are happy to see people, but when they see Nicole, they love to be all over her with lots of kisses. We know we can always count on her to take care of our fur babies as if they were her own.

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Sitter Profile Image: Toni S.
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Sitter Profile Image: Toni S.
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7. 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

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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nathan K.
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Sitter Profile Image: Nathan K.
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8. 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
15 reviews
4 repeat clients
from
$15
per visit

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jalis & Angel M.
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Sitter Profile Image: Jalis & Angel M.
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9. 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
20 reviews
4 repeat clients
from
$15
per visit

Jalis is very professional and communicative, she’s always available to answer, you can tell she love pets, is someone you can trust your pet always.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lindsey H.
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Sitter Profile Image: Lindsey H.
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10. Lindsey H.

Animal lover!
Sun Prairie, WI, 53590
4.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$19
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.

Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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11. 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
29 reviews
11 repeat clients
from
$13
per visit

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

Sitter Profile Image: Taryn E.
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Sitter Profile Image: Taryn E.
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12. 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

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maya F.
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Sitter Profile Image: Maya F.
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13. 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
82 reviews
27 repeat clients
from
$28
per visit

Maya was a great sitter for our two dogs! She sent regular updates and photos and spent time playing with them. We really appreciate the wonderful care she gave them!

Sitter Profile Image: Eastyn L.
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Sitter Profile Image: Eastyn L.
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14. Eastyn L.

no pet to big or small!
DeForest, WI, 53532
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$13
per visit

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: Kirstyn M.
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Sitter Profile Image: Kirstyn M.
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15. 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
6 repeat clients
from
$22
per visit

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: Rachel R.
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Sitter Profile Image: Rachel R.
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16. 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

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!

Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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17. 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
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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18. 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
103 reviews
34 repeat clients
from
$30
per visit

Megan does such a great job with our kitties! She always gives them lots of love and makes sure they get attention while we are gone. She is extremely responsive and makes us feel like our kitties are well cared for.

Sitter Profile Image: Tina B.
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Sitter Profile Image: Tina B.
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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

Tina was great and did everything we asked of her! I can tell by the photos she sent that our cat Daytona really enjoyed her company! I would absolutely recommend her and rebook with her again!

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Sitter Profile Image: Angie M.
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Sitter Profile Image: Angie M.
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20. Angie M.

I will love your pets like my own.
DeForest, WI, 53532
1.5 mi. away
Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
10 reviews
from
$15
per visit

Angie did a great job with my 2 cats. She was very nice and friendly.

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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