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)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Maya F.
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Sitter Profile Image: Maya F.
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1. Maya F.

Vet Tech & Cat Mom!
Sun Prairie, WI, 53590
5.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
24 repeat clients
from
$26
per visit

Maya took such great care of my cat. He can be picky about who he warms up to and he loved playing with Maya every day, as evidenced by all the great photos she sent. I felt so comfortable and reassured knowing he was in her hands!

Confirmed availability: Easter Weekend
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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2. Anna N.

I will love your pets like my own!
Sherman Village, Madison, WI, 53532
5.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per visit

Anna watched our cats while we were away for a week. She was amazing and very thoughtful! She even enticed my very shy cat out for some treats and pets.

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Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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3. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
5.9 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit

I have known Jen for several years and have seen the love that she has for her dogs over the years. She will also make new friends with other dogs that she just met. She is the ultimate dog lover. She is very attentive when it comes to handling physical and/or dietary restrictions. She would be the first person I would call if I needed someone to take care of my dog.

Confirmed availability: Easter Weekend
Sitter Profile Image: Ella M.
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Sitter Profile Image: Ella M.
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4. Ella M.

Dying to befriend your pet!
Hawthorne, Madison, WI, 53714
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit

Ella has a big heart for animals and meticulous attention to detail. We have traded off pet responsibilities for years, and she still surprises me with the amount of time and energy she devotes to an animal for a simple weekend away. She is good at responding and adjusting to an animals needs, isn't afraid to ask for clarification, and treats every creature with the same level of obsessive love that she treats her own. I recommend her as a fantastic caregiver for your pets!

Sitter Profile Image: Ella L.
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Sitter Profile Image: Ella L.
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5. Ella L.

Dog lover and pet enthusiast
Sun Prairie, WI, 53590
6.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$18
per visit

Ella is an amazing person and an amazing animal care taker. I have had her watch my cats in the past and she always has been wonderful!

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Sitter Profile Image: Susan & Molly S.
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Sitter Profile Image: Susan & Molly S.
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6. Susan & Molly S.

Your dog's home away from home.
DeForest, WI, 53532
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
14 repeat clients
from
$25
per visit

Susan and Molly are wonderful! We love all of the photos they send of our kitties playing with them. We will definitely continue having Susan and Molly as our pet sitters. They even took care of our tortoise while we were away. :)

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Sitter Profile Image: Taryn E.
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Sitter Profile Image: Taryn E.
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7. 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.

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Sitter Profile Image: Anne F.
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Sitter Profile Image: Anne F.
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8. Anne F.

Let Me Take Care of Your Furbaby
Sun Prairie, WI, 53590
5.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$18
per visit

Anne was very responsive and arrived as requested. Maizie looked happy in the check in pics and was in good spirits when I got home.

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Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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9. 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
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.

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Sitter Profile Image: Jenna H.
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Sitter Profile Image: Jenna H.
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10. Jenna H.

Pet parent+caretaker🐶🥰🐈
Sun Prairie, WI, 53590
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
6 repeat clients
from
$20
per visit

When we were heading out of town, we knew right away to book Jenna again to check on our cats! She does so well with our cats, is a great communicator, and goes above and beyond for their needs. We highly recommend Jenna for all pet sitting needs!

Confirmed availability: Easter Weekend
Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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11. 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
97 reviews
32 repeat clients
from
$35
per visit

We were blown away by Megan's professionalism. She is far and away the best pet sitter we have ever had. Megan met with us in advance to go over care instructions and expectations, and was punctual and communicative throughout our entire vacation and before and after it. She treated our cat like one of her own. Our cat suffers from separation anxiety, and we were delighted to see him purring and snuggling with her each day. She spends quality, focused time with your pets and leaves excellent notes, photos, and videos. When we got back, our cat was healthy and WAY less stressed than he's been before when we were on vacation. Five stars to Megan, no question!

Sitter Profile Image: Kirstyn M.
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Sitter Profile Image: Kirstyn M.
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12. 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
14 reviews
5 repeat clients
from
$20
per visit

This was our first time having a cat sitter and I was super impressed. Kirstyn sent such sweet updates each day that made it clear she really got to know our cats. I will 100% be looking to book again for our next trip!

Confirmed availability: Easter Weekend
Sitter Profile Image: Michel P.
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Sitter Profile Image: Michel P.
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13. 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
61 reviews
23 repeat clients
from
$23
per visit

Michel took great care of our shy kitty! She sent us regular updates and captured photos of our cat when she came out of hiding. We will be booking again with Michel in the future!

Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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14. Emily L.

Golden Girl
Sun Prairie, WI, 53590
4.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$20
per visit

Emily was so wonderful and kind while checking in on our two cats while we were out of town. She was a fabulous communicator and listened to all of the instructions we left her. We would highly recommend Emily to all pet parents! :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Tonisha A.
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Sitter Profile Image: Tonisha A.
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15. 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

Tonisha was so wonderful! She helped us out last minute while we were away and for several days after our sitter fell through. We could tell by all the pics and videos that our pup was loving his walks and attention from her. Highly recommend!

Confirmed availability: Easter Weekend
Sitter Profile Image: Laurie M.
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Sitter Profile Image: Laurie M.
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16. Laurie M.

Licensed Vet Tech🩺 🐶❤️😻
DeForest, WI, 53532
2.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
16 reviews
from
$30
per visit

Laurie was fabulous with my kitties!! Her experience is evident through the respect, dependability, and care she showed. I was able to enjoy my time away worry-free!

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Sitter Profile Image: Tina B.
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Sitter Profile Image: Tina B.
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17. 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
53 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: Allison A.
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Sitter Profile Image: Allison A.
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18. 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
109 reviews
29 repeat clients
from
$10
per visit

Allison is fantastic! She had issues with our garage door (our fault-not gets!) and she problem solved and told us right away her plan of action. Allison is trustworthy, punctual and professional!

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Sitter Profile Image: Melissa M.
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Sitter Profile Image: Melissa M.
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19. Melissa M.

Who let the dogs out?! Me :)
Deforest, WI, 53532
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per visit

I have known Melissa for several years and she is so good with my dog. I have a golden retriever and she adores Melissa. Melissa treats my dog as if it's her child and gives her lots of love and attention. She has taken care of my Sophie several times now and I would not consider asking anyone else (unless she is not available). I highly recommend Melissa to anyone who has a dog. Sheila M.

Sitter Profile Image: Jalis & Angel M.
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Sitter Profile Image: Jalis & Angel M.
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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
14 reviews
1 repeat client
from
$16
per visit

Jalis is a very responsible person and also extremely caring. She works in healthcare and is a very dedicated person. I highly recommend her because I know pets will receive the same excellent care as her patients.

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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