Pet Sitting in Windsor

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

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Top rated Windsor pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jesey M.
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Jesey M.
from
$22
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
7 years of experience
Windsor, CT, 06095

Jesey checked in on my cat for a week and I couldn't have been happier with his drop-in visits. I appreciated how thorough his Rover Cards were and had great peace of mind knowing my cat was taken care of in my absence. I would definitely hire Jesey again!

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Erin S.
Sitter Profile Image: Nazim M.
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Nazim M.
from
$20
per visit
5.0 out of 5 stars
72 reviews
19 repeat clients
10 years of experience
Windsor, CT, 06095

About: I’ve had my dog Kal for nearly a decade now. He was a rescue from the South. I have experience fostering dogs including those with special medical needs. I am comfortable administering oral medication and injections. I’ll be working from home indefinitely and I just moved to a new house with a large fenced in yard. I have a 9 anda half year old puppy named Kal-El and while I would love to get another dog for him to play with, dog sitting is the best option at the moment. I’ll love your dog like my own!!! Working from home allows me to be able to take your dog out for walks frequently. Northwest Park is close to me so your pets will have plenty of exercise! And with a dog and a large yard, your dog will have plenty of space and opportunity to socialize. Dogs are allowed on the furniture unless you don’t want them there.

Sitter Profile Image: Jessica & Christopher F.
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Jessica & Christopher F.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
127 reviews
54 repeat clients
20 years of experience
Windsor, CT, 06095

Jessica looked in on my dog Mona and walked her a few times a day while I was gone for a few days. Everything from the initial meeting, to taking care of my dog and sending updates and pictures, was handled easily and professionally. I would highly recommend Jessica, and would hire her again the next time Mona needs care!

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Jack C.
Sitter Profile Image: Jalah C.
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Jalah C.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Windsor, CT, 06095

I had an excellent experience with Jalah and couldn’t be happier with the care they provided. From the very beginning, she was punctual and arrived exactly at the scheduled time, which immediately gave me confidence and peace of mind. Jalah followed all of my instructions carefully and paid close attention to the details of my pet’s routine, which I truly appreciated. It’s clear she takes her responsibility seriously and genuinely care about the animals she look after. What stood out the most was their communication.Jalah kept me consistently updated, especially during my pet’s transition to being with someone new in my home. Those updates made a huge difference and reassured me that everything was going smoothly. Overall, I highly recommend Jalah to anyone looking for someone reliable, attentive, and communicative. I would absolutely trust her again in the future!

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Leti L.
Sitter Profile Image: Mariah L.
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Mariah L.
from
$25
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Windsor, CT, 06095

There are so many things I could say about Mariah, but it still wouldn’t be enough. She bailed us out after a one day notice. I had to go to work and she took care of our beautiful puppy teddy. He was happy having fun running around and he really enjoys seeing other people. Teddy wasn’t feeling good, yet she wrote us a card saying he’s a lot better and she just went beyond all of our expectations. If you are looking for a sitter who goes above and beyond, look no further than Mariah. We will be using her again!

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Jason M.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$15
per visit
3 years of experience
South Windsor, CT, 06074

About: I’ve had a dog and 3 cats growing up. I am constantly around dogs and they all love me. My friends and neighbors have trusted to watch their animals when they are away. I just graduated college and looking for a fun job for over the summer! I have lots of free time so I am available to help with your animals whenever you need! I have one cat at home but he’s not the biggest fan of new animals. I love playing with animals and making sure they use most of the energy.

Sitter Profile Image: Madelyn C.
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Madelyn C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Windsor, CT, 06095

Madelyn was great! She communicates well and took great care of our very anxious dog. Will definitely use in the future.

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Casey S.
Sitter Profile Image: Kaeleene E.
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Kaeleene E.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Windsor, CT, 06095

From the moment I met Lee I knew that my dogs would be in good hands. He was sending me photos of my dogs every time he went to visit them so I wasn't worried about them at any time. When I returned from my vacation I found my home clean and my dogs well taken care of!! I will definitely hire Lee's services again.

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Sael S.
Sitter Profile Image: Ifan F.
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Ifan F.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
55 reviews
18 repeat clients
7 years of experience
East Hartford, CT, 06108

Ifan did an incredible job taking care of my Bernedoodle, who is full of energy and absolutely loves meeting new people. They handled his excitement with total confidence and experience, which immediately put me at ease. He got plenty of playtime in the backyard, lots of social interaction, and even came home tired and happy which is a rare accomplishment for a dog who could play all day. It was clear that Ifan really understands energetic dogs and knows how to keep them engaged in a positive way. My dog adored them, and I could tell he felt comfortable and well cared for the entire time. I would absolutely book again and highly recommend them to anyone looking for a skilled, attentive, and genuinely caring sitter.

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Natalia O.
Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
45 reviews
17 repeat clients
6 years of experience
East Hartford, CT, 06108

Our cats are doing well under Jordan’s drop in visits. She communicates the schedule well with us & sends photos. Reaaly appreciates her help!

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Anya N.
Sitter Profile Image: Berkley B.
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Berkley B.
from
$22
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Windsor, CT, 06095

Berkley was so so great with our kitties!! We know that 3 pets can be a lot but Berkley went above and beyond with everything - definitely recommend!

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Alyssa R.
Sitter Profile Image: Abmari S.
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Abmari S.
from
$20
per visit
4.9 out of 5 stars
63 reviews
32 repeat clients
30 years of experience
Windsor Locks, CT, 06096

Our cats love Abmari and everybody knows cats don’t love just anyone. She has such a gentle and considerate presence that we really appreciated and so did the cats! Thank you so much for taking care of our tiny friends, Abmari! You’re amazing.

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Juan C.
Sitter Profile Image: Liz W.
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Liz W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
87 reviews
35 repeat clients
20 years of experience
Windsor Locks, CT, 06096

Liz is absolutely FANTASTIC!! She is so great with our dog, and really cares about all animals as if they were her own! She’s the best, and I wouldn’t recommend anyone else!

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Becky S.
Sitter Profile Image: Sarah E.
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Sarah E.
from
$32
per visit
5.0 out of 5 stars
37 reviews
15 repeat clients
16 years of experience
Windsor, CT, 06095

About: I had my own wonderful dog for 16 years. My yard is spacious so your dog has plenty of room to run around and play. Big or small dogs are okay with me. I am an animal lover of all kinds and have experience taking care of other types of animals like rabbits, guinea pigs, and cats. PLEASE NOTE: I do not watch unspayed/unneutered dogs I will charge a late fee if you are 30 minutes over the agreed ending time I am a full time student who takes my classes online. I have a flexible schedule so I have plenty of time to get outside to walk and play with dogs. I do have a fence in backyard. My backyard has plenty of space as well for your dog to explore. I am a big animal lover and I have multiple years of experience taking care of them.

Sitter Profile Image: Le'Andra M.
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Le'Andra M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
28 reviews
13 repeat clients
20 years of experience
Asylum Hill, Hartford, CT, 06105

This is the 2nd time Le'Andra took care of my cat Gabby while I was out of town She did a great job! I plan to request Le'Andra again in the future and would recommend her to anyone looking for a pet sitter.

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Chris P.
Sitter Profile Image: Jessica C.
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Jessica C.
from
$18
per visit
4.5 out of 5 stars
6 reviews
6 years of experience
Bloomfield, CT, 06002

About: I’ve taken care of dogs and cats since I was 16 years old. I am now 22 with three cats of my own and a love for taking care of furry friends!!🐈‍⬛🐕 I am currently a college student available from 1-6:30 every weekday. After 4 pm on Saturday I am available and all day Sunday! My whole life I have been called an animal whisperer, as I get along with any animal I interact with. It brings me a lot of joy to care for pets and make owners feel secure in their decision to hire me. I am very detail oriented when it comes to their routine and will ask questions to confirm I am taking care of your pet correctly.

Sitter Profile Image: Desiree N.
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Desiree N.
from
$20
per visit
5 years of experience
Windsor, CT, 06095

About: I have experience with all kinds of dogs of all sizes. I have owned 3 pitbulls so I for sure know how to handle dogs that size. I also have a park near my house that is very discrete where the dogs can come roam around. It is fenced and barely anyone ever goes to. I used to bring my dogs over there when I had them. I am available full time if needed. I work from home. I can do pick up & drop as well. Please let me know, it would be my pleasure! I care for the dog as if they are my own. I know animals can become family, just as mine have became family. I will go accordingly to your dogs schedules and make sure they have the best care.

Sitter Profile Image: Erica & Chris G.
Verified Enhanced Background Check
Erica & Chris G.
from
$28
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
20 years of experience
Windsor, CT, 06095

Erica is incredibly reliable she provides great details and always ensures the best care for our two dogs and cat! Highly recommended!!

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Luis N.
Sitter Profile Image: KiAnna H.
Verified Background Check
KiAnna H.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
31 reviews
10 repeat clients
6 years of experience
Bloomfield, CT, 06002

Kianna was wonderful, went over and above what was asked, so nice. l am so pleased and more importantly, Milli was too:) VJD

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Victoria D.
Sitter Profile Image: Calvin H.
Verified Enhanced Background Check
Calvin H.
from
$20
per visit
21 years of experience
Windsor, CT, 06095

About: I’ve had dogs of my own my whole life and taken care of neighbors pets as well. I’ve done drop in visits and walks for neighbors dogs and cats while they were away. I currently have a dog of my own named Leo he’s a super sweet boxer lab mix who’s great with all animals and people. This summer I am free a lot and can make my schedule work around any drop ins and walks. I just need a day or two notice so I can plan around everything but I look forward to working with your pets. I love animals especially dogs. I’ve always been very kind to animals making sure they feel safe with me and know I want to care for them. I like to make sure dogs understand me and that can create some trust and build a good relationship.

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Windsor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I had an excellent experience with Jalah and couldn’t be happier with the care they provided. From the very beginning, she was punctual and arrived exactly at the scheduled time, which immediately gave me confidence and peace of mind. Jalah followed all of my instructions carefully and paid close attention to the details of my pet’s routine, which I truly appreciated. It’s clear she takes her responsibility seriously and genuinely care about the animals she look after. What stood out the most was their communication.Jalah kept me consistently updated, especially during my pet’s transition to being with someone new in my home. Those updates made a huge difference and reassured me that everything was going smoothly. Overall, I highly recommend Jalah to anyone looking for someone reliable, attentive, and communicative. I would absolutely trust her again in the future!

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Leti L.
Drop-In Visits
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Windsor is $21

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Windsor average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Windsor on Rover as of Jun 2026 was about $21 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Windsor pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,258 pet sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 87% of Windsor pet sitters respond in under an hour.

Pet sitters in Windsor have an average of 17 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windsor.

Rover makes it easy to find Windsor pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,258 pet sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! In Windsor, 98% of pet sitters offer daily exercise, 96% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.