Pet Sitting South 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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Over 81
pet parents in South Windsor have booked pet sitting

South Windsor, Find top rated pet sitting

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

1 / 1
Sitter Profile Image: Erin P.
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Erin P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
70 reviews
32 repeat clients
10 years of experience
South Windsor, CT, 06074

Erin took excellent care of my two kitties while I was away and made sure to send pictures and detailed updates after every visit. I will definitely be asking her to watch them the next time I need to go out of town. Thanks Erin!!

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Olivia V.
Sitter Profile Image: Madelyn C.
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Madelyn C.
from
$15
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
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: Amelia T.
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Amelia T.
from
$16
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Downtown, Hartford, CT, 06106

Amelia was a fabulous sitter for my kitty! We met up before my trip, and she asked all of the important questions that I didn't think to bring up, which made me confident that she was well-experienced and prepared! She is so sweet and will definitely be booking with her again!

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Savannah K.
Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
54 reviews
19 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: Sarah E.
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Sarah E.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
40 reviews
18 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: Rachel C.
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Rachel C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
126 reviews
38 repeat clients
15 years of experience
Manchester, CT, 06040

Rachel was exactly what we needed to care for our 2 kitties. From our first meet up she asked insightful questions and took notes, making suggestions to help the kitties (who are very shy) feel more comfortable and keep to their routine while she cared for them. While we were away, she sent thorough updates and photos, and took her time figuring out how to interact with the kitties on their terms, giving them both the opportunity for play and pets if they were up for it. I recommend her without hesitation and will be reaching out to her next time we are planning a trip. Thank you Rachel for your excellent care and our peace of mind.

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Sarah D.
Sitter Profile Image: Jesey M.
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Jesey M.
from
$26
per visit
5.0 out of 5 stars
16 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: Mariah L.
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Mariah L.
from
$25
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Windsor, CT, 06095

My job calls me in from time to time with little time to plan for a sitter. She is available to me even on very little notice. My dog is smiling in all the picture updates which makes me feel so good!

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Lexy M.
Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$22
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Downtown, Hartford, CT, 06120

Kathryn was so great with our kitty while we were away! She was super responsive, attentive and caring, would definitely book with her again

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Jennie P.
Sitter Profile Image: Joanna R.
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Joanna R.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
44 reviews
16 repeat clients
17 years of experience
East Hartford, CT, 06108

I am extremely happy with Joanna! My dog, Loki had a fantastic time and he was just as happy as he usually is, I could totally tell by the pictures she sent me all the time. I am very grateful for the time she spent with him and how well she took care of him. I will definitely have her stay with him again in the future.

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Caroline M.
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: Ifan F.
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Ifan F.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
81 reviews
29 repeat clients
7 years of experience
East Hartford, CT, 06108

Ifan is truly an exceptional dog handler, and I cannot recommend him highly enough. From the very first time we worked with him, it was clear that he brings both professionalism and genuine care to what he does. He is extremely experienced and knowledgeable about dog behavior, which immediately put me at ease as a pet owner. He takes the time to understand each dog’s personality, needs, and routines, and it really shows in how comfortable and happy the dogs are around him. What stands out the most is how naturally he connects with the pups. My dog can be a bit particular when it comes to new people, but with Ifan, the bond was instant. Over time, that connection has only grown stronger—my pup gets excited every time he sees him, which says everything about the level of trust and comfort Ifan builds. It’s such a relief knowing that my dog is not just being looked after, but genuinely cared for and understood. Ifan is also incredibly polite, respectful, and communicative. He keeps me updated, is always punctual, and is very flexible when it comes to scheduling. I’ve used his services repeatedly, and each experience has been consistently excellent. Whether it’s handling high-energy playtime, maintaining routines, or just giving the dogs attention and affection, he does it all effortlessly. Overall, Ifan goes above and beyond what you would expect from a dog sitter or handler. His dedication, kindness, and expertise make him someone you can fully trust with your pet. I wholeheartedly recommend him to anyone looking for reliable, caring, and professional dog care.

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Christle O.
Sitter Profile Image: Callan F.
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Callan F.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
31 reviews
13 repeat clients
3 years of experience
West Hartford, CT, 06119

Callan is excellent. He’s pet sit at my home before for our two dogs and drop ins. He is incredibly reliable and continues to be great with our dogs. Thank you Callan!

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Ben E.
Sitter Profile Image: Andrea C.
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Andrea C.
from
$25
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
13 years of experience
Manchester, CT, 06042

Andrea is great! She communicated throughout the entire process. She kept me informed on how everything was going. She sent pictures showing her interaction with Snuggles. Although, she wasn’t booked to care for the cat, she notified me of his mischievous behavior. I will definitely book with Andrea again. Thank you Andrea!

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Tashima C.
Sitter Profile Image: Jalah C.
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Jalah C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
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: Alissa P.
Verified Enhanced Background Check
Alissa P.
from
$25
per visit
20 years of experience
Manchester, CT, 06040

About: I genuinely treat every pet like my own, with patience, love, and attention to their unique needs. I have experience training puppies, helping with potty routines and basic commands, as well as caring for senior pets who need a little extra TLC, whether it’s administering medication or moving at their pace. I pay close attention to details, and I’m always happy to give updates so you feel connected and reassured while you're away. I’m currently a stay at home mom with my sweet 3 year old boy, Rottweiler pup Kaiya, and senior cat Madeline. I would be more than happy to share my time with your pets, giving them the love and attention they need while you’re away. I do my best to keep your pet’s routine as normal and stress free as possible. I follow all feeding, walking, and medication schedules exactly as you outline, and I always take time to play, cuddle, and keep them company. I treat your home with the same respect I’d expect for my own, clean, secure, and well cared for. I also provide regular updates, so you always know how your pet is doing while you're away.

Sitter Profile Image: Jessica & Christopher F.
Verified Background Check
Jessica & Christopher F.
Star Sitter
from
$27
per visit
4.9 out of 5 stars
136 reviews
61 repeat clients
20 years of experience
Windsor, CT, 06095

Jessica was available last minute! She was able to let our pups out. She is every trustworthy and her and her husband are great!!! Would 100% recommend

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Alyssa H.
Sitter Profile Image: Heather A.
Verified Enhanced Background Check
Heather A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
30 years of experience
Manchester, CT, 06040

Thank you so much for being patient w our Lily, Heather! We will definitely book again. You went above and beyond with communication and we couldn’t have asked for a better visit!

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Lisa K.
Sitter Profile Image: Annie D.
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Annie D.
from
$38
per visit
5.0 out of 5 stars
88 reviews
27 repeat clients
10 years of experience
South Windsor, CT, 06074

Annie is so sweet and helpful! You can tell my dog is used to her, knows her and is comfortable with her. Look forward to many more visits with Annie!

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Jessica S.
Sitter Profile Image: Caitlyn C.
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Caitlyn C.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
South Windsor, CT, 06074

Caitlyn was amazing. Super attentive to our two boys Arthur and Finnegan and took a ton of pictures:) I will definitely be contacting her in the future!

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Carrie P.
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The median cost per visit for pet sitting in South Windsor is $22

Pet parents share their Rover experiences - South Windsor

1 / 1
5.0 out of 5 stars

Olivia did a fabulous job of taking care of my 2 cats while I was away with the dog. She sent an update and photo everyday. I highly recommend her.

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Maria F.
Drop-In Visits
5.0 out of 5 stars

Best sitter in the Hartford area — super flexible with timing, very responsive, and took amazing care of my pup. You can really tell Ifan genuinely loves dogs and make them feel comfortable and safe. I appreciated the constant updates, photos, and how accommodating they were with scheduling. My dog came home happy, relaxed, and well cared for. Highly recommend to anyone looking for a reliable and trustworthy sitter in the Hartford area!

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Ivan F.
Drop-In Visits
5.0 out of 5 stars

Caitlyn was great felt confident to leave my puppies with where job well done thank you ⭐️ ⭐️⭐️⭐️ ⭐️

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Teri W.
Drop-In Visits
5.0 out of 5 stars

We lucked out with Erin and so did our dog. Our dog is not used to being with people she doesn’t know, but Erin made her feel very comfortable. Erin’s photographs and report when she left were reassuring and made us feel comfortable as well. This was our first experience with Rover. Erin’s positivity with our dog and attention to our requests exceeded our expectations. We highly recommend Erin and would definitely work with her again.

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Ellen A.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet sitting - South Windsor

Select a filter and find qualifying sitters offering pet sitting.

Sitters in South Windsor average 5
repeat pet sitting clients

FAQs for Drop-In Visits - South Windsor

Frequently asked questions about Rover

The average cost for Pet Sitting in South Windsor on Rover is $21.4 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 2,267 sitters on Rover offering Pet Sitting across South Windsor. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a South Windsor stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in South Windsor. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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