Dog Sitting South Windsor

Book a South Windsor dog sitter to watch your dog in your sitter’s home or yours.

When are you returning?
Search

Over 47
pet parents in South Windsor have booked dog sitting

South Windsor, Find top rated dog 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: Karinna B.
Verified Enhanced Background Check
Karinna B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
399 reviews
99 repeat clients
38 years of experience
Vernon, CT, 06066

Karinna was extremely reliable and had great communication with us during her visits with our pets. We look forward to working with her again.

Profile image
Emily W.
Sitter Profile Image: Jesey M.
Verified Background Check
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!

Profile image
Erin S.
Sitter Profile Image: Maria Izabela F.
Verified Background Check
Maria Izabela F.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
8 years of experience
Glastonbury, CT, 06033

About: I’ve been caring for dogs since I was 13, including two of my own. Family and friends have trusted me with their pets for years, and I always treat every dog like my own—with love, patience, attention, and plenty of cuddles! I’m also comfortable following feeding and walking routines and administering oral medications. I work from home, which allows me to have a very flexible schedule for pet care. I’m available for regular, long-term schedules as well as occasional or one-time care. I’m happy to work around your pet’s routine and specific needs! I live in a pet-friendly community and provide a safe, loving environment with plenty of attention and daily walks. I always follow each pet’s normal routine, feeding schedule, and specific care instructions. Their safety, comfort, and happiness are my priority, and I’ll treat your pet like part of the family! 🐾

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

Kianna is awesome!!! My Remy loves her

Profile image
Amanda C.
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
56 reviews
11 repeat clients
25 years of experience
East Hartford, CT, 06118

Amanda was excellent walking my dog - very communicative and friendly !

Profile image
Olivia M.
Sitter Profile Image: Izadora F.
Verified Background Check
Izadora F.
from
$22
per visit
4.4 out of 5 stars
7 reviews
1 repeat client
10 years of experience
West Hartford, CT, 06110

Izadora was kind enough to take care of my dog on very short notice, and she was great! Would definitely book again!

Profile image
Alexis G.
Sitter Profile Image: Nicole E.
Verified Enhanced Background Check
Nicole E.
from
$25
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
South Green, Hartford, CT, 06106

Nicole was great! I felt stress free knowing she was taking care of my pets! She’s very knowledgeable and a great sitter. I would recommend her services to anyone!

Profile image
Lacee H.
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 was wonderful . I highly recommend her to care for your fur babies.

Profile image
Linda B.
Sitter Profile Image: Lataya E.
Verified Enhanced Background Check
Lataya E.
from
$30
per visit
11 years of experience
South Windsor, CT, 06074

About: Even though I don't have a lot of certified training, I know how to show my love and affection to each and everyone pets just like I have in the past for my own. I am currently unemployed, and I will be starting to go back to school in the fall semester of this year, so my availability is kind of flexible during the week, except for Wednesday's Thursday and Sunday. I will treat every one's pet with love, care, respect and patience that they need and treat them as one of my own family members.

Sitter Profile Image: Kira W.
Verified Background Check
Kira W.
from
$30
per visit
5.0 out of 5 stars
75 reviews
25 repeat clients
10 years of experience
Manchester, CT, 06042

Kira is great! As a new puppy mom she offered so many helpful tips and tricks to get my pup in line with potty training and biting. Communication is easy and great too. She’s very understanding with changes in schedule due to school days and COVID. Definitely my go to girl to make sure my pup gets love on my long days at work!

Profile image
Stephanie R.
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

Profile image
Alyssa H.
Sitter Profile Image: Le'Andra M.
Verified Enhanced Background Check
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 was the first time I booked Le'Andra to do daily check-ins on my cat Gabby while I was out of town. She was great! Le'Andra always stayed in communication with me by text. And she did her best to still take care of my cat while also dealing with the storm and very cold temperatures we recently had. Le'Andra is nice and very friendly. I would definitely request her again the next time I need a cat sitter, and would also recommend her to anyone considering booking her on Rover.

Profile image
Chris P.
Sitter Profile Image: Janette C.
Verified Enhanced Background Check
Janette C.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
15 reviews
4 repeat clients
4 years of experience
Wethersfield, CT, 06109

Jan and Jamie were great during their drop-ins with our cat and we're respectful to my home during the visit. Would highly recommend their services and reach out again in the future.

Profile image
Mia P.
Sitter Profile Image: Carla A.
Verified Enhanced Background Check
Carla A.
from
$25
per visit
4.8 out of 5 stars
28 reviews
11 repeat clients
2 years of experience
West Hartford, CT, 06110

Carla is great with my two dogs! I am very grateful I was able to connect with her, and will certainly be using her services again!

Profile image
Nico L.
Sitter Profile Image: Faith R.
Verified Enhanced Background Check
Faith R.
from
$26
per visit
5.0 out of 5 stars
46 reviews
18 repeat clients
6 years of experience
East Hartford, CT, 06108

About: What sets me apart is the experience, patience, and individual attention I give every dog in my care. I have experience with puppies, adults, and seniors, as well as basic training, socialization, and administering medications, including insulin, oral medications, and topical treatments. Whether you need house sitting, drop ins, walks, or any other care, I’ll take the time to learn your dog’s routine and make sure they’re comfortable and cared for the way you would want them to be. My goal is for you to feel confident and worry free while your pet is in my care. I treat every pet as my own and always put their safety and well being first. I’m home full time, so your pups gets attention throughout the entire day. I’m here for morning, afternoon, and evening potty breaks, meals, playtime, and anything else they need. My schedule is very flexible, which makes care for your pet easy to plan. They will never be left alone for long, and their routine will always be followed. Your dog’s safety and happiness are my top priorities. Whether in your home or during walks and drop ins, I provide attentive, reliable care. In your home, I follow their routine to keep them comfortable. On walks, I use secure leashes and ensure a safe, enjoyable experience. During drop-ins, I provide potty breaks, fresh water, meals, and medication if needed. If your pet stays with me, they’ll receive structured care, exercise, and plenty of love. I treat every pet like my own, ensuring they feel safe, happy, and well cared for!

Sitter Profile Image: Chelsea W.
Verified Enhanced Background Check
Chelsea W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
4 years of experience
Bloomfield, CT, 06002

About: Hi, I am a work from home college student, I have been pet sitting for over 4 years and I have a loving toy cockapoo of my own. I have a large fenced in yard along with plenty of indoor space for cuddles, lounging, and running around. I follow pet parents routine for walk/eating allowing with optional photos/videos. I look forward to hosting your pet where dogs become family I work from home part time so I am always here with a flexible schedule to do walks, take breaks, and keep an eye on our furry friends! I have a large fenced in yard, my care depends on the pets needs, so weather they like long walks, cuddles, lounging on couch or deck, there needs will be catered to and pets will be well taken care of:)

Sitter Profile Image: Anna B.
Verified Enhanced Background Check
Anna B.
from
$15
per visit
10 years of experience
Hartford, CT, 06105

About: I had dogs for the first 24 years of my life, and believe no time spent with animals is wasted. I've cat sit and roomed with cats in the past and now love them just as much. I've worked with various animals throughout my life, from working at a horseback riding camp, to a pet store, to an animal sanctuary. my weekends are Sunday-Monday. I work as an archivist at a museum 9-5 during the week, but I'm still happy to take evening/nighttime bookings on work days. I genuinely enjoy spending time with animals I've been a pet owner most of my life, and an animal lover for all of it. I've worked with animals across multiple jobs in my life. All animals have unique personalities, so adaptation and individualized care is very important to me. My roommates and I do not have any pets currently. We keep a clean and cozy spacious apartment near Elizabeth Park.

Sitter Profile Image: Kristina E.
Verified Background Check
Kristina E.
from
$25
per visit
4.7 out of 5 stars
69 reviews
31 repeat clients
20 years of experience
east Hartford, CT, 06118

Kristina was absolutely fantastic, highly recommend her and will absolutely be using her again in the future. Our dog can be a little picky about who she likes but Kristina had her trust from day 1. Visits were right on time and she sent photos/videos everytime she stopped by, couldn't have been better for our dog while we were away!

Profile image
Matt S.
Sitter Profile Image: Julie G.
Verified Background Check
Julie G.
from
$25
per visit
5 years of experience
Tucker, GA, 30084

About: At home I've been taking care of Ramsey, my small, high-energy, dog for almost 9 years. In these 9 years I've gained a larger a sense of responsibility and my love for animals has grown tremendously. I know how to communicate with dogs and read dog body language in order to cater to their needs and give them best care. As a recent graduate, I have more flexibility in my schedule, I can dedicate ample time to caring for my pets. This includes feeding, grooming, walking, and spending quality time with them to ensure their well-being and happiness. Engaging in activities like playing, training, and companionship not only enriches their lives but also brings a sense of purpose to my day. While job hunting, I find solace and a sense of responsibility in taking care of my pets, creating a positive and fulfilling routine amidst my current situation. At home I make sure my dog cannot access anything that can harm him. I close doors to the bathroom so he can’t access the trash can and I put gates up around the house to areas he can’t be in. During walks I am very careful and aware of my surroundings. If I walk at night, I walk in a well lit area with a few friends.

1 / 1
View more

The median cost per visit for dog sitting in South Windsor is $23

Dog parents share their Rover experiences - South Windsor

1 / 1
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!

Profile image
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 ⭐️ ⭐️⭐️⭐️ ⭐️

Profile image
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.

Profile image
Ellen A.
Drop-In Visits
1 / 1
Find pet care near you

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 dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog sitting - South Windsor

Select a filter and find qualifying sitters offering dog sitting.

Sitters in South Windsor average 5
repeat dog sitting clients

FAQs for Drop-In Visits - South Windsor

Frequently asked questions about Rover

The average cost for Dog Sitting in South Windsor on Rover is $25.21 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 2,218 sitters on Rover offering Dog 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in South Windsor choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in South Windsor with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 96% 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.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge