Dog Sitting South Windsor

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

End Date
Search

Over 45
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: Jessica C.
Verified Enhanced Background Check
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: Kira W.
Verified Background Check
Kira W.
from
$30
per visit
5.0 out of 5 stars
74 reviews
25 repeat clients
10 years of experience
Manchester, CT, 06042

Kira took wonderful care of my cat while we were away! She checked off each box for his care, provided him some much needed snuggles, and sent awesome video and picture updates each visit. I would recommend Kira to any pet owner who is traveling!

Profile image
Kayli K.
Sitter Profile Image: Julia W.
Verified Enhanced Background Check
Julia W.
from
$20
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
11 years of experience
Vernon, CT, 06066

Julia was wonderful with our pup Koda! She gave him lots of love and attention during her visit, and even managed to coax our cat out to say hello, which never happens with friends she is familiar with, let alone new ones! We felt very comfortable knowing she was taking care of our furry family members, and we couldn’t be happier with her visit. Highly recommend!

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

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

Profile image
Olivia M.
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: Molly M.
Verified Enhanced Background Check
Molly M.
from
$22
per visit
4.9 out of 5 stars
20 reviews
7 repeat clients
20 years of experience
Hartford, CT, 06105

Molly was awesome! She gave our dog (also coincidentally named Molly) great walks and made sure she and our cat were taken care of. And in the photos she submitted our dog looked very content and happy with her. :)

Profile image
Anissa A.
Sitter Profile Image: Tiarra L.
Verified Enhanced Background Check
Tiarra L.
from
$17
per visit
4.9 out of 5 stars
14 reviews
6 repeat clients
20 years of experience
East Hartford, CT, 06118

Tiarra was excellent with our pet. She was able to calm our dog during our time away. He had never been left alone in his life. This was a big deal!!!! Tiarra will definitely be my “go to” when we need services. She did an amazing job & we tipped 😊

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

Kianna is awesome!!! My Remy loves her

Profile image
Amanda C.
Sitter Profile Image: Jennifer V.
Verified Enhanced Background Check
Jennifer V.
from
$18
per visit
17 years of experience
Manchester, CT, 06042

About: 17 years experience as a dog owner. I have a beautiful 4 year old lab mix! We all love a happy healthy pet! I able to administer medications and take your pup out for potty breaks! Currently not taking pups bigger than 40lbs at this time. Saturday and Sunday’s are pretty much open with advance notice. Occasionally free MWF after 5 for a drop in. Not available Tuesdays or Thursdays usually. I am available for drop in visits in your home to ensure your pets safety. Currently not offering overnight stays. Please provide details of your pups personality so we can get to know eachother!

Sitter Profile Image: Melissa S.
Verified Enhanced Background Check
Melissa S.
from
$20
per visit
8 years of experience
Manchester, CT, 06040

About: I have two rescue dogs, one of which I have owned for 8+ years. I also volunteer at a local rescue where I take dogs out of the kennel for walks on a regular basis. On top of my love for dogs, I am a teacher, so I am responsible and caring. I am a teacher, but I do not teach every day of the week and have summers and breaks off, so I am available many days to help take care of your pets and their needs. I also have owned dogs for the last 8 years and have experience with all aspects of pet care. I have experience with dogs at a kennel, so I am used to making sure dogs are safe and well taken care of. I am careful to make sure doors are secure and leashes/harnesses are properly put on to secure the safety of your pet. I have experience putting dogs in and taking them out of a crate. Your dogs safety is top priority.

Sitter Profile Image: Claudia B.
Verified Background Check
Claudia B.
from
$22
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
South Windsor, CT, 06074

Claudia was available to meet at the last minute and provided excellent care to our pups!! Really saved our weekend.

Profile image
Kalin and Christine N.
Sitter Profile Image: Annie D.
Verified Background Check
Annie D.
from
$38
per visit
5.0 out of 5 stars
87 reviews
25 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!

Profile image
Jessica S.
Sitter Profile Image: Karinna B.
Verified Enhanced Background Check
Karinna B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
364 reviews
92 repeat clients
38 years of experience
Vernon, CT, 06066

Karinna, you were the best sitter I have ever had. Simba had so much fun with you I guess. Pics you clicked of him being happy made me happy 😃 you cleaned the whole space and kept neat and tidy.

Profile image
Kirubavathy J.
Sitter Profile Image: Kaeleene E.
Verified Enhanced Background Check
Kaeleene E.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
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.

Profile image
Sael S.
Sitter Profile Image: Caitlyn C.
Verified Enhanced Background Check
Caitlyn C.
from
$30
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!

Profile image
Carrie P.
Sitter Profile Image: Carla A.
Verified Enhanced Background Check
Carla A.
from
$25
per visit
4.8 out of 5 stars
26 reviews
9 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: Rebecca F.
Verified Background Check
Rebecca F.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
181 reviews
62 repeat clients
20 years of experience
Manchester, CT, 06040

Rebecca is always so wonderful with Rain! She always keeps me updated on everything… when they go for a walk, when Rain uses the bathroom (or doesn’t) ect. Rebecca sends plenty of cute pictures. I highly recommend her to anyone looking for a dog sitter!

Profile image
Christina M.
Sitter Profile Image: Madelyn C.
Verified Enhanced Background Check
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.

Profile image
Casey S.
Sitter Profile Image: Nicole E.
Verified Enhanced Background Check
Nicole E.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Downtown, Hartford, CT, 06106

I have an English bulldog who walks with certain individuals. My dog is particularly fond of her, and she provides exceptional care for my dog.

Profile image
Linda L.
Sitter Profile Image: Desiree N.
Verified Enhanced Background Check
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.

1 / 1
View more sitters

The median cost per visit for dog sitting in South Windsor is $22

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

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 $21.4 per visit (as of July 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 July 2026, there are 2,237 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:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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