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

Over 51 pet parents in South Windham have booked pet sitting
South Windham, 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.
“They were great! Incredibly responsive, sent lots of photos of our cats while we were on vacation. Played with them and scooped the litter box. I’d recommend them to anyone looking for a great cat sitter, and I’ll be booking with them again in the future!”


About: My veterinary assistant experience with small and large animals sets me apart as I keep a close eye on your animal’s health and well-being. I am not easily spooked, but I want your pet to receive the best care I can give. I am not a trainer, but I am comfortable dealing with some pets with behavioral issues. I want to create the safest and most comfortable environment for your pet, your sanity and myself! I currently work four days a week and have a three day weekend. I am looking to pet sit for people who are going on a short trip or need routine weekend care. I can be flexible with week nights, but it will need to be established well in advance. I am looking to house sit in the owners residence. My cats would not be happy to have any new comers to our family. I am very punctual with breakfast and dinner time, and I am typically one to spend time wherever the pet would like to whether that be indoors or outdoors!
“Very smooth and easy short notice planned booking. Jessie was very easy going and willing to ensure everything was as I left it. My dog is 13 and I didn’t want to board her. Jessie took very good care of my dog and 2 rabbits. Will definitely be using her services again!”

“Ana was lovely and flexible and took excellent care of our kitty. She was a great communicator, and kept us up to date on everything while we were away. Thank you so much! ❤️”

About: I'm currently the behavior manager for our dog team at Our Companions Animal Rescue. I work at our sanctuary where I manage a team of competent handlers and I work with reactive/aggressive dogs. I'm currently working on getting my CPDT. If you hire me, I promise your canine companion will receive the care, compassion, patience, and attention they deserve. I'm generally always free Sundays and Mondays. I do work full-time Tuesday to Saturday, so my availability is somewhat limited. I can provide my dog walking/activity assistance after 4pm on those work days, except Fridays. Due to my long history and experience working with dogs, I have the ability to read dogs very well to detect if they are anxious, fearful, or uncomfortable. My goal is to make sure your dog gets exactly what they need, whether it's a certain activity they enjoy, training they need, or a certain destination they love for their outdoor time. Positive reinforcement is the name of the game.
About: I have taken care of family/friends dogs for over 13 years. I have done drop in visits, over night stays and just dog walking. I have worked with all different breeds, sizes and ages! I have experience with puppies, senior pets, and dogs with different energy levels and temperaments. Whether that means reinforcing house-training and basic commands with a puppy, administering medications to a senior pet, or simply providing plenty of exercise and companionship, I tailor my care to each animal's needs. I love taking pictures of our furry friends so ill always be sure to keep you updated when im with them! I'm currently working full time but I can always do drop in visits and dog walking after work hours during the week and on weekends my availability is pretty much wide open on Saturdays and Sundays (typically when I take my own pet for adventures so if you have a busy dog who loves walks/hiking im your girl) We have an open yard, our own pup is well trained on her boundaries however for any pets not my own they stay on a 20 foot long line and walked around the property. Inside they are free to roam the house, however if needed crates are available for use. If ever unattended dogs will always be in a crate for their safety.
“My dogs love Shannon! So much so that after a meet-and-greet with her, one of my dogs was ready to go home with her. Something I had never seen him do before. It was adorable! Shannon was responsive, reliable, prompt, and sent me the cutest pictures of my dogs during her drop-in visits. Shannon gave me total peace of mind while I was away from my home. I will be using her in the future for any pet-sitting needs. I highly recommend her to anyone looking for a pet sitter!”


About: I have years of experience taking care of many different type of animals. Many of my clients I have had for a long time and they continue to recommend me to more people in need of animal care! My top priority is to ensure the happiness and safety of all animals. I am currently in school and work a part-time job. Most of my availability is on the weekends, but I can be available Wednesdays after 4pm, along with Mondays between 11am-1pm. When caring for pets in client’s homes I can let them out (in a fenced in area or on a leash) for bathroom breaks and play with them for a little bit.

“Madison was reliable, communicative, and took great care of my two cats while I was away. She sent plenty of photos and updates throughout the trip, which gave me peace of mind and showed that my cats were happy and well cared for. I came home to two content kitties, and I would gladly book with Madison again.”

About: I have owned dogs throughout my whole life. At one point Our pack totaled 6. I’ve owned 2 horses, a guinea pig, a rabbit, and a cat. I worked as an apprentice vet tech until the veterinarian died unexpectedly of a heart attack. I have recently pursued more education regarding grooming. I have groomed my own dogs and friends dogs over the years. I am conscientious and will never allow a dog to be in pain seeking medical care immediately. I would like it to be part time to start with the option of going full time further down the road. I am working on grooming lessons, and my current part time job. I believe in being observant of their behaviors and to respond accordingly. Our dogs receive much love and play time. They are allowed to be with us and on our furniture. I realize that many owners frown upon that and I will honor their wishes when caring for their pet

About: I currently own two dogs a mini Australian Shepard and a cocker spaniel. But, my family is a huge dog loving family and I have also owned labs, retrievers, and collies. I have a fenced backyard with a doggy door that holds about an acre of land and I live on a very quiet road with hiking trails across from my house that I bring my dogs into all the time! I’m work 3 times a week at Ridgewood Country Club in Danbury. I can leave during my breaks to tend to your pets. If they are staying at my home I have a doggy door and fenced in backyard. And then the remainder of the week I am free! I have a doggy door inside my home with a fenced in backyard for the 3 days I can’t be at home all day long. All other days I would love to take the dogs hiking and make sure they have a great time! I do own two dogs that are very friendly. But they can also be seperated into my basement if other dog is not friends with them. I also have a lot of experience with cat sitting my neighbors cats.
About: I grew up in a family that bread, Dalmatians. As I head into retirement, I'd be happy to help other families with job service services or boarding services. I have a very laid-back in well-behaved male Dalmatian that enjoys company. I’m currently retired so I have time to help our other families. I’d be happy to do drop-ins or pup-sit. If you want socialization then my pup would be thrilled to attend Whether it’s squirrel chasing or some basic training, it’s important to get energy out during drop-in visits. Balls and treats are a good way to break the ice!
About: Hi! My name is Mopelola, but I exclusively go by Jade! I have always loved animals and although I no longer have any of my own, I have a lot of experience in keeping them happy and enriched ! I am a student but all my classes are online this semester and so I am more than happy and available to watch pooches and kitties! (: I follow any and all instructions given to me by the owner in regard to dieting and safety restrictions etc. It’s important to keep pets and property safe.
About: I carry great love for my furry friends. I have been able to work with family friends on giving great care for their little ones With being a college student, I have more flexibility in my schedule and can manage my time with your pets! I have no job at this time but I hope to make pet sitting a full time job. I would begin by securing a steady transition with plenty of familiar items like their favorite toys, bed, and any specific food or treats they enjoy. I will keep up with their day to day routine to make sure they feel comfortable, including regular feeding times, walks, and play time. I’d also make sure to keep a safe environment. I will do reugular updates with photos and messages so they’re always in the loop about how your pet is doing. I will mak sure they feel comfortable and happy until you return.
“Melinda was great with our dogs! She stopped by, let them out and played fetch with them. She maintained open communication with us and sent us some great pictures. She’s also great to work with and flexible with her schedule which is helpful!”
The median cost per visit for pet sitting in South Windham is $25
Pet parents share their Rover experiences - South Windham
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.
How to book pet sitting

1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - South Windham
Select a filter and find qualifying sitters offering pet sitting.Sitters in South Windham average 6 repeat pet sitting clients
FAQs for Pet Sitting - South Windham
Frequently asked questions about Rover
The average cost of Pet Sitting in South Windham on Rover is $14 per visit as of October 2026. Most bookings cost between $14 and $22 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,968 sitters on Rover offering Pet Sitting across South Windham. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , 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 Windham. On Rover:
- 96% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.









