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.

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Over 52
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.

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Sitter Profile Image: Ximena A.
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Ximena A.
from
$16
per visit
2 years of experience
Willimantic, CT, 06226

About: Hello! I’ve been caring for animals for many years and have experience with both cats and dogs. I currently have two cats, and I also had a wonderful dog named Morgan, so I understand that every pet has their own personality, routine, and needs. I’m patient, reliable, and happy to adapt to whatever makes you and your pet feel most comfortable. If you’d like me to meet your pet before the booking, I’m more than happy to do so. If your pet prefers a calm environment, extra playtime, a specific routine, or simply someone to keep them company, I’ll gladly follow your instructions. I understand how important it is to maintain their normal routine while you’re away. Your pet’s safety, comfort, and happiness are my top priorities. I’ll treat them like they’re part of my own family and keep you updated with photos and messages so you can have peace of mind while you’re away. I’m available for morning, afternoon, and evening visits, including weekends. Feel free to reach out, and I’ll do my best to accommodate your preferred schedule. Your pet’s safety, comfort, and well-being are my top priorities! During every visit, I’ll carefully follow your care instructions, including feeding, providing fresh water, cleaning the litter box (for cats) or picking up after walks (for dogs), playtime, administering medications (if needed and with clear instructions), and maintaining any special routines. I’ll always respect your home, keep doors and windows secure, and make sure your pet is safe and comfortable before I leave. I’m also happy to schedule a meet-and-greet beforehand so your pet can get to know me and we can go over their routine in detail. I’ll send regular photo and message updates so you can have peace of mind while you’re away.

Sitter Profile Image: Brittany M.
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Brittany M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
16 years of experience
Willimantic, CT, 06226

“Brittany took wonderful care of our sassy husky!”

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Shelby C.
Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Mansfield, CT, 06250

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!

Sitter Profile Image: Carley T.
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Carley T.
from
$30
per visit
5.0 out of 5 stars
• 24 reviews
4 repeat clients
8 years of experience
Windham, CT, 06280

“Carley, thank you for your excellent care of our two kitties, keeping up with our big boy's meds, getting our shy girl to come out and enjoy time with you, giving them loving attention, and managing their food/water/litter. Much appreciated & will contact again when we need coverage. Thank you!”

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Lorna D.
Sitter Profile Image: Stephen S.
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Stephen S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 92 reviews
33 repeat clients
40 years of experience
Hebron, CT, 06231

“Absolutely the best pet sitter! Highly recommend. Our cats warmed up quickly and we had tons of photos offering us peace of mind about the kitties and our home.”

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Anne D.
Sitter Profile Image: Cailey B.
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Cailey B.
from
$40
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Chaplin, CT, 06235

“Our dogs loved Cailey right away! She’s dependable and has great attention to detail. She ensures our dogs are taken care of on a regular basis. They have so much fun together. I’m so glad we found her!”

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Alyssa N.
Sitter Profile Image: Peyton H.
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Peyton H.
from
$15
per visit
4.2 out of 5 stars
• 6 reviews
15 years of experience
Hebron, CT, 06248

“Peyton was a wonderful! She was easy to communicate with and quick to respond. In addition, she and her cousin came to do a meet and greet with my pups and me and they were very friendly and obviously very good with dogs. I felt very comfortable leaving my three large rescue dogs in their care and they had a great time together. I plan to book her again soon!”

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Rachel G.
Sitter Profile Image: Meg S.
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Meg S.
from
$40
per visit
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
NORTH FRANKLIN, CT, 06254

“Meg was great! We had previously booked with her before and didn’t hesitate to do so again. She’s very attentive with our dog and gives great updates on her visits. You won’t find anyone better in the area for taking care of your pup.”

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Joshua B.
Sitter Profile Image: Sara C.
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Sara C.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
13 years of experience
Brooklyn, CT, 06234

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.

Sitter Profile Image: Lisa G.
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Lisa G.
from
$34
per visit
20 years of experience
Mansfield, CT, 06250

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!

Sitter Profile Image: Lily L.
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Lily L.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
5 years of experience
Sprague, CT, 06330

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.

Sitter Profile Image: Donina S.
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Donina S.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
Willimantic, CT, 06226

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.

Sitter Profile Image: Bianca S.
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Bianca S.
from
$18
per visit
15 years of experience
Salem, CT, 06420

About: I've cared for cats, dogs, mini ponies, horses, chickens, cows, mini pigs, pot-bellied pigs, and tortoises after living on a working ranch with a wide range of animals. There isn’t a fur baby too small or too big that I can’t handle. I have an open schedule and can work with any routines. I can be up early or out late. And I can keep to any personal schedule your fur babies have. I have indoor kennels and outdoor kennels, multiple leashes and harnesses, and a large property to run around on. My house is extremely pet-friendly; snuggles on the couch are encouraged!

Sitter Profile Image: Sierra S.
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Sierra S.
from
$35
per visit
5.0 out of 5 stars
• 2 reviews
14 years of experience
Chaplin, CT, 06235

About: The go-to pet sitter for friends, family, and neighbors! I have experience with kittens, puppies, aged and moody feline friends and senior dogs, and loud pups with lots of energy! I do accept some boarding and daycare requests for puppies & dogs, please note the yard is unfenced but is 2 acres and all outside time is supervised or leashed depending on needs. I run a home based business with a lot of flexibility so I'm available during weekdays from early morning, and on most weekends including holidays. I understand the importance of timing when it comes to feeding schedules and potty breaks and demonstrate punctuality that you and your pets can rely on.

Sitter Profile Image: Alisha F.
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Alisha F.
from
$14
per visit
13 years of experience
Preston, CT, 06365

About: Im a retired vet tech who would love to look after your pups while you are away. I will treat them as my own. I can even admin meds if needed . I’m currently a stay at home mom who would love to take care of your pets. My schedule is very flexible and I can adjust to yours as needed . I will always greet your pets with a smile and a pet as I enter your home. I will do everything you need me to do and make sure I clean up as I go.

Sitter Profile Image: mopelola l.
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mopelola l.
from
$12
per visit
2 years of experience
Mansfield, CT, 06268

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.

Sitter Profile Image: Kerly R.
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Kerly R.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Mansfield, CT, 06268

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.

Sitter Profile Image: Devin A.
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Devin A.
from
$30
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Coventry, CT, 06238

“Devin worked very hard with our grumpy old girl and took amazing care of her for one week. I would definitely recommend her to anyone for dog care! Thank you again, Devin!”

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Lucy A.
Sitter Profile Image: Michelle D.
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Michelle D.
from
$40
per visit
5.0 out of 5 stars
• 1 review
14 years of experience
Coventry, CT, 06238

About: As a furmama of 14 years to my sweet chocolate lab and now caring for my 3 year old German Short-haired Pointer I know how important they are to us. I have trained both of my pups to walk without pulling and at a heel. Would love to meet your furbaby and help get them some exercise while you are busy. I'm available Fridays, Saturdays and Sundays anytime. I work full-time so during the week my flexibility is worked around my work schedule which fluctuates. Message me to check availability. I do have a fenced in yard and a 3 year old GSP that loves to play. I have had dogs my whole life and love to play and spend time with them as long as they are friendly.

Sitter Profile Image: Ashley G.
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Ashley G.
from
$40
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
6 years of experience
Mansfield, CT, 06269

About: I’ve been around animals my whole life, and I have been pet sitting for a little over five years now! I currently have my own pets: two cats, and a dog. I have a few families whom I sit for regularly. I have had experience caring for puppies-senior dogs with special needs, diapers, and medications, as well as kittens-senior cats! My whole life I have been caring for pets of my own, as well as those of friends and family. My boyfriend has been sitting with me for well over 4 years now and has a lot of experience caring for many different animals. We have helped a few families out with training as well so that they can stay as close to their normal routine as possible! I’m currently working full time at UConn, but my boyfriend is working remotely. This being said he would be able to provide plenty of potty breaks throughout the day. We can both provide walks and plenty of play time morning and night as well! I am very flexible with whatever routine you would like me to follow for your fur babies! Personally, I have an electric fence for my dog at home, but I still go out with her, as she does not like to be alone! Although my cats are indoor cats, they LOVE being outside, so on nice days I will take them out on a leash and sun bathe with them!

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The median cost per visit for pet sitting in South Windham is $25

Pet parents share their Rover experiences - South Windham

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5.0 out of 5 stars

Orion took sweet care of our babies for a very last minute need! We are so very appreciative! The picture we got were so sweet, and we’re so happy we found someone who we can hopefully book again if needed!

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

Elizabeth is an extremely responsible, caring, and communicative sitter! I feel 100% comfortable leaving my pets in her care.

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Sarah S.
Drop-In Visits
5.0 out of 5 stars

Marcos was awesome, took care of my pup very well and checked in constantly if anything were needed or out of place. He also sent in plenty of photos and made sure her area was clean when I got back.

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Aubre S.
Drop-In Visits
5.0 out of 5 stars

Very professional, gets along great with our dog and cats. Responsive to messages and responses are clear and friendly.

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Shannon D.
Drop-In Visits
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Why Choose Rover?

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

How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - South Windham

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Sitters in South Windham average 5
repeat pet sitting clients

FAQs for Pet Sitting - South Windham

Frequently asked questions about Rover

The average cost of Pet Sitting in South Windham is $14 per visit as of November 2026. Most bookings cost between $14 and $22 per visit. On Rover, 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 November 2026, there are 1,934 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 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 Windham. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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.

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