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 123 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.
âChristina was absolutely wonderful. Always timely, and very communicative. She was the sweetest to our little fur baby and we couldnât be more grateful for her. Will most definitely hire again.â

âLyndsay was very prompt and communicative. I needed a last minute drop in visit due to a sudden overnight work trip and she delivered! Response was very quick on initial request. Would book again!â

âZayna did a wonderful job with my three kitties! She had a lot of meds for one of my cats, but she paid attention to the details I provided and I felt confident that he was in good hands! Also great updates - would book her again!â
âAmanda was great. She did a meet and greet which was great. She communicated when she visited our kitty and provided pictures and a video. We would definitely use Amanda again.â

âKara helped us feel at ease while we were away on vacation for a week by providing lots of pictures and comments each time she dropped in on our dog Zeus. She was very communicative, accommodating, and understanding. The day before we left, Zeus had signs of an ear infection, and Kara gladly took on the extra ask of applying ear drops while we were gone. Kara was also always punctual and arrived when scheduled. Would absolutely recommend!â

âDanielle is amazing! She is highly dependable and responds in a short period of time giving us peace of mind. We would absolutely recommend her to anyone looking for a kind and reliable sitter. She has gone the extra with us and are so thankful to have her care for our baby girl.â

âBriana took excellent care of our diabetic cat! She really went above and beyond, playing with him and giving him affection, and is one of only 2 sitters who have successfully been able to administer insulin injections.â

About: I have spent my entire life surrounded by animals of all shapes and sizes, and I wouldn't have it any other way! Animals naturally gravitate toward my calm, patient energy, and I treat every guest like a member of my own family. What truly sets me apart is my experience with specialized and complex care. I am the proud owner of a high-energy Tamaskan dog, so I completely thrive with active, high-energy breeds. I love taking dogs on long walks, structured dog park adventures, public socialization outings, and even handling bath trips! Additionally, growing up on a property with racehorses taught me a deep love, respect, and safety-first mindset for large animals. I have also raised over 15 chickens and roosters. Whether you have an athletic pup who needs an intense workout, a multi-pet household, or livestock that need exact farm routines followed, I bring a lifetime of versatile, trustworthy experience to your extended furry family. My schedule is highly adaptable, allowing me to fully commit to your pet's exact daily routine! Because pet care is my primary focus, I have plenty of time throughout the day for active dog walks, park trips, and dedicated drop-in visits. For boarding and overnight care, your pet will receive constant supervision and companionship. I structure my days around the needs of the animals in my care, ensuring that high-energy breeds get their necessary exercise and senior pets stay perfectly on track with their medication and rest schedules. Safety and peace of mind are my absolute top priorities. Growing up around racehorses instilled a strict safety-first mindset in me from an early age, which I apply to every animal I watch. In my home, pets enjoy a calm, secure, and highly comfortable environment where they are treated just like my own. Because I own a high-energy breed, I am incredibly vigilant about environment control, secure doors, and safe socialization. When caring for pets in your home or managing farm routines, I am extremely detail-oriented. I take the time to meticulously learn your specific setup, gates, security measures, and animal dynamics. I also provide clear, consistent communication and photo updates during every single booking so you can relax knowing your pets and property are in expert, loving hands.

âCade went above and beyond what I had asked. They cleaned up after my cats when they made a mess and updated me after every visit on if my asthmatic cat had any incidents. Also both of my cats absolutely loved them. Even my rescue who is very terrified of new people entering the apartment. Will be requesting services again. Thank you!â
âWe recently moved to the area and had to find a new dog sitter which is always stressful. As soon as I met Silvia and saw our dog instantly fall in love with her, I was totally at ease and relieved. We feel so lucky to have found Silvia! She took great care of our dog Beau and was very easy to communicate with. We felt totally comfortable having her at our house and we will definitely be reaching out to her in the future when we need help with our dog!â

About: Hello, Iâm Cassie! Iâm a professional pet lover with over a decade of pet sitting and dog walking experience. I strive to make each individual fur-babyâs well- being and happiness a top priority! I currently work at Maine Veterinary Medical Center and I love being able to contribute to a pets ell-being in every aspect! I am planning on taking a step back from the ER scene and dive into what I enjoy most! Helping pets live their lives to the fullest and receive much love and snugs! With that being said my schedule is a little in the air at the moment but I ill do my best to accommodate everyone and their pets needs! I am thriving to ensure that pet parents know your four legged friends are living their best lives while making sure that the well-being and happiness of your pets are a top priority!
About: I have lived with dogs since I was born but really started to help with my familyâs dog around age 5. Family members, friends, and coworkers have relied on me to walk, feed, stay overnight with, and care for their dogs. I currently work the typical 9-5 with potential for a lunch walk. I would love the opportunity to take care of your pet and give them endless attention! I will ensure you that I will follow all instructions you provide and more! I have a 6 year old mini Golden Doodle that I love and miss dearly! When watching your pets, I would treat them as if they were my own!
About: I have worked with and cared for dogs all my life, and cats about half. I have trained dozens of dogs, even ones that have been âimpossibleâ. I am a very active person and outside is better than in! Expect to get your pets back tired so you all can rest before youâre back at the grind. I love animals and visitors for my dogs and play partners for my own high energy levels. And as always, smiles and safety first. I donât have a fenced yard, but I do have strong long leads, one attached to the porch (20feet) and one yard one, with a 250lbs resistant or weight limit, 50 feet long that allows dogs to safely visit and play outside in yard without wondering off. As well, a small empty dog park near by to play ball and ârun freeâ and we frequent other dog parks. Right now I have a full-time job and just looking for a side gig doing something I love on the weekends. I love animals, even the quirky ones. Right now, just working on the weekends Iâm available. I do have two small dogs at home that need to play, and love other pets. I can watch them at my home, bring them to the dog park or at your home, if I can bring my dogs with.
About: Iâve had my own pup since I was about 15. Love spending time with animals of all kinds. Over the years Iâve always been happy to house sit/walk dogs of friends and family. Iâm responsible, reliable, and loving towards all animals I work full time at Enterprise car rentals however I have 3 days a week where Iâm out early afternoon. Most of my free time is spent running Iâm SUPER excited to work dog walking (or running if they are up for it) into my schedule. Iâm also more than happy to house sit. Working with animals makes my heart happy! I have an elderly pup my self so I understand the need for extra care with the seniors. Im good with taking specific directions for each dog and continuing training practices as described.
âKelly went above and beyond to make sure our dogs were taken excellent care of. We were able to really relax knowing Kelly knows what to do. She was very thoughtful and made two new furry bff's. Lucky to have found Kelly!!â

About: Iâve grown up with as many pets as you can imagine (cats, dogs, hamsters, guinea pigs, fish, frogs, hermit crabs, etc). I have an immense love for all animals and have been lucky enough to recently adopt a sweet and cuddly puppy with my boyfriend Jack. I have always lot of experience looking after pets of all shapes and sizes (from bunnies to dogs and cats), and have been a pet sitter for friends and family for as long as I can remember. I will love your furry companion like my own pet! Booking a session with me means your pet will get all the cuddles and walkies and attention their heart desires :) I am currently in dental school so my week day schedule is pretty busy as I am seeing patients 8am-5pm during the week. However, my Friday, Saturday and Sunday availability is much more flexible as I am often home relaxing with my own puppy and taking him on walks! If youâre looking for a weekend sitter or some more physical exercise for your furry friend on the weekends, Iâm your gal :) I do not have a fenced in yard but the townhouse style apartment I live in has a private entrance making potty breaks a breeze as well as a dog park located right in the complex! It is usually empty so if youâre okay with it, our pups could go run and play together! My boyfriend Jack and I absolutely love animals and especially dogs and are so excited to meet your companion :))
About: Always had dogs and cats in the house my whole life. We had breeding dogs so I have helped deliver 3 puppy litters. In addition to pet care, I worked on farms where I cared for all types of animals - helped deliver sheep, small surgeries on bulls, milking cows, and all sorts of things that come with animal husbandry. I know more than a lot of my friends about animal health, biology and behavior. I also love dogs, despite being bitten by a couple as a child, I feel like I understand the way they see the world and can relate to them quite easily. Most people say "my dog never warms up this quickly." Right now I am looking to pick up some extra work, some evenings and weekends. I am open to working together to find a schedule that fits! For any sort of animal care, like coming to the house to give dinner, or taking out for a walk - I begin by meeting the animal and starting to establish trust and a relationship. Over time trust will be built, and I will learn the animals behaviors and know what is needed when. I am very sensitive and aware to animal's behavior.
The median cost per visit for pet sitting in South Windham is $25
Pet parents share their Rover experiences - South Windham
Sara is without a doubt our fave cat lady! She goes above and beyond to give pets, snuggles, playtime and takes the best photos when weâre gone. She can handle any insane feeding and medicine requests and is super responsive while weâre away and even when weâre back! She has great insight due to previous medical training, even handling chemo meds and waste. Weâre always super happy when sheâs free and we need to get away! Thanks Sara!

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 teamâhere to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your sitter has to cancel, weâll work with you to find a new sitter.
World-class support
Weâre 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 7 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 $33 per visit as of November 2026. Most bookings cost between $21 and $44 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 petâs 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 993 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 petâs routine and the sitterâs 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 petâs 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 youâre away, you can discuss with your sitter how many or how frequent youâd 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, donât 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 Justiceâs 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 Roverâs 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:
- 91% 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 sitterâs 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, youâll 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.







