Pet Sitting in 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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Top rated Windham pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I grew up with a Chow Chow and my grandparents dogs, sparking my life long love for working with dogs. I am a mom of two, a certified health coach, and I run one of the top retail stores in the area. I also enjoy taking pet photography, all outdoor activities, and traveling. I am happy to help keep your best friend company, learn new tricks and go on new adventures. Prospect rock, Manchester dog park and Stratton pond are a few of the places I frequent visit. Have reliable transportation and can work in Jamaica, Stratton, Manchester, including surrounding towns. Cant wait to meet you and your best friend! My schedule best works for sitting at your house. With notice I am happy to make your pets comfortable at home and keep on their routine. Safety is always a top concern and I always try for a meet and greet to go over how to best keep your pet safe when you are away.

“DJ was an exceptional dog sitter for our Bella. She adored him from the moment they met, and they shared some delightful cuddles and playtime during their time together. We plan to utilize DJ’s dog care services in the future.”

About: Dogs and Cats have been a part of our family always. Loving and caring for them as we would ourselves. They are an extension of us. Having raised them from puppies and kittens to seniors..... I bring a wealth of experience to support your pet at any age. Flexible hours and availability to meet your pet sitting needs. Weekends and vacation weeks available. Given there is limited sitters in our area, I do book far in advance. Travel fees apply for sitting services outside a 10 mile radius. Billed at $25 per hour of travel. The care I offer is tailored to your families individual needs, and that of your pet. As like us their needs are unique to them and their home environment. I do my absolute best to meet all requests within safety parameters for myself and your pet.
“Nadine did an amazing job with our cat. Lots of playtime and pets when she stopped by for an evening drop-in. She kindly sent videos and pictures too! We hope to use Nadine again in the future!”

About: i grew up with many different pets (horses, chickens, hedgehogs, fish, cats, and dogs!), but i’ve recently moved away from them… HOWEVER i would love to help you take care of your furry friends!! i do online school, and am home for most of the day. i usually leave for around 2-3 hours a day, but not everyday. my schedule is very flexible, so taking care of a pet would fit easily into my day! i love being outside and going on walks, so bringing your pet would be perfect! i have a flexible schedule, so i am willing to work with whatever your pet needs!
About: I have had experience with many animals throughout my life. My true passion for animals started back at a very young age when my parents rescued a litter of very sick, flea infested kittens that we cared for and helped flourish in to adulthood. I also have great experience with all dog sizes ranging from 7lbs to 120lbs, along with admitting medical treatments when in need. (Experience care for dogs with epilepsy and Lyme disease). Also well experienced with fish (fresh and salt water), guineapigs and bunnies. I have been an animal lover for as long as I can remember! I have 2 beautiful children, ages 3 and 11, who adore all animals and are very compassionate and respectful. We currently have a 6 year old cat named Fiona, who is very independent and keeps to herself for the most part, yet very good with other cats and dogs. We adopted our sweet dog Roxy, 5 years ago from Puerto Rico who is very social and loving. I had the pleasure of caring for my friends dog for a few years when needed, and my dog quickly became best friends with hers. But they have recently moved south and so this is one of the reasons why I've decided to embark on this new adventure! We miss having the company and play dates, and so I am looking to fill that gap by providing a safe, fun, and loving environment for others. I am the Manager of our family electrical business, so I work from home part time when I'm not on job sites. My schedule can be flexible to fit your needs. I have many reliable references. Your pet won't just be supervised; they will have trusted friends and companions to play and relax with throughout their stay! Daily walks, play time, snuggles. We do not have a fenced in yard, however we have the space for a long dog run, which Roxy definitely utilizes and loves getting all her energy out!
“Samantha was excellent, she went above and beyond to be communicative and ease our concerns about the snow storm our area got while we were away, and our cats were very happy and clearly well loved!”

About: I have worked at the Windham County Humane Society for 22 years. I am experienced in medical handling, Safe fear-free restraint, and administering medications IV, IM, orally and subcutaneously. I have worked with many different cat and dog breeds. I work full-time as the Director of Operations at the Windham County Humane Society so I am only available for drop-in visits in the morning and evening. I do not currently offer pet care in my home. I have my own pets that do not get along with others. Sorry for the inconvenience!
About: I've taken care of big dogs, small dogs, in between dogs. I've taken care of young kitties, mature kitties, and elder kitties. They all were adored by me. I currently work remotely, so I have plenty of time to be present for the needs of those I'm caring for. Working this way allows for a more spacious and flexible day and week. I am easily adaptable and can work within the needs of the homes I visit. Every home and every care situation is unique and requires fluidity.
About: I’ve been caring for dogs since I was 10 years old, and I currently share my home with two very different pups who keep me well-rounded in dog care. Maggie, my 15-month-old, 60 lb Staffordshire/Husky/Great Pyrenees mix, has taught me patience, consistency, and the energy it takes to handle a playful, strong puppy. On the other end of the spectrum, my 14-year-old Collie/Rottweiler mix, Charlie, requires gentle attention, senior care, and a steady routine to keep him comfortable and happy. Caring for both a rambunctious young dog and an aging senior has given me hands-on experience across the full spectrum of canine needs — from training and exercise to administering medications and understanding when a slower pace is best. In addition, my brother is a veterinarian, and over the years he has shared countless tips, tricks, and professional guidance that have deepened my knowledge of dog health, behavior, and safety. Friends, neighbors, and family have long trusted me to walk, feed, bathe, and look after their pets. Whether it’s a large, energetic puppy or a senior in need of extra care, I’m confident in my ability to keep dogs happy, healthy, and loved while their owners are away I am currently self employed so I am able to build my schedule around my clients needs. I’m very flexible and able to travel long distances. My care is customized to each animal and their owners needs and requirements. We have the ability to house and crate dogs as well as provide a large property for the dogs to explore. Conversely, I have travelled and cared for pets in their home and follow daily routines to prevent any stress for your pet.
About: I am dog mom of two; I have two golden retrievers and have experience working with puppies and also adapting their training skills and making sure they are stimulated. A stimulated dog, is a happy dog. I also have experience making healthy homemade cooked meals, as I feed my dogs daily a healthy home cooked diet. I currently work from work Monday- Friday but have a flexible schedule and also available for weekend work. I currently am looking for side work to maintain a busy schedule and lifestyle. I have two golden retrievers at home, Brooklyn and Belle. I will always ensure safety if a pet is brought to my home and make sure a crate is available at all times in case a pet needs space. If I travel to your home, please assure I will take all measures to make your pet comfortable and build my trust with every visit.
How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Windham is $27
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Windham on Rover as of Jan 2026 was about $27 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jan 2026, there are 20 pet sitters in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Windham pet sitters respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Windham.
Rover makes it easy to find Windham pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 20 pet sitters in Windham on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.


