Dog Sitting Windham
Book a Windham dog sitter to watch your dog in your sitter’s home or yours.

Over 39 pet parents in Windham have booked dog sitting
Windham, 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.
“We've used Sarah multiple times for drop in visits for our 2 frenchies. She came recommended by a friend so we scheduled a meet and greet. It was instantly apparent that she loves dogs and was really knowledgeable on the french bulldog breed. Our dogs gave her their seal of approval with multiple kisses at the first meeting. Sarah is reliable and professional. She would message us letting us know how the pups were doing and always sent adorable photos. We will continually use Sarah and highly recommend her anyone who wants to be confident that their pets are being taken care with love.”

About: I've taken pet care seriously since my childhood dog passed away several years ago. I have taken care of senior dogs, and currently a hyperactive dog I've had since she was 3 months old. I previously worked at Petsmart, so I can administer medication to a variety of pets, including lizards and birds! You can trust me with your puppy, houstrained or not, up to your oldest, biggest dog. I also take care of the family cat and love spending time with cats in general. During the weekdays and weekends I have all the time in the world for your pet as needed! Early days or late nights are just fine. Whatever your pet wants or needs, I can give 100%. They can get up on the couch with me, I will give them long walks and they'll get plenty of belly rubs and treats! For cats they're such picky little rascals that I will adjust to their needs, whether that's playing or giving them space.
“Julian took fantastic care of our cat, Clementine, while we were away. We were a little anxious about leaving our cat overnight for the first time, but Julian met up with me ahead of time to meet Clementine, go over care instructions, and address any concerns I had. The daily updates and photos were detailed and thoughtful and truly put my mind at ease. Julian even did an extra drop-in on very short notice due to our flight back being delayed - truly above and beyond service! I would highly recommend Julian and would absolutely book again in the future.”

“Sarah-Jane could not be a better pet sitter! Our cat, Louis, absolutely adores her, as do we. She is thorough, attentive, and communicative. She has a clear love for animals and it shines through in her work. She goes above and beyond to take care of our special guy and to keep us updated every step of the way. We have booked with her many times and will continue to do so whenever possible - we cannot recommend her highly enough!”

“Samantha was so great with our hyperactive nutball German shepherd Remington! We get nervous leaving her with people but she responded so amazingly to Samantha! Very clear that she loves animals and it showed with how happy our pup was!”


About: I have taken care of dogs since I was in fourth grade. I enjoy working with high energy dogs and can handle dogs of all sizes. I’m currently a student at Bentley University with a reasonably open schedule. I can tend to pet needs during the weekdays and on the weekends. Your dog’s safety and comfort always come first. I provide reliable, attentive care in a calm, positive environment, making sure every walk is safe, engaging, and stress-free. You can trust that your dog will be treated with patience, respect, and the same care I’d give my own.
About: Hey!! I’m Kirsten, and I would love the opportunity to care for your pets like they’re part of my own family. 🐾 I’ve loved and cared for animals for as long as I can remember. Growing up, my brother and I cared for our own pets and even helped stray animals in our neighborhood. That love for animals has stayed with me throughout my life. I also have hands-on experience working with an animal rescue, where I helped care for 14 dogs and 12 cats. My responsibilities included feeding, cleaning, providing basic daily care, keeping the animals comfortable, and—of course—giving them plenty of attention and love. I’ve also provided dog sitting and pet care for others over the years. I understand how important it is to have someone you can trust with your pets while you’re away. I’m dependable, patient, attentive, and comfortable following your pet’s individual routine and care instructions. I’m currently interested in dog walking, drop-in visits, and house sitting. Whether your pet needs a walk, playtime, meals, companionship, or simply someone there to make them feel safe and loved, I’m happy to help. As a mom, I know how much trust it takes to leave someone you love in another person’s care. I want you to feel comfortable knowing your pet will be treated with kindness, patience, and lots of love while they’re with me. I can’t wait to meet you and your furry family! 🐶🐱❤️ I work full time and would be working around my schedule to accommodate the needs of everyone. Each dog will be loved and cared for as anyone else. ❤️❤️❤️ I do not have a fenced in area on my drive. My three other sides are fenced in. Looking to figure out how to fence the driveway. ❤️❤️❤️
About: Hi! I’m Alyssa. I’ve always loved animals and have experience caring for both cats and dogs. I currently have two cats and a kitten of my own, and I’ve previously had a dog as well. I’ve pet sat for family and friends, so I’m comfortable caring for pets with different personalities and routines. I’m available for dog walks and drop-in visits for both cats and dogs. I’m happy to help with feeding, fresh water, walks, playtime, litter boxes, and giving your pet some attention while you’re away. I’ll make sure to follow their normal routine and any instructions you leave for me. I’m dependable, attentive, and will keep you updated (pictures too!) during visits so you know how your pet is doing. I work full time but can work pet care into my routine throughout the week. I’m happy to accommodate feeding schedules, playtime, check-ins, and other routines your cat and or dog is used to. Your pet's safety and comfort are my top priorities. I’ll care for them in their own home while respecting their space, routine, and personality. I’m attentive to details like food and water, litter boxes, medications when needed, and making sure doors and other areas are secure. I’ll also provide updates and photos so you can feel confident that your pet is safe, comfortable, and well cared for while you’re away.

About: I’ve owned a dog since I was about 5 years old. I’ve always had the responsibility to walk and feed them. I take care of my friends dogs when they go on vacation by feeding them and walking them multiple times daily. The love I have for dogs is indescribable and I will show that kind of love to any dog I meet. I love every single kind of dog, there is no such thing as a bad dog just a bad owner. My current dog is a rescue who took a while to warm up to my family but now he is comfortable and happy in his own home. I love being around dogs and going the extra mile to make sure they feel loved and taken care of. I am currently a student at the University of New Hampshire and I work part time a couple of days at week at Tuscan Market. I am available most of the time on the weekends, depending my hours at my job and my availability during the week is most of the time this schedule: Mondays after 6pm, Tuesday’s and Thursday’s before 11am and after 12:30 pm, Wednesday before 4pm and after 6pm Friday/Saturday/Sunday varies. Currently I live at school with no pets and 4 other roommates who are animal lovers and would be more than happy to have a dog there if need be. I am able to walk, bathe, feed, love/cuddle and anything like that within my schedule. I really love dogs so much that this wouldn’t feel like a job to me at all, it would be fun and enjoyable to be surrounded by pups.
About: I’ve always had animals growing up and have always had an interest in taking care of animals. As soon as I was old enough family and friends have had me watch their animals. Dogs, cats, rats, bunnies, reptiles, you name it! I could not imagine having a life without animals. Currently I have two Siberian huskies, two cats, and one bunny. I’ve also had a lot of experience giving dogs and cats medication, and know all the tricks to get them to take it in a quick and easy manner. I’d like to say I’m very responsible, and will absolutely treat your animals like my own. My mornings and afternoons are typically very available, because I own an aerial studio and those classes are mainly held at night. I am a very active person so I am always looking to add more walks into my daily routine. At my home I have a fenced in yard, and two friendly, playful dogs. I do have two cats as well, but they can easily be separated. I also have two crates at my house that both of my dogs comfortable can go in when needing to be separated. At clients homes I can do anything you need me to for your pet. Treats, walks, playtime, crate time, and even snuggles.
About: Hi, I’m Dan! I’m an insured, reliable dog walker available day, night, and weekends to make sure your pup gets the care and exercise they deserve. From small companions to big, strong breeds, I provide safe, loving walks and peace of mind for you. As a dedicated and insured dog walker, I’m here to make sure your pup gets the care, exercise, and attention they need at any hour. When you book with me, your dog’s walk is tailored to their needs — whether that’s a quick potty break, a brisk exercise session, or a relaxed neighborhood stroll. Here’s what you can expect: Personalized Walks – Adjusted to your dog’s size, age, and energy level. Photo & Update After Each Visit – So you’ll always know how your pup did. Safe Handling for All Breeds – From little companions to strong, giant breeds. Flexible Scheduling – Available mornings, evenings, late nights, and weekends. Transportation Services – Safe rides for up to 2–4 dogs (depending on size), whether to the vet, groomer, or another safe destination. Vet/Groomer Appointments – I’ll stay with your pet during the visit. Charged at an hourly rate starting when I pick up your dog and ending when I return them home.

About: Family, Friends, and even more have looked to me and my home for their pet sitting from vacations to nights out. Tender loving care and I work from home and typically have my pets around me in my office that's attached to a porch that leeds down a deck into a huge fenced backyard. I'm able to tend to, clean, feed, and play with on demand and plus, a little play time always helps detress! In my home, everything from feeding to caring to brushing/bathes, and play time! Over night they have options to sleep alone or with me, I have beds of all sizes and crate if the owner prefers they sleep there. Very adaptable to owners needs.

About: Work from home! Medicine treatment experience! Dogs and cats experience Fenced in yard for playtime! Lover of animals Safe and friendly neighborhood for walks Pets are family! Currently looking for new full time work. Already was working from home, so will always be present for animals. This will be my new daily/weekly routine We have a fenced in yard where your dog can run and play all day! We have 2 huskies who would love to do the same with your furry friend and can join us on our neighborhoods walks! We also have 2 cats so as long as the dogs like cats that’ll be fine! We also have 2 crates If the dog requires to be crated.
“Wow, Christopher is the best! He checked in daily on my parents senior pup for a week during a family emergency, and his updates and care for Maggie put the family at ease. He was always extremely prompt and considerate; and took extra special care and attention to Maggie’s senior needs. I know Maggie will be excited to see him again!”
About: Animals have always been a huge part of my life, having started a "dog walking business" when I was ten years old, pet sitting for just as long, and I've been fostering both cats and dogs with local rescues for several years now. My soft spot is senior pets. Animals make me feel whole. Whether it’s cats, dogs, little critters or reptiles I genuinely love them all. Bonus points my husband is a retired MWD handler and has a dog training business both here and back at home in Texas, so we’ve worked with many dogs with all backgrounds. I stay at home and keep the same daily routine for my pups. My husband is a retired MWD handler we have a dog training business both here and in SATX. My life is pets every day. I want to keep your dog comfortable while you're away. My dogs are free to roam inside when I’m home, they may sleep where they are comfortable. They will not be allowed outside to roam the yard unless I'm also in the backyard with them.
The median cost per visit for dog sitting in Windham is $25
Dog parents share their Rover experiences - 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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

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Popular requests for dog sitting - Windham
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windham average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Windham
Frequently asked questions about Rover
The average cost for Dog Sitting in Windham on Rover is $27.75 per visit (as of September 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 September 2026, there are 6,718 sitters on Rover offering Dog Sitting across Windham. 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 Windham 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 Windham 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 Windham 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 Windham. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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.





