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.
“This was our 1st time using Hannah and she took great care of our 2 babies. They always looked so happy in all the wonderful pictures Hannah would send. She was always on time too. We will definitely use Hannah again. Thank you!”
“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.”
“Magnoly is literally the best! She was extremely kind, patient, and knowledgeable with our dog Apollo and we’ll absolutely be booking with her again! She communicates everything every step of the way and was sooo flexible when I booked the wrong dates for visits and when we asked her to drop in again on short notice! She couldn’t have been a better person for Apollo’s first night by himself and our first Rover experience, we absolutely love her!!”
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.
About: Looking for someone to care for your pets as well as you do? I have 15 years of experience caring for animals ranging all different sizes, ages, and health needs. I’ve had animals my whole life from dogs, cats, horses, and exotic birds. I am the designated care giver for my friends’ and family’s pets and wanted to give Rover a try to put those skills to more use. I currently have two cats of my own and will not be accepting to board animals in my home at this time, but am more than happy to care for your furry or feathered friends in their current space and make sure they’re exercised, fed, and not missing you too much while you’re away! My rates are all negotiable, please connect with me directly for pricing questions. I look forward to befriending and caring for your pets and keeping them safe for your return home whether it be from a vacation or just from work. I currently work remotely part time during the week and have plenty of flexibility in my schedule to drive and visit your pets to care for them. Drop in visits typically take about 15-20 minutes, walking or exercising can be 1-2 hours, and sitting can be booked for multiple days. Since I will be only caring for pets in their own homes, my care is fully personalized and customizable to meet your specific needs and requirements. I am comfortable giving medication to pets and am experienced with reactive and emotionally triggered animals.
About: With years of hands-on experience caring for pups of all ages, sizes, and personalities, I provide more than just walks—I offer companionship, consistency, and peace of mind. Whether your dog is high-energy, a shy senior, or somewhere in between, I tailor every walk or visit to fit their unique needs. Let’s give your dog something to wag about! I work from home with a flexible schedule, enabling me to be on demand for your pets needs. Whether for walks or drop ins, we can arrange to fit your dogs personal needs. With mountains of experience caring for three of my own, my home is filled with comfort and care items that will help your pup feel right at home.
“Theo and Julian are great to work with. They were very responsive. I appreciated the flexibility for meet and greet and first drop in. The pictures and notes were excellent! I'll definitely rebook with Theo.”
About: Hello & welcome to my profile! I have been blessed by growing up around animals my entire life! My older brother has had dogs as small as a Poodle/Chihuahua mix (Ari) and as large as a Newfoundland (Armand - which I was able to help leash train)! My brother has relied on me multiple times to take care of them, and I do so lovingly! In Ari’s later years, he trusted me to give him his medication, special diet food, and assist him walk around. Additionally, I grew up around cats for as long as I can remember and currently have two of my very own. Not only cats & dogs, but bunnies, gerbils, and guinea pigs are all animals I have taken care of under my own roof! I know that each pet has their own personality and therefore needs specialized care. I know how much I think about my own when I am away from them, and I would be honored to lovingly take care of them so you don’t have to stress it! I currently work full time M-F, but am consistently done with work by 3:00/4:00 pm. This gives me plenty of time to stop by and care for your animals during the week part time, or full time on the weekends! Within my own home, I make sure to be proactive with making sure my cats have fresh water and food in their bowls at consistent times. I do not currently own any pet supplies for a dog and I live in a one bedroom apartment with limited space. I am happy to house smaller animals when need be and take care of all other pets within their own furever home!
About: My family has fostered many dogs from puppies to elderly, along with owning two of our own. Almost all of my highschool volunteer hours came from helping at dog kennels and daycares. From a young age my parents have taught me to have good patience and care for animals. I am currently a student home from school til March. I attend a maritime school for engineering. Other than two courses I am taking online at nearby school, I have a completely open schedule from the next two months. Depending on age I offer 1-2 walks through out the day. Along with interactive meal times! I do own 1 dog at home who is elderly but very very kind and social. I have a very large yard which allows all the zombies. However my pup is trained and therefore we have no fencing. I live in close proximity to dog park for free range fun as well. As for dogs that require daily grooming, I proved daily brushings as well.
“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: Growing up in a handful of different environments my family had all types of pets. I’ve become educated in caring for a numerous type of animals ranging from reptiles to birds and the common cat and dog. Having my own cats at home I’m very familiar with the typical cat routine and behavior. I also have experience with dog walking and sitting. I’m comfortable with all types of pets. In the past I have had experience with training pets (mostly dogs) and working through behavioral issues, so a temperamental fur baby is not an issue. I also have experience with giving pets medication when needed. I will regularly communicate with you as well as send occasional photos and updates of your fur baby while in my care, ensuring a stress free vacation. I’m currently working part time as a barista but am available to do check-ins and pet sitting as long as overnights. Will gladly take pets for walks throughout the day and as needed. My personal pet is also getting attention throughout the day. He doesn’t have a feeding schedule as he’s more of a grazer but if your pet has a set schedule that is definitely not a problem. If you have a fenced in yard for a dog I’ll gladly let them out and participate in some playtime if they would like that.
“Brianna was great with our cat Connor. This was our first time using Rover and she made it so easy. Receiving the pictures of Connor during each check in was the best part. Thank you again and we will be in touch for future help!”
About: I’ve loved and cared for nearly every kind of pet, from doggies and kitties to chinchillas, guinea pigs, hamsters, hedgehogs, bunnies, chickens, turtles, geckos, birds, rats, and even snakes. Caring for animals has always been a natural part of my life, and I truly enjoy getting to know each pet’s unique personality and needs. Of all my amazing animal friends, dogs are definitely my favorite — I’ve had a dog in my home my entire life and understand how important it is for them to feel safe, loved, and comfortable while you’re away. I would love the opportunity to help other pet owners by providing the same care, attention, and affection that I’ve always given to my own pets. I'm currently working part time so my availability is vast! I can do most mornings, evenings after 4, and some weekends as well! If you ask, we can easily work something out! I prioritize safety, trust, and comfort during every drop-in visit, walk, and house sitting stay. I carefully follow each pet’s routine, including feeding schedules, potty breaks, medications if needed, and exercise, to keep them relaxed and happy while you’re away. During dog walks, I make sure pets are always securely leashed, avoid unsafe areas, and pay close attention to their behavior and surroundings. For drop-ins and house sitting, I respect your home, keep doors and gates secure, maintain a clean environment, and ensure your pets receive plenty of attention, playtime, and companionship. My goal is to create a calm, safe, and loving experience so both pets and owners feel comfortable and confident in my care.
About: I’ve grown up around dogs and currently have two at home and one with me at school, so caring for dogs has always been a big part of my daily life. I’m very active and love going on walks, playing, and spending quality time with dogs of all sizes and energy levels. I’m dependable, patient, and genuinely enjoy making pets feel happy, comfortable, and well cared for while their owners are away. Pet care fits naturally into my daily routine because I already spend a lot of time being active and caring for my own dogs. I love going on walks, staying active, and spending time with animals, so making sure pets get attention, exercise, and care is something I genuinely enjoy. I’m available for a few days from May11th-21st, and full-time any day or time from June 25th through August 4th, which gives me plenty of flexibility to provide dependable care. When caring for pets in a client’s home, I focus on keeping their routine as normal and stress-free as possible. I make sure pets feel safe, comfortable, and well cared for by following feeding schedules, giving them plenty of attention and exercise, and keeping their environment clean and secure. I also understand the importance of trust when entering someone’s home, so I’m always respectful, dependable, and communicative with updates when needed.
“Mikayla was a champ today. She got both of my dogs to go outside where one of them is nervous around new people. She followed instructions well and did a great job. Very good communicator and folk lots of pics. Thanks so much!!!”
“Brittany was great with my dog ! My senior lady isn’t the best with strangers but seemed to get along with Brittany. We got lots of pictures and we know our girl was well taken care of.”
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?
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.
Meet local sitters who will treat your dogs like family
1. Search
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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 August 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 August 2026, there are 6,783 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.
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