Dog Sitting Windham
Book a Windham dog sitter to watch your dog in your sitter’s home or yours.
Over 46 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.
About: I've been caring for my personal cat since 2018, although I grew up with cats and a dog in the house and had close relationships with them. I have a Bachelor's in Animal Behavior from the University of New England (UNE). I worked at a doggy day care for a year and since the beginning of 2025 have been walking dogs and providing other pet care services for clients. Pet care is the focus of my weekly routine. I'm available from 10am-5pm Wednesdays, Thursdays, and Saturdays, and 10am-4pm Fridays, for walks, and can be available for check in visits or housesitting any time of the week. I go above and beyond to try to make sure your pet enjoys their time with me, while also following all rules and instructions you might leave me. I provide a summary of each visit as well as at least one photo, to make sure you know exactly what's going on with your pet.
“Amanda 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.”
“Lily is wonderful. She has been caring for our two independently-minded cats for a couple of years now, ranging for periods from a few days to three weeks. It is fair to say that she has won them over completely - - they are enchanted by her. We see this in their playfulness & excitement with her on the Ring camera. It is clear that she loves animals, that our cats love her and she loves them. Always conscientious, reliable, and a quick communicator, we are delighted to have found her!”
“Kara was excellent…my puppies were very happy with her, as I have 3 pups with three different personalities and she had handled all three wonderfully. Punctual, attentive & caring.”
“Being able to have Ella check in on our dog was a major relief on such short notice. Our main concern was that he would be lonely and Ella was kind enough to spend some time on the couch with him while she studied. We will definitely reach out to her again! Thanks Ella.”
About: Who's a good dog? All of them. My step-dog is the love of my life, and I'm the person who talks to animals more than humans at a party. I have experience with: Dogs, cats, fish, rodents, horses, chickens, other birds, reptiles, and more. As a former field biologist, I handled a wide variety of animals and completed Institutional Animal Care and Use Committee (IACUC) training. I'm open to caring for almost any critter. Send me a message so we can discuss what your critter needs. New-ish to Rover. Previously, all my clients were by word of mouth in extreme southern Maine and New Hampshire. We recently moved, and I decided it was time to join Rover. My schedule is variable, so just message me so we can discuss what your critter needs. This summer I have lots of availability. Thank you! I am currently not taking client's pets into my own home. I am open to a variety of conditions for home visits/walks/play dates/check-ins. Just send me a message so we can discuss your set up and what your critter needs.
“Hannah was amazing. Super responsive, communicative and caring. Exactly what you want from someone watching your pets!! 10/10 recommend and will be using her again. Thanks Hannah!”
About: I’ve had my own pup since I was about 15. Love spending time with animals of all kinds. Over the years I’ve always been happy to house sit/walk dogs of friends and family. I’m responsible, reliable, and loving towards all animals I work full time at Enterprise car rentals however I have 3 days a week where I’m out early afternoon. Most of my free time is spent running I’m SUPER excited to work dog walking (or running if they are up for it) into my schedule. I’m 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.
About: I’ve had dogs and cats by my side for almost my entire life, gaining hands-on experience with a wide variety of dog breeds, from small to large. Over the years, I’ve cared for puppies and kittens as young as four weeks old through senior aged. learning the unique needs of every life stage. I’ve also spent time fostering dogs, preparing them for successful adoptions by providing love, training, socialization, and medical care. This deep, lifelong experience has given me the knowledge, patience, and skills to confidently care for other people’s dogs and cats as if they were my own. I'm currently taking a break from the corprote world and looking for new adventures. This gives me plenty of time to care for your pet(s) as needed. I will happily care for your pet in a way that keeps them safe and makes you feel at ease. Meeting your pets individual needs.
“Kelly 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!!”
“I was in a last minute punch after a cat sitter changed plans last minute. Nishat was exceptionally responsive and swooped in and saved the day! She also took great care of my kittens!”
“Jess took great care of my 2 kitties when I was away. I got a daily photo with a cute snuggle picture of my friendly cat. It felt good to know they were so well cared for.”
“Elizabeth took great care of our cats! She took pictures and provided detailed descriptions of each visit, and took initiative when necessary. We would absolutely hire her again!”
“Gigi was great taking care of 2 cats over 4 days. From the moment I contacted to request service, she was very communicative. The cats and home were in great condition when we returned home. Loved the pics!”
About: I grew up on a farm where I was surrounded by large animals like cattle and horses, which gave me a deep appreciation for working with animals from a young age. My passion for animal care led me to become a veterinary technician, where I spent several years working in a large animal hospital. During this time, I gained extensive experience handling various animals, assisting in surgeries, administering medications, and providing routine care. I also have a 8 year-old German Shepherd named Nala. These experiences have strengthened my skills in animal health and care, and I truly enjoy working with animals of all sizes. Currently work part time so I have plenty of time for your pup/animal! I am very flexible and will do my best to accommodate yours and your animals needs Will love on your pet like my own ! It truly is fun to spend time with different animals and if I could have more than 1 dog I would personally!
“Anna was so wonderful. She watched our cat while we went away for the 4th of July. She was incredibly communicative and sent wonderful pictures/updates. Would recommend Anna to anyone looking for a kind and reliable sitter!”
About: Dogs have always been a huge part of my life. I’ve been caring for dogs since I was 10 years old as a pet sitter, but we got our own family dog as a toddler. Over the years, that experience has grown into a true passion, and I now have 2 dogs of my own. I’m used to all kinds of personalities, from high-energy dogs who love long walks and playtime to more relaxed companions who just want cuddles. I’m all about keeping tails wagging with lots of attention, exercise, and love. I work remotely full-time, which gives me the flexibility to provide attentive, consistent care throughout the day. Because I am not tied to an office, I’m able to let sit in your home and be present for walks, feedings, playtime, and companionship—keeping your pets routine as normal and stress-free as possible. When caring for pets in your home, my top priorities are safety, trust, and maintaining a calm, familiar environment. I follow your pets routine closely—from feeding schedules to walks and playtime—so the feel secure and comfortable while you’re away. I treat your home with the utmost respect and make sure your pet gets plenty of attention, affection, and supervision at all times.
About: I have cared for dogs of all sizes from 10lbs to 100+ lbs, ages puppy to senior, all with various temperaments, energy levels and medical needs. I’ve also cared for many cats ranging from 2 years old to 13 years old I’m a middle school teacher on summer break with A LOT of availability. I regularly free weekdays during the day through the evening and even available at night and through the night most days of the week. I have a large fenced in yard with that’s mostly shaded by surrounding trees. With easy access from a back deck. We also have a screened in porch for good airflow on hotter days. I live in a nice and walkable neighborhood and I regularly visit local walking/hiking trails in the area.
About: Experience, work remotely, flexible schedule, own dogs in the past, able to walk frequently, able to be active with dog if needed. I am very active with my dog and would love to extend to the dogs I’m looking after :) I'm currently working remote and have the flexibility to take your pet out frequently and give them lots of energy. I have a lot of experience in the field I have a friendly 5 year old dog that loves other dogs. We are quite flexible and loving to our pets in the home and they are sure to feel comfortable
The median cost per visit for dog sitting in Windham is $25
Dog parents share their Rover experiences - Windham
I was able to relax with peace of mind while Nicolette was at my house with my babies. She consistently updated me with pictures and videos and brought her son to help get some energy out with my crazy lab and I could see both of my dogs loved her and had the best time with her and her son.
Nicolette was responsive right away when I messaged about doing drop-ins for our dog the following day. She listened to what works well for our dog, and I felt confident that our dog was in great hands! We’ll definitely continue to have Nicolette do more drop-ins for us!
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
Browse profiles of sitters near you who offer dog 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 near you
Select a filter and find qualifying Windham sitters!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 July 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 July 2026, there are 1,016 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:
- 99% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 99% 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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