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

Over 48 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.
“Miranda was on time and very conscientious providing detailed updates on our dog and lots of photos that we loved! We felt at ease knowing she would be in good hands with Miranda. Will definitely book with her again!”

About: I've always had a love for animals, and being able to care for them is something I genuinely enjoy. As someone who works in the medical field, I understand the importance of trust, attention to detail, and treating every family member with compassion—including the four-legged ones! For the past two years, I worked for a luxury dog walking and pet sitting company in Washington, D.C., where I cared for dogs and cats of all ages, breeds, personalities, and temperaments. Whether your pet is a playful puppy, a shy rescue, a reactive dog, or a sweet senior who needs a little extra patience, I'm happy to meet them where they are. Every pet is different, and I love taking the time to earn their trust and learn what makes them feel comfortable. I'm also comfortable caring for pets with medical needs. Because of my background in the medical field, I feel confident administering oral medications, eye drops, and ear medications for both dogs and cats. If your pet has a special routine or requires extra attention, you can trust that they'll be in great hands. Communication is incredibly important to me. For each visit or stay, I'll send detailed updates and plenty of photos! My goal is for you to enjoy your time away without worrying. I also have experience walking up to five dogs at once and am comfortable with everything from leash training to energetic pullers and leisurely senior strolls. No matter your pet's age, personality, or needs, I'll treat them with the same love, patience, and care that I would my own. If I'm staying in your home, I'll care for it with the same respect and attention that I would my own. I'm happy to bring in mail and packages, water plants, keep things clean and tidy, and make sure your home feels just as you left it. My goal is for you to return to a happy pet, a well-cared-for home, and complete peace of mind. I'm currently working part-time while completing my remaining prerequisite courses as I apply to Physician Assistant programs, which gives me a flexible schedule to accommodate your pet's needs. Whether your furry one needs regular walks, drop-in visits, overnight care, or a little extra attention, I'm happy to work with you to find a schedule that fits. Clear communication is important to me, and I'll always be upfront about my availability so you can feel confident your pet is receiving the care they deserve. When caring for pets in a client's home, my goal is to keep their routine as normal and stress-free as possible. I know that pets are happiest when they can stay in a familiar environment, so I take the time to learn their daily schedule, favorite activities, feeding routine, and any special instructions before you leave. I am certified through Red Cross for Cat and Dog First Aid as well. Whether we're going on walks, playing fetch, enjoying cuddle time on the couch, or simply keeping each other company, I make sure every pet receives plenty of love, attention, exercise, and enrichment based on their individual needs. If your pet requires medications or extra care, I'm comfortable following detailed medical routines and will always keep you updated. I also believe caring for your pet means caring for your home. If I'm house sitting, I'll treat your home with the same respect I would my own by keeping it clean and tidy, bringing in mail and packages, watering plants, taking out the trash if needed, and making sure everything is secure while you're away. After each visit, I'll send detailed updates and photos so you can relax knowing your pet is happy, comfortable, and in good hands. My goal is for you to come home to a happy pet, a well-cared-for home, and complete peace of mind.
“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!”
“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.”
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.
“Nishat and I are newly meeting for my cat, Stella’s care. So far I’ve been extremely impressed by her foresight and thorough job. I have also very much appreciated all the pictures along the way (: thank you so much Nishat!”

“Heather was amazing with our two cats! She was able to give one her pill each morning without trouble. Plus they ate well for her and she sent lots of pictures and lovely notes! We would absolutely hire Heather again.”

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 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: Hi! My name is Laura, and I’m a dependable and caring animal lover who truly enjoys spending time with pets. I understand that pets are family, and I treat every animal in my care with the same patience, kindness, and attention that I would give my own. I offer both dog walking and drop-in visits, and I’m happy to tailor each visit to your pet’s needs. During walks, I make sure dogs get safe exercise, fresh air, and plenty of positive attention. For drop-in visits, I can handle feeding, refreshing water, potty breaks, playtime, litter box cleaning, and giving your pet some companionship while you’re away. I pay close attention to each pet’s personality and routine so they feel comfortable and cared for. Whether your pet is energetic and loves playtime or prefers a calm visit and some gentle company, I’m happy to adapt. I’m dependable, respectful of your home, and committed to providing loving, attentive care. I’m also happy to send updates and photos so you can feel confident that your pet is safe and happy while you’re away. I look forward to meeting you and your furry family members! My schedule is flexible, and I’m available for dog walks, drop-in visits, and pet sitting throughout the week. I do my best to accommodate your pet’s routine and can often help with mornings, afternoons, and evenings. I treat every pet like part of my own family! I follow your pet’s routine closely—meals, walks, playtime, and any special instructions—so they feel safe and comfortable while you’re away. I love giving plenty of attention, whether it’s belly rubs, brushing, or interactive play. I also provide daily updates with photos and messages so you can see how your pet is doing and feel confident they’re happy and cared for. My goal is to make your pet’s time with me fun, stress-free, and full of love!
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: 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
“Amy is incredible, she goes above and beyond to make sure my pup is loved and cared for. My dog Lilo is almost 10 and dog reactive, but Amy not only won Lilo over immediately she was also able to take her for walks while effectively managing Lilo's triggers. She goes out of her way to make sure Lilo has plenty of attention and stimulation and I feel so much more relaxed about having to leave my pup with Amy taking care of her.”


“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: We are an experienced foster family with many years of experience. Claudia is an animal welfare professional who has been working in animal shelters for many years. Jason (Ilan) is permanently work from home, so there is always someone home with your baby! We have had 13 foster dogs ranging from small puppies to super seniors. We are a positive reinforcement family with experience in reactivity, separation anxiety, stranger danger, resource guarding, and arousal/high energy behaviors! We are able to provide medical care including medications, injections, and breathing treatments! Our home is empty without our own doggies, we so are so excited to give yours all the love! While Claudia works full time out of the house, Jason (Ilan) works from home full time! Your baby will rarely be home alone, if at all! We can easily crate your dog if you would like and have cameras with motion detection in each room so we can ensure your pup is safe. We provide daily updates on your dog so you can know they are doing well. We are experienced handlers who are fear free certified. We are prepared for anything that might happen!
“Briana 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.”

“Erin showed up for me last minute when my sitter canceled. She was so kind and professional and put me completely at ease (I was panicking!). This morning she sent me so many pictures of my fur-baby clearly enjoying himself. My cat immediately took to her, and I can tell she’s a real animal whisperer. I couldn’t have enjoyed my trip without her there caring for my babies. I hope I get to hire her again!”


About: Animals have always been a big part of my life, and I genuinely love caring for them. I provide a safe, calm, and loving environment where pets can feel happy and secure. From energetic puppies to independent cats and senior pets needing extra attention, I treat every animal like family and make their well-being my top priority. 🐾❤️ Hey there) I’m currently working part time, so I have plenty of time to care of your pets. Flexible schedule, overnight care and walking available. Your pet’s safety and comfort are my top priorities. I provide a clean, loving, and secure environment where pets can feel at home. I follow any routines, feeding schedules, and special instructions you provide, and I’ll keep you updated with photos and messages while you’re away.
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 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 1,013 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
- 100% can help with giving oral medications or injections
- 100% 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.



