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

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Top rated Windham dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Anna was great! She took care of our dog and reported back very thoroughly. He was such a happy camper - highly recommend using Anna to care for your fur baby.”

“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.
About: My first job was at Mainely Dog, a doggy daycare where I fed and entertained groups of dogs-all sizes and personalities. I’ve grown up with many dogs in my family. We also fostered and took in dogs with behavioral difficulties, even had up to 5 dogs at once so I’m used to handling multiple dogs at a time! My dream has always been to own my own business to help and love animals. I can’t wait to meet your pups! I currently work a part time job where I work 3-4 days a week from 4:30-10:30 so I am available the rest of those days and my days off. I am attentive and can keep your pets safe whether that’s in your home or outside in the yard. When out on walks, I am skilled at reading your dog and other dog’s ability to interact in a safe environment from my experience at the doggy daycare.
“Lily has a natural way with animals. Pepper has had a rough past and doesn’t always immediately vibe with a new person. She took to Lily immediately! Lily was very communicative about her time with Pepper which I really appreciated. Can’t say enough good things!”

“Bella took such amazing care of my Higgins like she was one of her own! She was extremely respectful of our home and all our wishes while we were away. I would have Bella back in a heartbeat in the future!!”


“Gigi has been absolutely fabulous with my dog Thor these past few weeks. She takes excellent care of him. Takes him for a walk around my house, fills up the water bowl and sits on the porch with him. She also gives a great detailed update on the rover card of what he did during her stay with him and sends lots of photos. I have been so happy to have her take care of Thor while we are at work and puts me at ease knowing she is there to let him out on those long days. Will definitely rebook again!!!”
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’ve loved animals my entire life and have had three dogs and two cats over the years. I’m currently raising a golden retriever puppy with my family and absolutely love spending time with dogs. Friends have always trusted me to watch their pets while they’re out of town because they know I treat every animal like family. I’m the kind of person who stops people on the street just to ask if I can pet their dog. Caring for animals genuinely makes me happy, and I’ll make sure your pet feels safe, loved, and well cared for. I’m currently between jobs, which gives me a very flexible schedule and plenty of availability to give your pets the attention, care, walks, and love they deserve. I care for every pet like my own, always putting their safety, comfort, and happiness first. I stay alert on walks, careful around other dogs, people, traffic, and our surroundings to make sure pets feel safe and secure at all times. I also have a fenced yard for safe play and experience caring for and crate training puppies since I currently have 2 dogs.
“Jess is GREAT! She very quickly gained the trust of our senior and special needs dog. He is comfortable with her and benefits from her visits every week! She is punctual, trustworthy, sends updates, flexible schedule, communicates clearly and quickly, and we feel she truly loves our dog. It is very difficult to find someone who would care for your pet as you would and we are so grateful for Jess!”

About: I have grown up with dogs, ranging from a teacup yorkie to a bullmastiff lab. I recently adopted a mix terrier of my own who has become by best friend. I have been trusted by friends and family to care for their pets like I do my own and have been doing so much more recently! I am a recent college grad on the job hunt but in the mean time would love spending time and caring for your four legged friends! I care for you pets of course as you ask and care for them and with a lot of love. I respect the guidelines you set for your furry friends and will do my best to make them feel secure as it can be nerve racking for them to not have their people around!
“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.”

“Elizabeth was literally the best sitter we have ever had. She was not only so kind to me after telling her about an awful experience with a previous sitter—but she made me feel at ease! My babies loved her, and I love that she loved my babies. I wish that she wasn’t leaving my area! I’d keep her forever!! Thank you again, Elizabeth. We were both able to fully relax knowing our kitties were in safe and reliable hands 🖤 let me know when you’re back in the area!!”

“Nishat agreed to a multi-day, multiple visits per day, booking with less than 2 weeks notice. She stopped by to meet them in advance of our trip and took her time to get to know each of them. She was very calm, gentle, and caring. Our dog and cats took to her right away. She did a great job caring for them while we were away, even diligently providing them medication that was prescribed *after* she had agreed to the booking. We are so pleased with Nishat and grateful to have found her!”

“Matthew did a great job with our dogs. He took them out on walks and took great pictures for us to see. He also gave them treats and was good to them. He had 3 dogs to deal with over the time and they all seemed happy with him. Great dog sitter who I would definitely use again!”

Over 47 pet parents in Windham have booked dog sitting
Windham dog parents share their Rover experiences
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!

Popular requests near you
Select a filter and find qualifying Windham sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitting in Windham is $25
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windham average 6 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Windham on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 1,013 dog sitters in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 88% of Windham dog sitters respond in under an hour.
Dog sitters in Windham have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windham.
Rover makes it easy to find Windham dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 1,013 dog sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 99% of dog sitters offer daily exercise, 100% offer medication administration, and 99% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.







