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.
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. Before 2025, 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. A few Rover notes: If you need to cancel a booking and get a full refund, please leave a good review. Losing income is challenging, but positive reviews help. Meet & greets are not paid, so please consider leaving a positive review (or tip) after the booked service to help with fuel costs. Booking a a drop-in service as a meet&greet is another great option. Drop-In prices are set assuming no harness/leash is required. For example, you have a fully fenced in yard. If you want your pet walked, please book a walk. 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.
“Meghan has been terrific with our little old anxious dog! She has stayed with him twice and taken care of our house, filled bird feeders, etc., and she came during a holiday week (most recently) to let him out mid-day, staying long enough to play, give him treats, and take him out a 2nd time. And send a pic! Really appreciate her willingness to do this the day after Christmas!”
“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!”
“Kara helped us feel at ease while we were away on vacation for a week by providing lots of pictures and comments each time she dropped in on our dog Zeus. She was very communicative, accommodating, and understanding. The day before we left, Zeus had signs of an ear infection, and Kara gladly took on the extra ask of applying ear drops while we were gone. Kara was also always punctual and arrived when scheduled. Would absolutely recommend!”
“Sergey communicated well with us and was very reliable. Our cat is shy, and he managed to get photos of her to put our minds at ease while we were away for over a week!”
“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.”
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 grew up with dogs and cats and have had my own my entire adult life . I’ll take care of your pets as if they were my own! I work full time in the dental field, but I’m available weekends as well as Friday evenings! Please feel free to ask if you don’t see availability on the calendar and I will try to accommodate! I will abide by your wishes as to how your dog/cat is cared for. I want to make sure your pet is as comfortable as he/she can be without you home
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
“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!”
“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.”
“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!!”
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.”
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!
About: I currently live in Falmouth and am looking to fill my schedule a bit more doing something I love! I've been a huge dog-person since I was young and have dog-sat for dozens of pups over the years! I've done walks, helped with training, overnight-sitting, etc. From puppies to senior dogs, I'm experienced with different breeds so really have no preference to what size or aged dog I will be caring for! I’m also comfortable with different temperaments in dogs and have experience with curbing reactive behavior and building confidence. I grew up with a beagle and now have a rescue border collie mix. Overall, I just love dogs and look forward to making pup walks a part of my daily routine! If it sounds like I may be a good fit- I look forward to hearing from you! I’m currently working part-time from home, so my schedule allows for a lot of flexibility when it comes to sitting and walking! I also have availability on weekend days! I offer a safe and loving energy to all the pets I care for! I understand every dog/pet is different which will require specific needs and care catered to them. I’m comfortable with different temperaments when it comes to walking, and have a handful of experience curbing reactive behavior with my own pup and building confidence while on the leash.
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.
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 7 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 1,008 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:
- 100% of sitters can help with special care needs
- 100% 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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