Dog Sitting Windham
Book a Windham dog sitter to watch your dog in your sitter’s home or yours.
Over 50 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: 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: 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.
“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: I have previously worked at a doggy daycare and am ready to start my journey with individual clients! Throughout my life I have always been the family member or friend who was always asked to watch pets so I have plenty of experience with many species of animals! I am a recent college graduate and I am using the summer to build my career so I have plenty of time to look after your pets! Through my previous job at a doggy daycare, I have gained experience working with many different breeds of dogs and temperaments. I am also fear free certified so I use non-forceful or fearful tactics in handling pups!
About: Hi! I’m Morgan! I’m a mom of two living in Gorham and an animal lover. I know how important it is to have someone you can trust to care for your pets and treat them like their own while you’re away. I’m available for dog walking, drop-in visits, potty breaks, feeding, playtime, or simply keeping your pet company and giving them some extra love and attention! I have a pretty flexible daytime schedule, especially during the afternoons, and I’m happy to work around your pet’s normal routine as much as possible. I’m dependable, patient, and comfortable with different personalities and energy levels. I also completely understand wanting updates while someone else is caring for your pet, so I’m always happy to send pictures and let you know how they’re doing! I’d love to meet you and your pets and hopefully become someone you can regularly count on when you need an extra hand! I’m a stay at home mom and my daughter is in preschool half days now, so I have a very flexible schedule and could easily fit this in. Whether caring for pets in my home or at a client’s, I always provide a safe, loving, and clean environment. In my home, pets get plenty of attention, playtime, and comfort. When caring for pets in their own home, I follow their routine closely to keep them relaxed and happy. I treat every pet like family, no matter where they are.
“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: 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.
About: Hello, I’m Cassie! I’m a professional pet lover with over a decade of pet sitting and dog walking experience. I strive to make each individual fur-baby’s well- being and happiness a top priority! I currently work at Maine Veterinary Medical Center and I love being able to contribute to a pets ell-being in every aspect! I am planning on taking a step back from the ER scene and dive into what I enjoy most! Helping pets live their lives to the fullest and receive much love and snugs! With that being said my schedule is a little in the air at the moment but I ill do my best to accommodate everyone and their pets needs! I am thriving to ensure that pet parents know your four legged friends are living their best lives while making sure that the well-being and happiness of your pets are a top priority!
“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.”
“Nishat aka The Cat Whisperer was incredible!! She took wonderful care of our cats and home while we were gone for 10 days. She sent pictures and updates which was fantastic. Hands down the best sitter we’ve ever had!”
“Tova did an excellent job! She came on time to our consultation and to all our scheduled visits. She was very kind and patient with my nervous dog, Ellie, but that quickly became good friends! Tova left very nice detailed report cards on what her and Ellie did. I will definitely be inviting Tova back for more walks!”
“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!”
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: My mission is to provide loving, reliable care when you can’t be there. Whether your furry friend needs a mid-day walk, overnight care, or just some playtime, I’m here to keep tails wagging and ensure your peace of mind. An experienced pet sitter and walker who is passionate about animals, I offer personalized services tailored to your pet’s unique needs. Safety and comfort are my top priorities, and I treat every pet like my own. From daily walks and drop-in visits to pet sitting and feeding, loving boundaries are my specialty. Our family cat is very mellow and loves dog friends. We live in a quiet neighborhood near many walking trails. My schedule is flexible to accommodate a variety of times and dates. It’s a family experience someone is almost always home here for your pup Pet lovers provide the best care. We have a large yard, quiet neighborhood, and care for your pet the way I would care for my own.
“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.”
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 Dog Sitting - Windham
Frequently asked questions about Rover
The average cost of Dog Sitting in Windham on Rover is $28 per visit as of October 2026. Most bookings cost between $14 and $40 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 999 sitters on Rover offering Dog Sitting across Windham. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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