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: Always had dogs and cats in the house my whole life. We had breeding dogs so I have helped deliver 3 puppy litters. In addition to pet care, I worked on farms where I cared for all types of animals - helped deliver sheep, small surgeries on bulls, milking cows, and all sorts of things that come with animal husbandry. I know more than a lot of my friends about animal health, biology and behavior. I also love dogs, despite being bitten by a couple as a child, I feel like I understand the way they see the world and can relate to them quite easily. Most people say "my dog never warms up this quickly." Right now I am looking to pick up some extra work, some evenings and weekends. I am open to working together to find a schedule that fits! For any sort of animal care, like coming to the house to give dinner, or taking out for a walk - I begin by meeting the animal and starting to establish trust and a relationship. Over time trust will be built, and I will learn the animals behaviors and know what is needed when. I am very sensitive and aware to animal's behavior.
About: I love how deeply you can connect with an animal, even after just a single visit. Building that sense of trust between you and the animal you’re caring for is so important, and it’s one of the things I value most about the experience. I have a work schedule that gives me a lot of flexibility in the mornings, and I’d love to spend that time doing walks and check-ins. My house is set back far from the road so it feels hidden away and is a perfect sanctuary for any animal. I will treat your pet with respect and kindness and I’m not afraid to reach out to “pawrents” with questions. Your fur baby’s wellbeing and trust is extremely important to me.
About: I'm a fun-(and dog)-loving person who has been taking care of dogs (and various animals!) for my whole life. I've watched homes and animals of my neighbors, professors and friends. I understand the importance of love and care for animals, and how even just a walk can make a huge difference in the life of a dog. I've cherished my life with dogs and LOVE squishy dog faces. There's nothing better than walking into a home and being greeted by a drooling, furry friend who loves you for you (and definitely not just your treats). I've also done housekeeping, so if there's any picking up you need me to do while you're out of town, I'm happy to! Thanks so much for your time (and your dedication to your pets!). I currently work full-time, but have the ability to make my schedule flexible. My husband works from home and is able to do frequent walks/potty breaks if your pup is staying with us. I am as well - just usually in the afternoons around 2-3pm. On weekends, we are completely flexible as we try to keep them free of any scheduled activities! We have a fenced in yard to keep our pup safe as well as any guest dogs. We can definitely crate your pet as well if they find comfort in their little den. We are open to discuss any needs you/your pet might have!
About: Hi there! I grew up on a farm in Maine surrounded by animals, so caring for dogs (and just about every other kind of pet!) has always been a natural part of my life. From playful puppies to gentle seniors, I’ve had experience with dogs of all breeds, sizes, and temperaments. During my childhood, there was never a time when I didn't have at least three dogs in the house, so I know how to handle multiple pets and their unique personalities. Over the years, I’ve helped friends and family with dog walking, sitting, and general care, and I treat every pup as if they were my own. Whether your dog loves long walks, quiet cuddles, or energetic playtime, I make sure they feel safe, happy, and loved while you’re away. I know Portland well and enjoy exploring its many dog-friendly parks and trails — perfect for keeping your pup active and entertained. I’m also looking to earn some extra income doing something I genuinely love: spending time outdoors with amazing four-legged friends! I’d love the chance to meet you and your dog and help make your life a little easier. I work as a fellow with a hybrid schedule, so my week has plenty of flexibility for walks, visits, and overnight stays. I’m always remote on Fridays, which makes long weekends easy for me to accommodate. I have two cats of my own that are not fond of sharing space with other animals, especially dogs. Therefore, I am currently unable to offer in-home boarding services.
About: I had the honor of having pets my whole life... dogs and cats. From a very young age my mother was always rescuing cats and dogs. They were an extension of our family. The seed was planted early and has only grown into a passion, training and caring for pets. I am currently available for providing in home pet care. I have a very flexible schedule. Available for staying over so your pet(s) can be comfortable in their own home and drop in visits/walks. I am a massage therapist and I don't work long hours so it allows for flexibility. At this time I don't have the space to host your pets. My roommates cats would not be to happy with that. I can travel to your home.
“Grateful for Rachael‘s availability! I was in a bind when my husband was out of town and I needed to go into the office. Rachel quickly agreed to come over to walk our Maizy girl. With the reunion the day before, Maizy recognized Rachael immediately, even though it had been three months!She greeted her with a happy smile and tail wags! Thanks again, Rachael for taking such good care of our girl!”
About: I’ve taken care of numerous breeds of dogs and cats for 8+ years with 5 years of sitting being professional. I have experience with pregnant, nursing, newborn, young, and old dogs and cats! I grew up living on a farm with acreage and 2 current German Shepherds, but am familiar with owning 5 dogs at a a time and caring for up to 10-20 dogs and puppies at a time (I worked with a breeder for about a year once)! Whilst living on a farm I’m also very familiar with cats and kittens! I’ve sat for a private rescue with 20+ cats and am used to giving medication, watching the elderly, and caring for the kittens! I have a lot of patience and anything new that I haven’t seen is a new challenge for me to learn! I currently nanny in the afternoons, so outside of that I am free to love on your furbabies whenever you are away! I know how important pet care can be! I treat every furbaby and their home with respect! If I am staying over I will make sure that everything is kept clean and safe, especially for the pets that I will be watching over! I don’t do pet stays at my apartment unfortunately! If I’m coming in and out of a home, I make sure that safety for you and your home is my priority.
About: I have had tons of experience working with animals. I used to volunteer at the animal refuge league of greater portland. I love all animals small and large! I work from home with a flexible schedule, which allows me to fit pet care into my daily routine! I have flexibility throughout the day for visits, feeding, playtime, walks, and plenty of love and attention. Caring for animals is already a big part of my life, and I love being able to make sure every pet feels safe, happy, and cared for while their owners are away. always aim to make pets feel safe, comfortable, and loved, whether they’re in my home or theirs! I follow each pet’s usual routine as closely as possible, including feeding schedules, walks, playtime, medications if needed, and any special instructions from their owners. I understand that every animal has their own personality and needs, so I take the time to get to know them, respect their boundaries, and pay attention to their body language.
“Amy is perfect. Our kitties liked her right away, she gave them lots of play time, and she was kind enough to take in a few packages and water our poor basil plant on the kitchen counter that we had forgotten about. Amy was also kind enough to share pictures every day we were away, and she clearly communicated her availability and timing for each day in advance. We are very happy and hope Amy will be able and willing to take care of our kittens again in the future (next time we're away). Thank you Amy!”
About: Hello! I’m a highly active outdoors-person who treats every pet like family. I have prior house- and pet-sitting experience with dogs, cats, and even goats, and I’m responsible and respectful of homes and routines. I enjoy long walks, pet playtime, and keeping pets calm and happy while you’re away :) Current remote worker with a flexible schedule that allows me to provide your pet with excellent care. I'm a highly active person, so long walks are a bonus! I run a small seasonal gardening business, which has fostered a strong sense of personal responsibility and plenty of experience of working within other people's homes.
About: I have spent my career caring for children and dogs and love to build relationships with families. I ran an in home daycare for years and have also been a preschool teacher, an ed tech and a behavioral health professional. I have been walking dogs and providing pet care for the last six years! I enjoy being active and getting pets out to exercise in all weather. After the passing of my dog of eighteen years, my family found Roxie. She is now five years old. My three children and I truly worship her and build our time and activities around her! I look forward to meeting you and your dog! I promise he/she will be showered with love, warmth, patience and fresh air!
About: I have been pet and house sitting for 15 +years. I have worked with all different types of breeds of dogs, as well as the those with medical needs, and special diets. I have 4 dogs of my own, ranging from 3 years - 8 years. The smallest being a silly frenchie and the largest is a malinois. I am currently working from home part time and I am available after 10am everyday to come walk the dogos or whatever you might need. We have a tiny fenced in farm at our house to keep all of our dogs and other animals safe. But if staying at a clients home all safety protocol would be followed to their standards.
About: I have a 2 year old dog name Jerry. I have learned so much about pet care through taking care of him. I grew up around plenty of animals- cats and dogs. Please let us know how we can care best for you and your pet! I am in the military and slowly transitioning to a new unit. I have availability every day! I frequently update my calendar. I would love to help out in anyway that I can. Whether it is a walk or a short visit, let me know if I can be of any help! This is my first time using this app, but I would love to try something new and super excited to meet your fur baby! :) I can help administer meds or any other medical assistance as needed. I take my dog for frequent walks and can have him accompany if you are comfortable or I can go solo. I am happy to help you and your fur baby!
About: I've walked dogs before, but I am not as experienced with dogs as I am with cats, however, I like dogs and hope to get more experience caring for them. I currently attend university, I'm also a student athlete, but I'd love to make some extra cash and I really love animals. I am studying animal behavior at school. For both cats and dogs, I will do whatever asked of you in terms of how often to feed them, take them out, medicate them, etc. However my schedule is very busy and I might not be able to go to your house multiple times a day.
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.
How to book dog sitting
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 is $28 per visit as of October 2026. Most bookings cost between $14 and $40 per visit. On Rover, 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 985 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 .
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 , 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 .
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:
- 91% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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 , 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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