Dog Sitting Windsor Mill
Book a Windsor Mill dog sitter to watch your dog in your sitter’s home or yours.
Over 119 pet parents in Windsor Mill have booked dog sitting
Windsor Mill, 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: Hello! My name is Kimberly. Over my lifetime I’ve had 4 dogs (Doberman, 2 Shih Zu's/Havanese, Pit bull and a Yorkie) a rabbit, cat, frog, and several goldfish. You name it, I've had it ;). I have a passion for animals so what better way to show my passion than by taking great care of them! I offer daycare, overnight stay, walking and more. I have a huge fenced in backyard for your pet to enjoy as well as plenty of space in my home. Let your pet become a part of our family. I've occasionally board up to 5 small dogs at once. I carefully match their personalities, supervise all interactions and make sure each dog has separate rest areas so everyone feels safe and comfortable. We are kind hearted compassionate family excited to meet your pet. Looking forward to hearing from you soon. Pet care is a central part of my daily and weekly routine. Every day begins with morning walks or playtime in the backyard, followed by meals and rest. Throughout the day, I provide multiple opportunities for exercise, mental stimulation, and one-on-one attention. Depending on your pet’s needs, I include walks, grooming, training, and fun activities like fetch or tug-of-war. Evenings are calm and relaxing, with time for cuddles and winding down before bedtime. I stay flexible to accommodate your pet’s unique schedule, ensuring they feel comfortable, happy, and well-cared-for every day. Your pet’s safety and well-being are my top priorities. In my home, pets are always supervised, with secure fencing in the backyard and safe spaces indoors where they can relax or play. I make sure all toys, treats, and equipment are pet-friendly and cleaned regularly. If I’m caring for pets in your home, I follow your instructions closely—feeding schedules, medications, and any special needs—while keeping your home safe and tidy. I always respect your property and your pet’s comfort, ensuring they feel secure and loved. I believe in building trust with both pets and their owners. I provide regular updates, photos, or messages so you can feel confident that your pet is happy, healthy, and safe while in my care.
About: Starting at the age of 11 up to today I have been trusted to take care, bathe and feed animals in my neighborhood, friends and family. I’m well at observing and giving medication if needed for older pets but also can be playful and help with the puppies/kittens as well! I currently work at an animal hospital which helps in my knowledge of feeding and taking care of pets. I work part time, mainly mornings but I’m willing to work around that if needed. I am available on weekends and holidays to take care of your pets needs. I can usually make something work around my schedule. At my house, there is acres of land and space. I have two very friendly dogs which I can either keep away or keep your pet company whichever is fine. For the clients home, I’m willing to work with whatever situation/care is needed
“Ryan is fantastic, and I highly recommend him. He came over for a meet in-advance, and said/did a lot to help us feel confident in hiring him. He was prompt, clearly loved our dog, played with her a lot, and took great pics (it helps that we have a gorgeous dog).”
“Brittney was my new puppy first dog sitter to checkin on her while I am at work. We had her for only one week. Brit did great with keeping her safe, feeding her, and some TLC. Brit also replied to my request for checkin on the same day request. Lots of pics and super nice with my new puppy!!”
About: I am a responsible and trusting person who understands the importance of a household furry member and I am looking forward to meeting new personalities and your unique pets I am also willing to do what's best for the owner and able to stay longer than a week. I take my job seriously to ensure the safety your pet and household while also feeling that I have done my job successfully and have left the owner and pet satisfied with my care. I can also report daily if needed and take down important notes for sickly or elderly dogs. I also have experience with energetic dogs. I work from home and is a total night owl, so your pet will get plenty of attention and enrichment as my joy comes from their joy To me pets are family so your pet will be treated just like family, they will have their own space to sleep and we’ll have meaningful conversations in the morning
“Quinn is friendly, kind, punctual and high communicative when it came to our dogs. I was at ease knowing they were with her and she made sure to take great care of them. My family and I appreciate her diligence.”
“Odessa took excellent care of our dog! She was responsive and attentive, sending us pictures and updates throughout our time away. We were very pleased, and will definitely be using her again! Highly recommend!”
About: I grew up with cats, dogs, frogs, turtles, fish, and hermit crabs. I understand that all pets have specific needs and require unique attention. Additionally, I have experience caring for a wide variety of ages of pets. I have a very flexible schedule so I am available for as much attention as your pet needs! Weekends, early mornings, and nights are no problem. I make sure all pets have the clean space they need to be comfortable and happy. You will receive lots of updates and photos of your little one!
About: I've taken care of a dog in various formats since I was 14 years old. Currently I have three dogs that I have rescued and raised from various experiences where without me, they would have ended up worse off. I have extensive knowledge in pet care, wellbeing and injuries to keep a dog safe, happy and in a loving home. I've made it a point to understand dog nonverbal communication so that I can identify issues as they arise and keep my and your pets safe. My wife and I work opposite schedules most of the week meaning someone is home most of the day. I am an early riser often starting my day at 5am where I handle pet care until I leave for work around 7:30am. My wife takes over care until I return from work at 5pm and this is how our schedule runs Tuesday through Thursday. Monday and Friday we work the same shift so our pups will be unsupervised from 10am-5pm but are left in safe environments with plenty of mental stimulation and given potty breaks at 10am and extended breaks at 5pm when I arrive home. I am home all day on the weekends to take care of pet needs. I have a fenced in backyard that the dogs are free to play in all day with my other pups who are very friendly to other dogs. We have dog crates already set up in the home that are used on as needed basis and lots of mental stimulation toys like kongs, puzzles and treat dispensing toys. For my dogs they eat twice a day in the morning and night and are allowed unlimited (supervised through security cameras and frequent checks) backyard time, where there is water and a dog house to cool off. The dogs get walked on a rotating schedule throughout the week. In others homes I am sure to follow the schedule of the owner and ensure the wellbeing of your pet.
About: I started pet sitting a couple years ago to make money during school, and it's the best job I've ever had. I love all types of animals, though dogs are my specialty. People often say that they have never seen their shy pet warm up to anyone as quickly as they did with me. I am also trained in dog CPR and Heimlich and willing to learn how to care for any special needs your dog may have.
About: With 18 years of pet care experience, I specialize in providing top-notch dog sitting, walking, and petsitting services. My love for animals and commitment to their well-being ensure that your furry family members receive the best care possible. I offer personalized services to match your pet’s personality and routine. Whether your pup needs a quick walk, a playful visit, or a cozy staycation, I’m here to ensure they feel loved and cared for every step of the way. I do teach basic obedience to dogs along with helping yourself understand the “why” in certain behaviors. Growing up with powerful breeds there is no breed I am not accustomed to and cannot handle. Pet care is a daily routine of mine as I have a fur baby of my own. Feeding bathing walking training are task I do daily In my home my dogs have their own place, a room specifically for them, designed for them. This is their home inside the home. Real cozy. I don’t crate my dogs anymore as they are older and have grown out of puppy ways. Nothings perfect but it works for my home. They have ample back yard space and we go on 5+ mile walk very frequently. I keep dogs to keep myself active and it’s always nice having a companion by your side. All my dogs I’ve raised since puppies, trained and taught myself so our bond is unshakable. I love my dogs my dogs love me it’s a win win situation. The same care I give my dogs will be given to your own at your discretion of course though that is my intention.
About: I’ve taken care of family members dogs along with my personal pet for multiple years! Having a connection with an animal is important. I am new on the app! I currently work from mid day to evenings so morning walks are something that would fit into my schedule perfectly. Most days of the week my mornings are free We don’t have a fence but I have experience crating dogs along with a background customer service so what’s best for you and your pet I can get done!
About: I’ve been a pet owner most of my life and have taken care of pets for friends, family, and neighbors. I am the one they always rely on to care for there’s pets and I hope to do the same for you. I’m currently looking for a job, so I will have lots of free time to care for your pets, and with flexible scheduling to what days you might need. Caring for pets at the client’s home I would make sure to ask where they keep the food, treats, toys for the pets, and cleaning supplies just in case if they make an accident by chance.
About: I absolutely love all animals honestly. I have very great experience with training puppies to respond to commands early and potty training. I have trained my own pet as well to the point he can walk without a leash and has a good call back. Currently in process of trying to get a training license. Very flexible schedule with house sitting and walks. I have the energy to keep up with high energy pets. I’ve taken cats on walks as well. Retired Vet with plenty of time for your pet & my own. Flexible schedule. I work Monday - Thursday until 4pm and free around 5pm, Friday - Sunday I am fully available. I pride myself on giving the best care for your pet & my own so the best experience is made possible for everyone. I keep an emergency pet aid kit with me at all times. If I board a dog at my home I have a very accommodating cage that fits small to extra large dogs as well as an entire play area and extra room for the pets to roam around and have fun. The cage is also a divided cage or can be an open area big cage so two dogs can be at the same time but not next to one another because of the divider inside. Areas are divided for safety. The rules you have established for your pet and home will not be broken under any circumstances. I practice very safe distancing on walks and giving plenty of love and attention. There is a park that is fenced down the street from where I live that I take my dog to play all the time. If you would like for me to help with small trainings like sitting and potty or crate training I can free of charge until my license is done.
About: I have been around all kinds of animals for my whole life! I love dogs, cats, and beyond! I have experience in dog sitting and cat sitting while also currently being a lead animal care specialist at a non profit organization. My responsibilities include feeding, caring, bathing, cleaning enclosures, and administering medicine to all critters! I will take care of your fur baby as if they were my own! I am finished with my work day early most wednesday and thursday’s and am off on Friday’s for the most part. I am available most weekends too. I will always put the pet first. I will make sure they are comfortable and not scared or on edge. We will go at their pace for trust and respect their boundaries. For dogs, I will always make sure their bathroom needs and outdoor/indoor playtime met. For cats, I will play, pet, or simply be with them for as long as they need!
About: I have ALWAYS loved dogs. I have experience providing in home/overnight care, visits and walks for a variety of breeds. I have cared for dogs in all stages of life; therefore, I am confortable caring for puppies as well as older dogs. My fur babies included a silky terrier, a pug and a cat. I know firsthand how important it is to have piece of mind while away from your beloved pet. I have provided specialized care, including preparing home cooked food and administering medication. I love to stay active and enjoy spending time outside running with dogs. I am responsible and punctual. I am currently available on weeknights, Tuesday and Thursday mornings, all day Saturday and all day Sunday. I am looking forward to meeting your pup!
“She was fantastic, sent us pictures of our baby while we were away and we could tell that she truly cared for her. Our baby was so happy with her if you have a cat that needs a friend this is who you’re looking for!!!”
“Kyra is our go-to person when we need a drop in! Our dogs trust her a lot and it IS like a treat for them to see her because they love to spend time with her.”
About: I’ve had dogs for over 24 years and have cared for all different breeds, sizes, ages, and personalities. I’ve always been a dog lover, so caring for them comes naturally to me. I know every dog is different, and I’m comfortable following their normal routine and giving them the attention, patience, and love they need to feel comfortable and happy. I work from home, so I’m home throughout the day and have plenty of time to give your pet the attention they need. My schedule is pretty flexible, which allows me to easily fit in potty breaks, playtime, walks, feeding, and lots of attention throughout the day. I have an unfenced front and back yard with plenty of room for outside time and play. Since the yard isn’t fenced, dogs will always be supervised and kept safely on a leash when needed. I’ll also follow your pet’s normal routine and any instructions you provide so they feel safe and comfortable while in my care.
The median cost per visit for dog sitting in Windsor Mill is $20
Dog parents share their Rover experiences - Windsor Mill
Thank you so much for taking such great care of our dog while we were out of town! We really appreciated the updates and the love you showed him. It gave us so much peace of mind knowing he was in such good hands. We would definitely trust you again and highly recommend you!
Thank you so much for taking such great care of our dog while we were out of town! We really appreciated the updates and the love you showed him. It gave us so much peace of mind knowing he was in such good hands. We would definitely trust you again and highly recommend you!
We’ve had Olivia do drop in visits with our two dogs twice now so far and she has been amazing! She is very responsive and has been extremely helpful with us learning rover. Our two dogs are usually not the best with new people and are reactive, but she has been absolutely wonderful with them.
This was the first day of leaving Coda by himself for a full work day and as pawrents we were very anxious about it, but ee decided to trust in Lisa to come and spend some time with him. During the short meet up we did, Coda loved her, we had never seen him connect with someone so fast. We are glad we got Lisa to come hang with him because it gave us a piece of mind and Coda had a great time with her. She followed all the instructions step by step.
Keira came through for us in a pinch when we were going to be out of town last minute, and we appreciate her so much! This was our second booking with her, and just like last time, everything went perfectly. She stopped by for drop-in visits with our dogs and took great care of them — no stress, no worries, just smooth and easy. She’s officially our go-to now! If you need someone reliable, responsive, and great with animals, definitely keep Keira at the top of your list. 🐶❤️
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 - Windsor Mill
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windsor Mill average 6 repeat dog sitting clients
FAQs for Dog Sitting - Windsor Mill
Frequently asked questions about Rover
The average cost of Dog Sitting in Windsor Mill is $21 per visit as of October 2026. Most bookings cost between $16 and $31 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 8,773 sitters on Rover offering Dog Sitting across Windsor Mill. 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 Windsor Mill 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 Windsor Mill 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 Windsor Mill. On Rover:
- 87% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 94% 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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