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.
“Jeanette did and absolutely great job looking after our 17 year old Pomeranian while we are on a cruise. Would recommend Jeanette to all our family and friends. Will definitely use her services again without thinking twice. She was great.”
About: I am reliable and trustworthy! I have worked closely with families for 5 + years, walking their dogs daily and house sitting and caring for their beloved pets while the owners traveled. I am available daily, mornings, afternoons and evenings, I just ask for 24-hr notice so I can plan accordingly! I am happy to walk them for atleast 15-20 minutes so they can stretch their legs and get out some energy! I also am happy to feed them for their routine meals if you are unable to do so. I am comfortable walking your dog if there is a safe space to do so, or playing with them in your fenced in yard, it is what you are comfortable with.
“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.”
“We are repeat customers and would not hesitate to book again in the future. Stephanie was amazing with our sometimes skiddish and sometimes grumpy Chihuahua. He warmed up to her right away! She is also very flexible and looks for solutions to potential scheduling conflicts as opposed to declining the request as I've had happen with other sitters. 10/10 would 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 had dogs all my life and currently my parents will leave their dogs in my care when they go out of town. I also used to watch my friend’s dogs in college whenever they needed to go home! One of my favorite things to do in college was to walk the dogs at the humane society and we even had an event to walk dogs with other people in greek life on campus! I am very flexible when it comes to routine, i would structure my schedule around what you would prefer! I am able to do weekdays and weekends! I walk my dogs in the early morning but I would able to adjust based on your personal schedule! Pets are a part of a family! I would take the best care i could to make sure they are happy and healthy throughout the time they are in my care!
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 grew up with dogs. We had retired service dog before. Had taken care of golden retriever and currently have a 15ib cockapoo. I had him since he is 2month old. I’m currently unemployed and staying home full time. I wanted to take a break from my previous job. I love dogs so i wanted to do something dog related part time job. Our apartment have fenced dog park and nice sidewalk nearby. Starbucks nearby as well for a pup cup. Excited to take care of cute fur babies.
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: 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
About: I do have dog experience. I work at veterinary hospital. I work with dogs and cats I’ve been in the veterinary field since 2022. I do have 2 personal animals. I know how to take care of animals properly. I’m currently working full time but I can work around my work schedule where I’m currently working at! I work at least 40 hours or more depending on the week and month. I’m also a full time student as well. I live in studio apartment with my 2 animals in baltimore county area. I do work full time and close where I live as well. I take very good care of my animals every day.
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!
“Ginny loves her visits from Julia! Julia is always prompt, respectful and very communicative. She goes the extra mile to make sure Ginny is comfortable and even cleans up any messes that Ginny makes. Love getting pictures from her after each visit. Will continue to book Julia for our daily walks!”
About: I’ve cared for my own pets at home, dogs and cats, so I’m very used to their routines and daily needs. I also spent a year working at a boarding kennel, where I took care of dogs and cats by feeding them, taking them on walks, giving medication when needed, and making sure they felt safe, comfortable, and loved. I’m currently in college but I have a very flexible schedule with plenty of free time to provide consistent, reliable care for your pets! I do not provide in-home care on Rover due to other animals in my home, ensuring safety and comfort for all pets currently not available.
“Absolutely wonderful dog walker! Reliable, trustworthy, and genuinely caring. My dog was in good hands. Communication was great, she was always dependable, and I felt completely comfortable knowing my dog is in good hands. I Highly recommend Alexandra”
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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