Dog Sitting Windsor Mill
Book a Windsor Mill dog sitter to watch your dog in your sitter’s home or yours.
Over 120 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.
“Claire was available short notice for us, was able to come pick up keys, and was absolutely wonderful with our dog. We will absolutely be working with her in the future!!”
“Robyn was a God sent! Literally! The dog sitter we had scheduled ended up sick and left the dogs out of their crates and didn’t inform us until almost 15 hours later, they made a mess of our living room and hadn’t been walked or eaten! Robyn went in and took fabulous care of them and even cleaned up the mess! She will be our go to when we need a dog sitter from now on! Marley and Tank were such happy boys when we got home”
“Susan did a great job taking care of our two dogs while we were away. We felt totally confident in her ability to care for our pets. I highly recommend Susan for your pet care needs!”
About: Hello! I'm a lifelong animal lover who will treat your pet like part of my family. From playful puppies to senior dogs, cats, and fish, I've had the pleasure of caring for a wide variety of pets over the years. I grew up with two cats and a blind dog with Addison’s disease, which gave me firsthand experience with special needs pets. I've also cared for a cat with a neurological disorder and seizures, which required administering medication orally via syringe at very specific times. This experience helped me develop a keen attention to detail when it comes to following routines and administering medications, so you can trust I’ll take care of your pet’s needs with precision and love. With over twelve years of dog and cat sitting experience, I’ve handled pets of all sizes, from small puppies to dogs over 100 lbs. Whether your pet is on a special diet, needs medication, or just loves extra cuddles, I’m here to make sure they feel comfortable and cared for in their own home. I’m reliable, punctual, and always ready to offer your pet the attention and care they deserve while you’re away. You can rest easy knowing they’re in good hands! I’m here to care for your beloved pets every day of the week! Whether you need support during your 9–5, in the evenings, or even over the holidays. I provide care in my clients’ homes to help keep pets comfortable in their familiar environment. I follow their usual routines as closely as possible, including feeding schedules, walks, playtime, medication (if needed), and any specific instructions you provide. I make sure your pet feels safe, loved, and well cared for while you're away. My goal is to give both you and your pet peace of mind during my stay.
“Sean was everything you could hope for when traveling without your pet. He was very communicative, prompt and professional and left us feeling that Ellie was in great hands.”
About: I have six years of hands on experience with dogs, including volunteering at the Baltimore SPCA, where I handled intake, socialization, and daily care for dogs of all temperatures. I have also trained the dogs that I have had. I work full-time, but my schedule rotates every three weeks — so I always have afternoons free after four, plus two full days off each week. That means I’m available for midday walks, evening visits, and weekend coverage without any gaps. My dogs get a set daily rhythm in the morning and evening walks, scheduled meals, and plenty of rest so I know firsthand what a consistent routine looks like from the inside. Also I follow the owner’s routine exactly feeding times, meds, play, potty breaks and send photo updates after each visit so they always know how their pet’s doing.
“I am a return customer. I made a mistake and missed the window to review on her previous visit, so I had to make sure to tell you guys how Jules is awesome. My dogs love her. Jules followed the instructions on feeding them perfectly so it’s like I never left. It’s so peaceful knowing my dogs are in good reliable care. I tell my friends to Book Jules.”
“Samantha is awesome with my pets. She has come by for last minute drop ins and has always been reliable, friendly, and kind. Would highly recommend her to watch your fur babies!”
About: I’ve been taking care of animals for over 10 years. I have grown up with both cats and dogs, and I currently have a 3 year old cat of my own. I also volunteer with BARCS for their dogs day out program, so I have a lot of experience with big dogs. I currently work full time in logistics, and I work from home 3 days a week. I have free time throughout the day on my remote days and on the weekends as well. I always like to take care of animals as if they are my own. Your animals will always be safe and secure and I always go the extra mile to make sure they are as comfortable and safe as possible.
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.
“Jaeda Y. Was very responsible and kind with my two 100+ lbs fur babies! She took excellent pictures daily which I totally enjoyed receiving! Thanks a bunch Jaeda. I’ll be looking to book her again on my next trip.”
“Joscelyn did an excellent job looking after our 3 cats for the whole week we were away. We reached out to her last minute the day before our trip. Issues came up with the cat sitter we had already hired forcing us to look for a new cat sitter within 24 hours. Joscelyn put us at ease with her immediate response and effective and timely communication. She swung by the night before just a few hours later after reaching out to her for the first time. She understood the tasks at hand, no drama no fuzz. She communicated daily with us, sending us pictures of our 3 cats and letting us know when she came by. We really could not have asked for a better sitter. She went beyond what was expected of her. We came home to find a clean home. She swept the floors around the cat litter area which is something no other prior sitter had done before. She did all the menial extra things we asked for. We are definitely tipping her well. We highly recommend her.”
About: We’ve always had dogs and cats growing up, so pet have always been a regular part of my everyday life! I know that sometimes this little things like walks or consistent feeding schedules can be the hardest part of having a pet! Allow me to take that weight from your shoulders! I have extensive experience with large dogs and puppies as well! I regularly housesit for homes with multiple animals and multiple species; dogs, cats, fish, bunnies, gerbils, and hamsters too! I’m currently working part time, but planning and scheduling are important to me. I am more often available in the mornings any day of the week. I value being consistent and reliable so I will only post availability that I’m sure will work! I will make sure to bring your pet everywhere with me! Clingy pets are my bread and butter! I have no problem hanging out as long as needed to always have an eye on your pets when they are in my care.
“Christina was the best cat sitter we have had! Extremely responsive, extremely attentive to our three cats with very different personalities. Sent us a ton of photos to keep us updated and even helped us grab our mail when we got an unexpected delivery. We will 10000% rebook with Christina again!”
About: I had been taking care of my family’s chihuahua and poodle growing up, and I was a sitter for my friend’s Munchkin cat for one year. My friends would always come to me to check on their cats whenever they were out of town. I’m currently taking care of a kitten of my own. I’m currently a full-time grad student, but I’m usually free after 6 pm during weekdays. I have more availability on weekends, and I’m happy to accommodate to the client’s schedule. I have a young kitten in my house right now, but I fenced the entry to her floor. Your fur babies can either snuggle with her or can be housed separately on other floors.
“As a first time puppy owner, finding the right person to watch your fur baby is nerve wrecking. Riley was amazing!! She provided in-home daycare for our pup and kept up with his routine. She sent pics and videos of him and he seemed so happy. I’ll definitely be booking her again to watch or furry friend.”
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!
Sophie is a real pro! Our two dogs and cat loved her right away. Our cat rarely comes out to see new people, but on the first day she came to see Sophie and ask for pats. Sophie is extremely knowledgeable and asks good questions. She is great at daily communication. She provides thorough reports as a default. If you want less info, you can ask for that, too. I really enjoy knowing the details of her visits. We honestly can’t think of one thing she could improve! Three days a week we need to be away for 14-15 hours. Sophie is always on time for her midday visits and the time she spends with them is keeping them happy and well. We feel super lucky that Sophie was able to take us on.
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. 🐶❤️
Kristen A. is a lifesaver! I ended up having to go to the ER after thinking I can just get taken care of at the urgent Care. That led to almost a full week Hospital stay, my pup Oreo was home and because I didn't know how long I'd be there thinking maybe a day or so I decided maybe to try doing drop-in appointments and allowing him to stay home. She came faithfully twice a day giving my dog so much love and attention! She is very good with communication giving updates on how he was doing and sending copious pictures, and very sensitive to my situation. I would definitely recommend her to anyone for drop in care!
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 - 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 for Dog Sitting in Windsor Mill on Rover is $21.09 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 8,894 sitters on Rover offering Dog Sitting across Windsor Mill. 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 Windsor Mill 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 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 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 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:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 95% 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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