Dog Sitting Windsor Mill
Book a Windsor Mill dog sitter to watch your dog in your sitter’s home or yours.
Over 118 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: I have taken care of pets since I was six years old, starting with a few fish. Then it developed into lizards, birds, hermit crabs and dogs. I love and care for all and make careful research to provide the best care. I’m home from college so my weekly routine is very flexible until the end of summer! Just in time for vacation! Personal preference is for afternoons but happy to work with anything. I keep alarms set at home for when to feed my pets so everyone knows when it’s breakfast and dinner time! Three times a day I will take my dog out for 30-minute to an hour long walk. As a 75lbs husky, my dog loved to pull on the leash but I was able to slowly train him out of that habit. Now he walks beside me and makes walking around the neighborhood a breeze!
About: I have taken care of two smaller dogs the past 3 years and have learned the hard work that comes with them. I have also volunteered at BARCS for dog days out. I am comfortable with leash trained dogs and understand feeding schedules, potty breaks, and playtime. Hello! I am currently a college student working a part-time internship and taking a summer class! I am often available on weekends and monday, wednesday, and friday nights. I know how to crate dogs if needed and have reliable transportation to an emergency vet if needed. I have grown up around cats and dogs all my life so I understand the importance of keeping your pet safe.
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.
“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!”
“Came home to happy pups, not frantic or nervous. Brent obviously followed my instruction/requests to the letter. Note that one of my dogs was only 3 mos. old and needed specific on time breaks and play. Would feel absolutely confident having Brent back again!”
“Samantha was a great repeat walker for us! AlaHs responsive, and she followed my pedantic neighborhood dog rules to a T (again lol I'm so sorry but great work), avoiding the houses she had to avoid, etc. I would trust her again!”
About: I've house sat my sisters 100 pounds saint bernard before for a couple days. My family had a black lab that lived to be 14 and I helped take care of him and we have a 4 year old German shepherd who we have had since he was a puppy. I am currently unemployed so I am available anytime during the week from Monday to Thursday to walk or watch your dog or dogs and I am always vigilant when watching pets. I have a small fenced in yard and I take my dog for a walk everyday at noon and I am always vigilant and make sure that dogs don't get into anything
About: I’ve had dogs my whole life ranging in size from a pug to english mastiffs. My last mastiff had epilepsy so no medical issue is too big for me to handle. I am a recent college graduate looking to make some extra money while looking for a job. I currently have a lot of time on my hands so I am keeping busy by helping other pet owners! Both of my dogs are friendly, but the size of my mastiff Boh can intimidate other dogs. He is a very sweet boy just large. I am able to bring them over to my fenced in yard or come to you and hang out with your pup.
“Jessica is great, my husband and I really love her! I could immediately feel the connection between her and my pets. She always sends us updates about Miley’s walks and potty breaks and we trust her in our home.”
“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.”
“Iman was absolutely fantastic with my dog, Ammo. She was always on time, extremely attentive, and provided detailed updates after every walk, which gave me great peace of mind. She was also very considerate about the weather, always reaching out during extreme heat or rain to make sure Ammo would be safe and comfortable before heading out. She followed every instruction I left perfectly and clearly cared about Ammo's well being as if he were her own. I couldn't have asked for a better experience, and I will definitely be booking with Iman again. Highly recommend her to anyone looking for a reliable, caring, and professional dog walker!”
About: Note: I live in downtown Baltimore but work in Arlington, VA so housesits in DC/Virginia are ideal. Hi! I’m Serena, a dependable and experienced pet sitter with over 10 years of experience caring for pets and homes. I grew up in a home full of cats and 1 dog and was a proud cat owner for many years. Since then, caring for other people’s pets has become something I truly enjoy. Friends, neighbors, and travelers regularly trust me to care for their pets while they’re away. I understand that pets are family, and I always work to make sure they feel comfortable, safe, and relaxed in their own environment. My clients often tell me they appreciate my communication while they’re away. I make sure to send regular updates, photos, and videos so you can see how your pets are doing and feel confident they’re in good hands. Outside of pet sitting, I’m an avid gardener with over 30 indoor plants and a vegetable garden. Because of this, I’m also very comfortable caring for plants and maintaining a home while you’re traveling. At the moment, I am available full-time some weekdays during the day as well as some weekends. Please send me your dates, and I will check my calendar. My Care Style My goal is to keep your pet’s routine as normal and stress-free as possible. During visits I focus on: • feeding and fresh water • litter box or bathroom breaks • playtime and attention • monitoring behavior and wellbeing • maintaining routines your pet is used to I’m also happy to help with small household tasks such as watering plants, bringing in mail, and keeping your home tidy while you’re away.
“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”
“Sara was AMAZING with our puppy, Cooper! She made sure he didn’t eat anything on his walks because that’s been a big issue with him. She always made sure he was taken care of and administered his medicine since he recently was discharged from the animal hospital. We can’t wait to use Sara again!”
The median cost per visit for dog sitting in Windsor Mill is $20
Dog parents share their Rover experiences - Windsor Mill
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Windsor Mill sitters!Sitters in Windsor Mill average 6 repeat dog sitting clients
FAQs for Drop-In Visits - 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 July 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 July 2026, there are 9,017 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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