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.
“Fallon was amazing with our Bruce! She came by on time and followed our detail instructions. He really enjoyed Fallons company! We look forward to using her services for future bookings ?”
About: I’ve always felt a deeper connection with pets more than most people around me. I am a relaxed laid back guy that loves animal and animals around me always seem to sense that. I’m currently back home from college with all the time in the world to care for your pets. Im free pretty much until I go back to college when the next semester begins. I live in a big spacious family home with a back yard and a front yard. I also have a very friendly golden retriever. I have a trail in my back yard that leads to patapsco park for amazing walks and outdoor nature.
“Here’s another option with a slightly different tone: Emma did a wonderful job taking care of my pet. Communication was quick and consistent, and she was always very responsive whenever I had a question or update. I felt confident leaving my pet in her care and appreciated the updates while I was away. I would absolutely book with her again and recommend her to others!!!”
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!
“Lingli took wonderful care of my cat, even coming over during the snow when it was safe to do so. She was so communicative and flexible to make sure my cat was taken care of, which was a huge relief for me being away and not able to help!”
“Brent is amazing and he took amazing care of our new 10 week old puppy and very energetic German shepherd. I can’t wait until he can watch the pups again; I know they are well taken care of while I’m at work.”
“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 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.
“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!”
About: Hi, I’m Haile! I’ve taken care of pets ranging from cats and dogs, to other animals. I love any and all animals and will provide attentive and gentle care to all pets that are in my care :) I’m currently going to school full time! I have classes Monday-Thursday, with enough notice (24hrs) I can plan my days around pet care! Fri-Sun I have full availability, and on school breaks. I am reliable with bookings and always will make sure your pets get the time, care, and attention they need! I have hands-on experience caring for cats, dogs, and other animals, so I’m comfortable working with animals of many different personalities, energy levels, and needs. I’ve cared for playful pets, shy and anxious ones, and those who simply prefer a calm, predictable routine. For cats, I provide patient, low-stress care with attention to feeding, litter box cleaning, playtime, and giving them the space when needed. For dogs, I’m experienced with walking, feeding schedules, play, and handling. I always focus on making pets feel safe, relaxed, and loved while their humans are away! I also have experience handling hedgehogs, including feeding, cleaning cages, and handling them gently and correctly. Because hedgies are sensitive and easily stressed, I’m especially careful about temperature, routine, and quite surroundings. I treat every pet like their my own and always pay close attention to their behavior, comfort, and wellbeing so you can feel confident your pets are in good and loving hands!
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.
“Anna is so sweet and takes great care of my babies! She’s my go to sitter when I’m out of town. She’s sends so many pictures and gives detailed updates about my cats. She’s very attentive and alerted me of of possible medical issue with one of them. Thanks Anna!”
About: I’ve always had a special bond with animals, and my family often trusts me to care for their dogs. I look forward to making you and your pets happy too. I have a wonderful Standard Poodle named Stormi Bless. Caring for pets is my part-time job while I’m also pursuing a degree in Criminal Justice. I’m confident I can build a strong connection with your dog and provide them with the love and attention they deserve. When I look after my family’s dogs, I make sure they get plenty of attention, affection, and playtime. I’m always mindful of their needs, whether it’s time for a walk, a meal, or just some extra care. This is currently my part time job as I am in college as well. I currently take up criminal justice, but I am sure to connect with your dog and show them support. When taking care of my family pets I am sure to make sure their dogs get attention, love, and the play time they need. When a pet shows signs of needing a walk or it’s time for food I pay attention to it all.
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
“Kai is very responsible for our pets, and she’s really nice and loving, and took great care of my pets. She’s always on time and patient. She followed the request and did everything I asked for!”
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
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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 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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