Dog Sitting Windsor Mill

Book a Windsor Mill dog sitter to watch your dog in your sitter’s home or yours.

End
Search

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.

1 / 1
Sitter Profile Image: Kimberly B.
Verified Enhanced Background Check
Kimberly B.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 33 reviews
16 repeat clients
35 years of experience
Randallstown, MD, 21133

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.

Sitter Profile Image: Ryan H.
Verified Background Check
Ryan H.
from
$25
per visit
5.0 out of 5 stars
• 259 reviews
47 repeat clients
22 years of experience
Owings Mills, MD, 21117

“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).”

Profile image
Hew & Naomi L.
Sitter Profile Image: Colleen R.
Verified Enhanced Background Check
Colleen R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Catonsville, MD, 21228

“Colleen was reliable and communicative while caring for my dog. She definitely gave me a sense of peace knowing he was in good hands.”

Profile image
Rae M.
Sitter Profile Image: Quinn B.
Verified Enhanced Background Check
Quinn B.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
4 repeat clients
6 years of experience
Owings Mills, MD, 21117

“Quinn is wonderful with Jaxson! She’s attentive and thorough in making sure his special needs are met. I appreciate the updates and the pics too!”

Profile image
Teresa B.
Sitter Profile Image: Haylie L.
Verified Background Check
Haylie L.
from
$12
per visit
5 years of experience
Pikesville, MD, 21208

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.

Sitter Profile Image: Odessa C.
Verified Enhanced Background Check
Odessa C.
from
$30
per visit
4.8 out of 5 stars
• 25 reviews
6 repeat clients
1 year of experience
Catonsville, MD, 21228

“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!”

Profile image
Kara H.
Sitter Profile Image: Ambrosia H.
Verified Enhanced Background Check
Ambrosia H.
from
$50
per visit
10 years of experience
Owing Mills, MD, 21117

About: Hey there! I'm Ambrosia! You can call me Amber. I've been caring for pets for as long as I've been caring for babies. See it goes hand in hand. Every baby that I've nannied usually has a furry frind with them. The fur baby came first then the actually baby. When caring for the baby I often took a liking to the furry friend too. That meant playing and feeding the dog whenever I wasn't taking care of the baby. Often times I would let the dog out to do his buisness. When the child got older and we went on walks the dog of couse came too. As a former athlete and someone who lives an active lifestyle, I love going on walks and runs. So if your dog is a runner that's no problem for me; just let me know. Just like kids, I can understand the fustration when a pet does not listen. Being a nanny helped me to gain a lot of patience, so if your pup isn't a good listener it's ok! Ms. Amber has the time to wait it out. On the other side of that we all love a little reward so don't be shy to let me know if you have a reward system for your pet. I love dogs yound and old! As caregiver I strive to give your pet the best experience while they are in my care. I look forward to meeting and tking care of your furry friend! As I am not working a traditinal job right now, my schedule is pretty flexiable. Pet care can fit into my daily routine around your pets needs. Whether that be for an early morning walk or a a mid day pop in for cuddles and play, I can be the sitter you rely on. When caring for your fur baby in your home, I strive to keep a clean and safe enviorment for your pet and myself. Any mess that might have been made while caring for your pet will be cleaned up. I want your pet to have the best experience with me and whatever malkes them comfortable with me I'll do. I understand that we all need time to warm up to eachother. I keep a calm attitude and love to givethe equal amout of space and cuddles.

Sitter Profile Image: Jhane & EmJay R.
Verified Enhanced Background Check
Jhane & EmJay R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 23 reviews
12 repeat clients
10 years of experience
Howard Park, Baltimore, MD, 21207

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.

Sitter Profile Image: Chloe M.
Verified Enhanced Background Check
Chloe M.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
5 years of experience
Ellicott City, MD, 21043

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!

Sitter Profile Image: Jaiden K.
Verified Enhanced Background Check
Jaiden K.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Ellicott City, MD, 21042

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!

Sitter Profile Image: Yooonseo B.
Verified Enhanced Background Check
Yooonseo B.
from
$18
per visit
15 years of experience
Baltimore, MD, 21229

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.

Sitter Profile Image: Sara G.
Verified Enhanced Background Check
Sara G.
from
$20
per visit
15 years of experience
Baltimore, MD, 21228

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!

Sitter Profile Image: Marques T.
Verified Enhanced Background Check
Marques T.
from
$20
per visit
12 years of experience
Woodlawn, MD, 21244

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.

Sitter Profile Image: Sherril H.
Verified Enhanced Background Check
Sherril H.
from
$15
per visit
23 years of experience
Reisterstown, MD, 21136

About: What sets me apart from other sitters? For me, dogs aren’t just pets—they’re family. I truly believe in “soul dogs,” the once-in-a-lifetime companions who leave paw prints on our hearts forever. I feel incredibly lucky to share my life with two amazing dogs of my own: Dax, my gentle 110-pound giant, and Sandy, my spirited 23-pound sidekick. Living with dogs of very different sizes and personalities has taught me how every dog has unique needs, routines, and ways of communicating. What sets me apart is the level of care, patience, and love I give every dog as if they were my own. Whether your pup is energetic and loves long walks and playtime, or prefers quiet companionship and belly rubs, I’ll make sure they feel safe, comfortable, and loved while you’re away. I’m attentive to routines, understand the importance of consistency, and believe that trust is earned through kindness and reliability. I’ll also keep you updated with photos and messages, so you can enjoy peace of mind knowing your best friend is happy and well cared for. My goal isn’t just to watch your dog—it’s to become someone they’re excited to see again. Pet care is already a big part of my daily life. My two dogs, Dax and Sandy, have consistent routines for feeding, exercise, playtime, and plenty of love and attention, and I understand how important that consistency is for every dog. I work away from home Monday through Thursday, but I have a predictable schedule with consistent departure and return times. This allows me to provide reliable care and lets pet parents know exactly what to expect. On my days off, I spend most of my time at home, giving me plenty of flexibility for walks, playtime, cuddles, and one-on-one attention. When your dog stays with me, they’ll be treated like part of my family. My home is a safe, welcoming environment where they’ll receive plenty of attention, affection, and supervised play throughout the day. I have a securely fenced backyard where dogs can run, explore, play fetch, or simply relax in the sunshine. On warm days, I like to put out a small dog pool so pups can cool off and have a little extra fun. Whether your dog is full of energy or prefers lounging outside and soaking up the fresh air, I’ll make sure they have an enjoyable stay. I know every dog has their own routine and personality, so I’ll do my best to follow their normal schedule for feeding, potty breaks, exercise, and rest. My goal is to provide a home away from home where your dog feels comfortable, cared for, and loved while you’re away.

Sitter Profile Image: Jacob H.
Verified Enhanced Background Check
Jacob H.
from
$15
per visit
10 years of experience
Upper Northwood, Baltimore, MD, 21239

About: I have experience with large and small dogs, and several other animals, like pigs and hedgehogs! Raised with large dogs and love taking pups on long walks. I work part time and help my wife with their business, mainly working from home. I have plenty of time to take out your animals and provide them with any care they need. Crating, simple training, or just giving your elder dog company, I have patience and time for any pup. I can also send picture and video updates so you’ll never have to worry about your animals while you’re away!

Sitter Profile Image: Diana G.
Verified Enhanced Background Check
Diana G.
from
$15
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Catonsville, MD, 21228

“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!!!”

Profile image
Markus H.
Sitter Profile Image: Harsh A.
Verified Enhanced Background Check
Harsh A.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
1 year of experience
Fells Point, Baltimore, MD, 21231

About: Animals have always been a huge part of my life. As a proud cat parent to my own cat, I know how much peace of mind matters when you have to leave your furry family members behind. While I'm new to the Rover platform, pet care is second nature to me—back in college, I regularly helped my classmates with pet sitting, looking after both dogs and cats. Whether your dog needs an energetic walk or your cat needs some gentle loving attention, I treat every pet with the exact same care and devotion I give my own. Because I work remotely and part-time from home, my schedule is wonderfully flexible. I am basically free and can easily find time for your pet any day or any time. Whether it's a mid-day walk or constant companionship, we can easily figure out a routine that works best for you and your pet! Safety and trust are my absolute top priorities. Whether I am dropping in for pet sitting or taking your dog out for an engaging walk, I treat every pet with the utmost care and respect. As an experienced cat owner myself, I understand how crucial it is to respect an animal's boundaries, safety needs, and home environment. You can count on me for clear communication, reliable updates, and treating your home and pets like my own.

Sitter Profile Image: Jillian S.
Verified Enhanced Background Check
Jillian S.
from
$32
per visit
5.0 out of 5 stars
• 7 reviews
1 year of experience
Garrison, MD, 21117

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.

Sitter Profile Image: Lianne M.
Verified Enhanced Background Check
Lianne M.
from
$15
per visit
3 years of experience
Arbutus, MD, 21227

About: Drawing on extensive dog care expertise, I guarantee a tailored experience for your canine companions. From walks to playtime, your furry friend's happiness and well-being are my top priorities. I’m currently a student so weekends are when I’m able to take care of your canine and feline friends the best! Besides that, I’d be happy to take them on walks, hang with them, or both on Mondays, Wednesdays, and Fridays. In your home, I prioritize your pet's comfort and routine. From regular walks and playtime to feeding and cuddles, I ensure a stress-free environment, maintaining their well-being with love and attention.

Sitter Profile Image: Vita D.
Verified Enhanced Background Check
Vita D.
from
$20
per visit
5.0 out of 5 stars
• 35 reviews
5 repeat clients
10 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

“Vita was very professional and courteous. She went the extra mile to make sure my dogs were taken care of. Would 100% recommend for a home visit, especially for dogs that require a little extra care and attention.”

Profile image
Andrew C.
1 / 1
View more

The median cost per visit for dog sitting in Windsor Mill is $20

Dog parents share their Rover experiences - Windsor Mill

1 / 1
5.0 out of 5 stars

Anna does such a great job with our puppy! She's also super communicative and very easy to work with, which I greatly appreciate.

Profile image
Pammie D.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for caring once again for our baby! We felt so good about you with her last time and even more today. Cannot recommend you enough!

Profile image
Barbara W.
Drop-In Visits
5.0 out of 5 stars

Janine is so sweet with my dog, Max. I feel very fortunate to have someone as reliable and kind as her to stay with Max when I can’t be there.

Profile image
Margaret O.
Drop-In Visits
5.0 out of 5 stars

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!

Profile image
Yanira P.
Drop-In Visits
5.0 out of 5 stars

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!

Profile image
Yanira P.
Drop-In Visits
5.0 out of 5 stars

Prompt, long walks , and photos Dimitri is very good and I highly trust him with the care of my dog.

Profile image
Natalie H.
Drop-In Visits
5.0 out of 5 stars

Shania, cared for our furry babies like we would. So appreciate her flexibility and attention to details

Profile image
Tempest B.
Drop-In Visits
5.0 out of 5 stars

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.

Profile image
Corinne G.
Drop-In Visits
5.0 out of 5 stars

Thomas is wonderful! He provides lunch stop in visits for our puppy. He is super kind, fast to respond, and our pup Nelly loves him!

Profile image
Carley W.
Drop-In Visits
5.0 out of 5 stars

This is the second time I called on Fallon. I couldn’t ask any more of a dog sitter. She did everything I asked and documented everything with pictures. I definitely will call on her again.

Profile image
sign m.
Drop-In Visits
5.0 out of 5 stars

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.

Profile image
Acsa & Giovanni S.
Drop-In Visits
5.0 out of 5 stars

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. 🐶❤️

Profile image
Sabrina B.
Drop-In Visits
5.0 out of 5 stars

Taylor was so sweet and did an amazing job. My dog Ellie loved her, and she took lots of pictures and communicated well. Definitely will book with her again!

Profile image
Kacie B.
Drop-In Visits
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge