Pet Sitting Windsor Mill

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 224
pet parents in Windsor Mill have booked pet sitting

Windsor Mill, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brigid B.
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Brigid B.
from
$14
per visit
2 repeat clients
21 years of experience
Catonsville, MD, 21228

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.

Sitter Profile Image: Alessandra L.
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Alessandra L.
from
$18
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
15 years of experience
Ellicott City, MD, 21042

Alessandra is awesome!

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Kelly T.
Sitter Profile Image: Esther W.
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Esther W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
109 reviews
30 repeat clients
3 years of experience
Wakefield, Baltimore, MD, 21207

Esther is amazing! She was so patient and understanding. She went above and beyond for cleaning and caring for my kitty. I would 10/10 recommend and will be scheduling with her again.

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Patrick O.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
194 reviews
57 repeat clients
15 years of experience
Pikesville, MD, 21208

Excellent sitter. Checked in on my boys, engaged with them, kept letterboxs clean. Sent report photos promptly. My first time using this service and she made it so that i have nothing to worry about. Will definitely rebook for future check in visits. Bronte is highly recommended.

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Stephen W.
Sitter Profile Image: Yeji S.
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Yeji S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
17 years of experience
Catonsville, MD, 21228

Yeji was great with our dog and cat, was super responsive and on time. It was just what we needed.

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Marie A.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
169 reviews
54 repeat clients
7 years of experience
Catonsville, MD, 21228

Madison is reliable, easy to deal with, and takes excellent care of our cat. Our cat is usually not friendly to strangers, but loves Madison. We always feel he s in good hands when Madison is watching him.

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Jill K.
Sitter Profile Image: Sophie C.
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Sophie C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
98 reviews
25 repeat clients
9 years of experience
Wakefield, Baltimore, MD, 21207

Sophie was great with my cat. This was my first time using rover and she was very communicative and accommodating. She definitely went above and beyond what I expected

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Janae C.
Sitter Profile Image: Sean H.
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Sean H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
9 repeat clients
15 years of experience
Catonsville, MD, 21228

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.

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Daniel L.
Sitter Profile Image: Keira J.
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Keira J.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
3 years of experience
Windsor mill, MD, 21244

I appreciated Keira's cheery disposition and professionalism. She was quite knowledgeable about animals in general because of her regular profession and that helped put me at ease. I would book with her again.

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Brooke M.
Sitter Profile Image: Dimitri D.
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Dimitri D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
12 years of experience
Pikesville, MD, 21208

About: I’m an experienced and reliable dog caregiver with a background caring for dogs of all sizes and temperaments, including puppies, seniors, and more challenging breeds. I offer drop-in visits, walks, and overnight boarding, always focusing on keeping pets safe, comfortable, and well cared for. I work full-time with a rotating schedule, but I’m available all day on my days off and in the mornings on workdays for visits, walks, and feedings. I live in a quiet condo with open space nearby. I have a friendly dog for companionship or can keep pets separated if needed, with extra rooms and a crate available for safety.

Sitter Profile Image: Nautica M.
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Nautica M.
from
$17
per visit
5.0 out of 5 stars
1 review
1 year of experience
Milford Mill, MD, 21244

About: I have always been great with animals, I was raised on a Farm and I would enjoy working with animals on a daily basis ! Pet care is a natural part of my everyday life. I enjoy spending time with animals, making sure they feel safe, cared for, and loved. Whether it's going for walks, providing companionship, or paying attention to their needs, caring for pets brings me joy and fits perfectly with my active and compassionate lifestyle. I care for pets by following their regular routine and making sure they feel safe, comfortable, and loved. In both my home and a client's home, I provide fresh water, meals as directed, exercise, playtime, and plenty of attention. I also pay close attention to their behavior and well-being, ensuring they receive the care and companionship they need while their owners are away.

Sitter Profile Image: Amanda W.
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Amanda W.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
72 reviews
17 repeat clients
4 years of experience
Catonsville, MD, 21228

Amanda is great! Always very responsive to messages and helpful. She provides a great, detailed overview of how my cat is doing for every visit, and goes above and beyond to play with her and make her feel comfortable. Would totally recommend!

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Connor B.
Sitter Profile Image: Leah B.
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Leah B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
41 reviews
15 repeat clients
20 years of experience
Windsor Mill, MD, 21244

Thank you for taking such good care of Nina! I appreciate all the playing and attention you gave her, as well as the brushes! I know she was well cared for.

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Troy F.
Sitter Profile Image: Casie M.
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Casie M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
86 reviews
31 repeat clients
15 years of experience
Randallstown, MD, 21133

I had the pleasure of working with Casie sitter for my cat, Storm, and she was absolutely phenomenal. From the start, she was well-prepared and proactive in her approach to caring for Storm. Her communication was clear and consistent, and her knowledge about cat care was evident throughout. I felt completely at ease knowing Storm was in such capable hands. I highly recommend Casie to anyone looking for a dependable and thoughtful sitter—I’ll definitely be booking with her again!

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Tambi T.
Sitter Profile Image: Danielle S.
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Danielle S.
from
$14
per visit
4.8 out of 5 stars
20 reviews
9 repeat clients
2 years of experience
Gwynn Oak, MD, 21207

I can always rely on Danielle to respond quickly. She’s reliable and is a HUGE stress reliever knowing that my pup is being well taken care of. I’ve rebooked her numerous times now, and she has never disappointed

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Leo T.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
109 reviews
38 repeat clients
30 years of experience
Halethorpe, MD, 21227

Grateful to Tabitha for taking care of Luna and Oliver while we were out of town! Luna was happy for the company and both cats were well taken care of during the visit.

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Caryn P.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
11 reviews
28 repeat clients
3 years of experience
Catonsville, MD, 21228

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!

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Megan B.
Sitter Profile Image: Odessa C.
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Odessa C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
5 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!

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Kara H.
Sitter Profile Image: Cristian G.
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Cristian G.
from
$20
per visit
5.0 out of 5 stars
46 reviews
14 repeat clients
6 years of experience
Catonsville, MD, 21228

About: I've had pets all my life and I'm starting to care for others in addition to my own. I have experience caring for dogs with special needs, and of all different breeds and sizes. I currently work full time, I work 1 day remote at home and 4 days in the office. I will make plenty of time to be there for your fur baby though. I am very active, I go running, take long walks as well as hiking with my pup. He is very friendly with other dogs and loves to have company. Any special needs, diets or behaviors I will need to know in order keep your fur baby happy and comfortable.

Sitter Profile Image: Sydney J.
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Sydney J.
from
$12
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Windsor Mill, MD, 21244

About: I love dogs and I work with lots of different dogs. I have done home stays for a few days and also a week. I take the dogs for walks and play with them and make they are feed and also make them feel safe when their owner is not home. Working with dogs brings joy to my life and I love seeing the dogs happy too. I am a very positive, happy, joyous person. I am a great dog walker and dog sitter ypu would have. You will not regret any of the services that I will provide for you and your dog. Also I can take dogs to their vet appointment or grooming appointment if you need me to do so. I love working with dogs.

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

Pet parents share their Rover experiences - Windsor Mill

1 / 1
5.0 out of 5 stars

Leah did a great job with my cat. Would definitely call her up again for the cat and my dog! I also will refer her to my friends.

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Tinamarie B.
Drop-In Visits
5.0 out of 5 stars

We're very happy with Dimitri. He is very personable, took great care of our cat, and was quick to respond to any messages.

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Craig K.
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.

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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!

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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!

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

Bronte is great! She is reliable, responsive, and has always been willing to accommodate our bookings, which we really appreciate. She takes good care of our pets and follows all instructions we leave, giving us peace of mind while we’re away. She’s also very kind and easy to work with. We’re grateful to have found someone we can count on and would happily recommend her to others!

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Julia C.
Drop-In Visits
5.0 out of 5 stars

Lorraine was absolutely amazing during her drop in visits! She was very professional, thorough, and communicative. I appreciated all of the updates and pictures she sent. I feel like my baby was in the best hands possible :)

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Maya S.
Drop-In Visits
5.0 out of 5 stars

It was my first time using this service and Keira…hands down the best experience ever. Keira was wonderful with my cat and kept me in the loop at every stage. I will absolutely be using Keira again. She is the best!

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Michelle B.
Drop-In Visits
5.0 out of 5 stars

Casie was great once again I have used her a few times for all my travel. Luna loves her and even allows her to pick her up and give her tons of cuddles. I will continue to use her every time I go out of town.

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Annette M.
Drop-In Visits
5.0 out of 5 stars

This was my first time using Rover and Shania was amazing. She sent updates and photos after each visit and my cat Maggie was well cared for and happy when we returned!

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Nicole P.
Drop-In Visits
5.0 out of 5 stars

Micah is so sweet and took such good care of my kitty, Mia, these last two weeks. She went above and beyond to take care of the house when Mia had an accident. Very responsive and lots of pictures with her report cards. Thanks, Micah!

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Brandi K.
Drop-In Visits
5.0 out of 5 stars

Sophie has been so reliable and communicative and I’ve grown to trust her to care for my plants and my home while I’m gone. She has been reliable for the last few years as I’ve had a lot of travel. I would recommend her to anyone needs someone trustworthy while they are away.

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Ann-Marie T.
Drop-In Visits
5.0 out of 5 stars

Ayanna is wonderful my puppy loves her. She’s attentive to detail..she ask questions for clarity. She’s an amazing sitter. I have her come in for drop in visits while I’m at work. She is very kind. Would definitely recommend her to people.

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Matha V.
Drop-In Visits
5.0 out of 5 stars

Anna is for real, the best! Every time we need to leave our boys at home we ask her to watch them because we love her so much! She’s always on time, sends lots of pictures, and takes care of our furry guys like they were her own. We would pick Anna over any other pet sitter or kennel every time.

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Beck D.
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.

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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.

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

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!

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Sonjala W.
Drop-In Visits
5.0 out of 5 stars

Jennifer is very professional, great with dogs and warmed up to my 3yo Samoyed right away! She was very flexible with scheduels, willing to do a meet and greet beforehand, and was really easy to work with. We definitely would book her again!

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Jessica G.
Drop-In Visits
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Popular requests for pet sitting - Windsor Mill

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Sitters in Windsor Mill average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Windsor Mill

Frequently asked questions about Rover

The average cost for Pet Sitting in Windsor Mill on Rover is $19.98 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 9,366 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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