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.

1 / 1
Sitter Profile Image: Leah B.
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Leah B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
14 repeat clients
20 years of experience
Windsor Mill, MD, 21244

Thank you so much for all the love and care you gave Nina while I was gone! It made me happy to see all the pictures and I always looked forward to reading about how your time together went. I really appreciate all the playing and grooming you gave her, thank you again!

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

Amanda is heaven sent!! All 3 of my pets love her 💗 She’s a great communicator and takes lots of pics of your fur babies 🥹 I couldn’t have asked for a better sitter!

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Shannon W.
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: Casie M.
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Casie M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
84 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: Keira J.
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Keira J.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Windsor mill, MD, 21244

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.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
96 reviews
18 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Shania did a really wonderful job for our cats and was really flexible and understanding of our complicated routine. She was super communicative during the visits and had to adjust on the fly for us, and she took it all completely in stride. Highly recommend her! Thank you so much again!!!

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quistal
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
10 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: Dimitri D.
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Dimitri D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 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: Bronte B.
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Bronte B.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
189 reviews
55 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte meets expectations and follows directions when it comes to caring for the cats. I enjoy getting the photos while I’m out of town, it puts me as ease that the cats are being cared for.

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Chelsea D.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
159 reviews
51 repeat clients
7 years of experience
Catonsville, MD, 21228

Madison was reliable and great with my cat. He doesn’t warm up to many people, and he did to Madison. I felt confident that he was happy and in good hands, plus I regularly received pictures of him eating, playing, or getting petted. I would highly recommend Madison.

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Jill K.
Sitter Profile Image: Cristian G.
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Cristian G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
43 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: Ayiana W.
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Ayiana W.
from
$20
per visit
5.0 out of 5 stars
1 review
2 repeat clients
3 years of experience
Windsor mill, MD, 21244

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.

Sitter Profile Image: Emma F.
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Emma F.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
7 reviews
6 repeat clients
4 years of experience
Ellicott City, MD, 21043

Emma has been wonderful with our dog Melo. She is so caring with her. She is great with communication and flexible. I would highly recommend her!

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Natalie S.
Sitter Profile Image: Sophie C.
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Sophie C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
95 reviews
24 repeat clients
9 years of experience
Wakefield, Baltimore, MD, 21207

Sophie watched our pet over an extended period - nearly 3 weeks. She is dependable, meticulous about following the instructions we left, and a great communicator. She took great care of SH. I would not hesitate to hire Sophie again!!

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Lisa F.
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: Tabitha S.
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Tabitha S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
103 reviews
33 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: Lakeishia S.
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Lakeishia S.
from
$25
per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Randallstown, MD, 21133

About: I have taken care of animals all of my life. I have had cats all my life, even had 9 once because mama decided to have kittens. I have had mostly medium to small dogs including beagals, Maltese, Lhasa Apso, etc. My sister has a husky and I also help dog sit her as well. I currently have a jackapoo, tabby cat, and a ball python. I love taking care of animals and find it fun to meet new furfriends. I work full-time, but I am able to drive to a place to and from work, especially on the weekends when I am off work. I am very nice and I am willing to follow all steps needed to make your pet(s) feel safe while you are away. I will always have treats for doggies and some catnip for the kitties.

Sitter Profile Image: Fallon B.
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Fallon B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
104 reviews
25 repeat clients
10 years of experience
Catonsville, MD, 21228

Arrived home to a very happy cat thanks to Fallon! I appreciated that she was able to come by ahead of time for a meet and greet and loved all the photos of my cat from her visit.

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Suzanne L.
Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

About: **Please Note: From June 17th thru July 31st during the week I will be available between 7-8:30 AM and after 5:30 PM. I am still available to accept dog sitting requests!** Hi! I’m a lifelong dog lover who truly enjoys spending time with animals of all sizes and personalities. Growing up, my family had a Shih Tzu named Peppa, and over the years I’ve cared for several dogs including a pit bull named Blu and my energetic little furball, Oreo. Because of that experience, I’m comfortable working with both small and large breeds. Friends often joke that I’m a “dog whisperer” because I’m naturally attentive to dogs’ personalities and needs. I believe every dog deserves patience, affection, and a safe environment while their owner is away. I have experience with basic grooming such as brushing, bathing, and teeth cleaning, and I’m happy to help keep your pup comfortable and cared for. While I don’t do professional trimming, I’m always attentive to maintaining your dog’s routine and well-being. Whether it’s walks, drop-ins, or overnight sitting, my goal is to make sure your dog feels safe, loved, and well cared for while giving you peace of mind. I’m reliable, communicative, and happy to send updates and photos so you know how your furry friend is doing. I look forward to meeting you and your pup! I have flexible availability, just let me know and I’ll work with you. I prefer morning and afternoons but if I know in advance I can work with evening schedules as well! There are plenty of grassy areas (including a huge hill that is popular for the pups to run down) surrounding my place. There are also some cool parks that I'd likely take your pup to. I aim to make your pet feel as comfortable/at home as possible.

Sitter Profile Image: Lingli Y.
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Lingli Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
144 reviews
71 repeat clients
15 years of experience
Inner Harbor, Ellicott City, MD, 21043

Lingli was wonderful with our two senior dogs! She was great with making sure they felt comfortable and she sent the cutest pictures! We were able to not worry while we were away!

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Becky C.
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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

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

Leah was very communicative throughout our entire trip. She did great giving medicine and winning over our very picky cat!

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Kelsey H.
Drop-In Visits
5.0 out of 5 stars

Amanda was amazing. We just got a new kitten where she watched our other cat in the past. She wanted to come over before the trip to make sure she knew how they were getting along and the routine. Amanda was on time with the visits and we really appreciated her reaching out for questions we didn’t cover and double checking on the room temperatures to make sure our little ones were comfortable and happy. She’s a very thoughtful and caring cat sitter. That meant a lot coming home to our cats who were very relaxed and not stressed from us leaving for a week.

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Robert R.
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

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

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

Lorraine took excellent care of our four cats while we were away for a week. Communication was prompt and reliable, and all instructions were followed with great care. Lorraine went above and beyond by spending extra time cleaning and giving our fur babies additional attention. We are extremely pleased with the service and will absolutely book again.

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

Fantastic! Bronte took such great time and attention to our 3 kitties. Our one boy has daily medication and she made sure to prioritize this in her visits and make him comfortable while receiving them as well. Would highly recommend Bronte for your pets care!

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Alia S.
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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  • 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?

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  • 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. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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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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