Pet Boarding Windsor Mill

Find a loving Windsor Mill pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 300
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1 / 1
Sitter Profile Image: Ashley J.
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Ashley J.
from
$45
per night
5.0 out of 5 stars
• 362 reviews
158 repeat clients
22 years of experience
Sykesville, MD, 21784

“Ashley did such a wonderful job watching our two pups this weekend! Our little one can be quite a handful and vocal, but they stayed up at night to comfort her☺️ Flexible pick up/drop off time, plenty of space to play, ample time for walks, attentive care. Highly recommend!”

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Harry N.
Sitter Profile Image: Lorna F.
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Lorna F.
from
$35
per night
4.9 out of 5 stars
• 80 reviews
37 repeat clients
12 years of experience
Elkridge, MD, 21075

“Lorna was great with my fur baby. He is a puppy, so he is still a little hyper, but that did not bother her at all. She sent me updates and pictures and in the pictures, he was doing the same things he does at home so, I know he felt welcomed at her home.”

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Linda H.
Sitter Profile Image: Chantel D.
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Chantel D.
from
$50
per night
15 years of experience
Windsor Mill, MD, 21244

About: I have had over 20years of experience with dogs and cats. I have had two dogs of my own growing up. I currently have an 10 year old mix terrier and have had lots of experience with how animals can need extra attention. My pup Benny is a cuddle bug that enjoy tanning in the sun. I am willing to do what it takes to give the best care for your pet. I’m excited to help out anyway I can as I completely understand how important it is to have someone you can trust to take of your pet while you are away! I am currently working part time so I have plenty of time to care for your pet. I have trained four dogs in my past including the one I have if you need any help. I have a fenced yard with a friendly one to keep yours company! We have a deck for sun bathing and in door for cuddle sessions!

Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$39
per night
5.0 out of 5 stars
• 44 reviews
14 repeat clients
15 years of experience
Baltimore, MD, 21229

“Nicole took great care of our dog! He made a few animals friends during his stay too. Nicole is a good communicator and sent us pictures of all the fun he was having.”

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Suzanne R.
Sitter Profile Image: Geovanna E.
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Geovanna E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
20 years of experience
Linthicum, MD, 21090

“Geovanna was absolutely wonderful with Freya! She was able to help us on such short notice, and we’re so grateful for how welcoming she and her family were. She sent us consistent updates throughout Freya’s stay, which gave us so much peace of mind while we were away. Freya looked so happy, comfortable, and like she was genuinely enjoying her time with them. 🥰 We seriously can’t thank Geovanna enough for taking such great care of our girl and welcoming her into her home. We’ll absolutely keep her in mind anytime we’re back in the area and need someone to watch Freya again. Highly recommend! 💕”

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Patricia R.
Sitter Profile Image: Vanessa M.
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Vanessa M.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 50 reviews
28 repeat clients
40 years of experience
Columbia, MD, 21044

“So pleased with my babies staying with Vanessa and family! They were very much loved during their stay! I will definitely be a returning client!!!!”

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Rosalind J.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$50
per night
4.8 out of 5 stars
• 111 reviews
49 repeat clients
15 years of experience
Greater Rosemont, baltimore, MD, 21216

“Kelly and her family were incredibly welcoming. I received daily picture updates of Charlee that helped me relax while she was away. Any time I am in the area, I will be going back to Kelly!”

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Kiersten D.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$50
per night
5.0 out of 5 stars
• 92 reviews
28 repeat clients
15 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

“Merlin had a great stay with Ashley!! She let him make himself right at home and made sure to send us updates and photos! She was quick to response to messages and accomodated our last minutes request. We would definitely use Ashley to board our dog again!”

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Alexis M.
Sitter Profile Image: Lauren B.
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Lauren B.
from
$49
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Westgate, Baltimore, MD, 21229

About: I am an animal lover of all kinds and will provide full care to your fur baby like their my own. Skilled at reinforcing basic commands, maintaining consistent walks and bathroom breaks. I can manage high energy pets. I am calm and live in a low stress environment. I am a homebody and will usually be home with your pet. I am currently working from home and available 24/7 for services. Animals will never be left alone. This fits into my schedule perfectly as my routine is the same everyday and is very flexible for any pets that need services. In my home there is only one way in and out. Therefore pets will be safe inside. There are multiple places for walking and playing outside. My home is safe and there are no children. Cat and dogs will have a home away from home at my house. My neighborhood is safe and there are rarely any issues.

Sitter Profile Image: Jasmine I.
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Jasmine I.
from
$50
per night
4.9 out of 5 stars
• 146 reviews
56 repeat clients
12 years of experience
Columbia, MD, 21044

“We left our pug with Jasmine for 4 days. She sent daily updates and photos. My pug looked good when I picked him up. Will surely leave him with her in the future, if needed.”

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Rajesh W.
Sitter Profile Image: Meagan C.
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Meagan C.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 47 reviews
22 repeat clients
9 years of experience
Highlandtown, Baltimore, MD, 21224

“I was very nervous about using Rover as this was my first time leaving Onyx with people she wasn’t familiar with but my sweet pup Onyx was very well taken care of! We received photos and updates from the moment she was dropped off! I can tell that although she missed us, she felt safe. I loved that she was allowed to sleep in the bed and lay on the couch which are things she loves to do at home. We will definitely be booking Meagan for boarding in the future!”

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Raven W.
Sitter Profile Image: Ashley & Joseph O.
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Ashley & Joseph O.
from
$50
per night
13 years of experience
Catonsville, MD, 21228

About: We are a family full of dog lovers. We had our own dog, Charlie, who passed in 2022. While life is too busy for us right now to add another dog into the mix, we’d love the opportunity to care for yours! We know from our own experience how important it is for our furry family members to feel comfortable when we're not around, so we will only be booking one dog at a time so your pet can get all of our undivided attention! I work remotely so someone will always be home to offer potty breaks, walks, and to love on your pet! While we are a busy family, we will only open up availability for when we know we will be at home and be able to spend all our time with your pet. We have a large secure, fenced-in yard that your pet will have full access to. Our home is your pets home. They are able to be on furniture, sleep where they wish, and have access to all of our home. If your pet has a specific routine you implement at home that you'd like them to stick with, we will do the same here (eating at specific times, sleeping in crate, etc). Just let us know!

Sitter Profile Image: Alexandra & Joseph B.
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Alexandra & Joseph B.
from
$45
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
15 years of experience
Inner Harbor, Baltimore, MD, 21201

“Joe and Alex were awesome! They took great care of our dog and gave him so much exercise and fun! They were very responsible and responsive; they clearly love dogs and are wonderful caretakers. 100% would recommend and use them again!”

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Kolya R.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
43 repeat clients
30 years of experience
Parkville, MD, 21234

“Melissa was wonderful! We received great pictures and updates during our stay. Drop off and pick up was very easy. She was able to manage our large dog and small dog with ease! Our dogs enjoyed Melissa, their stay and playing with her two girls. We will definitely use Melissa again!”

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Sherri W.
Sitter Profile Image: April E.
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April E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 59 reviews
18 repeat clients
2 years of experience
Canton, Baltimore, MD, 21224

“April took great care of our dog Charlie! She was very attentive and was flexible with some last minute medication our dog needed. She was also on top of keeping us updated throughout his stay.”

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Haley H.
Sitter Profile Image: Jill B.
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Jill B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 182 reviews
110 repeat clients
10 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

“Jill and her husband are taking care of dogs full time and so know a lot about dogs. There were several other dogs there when we boarded her for 2 days. She loves to play with other dogs and so I’m sure she had a great time as she was very tired when she got home.”

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Teri P.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 78 reviews
31 repeat clients
9 years of experience
Canton, Baltimore, MD, 21224

“Sarah was great and super communicative. She sent lots of photos and was quick to respond. I would highly recommend her for anyone looking for a sitter.”

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Kristy L.
Sitter Profile Image: Taylor & Austin M.
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Taylor & Austin M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 41 reviews
11 repeat clients
15 years of experience
Catonsville, MD, 21228

“They are the best!! They’ve watched our Shiba 3 times this Summer and always leave us feeling super comfortable knowing he’s having the best time!!”

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Michael C.
Sitter Profile Image: Corinne M.
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Corinne M.
from
$50
per night
5.0 out of 5 stars
• 36 reviews
23 repeat clients
10 years of experience
Charles Village, Baltimore, MD, 21211

About: I am a natural caretaker and love caring for pets of my own and my friends and family. I have cared for pets for most of my life and am excited to offer my services to pet owners. As of October 2026, I have completed over 250 rover bookings, and am excited to keep caring for animals in my community! I have two cats who are the best of friends, and are all play and affection. I also help my family care for their dog Isabella, a 7 year old terrier/lab mix who loves going on long walks with me and throwing the ball in the yard. She had a partner until recently named Chico, a greyhound/lab mix, who was full of affection and had some arthritis in his back legs that required extra care. My mom is handicapped so I supported her in getting him extra equipment, driving him to and from the vet, and exercising him regularly within his movement range. Before this, I cared for our family dog, a yellow lab named Lilly, from middle school through high school and college. I help a roommate of mine with her cat Lela, a talkative and sassy lady who started coming into my room for morning cuddles and talks. We also had two cats when I was young, Precious and Cokey, who tolerated me smothering them with love in the way kids do. I currently work remotely most of the week with a lot of flexibility, and am committed some weekend nights to event management work. My schedule allows for decent flexibility which is helpful for daytime care or weekend trips. I own my home and am happy to host pets at my house that can get along well with cats. I have two cats at home who are pretty comfortable with dogs as long as they get along well with cats.

Sitter Profile Image: Eva G.
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Eva G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 67 reviews
12 repeat clients
8 years of experience
Chinquapin Park-Belvedere, Baltimore, MD, 21212

“Eva and her family took excellent care of my Finnogan. She sends lots of pics and he looked so happy in each one. We are so happy to have found Eva on Rover. We will definitely board with her again.”

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Michele H.
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The median cost per night for pet boarding in Windsor Mill is $50

Pet parents share their Rover experiences - Windsor Mill

1 / 1
5.0 out of 5 stars

Leah & Shawn took good care of our dog when we went out of town. I recommend booking with them if you want peace of mind that your furry friend will be taken good care of. This is my second time booking them and I will rebook the next time I go out of town.

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Nicholas M.
Boarding
5.0 out of 5 stars

Cheryl was incredibly responsive, took a last-minute request, and saved my pup from a bad boarding situation. She was able to pick him up and give him a nice, caring home. Sending daily updates significantly reduced mine and also my dog's stress. He is very anxious and typically is very afraid of new places and people, but it was obvious from the updates I was getting from Cheryl that he felt right at home. Could not recommend her enough. Fantastic, all-around amazing, and saved my dog's life.

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Chris
Boarding
5.0 out of 5 stars

Nicole helped me out with a last minute booking after I was ghosted by another sitter. My old lady, Sophia, doesn’t often get free reign to runaround without a leash - she had a blast doing so at Nicole’s with another dog. Nicole sent pictures and I felt confident that my dog was well cared for.

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Mary G.
Boarding
5.0 out of 5 stars

Carolina was great with Rocco, she gave plenty of updates and photos. I would highly recommend Carolina to dog sit to anyone!!

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Tre H.
Boarding
5.0 out of 5 stars

Jennifer is the best! Our dog gets so excited when she realizes she’s going to her house for her own vacation. Jennifer always sends updates and is very quick to respond with any questions. Highly recommend Jennifer for your dog’s next getaway.

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Sophie E.
Boarding
5.0 out of 5 stars

Ms. Jae is absolutely wonderful. She took my baby girl in as her own this past weekend and even had another energetic pup visiting that Cora could enjoy spending time with. Ms. Jae knew that I was worried given a few of my past experiences here in Baltimore and she made it her duty to send me multiple updates and photos throughout my time away from Cora. My was smiling the whole time, and I could really tell that she was happy and well cared for. You can tell that she really cares about making your pet feel safe, comfortable, and loved in her space. If I could give 10 stars I would. I will likely only send her to Ms. Jae from now on as long as she will have her ❤️❤️❤️❤️❤️❤️❤️

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Lauren O.
Boarding
5.0 out of 5 stars

We recently had our dog board with Dimitri for about 5 days. This was our first time with Dimitri and we were very happy. We felt confident that he could manage our dog, who is on the larger side (60 lbs), very strong, and prey driven. He was very responsive to my texts and sent me lots of pictures. He even gave our dog a bath, when he found a tick on another dog in his care. We would definitely board with him again!

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Linda B.
Boarding
5.0 out of 5 stars

She is totally AWESOME, took geat care of my dog. Sent pictures of him to me twice a day, and made sure he took his heart meds

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John L.
Boarding
5.0 out of 5 stars

Tahjae is very friendly and accommodating. Marmaduke seemed to enjoy herself. We would definitely book again.

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Eboni H.
Boarding
5.0 out of 5 stars

As always, I am so greatful for Kelly and her family that we can travel with peace of mind, knwoing that our Leo well taken care of. Thank you, Kelly, for the many photos and videos you sent us throughout Leo's stay!!

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Eunhae G.
Boarding
5.0 out of 5 stars

Kierra is super sweet ! She kept us informed throughout Beau’s stay. I felt she was organized and addressed our old guy’s needs. I would definitely allow her to care for Beau again. Thank you.

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Bleubelle M.
Boarding
5.0 out of 5 stars

Erika - thank you for being such a wonderful caretaker for Tarot, since her first day meeting you she has been comfortable. Your ability to watch her consistently has been a big relief for her and myself, she is always so happy to see you time and time again. I truly appreciate you being so flexible and creating some consistency during my travels. -Brandon

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J D.
Boarding
5.0 out of 5 stars

Amaya did a great job caring for my fur baby BB while I was away for 11 nights on a mission trip to Africa. She accepted BB even though she had less than a week's notice. She did send pictures and a video of how BB was adjusting to her home, family, & their fur baby but because I did not have International calling ability & the Rover phone number provided is not set up to receive Google video calls or WhatsApp text. So, I had to wait until I returned home to get the updates. Amaya gave me a report on BB when I returned. Her home & the grounds are perfect for BB. I would certainly consider Amaya if I needed services for BB again.

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Julia M.
Boarding
5.0 out of 5 stars

Our dog Bax loved hanging out with Anita! I think he missed her when we left. Anita did an amazing job with communicating on when she walked our dog and how he was doing. She also sent random pictures of him just to send which was really nice. I would definitely book again!!

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Jimaiya H.
Boarding
5.0 out of 5 stars

Fallon is the best care taker of our Gunny Boy! We love how great she is with our Gunny and Gunny loves staying with Fallon and her family. She is the best! I highly recommend Fallon!

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Elizabeth R.
Boarding
5.0 out of 5 stars

What can I say? She kept me updated on his daily activities, and when my dog came back, there wasn’t any drastic change in his behavior. Definitely be requesting her services in the future.

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Paul J.
Boarding
5.0 out of 5 stars

Melanie was great with our 2 year old corgi! He seemed to have had a lot of fun :) Melanie was also very patient with us with our delayed schedule.

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Rosa L.
Boarding
5.0 out of 5 stars

Catherine was amazing with my elderly dog. I was so nervous to leave my 17 year old quirky baby with someone but Catherine and her husband took very good care of her and she felt right at home. I will definitely be using her again.

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Rachel K.
Boarding
5.0 out of 5 stars

Samantha was totally awesome! She was great with Ozzie, who, at the last minute had an eye issue and needed meds for it. Samantha is so easy going and accommodaing! I would highly recommend her for sitting!

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Harriet W.
Boarding
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How to book pet boarding

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Sitters in Windsor Mill average 12
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FAQs for Pet Boarding - Windsor Mill

Frequently asked questions about Rover

The average cost of Pet Boarding in Windsor Mill is $40 per night as of October 2026. Most bookings cost between $37 and $53 per night. 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.

There are 4,241 sitters on Rover for Pet Boarding in Windsor Mill. About 91% of Windsor Mill sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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 .

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.

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