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
pet parents in Windsor Mill have booked pet boarding

Windsor Mill, Find top rated pet boarding

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

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Sitter Profile Image: Elisha C.
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Elisha C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 108 reviews
33 repeat clients
16 years of experience
Catonsville, MD, 21228

“Elisha took great care of Wilson and Blossom. She was very patient with them. She even trained some new behaviors. She sent daily reports and pictures. I would totally recommend her to my friends. I would use her services again Great care was taken with our babies.”

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Rainey J.
Sitter Profile Image: Ariel M.
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Ariel M.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 40 reviews
14 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

“Ariel was everything we were looking for in a dog sitter! She cared for our sweet Cookie and sent pictures. She made all my worries out the door when she reassured us that Cookie was fine! We have found our dog sitter and I couldn’t be more grateful for Ariel 🌸”

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Vernise B.
Sitter Profile Image: Chris C.
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Chris C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 46 reviews
15 repeat clients
15 years of experience
Owings Mills, MD, 21117

“Major immediately clicked with Chris and her fiancé at the meet & greet. Chris has a bubbly personality and the area where she lives is very pet-friendly. Chris is a blessing, and we anticipate Major having many more vacations with her.”

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dorothy p.
Sitter Profile Image: Susan W.
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Susan W.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 45 reviews
10 repeat clients
17 years of experience
Ellicott City, MD, 21043

“Took wonderful care of our mini-golden doodle when we went away on a family vacation. Our dog warmed up to her immediately! She lets them get exercise and cuddles, is responsive and sends pics of their day. We will definitely ask Susan to watch our beloved furry family member again!”

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Tricia V.
Sitter Profile Image: Will & Adriele G.
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Will & Adriele G.
from
$45
per night
5.0 out of 5 stars
• 61 reviews
13 repeat clients
25 years of experience
Ellicott City, MD, 21042

“Will and Adriele were great! Our two pups had a wonderful time while staying with them. They were easy and responsive to communicate with and sent photos and updates a couple times a day. I'd recommend a stay with Will and Adriele!”

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Mario V.
Sitter Profile Image: Mila B.
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Mila B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 97 reviews
26 repeat clients
45 years of experience
Owings Mills, MD, 21117

“Mila was excellent with Kirby. It was important to her to make certain I was comfortable with her care of my fur-baby from the 1st moment we met. Kirby loved her and so did I. We will use Mila’s services again.”

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Sandra H.
Sitter Profile Image: Erika D.
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Erika D.
from
$45
per night
4.8 out of 5 stars
• 64 reviews
35 repeat clients
11 years of experience
Pikesville, MD, 21208

“Erika is wonderful!!!! "I can’t recommend her enough! From the moment I booked, communication was excellent — quick responses, regular updates, and the sweetest photo check-ins. My Ocean always comes home happy! I can always tell she is cared for like family. It gave me so much peace of mind knowing my pet was safe, happy, and well taken care of. Not our 1st time, and definitely not the last!!”

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Maria P.
Sitter Profile Image: Priscilla H.
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Priscilla H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 191 reviews
88 repeat clients
11 years of experience
Ellicott City, MD, 21043

“Priscilla was so great with Kai. She went out of her way to take our large puppy into her home. Everyday she sent us updates and pictures. We are so grateful to have found her. I highly recommend her!”

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Sharon W.
Sitter Profile Image: Kellyn E.
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Kellyn E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 49 reviews
3 repeat clients
15 years of experience
Downtown, Baltimore, MD, 21201

“Fatty had the absolute best time staying with her family. He was showered with affection, got tons of cuddles, and even got treated to pup cups. He loved them so much and we are so happy he has an open invitation to return anytime. Highly recommend her to anyone looking for someone who will love their dog like family!”

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Lakita M.
Sitter Profile Image: Aster Maria E.
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Aster Maria E.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
Ellicott City, MD, 21043

“Huge thank‑you to Aster for taking amazing care of our senior girl. As she gets older, leaving her is never easy, the photo updates showing her mingling, napping, and getting plenty of petting on her pupcation gave us total peace of mind. Seeing her relaxed, happy, and so well cared for meant everything to us. Thank you for taking such good care of our big girl. We appreciate it so much!”

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Belinda E.
Sitter Profile Image: miles g.
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miles g.
from
$47
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
17 years of experience
Woodlawn, MD, 21244

“Very nice!!!!”

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yue z.
Sitter Profile Image: Fallon B.
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Fallon B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 109 reviews
26 repeat clients
10 years of experience
Catonsville, MD, 21228

“We had an amazing experience with Fallon, our go-to dog sitter! She took care of our dog Rio, for an entire week, and we couldn’t be more pleased. Throughout the week, Fallon kept us updated regularly with pictures and messages, which really helped us feel at ease knowing Rio was in great hands. It was clear that she not only cared for Rio but also understood his needs and routine. Rio absolutely loves playing with her dog Luna, and we could tell he had a fantastic time. When we picked him up, he was happy and well-cared-for . We highly recommend Fallon’s services and will definitely reach out again next time we need a dog sitter!”

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Juan C.
Sitter Profile Image: Odessa C.
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Odessa C.
from
$50
per night
4.8 out of 5 stars
• 24 reviews
6 repeat clients
1 year of experience
Catonsville, MD, 21228

“Odessa took very good care of our dog! She sent updates and photos throughout the time that she had him. Our little guy really bonded with her during his stay and we could tell right away that she cared for him really well. We are so grateful for the care and love that he received from her. We will not hesitate to book with Odessa again!”

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Michele P.
Sitter Profile Image: Jhane & EmJay R.
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Jhane & EmJay R.
Star Sitter
from
$37
per night
5.0 out of 5 stars
• 23 reviews
12 repeat clients
10 years of experience
Howard Park, Baltimore, MD, 21207

“So kind, responded promptly, and gave great updates with pictures while Nika was staying with them. My return flight got canceled and when I asked if Nika could stay with them another night, they were so kind and accommodating. I felt a lot less stress knowing my girl was in good hands.”

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Monique E.
Sitter Profile Image: Reynaldo R.
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Reynaldo R.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 578 reviews
216 repeat clients
30 years of experience
Hopkins-Middle East, Baltimore, MD, 21205

“Reynaldo watched our greyhound for a week while we were on vacation and it was such a great experience! Our dog was extremely well-cared for and we were sent daily picture/video updates. We highly recommend Rey!”

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Jennifer P.
Sitter Profile Image: Steven O.
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Steven O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 267 reviews
150 repeat clients
25 years of experience
Pikesville, MD, 21208

“Another excellent experience with Steven! Our large dog stayed the week and came home happy, well exercised, and clean. We appreciate the updates and are always happy with our dog’s stay!”

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Caroline G.
Sitter Profile Image: Victoria Y.
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Victoria Y.
from
$50
per night
4.8 out of 5 stars
• 46 reviews
17 repeat clients
14 years of experience
Forest Park, Baltimore, MD, 21216

“Victoria was an amazing dog sitter! She was caring, reliable, and kept us updated while we were away. Our dog was happy, well cared for, and clearly loved spending time with her. Highly recommend!”

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Enriqueta M.
Sitter Profile Image: Janine J.
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Janine J.
from
$65
per night
4.9 out of 5 stars
• 459 reviews
228 repeat clients
4 years of experience
Woodlawn, MD, 21207

“Ms. J was amazing with my girls for their stay. I was nervous because they hadn't been away from home but she put me and the dogs at ease. She's very communicative and makes sure to get them exercise. I would recommend her 100 times over if you need some one to show your dog the same love and care you do. Thanks Ms J we will see you again!!”

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Lameka K.
Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 56 reviews
27 repeat clients
3 years of experience
Lower Northwood, Baltimore, MD, 21218

“Nicole is such a great sitter! I’ve used her twice and she’s really good with Prince! She always keeps me updated and her communication is great!”

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Jasmine N.
Sitter Profile Image: Sofia Z.
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Sofia Z.
from
$48
per night
2 years of experience
Owings Mills, MD, 21117

About: I’m a loving pet mom who enjoys caring for animals, giving them attention, affection, walks, playtime, and making them feel safe and comfortable every day. I work an early schedule from 6:00 AM to 2:30 PM, which gives me plenty of time in the afternoons and evenings for walks, playtime, and attention. I’m off Sundays and Mondays, giving me even more flexibility for pet care and boarding. I have a fully fenced backyard where dogs can safely play and enjoy time outside. I also have two dogs and a cat at home, so I’m used to caring for multiple pets. I’ll follow your pet’s routine and instructions closely while providing plenty of attention, affection, playtime, and walks. My goal is to make every pet feel safe, comfortable, and part of the family.

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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

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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

Cheryl was awesome! She welcomed my fur baby into her home and treated him like her own. She provided updates, pictures, and videos. And as a bonus my fur baby got to hang out with her beautiful daughter. I could not ask for a more "genuinely" compassionate, and loving family to leave my boy with. I would completely use her again. Thank you so much Cheryl!!!

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Shawne D.
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

We had a worry free experience with Leah and Shawn. They were easy to communicate with, flexible with our needs, and took great care of our pup. We really appreciated their help!

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Johnathan M.
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

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

We had a wonderful experience with Ayanna and her family! She was incredibly attentive and treated our boy with so much love and care—like he was part of her own family. You can tell she genuinely enjoys what she does. We’ll absolutely be back and highly recommend her services!

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Shayne M.
Boarding
5.0 out of 5 stars

P1 definitely had a great time, and we really appreciate the care you gave him. One small thing we noticed afterward was that all the food we prepared was gone, which ended up being a bit more than his usual amount. He had a couple more bowel movements than normal, so we think he may have been slightly overfed. Just wanted to mention this for future reference. Thank you again!

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Tongtong L.
Boarding
5.0 out of 5 stars

Jennifer provides the best environment for your loved pets. She creates a loving and welcoming environment that allows even the most anxious pups to be at ease when you’re away!

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Tim C.
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
5.0 out of 5 stars

As a first time Rover user of the sitting service, Mila eased my anxiety with the care she provided to my senior dog. I was had not worries while out of town. She updated me and kept in communication along with sending pics. She is wonderful and my dog took to her beautiful energy. Thank you Mila for your exceptional service!

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Monica K.
Boarding
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  • 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.

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Sitters in Windsor Mill average 12
repeat pet boarding clients

FAQs for Pet Boarding - Windsor Mill

Frequently asked questions about Rover

The average cost of Pet Boarding in Windsor Mill on Rover is $40 per night as of October 2026. Most bookings cost between $37 and $53 per night. 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 4,267 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 Meet & Greet 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 Rover Guarantee , 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 Meet & Greet .

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 .

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.

Emergency support 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, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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