Pet Boarding Windsor Mill

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

Pick-Up
Search

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.

1 / 1
Sitter Profile Image: Casey M.
Verified Enhanced Background Check
Casey M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 49 reviews
11 repeat clients
6 years of experience
Lutherville, MD, 21093

“Marwa and Casey took great care of my boy! He was nervous at first being at a new place, and they helped him find his comfort spot on the back of the sofa, provided extra goodies into his meals to encourage eating, and provided excellent communication with me all along the way.”

Profile image
Leah S.
Sitter Profile Image: Leah & Shawn P.
Verified Enhanced Background Check
Leah & Shawn P.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
9 repeat clients
12 years of experience
Gwynn Oak, MD, 21207

“Leah and Shawn were fantastic sitters for my Pitsky, Finnegan! I was traveling from out of state (looking to move to Baltimore) and felt completely comfortable leaving him in their care. They are both very laid-back, knowledgeable people who clearly understand dogs and dog behavior. Finnegan is a higher energy dog, and they were more than capable of handling the things that come along with that. I appreciated receiving updates and a few photos while I was away, which gave me peace of mind he was doing well. When I picked Finnegan up, he seemed very happy, relaxed, and well cared for. I can tell Leah and Shawn have a love for dogs that extends beyond their two very sweet resident pups, Olive and Zoe, who were such gracious hosts to have my little monster as a guest for an extended weekend stay. I would absolutely book with Leah and Shawn again and we fully intend to use them for future stays. Highly recommend!”

Profile image
Dana M.
Sitter Profile Image: Chantel D.
Verified Background Check
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: Karla W.
Verified Enhanced Background Check
Karla W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Columbia, MD, 21045

“Myrtle loved her stay with Karla, I’ll definitely recommend and use her again. I got regular pupdates with pics and a map showing walks and her eating/ sleeping trends. Myrtle was relaxed and happy when I picked her up.”

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

“Our boys had a great stay with Nicole, who took our booking last minute due to unexpected travel! They had plenty of outdoor time and Nicole updated us with pics and videos while we were way, which we appreciated! We’ll definitely book with Nicole again! :)”

Profile image
Danielle S.
Sitter Profile Image: Vanessa M.
Verified Enhanced Background Check
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!!!!”

Profile image
Rosalind J.
Sitter Profile Image: Kelly C.
Verified Background Check
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!”

Profile image
Kiersten D.
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
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

“As always, Ashley is incredible with our girls and they always seem very relaxed and not stressed when we pick them up, their medical needs are always met, we get updates and never feel stressed about them being well taken care of. 5/5 every time! Thank you for watching and loving our gals so well”

Profile image
Claire L.
Sitter Profile Image: Megan H.
Verified Enhanced Background Check
Megan H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
6 years of experience
Baltimore, MD, 21225

“Megan is a great pet sitter! My dogs Flash and Mina, both corgis, are very energetic and loud, and she knows how to manage them. She pampers them all the time with extra treats and new toys! She always sends me pictures and videos of my dogs. She is very responsible and makes sure they are safe and sound. We know my dogs feel comfortable with her and that makes me feel less anxious when we have to travel. We are repeating clients and will be coming back later this month! I’m very happy we found her! 100% recommended.”

Profile image
Esmeralda M.
Sitter Profile Image: Yutong "Jason" S.
Verified Enhanced Background Check
Yutong "Jason" S.
from
$47
per night
5.0 out of 5 stars
• 57 reviews
17 repeat clients
1 year of experience
Columbia, MD, 21044

“We had to make last minute changes to our reservation and Jason was very understanding and accommodating. I can tell by the photos he was very sweet to Luna so she’ll be back!”

Profile image
Shanek K.
Sitter Profile Image: James & Mary H.
Verified Background Check
James & Mary H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 210 reviews
61 repeat clients
50 years of experience
Eldersburg, MD, 21784

“Highly recommend- they updated us often with pictures of our pups, they have a nice outside area for the dogs to run around in. They were very flexible when our return flight got cancelled and we had to adjust our travel plans.”

Profile image
Peter M.
Sitter Profile Image: Sean H.
Verified Enhanced Background Check
Sean H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 30 reviews
13 repeat clients
15 years of experience
Catonsville, MD, 21228

“Sean was great a fit for boarding my two girls Xena & Rogue! I went away for 10 days, they both got multiple daily trail walks, a quiet neighborhood, and a great living space on his ground floor. Sean would give a daily update most days with 1-2 photos so I could see they both looked well. I returned to two happy, healthy pups that seemed content being in Sean's home. Thank you Sean!”

Profile image
James Oliver C.
Sitter Profile Image: Naylla F.
Verified Enhanced Background Check
Naylla F.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
10 years of experience
Garrison, MD, 21117

“Naylla, was a great pick when it came to watching my dog. She provided pics and communicated with me. I was very pleased with her service and highly recommend.”

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

“Jasmine took excellent care of Koda for me while I was away for the week. I reached out last minute but she was ready and able. I enjoyed all the photos she sent and I will rebook in the near future.”

Profile image
Alisa N.
Sitter Profile Image: Brianna G.
Verified Enhanced Background Check
Brianna G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 48 reviews
8 repeat clients
10 years of experience
Owings Mills, MD, 21117

“My dog had a wonderful stay with Brianna! She is caring and conscientious, and she sent lots of texts and photos throughout the stay. I could tell my buddy was having a grand time going on walks, enjoying playtime and lots of attention! I highly recommend Brianna!”

Profile image
Diane W.
Sitter Profile Image: Jill B.
Verified Background Check
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.”

Profile image
Teri P.
Sitter Profile Image: Sarah S.
Verified Background Check
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.”

Profile image
Kristy L.
Sitter Profile Image: Lisa Y.
Verified Enhanced Background Check
Lisa Y.
from
$39
per night
5.0 out of 5 stars
• 92 reviews
71 repeat clients
30 years of experience
Upper Northwood, Baltimore, MD, 21239

“Ms. Lisa was not only available. But available on short notice. She took awesome care of my boy. Sent updates. And made adjusting to her dogs and home comfortable. Highly recommended. Will surely rebook in the future. Thanks Ms. Lisa!”

Profile image
Ian G.
Sitter Profile Image: Ebony M.
Verified Background Check
Ebony M.
from
$40
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
14 years of experience
Reisterstown, MD, 21136

“Ebony did a great job with our Rusty. She sent pictures and videos every day. When he had an upset belly and needed a diet modification, she had no problem making adjustments! Thanks, Ebony!”

Profile image
J D.
Sitter Profile Image: Danielle S.
Verified Enhanced Background Check
Danielle S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 57 reviews
11 repeat clients
17 years of experience
Rosedale, MD, 21237

“Danielle sent daily photo updates and was very communicative throughout. Molly was sad when she said goodbye so I take that as a very good sign!”

Profile image
Jessica D.
1 / 1
View more

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.

Profile image
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.

Profile image
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.

Profile image
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!!

Profile image
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.

Profile image
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 ❤️❤️❤️❤️❤️❤️❤️

Profile image
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!

Profile image
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

Profile image
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.

Profile image
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!!

Profile image
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.

Profile image
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

Profile image
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.

Profile image
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!!

Profile image
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!

Profile image
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.

Profile image
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.

Profile image
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.

Profile image
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!

Profile image
Harriet W.
Boarding
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet boarding - Windsor Mill

Select a filter and find qualifying sitters offering pet boarding.

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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge