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

Over 295 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.
“My doggies love going to Robin’s house! She takes incredible care of my two dogs and she made the entire experience stress-free. Not only was she and her family kind and attentive, but they were also incredibly flexible—willing to take my dogs at the last minute when I needed help. It was clear from the start that my dogs felt comfortable and well cared for, and I appreciated the updates and communication throughout their stay. Knowing they were in such good hands gave my family peace of mind. If you’re looking for a reliable, compassionate, and accommodating dog boarder, I highly recommend Robin. I will definitely be using her services again!”


“Will & Adriele were so sweet and attentive to our pups. We would love to have them stay with them again in the future. They sent lots of pictures and videos of the dogs during the weekend and I felt completely ensured that the dogs were happy and comfortable. Thanks so much Will & Adriele!”

“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!”

“Rosa had a phenomenal time with Theresa and her daughter! It was clear from the beginning that she was well-cared for they were very invested in making sure she had a positive experience. Rosa adjusted very quickly and was treated like a member of the family! Theresa was very communicative and great to work with, we will absolutely be back!”

“Mila is a great fit for our dog Ramona, who is a companion dog and loves to be with people but is a bit afraid of other dogs. Mila sends updates and pictures throughout the stay and we feel confident that Ramona is well cared for while we are away. This was Ramona's second stay with Mila and we already have another booking with her. We love Mila!”

“Nicole was very kind and attentive to Shirley. Shirley requires a lot of human company, and Nicole and her family provided that in spades! I received regular updates regarding Shirley’s activities, as well as photos. Book Nicole and your furry friend will be in good hands.”

“Keyona was great with my 6 year old Shih Tzu. My mind was at ease with knowing he was in good hands, considering he’s never been with anyone other than a family member. She sent pictures and videos each day, which was a plus. I would definitely book with her again.”

“Marwa and Casey were absolutely amazing! They took such great care of our Goldendoodle while we were away. They gave us many updates and pictures each day and were so attentive to every detail along the way. She came back happy and clean! We will definitely be contacting them again for future trips!”

“Elisha was great! Lottie got lots of new smells on her walks during her stay. She was excited to see me when I picked her up, but she was whimpering a little as we drove away. I think she must have had a good time and was sad to leave her new friends. One of Lottie's collars got left behind during pick-up and Elisha dropped it off at my house the next day (a previous sitter didn't offer to do that and I had to make a return trip). I would definitely contact Elisha again.”

“Esther and Yi did a great job taking care of our two dogs. They communicated frequently, provided photo updates, and were extremely accommodating with pick up and drop off times. I would highly recommend.”


“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!”

“Kassandra and her little guy took amazing care of my fur baby, Jax. From the photos, I could tell he was super comfortable and happy with them. She kept me updated every day with pictures and little check-ins about how he was doing, which I really appreciated. I truly can’t thank her enough! If you’re thinking about booking or even just browsing, DO IT. You won’t regret it!”

“Carla was an excellent dog sitter. She was kind, responsive, communicative, and I could tell how much she cared for dogs and my guy, Eli. I would highly highly recommend her and her family. Thank you, Carla!”

“Taylor took great care of Coco while we went on vacation. She sent pics throughout Coco’s stay and Coco seemed to be right at home. Thank you Taylor for caring for our pup! We will definitely use Taylor again.”

“Bishoy was wonderful with my dog, Scruffy. He texted several times to let me know how Scruffy was getting along and also sent a photo. She must have felt comfortable at his place because when we came to pick her up we had to call her name for her to come from another room. We would definitely have Bishoy watch our dog again. Also, he was quick to respond to any texts I sent to him.”

“Just seeing some sits that I didn’t leave a review and thought I had. But my girl has been going to Shannon since she was a puppy and she an I both love Shannon.”

“Our first ever using Rover, we were nervous parents since we were away for two weeks. Our dog is a bit of an investigator and when she disappeared around a corner I thought “oh boy” but Ruth was very vigilant and gave us many updates. Our dog got lots of exercise with walks and enjoyed being around children. The communication was excellent and reassuring. She was well cared for and loved.”

The median cost per night for pet boarding in Windsor Mill is $50
Pet parents share their Rover experiences - Windsor Mill
Dimitri took care of truffles like his own dog. I was so nervous to leave truffles with someone else, but he made it super easy. Dimitri updated us constantly sending videos, pictures and text messages. Dimitri was so accommodating with truffles needs. Truffles was very well taken care of, he was very happy and calm.

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

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.
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!!

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!

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!

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!

The best Dog Sitter we’ve ever had! Very good with the dogs, they came back very happy. Very good with the communication. She took lots of pictures. Very good condition conditions you can tell by the pictures of things are neat and tidy. We will definitely be using Gloria again!

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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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 Boarding - Windsor Mill
Frequently asked questions about Rover
The average cost for Pet Boarding in Windsor Mill on Rover is $39.96 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding 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 Boarding. For more information on service fees, click here .
There are 4,192 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 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.
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.














