Dog Boarding Windsor Mill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 294 pet parents in Windsor Mill have booked dog boarding
Windsor Mill, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Felice and Ken are incredibly nice and sweet. It is always stressful to leave our pets, especially because one of them loves to run away every chance she gets. I felt very safe leaving our dogs with them, we received a ton of pictures which is always nice.They also administered medication to one of the dogs and Felice was very fast replying to any questions. I wouldn’t hesitate to book with them every time we need.”
“The process, meeting, updates and communications were seamlessly painless and clear. Rodney and Marissa are great hosts. I am happy and glad that my girl had a wonderful time and had so much fun ? ? ☺️ ?. Thank you so much.”
“Kelly and her husband are simply amazing. From booking to post-pick-up, their communication was clear and timely. During Leo's stay with them, Kelly sent me photos, videos, and update comments numerous times throughout the day. It made a huge difference for me and my daughter (9 yo) who missed Leo very much during our trip. They were so warm and kind to Leo, and I could tell that they truly cared for the pet they were looking after. They took Leo to exciting walks, let him play off leach in their backyard, and cuddled with him. I know they've done all of this because they send me so many pictures. Leo looked very comfortable and content in the photos and videos. I highly recommend Kelly and her husband!!!”
“Brittanie and Ryan were absolutely amazing! It’s hard to find people you can trust with your fur baby, but these two are serious dog people. They took Millie in as one of their own and provided her with love and me with multiple updates to put my mind at ease. I will definitely be using them in the future!”
“Lingli was an amazing sitter and cared for my sweet boy with so much care and compassion. While away for a week, I was sent tons of photos and videos during Dill’s stay. I highly recommend Lingli and will definitely continue using services in the future. I know that while I am away, my sweet boy will be in great hands, in a safe environment.”
“Kimberly is the best, she took such great care of my Neco. She cared for him for 6 days through the Thanksgiving Holiday. She sent me great pictures and videos of him daily. She is a true dog lover. I will definitely be booking her again to care for my dog.”
“I like the fact that Princess felt right at home with Cheryl and her family... I will be using Cheryl for my upcoming trips!!!! Hopefully she will not be booked lol!!!!”
“we knew ms virginia and her fur babies was a winner at the meet & greet. ore was so excited when my husband pulled up to the house. i’ll definitely use her again and definitely a recommend. ms virginia, thank you for your availability on Mother’s Day, taking such good care of ore, and keeping her safe! your flexibility is appreciated beyond measure. until our paths cross again….”
“Alonni, you truly exceeded our expectations this was our first time using rover. As any dog parent we were nervous and skeptical. However, you immediately eased our all nerves and provided us with a sense of knowing Remi our senior shepherd was truly in good hands. Alonni, you can tell you have a passion for animals and truly go above and beyond to ensure they have a home away from home. Before dropping Remi of Alonni, I was truly impressed by your quick response and attention to detail. Your attention to detail and professional continue through the whole duration of Remi’s stay! Thank you for providing beautiful photos of Remis stay. You are a truly a gem! We definitely will be booking in the future. ❤️❤️❤️”
“I felt comfortable leaving my pup with Nicolas. His home a was clean and spacious, and his neighborhood was suitable for dog walking. Would definitely recommend and request to board with him again.”
“Mann came back home nice and relaxed he didn’t even want to go for a walk which is not normal for him. He must have had plenty of exercise. I received pictures and updates everyday. I will definitely rebook again.”
“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 🌸”
“Can't say enough great things about Chris! When my dog is in her care, I'm truly at ease because I know he is being well taken care of. She's prompt with communication, gives frequent updates, and cares for my dog as if it's her own.”
About: I have taken care of my own dogs and cats my entire life and cannot remember a time I didn't love them all. My cat is no longer with me but I still have dogs and would love to care for your pets as I currently do my own. I can handle big dogs and little dogs as well as am willing to clean out your cats litterboxes. I'm happy to tussle with big dogs and take naps with lap dogs anytime! I'm a college student looking for work over the breaks and any pet time over the semester as I'll be away from my own. I'm happy to work around my class schedule to be with your pets as much as possible. I have a mostly fenced yard with the only opening being the driveway but intend to do walks and keep pets leashed just for safety. My own home has two dogs that are great with other dogs, both of them being on the smaller side and great with people as well. When I'm up at school there will be no other pets up there and the space will be fully for your pets. I'm also able to do house sitting, walks, and drop-ins for your pets to make sure your pets are getting love and attention when you're away.
“Virginia and Steven where wonderful hosts to my cat. They answered all my questions and helped me feel comfortable that Sebastian would be in good hands. They truly enjoy animals and it shows! I would request them again.”
“Leah & Shawn are fantastic people! My daughter and I left our pup with them for 7 nights while we were on a road trip. They took wonderful care of our girl and sent frequent pictures and updates. It was obvious that they take great pride in caring for other people’s fur babies. Their two dogs, Zoë & Olive, couldn’t be sweeter or more friendly. Any time in the future that we need someone to watch our pup, Leah & Shawn will be the first sitters we contact!”
“Odessa was great! This was my very first time using Rover and the first time ever going on a week-long vacation and leaving my dog with someone, so I was super nervous. Odessa was very reassuring. She sent updates and photos of Rozay, which eased my mind and made me feel so much better as the days went by. I would definitely recommend her and will be booking her on my next trip.”
The median cost per night for dog boarding in Windsor Mill is $50
Dog parents share their Rover experiences - Windsor Mill
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!!!
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog 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 dog boarding - Windsor Mill
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor Mill average 12 repeat dog boarding clients
FAQs for Boarding - Windsor Mill
Frequently asked questions about Rover
The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 4,112 sitters on Rover offering Dog Boarding across Windsor Mill. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
92% of Windsor Mill sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windsor Mill landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windsor Mill home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windsor Mill.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windsor Mill sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Connect anywhere with the Rover app
