Dog Boarding Windsor Mill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 298 pet parents in Windsor Mill have booked dog boarding
Windsor Mill, Find top rated dog boarding
“Felice and Ken did a great job making our Winston feel right at home for his first visit. We are very happy to have found them and definitely plan on using them for future visits! Thank you Felice and Ken for taking such good care of Winston!”
“They were very accommodating to a last minute request! The communication was fantastic and thorough. We got a lot of great pics. Overall it was a great experience and would definitely use them again in the future.”
“Brittanie and Ryan took great care of our dog, Gunnar! They sent pictures of him every day. He was a happy dog. Their family was very welcoming and easy to work with. We would definitely use them again!”
“I have left Yoda with Lingli on multiple occasions when I'm out of town. My experience with her has always been great! She takes very good care of him and he is always happy to see her :) She is also very diligent at keeping me updated with photos which I greatly appreciate! I highly recommend her :)”
“Kelly was a joy to work with and she made us feel very comfortable to leave our sweet dog with her. She was lovely and sent constant photo updates. I will definitely leave Mila with her in the future!”
“Cheryl and her family were super sweet. They took great care of my kitties and I could tell they were comfortable in her home. She sent pictures of the boys throughout their stay so I was never left wondering what was going on. I will definitely book Cheryl again!”
“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.”
“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!”
“Alex took great care of my Mini Aussie Tango these last several days, including timely communication and updates! His place with the large enclosed grass yard was perfect for Tango to get her energy out. She really enjoyed her time with Alex’s dog Reese and came home happy and exhausted!”
“Virginia and her family are lovely. She took such great care of my Macks. It feels so good to get away and know that my girl is also getting a vacation. She had so much fun with Virginia's dogs and her family. I will be excited to book my next trip knowing I can leave my girl in such good hands.”
“She took amazing care of my Toto. She is by far the best sitter I’ve ever had, and I would absolutely trust her with my dog again in the future. I’m truly grateful.”
“This is the third time our dog has stayed with Theresa and each time it’s clear that she has been well cared for. Theresa is very communicative — she sends updates and photos each day. She is also very flexible. Would definitely recommend Theresa.”
“We have been using Ginnie & Steve for years! Our girls love them, and they always take the best care of them whether if it’s for a couple days or weeks long. Highly recommend them as Dogsitters :)”
“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.”
“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.”
“Robin promptly responded to all requests and provided a great experience for our Addie. Clearly comfortable working with dogs, has ample space indoors and outdoors for play. This was our first time and was great experience.”
“Will & Adriele were so wonderful to our Onyx. We were a short notice stay and they took good care of him. They sent us pictures and kept us updated on their activities. I would recommend them to anyone looking to getaway for a weekend and needs your pup to feel at home while you are away.”
The median cost per night for dog boarding in Windsor Mill is $50
Dog parents share their Rover experiences - Windsor Mill
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 ❤️❤️❤️❤️❤️❤️❤️
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!
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!!!
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!
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
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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 September 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 September 2026, there are 4,142 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.
93% 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.
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