Pet Boarding in 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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Top rated Windsor Mill pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I booked with Victoria for a quick overnight while I was traveling from Virginia to Pennsylvania, and she was so kind and flexible—especially when I needed to pick my dogs up late that same evening instead of the next morning. I really appreciated her working with my schedule! She was very sweet, and her home was lovely—clean, welcoming, and clearly a great environment for dogs. I felt comfortable leaving my pups with her, and she listened closely to the care instructions I shared. I’d definitely book with her again. She was warm, communicative when needed, and made the whole process easy.”
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.
“Watson had a great time with Esther and her two pups and I felt very comfortable leaving him with them over Thanksgiving weekend! I received daily updates so I knew how he was but I was also able to relax knowing he was well cared for. Highly recommend!”
“Another fantastic stay with Theresa. Misa is always so well taken care of at her house and I never have to worry. She sends pictures every day and a check in. Theresa and her daughter Lyv are our go to sitters when we travel.”
“Susan was so good with my senior Yorkie - staying with her was a no brainer. She’s detail oriented and asks thoughtful questions - right away I knew Soog was in the best hands.”
“TWELVE DAYS! We left our beloved pooch for twelve days with Steven - perhaps the longest we have been away from her - and out of the country at that. As usual, Steven was the best! We had no worries at all that Kaya was in the absolute best hands! Thank you, Steven!”
“Robin was amazing. This was my first time leaving my fur baby with someone that wasnt family. Robin calmed my nerves from the start. The pictures and videos while I was away helped a lot. I will definitely be using Robin again. She and her family are the best!”
“Highly recommended! I expected my newer rescue dog with some anxiety issues might be a bit stressed by his stay with a dog sitter, but both dogs came back relaxed and happy from Janine's. She send several pix of them having a good time with other dogs in the yard, as well as relaxing inside. Janine made the busy travel weekend easy and stress-free for both me and my two pups. I'm thrilled to have a new go-to person for dog care, I just hope she doesn't become so popular that she's too busy to schedule with! Five stars!”
“I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.”
“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.”
“Priscilla was amazing with our little one! She made sure she felt right at home and spoiled. She kept us informed with pictures and stories throughout the stay. We will definitely use her again!”
“Wow! Such a good experience. My dog is usually nervous and timid but seemed to be just fine. Also, she sent me photos and an update daily and included some homemade dog treats for Xmas and it was so cute! Will definitely book again!”
“We had a great experience with Karen & Patrick! She kept in contact with us throughout the stay and sent pictures, let us know how Ozzy was eating and how he did with the fireworks. Ozzy really enjoyed his time there and their son took to Ozzy right away. Hoping to be able to use them again in the future!”
“We wish we could give this sweet family more stars! First time we had ever left our older dog with someone and he LOVED it! Ruth sent tons of pictures and he was constantly loved on and entertained for the evening by her family. We definitely recommend using Ruth for your pet sitting needs. She has a great upbeat, cheerful personality and beautiful kids who love the dogs too <3 Our dog is a nanny dog and having kids made him super happy =:) Thanks so much Ruth and Family!!”
“We’ve used Morgan’s services several times now, and our dog Arthur absolutely loves it there. He gets excited as soon as we arrive at the house and doesn’t even look back when we drop him off. He really enjoys playing with the other dogs. Morgan is always very responsive and flexible when needed”
“From the pictures Shannon sent during my dog’s week of boarding she had great fun. Friends to play with and much affection! Wonderful time and care. Highly recommend 🤗”
“Shipra took good care of our dog. She walked and played with him. Her dog Trevor is very nice and well behaved. My dog is tiny but got along really well with him. I would love to keep my dog with her again!”
“It was great to leave my Gus with a stranger! Gus has never been away from me and doesn't get much interaction with dogs. Malik communicated with me the first night to say things were going well and them followed up the next night with a photo! I highly recommend Malik and will use him again!”
Windsor Mill pet parents share their Rover experiences
Carolina was a wonderful sitter for our Remy, especially on short notice. She maintained boundaries between the dogs when needed so he could settle in and adjust, and her dog Juno is a sweet and playful pup. He came home happy and tired and we had peace of mind while away through her consistent updates and photos. Highly recommend Carolina to anyone looking for a conscientious, responsible, and loving dog sitter!!
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!
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!
Popular requests near you
Select a filter and find qualifying Windsor Mill sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet boarding in Windsor Mill is $50
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Windsor Mill average 12 repeat pet boarding clients
Pet Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Windsor Mill on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, 4,201 sitters provided pet boarding in Windsor Mill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Windsor Mill pet boarding sitters respond in under an hour.
Sitters who provide pet boarding in Windsor Mill have an average of 15 years of experience. Pet boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windsor Mill.
Rover makes it easy to find Windsor Mill pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
There are 4,201 pet boarding sitters in Windsor Mill on Rover, so you’re sure to find the perfect match for your pet! In Windsor Mill, 93% of sitters offer daily exercise, 97% offer medication administration, and 87% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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