Dog Boarding in Windsor Mill
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windsor Mill dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rodney and Marissa were great! Very accommodating for our fur baby Tyson.. our crate is fairly large and so they had an extra one for him that was sufficient for him. Very patient with me as I sometimes get separation anxiety. Lol. But we are very grateful to you both! Until next time. Thank you.”
“Once again, thank you so much, Felice. You and your family were so sweet with Maple while I was overseas. It was a piece of mind for us knowing that she was also having fun and was well taken cared.”
“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.”
“Nikki was great! She was flexible and seemed to understand what our reserved, sometimes anxious girl needed to feel comfortable. We appreciated knowing she was in good hands.”
“We could not have asked for better sitters than Brittanie, Ryan and their family! They cared for Sarge like he has been a part of their family for years. We received lots of photos of Sarge while we were away and it was obvious that he was having a great time! We will certainly be reaching using Brittanie and Ryan again to care for Sarge while we are away!”
“ore loves loves loves chip, jake, and ms virginia. she always perk up/get excited when she hear their names. hands down! a wonderful fur baby sitter and highly/definitely recommended . 💕”
“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.”
“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!!!!”
“Ms Kimberly was great. I get pictures on a daily basis. My baby for sure had fun! I highly recommend! Thank you very much again to Ms Kim for caring for my baby.”
“Kira has an awesome time as usual! Virginia sent me pictures to update me on Kira’s stay and the doggy friends she had made. I know Kira felt comfortable because my sometimes anxious dog was very calm and relaxed when I picked her up!”
“Casey and Marwa are the BEST! They spoiled our large dog Indiana to no end with multiple long walks every day, playtime, cuddles, and even grooming. There was plenty of space to roam freely in the house. They posted many pictures and videos every day. Their Pug Kevin is so cute and friendly! Indy came home well fed, nicely groomed, happy, and relaxed.”
“Jerry did an awesome job taking care of Oreo for the past few days. He was very accommodating and communicated daily with status updates and pictures. From what I could see in the pics Oreo had a blast and was well taken care of! Highly recommended!”
“Shakiyla was very informative and pleasant to work with. She took excellent care of Zeus and I would recommend her to anyone and I’ll definitely will be using her services again.”
“Alonni is AWESOME. We have a somewhat difficult/special dog and she was willing to accommodate him and make sure he was safe and happy during his stay. She met us for not 1, but 2 meet and greets beforehand to make sure that our dog was comfortable with her. She sent pictures updates during his stay, and even sent him home with a little treat! Couldn't have asked for a better stay for our dog! Thank you Alonni!! We would absolutely feel great about having him stay with you again in the future.”
“Alex was very responsive and the dogs seemed to love staying at his house, running in the yard, and playing with Alex's dog Reese. He also sent a lot of pics which was really appreciated! Alex--thanks again for taking care of the twins!”
“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 🌸”
Over 312 pet parents in Windsor Mill have booked dog boarding
Windsor Mill dog 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
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2. Meet & Greet
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3. Book & Pay
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The median cost per night for dog boarding in Windsor Mill is $50
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windsor Mill average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Windsor Mill is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windsor Mill dog boarding rates can be found as low as $34 to as high as $53 per night.
As of Jun 2026, 4,201 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Windsor Mill dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor Mill have an average of 15 years of experience. Dog 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 4,201 dog boarding sitters in Windsor Mill on Rover, so you’re sure to find the perfect match for your dog! In Windsor Mill, 93% of sitters offer daily exercise, 97% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog 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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