Dog Boarding in Windsor Mill
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Top rated Windsor Mill dog boarders


“Great stay! I enjoyed the photos of Porsche and flexibility when my flight kept getting delayed. They also seemed to really understand dogs and care for their comfort and personalities. Would rebook.”


“As always, Kelly and her family were amazing. They took care of our Leo as their own and updated us several times a day with photos and notes. We were so thankful that Leo was in good hands during our out of country trip.”


“Mila is an absolutely wonderful sitter. I give her the highest recommendation possible. She was extremely loving to my dog and even sent pictures while I was away! She's the best!!”


“Erika was friendly adaptable and kind. Our dog had a very nice stay. Erika sent us a few pictures and sent us periodic updates. We were pleased with her service and hope to use her again.”


“This was my 1st time leaving my dog anywhere, so of course I was nervous, but the reviews were excellent so I gave it a shot...... my dog is probably very happy that I did! I'm sure she had the time of her life for the week she was there judging from the daily pics ?. A few minutes after arriving to drop her off and talking with Rodney I felt super comfortable and knew she was in good hands. When I came to pick her up she couldn't have cared less that I was there lol! I've already recommend them to a few people and will definitely use them again if I need to keep her somewhere...... or for her to just get a little playtime for herself ?”


“This was our first experience using Rover and it was great! Brittanie and Ryan were flexible and easy to communicate with, shared photos throughout our pet’s stay, and overall made it easy to be away without worrying about her. Would definitely return the next time we need pet care!”


“Samantha is amazing! I have left Ollie with her twice now, once for a long period of about a week and just today for a couple of hours. Both times Ollie has been so well cared for and he comes home so happy! I highly recommend Samantha!”


“Ginny and her family took great care of our older dog. . He seemed to enjoy his stay there with you and having other dogs to hang around with. We got there a day earlier, and certainly did not expect a refund for the day we didn't use. I would definitely recommend Ginny as a wonderful place away from home for your dog.”


“Visiting from Florida and needed a sitter emergency, and Carla accommodated us with no issues.. She also kept us up to date with Bella's status. Will definitely be booking With her again. Thank you Carla!!”


“Cheryl was so amazing with my Leo, he had a great time with her, glad i found her, she sent us pics and videos while we are away so we know he’s in good hand, Thank u Cheryl😊😊”


“She is awesome !! My dog Bingo stayed for a week && he was loved every bit of it !! I got him back full of joy and excited to see me. I will be rebooking in the future !! Thank you again !!”


“My first time leaving my dog with a rover sitter and as expected I was extremely nervous. Shakiyla was so reassuring and professional in handling my big dog! She sent me updates every day while he boarded. I would highly recommend! Thank you!! ❤️❤️❤️”


“I absolutely loved Ariel’s approach to dogsitting. She is warm, responsive, curious, and caring. My dog has a big personality and it is always so meaningful when folks like Ariel appreciate it. Thank you, Ariel! I’d recommend to anyone.”


“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.”


“Lingli did an amazing job. She provided pictures every day and I could tell my cat really got comfortable with her by the end of the stay. Will definitely be using her in the future!”


“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!”

Loving dog boarding sitters in your neighborhood
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Felice & Ken & Tyler & Morgan T.
Star Sitter


“Great stay! I enjoyed the photos of Porsche and flexibility when my flight kept getting delayed. They also seemed to really understand dogs and care for their comfort and personalities. Would rebook.”


Kelly H.Star Sitter

“As always, Kelly and her family were amazing. They took care of our Leo as their own and updated us several times a day with photos and notes. We were so thankful that Leo was in good hands during our out of country trip.”


Mila B.
Star Sitter


“Mila is an absolutely wonderful sitter. I give her the highest recommendation possible. She was extremely loving to my dog and even sent pictures while I was away! She's the best!!”


Erika D.Star Sitter

“Erika was friendly adaptable and kind. Our dog had a very nice stay. Erika sent us a few pictures and sent us periodic updates. We were pleased with her service and hope to use her again.”


Rodney & Marissa O.
Star Sitter


“This was my 1st time leaving my dog anywhere, so of course I was nervous, but the reviews were excellent so I gave it a shot...... my dog is probably very happy that I did! I'm sure she had the time of her life for the week she was there judging from the daily pics ?. A few minutes after arriving to drop her off and talking with Rodney I felt super comfortable and knew she was in good hands. When I came to pick her up she couldn't have cared less that I was there lol! I've already recommend them to a few people and will definitely use them again if I need to keep her somewhere...... or for her to just get a little playtime for herself ?”


Brittanie & Ryan C.Star Sitter

“This was our first experience using Rover and it was great! Brittanie and Ryan were flexible and easy to communicate with, shared photos throughout our pet’s stay, and overall made it easy to be away without worrying about her. Would definitely return the next time we need pet care!”


Samantha Y.Star Sitter

“Samantha is amazing! I have left Ollie with her twice now, once for a long period of about a week and just today for a couple of hours. Both times Ollie has been so well cared for and he comes home so happy! I highly recommend Samantha!”


Virginia O.
Star Sitter


“Ginny and her family took great care of our older dog. . He seemed to enjoy his stay there with you and having other dogs to hang around with. We got there a day earlier, and certainly did not expect a refund for the day we didn't use. I would definitely recommend Ginny as a wonderful place away from home for your dog.”


Carla H.Star Sitter

“Visiting from Florida and needed a sitter emergency, and Carla accommodated us with no issues.. She also kept us up to date with Bella's status. Will definitely be booking With her again. Thank you Carla!!”


Anita F.Star Sitter

“Anita was great, my Roxy seemed to love her stay. I got pictures. This was my first time, I was nervous, but everything went just as planned .”


Robin A.Star Sitter

“Robin accepted my Khloe and Kai with last min notice. She sent pics of my fur babies having a good ole time. She has great space and a lot of love.”


Chris C.Star Sitter

“Chris was amazing, flexible, and accommodating. She made this first experience with using Rover a breeze. My pup was “loved” and we’ll cared for!”


Cheryl C.Star Sitter

“Cheryl was so amazing with my Leo, he had a great time with her, glad i found her, she sent us pics and videos while we are away so we know he’s in good hand, Thank u Cheryl😊😊”


Erin L.

“She is awesome !! My dog Bingo stayed for a week && he was loved every bit of it !! I got him back full of joy and excited to see me. I will be rebooking in the future !! Thank you again !!”


Shakiyla H.

“My first time leaving my dog with a rover sitter and as expected I was extremely nervous. Shakiyla was so reassuring and professional in handling my big dog! She sent me updates every day while he boarded. I would highly recommend! Thank you!! ❤️❤️❤️”


Ariel M.Star Sitter

“I absolutely loved Ariel’s approach to dogsitting. She is warm, responsive, curious, and caring. My dog has a big personality and it is always so meaningful when folks like Ariel appreciate it. Thank you, Ariel! I’d recommend to anyone.”


Jessica B.Star Sitter

“Daisy had a great time boarding here! Park trips, long walks, and extra snuggles to calm her during a thunderstorm. She came home tired and in great spirits!”


Theresa C.Star Sitter

“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.”


Lingli Y.Star Sitter

“Lingli did an amazing job. She provided pictures every day and I could tell my cat really got comfortable with her by the end of the stay. Will definitely be using her in the future!”


Jerry Z.Star Sitter

“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!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Windsor Mill is $45 per night, including service fees. Boarding your dog for one week typically costs $315. 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 $30 to as high as $55 per night.
As of Aug 2025, 2,496 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, 92% 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 2,496 dog boarding sitters in Windsor Mill on Rover, so you’re sure to find the perfect match for your dog! In Windsor Mill, 96% of sitters offer daily exercise, 98% offer medication administration, and 91% 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.
