Dog Boarding in Winsor Hills, Baltimore
Find a loving dog sitter to watch your dog overnight at your sitter’s home.
Loving dog sitters in your neighborhood
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1. Davida A.
“Well the previous reviews weren’t wrong. Davida was absolutely the perfect dog sitter for my German Shepard. Daily updates, exercise and even allowing the animals to develop relationships. Davida is definitely my go to for my sitter needs when needed. Thanks Again Davida and Family.”
2. Sara E.
“Sara was awesome! She sent me daily updates with photos and a report on Luna's stay. I could tell Luna had a great time and really enjoyed being outside on Sara's back deck. Will book again!”
3. Felice T.
“My 3rd time leaving Cloud with Felice. She is a anxiety dog, but each time she comes home, she is calmer. I have zero hesitation in either leaving Cloud there or in recommending this home to anyone.”
4. Shruti D.
“Shruti did an amazing job with Prince! She treated him just like her own dog. He was well cared for and loved. She sent nice pictures while I was away. I don’t think Prince missed me at all; he was so happy with Shruti.”
5. Jessica D.
“Jessica is truly amazing. She was able to make my Dog feel apart of her family. I was able to enjoy my vacation with no worries of how my dog was getting cared for. I was so blessed to find someone like Jessica. I would definitely, recommend her for your furry friend. I will be rebooking in the future.”
6. Mila B.
“Mila was so super duper! She is beyond excellent! She cared so greatly for my little yorkie and was dedicated to making him feel at home. Lincoln loved her and she provided plenty of pictures of his happiness. Again, she is a excellent dog sitter!”
7. Ruth F.
“Ruth and her family welcomed my dog into their home and instantly treated him like family. The communication and photos were beyond expectations and reassured that my dog was well cared for and loved. I am so appreciative for the care my dog received and will definitely be using Ruth again in the future.”
8. Brittanie & Ryan C.
“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!”
9. Kelly H.
“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.”
10. Liz & Jeffrey C.
“Cannot say how great a time Pearl had with Liz & Jeffrey & how safe and reassured I felt knowing she was being very well-cared for by them while I was away!”
11. Veronica S.
“Veronica is fantastic! There's great communication, she clearly spent lots of time playing and snuggling with my dogs. And there are lots of photo updates! It's such a relief to know your pets will be so well cared for when you're away. THANK YOU VERONICA!”
12. Michael H.
“Blake spent a long weekend with Michael and his family and did very well. Good communications and pictures. No issues at all. would book again.”
13. Rodney & Marissa O.
“Okay wow where to begin!! Rodney and Marissa have been the absolute best to work with. I came across their profile as I was sporadically looking for a last minute sitter before a 5 day trip away. I reached out with little hopes because we were a little over a week and a half until vaca time, but to my surprise they messaged back within 20 minutes of me submitting my request to them, and to my surprise- said yes of course to watching our pup! From then on they were transparent and beyond easy to talk with, they offered to meet up and let our Benji come play in their yard prior to the vaca date, although we declined because after seeing their backyard pics on their dog insta- I knew our dog would love his stay and be more than fine in their company. I was the most anxious about asking if it was possible that my brother drop him off for his stay and have my boyfriend’s brother pick him up when our trip was over; again to my surprise they were oh so easy going and communicated with both of our brothers, both in which complimented Rodney and his kindness. Besides for the smooth drop off and pick up, Rodney and Marissa tended to our not-so-easy food requests and assured us we were not being difficult (when I knew we were 😅) with this and the updates and pictures and responses within 10 minutes, I truly could not have had a more carefree vacation. We didn’t worry about Benji once. Their care is above and beyond and I would be more than lucky to have them watch Benji again! Cannot thank them enough for their time and their truly reasonable price per night! THANK YOU Rodney and Marissa!!!”
14. Spencer B.
“Spencer was great with Doi. Always kept me updated with pictures. I am sure Doi had a great time and came home tired. I will surely book again and recommend her.”
15. Carolina M.
“Carolina was so great! We needed to book a rover boarding last minute and she responded right away willing to take the job! We dropped off our puppy Wiggins within 1 hour. She sent lots of pictures and updates throughout Wiggins stay. Highly recommend Carolina.”
16. Margaret P.
“Margaret was so great with my dog, Moose, while I was out of town for a week. She was really attentive with him, sent daily updates, and even accommodated the fact that Moose is usually scared around cats. She also let Moose play with extra dog toys that she had, and had spare dog food on hand to give to Moose. I would trust her again with watching Moose or any other pet :)”
17. Nicole T.
“OMG, Awesome!! Nicole and her family were the perfect overnight host for Rex!! They were engaging and attentive with Rex. He ate up the attention!! I booked 2 more future bookings because Rex and I received good vibes from them, 100 thumbs up 👍 for Nicole and her family !!”
18. Reynaldo R.
“Best dog sitter ever! Amazing availability, my dog Coco loves him and comes often, he is so flexible and accommodating, hes a life saver seriously the best dog sitter in Baltimore.”
19. Maggi B.
“Our Ponyo felt at home right away with Maggi. Maggi had walks with him and sends us pictures and give us updates so we feel connected even when we were far away. It was a pleasure having Maggi take care of Ponyo even on a short notice. We appreciate her kindness and help.”
20. Drew E.
“Dog came back well behaved he did an amazing job watching my chocolate lab who has comes of energy. Gave me great advice and feedback on how to handle my dog. Professional and he knows what he’s doing”
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How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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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 sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Winsor Hills on Rover as of Jul 2024 was about $45 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 dog’s needs.
As of Jul 2024, 1,924 sitters provided dog boarding in Winsor Hills. 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 Winsor Hills dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winsor Hills have an average of 16 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 Winsor Hills.
Rover makes it easy to find Winsor Hills 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 1,924 dog boarding sitters in Winsor Hills on Rover, so you’re sure to find the perfect match for your dog! In Winsor Hills, 96% of sitters offer daily exercise, 96% offer medication administration, and 89% 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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