Dog Boarding in New Windsor, MD
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog sitters in your neighborhood
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1. Heather D.
“Heather is THE best around! She was prompt, professional, kind, and detailed! She truly went above and beyond-taking our pups to the creek, on walks, gave them special treats, and snuggled them as if they were her own. I truly think the dogs enjoyed their vacation as much as we enjoyed ours-her farm is beautiful and any dog is lucky to stay there and enjoy all there is to do and see. Our more anxious pup even warmed up so quickly to her and that spoke for itself! We will definitely be using Heather in the future. Thank you thank you thank you! ??”
2. Jolene F.
“Jolene was so phenomenal! I needed a last minute booking for the weekend because my father-in-law had a medical emergency and we needed to go out of town. She claimed she had available and was quite flexible for drop off and pickup. Bella had a wonderful time, was clearly loved and cared for well, and Jolene sent lots of photos and even a video! I highly recommend Jolene's dog sitting services.”
3. Rodney & Marissa O.
“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.”
4. Ren W.
“My girl loved her stay with Ren and Family! We were updated several times a day with pictures. Seeing her running around with other dogs, not just getting her exercise but socializing as we were, warmed our hearts and allowed Me to be at ease and enjoy my time while away. We will most definitely leave Kali with Ren again!”
5. Lonnie P.
“Lonnie was awesome!!! I received updates and tons of photos. Had a death in the family before my trip, the funeral was the day after I returned. I mentioned this to Lonnie and he was generous enough to hold Shooby a little longer so I didn't have to rush or worry. Highly recommend!!!”
6. Jen B.
“Jen and her husband were the BEST! We had a rocky start with Bronx adjusting to the change, but after day 1, it seemed everything fell into place. Jen sent pictures and updates and was an absolute pleasure to work with. I highly recommend her if you’re looking for someone to care for your fur baby like it’s their own.”
7. Jesse M.
“Jesse was wonderful is every aspect.. as we are driving down from CT, we had a few questions and she very prompt with her communication. She took care of Sufi very well and he was very happy when we picked him up.”
8. Renee D.
“Renee and her husband were great sitters for our 18-month old, very anxious rescue dog. They were very accommodating - we needed to adjust dates and they were fine with that. Maggie had a great time with them - they gave her time to feel confident and comfortable before introducing her to the other dogs in their household. I received a picture and a happy update each day of Maggie's stay. They were comfortable administering Maggie's daily medicine.”
9. Ashley J.
“Ashley and family were amazing! We appreciated her accepting us as a late request, and as a new client, and gave me a sense of calm. Her baby boy loved all over our pup and made sure he was lived like he was at right home. It kinda made me jealous - he looked too happy! Thanks so much for an amazing experience and to new furry friend families!”
10. Brian M.
“Brian is a wonderful caregiver. He is the only person we trust with our dog Merlin, who is a border collie that is full of energy. He always takes great care of Merlin and all of Merlin‘s friends. I would recommend him and the farm for the perfect animal retreat!”
11. Dan L.
“As always Dan was great and Flash loved his stay. Excellent communication and was able to accommodate us at the last minute on a busy weekend.”
12. James & Mary H.
“James and Mary are kind and easy to work with. Our GSP tends to be anxious and energetic but she settles right down at their home - they go out of their way to make her feel right at home. We don't worry about her at all when she's with James and Mary - we know she will be well taken care of!”
13. Rachael B.
“Rachael was fantastic! She was great at communicating and sending pictures to keep us at ease. This was our puppy’s first time away from us and we are happy we found Rachael. We will definitely book again with her!”
14. Carla H.
“There's a reason we returned to Carla, and this visit was just as wonderful as the first. Communication, pet pictures, clarity of instructions make our time away worry free. Thank you!!”
15. Megan B.
“Megan was amazing! She set up a meet and greet to make sure everyone was comfortable and from drop off to pick up was very communicative! I will definitely be using Megan again and would recommend her sweet family to anyone looking for a sitter.”
16. Margaret F.
“Margaret is SO amazing with Blitzen and Prancer who are bonded but have very different personalities, and her son loves them too and enjoys playing with them. So thankful for their care and dedication!”
17. Kurt B.
“Kurt came to my rescue again. If you are looking for sitter who shows the same love and care that your pet needs, Kurt is hands down the person you seek. He was able to pick up and dropp off my little old man (Yorkie).”
18. Gabriela S.
“Gabriela was so helpful! My dog has dietary restrictions and she made sure to check with me before to see what he can have and how much.”
19. Cierra R.
“Princess had a great time staying with Cierra. When we went to pick her up, she wanted to stay longer. Princess will definitely be back to stay with Cierra when we travel again.”
20. Kathleen W.
“Kathleen and her family took great care of Juneau. We arranged a Meet & Greet in advance to ensure a successful stay. They sent photos and updates so we knew our girl was having fun while we were away.”
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
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?
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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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Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2025, the median cost of dog boarding in New Windsor is $47 per night, including service fees. Boarding your dog for one week typically costs $329. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most New Windsor dog boarding rates can be found as low as $32 to as high as $66 per night.
As of Apr 2025, 895 sitters provided dog boarding in New Windsor. 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 New Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in New Windsor 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 New Windsor.
Rover makes it easy to find New Windsor 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 895 dog boarding sitters in New Windsor on Rover, so you’re sure to find the perfect match for your dog! In New Windsor, 91% of sitters offer daily exercise, 98% 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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