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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Top rated New Windsor dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Very nice experience. I rarely board my Reba and wasn’t sure how she would react. I know I couldn’t take her to a kennel and Jolene was an excellent alternative. Jolene kept me up to speed on Reba and sent pictures I highly recommend her. Will definitely feel comfortable using her again.”
“Rodney and Marissa were awesome with Bella, she was nervous, but they made her feel right at home. She had a good time with them meeting new friends and was able to be her playful self! Thanks so much guys”
“Kristin was absolutely amazing! We have never had to leave our dog with anyone but family before but Kristin made us feel so comfortable. She was so sweet and really seemed to treat our dog as her own. Ellie seems so happy when we picked her up and seemed to have really clicked with Kristin! Would highly reccomend her to anyone!”
“Cody had a great time! I received multiple pictures a day of him playing outside, getting belly rubs and watching squirrels. Whenever we take another family vacation, James and Mary will be the first contact we make. We know Cody is in good hands.”
“What a great family and home. Curtis and Lindsay are amazing people who took great care of our two crazy pups. The open communication throughout the booking process, welcoming home, and updates of photos and videos was beyond our expectations. We will definitely use Curtis and Lindsay in the future if they’ll have our two again.”
“Heather was very communicative before and during my dog’s stay. She sent lots of updates and photos while I was away. My three dogs were very well taken care of and had lots of outside time to run around. They loved the farm and can’t wait to be back!”
“Lydia was an exceptional boarder, I would highly recommend her to keep your pet in her home. Her whole family welcomed Sophie like she was their own! Lydia supplied daily updates with pictures and couldn’t have been any more helpful. I will definitely utilize her services again hopefully (I will be boarding Sophie again in April). Thanks again for the stellar job you did Lydia, my wife and I couldn’t be happier with Sophie’s care! Mike & Lisa”
“We brought our dog Darcy to Glen for loving care while our family was on vacation. He is the perfect person to trust our funny pup with. Glen sent us pictures and messages which we really appreciated! He truly does enjoy the various doggie personalities that come his way. Our dog is just not happy at boarding kennels. We would like to use Glen whenever we need a dog sitter!”
“Mila was amazing; very welcoming and loving! I think Saint officially has a new bestfriend! She sent so many pictures and updates and even messaged me back timely. She reassured me repeatedly that he was going to be just fine and he was. I will book with Mila again when I need a sitter. Thank you Mila 💚”
“Annette is the best! I actually hesitate to leave a review because I don't want all of her spaces to fill up! Your dog will be welcomed into the fold and Annette will ask you about - and then pay attention to - their needs. She has been fostering for so long, she has literally seen everything – and can deal with everything. Teddy had a great time, and I left with new insights into her behaviors. Annette is a gem.”
“Zeke had a great time at Samantha’s. She gave us constant updates. She took special care of Zeke as he has some hip issues. I glad I found her and would definitely use her services in the future.”
“We couldn’t have asked for a better sitter with our pups!!!! Daily updates and pictures!!! Was wonderful in making us feel like our babies were in good hands!!!!”
“Terri had great communication and we were able to do a meet and greet before the stay. She sent us great pictures and updates and would greatly recommend her to watch your pets!”
“I can’t say enough good things about Gail. It was obvious that Coco was so well cared for and loved while my family and I were on vacation. She really enjoyed her time. It was also really nice of Gail to provide daily updates and photos/videos so we we’re completely at ease. We will definitely use her again.”
“Jena did a great job. I had total peace of mind while my dog was with her. I got cute updates throughout, and she was very professional and took excellent care of my pup. Her house and yard are so fun and perfect for dogs. I’ll definitely be using her again and highly recommend her services!”
“Candace and her family are amazing. There are know other words for them. From the second Shadow was dropped off they loved on him and treated him as their own. I believe they wanted to keep him for good but we had to have our boy back.😊 But let me say this every time we travel if Candace is available Shadow will be staying with her and her family.”
“We felt like our dog was well taken care of and treated like one of the family, By Rosario, and her family. Will definitely be the first one we call when it comes time for someone else to watch Marvin.”
“Silvia and Roberto were fantastic with Penny! The daily photos of Penny getting comfortable really put us at ease. We definitely plan to board her with them again.”
Over 128 pet parents in New Windsor have booked dog boarding
New Windsor dog parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying New Windsor sitters!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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder 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!
The median cost per night for dog boarding in New Windsor 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 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 New Windsor 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 New Windsor 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 New Windsor dog boarding rates can be found as low as $32 to as high as $66 per night.
As of Jun 2026, 952 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 952 dog boarding sitters in New Windsor on Rover, so you’re sure to find the perfect match for your dog! In New Windsor, 90% of sitters offer daily exercise, 97% offer medication administration, and 84% 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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