Dog Boarding in Cheswolde Area, Baltimore, MD
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Top rated Cheswolde Area dog boarders
“Ariel did an awesome job with my 13 month old shih tzu. Her professionalism, care, and attention to details were very much appreciated. She is the best pet sitter in my opinion.”

“The stay for my two dogs was incredible good. Ruth take care of them with so much love and attention. My girls looked happy every single day with the tons of pictures she was able to send. I definitely will come back again with Ruth because she is so good with the dogs.”
“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.”


“Veronica was fantastic with Oreo. He stayed at her house for two days while I attended a job meeting. She took excellent care of him, ensuring he was comfortable and happy throughout his stay. She kept me updated with photos and messages. I felt reassured knowing Oreo was in such good and caring hands.”

“Samantha was amazing with my dog Abby when we went away for the weekend. She sent multiple updates per day which put my mind at ease, and I knew Abby was in good hands. Will absolutely book again!”

“Nicole was great! Gave us continual updates/pictures & kept my pup active and well taken care of. I would absolutely use Nicole again and recommend her to others!”

“Kelly was amazing! She took such good care of my dog and kept him entertained and active the entire time. You can tell she is an animal lover and really treats your pet like part of her family. My dog was sad to leave! Loved the frequent photos and updates as well. Highly recommend.”


“I was very pleased with my dogs stay with Felice. The environment was very warm and inviting. My dogs seemed to have a wonderful time. We plan to return soon.”

“Rodney and his wife were absolutely wonderful! They were very punctual and always gave me updates including pictures on how my pup was doing. My dog also got to socialize with all their dogs which was wonderful and she got to hang out in their HUGE yard! 10/10 would book again!”

“Jessica was great with my baby. She sent me pics. My baby looked happy from the meet and greet even when he went back 2weeks later like they never missed a bit. Jessica was attentive n lovable. Big thanks Jessica, he will be back. ❤️”

“We were able to head off on vacation guilt-free, knowing our fuzzy little friend was staying with Steven. I am especially impressed with his straight forward and honest approach in considering his potential doggie guest’s personality, age / physical limitations, and behavior - I can very comfortably leave my dog with him and know she’s seen, receiving the attention she wants / needs, and is being treated as a member of the household (and not just a boardee).”

“I will definitely be using Andrew again! That says a lot because I will usually only leave my pets with family members. I was very nervous and he set my mind at ease. I was able to be on vacation without a worry in the world. He is so easy to communicate with. Sent lots of videos and updates. If you are looking for a great sitter Andrew is your man!!!”

“Robin and family are great they understand the fur babies and their needs. My Lou was in good hands and made new friends. Really appreciated the pictures, videos and updates. Also they're very close and convenient to BWI (15mins).”

“Lingli was so kind and attentive to our dog. She sent frequent updates and pictures that made us at ease being away from our fur baby. We will definitely be booking with her again next time we go out of town :)”

“I waited to submit a review until I was sure this couple would be my regular dog sitters. After about 4 or 5 stays I can confidently say my dog LOVES them. They are the sweetest people and they’re so accommodating. Morty has trouble being boarded in dog kennels. He gets stressed out, gets attacked often (due to his size), and always comes back to us with scratches and bruises. He has NEVER been taken care of as well as he has with Virginia and Steven. They kept us informed of everything along the way and always sent photos of his stay. Morty will not be staying with anyone else during our 3 years in Baltimore. I can not recommend them enough!! 💕💕”

“Akiro loved staying at Davida’s! He honestly didn’t even want to leave after meeting for the first time. She’s extremely communicative and will update you on your dog with pictures and videos! Definitely will be booking with her again!”

“Nathalie does it again. My favorite boarder. My dog has separation anxiety but Nathalie always sends me updates, videos of her playing. IT makes times i have to leave town so stress-free”

Over 2,446 pet parents in Cheswolde Area have booked dog boarding
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 Cheswolde Area 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 Cheswolde Area average 12 repeat dog boarding clients
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 Cheswolde Area on Rover as of Nov 2025 was about $50 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.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Cheswolde Area dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Cheswolde Area have an average of 14 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 Cheswolde Area.
Rover makes it easy to find Cheswolde Area 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
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.



