Dog Boarding In Cheswolde Area
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Cheswolde Area dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Leaving my dog to someone I had just met once caused some consternation. However, with that first meeting I had a "meet and greet" with Steven and his own dog, which turned out just right. I dropped my cocker spaniel off with confidence. Steven sent me pictures and an update as to how my Gabby settled in. I was able to feel comfortable and able to attend a function without concern for Gabby. When I picked her up she was happy and had received wonderful care! I have returned to the area after being gone 23 months. I lost some contacts that I had. I feel enormously relieved that I have someone professional, reliable, and kind to leave Gabby with should I need to do so in the future. You will not be disappointed should you leave your trust in Steven, nor will your dog.”

“Shipra took good care of our dog. She walked and played with him. Her dog Trevor is very nice and well behaved. My dog is tiny but got along really well with him. I would love to keep my dog with her again!”

“My dog is a bit scared of strangers. We tried one day with Rodney and as I picked up Zuri, she was already friendly with Rodney. I got pictures of my dog playing with his dogs. Rodney replies quickly to any question pre booking and during the stay. Thanks for taking care of Zuri!”

“Ariel is amazing with my dog - Fluffy. Fluffy seems to really like her and is very happy to be dropped off there. I trust Ariel completely and highly recommend her!”


“Our dog Maizey had a great time with Felice, Ken et. al. Especially appreciate their flexibility in keeping Maizey an extra day due to the unexpected lengthening of my husband's hospital stay. Very friendly and caring folks!”

“Shannon kept us updated every day with how our girl was doing. It really put us at ease to know she was being cared for with such consideration.”
“Baaz LOVED Shakiyla, when we arrived to pick him up he was hanging out on her porch like he was apart of the neighborhood. She kept us updated with how he was doing and maintained his same routine/schedule as if he were home. She sent videos and reassured me Baaz would be ok after he was feeling a little homesick the first night. She was always in communication and incredibly friendly. I would def book Shakiyla again! Thank you so much!”

“Danielle took great care of my dog while I was away! Sadie was happy and well cared for when I picked her up. Danielle was responsive and sent me regular updates so I knew Sadie was happy and safe. I highly recommend Danielle!!”

“Steph took great care of Jill and kept us in the loop on the great time she was having with her two dogs. Jill was very happy and very tuckered out from a great couple days of playing when we picked her up.”

“Dorothy made us feel very good about leaving Penny. She looked very happy and content. We will definitely reach out next time we go on vacation when we can’t take her with us. Thank you Dorothy for taking such good care of our fur baby. 🥰”

“Brittanie & Ryan were amazing! I had never used this service before and was a bit nervous. They were great and explained how it worked, and I met them before booking to make sure it was a good fit for all of us. It really was!! I could tell they took care of my dog as well as their own. They sent pictures throughout the week and texted back right away with any questions that I had. I can’t thank them enough and would definitely recommend them 100%! What a wonderful family and they loved Lucky and he was so happy with them and their family.”

“Marissa is extremely caring and flexible and treats the dogs she watches like family! I consider her house to be a second home for my dog. Unlike a kennel I always know Marissa will be there to snuggle and play with the dogs and the dogs will get tons of time to play together.”

“Casey and Marwa are the BEST! They spoiled our large dog Indiana to no end with multiple long walks every day, playtime, cuddles, and even grooming. There was plenty of space to roam freely in the house. They posted many pictures and videos every day. Their Pug Kevin is so cute and friendly! Indy came home well fed, nicely groomed, happy, and relaxed.”

“Ruth & her family are amazing dog sitters! They sent adorable frequent updates & took the best care of our guy - he slept all day when he got home! He is a little high maintenance and we felt totally assured that he was loved and cared for while we were away. We would definitely recommend them to watch your pup!”

“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.”

“I am so happy to find Virginia and her people and fur family. My previous sitter moved to California. Louie has anxiety separation issues and likes lots of attention. Virginia and her family gave Louie all the love and attention he needed. Virginia communicated frequently and sent lots of pictures. I was in a hurry when coming home and Virginia had Louie all packed up and ready for me to pick up. I am so relieved to find Virginia.”

“Nicole and her family were amazing. I received a constant flow of updates and pictures. It was just a relief to know that my puppy was in such great hands.”

“I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.”

“I have boarded my puppy with Meredith & Kevyn for several months and they truly are the best! They take care of her as if she is their own. She is happy to be picked up & dropped off (such an added bonus they add to their service:)) and returns in in such good spirits. I highly recommend their pet services you will not be disappointed.”

Cheswolde Area dog parents share their Rover experiences
I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.

This man was an absolute blessing to my family. I have two dogs who have two completely different temperaments. He was able to take both of them last minute and care for them like they were family. If that wasn’t enough he is so sweet and extremely considerate of people and animals. I will be using him every time I need a dog sitter going forward and so should everyone else.

Victoria’s understanding of dogs in general is a gift! She is absolutely amazing. Whenever she did have to call for my anxious fur babe, she was so kind and positive. She gave my husband and I peace of mind while being out of the country. Our guy is tough, especially post covid, but Victoria took amazing care of him!! Highly highly recommend!

As a first time Rover user of the sitting service, Mila eased my anxiety with the care she provided to my senior dog. I was had not worries while out of town. She updated me and kept in communication along with sending pics. She is wonderful and my dog took to her beautiful energy. Thank you Mila for your exceptional service!

Popular requests near you
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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
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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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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.














