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

Over 4,453 pet parents in Cheswolde Area have booked dog boarding
Cheswolde Area, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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!”

“Marwa and Casey were absolutely amazing! They took such great care of our Goldendoodle while we were away. They gave us many updates and pictures each day and were so attentive to every detail along the way. She came back happy and clean! We will definitely be contacting them again for future trips!”

“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!”


“Diana is a fabulous sitter! She is a true animal lover and that is a big part of what makes her her such an attentive trustworthy, and fun person for my dog to stay with. My mind is totally at ease when he is in her care. She is top notch! ”
“Amazing! I am so glad I found Rodney and Marissa. They were wonderful in everyway, my pup had a GREAT time. She has never been to boarding before so I was a bit apprehensive because she is little and 100 miles an hour. And, I wasn't sure if she would play nice. Well, all my expectations were hit out of the park. They have an acre of fenced land so she was able to run and play and play. No wonder she was great for them, (as I received updates and pics every other day or so) she was tuckered out from being able to be free! And be a dog with other dogs. I almost feel bad for bringing her home! That being said, I will hire them for weekly daycare in the near future. I truly am blessed finding them. Yay! 10 stars!”

“This was my first time using Roover and I can say Jessica surpassed my expectations for a sitter. I was hesitant to leave our puppy with just anyone, but after meeting Jessica I knew he was in good hands. I look forward to using her in the future.”

“Felice and Tyler are amazing and they helped us above and beyond. Kongkong, my 2 year old dog, ate a chicken bone the night before we dropped him off. Felice and Tyler took extra care to take pictures and videos of Kongkong and his droppings to keep me updated about his condition. They also contacted me when kongkong coughed a little more than normal, which ended up with getting him to a vet to see whether the coughs were contagious. Kongkong did not end up going back because the vet did not recommended so, and Felice and Tyler also provided us a full refund for the nights we ended up cancelling. I appreciate their understanding and open communication. Will definitely come back for the high quality service!”

“Danielle, her family and her two dogs were the best of hosts!!! Danielle works from home so she was always there to take care Juney and all of her food needs, walking needs and taking her out back to her fenced yard to play and get all the energy out. She also kept us updated every day with how she was doing and also with great pics to show the fun she was having or just relaxing. We couldn’t be happier. Danielle is awesome! I look forward to using her again for Juneau!!!”

“Took great care of my older dog. And my older dog has issues with food and people but regardless of those issues she still took great care of her and gave good updates.”

“Aida was a wonderful sitter and my dog had a great time with her! He enjoyed time spent in her large yard, many walks, and an overall comfortable stay. She shared frequent updates and pictures, and was happy to adapt to my dog’s routine and quirks. I felt so comfortable and was able to enjoy my trip, knowing my dog was in fabulous care.”

“My first time leaving my dog with a rover sitter and as expected I was extremely nervous. Shakiyla was so reassuring and professional in handling my big dog! She sent me updates every day while he boarded. I would highly recommend! Thank you!! ❤️❤️❤️”
“Mila was an amazing dog sitter for my dog, Coco, over two nights. She was incredibly communicative, keeping me updated and reassured throughout Coco’s stay. Mila gave Coco all the attention and care she needed, making her feel right at home. It’s clear she’s not only professional but also a genuinely loving person who truly cares about the animals she looks after. I couldn’t have asked for a better experience and would highly recommend Mila to anyone looking for someone to take excellent care of their pet!”

“Fantastic!! Shannon watched my one year old very anxious puppy, Luna. I was very nervous Luna wouldn’t settle, but Shannon took the time to allow Luna to open up to her. Within 30 minutes of dropping Luna off I had picture updates and text updates! She continued with many pictures and messages to keep me in the loop of how Lunas day was going. Shannon was so sweet and kind, relieving any nerves I had. She was able to work with my nervous pup and keep her happy! I was so grateful for Shannon’s patience and expert care. She also administered eye drops to my pup who has some eye problems. I felt completely at easy knowing Shannon was diligently watching over my pup. I plan to use Shannon again and again anytime I’m out of time!”

“Cheryl and her family were amazing again! Our dog is not comfortable everywhere, so it makes us so happy that he enjoys his stays with her and is himself! Thank you again and we will be seeing you soon!”

“Melissa was great! She was flexible with my drop off and pickup times and was always in touch. Luna had a great stay! Melissa also sent me pictures too, which helped a lot! Would definitely use her again!”

“Another great stay for my little Tofu. Jhane and Emjay take good care of my little guy, send lots of photos and are great at communication. Highly recommend them.”

“Kassandra and her little guy took amazing care of my fur baby, Jax. From the photos, I could tell he was super comfortable and happy with them. She kept me updated every day with pictures and little check-ins about how he was doing, which I really appreciated. I truly can’t thank her enough! If you’re thinking about booking or even just browsing, DO IT. You won’t regret it!”

The median cost per night for dog boarding in Cheswolde Area is $50
Dog parents share their Rover experiences - Cheswolde Area
Dimitri took care of truffles like his own dog. I was so nervous to leave truffles with someone else, but he made it super easy. Dimitri updated us constantly sending videos, pictures and text messages. Dimitri was so accommodating with truffles needs. Truffles was very well taken care of, he was very happy and calm.

I really appreciate Shakiyla. I contacted her in short notice due to my daughter being in the ER and not being able to find anyone to watch Reign. She responded immediately and was great with my dog. I was very nervous using this app for the first time, but She sent videos and kept me posted about how Reign was doing. She was a life saver. Thank you so much.

Erika - thank you for being such a wonderful caretaker for Tarot, since her first day meeting you she has been comfortable. Your ability to watch her consistently has been a big relief for her and myself, she is always so happy to see you time and time again. I truly appreciate you being so flexible and creating some consistency during my travels. -Brandon

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.

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!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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