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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Cheswolde Area dog boarders

“It was a dream having Robin watch Gordon! It was like summer camp for him - he got to socialize, cuddle with Robin and her lovely family, and play all day. Robin was very communicative and provided plenty of updates. We would highly recommend Robin and imagine that Gordon can’t wait for his next stay at camp!!”


“We had an excellent experience with Rodney. We loved the daily updates with pictures. Our dog loved her stay and enjoyed lots of fun with Rodney's dogs. It made for a great vacation knowing that our dog was having a good time.”



“We have a new to us puppy, She is a bit of a handful. Felice was very reassuring about having our new pup stay. Four days and the new pup came back with better manners! Thanks.”


“Lingli did an amazing job. She provided pictures every day and I could tell my cat really got comfortable with her by the end of the stay. Will definitely be using her in the future!”


“Carla was great and accommodating as I booked last minute for an overnight stay for Oreo. Great communication and she sent lots of photos and videos of Oreo during his stay. Carla will be my go-to dog sitter!”


“Our pup was happy to meet Mila and had a fun time. Didn’t even act like he missed us when she brought him back out after we enjoyed some time at the zoo! Thank you!”


“Steph couldn’t have been any more perfect for our dog, Remy! It was the first time we left a pet with a non-family member but I felt completely comfortable. Steph even has a doggie-sofa in her living area. I could tell from our first meet and greet that she was in tune with dog behavior. Her dogs are the sweetest hosts too! When we picked up Remy, I could just tell that she had a wonderful weekend. I really appreciate having a reliable, loving place to take Remy when needed.”


“Maryfe was amazing! She was responsive, kind, and incredibly understanding, especially when my flight was canceled and I needed to extend Henry’s stay by an extra day. She treated Henry like family and gave me so much peace of mind knowing he was in such caring hands. I’m so grateful for her flexibility and the love she showed Henry.”


“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.”


“Nicole is very nice, easy to work with. Her updates with pictures gave us peace of mind. She always quickly texted back. Our dog seemed like he had a good time. Thanks!”


“Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰”


“This woman was AMAZING!!! She gave updates, and pictures daily. You can tell he enjoyed her just as much as she enjoyed him. She spent actual time with him. I’m sure that I have found my person. I will only be booking with her.”


“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.”


“Samantha is amazing! I have left Ollie with her twice now, once for a long period of about a week and just today for a couple of hours. Both times Ollie has been so well cared for and he comes home so happy! I highly recommend Samantha!”


“Nathalie was great with Bumi and so helpfully flexible with pickup plans. She was responsive and the photo updates really put my mind at ease while on vacation. Will absolutely be booking again! Thank you Nathalie! 😊”


“Steven was very attentive to the needs of my Aussie. He was very thorough in the meet and greet, and was knowledgeable about canine care and behavior. I was very comfortable leaving Whiskey in his care (I’m a very picky dog Mom!) and I picked up a happy, healthy dog after his stay. I would have no concerns leaving your pet in the hands of Steven. Thanks for a great stay!”


“Blake spent a long weekend with Michael and his family and did very well. Good communications and pictures. No issues at all. would book again.”


“Ruth and her lovely family took such great care of our Kaya. Kaya is very attached to us (especially me) as we have often been working and schooling from home during the pandemic. We were worried she would not get acclimated to another family, but she immediately took to Ruth and her family (especially her daughter, who clearly loves dogs). We received many photos every day and reassurances that our girl was doing fine. We are so thankful for the care Kaya received at Ruth's place and we highly recommend her!”


“EXCEPTIONAL SERVICE! My first time using a boarding service and I was please and not worried at all that I had made the best decision. She is very accommodating to the animals and makes sure they are comfortable and at ease. I would recommend her to anyone who wants to relax and know their babies are in good hands. She will super exceed your expectations I GUARANTEE IT!!!”


“Carolina is the best! Carolina has done drop ins with my puppy, but this was my first time boarding and I can’t recommend her enough! Carolina made sure I got plenty of puppy pics, and I was totally at peace while away.”

Loving dog boarding sitters in your neighborhood
Search Results


Robin A.Star Sitter

“It was a dream having Robin watch Gordon! It was like summer camp for him - he got to socialize, cuddle with Robin and her lovely family, and play all day. Robin was very communicative and provided plenty of updates. We would highly recommend Robin and imagine that Gordon can’t wait for his next stay at camp!!”


Rodney & Marissa O.
Star Sitter


“We had an excellent experience with Rodney. We loved the daily updates with pictures. Our dog loved her stay and enjoyed lots of fun with Rodney's dogs. It made for a great vacation knowing that our dog was having a good time.”




Felice & Ken & Tyler & Morgan T.
Star Sitter


“We have a new to us puppy, She is a bit of a handful. Felice was very reassuring about having our new pup stay. Four days and the new pup came back with better manners! Thanks.”


Lingli Y.Star Sitter

“Lingli did an amazing job. She provided pictures every day and I could tell my cat really got comfortable with her by the end of the stay. Will definitely be using her in the future!”


Carla H.Star Sitter

“Carla was great and accommodating as I booked last minute for an overnight stay for Oreo. Great communication and she sent lots of photos and videos of Oreo during his stay. Carla will be my go-to dog sitter!”


Mila B.
Star Sitter


“Our pup was happy to meet Mila and had a fun time. Didn’t even act like he missed us when she brought him back out after we enjoyed some time at the zoo! Thank you!”


Steph P.
Star Sitter


“Steph couldn’t have been any more perfect for our dog, Remy! It was the first time we left a pet with a non-family member but I felt completely comfortable. Steph even has a doggie-sofa in her living area. I could tell from our first meet and greet that she was in tune with dog behavior. Her dogs are the sweetest hosts too! When we picked up Remy, I could just tell that she had a wonderful weekend. I really appreciate having a reliable, loving place to take Remy when needed.”


Maryfe M.

“Maryfe was amazing! She was responsive, kind, and incredibly understanding, especially when my flight was canceled and I needed to extend Henry’s stay by an extra day. She treated Henry like family and gave me so much peace of mind knowing he was in such caring hands. I’m so grateful for her flexibility and the love she showed Henry.”


Kelly H.Star Sitter

“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.”


Nicole T.Star Sitter

“Nicole is very nice, easy to work with. Her updates with pictures gave us peace of mind. She always quickly texted back. Our dog seemed like he had a good time. Thanks!”


Jessica D.Star Sitter

“Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰”


Ariel M.Star Sitter

“This woman was AMAZING!!! She gave updates, and pictures daily. You can tell he enjoyed her just as much as she enjoyed him. She spent actual time with him. I’m sure that I have found my person. I will only be booking with her.”


Erika D.Star Sitter

“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.”


Samantha Y.Star Sitter

“Samantha is amazing! I have left Ollie with her twice now, once for a long period of about a week and just today for a couple of hours. Both times Ollie has been so well cared for and he comes home so happy! I highly recommend Samantha!”


Nathalie B.Star Sitter

“Nathalie was great with Bumi and so helpfully flexible with pickup plans. She was responsive and the photo updates really put my mind at ease while on vacation. Will absolutely be booking again! Thank you Nathalie! 😊”


Steven O.


“Steven was very attentive to the needs of my Aussie. He was very thorough in the meet and greet, and was knowledgeable about canine care and behavior. I was very comfortable leaving Whiskey in his care (I’m a very picky dog Mom!) and I picked up a happy, healthy dog after his stay. I would have no concerns leaving your pet in the hands of Steven. Thanks for a great stay!”


Michael H.

“Blake spent a long weekend with Michael and his family and did very well. Good communications and pictures. No issues at all. would book again.”


Ruth F.Star Sitter

“Ruth and her lovely family took such great care of our Kaya. Kaya is very attached to us (especially me) as we have often been working and schooling from home during the pandemic. We were worried she would not get acclimated to another family, but she immediately took to Ruth and her family (especially her daughter, who clearly loves dogs). We received many photos every day and reassurances that our girl was doing fine. We are so thankful for the care Kaya received at Ruth's place and we highly recommend her!”


Anita F.Star Sitter

“EXCEPTIONAL SERVICE! My first time using a boarding service and I was please and not worried at all that I had made the best decision. She is very accommodating to the animals and makes sure they are comfortable and at ease. I would recommend her to anyone who wants to relax and know their babies are in good hands. She will super exceed your expectations I GUARANTEE IT!!!”


Carolina M.Star Sitter

“Carolina is the best! Carolina has done drop ins with my puppy, but this was my first time boarding and I can’t recommend her enough! Carolina made sure I got plenty of puppy pics, and I was totally at peace while away.”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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?
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
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 84% 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 15 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.
