Dog Boarding in Callaway, MD
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Top rated Callaway dog boarders
“Lindsey is amazing! Got lots of picks of Chief having a ball with her family. Chief got home and slept half the day because he was so worn out from having such a good time. Always recommend Lindsey for anyone's pet watching needs!”
“I couldn’t be happier with the care and attention my dog received from Christianna & Mary. From the moment we met, I knew my dog was in great hands. They were incredibly responsible and kept me updated with pictures and messages throughout the day. My dog was calm, happy, and excited when I returned, which is a huge relief. I highly recommend Christianna & Mary to anyone looking for a trustworthy and loving sitter for their furry friend!”
“First time using Rover. We had to find a dog sitter last minute because we were going to be out of town. Bobbi and her husband were great. They replied right away and took such a great care of our babies. I’d be very happy every time I received a picture of my dogs. I’d highly recommend them”
“Denise and her husband took great care of our two dogs for 10 days. Denise sent plenty of updates and photos. One of our dogs is very skittish but she warmed up to Denise very quickly. I will definitely use them again in the future.”
“Christine was wonderful with our girl. We highly recommend her for your next dog sitting. Mochi loves to visit and play with Christine. She is queen for the day. Thank you for taking such good care of her. We never worry when she is with you.”
“Great Boarder and awesome communicator! She was super accommodating to Jolene's needs and very flexible. Jo found a new friend in Clover. Couldn't have asked for a better boarder in the southern Maryland area.”
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
“Ashley and her family were very attentive with Brandy. She had a great time and seemed happy and loved while there. Sent photos and was flexible with drop off and pick up times which was greatly appreciated. Thank you!”
“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”
“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”
“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”
About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.
“Angela was so kind an welcoming even with a last minute booking. She was very responsive, sending picture updates throughout so I knew my boys were safe. She was even flexible when I was running late and was nothing but warm, kind and professional throughout. I got to pick up my boys happier than I left! I cannot thank her enough!”
“Linda was great with our cat Millie. She sent us updates throughout the stay, gave her medications on schedule and did everything she could to make her comfortable. She gave us peace of mind while we were out of town. We will definitely be using her services again!”
“Jessica was very understanding and accommodating to my kitty. She was very experienced and knowledgeable of cats. She updated me regularly and made me feel at ease the whole stay even though our kitty was not the easiest! She was nothing but kind and patient with our fur baby. She even went above and beyond to pick up some more food when our plans changed unexpectedly. Thank you Jessica!”
“This has been the best experience ever.I usually go to boarding places but because I have a Rottweiler she usually isolated from other dogs.Last time she came home with kennel cough.With this experience I was sent pictures of my dog interacting with the family.This made me feel good knowing that she was in good hands.Thanks again for taking care of Chyna,”
Loving dog boarding sitters in your neighborhood
Search Results
Lindsey Y.Star Sitter
“Lindsey is amazing! Got lots of picks of Chief having a ball with her family. Chief got home and slept half the day because he was so worn out from having such a good time. Always recommend Lindsey for anyone's pet watching needs!”
Christianna & Mary B.
Star Sitter
“I couldn’t be happier with the care and attention my dog received from Christianna & Mary. From the moment we met, I knew my dog was in great hands. They were incredibly responsible and kept me updated with pictures and messages throughout the day. My dog was calm, happy, and excited when I returned, which is a huge relief. I highly recommend Christianna & Mary to anyone looking for a trustworthy and loving sitter for their furry friend!”
Bobbi H.Star Sitter
“First time using Rover. We had to find a dog sitter last minute because we were going to be out of town. Bobbi and her husband were great. They replied right away and took such a great care of our babies. I’d be very happy every time I received a picture of my dogs. I’d highly recommend them”
Denise R.Star Sitter
“Denise and her husband took great care of our two dogs for 10 days. Denise sent plenty of updates and photos. One of our dogs is very skittish but she warmed up to Denise very quickly. I will definitely use them again in the future.”
Kayla & Bryant F.Star Sitter
“Hayes had a great time at Kayla’s house! I really appreciate that she was able to watch Hayes on such short notice and took good care of our sweet girl!”
Christine S.Star Sitter
“Christine was wonderful with our girl. We highly recommend her for your next dog sitting. Mochi loves to visit and play with Christine. She is queen for the day. Thank you for taking such good care of her. We never worry when she is with you.”
Jacqueline D.Star Sitter
“Great Boarder and awesome communicator! She was super accommodating to Jolene's needs and very flexible. Jo found a new friend in Clover. Couldn't have asked for a better boarder in the southern Maryland area.”
Susy L.
“I don’t think my dogs wanted to come home after staying with Susy. She went above and beyond to ensure they were well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”
Ashley W.Star Sitter
“Ashley and her family were very attentive with Brandy. She had a great time and seemed happy and loved while there. Sent photos and was flexible with drop off and pick up times which was greatly appreciated. Thank you!”
Chrishauna M.
“Chrishauna and her family was so AMAZING! My fur baby was so well taken care of and loved as if she was their own. They took care of her for almost a week and I got pictures and updates daily. I’m so happy I chose her to care for my fur baby and she will definitely be the only sitter for my family.”
Chloe T.
“Very communicative and accommodating! Even though our dog wasn’t the best house guest, she changed things up to help him. Thank you soooooo much!!!!”
Micaya S.
“I can’t say enough good things about Micaya! From the very beginning, she was professional, communicative, and genuinely caring. My dog absolutely loved her — I could tell by how relaxed and happy he was when I got back. I got regular updates, photos, and videos, which gave me total peace of mind while I was away. It’s clear that Micaya treats every pet like her own. Highly recommended — I’ll definitely be booking again!”
Kerri L.
“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”
Kevin L.
About: I have over 30 years of caring for dogs of all breeds and sizes-including rescue dogs. It is a dogs world-I just pay the bills!! Hi there! I have taken care of and loved dogs all of my life! I currently have two dogs at home- Ryder who is a 7 year old yellow lab who loves to play fetch and cuddle and CiCi, a six year old shepherd mix who loves to explore the backyard and play. Both of my dogs are very dog friendly and love to play. I work from home most days and am available on weekends. I have half an acre of fenced in back yard that allows your fur baby to have endless zoomies and potty breaks! I also take my dogs on frequent walks to get their exercise on as well. Dogs are welcomed on the couch. Interactions and meals between dogs will always be supervised. Please let me know how I can best fit your dogs needs! I have a spacious house that allows allows dogs to relax and have their space. My backyard is half an acre and fenced completely. I enjoy walking my dogs for both physical and mental exercise. I always ensure the safety of my dogs and will care equally for anyone who trusts me with their pups.
Angela Y.Star Sitter
“Angela was so kind an welcoming even with a last minute booking. She was very responsive, sending picture updates throughout so I knew my boys were safe. She was even flexible when I was running late and was nothing but warm, kind and professional throughout. I got to pick up my boys happier than I left! I cannot thank her enough!”
Linda W.Star Sitter
“Linda was great with our cat Millie. She sent us updates throughout the stay, gave her medications on schedule and did everything she could to make her comfortable. She gave us peace of mind while we were out of town. We will definitely be using her services again!”
Jessica C.
“Jessica was very understanding and accommodating to my kitty. She was very experienced and knowledgeable of cats. She updated me regularly and made me feel at ease the whole stay even though our kitty was not the easiest! She was nothing but kind and patient with our fur baby. She even went above and beyond to pick up some more food when our plans changed unexpectedly. Thank you Jessica!”
Alexis Z.
“Alexis was the sweetest and my dog had a great time. We were looking for a place that would be like a vacation when my dog cant travel with us and I think we found it!”
Ruth D.
“Ruth was great with our dogs! We had a change of schedule, so Ruth was very flexible and worked it out with us.”
Corey & Mônica R.
“This has been the best experience ever.I usually go to boarding places but because I have a Rottweiler she usually isolated from other dogs.Last time she came home with kennel cough.With this experience I was sent pictures of my dog interacting with the family.This made me feel good knowing that she was in good hands.Thanks again for taking care of Chyna,”
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!
Why Choose Rover?
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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
As of Aug 2025, the median cost of dog boarding in Callaway is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Callaway dog boarding rates can be found as low as $26 to as high as $32 per night.
As of Aug 2025, 107 sitters provided dog boarding in Callaway. 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, 89% of Callaway dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 9 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 Callaway.
Rover makes it easy to find Callaway 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 107 dog boarding sitters in Callaway on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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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