Dog Boarding in Callaway, MD
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 Callaway dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Lindsey was great! She took wonderful care of our fur baby. Her kids gave our dog lots of attention and she had a great time. Lindsey gave regular updates and sent photos. It felt great knowing that Jovi was in good hands and I wouldn't hesitate to leave our dog with her again.”


“Denise and here family were great with our two dogs. I worry a lot about about our one dog as she’s very skittish, and Denise provided lots of updates which eased my mind. I appreciated that shortly after I dropped them off, she sent me pictures and let me know they were settling in well. I will definitely use her again the future.”


“Absolutely amazing! Loved Christianna! She kept me updated throughout the day with texts, pictures, and videos. She went above and beyond to ensure my pup was well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”



“Rocky had a wonderful time and was very well taken care of. It took him 2 days to rest up because he had so much fun! Bobbi was very accommodating and attentive to Rocky. Loved all of the daily pictures that I was sent along with the videos. She will definitely be keeping Rocky on all of my out of town trips.”



“Thank you Melissa! Max and Ringo had a great stay with you. They loved your fenced and shaded backyard and appreciated splashing in the doggie pool. It was the perfect environment!”


“Kayla and Bryant are absolutely amazing! I’m so thankful I found them. They go above and beyond for you and your fur baby! Cooper loved his stay and can’t wait to go back! If I could give a 100 stars I would!”



“Christine was a wonderful caregiver to our beagle Molly. She sent daily updates with pictures and videos and let us know how Molly was doing since our dog has some separation anxiety when away from us, but Christine took great care to assure Molly would be okay. I would highly recommend Christine and hope that we'll get to leave Molly in her care again in the future.”


“Gunnar always has a blast with Jacqueline and Clover. She plays fetch with him in the dog-friendly fenced in yard with his favorite ball. We appreciate Jacqueline’s flexibility too!”


“Ashley welcomed Gordon with open arms! She was professional, communicative and friendly. From our meet-and-greet, I knew Gordon was going to be well taken care of and have a ball playing with Ashley’s dog Luna. She gave him lots of attention playing and on walks, with pictures and videos for us. After two days, we got a happy (and tired!) dog back, with new friends for the future. 10/10, would recommend! We will use Ashley again.”


“Susy was great with our Zoey! Zoey is very attached to us and we were very nervous to leave her, but Susy soon stole her heart! Zoey made herself right at home and quickly became protective over Susy, which means she must have been giving lots of love and treatos to Zoey. Susy sent lots of pictures and updates that showed just how much love Susy was giving Zoey and how much fun Zoey was having! Would definitely recommend trusting Susy with your pets :)”


“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.”


“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!”


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.

“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!”


“Jessica was amazing with my ancient, randomly incontinent dog. She gave regular and very detailed Updates and was SO understanding of his issues. I would 100% recommend her to anyone.”


“Linda was very kind and patient was my two shiba’s. She kept up daily communication with pictures. Would recommend with plan to use her services again in the future.”


About: Family and friends have entrusted me with their fur babies for walks, bathing and occasionally dog sitting when owners go on vacation knowing they are well cared for and loved with many cuddles and fun . If you have an emergency or desperately need pet service, please reach out! I’m willing to work with you! I work a rotating schedule that gives me a good amount of time off between work days. Please reach out to collaborate a game plan with me that’s more in depth and specific! Cheerio! My clients fur babies are well cared for with walks, play time, potty breaks, bath time, feedings and of course lots of cuddles and tummy rubs. Dogs are therapeutic beings that bring joy and comfort to the soul that will forever be family. With my occupation, I am well aware of my surroundings. Safety is one of my top priorities especially if your fur baby does not get along with other dogs, I can work with it and handle it with little to no problem. I have cared for dogs that are obedient to orders especially in open land and around others.

About: I am a true dog lover. I grew up with dogs all my life and feel that I have a special touch with them. I used to volunteer at a dog shelter where I walked and fed dogs from all walks of life. I'm a stay at home Mom that homeschools which makes us the ideal house for taking a dog out frequently and meeting all their needs! I love to be outside and go for walks. I will care for your pets like my own. I have a great large yard, it is not fenced but surrounded by trees and I don't see any neighbors or traffic. I have a pet free home so your fur baby will get all our love and attention. I have two kids, 5 and 3. They love dogs and are respectful of their space.
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Lindsey Y.Star Sitter

“Lindsey was great! She took wonderful care of our fur baby. Her kids gave our dog lots of attention and she had a great time. Lindsey gave regular updates and sent photos. It felt great knowing that Jovi was in good hands and I wouldn't hesitate to leave our dog with her again.”


Denise R.Star Sitter

“Denise and here family were great with our two dogs. I worry a lot about about our one dog as she’s very skittish, and Denise provided lots of updates which eased my mind. I appreciated that shortly after I dropped them off, she sent me pictures and let me know they were settling in well. I will definitely use her again the future.”


Christianna & Mary B.
Star Sitter


“Absolutely amazing! Loved Christianna! She kept me updated throughout the day with texts, pictures, and videos. She went above and beyond to ensure my pup was well cared for and happy. I trust her implicitly and will use her again the next time I leave town.”




Bobbi H.
Star Sitter


“Rocky had a wonderful time and was very well taken care of. It took him 2 days to rest up because he had so much fun! Bobbi was very accommodating and attentive to Rocky. Loved all of the daily pictures that I was sent along with the videos. She will definitely be keeping Rocky on all of my out of town trips.”




Melissa B.Star Sitter

“Thank you Melissa! Max and Ringo had a great stay with you. They loved your fenced and shaded backyard and appreciated splashing in the doggie pool. It was the perfect environment!”


Kayla & Bryant F.Star Sitter

“Kayla and Bryant are absolutely amazing! I’m so thankful I found them. They go above and beyond for you and your fur baby! Cooper loved his stay and can’t wait to go back! If I could give a 100 stars I would!”




Christine S.
Star Sitter


“Christine was a wonderful caregiver to our beagle Molly. She sent daily updates with pictures and videos and let us know how Molly was doing since our dog has some separation anxiety when away from us, but Christine took great care to assure Molly would be okay. I would highly recommend Christine and hope that we'll get to leave Molly in her care again in the future.”


Jacqueline D.Star Sitter

“Gunnar always has a blast with Jacqueline and Clover. She plays fetch with him in the dog-friendly fenced in yard with his favorite ball. We appreciate Jacqueline’s flexibility too!”


Ashley W.
Star Sitter


“Ashley welcomed Gordon with open arms! She was professional, communicative and friendly. From our meet-and-greet, I knew Gordon was going to be well taken care of and have a ball playing with Ashley’s dog Luna. She gave him lots of attention playing and on walks, with pictures and videos for us. After two days, we got a happy (and tired!) dog back, with new friends for the future. 10/10, would recommend! We will use Ashley again.”


Susy L.

“Susy was great with our Zoey! Zoey is very attached to us and we were very nervous to leave her, but Susy soon stole her heart! Zoey made herself right at home and quickly became protective over Susy, which means she must have been giving lots of love and treatos to Zoey. Susy sent lots of pictures and updates that showed just how much love Susy was giving Zoey and how much fun Zoey was having! Would definitely recommend trusting Susy with your pets :)”


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!!!!”


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.”


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!”


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.


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!”


Jessica C.

“Jessica was amazing with my ancient, randomly incontinent dog. She gave regular and very detailed Updates and was SO understanding of his issues. I would 100% recommend her to anyone.”


Linda W.Star Sitter

“Linda was very kind and patient was my two shiba’s. She kept up daily communication with pictures. Would recommend with plan to use her services again in the future.”


Drew R.
“I met Drew at my old job and we instantly hit it off talking about my little boy (Dexter). Well Ive since gotten a new job that demands a lot of my time unfortunately. This makes it hard to walk Dexter when he needs to/I want to. So I reached out to Drew and she very extremely flexible with my schedule. She's always very polite and punctual and has never missed walking Dexter even once. Dexter loves her and since she's started walking him, there have been zero accidents in the house for me to clean up after work. She makes being busy with a pet much easier to handle. 10/10 would recommend”


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!”


Joelle J.
“Joelle was my neighbor and has taken the best care of older dog Ele. She was sweet and attentive and accommodating with our schedules and our dog’s needs. She’s someone I was completely comfortable dropping our dog off to when we went on vacation and I can’t say I’m normally overly comfortable dropping our dog off anywhere. She’s amazing and easy to communicate with. Loves our dog like her own and would highly recommend her to anyone needing someone to take care of their dogs when they’re gone”
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
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.
