Dog Boarding Callaway
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 11 pet parents in Callaway have booked dog boarding
Callaway, Find top rated dog boarding
“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.”
“Linda is a kind, reliable, and a wonderful pet sitter. Both my experiences have been totally positive, and I will continue to choose Linda as my preferred pet sitter!”
“Thank you so much for taking such wonderful care of my dog while I was away. It gave me real peace of mind knowing they were in such loving and capable hands. Your patience, kindness, and attention truly mean a lot, and I could tell my dog felt comfortable and happy with you. I really appreciate the time, effort, and love you put into caring for them. Thank you again for everything!”
“Be a long time since January this year since the last time Christianna and Mary B. had Lily over for doggy day care Absolutely nothing has changed they continue to take great care of her. Thanks again highly recommended for sure.”
“Micaya was courteous and professional. She made sure to do a meet and greet with my dog and hers in a neutral spot before agreeing to boarding. During my dog's stay, Micaya was communicative and sent pictures and videos. My dog seemed very happy and adjusted well. I hope to use Macaya again. I highly recommend her!”
About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.
“I am so thankful that my husband and I found Christine! Charlie LOVED being at her house and when we went to drop him off for his stay he even remembered her from out meet and greet a few weeks before. He made himself right at home when I dropped him off and I swear he didn’t even miss us! He was so well taken care of Christine made sure to go over all of his needs and what he liked and didn’t like with me before I left. I felt so comfortable leaving Charlie with her for the weekend and we will definitely be long term clients for her!”
“Tina was fantastic! She sent me text messages, pictures, and videos of my Boston Terrier, Lee Lee. Tina took Lee Lee to the local dog park for exercise and cuddled with her in the evenings. I don't think my dog missed me at all. I will definitely use Tina in the future.”
“Alicia and Randy are wonderful pet hosts!!! The care, attention, professionalism, follow up, and the love they have for their furry clients are just a few examples of superior work. You can instantly tell that they have a genuine love for animals, my Lola was treated with love and great care. I recommend Alicia to anyone that is looking for a safe and loving place for their pets stay. Thank you a million times Alicia, Randy, and their pets Cruz and Azalea for opening your house for Lola.”
“Kerry and her family treat our dog like absolute royalty!! He’s welcomed and cared for as if he were their own. We always pick him up happy and clearly spoiled with love. Couldn’t ask for a better sitter.”
About: I provide a calm, structured home environment along with attentive home visits. My goal is simple: for your pet to feel safe, comfortable, and genuinely cared for while you’re away. I’m home the majority of the day, which allows me to provide consistent supervision and attention. Because of this, your pup won’t be left alone for extended periods. My home is clean, pet-safe, and designed for comfort. I intentionally limit the number of dogs I board at one time to ensure each pet receives attentive, high-quality care. Located in the desirable and safe Pembrooke neighborhood, I also provide regular photo updates so you can feel confident and connected while you’re away.
“I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.”
“When I picked up Jackson, I was not sure he wanted to leave his vacation with Kathryn and her wonderful family! Sure he was excited to see us, but, then he laid down next to Kathryn as if he was feeling pretty comfortable at her home! She sent photos and write ups daily and this made me feel so much better about leaving him in her care. It was like he knew the family forever! This was the first time we went away without him in 8 years so I was a bit anxious about leaving. I would have no problems leaving him again if I have another opportunity to do so. I highly recommend Kathryn and I know he was very happy being there and well cared for. He enjoyed his daily walks and never missed a meal and perhaps, Me!!!! If there were 10 stars I would click everyone of them!”
“Mocha is ALWAYS in great hands with Anika. I am never worried about her care and wellbeing. Does my heart good to leave my baby in the hands of someone who cares for her like I do.”
“We are so thankful to have found Kimberly - she lovingly took care of our 2 dogs while we were out of town. One of our pups is almost 16 years old with mobility issues and lots of oral medications, but Kimberly took excellent care of her and all her needs. She updated us with photos multiple times each day, which we greatly appreciated. Thank you so much Kimberly - we would give you 10 stars if we could!”
About: I’ve have taken car of dog since I was 15 and love all kind of dogs. I have a two years old golden retriever that is fully house trained and love everyone. I work full time in the Navy and can board on the weekends. Also, available to sit and walk dogs Monday-Friday from 5 pm to 10 pm I have fencing yard and a golden retriever to keep you puppy company. Also, I can FaceTime anytime you need to see your puppy or send pictures.
The median cost per night for dog boarding in Callaway is $45
Dog parents share their Rover experiences - Callaway
Jacqueline is terrific and took great care of our little dog very well, as usual. He is always anxious when we leave, but shortly after drop off, we could see through photos and video that he was very comfortable indeed. So nice for us to relax and know that he is in good hands.
Bobbi was amazing and incredibly accommodating. I had a very last-minute work trip and felt completely unprepared, but she handled every hiccup with patience and kindness and immediately put me at ease. She consistently sent daily photos and updates, checked in regularly, and took great care of Roman. It gave me so much peace of mind while I was away. I would absolutely book with her again and highly recommend her to anyone looking for a reliable, communicative, and compassionate sitter.
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?
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Callaway sitters!Sitters in Callaway average 9 repeat dog boarding clients
FAQs for Dog Boarding - Callaway
Frequently asked questions about Rover
The average cost for Dog Boarding in Callaway on Rover is $29.96 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 158 sitters on Rover offering Dog Boarding across Callaway. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
92% of Callaway sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Callaway landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Callaway home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Callaway.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Callaway sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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