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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tina was a fantastic sitter for our 10-year old pup! She is clearly a “dog person” at heart and set us at ease right away. Snowball settled in right away and acted confident and comfortable with Tina. She took him for walks and played with toys and sent us cute photos each day! It was evident Tina took excellent care of him! Tina was also quick to respond and communicated well throughout our booking. Will definitely book with Tina again!”

“She’s the best ! I had a last minute family situation and she was able to accommodate getting my dog later in the evening and kept her longer than expected! Thank you !”


“We love Melissa! Been repeat boarders with her, and my dog gets excited when we turn down her street. She has been great with my works trips and sometimes last minute scheduling changes.”


“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.”

“She was absolutely wonderful! She was very kind, communicative, and clearly cared a lot about my puppy. She kept me updated throughout the stay and sent lots of pictures, which really helped put my mind at ease while I was away. It made such a difference knowing my puppy was in good hands. I would definitely trust her again and highly recommend her to anyone looking for a reliable and thoughtful pet 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!”

“My dogs had a great stay! Denise even got my picky dog to eat from a dish. I have a very hard time with. Her eating. The pictures of my dogs relaxing with the family gave me peace of mind so that I could enjoy my vacation. I would highly recommend Denise.”

“Sarah’s house was extremely comfortable and had a backyard for my dog to run around in. Sarah provided updates/pictures daily, was extremely responsive to my questions, and was flexible with pickup/drop off times. Great communication. Thank you, Sarah!”

“We highly recommend Melanie and Randy. They welcomed Dean Martin and treated him like their own. Our flight home was cancelled and our arrival was almost 24 hours later than planned but Melanie and Randy were flexible and accommodated our request to extend Dean Martin's stay. It made a stressful travel situation less stressful knowing that Dean Martin was well loved and cared for. Thank you!”

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.
“Emily was GREAT! As soon as we met her for a meet & greet prior to her dog sitting we knew she was perfect for our dog Pablo! Emily made me feel at ease by sending updates on Pablo and providing us pictures of Pablo as well. Definitely will rebook with her again!”

“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!”

“Rose took great care of our dog. We received updates throughout the weekend, and he seemed very happy and relaxed when we came to pick him up. Our pup is good with other dogs, so it was great that he had some good play time with them as well. I would definitely book with her again!”

“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!”

“Was very appreciative that Donna took Kodi at the last minute when her usual border wasn't available. She seems so pleasant. Kodi was fine. I will definitely use her again if necessary. I gave her a cash tip which I always do so that they can get full benefit of it.”

“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.”

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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Callaway
Select a filter and find qualifying sitters offering dog boarding.Sitters in Callaway average 13 repeat dog boarding clients
FAQs for Boarding - Callaway
Frequently asked questions about Rover
The average cost for Dog Boarding in Callaway on Rover is $29.96 per night (as of September 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 September 2026, there are 156 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.
91% 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.






