Dog Boarding Callaway

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 3
pet parents in Callaway have booked dog boarding

Callaway, Find top rated dog boarding

1 / 1
Sitter Profile Image: Tina R.
Verified Enhanced Background Check
Tina R.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
40 years of experience
California, MD, 20619

“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!”

Profile image
Meredith K.
Sitter Profile Image: Christine S.
Verified Background Check
Christine S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 55 reviews
17 repeat clients
20 years of experience
CALIFORNIA, MD, 20619

“We had a great experience with Christine looking after Chewy while we were away. She sent us updates every day with pictures and videos, which we really appreciated and it was lovely being able to see what he was getting up to and how settled he was. Christine took great care of him and when he had a little issue with his ear, she contacted us straight away and kept us updated. She even went and picked up some medicine for him, which we really appreciated. Chewy seemed very happy and comfortable with her and it was clear he got lots of love and attention during his stay. She even sent him home with a new toy, which was a lovely touch! We would definitely be happy for Chewy to stay with Christine again and would highly recommend her”

Profile image
Nicola T.
Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sarah F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 58 reviews
12 repeat clients
30 years of experience
Leonardtown, MD, 20650

“Sarah and her family were great!! She made my dog feel so comfortable at home. Sarah was very communicative during Ari’s stay sending photos and updates. I felt so comfortable with Ari in her care.”

Profile image
Juliana C.
Sitter Profile Image: Cole K.
Verified Enhanced Background Check
Cole K.
from
$40
per night
1 repeat client
4 years of experience
Callaway, MD, 20620

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.

Sitter Profile Image: Jasmine H.
Verified Enhanced Background Check
Jasmine H.
from
$39
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
California, MD, 20619

“Jasmine was great with my boy. She provided tons of updates and pics of him enjoying his stay. I will definitely use her again the next time we are out of town.”

Profile image
Keegan U.
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check
Nikki G.
from
$32
per night
5.0 out of 5 stars
• 93 reviews
19 repeat clients
13 years of experience
Saint Leonard, MD, 20685

“Nikki was very responsive and sent picyures throughout my trip. My pup even had accidents. Thats right i said accidents with an s! And she was so sweet about it. My pup came home happy and i felt at easy the entire time. One less thing to worry about. I will rebook and i recommend you check her out if you need a dog sitter!”

Profile image
Jessica S.
Sitter Profile Image: Kimberly T.
Verified Enhanced Background Check
Kimberly T.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 153 reviews
47 repeat clients
20 years of experience
Lusby, MD, 20657

“Kimberly took exceptional care of our pups! Highly highly recommend to anyone looking for an attentive care taker for your fur babies while away. I will not hesitate to call Ms. Kimberly again to watch Greta and Bow again.”

Profile image
Barbar E.
Sitter Profile Image: Rose R.
Verified Background Check
Rose R.
from
$65
per night
5.0 out of 5 stars
• 94 reviews
32 repeat clients
18 years of experience
Saint Inigoes, MD, 20684

“My border collie mix had the best time with Rose! She loved playing with the other dogs! Rose was a great sitter, communicative, and even administered my dog’s medication! Definitely would recommend”

Profile image
Emma Z.
Sitter Profile Image: Amber M.
Verified Enhanced Background Check
Amber M.
from
$50
per night
4.4 out of 5 stars
• 9 reviews
10 years of experience
Mechanicsville, MD, 20659

“Hermione had a great experience with Amber. She loved playing with her children. Hermione’s first boarding experience was great. Looking forward to getting Amber again!”

Profile image
Freddie H.
Sitter Profile Image: Anika C.
Verified Enhanced Background Check
Anika C.
from
$45
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
45 years of experience
Mechanicsville, MD, 20659

“Anika was absolutely amazing. The care and concern provided for my baby was out of this world. Mocha thoroughly enjoyed being spoiled and having a ball with everyone in the home. I was really appreciative of Anika's consistent communication and check ins. The photos and videos were the highlight of my day while I was away. I don't trust my baby with many, but my heart was completely at ease while she was in Anika's care. Ever grateful. We will definitely use her services in the future. Thank you 💕”

Profile image
Nija H.
Sitter Profile Image: Bree M.
Verified Enhanced Background Check
Bree M.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
12 years of experience
Leonardtown, MD, 20650

About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.

Sitter Profile Image: Katie W.
Verified Enhanced Background Check
Katie W.
from
$28
per night
25 years of experience
Mechanicsville, MD, 20659

About: I am an attorney and work from home 3 days per week. I have had many different kinds of dogs since I was a kid, but the big ones are my favorite :) I received training in positive reinforcement for dogs and taught classes at Petsmart throughout college. I’m available for walks, drop in visits and boarding at my house. We have a one level home with a fenced in yard, and cuddles on the couch and bed are welcome! Your pet would have to be comfortable with getting loved on by two little boys - ages 6 and 1. They are very gentle and always supervised. We recently lost our black lab and are looking for all the pet lovin ❤️ I work from home 3 days per week and am available on weekends for regular drop in visits or boarding at my house, with a fenced in yard. We recently lost our black lab so I would be happy to love on your fur babies. I have a fenced backyard and love going on walks! We have a park near our house with a walking trail as well.

Sitter Profile Image: Samantha W.
Verified Enhanced Background Check
Samantha W.
from
$31
per night
18 years of experience
Port Republic, MD, 20676

About: I’ve had pets since I was a kid and wanted to turn my love into my career so I started vet tech school. I work at a boarding facility so I’m no stranger to messes. I’m experienced with training young pups, senior care, and giving medications. I work part time currently, so my availability is pretty flexible and will have plenty of time to care for and play with your pets. I have an unfenced yard, but the neighborhood is about a mile one way so they’ll have plenty of space to take walks. I also live close by a dog park that we can visit if they need a little extra space to run around. I have a dog and a cat but my cat will only be limited to my room.

Sitter Profile Image: Matthew Y.
Verified Enhanced Background Check
Matthew Y.
from
$50
per night
10 years of experience
Mechanicsville, MD, 20659

About: Your pet's safety, comfort, and well-being are my top priorities. I have professional experience working as a dog handler with detection canines, which has given me hands-on experience with canine behavior, handling, safety, and maintaining a structured environment. I understand that every pet has a different personality, comfort level, and set of needs, and I take the time to provide appropriate care for each pet entrusted to me. Safety is always the priority for your pet, my family, other animals, and anyone interacting with your pet. I believe good boarding should provide owners with peace of mind knowing their pet is being cared for by someone who is attentive, responsible, and experienced around animals. Pets are housed in a secure, indoor, climate-controlled kennel area where they can remain comfortable regardless of the weather. They also have access to a fenced outdoor kennel area that provides additional space, fresh air, and shelter from the elements. I provide a clean, structured, and secure environment and will follow your pet's normal feeding schedule, medications, routines, and other care instructions as closely as possible. Whether you're away for a night, a weekend, or a longer trip, my goal is simple: keep your pet safe, comfortable, well cared for, and give you confidence that they're in capable hands while you're away. I work offsite during the day, but I have a strong and dependable family support system at home to ensure pets receive appropriate oversight and care throughout the day. I personally handle morning and evening care, including feeding, exercise, kennel care, and ensuring each pet’s individual needs and routine are being met. Our boarding kennel is separate from our family home, providing pets with their own dedicated, quiet, and controlled space. The indoor kennel area is climate controlled and provides access to a secure, fenced outdoor kennel area with shelter, allowing dogs to safely spend time outside when appropriate. While I am at work, trusted family members are available to provide supervision, potty breaks, feeding, exercise, or other care according to each pet’s needs. I remain responsible for their overall care and delegate daytime responsibilities with clear instructions. I also maintain video surveillance of the kennel areas, allowing me to monitor pets throughout the day even while I am offsite. My professional experience handling detection canines has made safety, structure, and responsible handling especially important to me. My goal is to provide a secure environment with consistent care while minimizing unnecessary interactions between boarded pets, our household, and other animals. Safety is the foundation of how I care for animals. My professional experience handling detection canines has taught me the importance of understanding canine behavior, maintaining secure environments, following established routines, and never taking unnecessary risks with an animal in my care. Our boarding kennel is separate from our family home, providing a dedicated and controlled environment for our guests. Dogs stay in a clean, climate-controlled indoor kennel with access to a secure, fenced outdoor kennel area with shelter. This setup allows me to control interactions and provide each dog with appropriate space rather than requiring unfamiliar pets to immediately integrate into a household environment. The kennel areas are also under video surveillance, allowing me to monitor pets when I am not physically present. My family provides additional daytime oversight and supervision while I personally remain responsible for each pet’s overall care. I take owner instructions seriously and want to know about your pet’s temperament, routines, triggers, medical needs, and any behavioral concerns before their stay. Honest communication helps me keep your pet, my family, and other animals safe. We are an animal-loving family with our own very well-loved barn cats, so responsible animal care is already part of our everyday life. My goal is to provide owners with peace of mind knowing their pet is staying in a safe, secure, structured, and caring environment.

Sitter Profile Image: La Tasha T.
Verified Enhanced Background Check
La Tasha T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

“My dog Rocky has enjoyed his stays with LaTasha. He enjoys playing with her dogs and we pull up to her house he gets excited. Thank you for taking care of my dog.”

Profile image
Angel H.
Sitter Profile Image: Florine D.
Verified Enhanced Background Check
Florine D.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Aquasco, MD, 20608

“Florine is amazing. Very caring and wonderful. I'm so glad that she is available on christmas holiday. Thank you so much Florine”

Profile image
glv m.
Sitter Profile Image: Lindsay J.
Verified Enhanced Background Check
Lindsay J.
from
$30
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
3 years of experience
Huntingtown, MD, 20639

“Lindsay was an amazing sitter for Kilo. She was incredibly friendly, responsive, and thoughtful from the very beginning, and took the time to do a meet and greet to be sure Kilo and her pup were a good match. She followed all of our care instructions perfectly and sent consistent updates while we were away, which gave us so much peace of mind. When we picked Kilo up, he was calm, relaxed, and clearly comfortable — it was obvious he felt right at home with Lindsay. We wouldn’t hesitate to book with her again and highly recommend her.”

Profile image
Natalia P.
Sitter Profile Image: Julia F.
Verified Enhanced Background Check
Julia F.
from
$60
per night
5 years of experience
Mechanicsville, MD, 20659

About: I have been pet sitting for about 5 years now! With lots of experience with senior dogs and animals in need of more attentive care! I am fully available to housesit along with pets! I work a wonky schedule but the animal or persons baby also comes first! I am fully available 7 days a week! I am much more able to give my upmost priority and attention when staying with the animal in their home. I am not able to host animals at the moment. Not until I move. If that was not going on I would absolutely be able to host.

Sitter Profile Image: Laura L.
Verified Enhanced Background Check
Laura L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

“Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.”

Profile image
Chellie Pearl P.
Sitter Profile Image: Lauren A.
Verified Enhanced Background Check
Lauren A.
from
$67
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
24 years of experience
Colonial beach, VA, 22443

“Lauren was a sweetheart. She kept me posted on how my kitten was doing. I can tell she had a great time with Lauren.”

Profile image
Dejah W.
1 / 1
View more

The median cost per night for dog boarding in Callaway is $45

Dog parents share their Rover experiences - Callaway

1 / 1
5.0 out of 5 stars

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.

Profile image
Deborah C.
Boarding
5.0 out of 5 stars

Kimberly was a great sitter. She kept Coop over Christmas for me as a semi late booking. She communicated daily with photos and updates. Will definitely request to book with her again if I ever need a sitter again.

Profile image
Eric G.
Boarding
1 / 1
Find pet care near you

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 to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Callaway

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Callaway average 9
repeat dog boarding clients

FAQs for Dog Boarding - Callaway

Frequently asked questions about Rover

The average cost of Dog Boarding in Callaway is $44 per night as of November 2026. Most bookings cost between $44 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 163 sitters on Rover offering Dog Boarding across Callaway. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Callaway can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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.

Yes, you can find sitters who have experience with handling special pet needs in Callaway. On Rover:

  • 88% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge