Pet Boarding Callaway

Find a loving Callaway pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 11
pet parents in Callaway have booked pet boarding

Callaway, Find top rated pet boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: KASEY P.
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KASEY P.
from
$60
per night
5.0 out of 5 stars
3 reviews
2 years of experience
California, MD, 20619

About: I've had and taken care of a dog since I was 7 years old. Dogs were always a part of our family life. In my family and friend group I am the go-to person for pet sitting and puppy walks. I recently participated with a trainer from Ultimate K9 training in Southern Maryland with my own pup Russel who passed with flying colors and both he and I learned many new skills and tricks. Working with dogs is one of the loves of my life. I typically work a 7-5 shift at my day job but do have some flexibility during the day that I can use for a pup break. Evenings I am consistently available after 5pm. Weekend work is not a problem and I am open to helping support your much needed getaway. Love is always the first ingredient but of course we respect puppy boundaries as set by the puppy parents or how comfortable the pup is until they feel comfortable. Meals are fed to pups at the same time to make sure they are not feeling favoritism. Belly rubs and play time are also important for bonding and trust. I will send images of pets daily if the pet parent would like. Just let me know.

Sitter Profile Image: Anna S.
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Anna S.
from
$50
per night
30 years of experience
Prince Frederick, MD, 20678

About: I live on a 300 acre farm which has given me experience with all types of animals. I am also a veterinary technician and have experience treating all types of dogs, cats, & exotics. I have 2 well-socialized basset hounds that are the highlight of my day. There is plenty of room to roam and play. Can offer trail walks / runs, fetch, belly rubs, swimming (if Owner allows), couch time, and toys & treats. Comfortable with the extra care senior dogs require. Happy to accept puppies too. Able to administer medications, CPR, and handle emergencies. True animal lover. I will treat your pets like they are my own. Your pets would not be left alone for more than 2 hours - I work 3 mi. from my home so would be able to pop home anytime to tend to your pets. I have a 1-acre fenced in area and 300 acres of farmland to roam. Happy to crate your dogs if requested; otherwise they would be allowed in the home freely.

Sitter Profile Image: Bree M.
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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: Donna A.
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Donna A.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Leonardtown, MD, 20650

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.

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Jayne S.
Sitter Profile Image: Shelby S.
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Shelby S.
from
$50
per night
10 years of experience
Lusby, MD, 20657

About: I’ve grown up taking care of my own dogs both small and large breeds as well as cats. I’ve also taken care of pets for friends and family while they are out of town. I have been working in healthcare since 2019 so I har lots of care giving experience I currently work Monday through Friday and would love do drop in visits before or after work. Also would be available for overnight care on weekends. prioritize maintaining the pet’s home routine, diet, and comfort level, all pets in my care for overnights are offered free roam in a safe environment but am willing to cage pet if owner would prefer to do that as well.

Sitter Profile Image: Rose R.
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Rose R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
90 reviews
29 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

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Emma Z.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Liz always takes wonderful care of our dog. She provides plenty of updates and is confident in providing the care our dog needs. I’ve never worried about how our dog is when she’s with Liz.

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Jolene N.
Sitter Profile Image: Cara P.
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Cara P.
from
$50
per night
5.0 out of 5 stars
6 reviews
18 years of experience
Port Republic, MD, 20676

Ruby had a great time! Lots of individual attention and a safely fenced big yard where she could run around and play. Ruby was happy to see me but whined at leaving her new friends when we drove away. I'll definitely be coming back!

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Amalia P.
Sitter Profile Image: Erin D.
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Erin D.
from
$38
per night
5.0 out of 5 stars
50 reviews
15 repeat clients
25 years of experience
Swan Point, MD, 20645

This was an emergency stay and we only had a couple of days to book with Erin. Thank you for your accommodation Erin and thank you for taking care of our boy. He loves to come to your house and we love that he loves it! See you next time! As long as you stay in the business, we will support your services!!!! We appreciate all you that do. It makes it easier for us to do all that we do!!!!

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Jennifer S.
Sitter Profile Image: La Tasha T.
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La Tasha T.
from
$50
per night
5.0 out of 5 stars
52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

La Tasha always takes care of Ace as if he is her own. I don’t know what I’d ever do if she wasn’t available to watch my Ace. Very caring and loving environment. Love the checkins and updates

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Isi P.
Sitter Profile Image: Jahnesia H.
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Jahnesia H.
from
$80
per night
1 year of experience
Lexington Park, MD, 20653

About: Hi doggie parents! I’m a reliable and compassionate dog lover who truly enjoys caring for animals. Growing up around pets, I learned early on how much love, patience, and attention they need. One of my favorite memories is helping take care of my sister’s dog whenever she needed an extra hand. I spent time walking, feeding, and playing with him, and that experience showed me how rewarding it is to help pets feel safe, happy, and loved when their owners are away. I’m usually available through out the week days early morning for doggy day care or dog walks and I’m available for boarding anytime depending on your needs I have a fenced in yard and I spend time with any dog I take care of like their my own I take them for walks and I also play with them and my son do as well since he loves dogs too

Sitter Profile Image: Victoria A.
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Victoria A.
from
$40
per night
5 years of experience
Port republic, MD, 20676

About: I love animals with all my heart. I’ve never met a pet who hasn’t loved me. I agree with the statement that animals are very energy in tune and I’d like to think so am I! I’ve done lots of dog sitting and cat sitting jobs for people close to me and they’re satisfied with how I did, so you 100% will be too. Your pet is in responsible, attentive hands. I have a free schedule and I’m in desperate need of a side hustle. I have too much free time and I think this would be the perfect thing to book my schedule with, especially because of how much I love being outside and animals. I’m very mindful of the safety even of my own animals so your pet is in the best of hands. Although my yard is not fenced, I take my dog out for walks leashed and for the few times she has escaped, I’m not near any major roads for there to be any accidents or for her to be in harm’s way. I am very vigilant and I would never put your animals or my own at risk because pets are apart of the family and I’d never let anything happen to a family member, even yours.

Sitter Profile Image: Myla G.
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Myla G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
8 years of experience
Hughesville, MD, 20637

Myla was great! She sent frequent pictures and updates and my dog seemed super happy and healthy after. Will definitely book again!

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Katie W.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
19 reviews
7 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.

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Chellie Pearl P.
Sitter Profile Image: Lori W.
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Lori W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
77 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

She loves dogs truly. She let our little dog to sleep on her bed first night to let him feel like home. She updated and sent photos twice a day. The little dog seems to make the furry friends and like his stay

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jess d.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$35
per night
5.0 out of 5 stars
50 reviews
17 repeat clients
10 years of experience
Huntingtown, MD, 20639

Stephanie provided exceptional care for our dog, allowing us to do a meet and greet with her and her dog, maintaining clear and consistent communication throughout the stay. Her daily "pupdates" gave us peace of mind, and we highly recommend her services. The bath before coming home was also an unexpected bonus!

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John L.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$44
per night
5.0 out of 5 stars
326 reviews
149 repeat clients
25 years of experience
Hughesville, MD, 20637

Kelly kept us posted on Ecco's wellbeing and sent us great pics of the hang playing together that made us very happy. Thanks for taking care of Ecco while we were away!

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Javi F.
Sitter Profile Image: Michelle M.
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Michelle M.
from
$75
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
25 years of experience
Sunderland, MD, 20689

Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.

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Stephanie L.
Sitter Profile Image: Valerie E.
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Valerie E.
from
$45
per night
20 years of experience
Huntingtown, MD, 20639

About: Hello! I am Val, and I would love to care for your dog! I’ve had dogs my whole lives and understand how important it is to know your fur baby is in great hands. I Will treat your dog like one of my own! I have two kids and our dog, Monchie, who is friendly with both children and other dogs. While my yard may not be fenced in, I live in a quiet neighborhood and will take your dog on regular walks to ensure they get plenty of exercise and attention. Please let me know if there’s anything special I should know to make your dog’s stay as comfortable as possible (e.g., crate training, walking routine, feeding preferences). I want to make sure both you and your dog have a great experience! Looking forward to hearing from you! I am available weekends and weekdays after 3pm. If your dog is crate trained then we are available to watch on all week days. I will make sure to take your dog out for a bathroom break every 2-4 hours or as needed. Long walks are not a problem. I can take your dog on walks in our quiet neighborhood. Our dog monchie is super friendly and playful and would keep your dog company. I also, have room to crate your dog as well if need be.

Sitter Profile Image: Jovan A.
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Jovan A.
from
$28
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Charlotte Hall, MD, 20622

It was a great experience and a great sitter. I would use him again. Penny loved her new friends!!

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Stacy B.
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The median cost per night for pet boarding in Callaway is $45

Pet 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.

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Deborah C.
Boarding
5.0 out of 5 stars

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.

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Senayit M.
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.

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Eric G.
Boarding
5.0 out of 5 stars

She was amazing! Harley loved her and it looked like Har was having a ball anytime she sent a photo. Will be booking with Alexis again!

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Alexandra W.
Boarding
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  • 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?

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  • 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. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Sitters in Callaway average 9
repeat pet boarding clients

FAQs for Dog Boarding - Callaway

Frequently asked questions about Rover

The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .

There are 160 sitters on Rover for Pet Boarding in Callaway. About 86% of Callaway sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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