Dog Sitting in Callaway

Book a Callaway dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Callaway dog sitters

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

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Sitter Profile Image: Jennifer E.
Verified Background Check
Jennifer E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
28 reviews
7 repeat clients
20 years of experience
Lexington Park, MD, 20653

Jennifer was great with Shadow and all the updates made it alot easier to not have loads of guilt being away. I am definitely planning to booking with Jennifer again.

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Shelby W.
Sitter Profile Image: Crystal P.
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Crystal P.
from
$30
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
California, MD, 20619

Crystal took care of my 3 cats and they were not stressed when I returned. She is professional, kind prompt and likes animals. I definitely suggest Crystal for your pet needs. I will be having her if she is available, help me again.

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Linda S.
Sitter Profile Image: Paula R.
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Paula R.
from
$20
per visit
15 years of experience
California, MD, 20634

About: With 15 years of experience, animals aren’t just my job, they’re my world. I bring genuine love and dedication to every pet in my care, whether they’re a playful pup, a curious kitten, or a wise senior companion. Beyond standard sitting services, I offer full grooming care including bathing, brushing, nail trims, teeth cleaning, and ear cleaning, so your pet comes home not just happy, but fresh and well-tended. Having these skills in-house means less stress for your pet and more convenience for you. Cats and dogs both hold a special place in my heart, and after 15 years, I’ve learned how to make every animal feel safe, comfortable, and loved, just like they would at home.​​​​​​​​​​​​​​​​ Pet care is woven into every part of my day. My mornings start with feeding, walks, and making sure every animal in my care gets one on one attention before anything else. Throughout the day I check in on their needs, whether that is playtime, grooming, or just some quiet companionship. Evenings are for winding down together, because pets thrive on consistency and I make sure they always feel settled and secure. This is not something I squeeze into my schedule. It is my schedule. Animals are my priority seven days a week, and that kind of commitment is something every pet owner deserves to know their sitter has. Whether I am in your home or mine, my goal is always the same, to make your pet feel safe, loved, and right at home. I tailor my care to each animal’s personality and routine, because no two pets are alike. When caring for pets in my home, they become part of my daily life. They sleep comfortably, play freely, and receive constant attention throughout the day and night. I keep things calm and nurturing so even nervous or anxious pets can relax and settle in. When visiting clients in their own homes, I follow your pet’s established routine as closely as possible. Familiar surroundings make a big difference, especially for cats and older pets who do best in their own environment. I handle everything from feeding and walks to grooming and cuddle time, so your home stays in order and your pet stays happy. Either way, you can count on updates and peace of mind knowing your fur baby is in experienced, caring hands.

Sitter Profile Image: Jazmine K.
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Jazmine K.
from
$25
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
15 years of experience
Lexington Park, MD, 20653

Jazmine has watched our dogs and kitten 3 times now and each time she’s done amazing and gone above and beyond for them we truly appreciate her and are very comfortable leaving our pets with her knowing they are in good hands! She’s so sweet and very accommodating. If you are thinking about booking her please do she’s awesome!

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Alexis R.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Lexington Park, MD, 20653

About: I have a variety of pet care experience, from a board in kennel worker, to a kennel technician at a humane society, and my own lived experience with 5 different dogs across my lifetime. I've never met a dog I couldn't get along with! I'm patient and give all the care I can to any animal in my care! I'm a graduate college student so if you need pet care during the week, it will have to be after 5 or before 9. The weekends are completely free and I would be happy to watch your dog or cat all day!! When I'm taking care of pets, I follow whatever routine is given to me as closely as possible. This includes regular feeding, letting dogs out to the go to the bathroom or play, and sitting with the dogs as much as I can, whether that be in the same room with them, or actively petting and playing with them. I try to be as present and caring as possible and I will follow any rules you have for your animals!

Sitter Profile Image: Alexis D.
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Alexis D.
from
$25
per visit
5.0 out of 5 stars
48 reviews
13 repeat clients
30 years of experience
Lexington Park, MD, 20653

Alexis took great care of our three dogs. She is attentive and noticed a wound that I forgot to tell her about on one of them and engaged with me about it. She stopped by as requested for multiple play times and to feed the dogs.

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Russell R.
Sitter Profile Image: Ruth D.
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Ruth D.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
California, MD, 20619

About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.

Sitter Profile Image: Shelby J.
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Shelby J.
from
$14
per visit
5.0 out of 5 stars
3 reviews
8 years of experience
Great mills, MD, 20634

About: I am detail oriented, professional, and reliable. I provide personalized, attentive pet care—never a one-size-fits-all approach. Every animal has their own personality and needs, so I tailor their routine to what makes them feel safe, comfortable, and happy. You can expect regular updates, photos, and check-ins (unless you prefer otherwise) so you always feel connected and reassured while you're away. I currently work on base, therefore, I am primarily available evenings and weekends, with some flexibility depending on your pet’s schedule. With enough notice, I can often adjust my availability when needed, but usually work 7-4. I follow all owner instructions closely, whether it’s walk schedules, fenced-yard playtime, crate routines, furniture rules, or how your pet is to be left when I’m out. Your pet’s wellbeing and your peace of mind are my top priorities.

Sitter Profile Image: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
15 years of experience
Patuxent River, MD, 20670

About: Moved to Lexington Park area from being stationed in Japan! With a lifetime of experience caring for cats and dogs, I know that pets are more than just animals—they’re family. I’ve raised three dogs and currently have both a poodle and a cat. My skills include puppy training, crate training, basic command training, and managing pets with medical needs, including medication administration. I’m also experienced with reactive dogs, allergies, and maintaining breed-specific grooming standards. As a passionate pet lover, I volunteered with the Red Cross animal visitation program while Active Duty & St Mary Animal Humane Society. You can trust me to treat your pets with the same love and attention I give my own! I work part-time and live 10 minutes from my house. I always check in on my pets during lunch. My husband works nights so he is home while I’m at work and we switch. I have a fenced yard, and lots of dog friendly walking areas. I have two friendly pets who do very well with other animals. I crate my dog when I leave home for safety & use cameras to check in on them.

Sitter Profile Image: MaryRose D.
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MaryRose D.
from
$14
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
10 years of experience
California, MD, 20619

Mary Rose took great care of my kitties. They were not intimidated by her presence and allowed her to take pictures and get petted. She is very professional, calm and compassionate. I will contact her if I need her another time.

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Linda S.
Sitter Profile Image: Riley P.
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Riley P.
from
$14
per visit
5.0 out of 5 stars
4 reviews
17 years of experience
Leonardtown, MD, 20650

Helped a ton by stopping in to take the dog out for a walk and did an awesome job!

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James M.
Sitter Profile Image: Sandra C.
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Sandra C.
from
$20
per visit
10 years of experience
Callaway, MD, 20620

About: I don’t have a lifetime of experience, but I love dogs. This is the new adventure for me to work with others. Dogs and I am so looking forward to it. I work part time so I can make myself available for overnights walking if they just need let out for the day, etc. sorry no aggressive dogs I am not able to take my dogs to others houses. I have two that are very friendly, but I have one that is not. I don’t have a fence so I have to take my dogs for walks or to the dog park.

Sitter Profile Image: Loren S.
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Loren S.
from
$25
per visit
5.0 out of 5 stars
13 reviews
8 repeat clients
6 years of experience
California, MD, 20619

Loren was great watching our animals! Responsive and sent updates!

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Emily A.
Sitter Profile Image: Paulina G.
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Paulina G.
from
$20
per visit
5.0 out of 5 stars
5 reviews
13 years of experience
Lexington Park, MD, 20653

About: I’ve dog sat and raised my terrier for the past 10+ years! I love dogs, and my terrier lived to almost 14 years. Now I’m looking to walk dogs mainly since I miss it! I am fluent in english and spanish. I work full time Monday through Thursday. I am available to dog walk any time Friday through Sunday or the occasional weekday evenings after 7 PM. I have experience walking both small dogs and large dogs. I am comfortable taking them around neighborhoods, to parks, or even taking them for a run!

Sitter Profile Image: Megan R.
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Megan R.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Leonardtown, MD, 20650

Megan has watched our 2 german shepherds several times and has the experience and attitude to handle them. This past visit, she was able to "rescue" a stick that was lodged in Roscoe's mouth when he got into mischief - Not many people would be brave enough to stick their hand into a shepherds mouth but he obviously knew she was there to help and trusted her ! Thank you so much for taking such great care of our pets :)

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Pamela L.
Sitter Profile Image: Katie T.
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Katie T.
from
$30
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
5 years of experience
Lexington Park, MD, 20653

Katie did great with my two furbabies and sent several photos! Will definitely have her come back!!

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Lauren V.
Sitter Profile Image: Briana H.
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Briana H.
from
$22
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
7 years of experience
California, MD, 20619

Briana is amazing and is great with my baby!! Always good having someone that my dog can warm.up to naturally and feel the same love I give him! Definitely will be using her again!!

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Devon H.
Sitter Profile Image: Shelby T.
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Shelby T.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
California, MD, 20619

Wonderful daily updates and great overall care/price. Definitely will rebook!

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Ted S.
Sitter Profile Image: Savannah R.
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Savannah R.
from
$20
per visit
25 years of experience
Callaway, MD, 20650

About: Throughout my life, I have been an exceptional pet sitter for a diverse range of animals, from playful puppies and independent cats to exotic birds and small mammals. My experience spans over many years, during which I've honed my skills in understanding and catering to the unique needs of each pet. I've always approached pet sitting with a deep sense of responsibility and love, ensuring every animal in my care feels safe, happy, and well-cared-for. My lifelong dedication to animal welfare is reflected in the trust and appreciation I've earned from pet owners, knowing their beloved companions are in capable and loving hands. With 90% of my time free, I am dedicated to providing perfect and attentive pet care. This availability allows me to focus fully on the needs of each pet, ensuring they receive consistent attention, exercise, and affection. Whether it's daily walks, playtime, or simply keeping them company, I can adapt to their routines and preferences. My flexible schedule means I can be there when you need me most, offering peace of mind that your pets are in caring and capable hands around the clock. I am experienced in handling a wide variety of animals and can cater to diverse pet needs. My pet-friendly home, complete with a fenced yard, offers a safe and enjoyable environment for outdoor activities. I frequently go on walks and hikes, ensuring pets get plenty of exercise and stimulation. With at least 90% of my day free, I am fully available to provide attentive and personalized care. Whether your pet requires specific dietary routines, medication, or just extra cuddles, I am committed to ensuring their happiness and well-being while you're away.

Sitter Profile Image: Kevin L.
Verified Enhanced Background Check
Kevin L.
from
$14
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
30 years of experience
Lexington park, MD, 20653

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.

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Callaway dog parents share their Rover experiences

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5.0 out of 5 stars

Came in clutch with the last second dog sitting! I love the pictures, updates and fixes on issues with the animals or the house. Brittany will always be my first go-to before looking for anyone else.

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Stephen H.
Drop-In Visits
5.0 out of 5 stars

Amazing pet sitter! She came to our house to meet the animals and get information on their needs and sent pictures during every visit. If anything were out of the ordinary we were informed and she asked if there was anything she was unsure of. 10/10

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Stephen H.
Drop-In Visits
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The median cost per night for dog sitting in Callaway is $20

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Sitters in Callaway average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Callaway on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Callaway dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 462 dog sitters in Callaway. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 87% of Callaway dog sitters respond in under an hour.

Dog sitters in Callaway have an average of 17 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Callaway.

Rover makes it easy to find Callaway dog sitters to provide loving care from their own home. The background-checked, 5-star dog 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 sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 462 dog sitters in Callaway on Rover, so you’re sure to find the perfect match for your dog! In Callaway, 100% of dog sitters offer daily exercise, 100% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks 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 sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.