Dog Sitting Callaway

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

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Over 8
pet parents in Callaway have booked dog sitting

Callaway, Find top rated dog sitting

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

1 / 1
Sitter Profile Image: Micaya S.
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Micaya S.
from
$15
per visit
4.9 out of 5 stars
20 reviews
7 repeat clients
15 years of experience
Lexington Park, MD, 20653

About: Taking care of domestic and exotic animals growing up was an enjoyable, it gives this heartwarming feeling. I have over 15 years of experience of taking care different pets. I am willing to go out of my way for my pets, friends, family and new clients. I helped with dogs birth, puppies care, and senior care. I have a set schedule for my dog from the time I wake up to going to bed at night. Feeding, exercise and playtime will be tracked so you know your pet is getting what they need. I will obey all rules and schedule that is given to me for the best care for your pet. Your pet is in great hands, playtime and optional bathe will be included in house sitting so you can come home to a happy and clean pet if they end up having too much fun outside.

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: 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: Stephanie K.
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Stephanie K.
from
$20
per visit
5.0 out of 5 stars
5 reviews
20 years of experience
California, MD, 20619

We absolutely loved Stephanie K's care of our boys for the week. She came many times, played with Beau and Gideon, and said they were perfect gentlemen. Beau is an 85 lb golden and Gideon is our old man boxer mix. I did not feel so guilty leaving them home while we went to the beach with Stephanie K taking such good care of them. She sent us updates and pictures every day also. I would highly recommend her for taking care of your precious pups.

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Nancy K.
Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$55
per visit
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

Great pet sitter! This was my first time using Rover and I was a little skeptical at first; but Kathleen was very personable and accommodating. She made sure to update us the whole time we were away, and remained calm and collected when our home alarm went off and she had no way to reach us. She was very professional and Zoey absolutely loved her. Very happy with her services! 10/10 would recommend.

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sharnice r.
Sitter Profile Image: Madison H.
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Madison H.
from
$20
per visit
4.0 out of 5 stars
2 reviews
7 years of experience
California, MD, 20619

About: I am a responsible and dependable college student who genuinely enjoys caring for animals. I understand that every pet has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, safe, and well cared for while you're away. I am attentive to feeding schedules, exercise needs, medications, and any special instructions provided by owners. I also believe in keeping pet parents updated with regular messages and photos so they can have peace of mind while their pets are in my care. In my own personal experience I have worked with pets ever since I was 13 and have loved animals my whole life. I have watched multiple animals at one time, administered medication, provided walks, provided cuddles/play times, and provided over night stays for the past few years. Whether your pet enjoys long walks, playtime, or simply having a calm companion around, I will provide patient and loving care tailored to their needs. My goal is to treat every pet as if they were my own and ensure they receive plenty of attention, affection, and care. I am currently working a part-time internship related to my major for school. This internship only takes up 15 hours of my time during the week. I am available to play and care for your pets any time during the weekend and when I am not working. As I do not have my schedule yet, I estimate most of my time will be spent with your pets in the evening during the week and whenever we can make work! I am very flexible. Safety and comfort are my top priorities when caring for pets. In a client's home, I follow all care instructions carefully, including feeding schedules, medication routines, exercise needs, and any household rules. I make sure pets have fresh water, a clean environment, and plenty of attention and companionship while their owners are away. I understand that pets are often most comfortable in their familiar surroundings, so I work to maintain their normal routine and minimize stress. I also pay close attention to any changes in behavior or health and will communicate promptly with owners if I have any concerns. I treat every home and pet with respect, keeping living areas clean, securing doors and gates, and ensuring pets remain safe at all times. I provide regular updates and photos so owners can have peace of mind knowing their pets are happy, comfortable, and well cared for.

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: Taylor K.
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Taylor K.
from
$13
per visit
2 years of experience
Leonardtown, MD, 20650

About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work part time and have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.

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
49 reviews
14 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: 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
16 years of experience
Patuxent River, MD, 20670

About: Moved to California, MD 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: 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: 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: Kristen E.
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Kristen E.
from
$20
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
15 years of experience
California, MD, 20619

About: I have loved animals for as long as I can remember, and I would be honored to care for your pet friends! I currently have two sweet cats that I adore, and I frequently watch my family’s Havanese dog. I also have experience pet sitting and walking larger dogs, so I am comfortable with pets of all sizes. I have experience working with all ages, from helping with puppy and kitten training to providing gentle care to elderly pets. I tailor care to each pet’s needs, making sure they feel loved, safe, and happy while you’re away. My pets have big personalities, so I understand pets’ unique quirks and am happy to follow any special routines. Just let me know how I can help! My schedule is very flexible right now, so I have plenty of time to care for your pets! My Rover calendar is up to date with my availability, so don’t hesitate to reach out for any pet sitting, dog walking, or drop in visits. During visits, I focus on making pets feel safe and comfortable in their familiar environment. I carefully follow each pet’s routine for feeding, playtime, litter box care, or walks. I’m attentive to their behavior and needs, and I always respect my clients’ homes while providing loving, reliable care.

Sitter Profile Image: Zenie N.
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Zenie N.
from
$15
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Solomons, MD, 20688

Zenie is such a sweet and kind soul! She was really great about sending updates with photos of our pups. Zenie also did a great job at cleaning up muddy prints from the floor since it was a little rainy while we were away. 😊 She even left a such a thoughtful note and "ducked" me since she is a fellow Jeeper. We look forward to booking with her again!!

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Nicole V.
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: 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: 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: Raymond M.
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Raymond M.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
California, MD, 20619

Raymond did an amazing job with our cat and dog while we were out of town. He was very attentive, and gave constant updates everyday. It’s always never wracking to leave your animals with someone you do not know, but Raymond truly put all our nerves to rest with his exceptional communication and daily pictures. We will definitely be using Raymond again in the future!

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Kayla R.
Sitter Profile Image: Katie T.
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Katie T.
from
$30
per visit
5.0 out of 5 stars
17 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.
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The median cost per visit for dog sitting in Callaway is $20

Dog parents share their Rover experiences - Callaway

1 / 1
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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.

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    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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Sitters in Callaway average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Callaway

Frequently asked questions about Rover

The average cost for Dog Sitting in Callaway on Rover is $16.65 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of July 2026, there are 463 sitters on Rover offering Dog Sitting across Callaway. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Callaway stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Callaway choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Callaway with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 94% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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