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.

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Sitter Profile Image: Zenie N.
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Zenie N.
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
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: 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: Micaya S.
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Micaya S.
from
$15
per visit
5.0 out of 5 stars
22 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: Claire L.
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Claire L.
from
$18
per visit
5.0 out of 5 stars
5 reviews
8 years of experience
Solomons, MD, 20688

Claire was amazing and we can’t thank her enough for taking such good care of Clyde. Clyde was so excited to see Claire and couldn’t wait to have their awesome walks and play time. Claire definitely loves animals and goes above and beyond making sure they’re well taken care of.

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Molly D.
Sitter Profile Image: Cole K.
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Cole K.
from
$20
per visit
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: Sarah F.
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Sarah F.
from
$20
per visit
5.0 out of 5 stars
55 reviews
11 repeat clients
30 years of experience
Leonardtown, MD, 20650

Dependable, pet care knowledge of other pets. Our cat readily loved her and came out of hiding to greet her. Highly recommend her pet services.

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Lauren K.
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: Alexis D.
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Alexis D.
from
$25
per visit
5.0 out of 5 stars
52 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: Samuel H.
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Samuel H.
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
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: Charity M.
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Charity M.
from
$20
per visit
8 years of experience
Lexington Park, MD, 20653

About: I have always been in love with dogs. When I was little I would go to the library and read the dog encyclopedias and then go home and watch animal planet breeds. I currently have a Great Pyrenees named Maui Jim and I’m literally obsessed. I am currently a stay at home dog mom. I love going to the gym, trail running, and grabbing a coffee. I have the free time to care for your pooch! I understand how to properly care for dogs as I have one myself. I have experience working with all types of dogs from my time at the DogSpot Hotel. I am willing to crate dogs if needed, and I am a very fast learner if your home has any security measures in place for me to use.

Sitter Profile Image: Ryan R.
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Ryan R.
from
$20
per visit
13 years of experience
Lexington park, MD, 20653

About: What sets me apart as a sitter is the level of care, patience, and attention I give to every pet as if they were my own. I understand that every animal has a unique personality, routine, and comfort level, and I take the time to learn what makes them feel safe and happy. I’m especially comfortable caring for puppies I also grew up taking care of English bulldogs and understand the importance of consistency with potty training, basic commands, and positive reinforcement. I’m also attentive and gentle with senior pets, making sure they receive extra patience, medication support if needed, and a calm environment. I’m reliable, communicative, and always keep pet parents updated with photos and messages for peace of mind. My goal is to make sure your pet feels loved, secure, and well cared for while you’re away My schedule is pretty open. I am always flexible depending on what I have scheduled. I do work but only part time. I make time for the pets I watch. I love to take my dog on walks my animals are house dogs they spend time with me and enjoying life not in a cage though they do have one and love to just lay in there but there environment is safe and welcoming.

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

As many pet owners - we were a little apprehensive to leave our two "big furry children" with someone they weren't familiar with. Not only for our dogs sake but...well two big german shepherds can be a little intimidating to some folks. Megan did a wonderful job introducing herself and from then on - Rosie and Roscoe welcomed every moment she gave them. Megan sent twice daily "report cards" and kept us well informed. Our dogs weren't lacking for anything on our return. We really appreciate being able to leave home knowing our "children" are being well cared for. Thanks soo much Megan!

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Pamela L.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$20
per visit
10 years of experience
Lexington Park, MD, 20653

About: I have always been around all different animals all growing up, and understand it comes with patience, and love most of all . I have always believed animals have feelings just like we do as humans ! I’m currently working park time and am available any time of the day/night except Tuesdays & Thursdays. I can come in and play , go on a walk , feed, and sit and show love . I can come into clients home, and focus entirely on the animals giving them the care they need while understanding it is not my home .

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: 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

Excellent experience with Briana. She communicates well, shows up in time & is friendly. You tell that she really cares about our pet. It was our first time with Rover and Briana and it was a wonderful experience. We could not be happier!

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Marie V.
Sitter Profile Image: Emilie P.
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Emilie P.
from
$19
per visit
4.8 out of 5 stars
12 reviews
4 repeat clients
7 years of experience
California, MD, 20619

Amazing dog sitter!! Emilie kept us updated at every visit with our dogs. She really went above and beyond for our dogs and we can't thank her enough for all that she did while we were away. Also, the pictures were so great to receive. Thanks again for putting our worries at ease. Would definitely recommend her and rebook with her!

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Pamela L.
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 mostly because 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: 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: 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: Brandy R.
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Brandy R.
from
$22
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
30 years of experience
California, MD, 20619

About: I have taken care of numerous animals over the years and I love them all. I have cats and dogs and they don’t mind each other at all. I have helped my friends and neighbors with pet sitting while they have gone away. I am currently free to help care for your animals throughout the week and when you are away for trips. I am very flexible and look forward to meeting everyone. I have a fenced in yard and a fenced in dog run. My dogs are friendly and I have a crate for my dogs if needed.

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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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Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Callaway

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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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