Pet Sitting Callaway

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 15
pet parents in Callaway have booked pet sitting

Callaway, Find top rated pet 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: Brittany V.
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Brittany V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 132 reviews
39 repeat clients
22 years of experience
Callaway, MD, 20620

“Brittany was AWESOME, and my furry friend, Hugo, loved her! It was easy to work with Brittany, she was attentive to my and Hugo's needs, and communication was a breeze with her. I recommend Brittany, and I am thankful for her help :-)”

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Gail D.
Sitter Profile Image: James L.
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James L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 97 reviews
34 repeat clients
33 years of experience
California, MD, 20619

“Repeat customer of James because he is extremely reliable and takes care of our dog like she was his own. His Rover reports are also very detailed!”

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Mary P.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 158 reviews
82 repeat clients
22 years of experience
California, MD, 20619

“Leah stopped in each day to feed and medicate our two cats for a week. She was patient with our scaredy cats and always found them in their hiding spots, got their meds to them, and let us know how it went. Highly recommended!”

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Sara S.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$19
per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
6 years of experience
Patuxent River, MD, 20670

“Samantha was great through out the entire trip. She kept us up to date with good photos and clear communication. I appreciated her coming over ahead of the trip to meet the dogs and to get specific questions answered.”

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Ryan E.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$23
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
California, MD, 20619

“Stephanie was AMAZING!! She made us feel so comfortable. She was so prompt with check-in and updates. Our dog has seizures and she was knowledgeable and willing to accommodate that! 12/10 recommend”

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Sara U.
Sitter Profile Image: Victoria V.
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Victoria V.
from
$30
per visit
5.0 out of 5 stars
• 61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

“Torrie is amazing with my dog, Boston. She is always very communicative and sends photos with updates. Highly recommend and will definitely be requesting services in future!!”

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Jaclyn A.
Sitter Profile Image: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
16 years of experience
California, MD, 20619

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: Juliana B.
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Juliana B.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
California, MD, 20619

About: I’ve taken care of family friends and neighbors pets before and I also work at a kennel part time so I have experience with many different types of dogs! I’m currently working part time, so I can easily fit boarding or walks into my schedule! I can take care of boarding throughout the week, I would just have to let them out early in the morning before going to work for a couple of hours! I will do whatever the client is comfortable with their dog doing! I believe it’d be best to keep up the same schedule as if the owners were still home, if possible.

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.
Sitter Profile Image: Allison H.
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Allison H.
from
$30
per visit
30 years of experience
Callaway, MD, 20620

About: I have experience with large dogs and small dogs and love spending time with animals. I am currrently without animals at the moment which leaves more time for me to help others! I work full time but have availability some afternoons and evenings and also weekends. My job is also flexible so I’m able to take lunch breaks and work from home most days. I can work with your schedule and be flexible to what you and your animals need. Please just let me know what you’re looking for and we can work together to make that happen!

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$30
per visit
6 years of experience
California, MD, 20619

About: I have 6 years of experience caring for pets and understand how important it is to have someone you can trust with your furry family members. I provide attentive, loving, and reliable care while making sure each pet feels safe, comfortable, and cared for. I’m happy to follow your pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medications, and plenty of attention and affection. I understand that every pet has their own personality and needs, so I take the time to make sure they receive individualized care and feel as comfortable as possible while you’re away. I am currently working full-time, mostly remote with one or two days in the office each month. Working from home gives me plenty of flexibility to provide regular potty breaks, walks, playtime, feeding, and lots of attention throughout the day. I’m also happy to accommodate each pet’s normal routine as closely as possible. Your pet’s safety and comfort are always my priority. I provide a calm, attentive environment and carefully follow any instructions you provide regarding feeding, medications, walks, routines, or special needs.

Sitter Profile Image: Rebecca P.
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Rebecca P.
from
$30
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
11 years of experience
Lexington Park, MD, 20653

“Rebecca did a wonderful job watching my fur and feathered babies. She kept me updated with the happenings at the house with pics and messages and even tried to keep my plants alive (and there are a lot!). I would definitely book Rebecca again.”

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Crystal P.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$20
per visit
4.2 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
California, MD, 20619

About: I love animals especially dogs. I chose to dog sit because I love helping others and I know what it feels like to have to leave you pet behind or alone for extended hours. I would want to know that they are safe and in trustworthy hands and that's exactly how you should feel if your pet is left with me. They will be treated like family and nothing less. It should be a relaxing time for you to get a break away from the craziness but also for them to have some tail wagging fun! I’ve worked at a dog kennel for a two years and have lots of experience with all kinds of dogs I am a teacher so I work from 7-3, M-F. I can do anything around that schedule that you and I work out. I will care for every pet left with me as my own and how the owner asks for me to do so. Lots of love, respect, and understanding

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Madysen M.
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Madysen M.
from
$15
per visit
1 repeat client
17 years of experience
Hollywood, MD, 20636

About: I have taken care of dogs ever since I was little. I’ve grown up with them. At the age of 15 I started dog sitting doing things such as feeding, walking and playing with the dogs. I even stayed over if need be. My availability is very quite open at any time of day, I love to run and play with pups as part of my daily routine Unfortunately due to housing situations I am unable to bring your pup to me but I am more than capable to come over to your pup and play, run, even give them some treats and stay with them

Sitter Profile Image: Christina C.
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Christina C.
from
$40
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
8 years of experience
Lexington Park, MD, 20653

“Christina is an amazing animal person. She has gone above and beyond for us on more than a few occasions. When one of our cats became I’ll and we couldn’t find a vet to get us in, she made a few recommendations and we were into one that day. I wish we could bring her with us but moved out of the area.”

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Karl K.
Sitter Profile Image: Makayla M.
Verified Enhanced Background Check
Makayla M.
from
$15
per visit
3 years of experience
Leonardtown, MD, 20650

About: I have an immense love for pets, dogs especially! I have some experience being with family dogs and I have a 3 year old fur baby myself, who is a Shih Tzu and Bichon Frise mix. I take note of dog's body language, when they are tense and whenever they are ready to play. I have experience on how I should help a dog in the case they have trouble breathing. I especially love to bond and play with dogs! I ensure that your dogs are going to safe and have the best experiences with me!🤗 I'm currently working part-time, so I would have plenty of time to be with your fur babies! I am typically free on the weekdays from Monday to Friday. The earliest I can do a scheduled appointment for around 8 hours. My time ranges from the earliest at 8am and the latest at 9pm. In my home, I get rid of any harmful items on the ground or in sight of my pet. I clean my pet's bowl daily. I make sure to keep them company. I never leave them unsupervised for long hours. For your pet I will adhere to any strict feeding or medicine routines and communicate quick updates.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$35
per visit
4.9 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

“Elizabeth is always consistent, responsible, and kind. I appreciate that she visited my fur baby despite the snow. She’s my go-to cat sitter!”

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Kelsey W.
Sitter Profile Image: Virginia E.
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Virginia E.
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
40 years of experience
Clements, MD, 20624

“Virginia is patient and so kind with our girl! She’s always prompt and sometimes even stay longer to ensure our dog is comfortable! I can’t recommend her enough! 5 stars!!!”

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Amechia F.
Sitter Profile Image: Vanessa S.
Verified Enhanced Background Check
Vanessa S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 81 reviews
37 repeat clients
30 years of experience
Prince Frederick, MD, 20678

“Vanessa did a great job taking care of my cats while we were on vacation. She provided daily updates and made an extra attempt to find the cats in their hiding spots to make sure all was well. I would definitely ask her to pet sit again!”

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Stacy D.
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The median cost per visit for pet sitting in Callaway is $20

Pet parents share their Rover experiences - Callaway

1 / 1
5.0 out of 5 stars

I am so grateful for Brittany! I trust her completely with my 3 high maintenance dogs. She supplies lots of pics and details. They love her, even if Momo only admits it outside

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Leianne A.
Drop-In Visits
5.0 out of 5 stars

Brittany is fantastic. I have used her several times and she is so accommodating. Will use MANY more times! the dogs love her, even Momo

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Leianne A.
Drop-In Visits
5.0 out of 5 stars

Absolutely great especially if you have difficult cats, she was able to medicate a very feisty cat on extremely short notice (I have to chase him for 15 min sometimes). She also goes the extra mile to bond with them, extremely impressed, I fully recommend if you're looking for someone experienced and are worried about your cats getting the right care.

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Shaun P.
Drop-In Visits
5.0 out of 5 stars

Needed last minute help and India pulled through! She made a stressful day easier by walking and playing with our puppy. Will definitely be using again!

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Eh R.
Drop-In Visits
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  • 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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

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

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Popular requests for pet sitting - Callaway

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Callaway average 5
repeat pet sitting clients

FAQs for Pet Sitting - Callaway

Frequently asked questions about Rover

The average cost of Pet Sitting in Callaway on Rover is $20 per visit as of October 2026. Most bookings cost between $13 and $28 per visit. 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 October 2026, there are 458 sitters on Rover offering Pet Sitting across Callaway. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

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

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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