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 12
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: Jessica C.
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Jessica C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
104 reviews
35 repeat clients
12 years of experience
California, MD, 20619

Jessica took excellent care of our senior dog. She spent time with our dog and made sure she didn't feel too lonely. Jessica also provided thorough updates about each visit. She exceeded our expectations with the level of care and communication-I recommend her highly!

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Nancy B.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
148 reviews
78 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 so great! Even on the initial meeting, she automatically loved on our dogs and they took to her so easily. What a great experience!

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Tracie B.
Sitter Profile Image: Brittany V.
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Brittany V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
128 reviews
38 repeat clients
18 years of experience
Callaway, MD, 20620

Brittany took great care of my Stella and gave her plenty of loves while I was away. She gave great notes on her visits and kept me up to date on all the things. She even cleaned the containers her prepped meals were in and washed out her bowl and cleaned up accidents. Definitely will use her again for my baby!

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Jennifer C.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$34
per visit
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
California, MD, 20619

Best sitter you can ask for. Shemoy would drop in for a visit to check on my babies. She’d make sure they got exercise, cleaned any messes, and sent the cutest photos on her way out. 10/10 would recommend!

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Tylandous G.
Sitter Profile Image: Bobbi H.
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Bobbi H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
170 reviews
62 repeat clients
17 years of experience
California, MD, 20619

Always have a great experience. I travel at very strange times often with about 3 hours notice. Never had an issue with response time, ability to come by or treatment of my sweet Zoe girl. Thank you!

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Alex A.
Sitter Profile Image: Melissa W.
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Melissa W.
from
$18
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Park Hall, MD, 20667

Melissa is an excellent cat-sitter. She has watched our cats for two different long (over a week) visits, and done a superb job. She is prompt and reliable in feeding them two times daily, plus litter clean-up and loving time. My favorite picture is my Calico cat licking her cheek in affection!

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Patricia S.
Sitter Profile Image: James L.
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James L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
89 reviews
32 repeat clients
33 years of experience
California, MD, 20619

James was great! He immediately boded with my cat Simba and took excellent care of him in the drop-in visits. Lots of pictures and chat for each visit, Thank you James!

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George W.
Sitter Profile Image: Hannah R.
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Hannah R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
5 years of experience
Lexington Park, MD, 20653

Hannah is the absolute best! She thinks my pup is just as sweet and adorable as I do. Perfect communication and questions asked for further details. I have complete trust in her. She’s really good at reading dog behavior too. I found my go-to dog sitter!

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Layne & Hendrik S.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
114 reviews
40 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Thank you so much for taking such great care of my pups. They are my family and knowing you were taking such great care of them while I was away was such a relief! Thank you again!!

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Maria S.
Sitter Profile Image: India B.
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India B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
11 reviews
4 repeat clients
30 years of experience
Callaway, MD, 20620

Great with dogs! Punctual and kept me well informed

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Timothy S.
Sitter Profile Image: Caitlin G.
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Caitlin G.
from
$20
per visit
5.0 out of 5 stars
69 reviews
17 repeat clients
20 years of experience
California, MD, 20619

So grateful for Caitlin & her loving & attentive nature! I know my babies are in good hands & will get ALL the love & affection while she’s there!

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Alexis D.
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: 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: Chrishauna M.
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Chrishauna M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
22 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: Jordan M.
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Jordan M.
from
$20
per visit
5.0 out of 5 stars
110 reviews
26 repeat clients
20 years of experience
California, MD, 20619

Jordan was super detailed with the care for my cats. Very responsive and provided lots of updates and pictures. I would recommend her to anyone!

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Kat H.
Sitter Profile Image: Jennifer E.
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Jennifer E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
30 reviews
8 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: Rebekah D.
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Rebekah D.
from
$20
per visit
6 years of experience
California, MD, 20634

About: I’ve cared for animals my entire life and truly love being around pets of every size and personality. I’m patient, gentle, and confident with all breeds from small dogs and seniors to high-energy pups and big lovable goofballs. I live with dogs and a cat of my own, so I understand how important routine, comfort, and trust are. I give every pet the same love, attention, and care I give my own. Caring for pets is naturally built into my day because I already have animals of my own. I plan my mornings, afternoons, and evenings around walks, feeding, playtime, and check-ins. I’m very flexible, so I can adjust my schedule to match your pet’s routine and needs Safety and trust come first. In your home, I follow your routines exactly—feeding schedules, walk routes, crate rules, and any house preferences. I always keep doors locked, double-check leashes and harnesses, and never rush a pet. I give each animal a calm, loving environment where they feel safe and understood.

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: 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!

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

Pet parents share their Rover experiences - Callaway

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5.0 out of 5 stars

Brittany is the best! She makes sure our older cats get their medications twice a day on schedule and has also managed to get our fraidy cat out from under the bed! We love her!

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Samantha W.
Drop-In Visits
5.0 out of 5 stars

Katie was great with our cat! We had her drop in a few times while we were gone and she took great care of him!

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Katelyn J.
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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  • 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

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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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Popular requests for pet sitting - Callaway

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Sitters in Callaway average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Callaway

Frequently asked questions about Rover

The average cost for Pet Sitting in Callaway on Rover is $17.76 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 471 sitters on Rover offering Pet 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.

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 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.

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.

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.

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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