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 11
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.

1 / 1
Sitter Profile Image: James L.
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James L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
84 reviews
30 repeat clients
33 years of experience
Leonardtown, MD, 20650

James goes above and beyond for the kitties, and for us. If there is something that needs to be done, he does it, and he always keeps in excellent contact with us, no matter what. We love (and the kitties love) James!

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Elena G.
Sitter Profile Image: India B.
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India B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
9 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: Brittany V.
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Brittany V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
128 reviews
37 repeat clients
18 years of experience
Callaway, MD, 20620

Brittany is great! She came twice a day for our 16 year old cat who’s on medication and our other cats loved her (even the ones that don’t like anyone 😹)! Lots of pics and updates. Definitely will be booking her again!!

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Samantha W.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$20
per visit
5.0 out of 5 stars
108 reviews
26 repeat clients
20 years of experience
California, MD, 20619

Jordan is by far the most professional and caring pet sitter that I have ever met. I could not recommend her more. She sends me tons of photos and a very detailed overview of what happened during her time at my house. 5 stars is not enough!

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Shane E.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
96 reviews
33 repeat clients
12 years of experience
California, MD, 20619

Jessica was amazing, my pups loved her and she took good care of them! She was also available on short noticed. Will definitely be a returning customer of hers.

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Michelle E.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
104 reviews
40 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Linda did a wonderful job taking care of my cat while I was away. She also went above and beyond basic needs, which I am truly grateful for. I would highly recommend her to anyone looking for a pet sitter!

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Leslie M.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
146 reviews
74 repeat clients
22 years of experience
California, MD, 20619

Was able to come let my big guy out and fed him while we were visiting family for the holiday. Gave me more family time knowing he'd been taken care of.

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Amanda K.
Sitter Profile Image: Hannah R.
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Hannah R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
16 reviews
4 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: Victoria V.
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Victoria V.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
61 reviews
21 repeat clients
35 years of experience
California, MD, 20619

Torrie is someone you can fully trust with your pets! She is extremely prompt in communicating, takes the best pictures, and your dogs and cats will have the best time! She’s perfect for all pet parents, especially anxious ones 😅 She has such a sweet spirit about her too. Thanks again Torrie!

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Ellen L.
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
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: 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: Shemoy S.
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Shemoy S.
Star Sitter
from
$34
per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
20 years of experience
California, MD, 20619

As usual, Shemoy was wonderful with our kitties and taking care of our house during her visits. This is the second time we have used her and she is great!

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Elena G.
Sitter Profile Image: Cole K.
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Cole K.
from
$20
per visit
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: Kathleen S.
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Kathleen S.
from
$25
per visit
5.0 out of 5 stars
179 reviews
61 repeat clients
8 years of experience
California, MD, 20619

Kathleen was wonderful! She updated me everyday, sent pictures and since we were in the middle of a serious heatwave, considered my pups well being by ensuring they were only out for a short time and provided fresh water. I will be leaving them with her again at the end of the month and have total confidence in her ability.

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Ann J.
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: 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: 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

Caitlin was amazing! She kept me informed and definitely helped me feel at ease in the mist of everything I had going on with work. An added plus, was my fur baby was happy!

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Devon H.
Sitter Profile Image: Anthonia N.
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Anthonia N.
from
$15
per visit
1 year of experience
California, MD, 20619

About: What sets me apart is the genuine care and attention I give every pet. I treat each one like family and tailor my care to their unique personality and needs. I’m patient with puppies, helping reinforce routines like potty breaks and basic training, while also providing gentle, attentive care for senior pets who may need a slower pace, medication reminders, or extra comfort. I prioritize safety, reliability, and communication, and I’ll always keep you updated with photos and messages so you can feel confident your pet is happy and well cared for while you’re away. Pet care fits into my routine very easily because I plan my day around being consistent and responsible. I’m able to schedule visits in the morning, afternoon, and evening depending on what each pet needs. I make time daily for feeding, walks, playtime, and litter box cleaning, and I stay flexible for any special routines or medication schedules. Weekly, I organize my availability so I can give each pet enough attention without rushing, making sure they feel cared for and not alone for long periods of time I care for pets by keeping their environment clean, safe, and familiar. I follow routines closely, provide food, water, walks, playtime, and give consistent attention and comfort.

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: 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.
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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

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
1 / 1
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Book with peace of mind

  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

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

    It's that easy! All payments are processed through Rover's secured platform

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 July 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 July 2026, there are 477 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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