Dog Sitting Callaway

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

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Over 12
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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: Julia F.
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Julia F.
from
$25
per visit
5 years of experience
Mechanicsville, MD, 20659

About: I have been pet sitting for about 5 years now! With lots of experience with senior dogs and animals in need of more attentive care! I am fully available to housesit along with pets! I work a wonky schedule but the animal or persons baby also comes first! I am fully available 7 days a week! I am much more able to give my upmost priority and attention when staying with the animal in their home. I am not able to host animals at the moment. Not until I move. If that was not going on I would absolutely be able to host.

Sitter Profile Image: Adin W.
Verified Background Check
Adin W.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
6 years of experience
Charlotte Hall, MD, 20622

About: I have 6 years of hands-on experience caring for my friends and family dogs of all sizes and temperaments, from large breeds like German Shepherds and Pit Bulls to smaller breeds like Yorkies and Corgis. I’m comfortable with energetic dogs, couch loving dogs, playful puppies, and affectionate companions, and I understand the importance of patience, routine, exercise, and making every pet feel safe and cared for while their owner is away. I recently graduated high school so my schedule is very flexible and open to provide routine dependable care for home and your pets while you are away. I always make your pets safety and well being a top priority by keeping pets in a stable safe environment including outside in yards, on walks, as well as inside their home.

Sitter Profile Image: Chailyn M.
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Chailyn M.
from
$14
per visit
2 repeat clients
5 years of experience
White plains, MD, 20695

About: I have several years of experience providing dependable and compassionate pet care for dogs of all sizes, breeds, and personalities. I have cared for both small and large adult dogs through regular walks, drop-in visits, and pet sitting, ensuring they receive the exercise, attention, and care they need. I am comfortable handling energetic, strong dogs as well as senior dogs that require a gentler approach. My priority is always the safety, happiness, and well-being of every dog, and I treat each pet with the same love and care I would give my own. I am currently working part-time so I have plenty of time to check in on pets. Prefer morning walks and late afternoon walks.Have an open schedule. When caring for pets in clients’ homes, I make sure they stay comfortable by following their regular routines. I provide fresh food and water, take dogs on walks, let them outside for bathroom breaks, clean up after them, administer medication if instructed, and spend quality time playing with and comforting them. I also keep the home clean and secure by bringing in mail or packages if requested, watering plants, and ensuring doors and gates are locked before leaving. My goal is to give pet owners peace of mind by providing reliable, attentive, and loving care while they are away.

Sitter Profile Image: Alexia M.
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Alexia M.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
3 years of experience
La Plata, MD, 20646

About: I have hands-on experience caring for a wide variety of animals and feel very comfortable handling pets with different needs and personalities. I currently work in recreational therapy twice a week, which has helped me develop patience, responsibility, and strong attention to detail skills that carry over into providing safe and attentive pet care. As an online college student, I have a flexible schedule that allows me to give pets the time, consistency, an supervision they deserve. At home, our family has five dogs, so I am very familiar with managing multiple pets at once and maintaining consistent schedules. In addition to daily care, I have experience with overnight dog sitting that includes week-long stays where I handled feeding, walks, playtime and managing pet's normal routines. I have cared for puppies, senior dogs, and cats and I understand how to adjust care depending on energy level and age. I have also taken care of chickens while house sitting, so I am comfortable with a variety of animals beyond just dogs and cats. I am able to drive, which allies me to be available for drop ins, walks, and emergencies if needed. Overall, I am dedicated to making families feel safe with leaving their pets at home and making the pets feel comfortable and cared for while their owners are away. I currently work part time and am an online college student. I work Wednesday and Friday nights from 4pm-9pm. For my college classes I do not have to be on any type of zoom, so I do my course work at my own pace. I provide care in my clients home so pets can stay in a familiar, low-stress environment and maintain their normal routine. I follow all care instructions including feeding schedules, walks, medications if needed, and any specific preferences the owner provides. Safety is my top priority. I make sure doors, gates, and crates are secure and keep pets aware from anything that may be unsafe. I work to build trust with both owners and pets by being consistent, patient, and respectful of each pet's personality. I also have reliable transportation, so if an emergency does arise I can provide additional needs.

Sitter Profile Image: Brittany L.
Verified Enhanced Background Check
Brittany L.
from
$20
per visit
5 years of experience
Brandywine, MD, 20613

About: I have had my baby Dakota for 6 years, ever since she was a pup! I have seen all stages and loved her through them all. I would love to provide that same love to your baby when you are not around! After having Dakota, I definitely understand the term “a dog is a man’s best friend”. She has loved me through so many stages of life and helped me overcome a lot. I cherish her presence and company like no other. I would love to care for your baby as if they were my own while you are in need of time away. I work a 9-5. I will care for your pet in the morning before I leave and as soon as I return home. Then take them to the park to have a fun time and socialize. I live in a single family home. I will ensure your baby is cared for and receiving their exercise. For example, walks, activities outside, or even allowing them to frolic outside.

Sitter Profile Image: Jai B.
Verified Enhanced Background Check
Jai B.
from
$10
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Bowie, MD, 20716

“Jai was very sweet and kind, taking the time to get to know my Laidi. She's very attentive and good at troubleshooting any issue; I recommend her 10/10!”

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Jessica C.
Sitter Profile Image: Davghn P.
Verified Enhanced Background Check
Davghn P.
from
$15
per visit
25 years of experience
Anacostia, Washington, DC, 20019

About: Since birth I've always had pets. From dogs,Cats and reptiles but dogs will forever have my heart. I’m a huge sucker for big dogs I’ve had cane corso and husky my whole life. I work from home so I am the definition of flexible. I can regularly fit pet care into my daily and weekly routine as I do with my own pet. I provide a happy , safe, and healthy stay for my/your dog whether that means taking them on a walk, making/feeding them healthy treats !

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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

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

Profile image
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

Brittany was very communicative and gave our body lots of loving. Would definitely book with her again. She eased our minds while we were on vacation.

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Sara U.
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 dog sitting

  1. 1. Search

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

    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.

Popular requests for dog sitting - Callaway

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Sitters in Callaway average 5
repeat dog sitting clients

FAQs for Dog Sitting - Callaway

Frequently asked questions about Rover

The average cost of Dog Sitting in Callaway is $21 per visit as of October 2026. Most bookings cost between $13 and $28 per visit. On Rover, 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 447 sitters on Rover offering Dog 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.

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 .

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.

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 .

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:

  • 90% 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.

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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