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: Jillian W.
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Jillian W.
from
$15
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
Lexington Park, MD, 20653

“Jillian drops in daily to let my pups out to play and is amazing with them. She helps train and allows them much needed mid day exercise. Very responsive and communicates well. Trustworthy in home while away. My go to pet sitter.”

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Mike L.
Sitter Profile Image: Donna K.
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Donna K.
from
$25
per visit
5.0 out of 5 stars
• 25 reviews
10 repeat clients
10 years of experience
California, MD, 20619

About: I have many years of dog care experience! I have a decade of professional kennel experience but I've been taking care of dogs way before that. I grew up with many breeds especially when I lived on a ranch in Florida. I am experienced with any age of dog! I LOVE senior dogs so if you have an elder furry friend and you wish for them to be fully taken care of & tended to, feel free to reach out! I’m good with puppies, adults, seniors, big breeds, challenging dogs etc. I will tend to their needs and give them the necessary love, attention and care that they require while you are away. I can let them out to potty lots of times in day. Let me know their routine and I will be sure to follow through with it while they are with me! I will treat them as if they were my own! I will also stick with any set routine/care that they have and will be sure they stay happy and healthy. I always keep my house secure and am always careful when leaving the house so nobody runs out. I live in a peaceful and quiet neighborhood. I will send daily updates with pics to ease your nerves on leaving your beloved furry friend. I strive to make your pets feel comfortable, let me know of anything that is needed to help them stick to their usual routine and living style!

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: Wade L.
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Wade L.
from
$10
per visit
2 years of experience
Park Hall, MD, 20667

About: I used to have a dog as I grew up and took care of it for many years and have recently helped take care of my landlord's dog as well. I live in a subdivision so I am more than aware of the practice of curbing the dog. I am very special with pets and love taking care of them. I will make sure your pet gets plenty of attention and all the care it needs and not just the bare basics of food water and walks. I also have taken care of a cat too so I am more than willing to take care of cats as well, but I strongly prefer to take care of dogs only. I love dogs of all breeds and sizes.

Sitter Profile Image: Alexis D.
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Alexis D.
from
$25
per visit
5.0 out of 5 stars
• 52 reviews
15 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: Keira H.
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Keira H.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Tall Timbers, MD, 20690

About: I have had dogs for my whole life. I volunteered at an animal shelter and learned all about dog behaviors. This has helped me better understand them. I currently have a part time job with a very flexible schedule. I can easily work around it to fit your schedule better. Message me for more schedule information! At this time I am only able to care for pets in your home. I will ensure they have regular bathroom breaks, play time, and lots of cuddles!!

Sitter Profile Image: Kristen E.
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Kristen E.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
15 years of experience
California, MD, 20619

About: I have loved animals for as long as I can remember, and I would be honored to care for your pet friends! I currently have two sweet cats that I adore, and I frequently watch my family’s Havanese dog. I also have experience pet sitting and walking larger dogs, so I am comfortable with pets of all sizes. I have experience working with all ages, from helping with puppy and kitten training to providing gentle care to elderly pets. I tailor care to each pet’s needs, making sure they feel loved, safe, and happy while you’re away. My pets have big personalities, so I understand pets’ unique quirks and am happy to follow any special routines. Just let me know how I can help! My schedule is very flexible right now, so I have plenty of time to care for your pets! My Rover calendar is up to date with my availability, so don’t hesitate to reach out for any pet sitting, dog walking, or drop in visits. During visits, I focus on making pets feel safe and comfortable in their familiar environment. I carefully follow each pet’s routine for feeding, playtime, litter box care, or walks. I’m attentive to their behavior and needs, and I always respect my clients’ homes while providing loving, reliable care.

Sitter Profile Image: Ashleigh H.
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Ashleigh H.
from
$14
per visit
8 years of experience
Hollywood, MD, 20636

About: My love for animals started the day a stray Bassett hound wandered into my garage at the ripe age of 4. Ever since then I have taken in all animals under my care as my own! I love take care of all the furry friends! I have personally owned puppies, big dogs, cats, fish, hedgehogs and gerbils - although not at the same time (could you imagine, yikes) and watched after the same! I have done any and all visits whether it is a quick play date or a longer visit due to vacation! I enjoy building a long term relationship to provide a dependable sitter throughout the year! I have a child in elementary school and work at a high school during the day. If and when an overnight sitter is needed, I assure you I make arrangements prior to accepting to give my 100% to your fur baby! I like to mimic the care the dog has at home to make sure they are most comfortable. In the beginning I expect normal hesitation, so I am patient and playful to earn trust until everyone is comfortable.

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: 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: 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: 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: 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: 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: Denise R.
Verified Background Check
Denise R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 146 reviews
57 repeat clients
5 years of experience
hollywood, MD, 20636

“She was great with our two senior dogs. Would use her again.”

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Angela M.
Sitter Profile Image: Tisha R.
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Tisha R.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Lexington Park, MD, 20653

“My cat is normally quite wary of new people, but she seemed to warm up to Tisha very quickly. Tisha also helped clean up a kitty mess which was more than I could’ve asked from her. Highly recommend!”

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Arthur
Sitter Profile Image: Kathryn A.
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Kathryn A.
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Leonardtown, MD, 20650

About: I’m an experienced, reliable, and responsible pet sitter who truly loves animals. I understand how important it is to have someone you can trust to care for your pets when you’re away, and I treat every pet as if they were my own. I am a stay at home mom of 5 two legged children and 2 four legged children with a background in healthcare. I’m here day and night to help with your pet care needs. I have a large fenced in yard for exercise, and a screened in porch. I can set up a crate if needed. We have 2 large friendly dogs to keep your baby company. Fresh water, regular feeding, medication administration if needed and lots of love! I can guarantee your pup will never get lonely!

Sitter Profile Image: Breanne S.
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Breanne S.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
California, MD, 20619

“Bre did an awesome job watching our puppy and kitty.. They were so happy when we got home. She took Peanut on nice walks and Loki was super happy. We would love to have her watch them again int e future.”

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Kristin K.
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

“Kathleen again gave us peace of mind as we went to visit family! Katu now knows Kathleen as well as she knows him. I recommend highly Kathleen as she is a natural with animals. Katu is now 17 years young!”

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Karen G.
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.
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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

Brittany was amazing! Our pets absolutely adored her. She left very detailed notes, and sent great pictures. We couldn’t have asked for a better person to come take care of our babies. If I could give her more than 5 stars, I would!

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Kay L.
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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  • 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?

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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 dogs like family

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Popular requests for dog sitting - Callaway

Select a filter and find qualifying sitters offering dog sitting.

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 on Rover is $21 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 454 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 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 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 Meet & Greet .

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 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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