Pet Sitting Leonardtown
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 107 pet parents in Leonardtown have booked pet sitting
Leonardtown, 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.
“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!”
“My dogs loved her immediately! A wonderful, professional- couldn’t have asked for more. Pictures and check ins. My dogs were happy when I got home well taken care of.”
“This is the second time I have had James come and care for my cats while I am out of town. He was very communicative and gave detailed updates and pictures of my cats which was really nice. I would definitely recommend him if you need cat care!”
“Rileigh was amazing! She was super communicative from start to finish, showed up right on time, and took great care of my pup. I loved the photo updates—such a nice way to stay connected while I was away. It’s clear she really cares about the dogs she walks. I’ll definitely be booking with her again. Highly recommend!”
“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!”
“Brittany is truly amazing!! Her flexibility, care, and personality is beyond five stars!! She goes over and beyond! First time having Brittany take care of my fur baby and I can say I will DEFINITELY use her again!”
About: We are a dog loving household with a 8 year old super friendly jack russel of our own who loves playing with other dogs big or small. We both grew up around dogs big and small and love animals. We love going out back to playing catch and going on family walks to the park with the dog. When you board your dog with us rest assure they will be treated as part of the family. I am currently a SAHM so the dogs get lots of attention and playtime we have a fenced dog area in our backyard, allowing the dogs free range to run and play with eachother. we have also have a side of the house specifically blocked off just for the dogs in the case that they want to rest without being bothered. I am sahm during the week and my husband ia home on the weekend while I work so there is always someone here to give thw dogs attention. I have a fenced dog part and a friendly jack russel as well as 2 kida who love to play and tired the dogs out.
“Absolutely the best! Chloe kept us informed and updated on our pups the entire length of our trip. We were able to relax and enjoy our vacation knowing Chloe had everything taken care of at home!”
“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!”
About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.
About: I grew up with dogs and would help care for them, from walking, to feeding and bathing. I've also helped friends with theirs. I've cared for dogs as small as pugs and dachshunds to as big as collies and pitbulls. I work part time and have a very flexible employer! I'm willing to stop by anytime from 8am to 2am and am willing to house-sit as well. I do not offer boarding at my own home but if you asked anyone who knows me theyd tell you that I'm very cleanly, organized and respectful. I will always do my best to adhear to any instructions you leave for your baby and I do have experience kennaling big dogs.
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!
“Good first experience using Rover and Susanne. We met prior to the drop in to ensure a good fit. She asked questions and if we had any. Showed in the drop in window, played with the dogs and wrote a thorough check in with pictures. We appreciate Susanne being able to drop in & how quickly our pets took to her.”
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.
“We absolutely loved Stephanie K's care of our boys for the week. She came many times, played with Beau and Gideon, and said they were perfect gentlemen. Beau is an 85 lb golden and Gideon is our old man boxer mix. I did not feel so guilty leaving them home while we went to the beach with Stephanie K taking such good care of them. She sent us updates and pictures every day also. I would highly recommend her for taking care of your precious pups.”
The median cost per visit for pet sitting in Leonardtown is $20
Pet parents share their Rover experiences - Leonardtown
Alecia was a great drop in sitter for our two feline fur kids. She did a nice detailed meet and greet prior to our trip out of town and met our cats. She checked in often and took lots of cute pics. I would certainly use her services again for future sitting and drop in sessions.
Rileigh is the perfect person to chose to take care of your pets! She cared for our two small dogs, one of them being older and a little bit of a pain. She was prompt on every visit, sent pictures and updates of babies. It had rained and she even went out of her way to clean up the muddy paw prints. We had the biggest peace of mind knowing Rileigh was caring for our dogs while we were away. Will definitely be booking her again in the future!
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Leonardtown sitters!Sitters in Leonardtown average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Leonardtown
Frequently asked questions about Rover
The average cost for Pet Sitting in Leonardtown on Rover is $22.2 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 659 sitters on Rover offering Pet Sitting across Leonardtown. 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 Leonardtown 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 Leonardtown. On Rover:
- 98% 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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