Pet Sitting in Ashland Landing
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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Top rated Ashland Landing pet sitters

About: I’ve had different types of dogs since I was young. I’ve trained dogs for all types of reasons. I’m a lover of all pups and can handle your dogs needs. I own a large property specifically for the environment, which is perfect for dogs. I look forward to meeting your doggie and returning a happy pup back to you. Please message for any details. I’m available on weekends and weeknights. I work full time M-F, so weekends are primarily open. While I can do many activities during the work week, I am gone about 8 hours for my primary job. Weeknights and weekends are available. I have a large property with plenty of room to roam. Chickens in the yard (in coop). I have a 6 year old pup of my own that is very docile, loves other animals and gets along with them easily, and is my number two. I don’t have a fence because my dog is perimeter trained. However, I can perimeter train your dog too or walk them on a leash if that is preferred. I plan to add a fence soon and will update this once I do.

“Marissa is the best cat sitter! She helps all of my cats feel comfortable while I travel! She is attuned to all of their needs, and understands what my cats want! She is very responsive and proactive! I will choose her every time! I love her. She’s the #1 cat sitter!”


“Jackson was dependable and tried his best to befriend our scaredy-cat. He finally won him over! Jackson also did a great job keeping us posted throughout the week, which gave us peace of mind.”


“Great experience with Shaun. Despite short notice just before Christmas, he was available and was great about meeting our cat before we booked him. Would definitely use him again.”


About: *New client special- first booking free for dog walking or drop in visits- message me for details **love animals especially dogs and horses. I have 2 dogs, a German Shepherd mix and a Beagle mix, ages 11 and 8. One of my favorite things to do is walk my dogs. Many of family friends also have dogs that come over. I’m a teacher available 24/7 for the summer. When school starts I am available weekday mornings 6-11 /evenings 5-10 and all day on the weekend I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. Meet and greet of dogs would be needed before any overnight stays with us.

About: My family got a Havanese when I was 14 years old and she just passed away February 2024. Recently, my partner and I got a Micro Bernadoodle puppy in June 2024. Neighbors and friends have relied on me to walk and take care of their pets since I was in high school! I am a teacher during the school year so I have all summer off! I am available most days for a walk or a quick stop-by. Currently, I have a puppy at home so I am very attentive when it comes to safety for your fur baby. When walking your pet, I can always bring my puppy with me for a friend if you want your dog to be socialized!

About: I've had the privilege to care for many types of animals through my life. Caring for animals is my passion in life, and I will happily care for yours like they are my own. My private sitting is more cost effective than boarding you pets. If you have multiple pets I am willing to negotiate my fees to help you afford quality care for your pets. It causes them less stress being in their own home. They won't be around pets they don't know. There will be no chance of them catching an animal illness or be injured by another pet. I will only be caring for your pets so they will have all of my attention and affection the whole time you are away not divided among however many pets are being boarded during that time. I can also stay with them overnight so if anything happens they will not have to wait until someone arrives in the morning to check on them. I will keep your pets on whatever schedule you would like. Depending on your needs I will happily take them for walks, play with them, love them, and am comfortable giving meds. I have taken care of pets for friends, family, neighbors, and clients. I also have experience with many types of animals, but will follow the instructions you give as you know what your pet needs more than anyone else. I will send photos and updates however often you would like to let you know how they are doing. Unlike leaving them at a boarding facility your pets will be the only ones I am caring for and will receive my full attention. I will also always have my phone on if you need to reach me about anything. I currently live with my husband, 4 dogs, 1 bird, and several hermit crabs. I work primarily on my computer and am home most of the day. My husband can care for our pets when I am not home so I can focus fully on caring for yours. If you need someone who can stay home all day with your pets while you're away, I can easily work remotely from your home. I may need to occasionally run errands, but unless discussed before hand, I will not be gone for more than 2 hours. I am currently unable to stay away from my home for more than 2 days as I have family obligations that are preventing me from staying longer. I should be able to return to longer overnight stays in the summer. I work remotely from home. This leaves me in a great position to work remotely from your home while caring for your pets. I also make my own schedule so if you just need me to stop by: to feed, play with, pet, walk, or just be there so they aren't alone all day, I will happily do that too. I will always listen to what you tell me your pet needs. For example if you have a fenced yard that you would like me to walk them in on a leash, I will do just that. I won't make assumptions about what is safe for your pet. You know them best and I will care for them in whatever way you want me to. Their health and safety is always my top priority.


About: I've been around animals as long as I can remember. I currently have a puppy named Star and three cats Persephone (Purrsi), Odin and Loki. I foster for the local QA shelter and have worked in a vets office for a short time. I am lucky enough to work out of my house or remote so I am available seven days a week with enough notice. I can come to you or provide care in my house. I live in an end unit Duplex. I have a fenced in yard complete with a puppy pool and beds for lounging. I can provide care in my home or come to yours. Following directions and care requests provided is not a problem.


“Jenna was a wonderful and competent pet sitter!! My dogs are not easy. They jump, they're big, they pull on the leash. Jenna handled them expertly. She came over when we were in a pinch, understood the directions completely, and we were so relieved and happy to have her care for our two. We got pictures of the dogs and good communication. It was obvious that they were well cared for. I definitely recommend Jenna!”


About: I’ve been dog walking and sitting for neighbors since I was 12 years old. I’ve dog sat multiple types of dogs. I’ve done dog walking, check-in & potty break visits, and I’ve stayed at a clients home for long periods of time (5+ days) to be with their pups. I’ve also been tasked with administering insulin shots to dogs before. And I have a lot of experience with dogs that have anxiety, whether with new people, thunderstorms, or anything else, as I have one myself and a long remaining client of mine does as well. I’ve always loved dogs, having grown up having 2 smaller dogs myself. I am hoping to do pet sitting as a new permanent business, so I will have nothing but time to look after your pets! I will schedule out days and time periods based on client necessity and to provide the optimal care for your pets. Because I have two dogs myself, one of which has severe people and other animal anxiety, which for the safety of your pets and mine means I am unable to bring any pets into my home as of current. However, I’ve stayed at the homes of clients before to be with their pups while they’re away. I feed them every morning and night or make sure the food bowl is full depending on how the client feeds their dogs. I give them any medicine or joint tablets that they need to be well. I let them out multiple times a day whenever they need it. And I try to play with and pet them as much as I can while I’m there so they don’t miss their humans too much. I will even take them on a walk if allowed.

About: From the moment I was born I’ve been a pet owner. In total, I’ve had 10 dogs and cats throughout my life (currently 3 cats and 1 dog). I’ve cared for pets of family friends and strangers alike. I’ve never met a dog or cat that didn’t soon become my friend. In college, I dog sat for local families over the holidays when I wasn’t able to go home. Caring for others’ pets helped me when I was missing my own. Now I’m continuing my education online at my own pace and have plenty of time and love to give to your pets! My availability is very flexible as my classes are asynchronous, therefore I can (and would love to) take care of your pets whenever you need me.

About: I have loved animals since I was a little girl! I have many years of experience with dogs, cats and even small animals like hamsters, turtles and fish. I want to be there for you, and your furbaby so you can fully relax on that vacation you have been looking forward too! I am currently employee at Washington College with a pretty loose schedule! Being able to choose my hours and be able to work around yours is 100% a possibility that sets me apart! I live in an apartment with a fenced in backyard. I live in downtown chestertown which is open to all different types of walking opportunities and is a short walk to many fields at the college!
Loving pet sitters in your neighborhood
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Louise D.

“Louise was a lifesaver for us with our new puppy. She was extremely reliable, always arriving when she said and provided great care for our puppy. I definitely recommend her!”


Seth G.
“I have known Seth for nearly 6 years and in that time I have seen what an incredible pet caregiver he is. He adores and takes such good care of his own dog, Ziggy (the sweetest boxer in the world), as well as a flock of lovely chickens who also adore him to the point of wanting to come into his house! I’ve seen him interact with and take amazing care of other animals too, including cats and ducks. Seth has such a warm personality and you can tell he truly cares for and loves animals. I would absolutely trust him to care for my own pets. He’ll go above and beyond to make sure your pet is cared for, not only covering the basics (feeding, watering, bathroom time, etc.), but also providing love, affection, and play. I highly recommend Seth to anyone looking for a pet sitter.”


Marissa F.Star Sitter

“Marissa is the best cat sitter! She helps all of my cats feel comfortable while I travel! She is attuned to all of their needs, and understands what my cats want! She is very responsive and proactive! I will choose her every time! I love her. She’s the #1 cat sitter!”


Lisa M.Star Sitter

“Lisa took great care of our little buddies while we were away. Very reliable and kept us up to date with detailed notes and photos. Highly recommend!”


Jackson M.

“Jackson was dependable and tried his best to befriend our scaredy-cat. He finally won him over! Jackson also did a great job keeping us posted throughout the week, which gave us peace of mind.”


Shaun C.

“Great experience with Shaun. Despite short notice just before Christmas, he was available and was great about meeting our cat before we booked him. Would definitely use him again.”


Aribella H.

“We were very luck to snag her as we had a last minute trip! She came over and spent time with the dogs to get to know them before we left! Will use again!!”


Dawn D.
About: *New client special- first booking free for dog walking or drop in visits- message me for details **love animals especially dogs and horses. I have 2 dogs, a German Shepherd mix and a Beagle mix, ages 11 and 8. One of my favorite things to do is walk my dogs. Many of family friends also have dogs that come over. I’m a teacher available 24/7 for the summer. When school starts I am available weekday mornings 6-11 /evenings 5-10 and all day on the weekend I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. Meet and greet of dogs would be needed before any overnight stays with us.


Caroline B.

“Caroline is a star! I cannot say enough about her. Trustworthy, caring, professional and so loving to our furry babies. Highly recommend her!”


Lauren B.

“Our cats seemed chill and happy when we got home. It was nice to get updates while we were away. Highly recommend Lauren if you need a sitter while you're away!”


Tori V.

“Tori was great!! Super accommodating, took great care of the pets, & kept us updated throughout the weekend!”


Madison M.
“Maddie was an excellent caregiver to our beloved Sawyer! He got more walks with Maddie than he does with us, and she sent us lots of photo updates throughout the weekend. Maddie is easy to get in touch with and was an awesome pet-sitter. Would absolutely recommend her for anyone looking for a kind and reliable Rover!”


Savannah D.

“Highly recommend compassionate and overwhelming professional. Our guy is very shy, but was able to find comfort and go about his normal routine. Would use over and over”


Sabrina G.
“Sabrina is a very conscientious dog owner. They have 3 dogs of their own that are all rescues. She has fostered problem dogs for a local rescue and taught them to behave so that they were adoptable.”




Elizabeth W.
“Ashley W is the best. I have 2 active large dogs, Maisie (6 years old) and Petey (7 years old), who she has taken care of since they were puppies. She has been there for learning manners, leash training, zoomies, park play time, and overnight stays. My dogs absolutely love her and look forward to more playtime with her. She is always on time, communicates with me about all the details, and makes sure my babies are well cared for while I'm gone. I never worry about my pups while they are with her. I highly recommend Ashley W.”




Jenna D.


“Jenna was a wonderful and competent pet sitter!! My dogs are not easy. They jump, they're big, they pull on the leash. Jenna handled them expertly. She came over when we were in a pinch, understood the directions completely, and we were so relieved and happy to have her care for our two. We got pictures of the dogs and good communication. It was obvious that they were well cared for. I definitely recommend Jenna!”


Beverly H.

“Beverly was great with our dog Ace.”


Ashley C.
About: I’ve been dog walking and sitting for neighbors since I was 12 years old. I’ve dog sat multiple types of dogs. I’ve done dog walking, check-in & potty break visits, and I’ve stayed at a clients home for long periods of time (5+ days) to be with their pups. I’ve also been tasked with administering insulin shots to dogs before. And I have a lot of experience with dogs that have anxiety, whether with new people, thunderstorms, or anything else, as I have one myself and a long remaining client of mine does as well. I’ve always loved dogs, having grown up having 2 smaller dogs myself. I am hoping to do pet sitting as a new permanent business, so I will have nothing but time to look after your pets! I will schedule out days and time periods based on client necessity and to provide the optimal care for your pets. Because I have two dogs myself, one of which has severe people and other animal anxiety, which for the safety of your pets and mine means I am unable to bring any pets into my home as of current. However, I’ve stayed at the homes of clients before to be with their pups while they’re away. I feed them every morning and night or make sure the food bowl is full depending on how the client feeds their dogs. I give them any medicine or joint tablets that they need to be well. I let them out multiple times a day whenever they need it. And I try to play with and pet them as much as I can while I’m there so they don’t miss their humans too much. I will even take them on a walk if allowed.


Karly C.
“I have known Karly since she was a small child. Throughout the years, Karly has cared for my dogs and cats many times. Karly also grew up with dogs and cats in her family and has always been wonderful with any and all animals that she’s ever been in contact with. I highly recommend Karly to care for your pets. She’s loving, extremely reliable and responsible.”


Gillian H.
“Gillian is an amazing and caring pet care giver. When ever she looks over my dog she is nothing but the best, and my dog just loves her”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Ashland Landing on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 151 pet sitters in Ashland Landing. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 92% of Ashland Landing pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Ashland Landing.
Rover makes it easy to find Ashland Landing pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 151 pet sitters in Ashland Landing on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
