Cat Sitting Oakwood

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Oakwood, Find top rated cat 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: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
37 years of experience
Annapolis, MD, 21403

Thank you for checking in on Mango, it gives me so much piece of mind knowing she is in great hands and seeing the note and pictures from your visit!

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Morgan O.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$16
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21403

Harrison was great! He was super flexible and communicative. He also checked in a couple times before the drop ins to ensure he had all the necessary information to care for Guillermo. He sent multiple pictures and provided an update for each visit, which I really appreciate. Thanks Harrison!

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Vanessa B.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
170 reviews
53 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather was great with my two dogs and a cat. She sent lots of pictures and managed the antics of my naughtier dog with ease. Highly recommend!!

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Laura C.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura was fantastic! I have very shy cats and she did a wonderful job being patient with them, giving them treats, and letting them decide when to initiate contact, culminating in one cat actually letting Laura pet her for 10 min! Unheard of with my very shy babies! Laura also left wonderful daily updates for me to read and lots of great photos of the cats and was very diligent in cleaning. Overall amazing cat sitter and will absolutely book Laura again!

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Sarah R.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
24 reviews
10 repeat clients
15 years of experience
Annapolis, MD, 21403

Hannah did a great job checking in on Arlo while we were out of town. She provided great updates and made sure to give him attention and affection. She was also very communicative and provided helpful updates after each visit. Highly recommend!

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Cody H.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
66 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew is always reliable and is punctual when needed. He has a passion for pets and pays attention to every detail related to the walk. I will continue to use Andrew in the future and I highly recommend him for all your pets needs.

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Steven K.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney did a great job taking care of my dog, Roxi. She was dependable, easy to communicate with, and I could tell Roxy was well cared for while I was away. It gave me peace of mind knowing she was in good hands. I would definitely use Courtney again and would recommend her to anyone looking for a reliable dog sitter.

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Michael I.
Sitter Profile Image: Katie B.
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Katie B.
from
$20
per visit
5.0 out of 5 stars
38 reviews
9 repeat clients
37 years of experience
Annapolis, MD, 21403

Katie was so awesome. She took care of our two precious cats. She had excellent communication and made us feel very comfortable leaving our kitties in her hands. Thanks Katie!

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Shawn M.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$23
per visit
5.0 out of 5 stars
443 reviews
133 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah is professional, sweet and flexible!!! She sent detailed reports and utilized the app to its fullest! Charlie loved her! We needed to make some last minute changes. She was understanding, friendly and helpful!! I highly recommend her!!

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Kristin J.
Sitter Profile Image: Lucille F.
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Lucille F.
from
$25
per visit
5.0 out of 5 stars
7 reviews
6 years of experience
Annapolis, MD, 21403

About: I've had numerous experiences caring for dogs of different temperaments and medical conditions, whether the animal was closely related through family or friends or through my place of work. Additionally, I am a former animal studies major and have spent several years learning and understanding different ways domesticated animals can communicate their needs. My goal is to ensure each animal is given the proper mental and physical enrichment they need to thrive in their loving home. Through my extensive research and knowledge, I foster a safe environment that ensures your dog/cat will receive the best care for their specific breed's needs and requirements. I strive every day to give each fur baby the love and life they deserve:) I have taken a few months away from my job to pursue personal passions of mine before I return to college, so my schedule from Monday to Sunday is very flexible and readily available. Times and schedules may vary depending on personal appointments or familial obligations. If for any reason an emergency visit is needed, I can swing by and check in with your fur baby. I can crate dogs easily and work on building confidence with shy/anxious dogs. Additionally, I update owners about patterns of feeding, bowel movements, or any changes in everyday life to ensure comfort. The safety of your pet is my top priority, and I strive to uphold that through attentive one-on-one play and monitoring of any physical or mental changes.

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
49 reviews
22 repeat clients
10 years of experience
Annapolis, MD, 21403

I always look forward to seeing pictures of my kitties while I'm away! Elizabeth does a great job of keeping my mind at ease and I know they are in good hands!

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Sarah D.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

Jessica did a great job checking in on our puppies while we are out of town. She was able to assist us with last minute request! Our pets love her and she provides timely updates and pictures on how they are doing. Jessica has become our go to provider for pet sitting and check ins.

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Tom C.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
74 reviews
34 repeat clients
25 years of experience
Annapolis, MD, 21403

I could not have found a better Fur friend for my Chesney Girl. Beth came right in and recognized Chesney's anxiety and 100% attachment to mommy. She was patience, kind and made me feel at ease leaving Chesney. Her knowledge of dogs and her willingness to work with even the "need a little work" dogs is over the top and most comforting.

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Bonney M.
Sitter Profile Image: Campbell S.
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Campbell S.
from
$14
per visit
1 year of experience
Annapolis, MD, 21403

About: I grew up around big dogs and cats, so I’m familiar with reading animal behavior. Dog walker and cat socialization volunteer at local animal shelter near college. I’m currently taking a class that meets Tuesdays and Thursdays, but other than that (and studying) my days are free! I do also work at an organic farm in the mornings on weekends, but my afternoons and evenings are free! I’m looking to help out whenever and wherever I can. Able to wear them out with loads of play time or to just give them a good belly rub. Whatever is needed! I’m used to playing with a high energy German Shepard/Akita mix and a one year old Black Mouth Cur. Needless to say, I can hold my own against big dogs zoomies.

Sitter Profile Image: Ellie H.
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Ellie H.
from
$16
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie was absolutely amazing! She took marvelous care of our cats and provided detailed notes as to how the cats were doing during each visit. The pictures she provided were adorable. We would gladly re-book her and recommend her for pet sitting.

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Sylvia M.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$32
per visit
5.0 out of 5 stars
173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor is attentive and kept us updated at each visit. She was kind and loving to our dog and we can tell our dog loved her. Thank you so much!

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Cézanne B.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$15
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia did a great job taking care of my cat Madison. Madison is a loner and doesn't warm up to people but he trusted Leticia from the start. I loved the photos and videos that she forwarded to me. It gave me peace of mind to know that he was well cared for. I hope that Leticia will be available the next time I need to be away from home for an extended period of time.

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Carolyn T.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Edgewater, MD, 21037

I used Amanda the very first time that I have actually been away for a period of more than a couple of days! Everything was great and I will definitely be using her again!

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April F.
Sitter Profile Image: Carly B.
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Carly B.
from
$20
per visit
35 years of experience
Annapolis, MD, 21403

About: Hello! I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. f you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! Most importantly, you can feel safe and secure with me in your home. I'm a former VP at a real estate non-profit, transitioning to a new job. I'm available in August and September for drop-in visits, walks, and overnight care. As a resident of Arundel on the Bay neighborhood, I'm available to AOTB, Annapolis Cove, Bay Ridge, and Thomas Point neighborhoods within a 5-7 minute drive. I have no kids, so dogs have always been my 4-legged fur babies. I'm an active volunteer and puppy raiser with Warrior Canine Connections, an organization who trains service and therapy dogs for veterans with visible and non-visible injuries. I currently have 2 dogs of my own. Sookie, a 6 year old pointer mix, and Penny, a 6 year old lab/retriever mix. Both about 70 lbs! Sookie is a handful and I've participated in a few different training programs with her. I've become well versed in many types of dog behaviors, reactivity, fear aggression, and more. I'm calm, patient, warm, and well-versed in managing dogs with different personalities. I've also raised two special needs English Bulldogs, and understand the care required for dogs with medical issues. If you hate the idea of boarding your dog at a strange place when your away, or have heard the bad stories about injuries or neglect at doggy daycares, I'm looking forward to caring for your furry friend in your home! I I will make sure your dog gets physical activity, potty breaks, or nap times in the sun. I will be happy to send you pictures and videos and updates, and will work with you to make sure your dog and/or cat is cared for in a way that makes you and the pet happy! I look forward to meeting you and your furry friend! I want to make sure you and your pet feel most comfortable. What is their normal routine that will make their time away from their owner more enjoyable? Any tips or tricks to making your pet more comfortable with me, or any special needs, words you use, or special requirements? Do they have any fears, reactivity, dog-aggressions, resource guarding, or other behaviors I should be aware of? I am familiar and well-versed in those behaviors, but the more I know in advance, the better! If you are a new client, I request a complimentary meetup for us to get acquainted.

Sitter Profile Image: Elaine S.
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Elaine S.
from
$20
per visit
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

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The median cost per visit for cat sitting in Oakwood is $21

Cat parents share their Rover experiences - Oakwood

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5.0 out of 5 stars

Amazing as always. Laura always on top of the stuff for our cats. Laura even stayed during a tornado warning to make sure our cats were ok. I always say this but would def recommend!

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Rhea L.
Drop-In Visits
5.0 out of 5 stars

Amber was very communicative and took good care of my cat Kora while we were on vacation. Would definitely book with her again in the future if needed.

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Emily C.
Drop-In Visits
5.0 out of 5 stars

Ellie was absolutely amazing! She took marvelous care of our cats and provided detailed notes as to how the cats were doing during each visit. The pictures she provided were adorable. We would gladly re-book her and recommend her for pet sitting.

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Sylvia M.
Drop-In Visits
5.0 out of 5 stars

Madison was very responsive kind and took such great care of my cat Amelia while I was gone on a two week vacation. It was clear she cared for her and gave her extra love. Highly recommend!

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Susannah S.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was great with our two cats! We had specific instructions about keeping them separate and mixing medicine into food, & she kindly agreed to a meet & greet to make sure she received the details & met our girls. We felt good about leaving them in her hands, & everything was the way we left it when we returned. Thanks Elizabeth!

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Julia H.
Drop-In Visits
5.0 out of 5 stars

Samantha is the best! She’s so responsible and loving to my cat. She is respectful of my home and I truly appreciate her.

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Trudi S.
Drop-In Visits
5.0 out of 5 stars

Andrew was timely, communicative, did everything asked, and successfully gave my senior cat her topical meds. I would book with him again without hesitation!

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Theresa D.
Drop-In Visits
5.0 out of 5 stars

Beth helped us out last minute to watch our cat, ReRe for a week. She made sure to make time to do a meet and greet with ReRe before we left. Like most cats she has multiple hiding places but Beth was able to spot her everyday and send a pic!

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Cyndi R.
Drop-In Visits
5.0 out of 5 stars

She’s so great! Super communicative and flexible. We’ll definitely be calling again. Our kitty loves her! Thanks MaKayla’

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Catie C.
Drop-In Visits
5.0 out of 5 stars

Kayla did drop in visits for our cats while we were away. She’s great with communication and photo updates, and everything with the house and the cats was ship shape when we returned home.

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Katy L.
Drop-In Visits
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Sitters in Oakwood average 7
repeat cat sitting clients

FAQs for Drop-In Visits - Oakwood

Frequently asked questions about Rover

As of August 2026, there are 6,283 sitters on Rover offering Cat Sitting across Oakwood. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

Yes, you can find sitters who have experience with handling special pet needs in Oakwood. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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 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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