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
19 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann was very kind, caring, attentive, and professional when having a visit with my dog. I would not hesitate to book again in the future!

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Morgan O.
Sitter Profile Image: Halsey C.
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Halsey C.
from
$22
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Annapolis, MD, 21403

Halsey did a great job of taking care of my cat Toby, would definitely hire her again for drop-ins! He was well-loved during a short trip while I was away.

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

Heather was great! I have a pack of five dogs and she handled them so well. One of them is incredibly shy and even he started coming around after a couple days. She communicated very well, showed up for all appointments, and my dogs seemed very happy to have her around. Thank you! 🐾

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Kimberly S.
Sitter Profile Image: Anya B.
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Anya B.
from
$14
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
North Beach, Annapolis, MD, 21401

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
48 reviews
21 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: Lucille F.
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Lucille F.
from
$25
per visit
5.0 out of 5 stars
6 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: Courtney A.
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Courtney A.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney was absolutely amazing. She sent plenty of photos along with thoughtful, detailed updates, and my cat clearly adored her. I’m so grateful for her — especially for being so flexible on such short notice. I would book her again in a heartbeat, 1000%!

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Ashlee B.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
72 reviews
33 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth did amazing with our highly needy and extremely anxious Cat. She spent time with him and was very patient to work with him in a way where he felt safe and comfortable with a new human in his space. We are very thankful for her and her patience and quality care for our one of a kind, pet! We highly recommend her and cannot thank her enough!

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Jacqueline F.
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
10 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

This is my 4th time having Ellie watch our dog Piggy. She is amazing!! She’s always prompt, communicates well and takes good care of Piggy. She has gone above and beyond by bringing in packages as well. I would highly recommend her.

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Joan D.
Sitter Profile Image: Katie B.
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Katie B.
from
$20
per visit
5.0 out of 5 stars
35 reviews
8 repeat clients
37 years of experience
Annapolis, MD, 21403

Katie has cared for my three cats several times, and I have never been more comfortable with someone caring for them while I'm away. She sends great photos, cleans up what needs cleaned, and plays with them really well. I have a couple cats that are pretty anxious, and they have really warmed up to her. I can't think of a better compliment than that

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Michael W.
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

We were gone for a month. We couldn't have done this without knowing how loving Laura is with our cats, and how much they love her in return. She is an absolute treasure!

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Susan B.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per visit
5.0 out of 5 stars
11 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: Stella N.
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Stella N.
from
$22
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

Very communicative and kind!

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Emma N.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$15
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21403

Harrison was great! Reached out with another last minute request and he was able to accommodate. Communicative as always and takes good care of Guillermo.

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Vanessa B.
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

We had an excellent experience with Andrew caring for our two cats. He provided thoughtful updates, followed all instructions perfectly, and made us feel completely at ease while we were away. Our cats were happy, comfortable, and clearly well looked after. We’re so grateful for his care and would highly recommend him to anyone needing a dependable sitter.

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Allison 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: 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.

Sitter Profile Image: Carolyn M.
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Carolyn M.
from
$22
per visit
5.0 out of 5 stars
85 reviews
20 repeat clients
18 years of experience
Annapolis, MD, 21403

Carolyn, did such a good job with Penny and it was a great weekend penny had with her and she send a lot pictures, and reports about penny behavior and how she was doing and when Carolyn spend time with Penny after her walks. It was a first time with Carolyn and she did awesome we will definitely have her again !! Thank you ? ??K,A.

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Keren M.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$15
per visit
5.0 out of 5 stars
3 reviews
4 repeat clients
12 years of experience
Edgewater, MD, 21037

Definitely took great care of my dog Rocco. Would definitely rebook!

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Vincent J R.
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The median cost per visit for cat sitting in Oakwood is $21

Cat parents share their Rover experiences - Oakwood

1 / 1
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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  • 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

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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 cats like family

  1. 1. Search

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

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Popular requests for cat sitting - Oakwood

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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 July 2026, there are 6,236 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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