Pet Sitting in Annapolis

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Annapolis pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Leigh Ann E.
Verified Enhanced Background Check
Leigh Ann E.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
7 reviews
3 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!

Profile image
Morgan O.
Sitter Profile Image: Alexia M.
Verified Enhanced Background Check
Alexia M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
29 reviews
13 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexia is a Great Pet Sitter, she helped Rako out for 9 days, with our return He was Given Food and Water, and there was no mess. I love how she took care of his pads. Great Young Lady to hire.

Profile image
George G.
Sitter Profile Image: Beth W.
Verified Enhanced Background Check
Beth W.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
71 reviews
32 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!

Profile image
Jacqueline F.
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
59 reviews
19 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!

Profile image
Sarah R.
Sitter Profile Image: Darragh M.
Verified Enhanced Background Check
Darragh M.
from
$18
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Annapolis, MD, 21401

Darragh worked with me to come and meet and take care of my cat while I was gone for a week. He kept me up to date daily on how my cat was doing, very happy with his service.

Profile image
Matt L.
Sitter Profile Image: Jacqueline B.
Verified Enhanced Background Check
Jacqueline B.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

She is amazing and very attentive to your cats needs. I always worry about leaving my cat alone, but she helped ease my mind with great communication and photos! I would highly recommend her!

Profile image
Alison L.
Sitter Profile Image: Sarah S.
Verified Background Check
Sarah S.
from
$23
per visit
5.0 out of 5 stars
435 reviews
132 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah has been great in coming over to play with our dog regularly. Our rescue pup Roo is very comfortable with her and gets excited to see her at our weekly visits. Sarah is very knowledgeable in dealing with all kinds of dogs and is flexible in whatever Roo feels up to doing for that day.

Profile image
Samantha M.
Sitter Profile Image: Lynn H.
Verified Enhanced Background Check
Lynn H.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
40 years of experience
Annapolis, MD, 21401

Lynn has been amazing with my puppy—reliable, gentle, and attentive to his needs. I feel completely at ease knowing he’s in such caring hands!

Profile image
Claire M.
Sitter Profile Image: Thomas R.
Verified Background Check
Thomas R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
87 reviews
19 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas is great with our pups, and very reliable; even last minute! He’s pleasant, kind and responsible. I really enjoy seeing the Rover Cards with his notes, pictures and activities. We look forward to using him again!

Profile image
Heather C.
Sitter Profile Image: Megan W.
Verified Enhanced Background Check
Megan W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
68 reviews
33 repeat clients
10 years of experience
Annapolis, MD, 21402

Megan was so wonderful! We booked super last minute but Megan responded right away. The photo updates she sent were amazing, and we could tell in the pictures that our cat, Sharon, loved her. Megan even got some action shots of our cat playing with the laser 🤩 This was our first time ever using Rover, and the care and detailed updates made us feel so much more comfortable. Megan was incredible - highly recommend!

Profile image
Sara D.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
Katie F.
from
$20
per visit
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie, accommodated me with one days notice. She sent Pictures of My Jack Russell having a relaxing time in her home and was very easy to work with. HIGHLY RECOMMEND!

Profile image
Charlie F.
Sitter Profile Image: Alex K.
Verified Enhanced Background Check
Alex K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
62 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

Alex took such great care of our cat while we were travelling. We came home to a happy healthy little fur baby and that's all anyone ever wants! She also gave us plenty of updates , photos and even videos while we were missing her. Thank you so much Alex!

Profile image
Donna C.
Sitter Profile Image: Stella N.
Verified Enhanced Background Check
Stella N.
from
$22
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

Thank you so much!!

Profile image
Erin D.
Sitter Profile Image: Kevin W.
Verified Enhanced Background Check
Kevin W.
from
$14
per visit
5.0 out of 5 stars
2 reviews
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Liza S.
Verified Enhanced Background Check
Liza S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
89 reviews
18 repeat clients
17 years of experience
Annapolis, MD, 21401

Liza is the BEST! This was the first time Liza visited Ruby and we will definitely request her again when we need a sitter. She was understanding of my concern for Ruby’s care. I appreciate her attention to details, her communication with photos and her interaction with Ruby. We came home to a very happy pup.

Profile image
Barbara R.
Sitter Profile Image: Marley D.
Verified Enhanced Background Check
Marley D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
15 years of experience
Annapolis, MD, 21401

Great communication and kept my Velcro cat company during Christmas! Thank you for helping with the food bowls and the “presents” and meds!

Profile image
Hilari K.
Sitter Profile Image: Bella N.
Verified Enhanced Background Check
Bella N.
from
$14
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21401

Bella- was wonderful! I never worried about my dogs the entire time I was on the other side of the country. She sent me regular updates and pictures and reassured us that Sadie were being well cared for. I would definitely hire her again!

Profile image
Pat S.
Sitter Profile Image: Stacie Z.
Verified Background Check
Stacie Z.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
21 years of experience
Annapolis, MD, 21401

Thank you, Stacie. Our babies seemed very content when we got back home. I very much appreciate your care of them. Until next time :). Laura Wood

Profile image
Laura W.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$22
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Shelby is amazing! While we were out of town, she stepped in promptly when an unexpected issue arose with our original sitter. She eased our anxiety and took great care of our dogs. She is trustworthy, kind, and communicative; all traits you want your sitter to have. We are excited to work with her again in the future!

Profile image
Cathlene D.
Sitter Profile Image: Halsey C.
Verified Enhanced Background Check
Halsey C.
from
$22
per visit
5.0 out of 5 stars
6 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.

Profile image
Sophia C.
1 / 1
View more sitters

Over 1,268
pet parents in Annapolis have booked pet sitting

Annapolis pet parents share their Rover experiences

1 / 1
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!

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

Excellent communication and I know my cat (and I!) appreciated her time and attention. Lots of great photos of their playtimes too.

Profile image
Amy C.
Drop-In Visits
5.0 out of 5 stars

This is our second time working with Shelby, both times we needed last-minute assistance and she stepped in happily. She took great care of our dogs, gave them their medicine, let them frolic in the yard, and even brought in our packages and kindly turned off our oil diffuser that we had left on in a rush so we didn’t have to come back. We cannot recommend her enough, especially if you are looking for a sitter who is patient with skittish/anxious dogs.

Profile image
Cathlene D.
Drop-In Visits
5.0 out of 5 stars

Camilla was amazing with my dogs! She checked on them regularly, made sure they were fed and walked, and handled their timid personalities with so much patience. Even though they were initially skittish even after a meet‑and‑greet. She took her time and let them warm up at their own pace. Her communication was excellent. She sent consistent updates and photos, which gave me total peace of mind and confirmed I’d made the right choice. By the end of the stay, my dogs were completely comfortable with her. I’m truly appreciative of the care she provided and will absolutely book Camilla again.

Profile image
Rebecca B.
Drop-In Visits
5.0 out of 5 stars

Corinne was wonderful! Our cat can be a bit spicy but Corinne didn’t take it personally & still took such good care of her. We will 100% rebook with Corinne for any future care needed for our cat!

Profile image
Kourtney C.
Drop-In Visits
5.0 out of 5 stars

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!

Profile image
Morgan O.
Drop-In Visits
5.0 out of 5 stars

Delaney was wonderful with our Vizsla! She was very communicative and sent lots of pictures. We will absolutely book with her again if we get the chance :)

Profile image
Erin V.
Drop-In Visits
5.0 out of 5 stars

She is amazing and very attentive to your cats needs. I always worry about leaving my cat alone, but she helped ease my mind with great communication and photos! I would highly recommend her!

Profile image
Alison L.
Drop-In Visits
5.0 out of 5 stars

Laura is wonderful as always. Sending great descriptions of the visit plus a ton of pictures! Laura is great and we highly recommend!

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

Alex was wonderful with our dogs. She provided detailed updates and send along many photos of the boys. They were definitely well taken care of! I would highly recommend.

Profile image
Luanne P.
Drop-In Visits
5.0 out of 5 stars

Katie is wonderful! She sent multiple photos and took great care of our diabetic dog and two kitties.

Profile image
Sandra B.
Drop-In Visits
5.0 out of 5 stars

Hannah took excellent care of our senior kitty, spending time with him making sure he had his meds. Highly recommend

Profile image
Cody H.
Drop-In Visits
5.0 out of 5 stars

Leilani was amazing with my dog Cade. He’s almost 12 and he’s picky about who he likes and he loves her! She worked with how anxious he can be at first and sent wonderful updates and pictures! She took the best care of him. She gave me such peace of mind while I was away and is super sweet! I hope to rebook with her again soon!

Profile image
Chelsea W.
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!

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

Lynn was great with my hyperactive shelter dog Girly. I’m so glad I found her! Will use her again. 😊

Profile image
Patricia C.
Drop-In Visits
5.0 out of 5 stars

Sarah did an amazing job with Oreo during the 30-minute visit. She was punctual, attentive, and made sure Oreo was well taken care of the entire time. I really appreciated the updates and photos as it gave me peace of mind while I was away. Oreo seemed happy and comfortable, which says a lot. I’d definitely book with Sarah again and highly recommend her to anyone looking for a reliable and caring sitter.

Profile image
Trevor S.
Drop-In Visits
5.0 out of 5 stars

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.

Profile image
Sophia C.
Drop-In Visits
5.0 out of 5 stars

Sara was great with Wally and Pip. She was reliable, communicative, and clearly attentive to both of their personalities. We loved receiving the photo updates and could tell they were comfortable and well cared for.

Profile image
Caroline J.
Drop-In Visits
5.0 out of 5 stars

Despite being in a new home with a new sitter the pups, my two English Cream Golden Retrievers took to Jenna like their long lost sister.

Profile image
Michael S.
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!

Profile image
Cyndi R.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Annapolis is $22

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.

Sitters in Annapolis average 6
repeat pet sitting clients

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 Annapolis on Rover as of Jun 2026 was about $22 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.

If you’re searching for a Annapolis pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,095 pet sitters in Annapolis. 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, 87% of Annapolis pet sitters respond in under an hour.

Pet sitters in Annapolis have an average of 12 years of experience. Pet sitters with repeat customers have an average of 6 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 Annapolis.

Rover makes it easy to find Annapolis 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 1,095 pet sitters in Annapolis on Rover, so you’re sure to find the perfect match for your pet! In Annapolis, 98% of pet sitters offer daily exercise, 100% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.