Pet Sitting in Chesapeake Beach

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 Chesapeake Beach pet sitters

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: Kelly B.
Verified Enhanced Background Check
Kelly B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

Kelly was absolutely amazing!!! Constant communication and lots of pictures. I would highly recommend her to anyone. Will definitely book with her again if needed.

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Nasheeta S.
Sitter Profile Image: Faith M.
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Faith M.
from
$20
per visit
4.9 out of 5 stars
20 reviews
5 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!

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Jacqueline A.
Sitter Profile Image: Holly L.
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Holly L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
96 reviews
21 repeat clients
14 years of experience
Owings, MD, 20736

Holly L was great with our pups!!,She arrived right on time,always sent two to three pictures, we were notified when she arrived and when she left,I will definitely will keep her in my Rover Contacts.

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Veronique D.
Sitter Profile Image: Aleah J.
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Aleah J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!

Sitter Profile Image: Beth C.
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Beth C.
from
$22
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
12 years of experience
Chesapeake Beach, MD, 20732

Beth is so sweet, you can tell she loves animals. We are thankful she is able to drop-in to let out new puppy out and give him some loves during the day. Thank you!

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Katrina S.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

Laura was fantastic when I went out of town for the holidays. She was very communicative and took excellent care of our cat. I would highly recommend!

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Chelse H.
Sitter Profile Image: Kristi M.
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Kristi M.
from
$15
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
North Beach, MD, 20714

Kristi is amazing! Our Maggie really seemed to have gotten lots of loving and play time for our drop in visit. We got lots of videos and photos and reassurance that Maggie was in good hands. We are so happy and excited to book Kristi again!

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Bianca M.
Sitter Profile Image: Jake S.
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Jake S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
267 reviews
7 repeat clients
4 years of experience
North beach, MD, 20714

About: I have been taking care of the pets of family friends and people who they recommended me to them. I’ve taken care of cats, dogs, turtles, and one very friendly cockatiel. I work part-time at the moment, but I am available most weekdays during the day & evening, and during the earlier morning & during the afternoon on weekends. This is of course subject to change in unforeseen schedule changes, but is a fair baseline. I currently have two cats and soon a dog at my own Home, so currently I’m not able to provide boarding. However, I’m able and happy to drive to check in on and take care of your four legged friends, and will make sure to spend as much time with them as you’d like. I will clean up any mess your pet has made or take them out to use the bathroom(in the case of dogs), feed them, & of course make sure they get a proper level of attention. I also do mail collection if you’re going to be away a while.

Sitter Profile Image: Jen B.
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Jen B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
35 years of experience
Chesapeake Beach, MD, 20732

Jen is the most amazing petsitter. She is very attentive and reliable, follows detailed instructions carefully, and truly cares for the furry babies she's been trusted to care for. I am so happy to have found her! 💜

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Lucia C.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
140 reviews
82 repeat clients
15 years of experience
Sunderland, MD, 20689

Bianca did a great job with all of our pets!

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Charlie M.
Sitter Profile Image: Linda S.
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Linda S.
from
$20
per visit
5.0 out of 5 stars
27 reviews
12 repeat clients
24 years of experience
Chesapeake Beach, MD, 20732

Linda is amazing! She has been a lifesaver with her drop-in visits and is frequently available even with short notice! We can always trust her to take great care of our pup.

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Katie F.
Sitter Profile Image: Grayson G.
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Grayson G.
from
$35
per visit
4.9 out of 5 stars
17 reviews
6 repeat clients
13 years of experience
Chesapeake Beach, MD, 20732

Grayson was fantastic. She did a wonderful job checking in on our cat and giving her lots of attention while we were gone. She also was fantastic about letting me know about a minor bathroom leak we had and handled the situation when we could not be there. It was a great relief to know things were handled well and that our attention loving cat had made a new best friend.

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Kirsten C.
Sitter Profile Image: Amy P.
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Amy P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
61 reviews
18 repeat clients
15 years of experience
Owings, MD, 20736

I loved the feedback and pictures that Amy sent on her visits! She came and spent time with the cats on every visit. The cats seemed very happy with the care and attention that they received.

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Chrissy P.
Sitter Profile Image: Lori W.
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Lori W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
77 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Lori was wonderful with our senior pup. She took great care of him and communicated with us about his needs. We will definitely book with Lori again!

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Danielle P.
Sitter Profile Image: Brittany P.
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Brittany P.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
140 reviews
46 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Brittany is the best. I am so thankful to be able to leave her with my new golden, and be confident she has my dog’s best interest at heart. And, this is one intelligent lady! Brittany remembers your habits, and acts according. I am very grateful for her.

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Denise B.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$15
per visit
5.0 out of 5 stars
1 review
1 repeat client
35 years of experience
Chesapeake Beach, MD, 20732

About: My love for animals began as a child. I was raised in a house with a plethora of pets (cats, dogs, birds, fish) and the love continued to grow while working at my grandparent's boarding kennel as a teenager. I currently work shift work and am flexible on my off days. Whether it's a short term notice for a quick walk or advanced notice, I would love to be able to accommodate your pet's needs. I live within access to numerous walking trails and am avid staying active and being outdoors. I do not currently own any pets and will maintain a safe and trustworthy environment providing attentive care for your pet.

Sitter Profile Image: Ashley B.
Verified Enhanced Background Check
Ashley B.
from
$20
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
North Beach, MD, 20714

Ashley is professional, prompt, friendly, and took genuine interest in the needs of my pets. I was able to enjoy my vacation with peace of mind that my furry family at home were well looked after and loved. I’d 100% be happy to have Ashley back to pet sit!

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Lesley K.
Sitter Profile Image: Kelsey E.
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Kelsey E.
from
$25
per visit
5.0 out of 5 stars
134 reviews
40 repeat clients
22 years of experience
North Beach, MD, 20714

Kelsey was amazing with my cat! She played with him, gave him treats, and just let him sit in her lap and vibe. He was obviously comfortable with her upon first meeting and only became more so during the visit. She gave great updates and photos. Highly recommend!

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Amanda L.
Sitter Profile Image: Ashley H.
Verified Enhanced Background Check
Ashley H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
89 reviews
17 repeat clients
24 years of experience
Dunkirk, MD, 20754

Ashley was wonderful! My two bunnies are very particular about everything. They protest when something isn’t their liking. Ashley not only took good care of them but also made friends with them. The bunnies were happy when I got home. I’m glad that I found Ashley!

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Cha-Chi F.
Sitter Profile Image: Heather H.
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Heather H.
from
$15
per visit
20 years of experience
North beach, MD, 20714

About: Hello, my name is Heather. I am an animal lover, particularly dogs. I previously owned chickens in my backyard. I’ve owned different kinds of dogs, big and little. I had a 10 year old chocolate lab named Piper she was my best buddy and companion she recently went to the rainbow bridge. so I have an open place in my heart. I have cared for dogs of various ages and breeds. I am able to administer medicines if needed. I would love to care for your dog as if it were my own. I have plenty of time to care for your pet as I only work part-time at a hair salon, I am available mornings and afternoons to walk your dog. I am available to come into your house and care for your pet whether they’re older or young, sick or healthy. I will come to ease your mind for your furry loved one.

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Over 107
pet parents in Chesapeake Beach have booked pet sitting

Chesapeake Beach pet parents share their Rover experiences

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5.0 out of 5 stars

Beth was incredible with my senior pup Apollo! If I could give her 20 stars, I would. She took such good care of him. She sent updates everyday & truly went above & beyond. I can’t thank her enough.

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Kara W.
Drop-In Visits
5.0 out of 5 stars

We had a wonderful experience with Jake, who stopped by twice to care for our three cats and did an amazing job! Communication was excellent throughout, and he was reliable, attentive, and clearly genuinely cared about our cats’ well-being. We would absolutely trust Jake again and highly recommend him to anyone looking for dependable and trustworthy pet care.

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Brent P.
Drop-In Visits
5.0 out of 5 stars

Caroline does an excellent job taking care of my senior kitty. I know when I go on vacation that she is in good hands. :-)

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

Kristi is amazing! Our Maggie really seemed to have gotten lots of loving and play time for our drop in visit. We got lots of videos and photos and reassurance that Maggie was in good hands. We are so happy and excited to book Kristi again!

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

I have used Rebecca "Chloe" for 3 drop-in visits recently. I appreciate her ability to navigate my old man cat, who can be very antisocial at times. I also appreciate her updates and photos that are sent to keep me updated! I would highly recommend Chloe for your pet care needs.

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

Holly has been a life saver. We got our pup Zelda in summer of 2025 and needed someone during the fall and winter months to help with letting her out. I love coming home to all the doggie toys pick up and blankest folded (doggies are messy). Holly is very responsive, dependable and really cares for our pets. Would recommend Holly to anyone!!!

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

Jen is excellent at what she does and always makes me feel at ease while we are out of town taking great care of our family pet.

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

Timely and attentive. Made sure they were stocked on food and water. Even got my reclusive cat to come out and be friendly.

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Jenna J.
Drop-In Visits
5.0 out of 5 stars

Brittany is the best. I am so thankful to be able to leave her with my new golden, and be confident she has my dog’s best interest at heart. And, this is one intelligent lady! Brittany remembers your habits, and acts according. I am very grateful for her.

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Denise B.
Drop-In Visits
5.0 out of 5 stars

Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!

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Jacqueline A.
Drop-In Visits
5.0 out of 5 stars

Kristina was fantastic! She came to our home everyday to take care of our two cats while we were away. She sent pictures of each visit and was very responsive. Definitely using her for all our pet care needs!

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Huston H.
Drop-In Visits
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  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
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  3. 3. Book & Pay

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

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    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 Chesapeake Beach 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 Chesapeake Beach 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 Chesapeake Beach 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 433 pet sitters in Chesapeake Beach. 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, 88% of Chesapeake Beach pet sitters respond in under an hour.

Pet sitters in Chesapeake Beach have an average of 11 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 Chesapeake Beach.

Rover makes it easy to find Chesapeake Beach 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 433 pet sitters in Chesapeake Beach on Rover, so you’re sure to find the perfect match for your pet! In Chesapeake Beach, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 83% 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.