Dog Sitting in Chesapeake Beach

Book a Chesapeake Beach dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Chesapeake Beach dog 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: Leann D.
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Leann D.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
north beach, MD, 20714

About: I have had dogs, cats, birds etc my entire life and can take care of any kind of pet young, old, special needs. I currently have a rescue dog named Zena (age 1) and a siberian forest cat named max (age 5) and they get along well with all other animals. I am also fully vetted by the A Darrah Bully Bull Rescue as I've adopted and volunteer for the rescue. I work Monday-Friday during the day and home in the late afternoon/ early evenings so weekends are best for boarding but if your dog is crate trained I can take during the week. Able to do drop in care early mornings and evenings during the week and anytime on the weekends. I have a fenced in yard with a friendly dog and cat at home. Zena would love a playmate or buddy to walk with or swim in her little pool.

Sitter Profile Image: Kristina B.
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Kristina B.
from
$30
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
North beach, MD, 20714

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.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$17
per visit
5.0 out of 5 stars
49 reviews
17 repeat clients
10 years of experience
Huntingtown, MD, 20639

Stephanie was wonderful - she gave our family cat her full loving attention on drop-in visits and was always responsive and dependable, caring and kind, plus very easy and positive to communicate with. Grateful to have found her.

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Tracy B.
Sitter Profile Image: Lisa R.
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Lisa R.
from
$20
per visit
5.0 out of 5 stars
27 reviews
11 repeat clients
15 years of experience
Owings, MD, 20736

Lisa did a great job with our new puppy. She was prompt and was able to stay a bit longer than we originally planned. She sent photos and got the puppy out for several walks (with no accidents in the house!). I definitely recommend Lisa.

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Debbie H.
Sitter Profile Image: Emily M.
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Emily M.
from
$15
per visit
20 years of experience
Owings, MD, 20736

About: I’m a registered nurse currently staying home with my twins, and a proud dog mom to Moose (golden retriever 🐾) and Colby (black lab 🐾)! I’m available Mondays, Fridays, and weekends for dog walking or drop-in visits. I understand how important it is to trust someone with your furry family members, and I’ll care for your pets with the same love, attention, and reliability I bring from my nursing background. If you’re looking for a dependable and caring pet sitter or dog walker, feel free to reach out—I’d love to help! 🐶 I am a registered nurse but currently a Stay-at-Home mom with flexible availability on Mondays, Fridays, and weekends to Care for Your Fur Baby 🐾 I follow your pet’s normal routine as closely as possible to keep them comfortable and stress-free. This includes feeding, fresh water, potty breaks, walks, playtime, and lots of affection. I’m happy to administer medications if needed and will keep you updated with messages and photos so you always know how your pet is doing.

Sitter Profile Image: Savanna B.
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Savanna B.
from
$30
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
14 years of experience
Chesapeake Beach, MD, 20732

Savanna took such great care of our two cats will we were on vacation! Our older cat needed medication applied to her ears and fed wet food so I was nervous leaving her. Savanna was patient with her and made sure she ate and got her daily meds. I was able to enjoy the time away without worrying as Savanna updated me after each visit. She is awesome, thanks again, Savanna!!

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Holly M.
Sitter Profile Image: Rebecca W.
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Rebecca W.
from
$15
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
North Beach, MD, 20714

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.
Sitter Profile Image: Ashley P.
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Ashley P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
14 repeat clients
15 years of experience
Huntingtown, MD, 20639

Ashley was a wonderful sitter for our 3 cats. She quickly learned what each one liked and appealed to each one's sensibilities. Ashley also shared many great photos, and generally went an extra step in every regard to make sure our pets were taking care of and our home remained tidy. Highly recommend!

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Lucas C.
Sitter Profile Image: Siobhan H.
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Siobhan H.
from
$15
per visit
5.0 out of 5 stars
1 review
30 years of experience
chesapeake beach, MD, 20732

About: i’ve been a dog owner and pet sitter for 30 years but now that I’m retired from Johns Hopkins Hospital I have some more time to do this officially my history of taking care of dogs was mostly friends and families aside from my own pets… I live in Chesapeake Beach and love taking dogs on walks to Brownies Beach and the Chesapeake Trail… I have a huge fenced in yard. Perfect for dogs to play. I currently am retired from Johns Hopkins Hospital and owned to Airbnb that keep me busy but not busy enough and that’s why I’ve chosen to add Rover my home is the perfect set up for pets being there is a doggie door and a huge fenced in yard. Dogs will get walked at least once every four hours and will always be in my care.

Sitter Profile Image: Amanda D.
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Amanda D.
from
$30
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

About: Promo Code for $20 off first time booking for Pet Owners that it is their first time using Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. Someone trusting you with their fur babies is a big compliment that I take seriously. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.

Sitter Profile Image: Kristy R.
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Kristy R.
from
$30
per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
15 years of experience
Sunderland, MD, 20689

Kristy was wonderful with my kitties! She took time to make sure they had everything they needed and played with them too. Her communication was responsive and thorough. I highly recommend Kristy and will gladly use her again in the future!

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Denise L.
Sitter Profile Image: Olivia O.
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Olivia O.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Chesapeake Beach, MD, 20732

Olivia was very easy to communicate with and was super accommodating last minute. We have no complaints about her service. We can tell she took great care of our pups!

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Tiffany J.
Sitter Profile Image: Molly F.
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Molly F.
from
$20
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
30 years of experience
Chesapeake Beach, MD, 20732

Molly was so good to both of my boys! She was great about keeping me updated with pictures and how each visit went. We’ll definitely be utilizing her services again :)

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Ashlee R.
Sitter Profile Image: Denise S.
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Denise S.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
25 years of experience
North Beach, MD, 20714

Denise did a fantastic job with my two Rotties. Thanks again Tammy

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Tammy ..
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$30
per visit
10 years of experience
North Beach, MD, 20714

About: I’ve had dogs my whole life. I currently have two older yellow labs. I love walking and being outside with dogs. Let me know if I can help! I retired recently and relied on dog walkers my whole career to be able to work. Let me know if I can help with your fur baby. I have a large home with a front deck that’s great for people watching. I walk my dogs 4 times a day. I hope your dog can join me.

Sitter Profile Image: Drew F.
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Drew F.
from
$20
per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Chesapeake Beach, MD, 20732

About: Hi there! I’m Drew, a reliable and caring animal lover based in chesapeake beach. I’m available on weekends to help with dog walking, drop-in visits, and pet sitting. Whether your pup needs a brisk walk or your cat needs some company while you're away, I’m here to make sure they feel safe, happy, and loved. I’ve worked with pets of all sizes and temperaments, and I always tailor my care to meet their unique needs. I’m detail-oriented, respectful of your home, and committed to keeping your pets comfortable and well cared for. Let’s connect—I’d love to meet your furry family! i currently work in DC but looking to help anyone during the weekend and occasionally during the week - i have work from home days so i can plan accordingly if you need. i will treat your animal with love and respect. any instructions you give me i will make sure to follow especially when it comes to their care.

Sitter Profile Image: Anna D.
Verified Enhanced Background Check
Anna D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Owings, MD, 20736

About: With years of experience caring for dogs, I stand out as a pet sitter due to my ability to also look after my clients’ plants/garden from time-to-time. My lifelong passion for animals includes providing special care for young and senior dogs, ensuring their health and happiness. My current schedule varies, but I typically work 7-hour shifts on Sundays and Mondays. On the these dates, I can manage pet care for all dogs that have a wait period to be let out 4-8 hrs. If necessary, I have the flexibility to call off work to ensure your pets are well taken care of. From Tuesday to Saturday, I have open availability, allowing me to dedicate ample time to pet care activities, such as walks, feeding, and playtime. This arrangement helps me balance work commitments while ensuring your pets receiving the attention and care they need. In caring for pets in my clients’ homes, I prioritize safety, trust, and a comfortable environment. I ensure to follow detailed instructions provided by the client to meet the specific needs of their dog. For instance, if a dog is anxious during thunderstorms, I am proactive in reaching out via call or text to discuss calming strategies. Additionally, I always clarify any boundaries regarding what I can handle or access in the home and to build a stronger rapport, I will arrange pre-sitting meetings with clients to better understand their preferences and to bond with their dog(s).

Sitter Profile Image: Danielle E.
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Danielle E.
from
$12
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
25 years of experience
Huntingtown, MD, 20639

Danielle was amazing! She was always on time, showed up for every check-in as scheduled, and was very reliable from start to finish. She left thoughtful updates with great notes and pictures, which gave us total peace of mind while we were away. I would highly recommend Danielle to anyone looking for a dependable and caring sitter. We’ll definitely be booking her again!

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Jenn H.
Sitter Profile Image: Julia F.
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Julia F.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Huntingtown, MD, 20639

About: I have six years experience caring for my former pet beagle. I don’t have any dogs in my home but I do have two children. I love animals and I look forward to meeting you and yours! I love dog walking and being outdoors. Although I’m available for part time work I currently have limited availability based on the specific days. Please contact me and I would love to discuss the details. I look forward to hearing from you! I have a large yard and live in a neighborhood with plenty of areas for walking. If you chose to have your pet stay in my home we have an open concept home so they will checked on regularly.

Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Shes very accommodating and Jules loves her

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Lacey W.
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Chesapeake Beach dog parents share their Rover experiences

1 / 1
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

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

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

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
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  1. 1. Search

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  3. 3. Book & Pay

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    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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Dog Sitting FAQs

Frequently asked questions about Rover

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

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

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Chesapeake Beach.

Rover makes it easy to find Chesapeake Beach dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.