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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Loving pet sitters in your neighborhood

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Sitter Profile Image: Holly L.
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Sitter Profile Image: Holly L.
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1. Holly L.

Star Sitter
I'm a quirky turkey who just loves
Owings, MD, 20736
1.6 mi. away
Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
59 reviews
11 repeat clients
Profile image

I absolutely love Holly. She is great with my puppies. I feel good about leaving them in her care. I know they will be taken good care of. Thank you and the pups will see you soon.

Availability updated 4 days ago
Sitter Profile Image: Amy P.
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Sitter Profile Image: Amy P.
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2. Amy P.

Star Sitter
Life is better with all the dogs!
Owings, MD, 20736
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
57 reviews
16 repeat clients
Profile image

I am grateful to have found such a caring, reliable person to look out for my kitties. Adele🐈 and Lucy🐈‍⬛ quickly warmed up to her and they (and I) look forward to seeing her again soon. Thanks so much, Amy!! 😊

Availability updated 3 days ago
Sitter Profile Image: Kelly B.
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Sitter Profile Image: Kelly B.
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3. Kelly B.

Star Sitter
Working to comfort you!
Chesapeake Beach, MD, 20732
0.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
19 reviews
7 repeat clients
Profile image

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.

Availability updated today
Sitter Profile Image: Bianca T.
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Sitter Profile Image: Bianca T.
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4. Bianca T.

Rover 101
Star Sitter
Perfection Paw Your Dogs Are Family
Sunderland, MD, 20689
3.8 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 4.9 stars
128 reviews
72 repeat clients
Profile image

Bianca was great!!!! She updated us every day with multiple pictures and the status of our dogs and how they were doing. I felt extremely comfortable with her watching them and will definitely be contacting her again for our next trips! ?

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Jen B.
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Sitter Profile Image: Jen B.
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5. Jen B.

Star Sitter
Empty nester who loves dogs ❤️
Chesapeake Beach, MD, 20732
1.3 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
38 reviews
14 repeat clients
Profile image

Jen kept us up to date every day which was a huge relief. She was easy to communicate with and very responsive. We felt good about having to leave our cat for so long with her looking after Fizgig.

Availability updated 10 days ago
Sitter Profile Image: Olivia O.
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Sitter Profile Image: Olivia O.
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6. Olivia O.

Your pups perfect walk awaits!
Chesapeake Beach, MD, 20732
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review
Profile image

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!

Availability updated 7 days ago
Sitter Profile Image: Beth C.
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Sitter Profile Image: Beth C.
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7. Beth C.

Reliable, Responsible Pet Caregiver
Chesapeake Beach, MD, 20732
2.7 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
20 reviews
6 repeat clients
Profile image

Beth is a great pet sitter and we would definitely recommend anyone book her service! She provided wonderful updates on our cat while we were away, including pictures of him so that we could see how he was doing!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Alexandra M.
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Sitter Profile Image: Alexandra M.
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8. Alexandra M.

Tell your dog I say hi!
NORTH BEACH, MD, 20714
1.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
2 reviews
1 repeat client

Alex provided fantastic care for both my senior dog and puppy. They took the time to tailor their drop in visits and walks to each of my girl’s specific needs, ensuring my senior dog was comfortable and my puppy was well exercised. I highly recommend Alex's services to anyone looking for attentive and personalized pet care!

Availability updated 41 days ago
Sitter Profile Image: Linda S.
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Sitter Profile Image: Linda S.
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9. Linda S.

Fun, dependable animal lover
Chesapeake Beach, MD, 20732
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
26 reviews
12 repeat clients
Profile image

Excellent communication from Linda about the care of our dogs was so appreciated. It made us feel we had made the right choice to care for our dogs.

Availability updated today
Sitter Profile Image: Lisa R.
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Sitter Profile Image: Lisa R.
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10. Lisa R.

Will love your pet like family
Owings, MD, 20736
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
27 reviews
11 repeat clients
Profile image

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.

Availability updated 31 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Savanna B.
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Sitter Profile Image: Savanna B.
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11. Savanna B.

Star Sitter
Athletic, Dog Owner, Beach Lover :)
Chesapeake Beach, MD, 20732
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$31
per visit
5 out of 5.0 stars
14 reviews
4 repeat clients
Profile image

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!!

Availability updated 11 days ago
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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12. Ashley B.

Walk. Play. Snacks. Repeat.
North Beach, MD, 20714
2.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
4 repeat clients
Profile image

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!

Availability updated over 1 year ago
Sitter Profile Image: Denise S.
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Sitter Profile Image: Denise S.
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13. Denise S.

Star Sitter
One-to-one care
North Beach, MD, 20714
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per visit
5 out of 5.0 stars
28 reviews
11 repeat clients
Profile image

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

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Lori W.
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Sitter Profile Image: Lori W.
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14. Lori W.

Rover 101
Dogs are like family members
Chesapeake Beach, MD, 20732
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
70 reviews
29 repeat clients
Profile image

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!

Availability updated 7 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Brittany P.
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Sitter Profile Image: Brittany P.
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15. Brittany P.

Loves animals of all kinds
Chesapeake Beach, MD, 20732
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per visit
5 out of 5.0 stars
110 reviews
43 repeat clients
Profile image

Brittany does such a great job, you can tell she loves and cares for the pets she works with!! Thank you!

Availability updated 34 days ago
Sitter Profile Image: Jennifer S.
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Sitter Profile Image: Jennifer S.
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16. Jennifer S.

Can I pet that dog?!
Chesapeake Beach, MD, 20732
1.0 mi. away
Drop-In Visits, Dog Walking
from
$26
per visit
2 reviews

My Yen is an awesome Yen. She reigns from heaven above with wisdom, power and love. My Yen is an awesome Yen. You heard me.

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Siobhan H.
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Sitter Profile Image: Siobhan H.
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17. Siobhan H.

Retired Nurse
chesapeake beach, MD, 20732
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review

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.

Availability updated 4 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Lillian M.
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Sitter Profile Image: Lillian M.
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18. Lillian M.

Love for Paws, Jaws, & more
Chesapeake Beach, MD, 20732
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
10 years of experience

About: Hello! My name is Lilly and I’m 18. I have handled, owned, and taken care of almost every age and size of animal out there! For as long as I can remember I’ve been helping friends and family with animal care. I’m currently enrolled in an animal science program getting hands on experience with professionals and love learning more everyday! I have a five year old German Shepherd & an eleven year old Black Lab along with 9 cats from two weeks to twelve years. On top of bunnies, Guinea pigs, ferrets, lizards, you name it. I’m currently a senior in high school with a partial schedule & occasionally working at a part time job, but never too busy to give your pets the care and attention they need! I’m available most week days after 12:00pm, Saturday morning & evening, and all day Sundays! I live in a neighborhood with a large fenced in backyard and two friendly dogs. My priority is caring for your pets individual needs. I can keep track of dietary needs and allergies, along with keeping your pet in designated spaces or crate them if needed. No sass scares me and walks are no problem!

Availability updated today
Sitter Profile Image: Grayson G.
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Sitter Profile Image: Grayson G.
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19. Grayson G.

Pet-lover, reliable, & trustworthy!
Chesapeake Beach, MD, 20732
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per visit
5 out of 4.9 stars
17 reviews
6 repeat clients
Profile image

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.

Availability updated 42 days ago
Sitter Profile Image: Anita H.
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Sitter Profile Image: Anita H.
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20. Anita H.

Your in home pet care specialist
Chesapeake Beach, MD, 20732
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
14 reviews
3 repeat clients
Profile image

Anita is fabulous! She has extensive experience with puppies and that is just what we needed. She has been a huge help to us and is very personable and professional.

Availability updated 7 months ago

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  1. 1. Search

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  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!

Why Choose Rover?

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    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.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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