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 cat or dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Lori W.
1.
Dogs are like family membersChesapeake Beach, MD, 20732
Dog Boarding, Drop-In Visits, Dog Walking

Lori was amazing! Plenty of communication while Jake was there! Multiple pictures and videos daily! Jake was well cared for and got plenty of exercise! Will def… (more)

from
$39
per night
Calendar Recently Updated
Grayson G.
Pet-lover, reliable, & trustworthy!Chesapeake Beach, MD, 20732
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Grayson is very responsible and attentive to our 3 pets (2 cats and a 6yr old yellow lab) as well as our neighbor's pets as needed. Grayson can be called on at … (more)

from
$80
per night
Jasmin R.
3.
i love animals & i am trustworthyNorth Beach, MD, 20714
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmin did a great job with my senior dog. She communicated well before and during my dogs stay. She worked with my dog to make sure that he was comfortable and… (more)

from
$38
per night
Calendar Recently Updated
Julia F.
4.
Experienced & caring pet loverHuntingtown, MD, 20639
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Let me begin by saying that my dog is a part of my family and I treat her as such! I am very particular and extremely choosey of who I allow to care for her as … (more)

from
$31
per night
Calendar Recently Updated
Brittany P.
Loves dogs of all kindsChesapeake Beach, MD, 20732
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I love leaving Louie with Brittany and her family. He has such a great time playing with her dogs and children. He is always well cared for and I feel complet… (more)

from
$30
per night
Calendar Recently Updated
6.
Hi! I love pets and I love helpingPrince Frederick, MD, 20678
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I can't say enough good things about Morgen and her family. They took great care of our pup, especially with understanding his health issues and particularities… (more)

from
$30
per night
Confirmed availability: Memorial Day
Pets leave Paw Prints on our Heart!Hughesville, MD, 20637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Caroline is absolutely amazing. She took care of my babies as if they were her own. I am always up and out due to the military spouse life. She was able to care… (more)

from
$39
per night
Calendar Recently Updated
8.
A lifetime of experience!Dunkirk, MD, 20754
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Keith and Ruth were the perfect find to watch our Roscoe! We had a last minute trip pop up and they responded quickly and answered all our questions. We will de… (more)

from
$40
per night
9.
Centrally located on Chesapeake BayChesapeake Bay, MD, 20732
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Marla is fantastic and exceptionally responsible. She personally cares for a dog, cat, snake, and 5 ducks from her home and manages to balance all of that with … (more)

from
$70
per night
Calendar Recently Updated
Your dog’s home away from homeUpper Marlboro, MD, 20772
Dog Boarding

Christine did a wonderful job watching my baby boy Max while I was out of town! She sent so many cute pictures and when I picked Max up he looked like he had a … (more)

from
$40
per night
Calendar Recently Updated
11.
Eastport Doggie B&B!Annapolis, MD, 21403
Dog Boarding, Drop-In Visits

Elaine is awesome!! Ronnie is blind and fearful and a bit of a challenge sometimes. Elaine is so patient and kind with him. You can tell she really loves animal… (more)

from
$35
per night
Calendar Recently Updated
Our home, their home!Upper Marlboro, MD, 20772
Dog Boarding, Doggy Day Care

Amazing! My Senior dog is almost 18 and they took great care of him. I revived pictures daily and felt totally reassured he was j good hands. He met new pup fr… (more)

from
$39
per night
Confirmed availability: Memorial Day
13.
Love your fur babies like my ownUpper Marlboro, MD, 20743
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Recently, we had to travel out of town on rather short notice and had to find a sitter for our dog, Kodi. My wife contacted Arie and scheduled a meet and greet … (more)

from
$40
per night
Calendar Recently Updated
14.
Ann 
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Rover 101
Comfortable with pets big and smallHarwood, MD, 20776
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ann was amazing in every way, A+ in my book. We had a last second emergency and she was instantly willing and able to help. She really saved the day for us. O… (more)

from
$49
per night
Calendar Recently Updated
Your pup's home away from home.Brandywine, MD, 20613
Dog Boarding, Doggy Day Care

OMG! Shoshanna was amazing! She communicated throughout my dog entire stay. She shared pictures, she was very pleasant and welcoming. Please if you’re looking f… (more)

from
$35
per night
Confirmed availability: Memorial Day
16.
Animal loverHughesville, MD, 20637
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kelly is wonderful! She is very quick to respond, accommodating, listens to your concerns, and treats your fur babies as if they were her own. We had a great ex… (more)

from
$40
per night
Calendar Recently Updated
17.
Crazy Dog Man Peting SittingSt Leonard, MD, 20685
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

George was great with our husky, Ghost. We were concerned with our dog since he doesn’t socialize much, but George was very patient with him. He kept us updated… (more)

from
$40
per night
Confirmed availability: Memorial Day
Allow me to care for your fur baby.Waldorf, MD, 20601
Dog Boarding, Doggy Day Care

Great service and she took great care of my dog koko (more)

from
$29
per night
Confirmed availability: Memorial Day
19.
Work from Home Caring Dog SitterWaldorf, MD, 20602
Dog Boarding

Excellent boarder! They made our older dog feel welcome and right at home. Their dog was a perfect companion and friendly too. Would certainly use again and hig… (more)

from
$37
per night
Calendar Recently Updated
Home all day great at spoiling!Shady Side, MD, 20764
Dog Boarding

Elizabeth took great care of our energetic pup and gave him plenty of cuddles and exercise. Her dogs Edison and Lucy helped make him feel right at home from the… (more)

from
$45
per night

Rover.com is the simple, savvy way to find and book Chesapeake Beach drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Chesapeake Beach. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.