House Sitting in Chesapeake Beach

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: Memorial day
Gwen S.
1.
All Paws Big & SmallWaldorf, MD, 20601
Dog Boarding, House Sitting, Drop-In Visits

I can't express adequately how thankful we are to have found Gwen and Amanda! It's so nice to be able to travel and know that Gizzy is home safe, comfortable a… (more)

from
$40
per night
Confirmed availability: Memorial day
Jacqueline C.
Crisci's Pet ServicesDunkirk, MD, 20754
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jacqueline was AWESOME. We came home to happy, relaxed dogs, and that is really all that matters! I would highly recommend Jacqueline to anyone who asks! (more)

from
$50
per night
Confirmed availability: Memorial day
Caroline D.
Pets leave Paw Prints on our Heart!Hughesville, MD, 20637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Caroline is one of those that deeply understands the love and importance of the relationship we have with our pets. I get to see how she cares for her pets and … (more)

from
$75
per night
Confirmed availability: Memorial day
Kymberly K.
All dogs WelcomeWittman, MD, 21676
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kymberly was wonderful with Lola. She was highly responsive to our changing needs. We look forward to having her watch Lola again! (more)

from
$45
per night
Confirmed availability: Memorial day
Ashley B.
5.
12 Year Pet Business serving theDMVUpper Marlboro, MD, 20772
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm Ashley! I'm an Ex Vet Tech, Physical Rehabilitation Dog Therapist and Groomer who started my full service Pet business Platinum Plush Pet … (more)

from
$48
per night
Calendar Recently Updated
6.
A lifetime of experience!Dunkirk, MD, 20754
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Keith and his wife Ruth were great. The meet and greet before was perfect. They stayed at my house and the dogs were at home and relaxed They sent text updat… (more)

from
$40
per night
Calendar Recently Updated
7.
Small exotics welcome! + dogs, catsLothian, MD, 20711
House Sitting, Drop-In Visits, Dog Walking

Karen did an amazing job with my pets and went above and beyond what was expected to make sure they were taken care of AND happy. 10/10 will be reaching out to … (more)

from
$25
per night
Animal loverHuntingtown, MD, 20639
House Sitting, Drop-In Visits, Dog Walking

About: I’ve taken care of a variety of animals and have had a dog of my own for 4 years now. I walk her on a daily basis and I’ve trained her as well. I lov… (more)

from
$31
per night
Calendar Recently Updated
9.
Outdoorsy Pet LoverDunkirk, MD, 20754
House Sitting, Drop-In Visits, Dog Walking

Aimee has been taking care of my pets for years. She is super reliable and always takes the best care of my dog and cat! She takes my dog for walks and sends lo… (more)

from
$40
per night
10.
Professional dog/cat/chicken sitterDeale, MD, 20751
House Sitting, Drop-In Visits, Dog Walking

I literally cannot say enough good things! Our animals LOVE her and she is our go to, all time favorite sitter! 😊 (more)

from
$35
per night
11.
Hi!My name is Kelsie & I love pets!Owings, MD, 20736
House Sitting, Drop-In Visits, Dog Walking

She great with poppy (more)

from
$50
per night
Confirmed availability: Memorial day
A good times for dogshuntingtown, MD, 20639
House Sitting, Drop-In Visits, Dog Walking

About: I have a giant heart when it comes to animals. I love all kinds of pet but especially doggies. I am comfortable about any bread and will take care of… (more)

from
$30
per night
Th best dog sitter in the area!Chesapeake beach, MD, 20732
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

She is so sweet with my dogs.They love getting dropped off! And we she comes over she keeps them entertained.And I 10/10 recommend her to anyone with a pet! (more)

from
$35
per night
Confirmed availability: Memorial day
14.
Pets Are Part Of The FamilyDunkirk, MD, 20754
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had experience with pets all my life, but I don’t consider them as merely pets. To me, they are family members. I understand the feeling of le… (more)

from
$35
per night
Confirmed availability: Memorial day
15.
Flexible and Reliable CareOwings, MD, 20736
House Sitting, Drop-In Visits, Dog Walking

Chayna is awesome!! She handled our two Newfoundlands exceptionally well! She provided lots of play time, pics and videos so I know they all had a good time. (more)

from
$25
per night
16.
Take a break from life at home!North Beach, MD, 20714
House Sitting, Drop-In Visits, Dog Walking

Madi was amazing with my babies. She kept me updated a few times per day with pictures and text messages. I am sad she is headed back to school but wish her the… (more)

from
$20
per night
Calendar Recently Updated
17.
Dog lover, dog ownerChesapeake Beach, MD, 20732
House Sitting, Drop-In Visits, Dog Walking

About: I am a dog lover! I have 2 rescues myself, and have been surrounded by dogs of all types my whole life. I also nanny regularly with various dogs in t… (more)

from
$30
per night
Confirmed availability: Memorial day
18.
I love big dogs an all fur babysNorth beach, MD, 20714
House Sitting, Drop-In Visits, Dog Walking

Nyla has been great with our pets! Shes helped with our English mastiff, goats and rabbits. We've also recommended her to other friends and family members in th… (more)

from
$20
per night
19.
Active runner who loves dogsChesapeake Beach, MD, 20732
House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with all kinds of dogs and have always loved the one of a kind of love that you get from a dog. I have a puggle myself but love dogs … (more)

from
$30
per night
20.
Ana 
Verified Background Check
Pet sitter for your furry family meChesapeake Beach, MD, 20732
House Sitting, Drop-In Visits, Dog Walking

About: Need someone to help care for your furry family member? I'm your girl! My name is Ana. I live in Chesapeake Beach Maryland. I am 30 years old. I help… (more)

from
$29
per night

Rover also offers House Sitting in:


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Chesapeake Beach house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Chesapeake Beach who can provide the care your dog needs, when they need it.