Pet Sitting & Drop In Visits in Assawoman, VA

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Confirmed Holiday Availability
1. Kirsten

Home Full Time

Berlin, MD, 21811

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kirsten is an animal lover, especially dogs. She has a 10 year old boxer whom she adores. She will love your dog and take care of it as if it was her own. (more)"

2. Chelsea

Your family is my family

Fruitland, MD, 21826

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Hi my name is Luke. Chelsea is my fiancé and she is the most amazing woman I’ve ever met. She’s so caring and thoughtful. She loves all kinds of animals and ... (more)"

3. Crystal

I love dogs of all sizes! Book now

Wallops island, VA, 23337

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"Crystal is a fun loving dog lover. Always has been since she was a baby. You can definitely count on her to take very good care of your dogs! (more)"

Confirmed Holiday Availability
4. Kate

Flexible and experienced dog mom!

Snow Hill, MD, 21863

Drop-In Visits, Dog Walking

"I've had a few people watch my Frenchie khloe but no one was like Katie! She's so loving, caring, and all around such a great person! She has this really ama... (more)"

Confirmed Holiday Availability
5. Christopher

Captain's Cove Canine Resort

Greenbackville, VA, 23356

Drop-In Visits, Dog Walking

1 repeat client

"We would recommend Chris to anyone. We have a dog who is a fear biter and Chris was still willing to help us. He put our minds at ease when we saw how great ... (more)"

Confirmed Holiday Availability
6. Kirsten

Home Full Time

Berlin, MD, 21811

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kirsten is an animal lover, especially dogs. She has a 10 year old boxer whom she adores. She will love your dog and take care of it as if it was her own. (more)"

7. Chelsea

Your family is my family

Fruitland, MD, 21826

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Hi my name is Luke. Chelsea is my fiancé and she is the most amazing woman I’ve ever met. She’s so caring and thoughtful. She loves all kinds of animals and ... (more)"

8. Crystal

I love dogs of all sizes! Book now

Wallops island, VA, 23337

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"Crystal is a fun loving dog lover. Always has been since she was a baby. You can definitely count on her to take very good care of your dogs! (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Assawoman pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Assawoman, VA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Assawoman pet sitters and avoid the kennel.