Pet Sitting & Drop In Visits in Woodwind Estates, MD

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

1. Brandy

Will Love Your Pets Like My Own!

Chesapeake Beach, MD, 20732

House Sitting, Drop-In Visits

13 repeat clients

"We are so grateful to have found Brandy. She was very responsive when I sent messages and I couldn't ask for more flexibility. She was great! We will definit... (more)"

2. Michaela

Anything for your fur baby

Chesapeake Beach, MD, 20732

Drop-In Visits, Dog Walking

"Michaela has experience with dogs from all walks! She loves taking the time to get to know a dog and figure out the best ways to start a friendship to making... (more)"

Confirmed Memorial day Availability
3. Susy

Love and tire-out all kinds!

Prince Frederick, MD, 20678

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

4 repeat clients

About: Lifetime dog owner who believes dogs “talk” with tails, eyes, and barks. Especially loves the big, active ones who might be working on their manner... (more)

4. Krista

Weekends and evenings!

Huntingtown, MD, 20639

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Krista is someone who LOVES her fur baby as much as anyone would love their child. She is amazing with animals, and even adores my extremely hyper chocolate ... (more)"

5. Sharon

Let your dog exercise me!

Chesapeake Beach, MD, 20732

Drop-In Visits, Dog Walking

"We tried various dog walkers until we found Sharon to walk our just rescued greyhound. He had been traumatized by his years on the race track and he needed ... (more)"

6. Jordyn

Vet Tech & Professional Pet Lover!

North Beach, MD, 20714

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Zoey’s first visit was amazing! I loved the picture and And The summary of what she did while Jordyn was there! Jordyn gave me great advice for crate train... (more)"

Confirmed Memorial day Availability
7. Melinda

Home full time/fenced in yard

Owings, MD, 20736

Dog Boarding, Drop-In Visits, Doggy Day Care

"Wonderful, patient, kind and all dogs are treated like her children! Well educated on dog philosophy and behavior! Couldn’t ask for anyone better to take m... (more)"

8. Tina

The Furry Godmother at your service

North Beach, MD, 20714

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

"When my husband and I travel, we rely on Tina to take care of our furbabies (3 cats). One of our cats gets picked on, so she has to be kept in a separate be... (more)"

9. Justine

Vet Tech home full time!

Huntingtown, MD, 20639

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

1 repeat client

"Justine is an incredible young mom with a profound love of all animals. Big or small, horse or chihuahua, she adores them all. She has experience as an emerg... (more)"

10. Christina

Your pups are always welcomed!

North beach, MD, 20714

Drop-In Visits, Dog Walking

4 repeat clients

"Great job. Very attentive and reliable. (more)"

11. Pamela

Love Animals, flexible

Prince Frederick, MD, 20678

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hi my name is Pam, and I have 2 german shepherds named gunner who is almost three and Kimber who is almost two. Gunner and Kimber recently had fo... (more)

12. Mandie

Enthusiastic, Reliable Student

chesapeake beach, MD, 20732

House Sitting, Drop-In Visits, Dog Walking

About: I've had to care for 4 dogs growing up. I have house sat while caring for 2 dogs during that time. I now volunteer at Calvert Animal Welfare League... (more)

13. Emily

Flexible and friendly dog walker

Port Republic, MD, 20676

Drop-In Visits, Dog Walking

About: I have been a pet owner since I was little, and that was when our family got our dachshund. I have had multiple sized dogs ranging from 15 pounds t... (more)

14. Julie

Mature; will care for any breed!

North Beach, MD, 20714

Drop-In Visits, Dog Walking

"Julie is a wonderful companion for our furry family members! She is incredibly attentive, very kind, and loves on them as if they are her own. Our dogs love ... (more)"

15. Kristine

Pet loving care specialist.

Owings, MD, 20736

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: After 20 plus years of working and commuting in the Washington DC metro area, I established Sitter 4 Kritters because of my love of animals and my ... (more)

16. Sarah

Lover of all animals

Prince Frederick, MD, 20678

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was amazing. I felt completely confident in her handling my dogs. Usually my dog is slow to warm up to people and very skiddish. Coco warmed right up t... (more)"

17. Alexus

Big heart and loves dogs

Prince Frederick, MD, 20678

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! Thank you for taking the time to view my profile. I have a special skill to heal animals, and their energetic field. So if your dog... (more)

18. Sarah

I am 24, experienced, and active.

Chesapeake beach, MD, 20732

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah was a godsend, and really helped me out on very little notice. I'd definitely recommend her! (more)"

19. Shannon

Love my Fur Babies!!!

Chesapeake Beach, MD, 20754

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

" Shannon is ultimate dog sitter and Walker . She has a very special gift with dogs .She will have your dog jumped for Joy every time she is in their prese... (more)"

20. Grace

Family is created upon furry paws

Owings, MD, 20736

House Sitting, Drop-In Visits, Dog Walking

"Since I can remember, I always had a love for animals especially dogs. However, when I was seven years old a dog ended up severely bighting my thumb causing ... (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 Woodwind Estates 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 Woodwind Estates, MD, 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 Woodwind Estates pet sitters and avoid the kennel.