Pet Sitting & Drop In Visits in Sherwood Forest, MD

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

Confirmed Memorial day Availability
1. Wendy

Walk and Play with your dog.

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

28 repeat clients

"Wendy is so impressive, as a person and a dog sitter! From the moment you meet her she is warm and personable...she understood our needs and was eager to com... (more)"

2. Liz

Annapolis area animal lover

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Great first week with Liz! She came to meet me and the pups a day before and was thorough in understanding their routine. I love the updates and photos. (more)"

3. Sarah

Dog trainer in training!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah is wonderful! She provided updates during the visit and pictures! Definitely recommend :) (more)"

4. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terri has been amazing every time we have used her, she takes the time to come and meet you as well as your pets and never stops working to make sure that my... (more)"

Confirmed Memorial day Availability
5. Daniel

A Dog’s Best Friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I have known Daniel for many years, he was even the best man in our wedding!! My husband and I have a three year old pit bull and Daniel has watched him many... (more)"

Confirmed Memorial day Availability
6. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

"Ashley is the best! When she watched my animals, she let my pups run off energy in her backyard for hours every day! She gave my boys much love and attention... (more)"

Confirmed Memorial day Availability
7. Glencora

Excited to meet your best friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cora has been outstanding in caring for our puppy. She has been responsible, on time, and has provided feedback during twice daily drop-in visits with texts ... (more)"

8. Tyler

Passionate about dogs!

Annapolis, MD, 21401

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

About: My name is Tyler Orsulak. I am 28 years old and I live with my wife. We are both very passionate about dogs. I had a yellow lab for 16 years and m... (more)

9. Edmund

I love dogs

Annapolis, MD, 21409

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Ed is awesome. He loves animals and my dog loves him. Ed always goes the extra mile and will take my Golden Retriever to the dog park when he stays at Ed’s. ... (more)"

Confirmed Memorial day Availability
10. Julie

Veterinarian who loves to run

Severna Park, MD, 21146

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

"Julie is an amazing pet sitter. She has watched my Great Dane several times while we were on vacation. My Great Dane was loved and cared for and had plenty o... (more)"

11. Kate

Can run w/ your dog! Avail all day!

Crownsville, MD, 21032

Drop-In Visits, Dog Walking

"Kate was awesome! Quickly replied and was able to handle last minute request. She kept in touch and let us know how our Zig was doing. Very appreciated. I wi... (more)"

12. Molly

Home full-time!!

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

"Molly has cared for our golden retriever and golden doodle. She is loving, fun and reliable! She is trustworthy and I would highly recommend her!! (more)"

13. Olivia

Experienced, active dog lover!

Severna Park, MD, 21146

Drop-In Visits, Dog Walking

"Olivia has been a friend of mine for several years. Speaking to her character, she is a genuine, kind, and trustworthy person. I had the pleasure of living w... (more)"

14. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

12 repeat clients

"She went above and beyond my expectations! Very satisfied with my experience and would definitely hire again. (more)"

15. Kate

Caring, loving & energetic sitter

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kate was communicative and kept things super easy & simple for me. She even sent a photo of my cat during her visit! Really helped to put my mind at ease wh... (more)"

16. Vicky

Nurturing family environment

Annapolis, MD, 21401

Drop-In Visits, Doggy Day Care, Dog Walking

"Vicky is an exceptional, responsible, and loving caregiver. Vicky definitely has lots of experience caring for animals. My dog Miami always has such a gre... (more)"

17. Lauren

Fur baby lover

Annapolis, MD, 21401

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

2 repeat clients

"Lauren did an excellent job taking care of our dog while we were away on vacation. She communicated with us often while we were away- a huge plus in my book!... (more)"

18. Lisa

I love pups! I’m very loving

Arnold, MD, 21012

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

1 repeat client

About: I have a degree in behavioral sciences. If you are still working on training your dog, then I’m your gal! Just let me know what you need to continu... (more)

19. Audrey

Likes to walk + loves dogs = Audrey

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Audrey was great, and I could tell she is a real dog lover. (more)"

20. Casey

Dachshund Dad - Take Notes Cesar

Crownsville, MD, 21032

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I know Casey personally. He has always loved animals. He treats animals with the same care and respect as he does his friends and family. He owns a dachshund... (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 Sherwood Forest 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 Sherwood Forest, 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 Sherwood Forest pet sitters and avoid the kennel.