Pet Sitting & Drop In Visits in Whispering Woods, MD

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

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1. Erica

Where pets are family

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"I am so delighted to have found Erica through Rover. She is extremely dependable and the dogs love her! I highly recommend her if you need someone to give ... (more)"

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2. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla was super easy with communication. Scheduling. Arrived on time. Sent updates so we knew she arrived. Thanks Kayla! (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)"

Confirmed availability
Memorial day
4. Stephanie

Companionship provider for all pups

Annapolis, MD, 21401

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

"I had Steph watch my Frenchie for me when I went to Texas. My Frenchie has a lot of requirements since she has food allergies, doesn't do well in the heat, a... (more)"

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5. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

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

11 repeat clients

"Ashley loves dogs. She doesn't care about their size, breed, nor age. She plays with any dog she comes across. She has owned dogs for as long as I have kn... (more)"

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6. Caroline

Happy pet , happy life !!!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Caroline is awesome! She always seems very in tune with Sully and what he wants and needs. She gives detailed feedback about their time together and that mak... (more)"

Confirmed availability
Memorial day
7. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits, Doggy Day Care

"Michelle was excellent. She’s very sweet and has a beautiful yard for my dog to play in. she sent me updates and pictures daily and Gigi was really happy and... (more)"

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8. Julia

Friendly/energetic animal lover

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Julia has taken care of my Jack Russell many times when I've gone out of town. She is thoughtful and loving, Bella adores her! She always sends me photo upda... (more)"

Confirmed availability
Memorial day
9. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

1 repeat client

"Ashley is an excellent person to take care of animals. She loves all types of animals. I would highly recommend ashley to walk or pet sit. (more)"

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10. Kiley

Great with hyper and anxious dogs!

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

"Kiley adores dogs! She is extremely gentle and caring with them. She has grown up with dogs all her life, so she understands what is needed to care for a p... (more)"

Confirmed availability
Memorial day
11. Veronica

The Home Where Dogs Come First

Arnold, MD, 21012

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

1 repeat client

About: My name is Veronica, I am 20 years old! I have had pets all of my life since I can remember! I've been raising dogs since a very young age and beca... (more)

Confirmed availability
Memorial day
12. Daniel

A Dog’s Best Friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

4 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)"

13. 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)"

Confirmed availability
Memorial day
14. Emily

Dogs love us back

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Emily is caring, loving, patient, and competent with animals. Yet, also knows how to be firm, and in control. I have seen her first hand with my elderly Bich... (more)"

Confirmed availability
Memorial day
15. 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)

16. Sarah

Your pet's new best friend!

Annapolis, MD, 21409

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

3 repeat clients

"Sarah is the best! She is reliable, caring, and sweet. She is also very responsive. I highly recommend Sarah. We will be using her again and again! (more)"

Confirmed availability
Memorial day
17. Leah

Flexible, Will be BFFS w/ your dog!

Annapolis, MD, 21409

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

1 repeat client

"Leah took really good care of Louie. She played with him, took him on walks, and made sure that he was fed and got his medicine. She also took on some extra... (more)"

18. Brittany

All breeds and sizes, plus exotics

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Brittany is very compassionate and hard-working. She ensures that every animal is well taken care of before they are returned home. I would highly recommend ... (more)"

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19. 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)"

20. Geoffrey

I'll take good care of your dog

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

About: I worked as a dog walker for a year in Arlington Virginia. I grew up with dogs and enjoyed playing with them and taking care of them. I will trea... (more)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Whispering Woods pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Whispering Woods, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.