Pet Sitting & Drop In Visits in Winchester 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. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

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

2 repeat clients

"This was my first time using Jen or anyone on Rover. She did a drop in visit. She texted me with updates, which was a relief. She made me comfortable in kno... (more)"

2. Lori

Lover of animals big and small

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

1 repeat client

"This was my first Rover experience, and we were extremely pleased with Lori's services. Would highly recommend her and will certainly use her in the future!... (more)"

3. Kelly

Home is where your dog is!

Easton, MD, 21601

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Single guy with brand new puppy and needed help with my puppy while at work. Fortunately I found Kelly to give my new dog some TLC, food, water and relief br... (more)"

4. Kaitlyn

Fun, energetic, and loving :)

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I highly recommended Kaitlyn as a dog sitter/walker. Kaitlyn is a animal lover. Very responsible in the care and safety of animals. Reliable for sure. A l... (more)"

5. Addie

Friendly, Pet Loving Dog-Walker

Saint Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I'm a friendly dog walker who loves working with animals. I provide a loving, caring environment for dogs that includes regular exercise, play time... (more)

6. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

7 repeat clients

"Heidi was my top Puppy Nanny working for me in Chicago, IL. She cared for all of our furry clients as if they were her own! Heidi handled In Home Pup Sitti... (more)"

7. Amy

Your pooch is gonna love me!

Queenstown, MD, 21658

Drop-In Visits, Dog Walking

About: Hi! I am a mom of 3 human kids, 2 canine kids (Jackson - Bernese Mountain Dog, Phoebe - English Bulldog), 2 feline kids, 2 fish and 4 hermit crabs!... (more)

8. Justine

Walk, Fetch, Groom, Relax

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Justine was great. Did exactly what I ask, showed up when promised and was great with my dog. Would highly recommend her! Brian H Stevensville MD (more)"

9. Amanda

Energetic, fun, animal lover!

Glen Burnie , MD, 21061

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Amanda, I believe I'm a good choice because I truly love all animals especially dogs I have such a good connection with them. I ac... (more)

10. Vilmarie

LOVE DOGS AND CATS!! Bilingual

Severn, MD, 21144

House Sitting, Drop-In Visits, Dog Walking

"Vilmarie did a great job house sitting my "Jazz". Jazz is very picky about who hangs around the house and she warmed right up to Vilma. Vilma treats my pet j... (more)"

11. Cassidy

Animal Lover wishin 2 love your Pet

Middle River, MD, 21220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am a true animal lover and love dogs, cats, and other pets you may have equally. I raised my first puppy while I was in high school. He grew up... (more)

12. Bianca

PET PALACE!

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

About: Absolutely love animals. From big to small and everywhere in between. They are definately not just pets, theyre family. Ive been caring for dogs fo... (more)

13. Jesse

Dog Lover Sits in YOUR Home

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"tp start off Jesse is a very kind and loving person. He loves dogs and is currently taking care of both of mine while I am away in college. he has taken care... (more)"

14. Lauren

Fur baby lover

Annapolis , MD, 21401

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

"Lauren was a great sitter for my dog. My dog can be very anxious, but she was very calming with her and quickly became comfortable. Ever since the beginnin... (more)"

15. Aeyla

We love having furry visitors!

Dundalk, MD, 21222

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

5 repeat clients

"Aeyla has cared for my two beagles for the last three years. She is very responsive to my needs and to my instructions. She's also very experienced at prov... (more)"

16. Lisa

I ❤ my dogs more than most people!

Shady Side, MD, 20764

Drop-In Visits, Dog Walking

About: I have had dogs my whole llife and feel that they should be treated like family! You need to know that when you away your dogs will be well taken c... (more)

17. Alyssa

Fun and Exciting Dog Lover

BALTIMORE, MD, 21222

Dog Boarding, House Sitting, Drop-In Visits

"Alyssa has been dog sitting my fur baby Oliver for the last 3 years. He always enjoys his visits at camp Lawerence with his cousin Zoe! She's always quick to... (more)"

18. Clavis

Military Style Dog Watcher

Pasadena , MD, 21122

House Sitting, Drop-In Visits, Dog Walking

About: My dad has been in the United States Army for 20 years, and I have moved all across the United States.Through my travels I have had numerous pets, ... (more)

19. Corey

A True Dog Lover !

Cedonia, Baltimore, MD, 21206

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

About: A client should choose me to take of their dog because I have dogs of my own and I'm an inspiring to be a veterinarian and I been around dogs my wh... (more)

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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

"I've known Ashley for 12 years and she has such a love for all animals. Her dog Captain and cat Stella are so lucky to have her. She is always willing to dog... (more)"

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Learn About Premier

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 Winchester 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 Winchester 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 Winchester Estates pet sitters and avoid the kennel.