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

3 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. Kathleen

Flexible, love long walks

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kathleen is a wonderful and dependable individual as well as a great animal lover! My dog Cooper is basically in love with her and gets so excited when she c... (more)"

3. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: If you are looking for a pet sitter with a lot of love and time to give with a bunch of experience with animal care as well as trustworthy and resp... (more)

4. Erica

active, flexible, personable:)

Shady Side, MD, 20764

House Sitting, Drop-In Visits, Dog Walking

"Erica does an awesome job with all our dogs. She is very responsible and is always there when we need her. She is very observant of their water and food as w... (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. Rebecca

Responsible animal lover

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Becca was great! Our cat Leo seemed to love her and she sent us daily pictures to keep us in the loop while we were out of town. Would definitely recommend h... (more)"

7. Rozzie

Home FT, fenced yard, dog lover!

Annapolis, MD, 21409

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

1 repeat client
No Reviews Yet

About: I will take care of your pets as if they were my own...I am very flexible and will do everything possible to meet any needs or requests you may hav... (more)

8. Tara

Loving care for your pet

annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Tara is a lover of all animals. She is equally happy caring for a dog or a cat, or a guinea pig or a hamster. She is a college educated person who wants to m... (more)"

9. Justine

Walk, Fetch, Groom, Relax

Stevensville, MD, 21666

Dog Boarding, 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)"

10. Taylor

Energetic and Experienced Care

Chester, MD, 21619

House Sitting, Drop-In Visits, Dog Walking

"Taylor is responsible, caring and each dog she has encountered instantly falls in love with her. I can go away for a weekend knowing my sweet Annabelle is in... (more)"

11. Kaitlyn

Fun, energetic, and loving :)

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kaitlyn is a wonderful pet sitter! We have two cats and a dog, that are always in the best of care when she tends them. She is punctual, responsible and reli... (more)"

12. 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)

13. Crystal

Loving dog-sitter/walker

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs and cats for over 20 years. My passion for animals started at a young age and I hope to continue living my life for animals and t... (more)

14. Angie

I'm Purrrfect for your Pet!

Arnold, MD, 21012

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

"My cat, Bert gets so excited when he gets a visit from Angi. She has established a special connection with him. She loves animals and exercise, so what a per... (more)"

15. Kim

All animals love me

Church hill, MD, 21623

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

About: I love dogs I have 3 now they are my kids I love to play and walk with them.my dogs are my life they are my happiness .I like dogs more than must p... (more)

16. 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)"

17. 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)

18. Lauren

Fur baby lover

Annapolis , MD, 21401

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

1 repeat client

About: I'm 30 and recently just moved to Annapolis. I've grown up with all different kinds of animals, dogs, rabbits, hermit crabs, and a giant iguana! I'... (more)

19. Patricia

Compassionate Pet Lover

Ridgely, MD, 21660

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

"Patricia watches my 2 dogs whenever I go on vacation. She loves them and they love her too! They are always well cared for when they stay with Patricia! P... (more)"

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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.