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.

Confirmed Easter Weekend Availability
1. 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)"

2. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

Dog Boarding, 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)"

3. 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)"

Confirmed Easter Weekend Availability
4. Erica

active, flexible, personable:)

Shady Side, MD, 20764

House Sitting, Drop-In Visits, Dog Walking

"Erica has been walking and taking care of our dogs for quite some time now. We actually have 5 of them. Both my husband and I work full time so it's so nice ... (more)"

5. Tara

Loving care for your pet

annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Tara is wonderful when caring for my dog and parrot. She has a sincere passion for animals in dealing with all their needs. Even doing more than I ask, Tara... (more)"

6. 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)

7. Kaitlyn

Fun, energetic, and loving :)

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kaitlyn is an exceptional young lady with a heart of gold. I would recommend her to be a loving caregiver to any animal. She has true compassion for any bree... (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. 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)

10. 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)

11. 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)"

12. Jesse

Dog Lover Sits in YOUR Home

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"I have known Jesse since he was a teen. He has always been a very caring, gentle guy especially when it comes to animals. His family has had dogs for years... (more)"

13. 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)

14. 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)"

15. 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)

16. 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)

17. Shannon

Dog Lover

Chesapeake Beach, MD, 20754

Dog Boarding, 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)"

18. 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)

19. Maddie

pups, dogs, and elders!

Worton, MD, 21678

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

About: I adore dogs. They're my favorite animal in the world. I provide all the care and attention in the world for your puppy, dog or elder. No matter wh... (more)

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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

"Ashley is an amazing mom to her own pets as well as the foster puppies she has cared for in the past. She is always taking them on walks, buying them treats... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.