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. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

3 repeat clients

"Janet was great! She appears to have taken great care of the dogs, and sent pictures at every visit. She even made one extra, last minute stop when our fligh... (more)"

2. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sonya was so great! She came over to meet Reese to make sure that he was comfortable with her! She sent pictures and gave me a detailed message about taking ... (more)"

3. Kathleen

Flexible, love long walks

Pasadena, MD, 21122

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"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)"

4. Jennifer

I'm a huge dog lover and reliable.

Grasonville, MD, 21638

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Everything went great. Jennifer showed up on time and left several pictures each time, which I loved. She exercised my pups and they were happy campers. W... (more)"

5. Rachel

Professional Experience with AWL

Grasonville, MD, 21638

House Sitting, Drop-In Visits

About: I've grown up with a lot of pets; cats, dogs, guinea pigs, a ferret, rats, hamsters, and chickens have all been companions in my home at some point... (more)

6. 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)

7. Layne

Home full-time. Large fenced yard.

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

"Layne is one of the sweetest people I've ever met and she is the biggest dog lover i know. She grew up with dogs and has always treated every dog as her own ... (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. 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)

10. Jennifer Paige

Waldog Astoria

Easton, MD, 21601

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

About: I have spent the last 4 years in Florida working for the largest no-kill Dog Rescue on the east coast! I have had extensive hands on experience wit... (more)

11. Rachael

Taking care of your dog like family

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs all my life, big dogs to be exact, and have always had a passion for spending time with them and taking care of them. I have my ow... (more)

12. Linda

Exceptional, loving pet care

Easton, MD, 21601

House Sitting, Drop-In Visits, Dog Walking

"When we go away, Linda takes care of our 2 dogs. She has been taking care of our cockapoos for years. Linda loves animals and we know that they are in good h... (more)"

13. 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)"

Available this weekend
14. 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)"

15. 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)"

16. Julie

Home full time, flexible schedule

Saint Michaels, MD, 21663

House Sitting, Drop-In Visits, Dog Walking

About: I'm a college student who's home full time for the summer, so I have a very flexible schedule. I don't own any dogs of my own at the moment, so I'm... (more)

17. Kate

Dog Lover Who Will Spoil Your Dog!

Stevensville, MD, 21666

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

"My name is Alex, and Kate pet sat for my wife and I while we were out of town. We had a meeting ahead of time so our dog could get to know her and they seeme... (more)"

18. Lauren

Fur baby lover

Annapolis , MD, 21401

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

2 repeat clients

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. Rozzie

Responsible & Caring Pet Service ?

Annapolis, MD, 21409

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

About: I am a professional Pet Sitter and I will take care of your pets as if they were my own...I am very flexible and will do everything possible to mee... (more)

20. Ashley

I am available to watch your pups!

Grasonville, MD, 21638

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.