Pet Sitting & Drop In Visits in Windemere, MD

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Megan

What I like about people? Their dog

Timonium, MD, 21093

House Sitting, Drop-In Visits, Dog Walking

"If you're looking for someone who you can 100% trust in your home, look no further. Megan is trustworthy, personable, and will care for your dog just as well... (more)"

Confirmed Holiday Availability
2. Kate

Long-time dog auntie and dog cousin

Towson, MD, 21204

House Sitting, Drop-In Visits, Dog Walking

"Kate is a gentle soul and my three dogs can sense her kindness. Some of my dogs are rescues and have anxiety problems, but Kate is patient with them. She has... (more)"

3. Lynn

Great Pet Care for Tourists too!

Perry Hall, MD, 21128

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

13 repeat clients

"Lynn did a wonderful job taking care and looking after my dog while I was out of the country for two weeks. I could not have left her in better hands. (more)"

Confirmed Holiday Availability
4. Angie

FUR BABIES WELCOME!!!

Timonium, MD, 21093

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

About: I have had dogs since I was a little gir! ( my first was an all white boxer who was the best pup ever ) I am new to the rover site but have been p... (more)

5. Danni

Doglover eager to care for all pups

Towson, MD, 21286

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

About: I'm a college student that is now away from my beloved pups, so I'm happy to take care of yours giving them lots of love and affection while their ... (more)

6. Sarah

Professional Animal Cuddler!

Nottingham , MD, 21236

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sarah is prompt and reliable. Our labs always have a great time with her. (more)"

7. Patrick

Professional Pet Care by Patrick

Towson, MD, 21204

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Patrick is wonderful. He took care of our cat perfectly while we were in Florida. We will be calling him again! (more)"

8. Jeffrey

All around animal lover!

Parkville , MD, 21220

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

About: Hello! I am definitely an animal lover! I have had many dogs in my life along with many other animals as well. Dogs are by far my favorite but I'... (more)

9. Erin

Active Dedicated Dog Lover!

Towson, MD, 21204

House Sitting, Drop-In Visits, Dog Walking

"Erin did great! We have two rescue dogs that can be a little nervous around strangers at first so I was a little worried about having a stranger drop in on ... (more)"

10. Monti

Dog lover, and tree hugger!

Towson, MD, 21286

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Excellent. Kept me up to speed about how everything was going. Would definitely recommend for anyone whose dog needs stop in visits. (more)"

Available this weekend
11. Eileen

Lifetime Dog Owner

Towson, MD, 21204

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

"Eileen has lived her whole life with dogs - her first word was the dog's name!!!! She is completely at home with an animal, patient and nurturing, observant... (more)"

12. Angela

Dogs make me so happy!

Cockeysville, MD, 21030

House Sitting, Drop-In Visits, Dog Walking

"Angela is a complete animal lover! As long as I've known her she has had a wonderful way with dogs and is a complete caregiver. I would trust her implicitly ... (more)"

13. Elsa

Pooch Lover :)

Parkville, MD, 21213

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

2 repeat clients

About: I've owned four dogs before, not all at the same time. I used to volunteer with two different rescues and I know some basic first aid for dogs. I l... (more)

14. Joseph

Experienced Dog Sitter

Cockeysville, MD, 21030

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

"Joseph has been walking my two dogs (Bernese Mt. Dog and Terrier) for the past 2 weeks now. He has checked in every day via text with a picture of happy pups... (more)"

15. Courtney

A life-long dog lover and caregiver

Towson, MD, 21286

House Sitting, Drop-In Visits, Dog Walking

"Courtney has watched our energetic Jack Russell mix, Riley, for long holiday weekends. She is a natural with every animal she meets, and Riley took to her i... (more)"

Confirmed Holiday Availability
16. Laura

More dogs=More happiness

Nottingham, MD, 21236

House Sitting, Drop-In Visits, Dog Walking

About: I have had multiple dogs at a time since I was a child. This experience has taught me how to handle dogs of all types. I recently adopted a puppy a... (more)

Confirmed Holiday Availability
17. Niki

Reliable, dog loving couple :)

Baltimore, MD, 21234

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Niki is an excellent pet sitter. She's kind, patient, and loving. She has watched my babies (cat, dogs, and even my toddler) and they've always been happy an... (more)"

18. Kasey

Dog lover, responsible & reliable!

Kingsville, MD, 21087

House Sitting, Drop-In Visits, Dog Walking

"I have a very territorial and particular adult schnauzer. He does not like anyone new or different. I had a different dog sitter and my dog would not eat the... (more)"

19. Janna

Evening Walker & Weekend Sitter

Cockeysville, MD, 21030

Dog Boarding, Drop-In Visits, Dog Walking

About: I have two dogs at home who I love dearly. One is a big Berner puppy and the other is a small 7 year old terrier so I have experience with differen... (more)

20. Olivia

I get the job done!

Hydes, MD, 21082

House Sitting, Drop-In Visits, Dog Walking

"Olivia has dog/house sat for us several times in the past 18 months. The longest period of time was 15 days. We have two dogs that she takes very good care... (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 Windemere 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 Windemere, 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 Windemere pet sitters and avoid the kennel.