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Pet Sitting & Drop In Visits in Woods Landing, MD

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

Tip: Contact sitters now to confirm availability.
1. Erica

Where pets are family

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"I was so nervous about leaving my new puppy during the day! Erica is fantastic and very responsive! Both my older dog and new puppy are in great hands! (more)"

Confirmed availability
4th of July
2. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

"Ashley is the best! When she watched my animals, she let my pups run off energy in her backyard for hours every day! She gave my boys much love and attention... (more)"

Confirmed availability
4th of July
3. Sarah

Dog trainer in training!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

"Sarah is wonderful! She provided updates during the visit and pictures! Definitely recommend :) (more)"

Confirmed availability
4th of July
4. Sarah

Fenced yard! Takes dogs running!

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Dog Walking

"Once, when Sarah was a teenager, she was late to high school because she stopped traffic on a 5-lane street to help a mommy goose and her babies get safely a... (more)"

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5. Caroline

Happy pet , happy life !!!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Caroline is awesome! She always seems very in tune with Sully and what he wants and needs. She gives detailed feedback about their time together and that mak... (more)"

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6. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

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

"Ashley loves dogs. She doesn't care about their size, breed, nor age. She plays with any dog she comes across. She has owned dogs for as long as I have kn... (more)"

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7. Katelyn

Can’t wait to work with your dog!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Katelyn has taken care of my dog, Charlie, numerous times over the years. He loves hanging out with her. She is very professional and attentive to Charlie's... (more)"

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8. Julia

Friendly/energetic animal lover

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Julia has taken care of my Jack Russell many times when I've gone out of town. She is thoughtful and loving, Bella adores her! She always sends me photo upda... (more)"

9. Heather

energetic, dog lover, compassionate

Pasadena , MD, 21122

Drop-In Visits, Dog Walking

"Heather is the ideal girl where you can go out of town and trust to simply shoot a text and know she'll take care of your pups. Heather has been taking care ... (more)"

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10. Lisa

I love pups! I’m very loving

Arnold, MD, 21012

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

About: I have a degree in behavioral sciences. If you are still working on training your dog, then I’m your gal! Just let me know what you need to continu... (more)

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11. Yacobo

Home Full Time - Large Fenced Yard!

Arnold, MD, 21012

Drop-In Visits, Dog Walking

"I left my border collie mix with Jacob for almost a week. I was very nervous to leave my dog anywhere because I know how bad her separation anxiety can be. J... (more)"

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12. Sarah

Your pet's new best friend!

Annapolis, MD, 21409

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

"Sarah is the best! She is reliable, caring, and sweet. She is also very responsive. I highly recommend Sarah. We will be using her again and again! (more)"

13. Leah

Flexible, Will be BFFS w/ your dog!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Leah, was an excellent loving, dependable dog sitter. My dog Ellie normally does not eat when we go away but she did for Leah. That means Ellie was comforta... (more)"

Confirmed availability
4th of July
14. Veronica

The Best For Your Best Friends

Arnold, MD, 21012

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

About: My name is Veronica, I am 20 years old! I have had pets all of my life since I can remember! I've been raising dogs since a very young age and beca... (more)

15. Heather

Home full-time

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

"Heather did an amazing job with us. She was very diligent with our dogs and went the extra mile while we were away. Many times she even stayed longer to mak... (more)"

16. Kareen

Animal Lover

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

"We have used Kareen several times to take care of our loving dog Oscar when we've been on vacations or during the day if we were hung up with work or other c... (more)"

Confirmed availability
4th of July
17. Stephanie

Love all dogs and breeds

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is great with animals. She treats them with the love and respect that she shows towards her own dog. She watched our dog multiple times and I alway... (more)"

18. Brittany

All breeds and sizes, plus exotics

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Brittany is very compassionate and hard-working. She ensures that every animal is well taken care of before they are returned home. I would highly recommend ... (more)"

19. Edmund

I love dogs

Annapolis, MD, 21409

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

"Ed is awesome. He loves animals and my dog loves him. Ed always goes the extra mile and will take my Golden Retriever to the dog park when he stays at Ed’s. ... (more)"

20. 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)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Woods Landing pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Woods Landing, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.