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.

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1. Wendy

Walk and Play with your dog.

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

"We could not be more thankful for finding Wendy on rover! She has been absolutely amazing when caring for our 2 dogs while we are away. She stays in constant... (more)"

Confirmed availability
Christmas and New Year
2. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

"Great experience with Ashley! She was quick to respond to quest and open and honest with her answers. Did an amazing job watching my two dogs, one of which i... (more)"

Confirmed availability
Christmas and New Year
3. Allison

We'll treat your dog as family!

ANNAPOLIS, MD, 21403

Dog Boarding, Drop-In Visits, Dog Walking

"Allison was great! Got back with me quickly, followed all my instructions and took great care of my pup, Lucy. Sent photos and left me a report which I reall... (more)"

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4. Sara

Large fenced yard. Run, walk,& play

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

"Sara did a great job. She was on time for our meet-n-greet, very friendly, and when she came over she sent us pictures and checked in. (more)"

Confirmed availability
Christmas and New Year
5. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

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

"Michelle was excellent. She’s very sweet and has a beautiful yard for my dog to play in. she sent me updates and pictures daily and Gigi was really happy and... (more)"

6. Erica

Where pets are family

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"I am so delighted to have found Erica through Rover. She is extremely dependable and the dogs love her! I highly recommend her if you need someone to give ... (more)"

7. Christine

Loving, mature, reliable.

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

"Christine is great. Timely, flexible and my dog loves her! Always sends pics and updates :) (more)"

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8. Abigail

Working from home-love walking dogs

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Abby was a great dog sitter and house sitter. She has watched our house and our pets six times, and is excellent. She is tidy, responsible, and great with pe... (more)"

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9. Kimberly

Home full-time

Arnold, MD, 21012

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

"I have known KIm for roughly 8 years. She has been the best neighbor! She has taken great care of my dog and watched out for my house. She and her family h... (more)"

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10. 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)"

Confirmed availability
Christmas and New Year
11. Tresha

love love love dogs!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits

"Tresha is the absolute best! She takes care of Betty for us whenever we need her. She is very active and will get your dog out to play and excercise or just ... (more)"

Confirmed availability
Christmas and New Year
12. Anthony

Home full time- Built in Dog Park

Arnold, MD, 21012

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I'm the Dad of Adiline a 19 month old boxer & Odin a 7 month old American bulldog, boxer mix. I work from home my puppies are with me all day and l... (more)

13. Christian

Fenced backyard

Annapolis, MD, 21409

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

"Christian has taken care of my dog for a long time from overnights, weekends, and days. My dog Damon loves him and he always seems so happy after spending ti... (more)"

Confirmed availability
Christmas and New Year
14. Anna

I am a dog and cat lover!!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

"Anna has had dogs her whole life. She loves animals more than anyone I know and has taken time to volunteer at the local SPCA to walk dogs and help with an... (more)"

15. Raquel

My favorite people are dogs

Arnold, MD, 21403

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

"Raquel is the best! (more)"

Confirmed availability
This weekend
16. Erin

Home full-time, fenced in yard!

Annapolis, MD, 21409

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

About: Leaving your fur baby can be scary! (I know from being a crazy dog mom myself). The most important thing when your away is that your pet feels safe... (more)

17. Chelsea

I’ll care for your dog like my own!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

"Chelsea was a great pet-sitter. She sent photos of my dog and cat to me while I was away which was much appreciated. She is extremely pleasant and reliable. ... (more)"

18. Heather

I will love your pet like they are

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Heather is one of the most compassionate people I've ever met! She loves animals of all kinds and would do anything in her power to make sure they're safe an... (more)"

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19. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

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

"Ashley is a wonderful sitter and person in general. She was very kind and prompt, sent pictures of my doggo everyday while I was in class, and was kind enoug... (more)"

Confirmed availability
Christmas and New Year
20. Stephanie

Love all dogs and breeds

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Stephanie has been awesome not only with my dog who has anxiety but also with my new puppy. She is very understanding and reliable. I will definitely continu... (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.