Pet Sitting & Drop In Visits in Anchorage, 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 Memorial day Availability
1. Wendy

Walk and Play with your dog.

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

28 repeat clients

"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)"

2. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla was super easy with communication. Scheduling. Arrived on time. Sent updates so we knew she arrived. Thanks Kayla! (more)"

3. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

6 repeat clients

"Jacob and Melissa did a fantastic job taking care of Oisin! He was happy and content when we arrived home. We would definitely recommend them and plan to u... (more)"

Confirmed Memorial day Availability
4. Daniel

A Dog’s Best Friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"The best adjective to describe Danny is amazing! I was lucky enough to live next door to him for a year. He took my pup out multiple times while my husban... (more)"

5. 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)"

6. Kate

Must love dogs...Yes, that's me!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Kate was wonderful with our two dogs! Harley is very hesitant with strangers and Moose is the opposite —a LOT of energy, and Kate was great with them! Defini... (more)"

Confirmed Memorial day Availability
7. Glencora

Excited to meet your best friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cora has been outstanding in caring for our puppy. She has been responsible, on time, and has provided feedback during twice daily drop-in visits with texts ... (more)"

8. Molly

Home full-time!!

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

"Molly has cared for our golden retriever and golden doodle. She is loving, fun and reliable! She is trustworthy and I would highly recommend her!! (more)"

9. Maria

Satisfaction Guaranteed Home & Pet

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"We have used Maria for over the past 4 years for dog walking and dog sitting our two dogs and they LOVE her!! It makes me so happy to see the excitement in m... (more)"

10. Penny

Dogs make me happy :)

Annapolis, MD, 21403

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

"Penny would make an excellent pet sitter. Since birth, she has grown up with many different kinds of animals and had the responsibility of taking care of the... (more)"

11. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

4 repeat clients

About: I have a dog myself (Beagle Mix) which I share custody of and I am Deaf myself. I love dogs like they are my children which I do not have any. Rai... (more)

12. Savannah

All Dogs Welcome!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Savannah has always been great with animals, they seem to just flock to her. She's extremely responsible and is one of the best owners I've seen, I've had he... (more)"

13. Doreen

Large fenced yard. Home part-time

Annapolis, MD, 21403

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

"Doreen is one of my best friends and is an awesome person. She has 3 grown children and 2 grandchildren who are the love of her life. She has had pets all he... (more)"

14. Julia

Friendly/energetic animal lover

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Julia has been my house and dog sitter for several years and I highly recommend her. She is dependable, mature, trustworthy and so sweet and loving to my som... (more)"

15. Sarah

For the Love of Dogs <3

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sarah gets 2 paws up from Violet! This was our first booking with Sarah and we made plans for 2 drop-in visits. She arrived when scheduled for potty, dinner,... (more)"

16. Calli

Dependable and active caretaker!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Calli is super responsible and caring! She is currently studying to be a nurse, and that care and attentiveness definitely carries over to dog sitting. My do... (more)"

17. Maddy

Your dogs home away from home!!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Maddy is awesome! she loves my dog and my dog loves her. One of the few people I can let my dog go out of sight with and not be worried . When Ellie(my dog) ... (more)"

Confirmed Memorial day Availability
18. Elias

FT student with free time!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Very courteous. Kody loved him. Definitely felt better having him walk Kody while I’m away. (more)"

19. Bram

Your dog's home away from home

Annapolis, MD, 21403

Drop-In Visits, Doggy Day Care, Dog Walking

7 repeat clients

"Great! Bram will definitely be top on our list when we need a sitter! (more)"

20. Ashley

Experience animal caretaker

Annapolis, MD, 21403

Drop-In Visits, Doggy Day Care, Dog Walking

"Ashley was on top of everything and wonderful to work with:) Can tell she loves dogs! Highly recommend her! (more)"


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 Anchorage 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 Anchorage, 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 Anchorage pet sitters and avoid the kennel.