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.

1. Kelli

Home full time, large fenced yard

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Kelli took great care of Boomer with two drop-in visits. Boomer is only 13 weeks, so schedule and details are key in getting her house trained. Kelli kindly... (more)"

Confirmed Holiday Availability
2. Maegan

Dog lover! Home full time - fence

Annapolis, MD, 21401

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

3 repeat clients

"Maegan is a very trustworthy person that is always gladly willing to look after your dog. She always takes care of my dogs as much as she would to her own. M... (more)"

3. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

5 repeat clients

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

4. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

5. Lauren

Attentive, Reliable and Fun!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Lauren was great! She came when she said she would, and sent pictures of her playing with my cats. I'll definitely contact her again if I need someone to loo... (more)"

6. Kate

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

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"She was amazing and flexible!! Bentley loved her!!!! (more)"

Confirmed New Years Availability
7. Allie

Wagging for walks! Dog lover/owner

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Allie was amazing! She took detailed pictures and kept me in the loop with everything going on with my pup. Will definitely contact her in the future!! :) (more)"

8. Ashley

Experience animal caretaker

Annapolis, MD, 21403

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

"Ashley did s great job with our older dog (more)"

9. Becca

Experience caring for all animals!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Becca is one of the bests, if not the best sitter we have ever had! She is wonderful with our dog Felix. One week of working with her was a real breeze. She ... (more)"

Confirmed Holiday Availability
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. Kayla & Evan

Work From Home- Puppy Parents of 2

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nice to have Kayla and Evan to help with our 3 dogs! They came to meet the dogs before we booked to make sure it was a good fit on both sides. For the Dayt... (more)"

Confirmed New Years Availability
12. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Terri did great caring for my cats! She stepped in at the last minute, and was very flexible with scheduling. I have three cats, all with different dietary n... (more)"

13. Molly

Run ´n play outside, the best side!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Molly has a kindred spirit to all species. Dogs, cats, horses, rabbits (that I’ve personally witnessed) are instinctively drawn to her good and gentle soul... (more)"

14. Victoria

Experienced & Caring Pet Sitter!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

41 repeat clients

"Fantastic!! (more)"

Confirmed Holiday Availability
15. Mary

Sitting by Mary

Annapolis, MD, 21403

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

5 repeat clients

"Mary was wonderful! She was very responsive and very easy to book last minute. She took good care of Hunter and I will be definitely be booking her again. (more)"

Available this weekend
16. Lisa

Work from home with fenced yard

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

About: I will love your pup like he's my own in your absence. I have a 3 year old rescued male Rhodesian ridgeback, Reggie and a 15 year old female mixed ... (more)

17. Amy

Lots of Love to Give!!!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

3 repeat clients

"I have been using Amy since December 2015 for our miniture beagles. I don't know what I would do without her! She has done everything from socializing to wa... (more)"

Confirmed Holiday Availability
18. Nash

Certified Service Dog Trainer

Annapolis, MD, 21403

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

"Nash is an incredibly dedicated young man and within all aspects of life, academics, family, and his community. Beyond dedicated he also exhibits a great pas... (more)"

Confirmed Holiday Availability
19. Lindsay

Adventurer * Paddle with your PUP *

Annapolis, MD, 21403

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

"Lindsay was a life saver for us and our dog, Zeph! She was able to come for a play date last minute. She sent us update photos and he looked very happy! (more)"

20. Rebecca

I love being a caretaker for dogs.

annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Rebecca has always loved dogs. She is the one who wanted to adopt rescue animals....which we have done for all of our dogs. She takes care of Peaches an... (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.