Dog Walkers in Highland Beach, MD

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Sitter Profile Image: Addie B.
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Sitter Profile Image: Addie B.
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1. Addie B.

Your Pets Are My Passion!
Annapolis, MD, 21401
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.9 stars
88 reviews
48 repeat clients
Profile image

Addie was super responsive and my animals absolutely loved her! Lots of photos provided. I would definitely ask to book her again in the future.

Availability updated yesterday
Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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2. Elizabeth G.

Don’t Stress, I’ll take care of it!
Annapolis, MD, 21403
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
32 reviews
18 repeat clients
Profile image

Thank you Elizabeth for taking great care of both dogs for us! We appreciate Elizabeth being patient as one of our dogs was hiding, afraid in a closet and she helped to get him out and comfortable on a walk.

Availability updated 13 days ago
Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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3. Laura D.

Star Sitter
Experienced, Joyful Pet Care
Annapolis, MD, 21403
2.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
50 reviews
15 repeat clients
Profile image

Laura has been excellent for us. Our dog can be a handful around other dogs and Laura shows her expertise in keeping things calm during walks. Communication has been great and we’ve never had any scheduling issues. Laura’s rover cards are excellent and we get plenty of pictures! We’re really grateful we found Laura and that she had the availability for us. Highly recommend to anyone who is looking for a kind, reliable, trustworthy dog walker.

Availability updated today
Sitter Profile Image: Thomas R.
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Sitter Profile Image: Thomas R.
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4. Thomas R.

Star Sitter
Freelance Pet Service Pro
Annapolis, MD, 21403
2.8 mi. away
Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
62 reviews
15 repeat clients
Profile image

Thomas is so good working with our 14 1/2 year old black lab with some serious arthritis. He helps her up the stairs and competently gets her on and off the boat. When Thomas is here, we don’t worry about her while we are away. He goes above and beyond for our old girl with a smile and kind words.

Availability updated 7 days ago
Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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5. Hannah B.

Experienced and caring pet sitter
Annapolis, MD, 21403
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 4.9 stars
13 reviews
5 repeat clients
Profile image

Hannah took care of our buddy last minute and we are grateful!

Availability updated 17 days ago
Sitter Profile Image: Makhayla D.
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Sitter Profile Image: Makhayla D.
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6. Makhayla D.

Star Sitter
The Dog Sitter For You
Annapolis, MD, 21401
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 4.9 stars
45 reviews
7 repeat clients

About: Hey, My Name Is Makhayla And My Daughter Is Meadow. I’ve Been Taking Care Of Dogs For 4+ Years Now. I’m Only Taking Smaller Dogs At The Moment Because My Daughter Is 5. But I’m Experienced With Walking, Bathing, Feeding, Learning Each Dogs Schedule, And Giving Lots Of Love And Snuggles. I’m A Stay At Home Mom So I’m Mainly Home So If You Guys Want Me To Stay Home Then I Will But While We’re Home They’ll Still Get Plenty Of Exercise If Needed And Fun. If I Have Plans Throughout The Day I’ll Keep You Informed. I Have A Backyard But The Fence Isn’t All Around So It’s An Open Backyard So I Would Need A Leash. If You Have To Bring A Crate Or Bed I Have Room In My Room For All Of That And Also They’re Allowed To Be On My Bed If They’re Used To That.

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Stella N.
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Sitter Profile Image: Stella N.
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7. Stella N.

Pets are family here.
Annapolis, MD, 21403
1.6 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
8 reviews
1 repeat client

Stella is an incredibly responsible and loving pet caregiver. She treats every animal like her own, always showing kindness, patience, and attention to their needs. My dog Charley is always beyond excited to see her. I couldn’t recommend anyone more!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Sahar A.
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Sitter Profile Image: Sahar A.
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8. Sahar A.

Star Sitter
Animal/pet lover
Annapolis, MD, 21401
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.9 stars
7 reviews
3 repeat clients
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Super friendly and has good communication!

Availability updated 9 days ago
Sitter Profile Image: Mark D.
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Sitter Profile Image: Mark D.
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9. Mark D.

Retired, enjoy spending time outdoo
Annapolis, MD, 21403
1.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

Mark did a fantastic job with our new dog Teddy! We are long-time dog owners as is Mark, and his years of experience and bed-side manner was certainly evident and provided great peace of mind while we were away from our new pup. We will be relying on Mark in the future and strongly recommend him to others!

Availability updated 4 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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10. Sarah S.

Star Sitter
For the Love of Dogs <3
Annapolis, MD, 21403
2.6 mi. away
Drop-In Visits, Dog Walking
from
$23
per walk
5 out of 5.0 stars
368 reviews
120 repeat clients
Profile image

Sarah really helped me out, again. Work made it difficult to spend time with my dog for a few days. She took her time with him and kept him active during her visits to make him feel happy in my absence.

Availability updated 3 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Gabriella F.
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Sitter Profile Image: Gabriella F.
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11. Gabriella F.

Star Sitter
Attentive and gentle
Annapolis, MD, 21403
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
11 reviews
6 repeat clients

I have known Gabby for years. She has such a kind heart and absolutely adores animals. She has always been there to help me with pets I watch if I cannot make certain dates. The animals always tend to love her.

Availability updated 21 days ago
Sitter Profile Image: Taylor P.
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Sitter Profile Image: Taylor P.
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12. Taylor P.

Pets are my favorite people
Annapolis, MD, 21403
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5 years of experience

About: Hey! I’ve been around dogs my whole life and have taken care of tons of my friends’ and family’s pups over the years. I know how to read their body language and always try to make them feel safe, comfortable, and happy. I’m gentle, patient, and love getting to know each dog’s personality. Whether it’s walking, playing fetch, or tug-of-war, I’m all about keeping them entertained and relaxed while you’re away. Your pup’s in good hands with me! I am a recent college graduate looking for a full time job, in the mean time I’d like to make some money while also helping others and their pets! All dogs deserve love! I know how to approach a dog so they can get to know me first without invading their personal space. dogs of all sizes are ones i’ve always worked with or even raised ! My dog has a fenced in yard and I’ve taught her how to walk on leash pretty well, she’s still young and a little crazy but fairly a good walker. Treats are always on me for my dog and she is rewarded for good behavior as I am still training her. She always on a leash outside of my home as it is safest for her and other dogs. I am home a lot for her and walk her almost everyday, if she isn’t walked then tiring her out using her toys and other things like lick matts are something I like to use in order to get her energy out. Overall, I am great with old or young dogs, as two of my previous dogs were well taken care of by me in their last years which were 17 and 13.

Availability updated yesterday
Sitter Profile Image: Beth W.
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Sitter Profile Image: Beth W.
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13. Beth W.

Star Sitter
“Yellow” dogs welcome
Annapolis, MD, 21403
1.8 mi. away
Drop-In Visits, Dog Walking
from
$32
per walk
5 out of 5.0 stars
35 reviews
20 repeat clients
Profile image

Beth helped me out in a pinch and was great!

Availability updated yesterday
Sitter Profile Image: Lauren S.
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Sitter Profile Image: Lauren S.
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14. Lauren S.

Lover of all dogs!
Annapolis, MD, 21403
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5 out of 5.0 stars
5 reviews
2 repeat clients

About: I am truly a dog person. I have owned dogs my whole life. I currently have 2 dogs (two labs - so lots of high energy!) I have also trained a dog to become a service dog for wounded veterans. I love to take care of friends and families pets so they feel at ease when they are out of town! I hate bringing my dogs to boarding places so want to make sure your dog is comfortable in either their own surrounding or with someone who truly cares! I am also available to provide potty breaks during the day when you are busy st work. Please contact me for more information. I can’t wait to hear from you in your pet sitting needs. Thanks!

Availability updated 9 days ago
Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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15. Shelby B.

Your dog’s weekend getaway!
Annapolis, MD, 21403
1.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

I had low expectations only because my first Rover walker wasn’t very good. But, let me tell you Shelby went over and beyond from helping me book an appointment to being very responsive with my questions. She took Lola on a longer walk than expected. No question, I’ll be rebooking Shelby.

Availability updated 4 days ago
Sitter Profile Image: Vanessa R.
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Sitter Profile Image: Vanessa R.
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16. Vanessa R.

Home Away from Home
Annapolis, MD, 21403
1.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per walk
5 out of 5.0 stars
13 reviews
5 repeat clients

My fur babies loves Vanessa! I am so glad we chose her. She is a genuinely caring and conscientious person who loves animals. She is completely reliable and trustworthy and always goes the extra mile to ensure my Molly and Chico are well taken care of. Additionally, Vanessa is very caring, compassionate and flexible. I’ve never had one issue. She has been an absolute blessing, don’t even worry about stressing or planning for a trip to the kennel, just let Vanessa take care of your fur babies. Also, she will update you as often as you’d like regarding your pets and their behavior. BOOK HER NOW, I strongly recommend it!

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Sammy S.
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Sitter Profile Image: Sammy S.
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17. Sammy S.

I love all animals!
Annapolis, MD, 21403
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
1 review

Sammy is an animal lover. She never misses an opportunity to stop and pet a dog or take her own dog Chelsea the husky for a walk or dog park. She is patient and sweet. Sammy would love to meet some new furry friends and would be an awesome rover.

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Ellie H.
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Sitter Profile Image: Ellie H.
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18. Ellie H.

I absolutely adore animals
Annapolis, MD, 21403
1.5 mi. away
Drop-In Visits, Dog Walking
from
$12
per walk
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!

Availability updated 58 days ago
Sitter Profile Image: Allana K.
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Sitter Profile Image: Allana K.
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19. Allana K.

My passion in life is loving dogs!
Annapolis, MD, 21403
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
4 reviews

Highly Recommend Allana – The Best Dog Walker & Pet Sitter! I can’t say enough good things about Allana. She regularly walked my dog, Hailey, while I was at work, and the level of care and attention she provided was beyond exceptional. From daily updates via text with photos to making sure Hailey’s coat was put on when it was cold or rainy, Allana always went and beyond. She also always ensured Hailey’s feet were wiped after walks, and I never had to worry about my home being left in anything but perfect condition. Hailey can be an anxious girl, but she warmed up to Allana quickly and truly thrived in her care. Visits from Allana became an integral part of Hailey’s day, and I could see how much Hailey enjoyed her time with her and the other dogs she walked with. I’ve also had Allana take care of Hailey overnight for multiple extended stays, up to a week, and again, Allana exceeded all expectations. I received regular updates without needing to ask, and it was clear she genuinely cared for Hailey as if she were her own. If you’re looking for someone trustworthy, reliable, and who truly loves dogs, stop scrolling and hire Allana. She is, hands down, the best person you can find to care for your fur baby.

Availability updated 20 days ago
Sitter Profile Image: Ella G.
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Sitter Profile Image: Ella G.
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20. Ella G.

Dog Lover
Annapolis, MD, 21403
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per walk
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Ella is very accommodating and cares so much about buster. Whenever she can be, she is flexible to meet his needs! Buster and I love having her!

Availability updated 9 days ago
Confirmed availability for Juneteenth Weekend

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    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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