Dog Walkers in Oakland, MD

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Top rated Oakland dog walkers

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Sitter Profile Image: Janel G.
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Janel G.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
121 reviews
19 repeat clients
45 years of experience
McHenry, MD, 21541

I truly appreciate your help on such short notice.

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Michael S.
Sitter Profile Image: Abigail C.
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Abigail C.
from
$15
per walk
5 out of 5.0 stars
9 reviews
3 repeat clients
13 years of experience
Parsons, WV, 26287

Abigail did a great job taking care of taking care of our dogs. She followed our care instructions and gave us peace of mind that they would be walked and fed when we were out for the day. We will definitely use her services again and highly recommend her.

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Dawn J.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
59 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

When I returned home both of my dogs were completely exhausted from their walks which the exactly the goal! Great job Jessica!

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Lisa M.
Sitter Profile Image: Thea L.
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Thea L.
from
$25
per walk
5 out of 5.0 stars
5 reviews
20 years of experience
Oakland, MD, 21550

About: Started caring for pets since I was 10. Mostly dogs and cats along with some awesome rabbits. Neighbors, friends and family relied on me to walk, feed, play, administer medicine, clean liter boxes and give good lovin' to their beloved pets ! Lots of experience staying with pets in their home (sometimes for several weeks at a time) or coming to their home several times days for care. Realized that I was born with a natural rapport with animals. Grateful for this ability and nurtured these skills all my life. I'm currently applying for full-time work, so I'll have plenty of time (flexible hours) to love-up on your dearest dogs with walks, play and treats. Of course, belly rubs are included! Haven't had my own pet in awhile, but lived with housemates who have wonderful animal spirits (dogs, cats and bunnies) to brighten their lives and mine. When I've lived with pets, always check they have plenty of clean water and food and, depending on how they are housed, make sure they are safe in their crates or curled up in their favorite spots before I leave. Always make sure that I know where list of emergency contacts and vet info is located.

Sitter Profile Image: Brooklyn B.
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Brooklyn B.
from
$15
per walk
5 years of experience
Oakland, MD, 21550

About: I have watched multiple types of dogs including: shih tzu, Yorkies, Pomeranian, lab, poodles, redbones, border collie, boxers, pit bulls, jack Russells, and Chihuahuas. I have bathed, cut hair/ nails, brushed, and given medicine to many dogs. I have fed, watered, walked, ran, and scratched dogs. I have kept multiple dogs overnight, during the day and in the evening. I have taken dogs to the vet, let them out periodically, and just stopped by to give them some attention also! In the end, I really truly do love all dogs and I just want to give them the love and attention they deserve. I have availability through out most evenings from 4pm - 11pm. I could also do some earlier in the morning for a couple hours with enough notice. Weekends I’m fully free. I can also do overnight and then morning drop offs if needed. Or I could keep them at my house during the day and stop by a few times to let them out (I’m right next door)! I will give them food / water / medicine when directed. I will give them treats when deserved or directed. I will take them on walks, play with them, and let them out periodically to use the bathroom. I will give them lots of cuddles and scratches if that’s something they are interested in!

Sitter Profile Image: Bethany
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Bethany
from
$22
per walk
5 out of 4.6 stars
15 reviews
9 repeat clients
6 years of experience
Morgantown, WV, 26505

Bethany did an amazing job! I was in need with very little notice and Bethany accepted the job and made it so easy. My pet was taken care of and I didn’t have to worry. I would recommend her a thousand times!

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Christina W.
Sitter Profile Image: Amber G.
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Amber G.
from
$20
per walk
5 out of 5.0 stars
6 reviews
1 repeat client
30 years of experience
Smithfield, PA, 15478

About: With over 25 years of experience caring for dogs, cats, and farm animals, I bring a unique blend of professionalism, intuition, and grounded presence to every animal I care for. My background in law enforcement, behavioral observation, and trauma-informed support makes me especially skilled with animals who are anxious, reactive, or sensitive. I’ve worked with everything from puppies to senior pets, high-energy working breeds to misunderstood rescues, and multi-pet households that require structure and reliability. I’m confident with medication administration, basic training follow-through, and reading body language to prevent issues before they start. What sets me apart? 🐾 Veteran-level experience—not a hobbyist or casual sitter 🐾 Criminal justice & security background—you can trust your home and animals are safe 🐾 Farm-capable—comfortable caring for chickens, goats, donkeys, horses, and more 🐾 Trauma-aware—I understand how to approach fearful or reactive animals with calm authority 🐾 Energetically grounded—I leave your pets emotionally balanced, not just fed Whether you're gone for a day or several weeks, I ensure your animals are cared for with the same diligence and loyalty I give my own. Additional Animal & Farm Care Pricing Have animals that aren’t listed on Rover? No problem—I also care for chickens, goats, donkeys, horses, and more. I’ve worked in law enforcement, security, and animal care for over a decade, so your home and animals will always be treated with professionalism and respect. If you’d like to add non-traditional animals to your booking, just message me and I’ll provide a custom quote based on care needs, travel, and time commitment. Here’s a general guide: 🐓 Chickens (basic flock care): $10–15/day 🐐 Goats or Sheep: $15–20/day 🐴 Horses – Basic Feed & Turnout: $25/day 🐴 Horses – Full Care (feed, turnout, stall, meds): $30–40/day 🦆 Other Farm Animals: Case-by-case, starting at $10/day For overnight or long-term farm stays, add: $20–30/night for exclusive presence or house sitting Custom quote for 5+ animals or complex care needs I currently can care for your pet pretty much any day. I have a flexible schedule at the moment so I can accomadate around most people's schedules. I will follow all directions you give me cause you know your pet best. Not only will I do just the basic care but I will also give your pet some companionship and love while you are away.

Sitter Profile Image: Jessica H.
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Jessica H.
from
$16
per walk
5 out of 5.0 stars
1 review
10 years of experience
Morgantown, WV, 26508

About: I have always had a big heart for pets. This includes cats and dogs. I enjoy being around them, feeding them, and cleaning after them. I work full time for a nonprofit, but have flexibility. I’m mostly available on Fridays-Mondays. I currently care for doggies and cats in my own home. My doggy is on a feeding schedule and get regular walks. He enjoys playing tug-a-war with me and enjoys having me the one to fetch his toys. I easily get along with animals and enjoy playing and exercising them.

Sitter Profile Image: Karen & Fred M.
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Karen & Fred M.
from
$25
per walk
22 years of experience
Oakland, MD, 21550

About: We have had our own animals all of our adult lives and now we'd love to help care for yours. Vacation or travel worry free while we take care of your furry or feathered family. I own a wellness studio in downtown Oakland and Fred is retired. Our schedules are flexible and between the two of us we can accommodate most any need, day or night. We care for your pet in the safety and comfort of their own home. Sticking to their normal daily routine eases stress and anxiety while you're away.

Sitter Profile Image: Kaity E.
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Kaity E.
from
$50
per walk
5 out of 4.8 stars
34 reviews
12 repeat clients
20 years of experience
Bridgeport, WV, 26330

About: hi there! I’m a HUGE animal lover! I have had cats and dogs my whole life, and I have volunteered at many humane society’s in the past and have been pet sitting for several years. I currently live in Bridgeport, WV and am open to traveling depending on what is needed, and how many times a day, and there could be an additional cost. I’m also very open to working with you on costs, especially if you live close to me. I currently have one cat, Tommy,who loves other cats and dogs as well! Please feel free to ask me anything, and I look forward to meeting you and your fur baby/babies! *REPEAT CLIENTS WILL RECEIVE A DISCOUNTED PRICE* I have a pretty flexible schedule and am usually able to take same day bookings! I’m always willing to work with you to help you get the best care for your animals. I offer the same unconditional love for my pet to yours as well! I love having detailed lists for your animals, especially if they are special needs. Rest assured your animals will be in great hands!

Sitter Profile Image: Alyssa P.
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Alyssa P.
from
$40
per walk
6 years of experience
Keyser, WV, 26726

About: I have owned my own personal animals for the past 6 years, I have 3 dogs (all beautiful muts) and 8 cats. Aside from having my own furry kids, I've also worked in animal rescue for a little over 4 years. This job field has given me so much experience working with every sort of dog breed, and any cat temperament. I currently work a full time job Monday-Thursday but I would love to be more involved in the animal field again. With me having fridays off I feel this is a great opportunity to spend time helping others and hanging out with animals! Since I do have my own animals, I will not be able to provide in home care. However, I will be more than happy to set something up with you to do care for your pets in their own home!

Sitter Profile Image: Jamie M.
Verified Enhanced Background Check
Jamie M.
from
$35
per walk
30 years of experience
New Salem, PA, 15468

About: As long as I can remember growing up we always had animals mostly dogs. As I got older I have always been the one my friends and family come to when they need someone to care for their pets. I would pet sit, take them on walks , stay with them and play with them. I am a true dog lover through and through. I have had dogs my whole life . My son has 5 dogs and pretty much everyone I know is a pet lover so no matter where I go I’m around animals. I watch dogs for friends and my son often. I can take them to the dog park to run and play with other dogs. We can go on walks and play in the yard.

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Sitter Profile Image: Janel G.
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Sitter Profile Image: Janel G.
Verified Enhanced Background Check

Janel G.
Rover 101
Star Sitter

Deep Creek Lake Dogs On Vacation
McHenry, MD, 21541
9.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5 out of 5.0 stars
121 reviews
19 repeat clients
Profile image

I truly appreciate your help on such short notice.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abigail C.
Verified Background Check
Sitter Profile Image: Abigail C.
Verified Background Check

Abigail C.

Your pets, my passion.
Parsons, WV, 26287
15.3 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Abigail did a great job taking care of taking care of our dogs. She followed our care instructions and gave us peace of mind that they would be walked and fed when we were out for the day. We will definitely use her services again and highly recommend her.

Availability updated today
Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Sitter Profile Image: Jessica K.
Verified Enhanced Background Check

Jessica K.
Star Sitter

Your pet’s home away from home ♥️
Grantsville, MD, 21536
20.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
59 reviews
15 repeat clients
Profile image

When I returned home both of my dogs were completely exhausted from their walks which the exactly the goal! Great job Jessica!

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Thea L.
Verified Enhanced Background Check
Sitter Profile Image: Thea L.
Verified Enhanced Background Check

Thea L.

Tender Caregiver to Precious Pets
Oakland, MD, 21550
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
5 reviews

Thea has been the most trusted pet sitter for our dog Rockit several times, including when we’ve been on extended overseas travel. She gives kind and loving care to all fur babies and will make yours feel like her absolute #1!

Availability updated 29 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brooklyn B.
Verified Enhanced Background Check
Sitter Profile Image: Brooklyn B.
Verified Enhanced Background Check

Brooklyn B.

I wish I could adopt every Animal!!
Oakland, MD, 21550
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5 years of experience

About: I have watched multiple types of dogs including: shih tzu, Yorkies, Pomeranian, lab, poodles, redbones, border collie, boxers, pit bulls, jack Russells, and Chihuahuas. I have bathed, cut hair/ nails, brushed, and given medicine to many dogs. I have fed, watered, walked, ran, and scratched dogs. I have kept multiple dogs overnight, during the day and in the evening. I have taken dogs to the vet, let them out periodically, and just stopped by to give them some attention also! In the end, I really truly do love all dogs and I just want to give them the love and attention they deserve. I have availability through out most evenings from 4pm - 11pm. I could also do some earlier in the morning for a couple hours with enough notice. Weekends I’m fully free. I can also do overnight and then morning drop offs if needed. Or I could keep them at my house during the day and stop by a few times to let them out (I’m right next door)! I will give them food / water / medicine when directed. I will give them treats when deserved or directed. I will take them on walks, play with them, and let them out periodically to use the bathroom. I will give them lots of cuddles and scratches if that’s something they are interested in!

Availability updated 31 days ago
Sitter Profile Image: Bethany
Verified Enhanced Background Check
Sitter Profile Image: Bethany
Verified Enhanced Background Check

Bethany

Caring Pet Sitter🐾
Morgantown, WV, 26505
32.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 4.6 stars
15 reviews
9 repeat clients
Profile image

Bethany did an amazing job! I was in need with very little notice and Bethany accepted the job and made it so easy. My pet was taken care of and I didn’t have to worry. I would recommend her a thousand times!

Availability updated 23 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amber G.
Verified Enhanced Background Check
Sitter Profile Image: Amber G.
Verified Enhanced Background Check

Amber G.

Your Animals’ Calm, Trusted Guardia
Smithfield, PA, 15478
35.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
6 reviews
1 repeat client

I ask Amber to care for my dogs and horses when I have to go away on business. She always takes such good care of them and treats them like they are her own animals which I know for a fact her animals are like her kids. Along with taking such good care of them, Amber has always had a way with animals. They take to her quickly and she easily is able to bond with them...animals feel safe in her prescence.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jessica H.
Verified Background Check
Sitter Profile Image: Jessica H.
Verified Background Check

Jessica H.

Loving Pets for Years!
Morgantown, WV, 26508
29.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
1 review

About: I have always had a big heart for pets. This includes cats and dogs. I enjoy being around them, feeding them, and cleaning after them. I work full time for a nonprofit, but have flexibility. I’m mostly available on Fridays-Mondays. I currently care for doggies and cats in my own home. My doggy is on a feeding schedule and get regular walks. He enjoys playing tug-a-war with me and enjoys having me the one to fetch his toys. I easily get along with animals and enjoy playing and exercising them.

Availability updated 56 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Karen & Fred M.
Verified Enhanced Background Check
Sitter Profile Image: Karen & Fred M.
Verified Enhanced Background Check

Karen & Fred M.

Dogs, cats and Birds!
Oakland, MD, 21550
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
2 reviews

Karen is a wonderful person who took amazing care of my dog when I was called out of town for a long term work assignment. She loved my dog as her own. She communicated often and shared pictures of my dog being spoiled rotten (in a good way!) She became such an important part of my dog’s life that when he was diagnosed with cancer and had to be set free to cross the rainbow bridge, she came to the facility to be with us as he passed.

Availability updated 67 days ago
Sitter Profile Image: Kaity E.
Verified Enhanced Background Check
Sitter Profile Image: Kaity E.
Verified Enhanced Background Check

Kaity E.
Rover 101

Calling all fur baby parents!
Bridgeport, WV, 26330
45.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per walk
5 out of 4.8 stars
34 reviews
12 repeat clients

Kaity is excellent!! She is my number one go to for taking care of my pets while I’m away. I’ve had to use her for same day bookings for work emergencies and she has always been able to help me out !! She is truly appreciated ❤️

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alyssa P.
Verified Background Check
Sitter Profile Image: Alyssa P.
Verified Background Check

Alyssa P.

Providing care your pet deserves
Keyser, WV, 26726
29.8 mi. away
Drop-In Visits, Dog Walking
from
$40
per walk
4 reviews

Alyssa is the most conscientious, caring pet sitter I have ever used to take care of my 2 dogs and cats. She even fed my fish when I was gone for a week. She plays and nurtures my pets as if they were my children. Alyssa is completely trustworthy and responsible. I highly recommend her as a pet sitter.

Availability updated over 1 year ago
Sitter Profile Image: Jamie M.
Verified Enhanced Background Check
Sitter Profile Image: Jamie M.
Verified Enhanced Background Check

Jamie M.

Every Tail Has A Story
New Salem, PA, 15468
42.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per walk
3 reviews

Jamie is THE BEST! My Oliver and Abby can’t wait to go to “Aunt Jamie’s House” Jamie is caring, attentive and very loving to my babies. She snuggles, gives treats and overall spends a lot of quality time with them - they are always loved and happy. She is ⭐️⭐️⭐️⭐️⭐️ all the way!

Availability updated 7 months ago

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