Pet Sitting in Oakland

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Megan A.
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Sitter Profile Image: Megan A.
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1.

Megan A.

Reliable Sitter w/ Flexible WFH Job
Morgantown, WV, 26508
31.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$20
per visit

Megan was great! She communicated well and took great care of my Lukie. She is quick to respond to messages, and kept me updated. Judging by the pictures I received, Lukie had a great time and he loved her. Would definitely book with her again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Janel G.
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Sitter Profile Image: Janel G.
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2.

Janel G.

Rover 101
Deep Creek Lake Dogs On Vacation
McHenry, MD, 21541
9.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
78 reviews
14 repeat clients
from
$30
per visit

Janel did a fantastic job with my two yapping little dogs! ❤️

Confirmed availability: Easter Weekend
Sitter Profile Image: Nataley B.
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Sitter Profile Image: Nataley B.
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3.

Nataley B.

🌴🐾DCL Dog’s Vacation🐾🌴
McHenry, MD, 21541
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
11 repeat clients
from
$30
per visit

Nataley was awesome to work with! She was able to help us out last minute and was awesome sending us updates of the dogs, we have already recommended her to our neighbors to watch their dogs while they’re away! We would book her again.

Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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4.

Jennifer B.

🐾Here to lend a paw
Deer Park, MD, 21550
7.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$25
per visit

About: Hello my name is Jennifer, and I'm the owner of Helping Paws. I have always loved animals, so I created Helping Paws to do what I love most, and that's spending time with furry friends. Helping Paws is here to help you go about your day, or on your big trip. I'm here to do daily walks with your furry family while you work, or visit them while you travel. Do you have a pet with special needs or do you just not want them left alone at home? No problem! Helping Paws is happy to house sit! We're here for your more exotic family too, from mice, rats, bunny rabbits, snakes and fish. Whatever your furry or scaly friends need, we're here to lend a paw! Helping Paws is a full-time service and this is my only job, so I am regularly available to lend a helping paw. I'm also available for holidays. I love all species of animal from cats to mice and birds :). In my home I have three cats, and hopefully a dog soon.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jessica K.
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Sitter Profile Image: Jessica K.
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5.

Jessica K.

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
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$35
per visit

This was my first time using Rover and Jessica was awesome! She responded within minutes and sent me updates with pictures. I've always used the local vet for dog boarding but will definitely be using Jessica again in the future. I highly recommend her!

Sitter Profile Image: Cristyn H.
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Sitter Profile Image: Cristyn H.
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6.

Cristyn H.

Certified Veterinary Assistant
Morgantown, WV, 26506
34.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$19
per visit

She was so good with my baby! Dora loved spending time with Cristyn and exploring the neighborhood. We support her in her career progression but we will miss her greatly in the afternoons!

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Sitter Profile Image: Matthew G.
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Sitter Profile Image: Matthew G.
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7.

Matthew G.

🐶🐾Your pets favorite sitter! 🐾🦮
Mchenry, MD, 21541
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$25
per visit

Matthew is a big dog lover! I trust him to look after my 3 dogs while I’m traveling. Anyone would be lucky to have a guy as responsible as him to care for their dog!

Sitter Profile Image: Dee F.
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Sitter Profile Image: Dee F.
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8.

Dee F.

Empowering Paws & Building Agency
Uniontown, PA, 15401
38.5 mi. away
Boarding, Drop-In Visits
3 reviews
from
$50
per visit

Dee is a wonderful pet sitter who takes excellent care of our furry troop! Right off the bat when we first met her we got an excellent first impression. She is very warm and friendly and was great with our pets! When we came home after our weekend away our pets were relaxed and happy. During our time away Dee sent us photos of our babies having fun which was really nice 🙂 I look forward to booking Dee again in the future!! Thanks for doing such a great job, keep up the great work!! ❤”

Sitter Profile Image: Kamala G.
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Sitter Profile Image: Kamala G.
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9.

Kamala G.

Vetted, Experienced Cat/Housesitter
Morgantown, WV, 26508
30.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$38
per visit

My cats loved Kamala! They often get anxious while I’m gone but when I returned they seemed like I had never left town. Kamala also left my house sparkling clean. I highly recommend Kamala for your cat sitting needs!

Sitter Profile Image: Hailie M.
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Sitter Profile Image: Hailie M.
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10.

Hailie M.

I’m really good with any dog!
Elk Garden, WV, 26717
13.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$18
per visit

Hailie is very great with my dog. She’s watched my dog many times while I am on vacation or away from home. Her level of responsibility is always exceptional and she’s always flexible with her schedule. She treats my dog like one of her own and I can always count on her to make him feel at ease.

Sitter Profile Image: Lauren Kurtz K.
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Sitter Profile Image: Lauren Kurtz K.
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11.

Lauren Kurtz K.

Affectionate Attributes
Frostburg, MD, 21532
30.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$14
per visit

She was amazing! I was so nervous since we didn't have time for a meet n greet beforehand, but Sampson was such a good boy for her! I had no reason to be nervous!

Confirmed availability: Easter Weekend
Sitter Profile Image: Kaity E.
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Sitter Profile Image: Kaity E.
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12.

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
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$20
per visit

Kaity E was really good with my dog .When I used her for a few drop in visits, she let him go outside and made sure he had food and water before leaving

Confirmed availability: Easter Weekend
Sitter Profile Image: Coleton M.
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Sitter Profile Image: Coleton M.
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13.

Coleton M.

Certified: Cat and Dog First Aid
Frostburg, MD, 21532
31.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience
from
$30
per visit

About: Greetings! 🐾 I’m a dependable and accountable pet caregiver based in Frostburg, with a background in psychology and management from Frostburg State. My passion for animals shines through my highlighted course in Animal Learning and Cognition, utilizing notes, books, and coursework as valuable references. As a proud owner of a German Shepherd/Great Pyrenees duo, a lovely kitty named Rosie, and a charming cat named Frost, I offer a wealth of experience with pets of all sizes. Committed to quality and excellence, I ensure safety and communication through leashes, harnesses, car seat buckles, and ongoing references from my coursework. My open availability spans Monday-Sunday, including holidays, providing flexibility to meet your pet’s needs. Nestled in the heart of Frostburg, my central location grants easy access to parks, trails, and my parent’s expansive 50-acre land. I provide approximately 1200 sq ft. of free territory space, shared with my furry companions at my apartment. Living an active lifestyle, I cater to various needs, whether lazy and laid-back or spontaneous and adventurous. Moreover, I am American Red Cross certified in cat and dog first aid, equipped with a certificate of training and completion. Not just limited to local care, I’m more than willing to travel long distances, offering the option to fly as a companion for your pet’s comfort and well-being. For inquiries about my schedule or to discuss special arrangements, feel free to send me a message, and I’ll respond promptly! 🐾 My schedule is open seven days a week, encompassing mornings, days, nights, holidays, and weekends. I offer flexibility to cater to your pet’s needs, and the best way to inquire about my availability is to send me a message. I’m committed to responding promptly and accommodating your schedule. Safety is my utmost priority, and I take extra measures to ensure your pet’s well-being. Utilizing my brand-new 2024 Subaru Impreza with cutting-edge safety features for travel, I combine this commitment with expertise from Animal Learning and Cognition coursework. I integrate essential training techniques, including American Red Cross certification in cat and dog first aid. From reliable leashes and harnesses to secure car seat buckles, rest assured that your pet’s safety is diligently managed in capable hands.

Sitter Profile Image: Megan O.
Verified Background Check
Sitter Profile Image: Megan O.
Verified Background Check
14.

Megan O.

Obsessive dog and cat momma!
Petersburg, WV, 26847
26.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$25
per visit

About: My entire life, I have had a dog. Whether it be a hunting dog (well, my dad had those), or an indoor dog, I have always been around them. I currently have an English Mastiff named Roxi, a Shih-tzu/Yorkie mix named Bella, and a mixed breed I rescued named Brutus! I love them more than anything!! My dogs also love it because they love having friends over! :) I strive to give them the best life and always keep them up to date at the vet and groomer. I will not hesitate to make a vet trip if I sense that something is wrong. My two year old twins also love dogs, so that makes it fun for everyone! I am home every day, all day! I work as an on call nurse every other week, so then my husband is home to puppy sit! We love our dogs more than some people love their kids, haha! Our dogs have every necessity they need to live a happy life! Our dogs are allowed to sleep with us and on the couch, and when they are not on the couch they are on their very expensive beds! :) We treat them better than family! Our dogs get to go outside frequently to play, as well as relaxing on our gated back porch. We do go for walks, but our big girl, Roxi the mastiff, has some hip tenderness so she isn't as active as she used to be!

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Oakland Pet Sitting & Drop Ins ratings

Overall Rating:
4.9 out of 5 stars

Pet sitters in Oakland are rated on average 4.9 out of 5 stars based on 10 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Oakland:


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 Oakland 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 Oakland, 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 Oakland pet sitters and avoid the kennel.

Drop-In Visits