Personalized care for your dog or cat - Oakland

Highly-rated overnight sitters - Oakland

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Skyler H.
Verified Background Check
Skyler H.
from
$40
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Oakland, MD, 21550

Skyler and family were simply awesome. Very accommodating and we felt Milo was in good hands.

Profile image
John D.
Sitter Profile Image: Jessica S.
Verified Enhanced Background Check
Jessica S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
116 reviews
20 repeat clients
13 years of experience
Morgantown, WV, 26508

Jessica took care of our good boy like he was her own! She was great at communicating and sending pictures and videos. You can feel good that your pup is in good hands!

Profile image
Emily T.
Sitter Profile Image: Chelsea K.
Verified Background Check
Chelsea K.
from
$50
per night
5.0 out of 5 stars
1 review
10 years of experience
Reedsville, WV, 26547

Highly recommend!! Chelsea did a fantastic job caring for my dog over a holiday weekend and I couldn’t be more grateful. A+++!

Profile image
Jared B.
Sitter Profile Image: April H.
Verified Background Check
April H.
from
$40
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
40 years of experience
Oakland, MD, 21550

April and her family took great care of our dog Tulip while we were at a family reunion at Deep Creek Lake. They sent pictures and communicated quickly when we needed to. We felt confident that Tulip was well cared for and we will try to have Tulip stay with them again if we are up this way. They are just a really nice family.

Profile image
Deborah W.
Sitter Profile Image: Hailey K.
Verified Enhanced Background Check
Hailey K.
from
$40
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
5 years of experience
Petersburg, WV, 26847

We are extremely pleased with the care Hailey provided for my dog, Milo. She was attentive, and you could tell she genuinely cared about his well-being. Milo seemed happy and well-looked after when I picked him up. Hailey kept us updated throughout with messages and photos, which gave us peace of mind. The place was clean, and Milo had plenty of space to play. I would highly recommend Hailey for anyone looking for a trustworthy and caring dog sitter!

Profile image
Srini A.
Sitter Profile Image: Stacey G.
Verified Enhanced Background Check
Stacey G.
from
$60
per night
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Addison, PA, 15411

Stacey sent lots of pics and Wiggles had a great time hanging out w her pups!

Profile image
Leanza T.
1 / 1
View more

Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Oakland

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Tammy C.
Verified Enhanced Background Check
Tammy C.
from
$25
per visit
35 years of experience
Oakland, MD, 21550

About: Of taking care of cats for the last 35 years. I currently have five rescues that live like Queens and a king. I love them as much as I love my children and make sure they have everything they need or want. My home looks like a daycare with two TVs that they can interact with while watching cat videos and numerous toys Beddies blankies and whatever else they're little hearts desire. I don't consider myself to be watching your pet but watching a loved one. To truly tell you how much I care for these animals if they are on the couch or in my actual bed in my spot I will sleep elsewhere so I don't disturb any of them.

Sitter Profile Image: Thea L.
Verified Enhanced Background Check
Thea L.
from
$25
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Oakland, MD, 21550

Thea is an amazing pet sitter and person! She goes above and beyond to make sure your pet is completely cared for and comfortable. We’ve found our sitter and won’t hesitate to use her again and again!!

Profile image
Amy W.
Sitter Profile Image: Ashley D.
Verified Enhanced Background Check
Ashley D.
from
$22
per visit
11 years of experience
Grantsville, MD, 21536

About: Cats aren’t just something I love, they’re a huge part of my life! My experience includes working in animal sheltering and adoption, managing cat care, fostering, TNR, socializing shy and fearful cats, caring for kittens, and working with cats with medical and special needs. I’m also the founder of a nonprofit cat rescue and TNR organization, so I’ve cared for just about every type of feline personality, from the confident attention-seeker to the spicy kitty who would prefer I admire them from across the room. What sets me apart is my ability to read cats and meet them where they are. I understand feline body language, stress signals, enrichment, medication routines, and the importance of keeping a cat’s normal routine as consistent as possible while their person is away. During visits, I’ll make sure your cat has fresh food and water, a clean litter box, and plenty of attention based on their comfort level. For social cats, that can mean playtime, pets, brushing, treats, and lots of conversation. For shy cats, I’m happy to sit quietly and give them time to decide when they’re ready to interact. I never force attention. I’m dependable, detail-oriented, compassionate, and probably a little cat obsessed. I know how stressful it can be to leave your cats in someone else’s care, and I want you to feel confident that they’re being cared for by someone who will notice the little things.

Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
from
$34
per visit
5.0 out of 5 stars
69 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

We are SO glad we had Jessica’s help! She was great with communication, price, and made us feel very comfortable. Highly recommend her!!!

Profile image
Kristin T.
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check
Michelle G.
from
$23
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
21 years of experience
Terra Alta, WV, 26764

About: I was a professional pet photographer for many years, and I have worked at a luxury pet resort. I started accepting Rover bookings in June of 2025. I am currently only doing drop-ins while I update my home in Cranesville. I can travel outside of the Deep Creek - Alpine Lake area for an additional fee. I will meet with your pets at your home, where they are most comfortable. I would strongly prefer to meet your furbabies in advance, but can work with you if they are accustomed to being cared for by strangers.

Sitter Profile Image: Stacey G.
Verified Enhanced Background Check
Stacey G.
from
$32
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Addison, PA, 15411

About: I currently have 7 rescue cats of my own. I have been in the animal care field for 15 years. I have been the no-fear cat handling go to for many animal clinics that I have worked for. I have done in-house veterinary appointments in the past and am comfortable going into a cat’s environment and adapting.

Sitter Profile Image: Amanda M.
Verified Background Check
Amanda M.
from
$23
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Terra Alta, WV, 26764

Amanda was great! She provided us with detailed updates, photos, and her communication was top notch. Would definitely recommend her.

Profile image
Dane C.
1 / 1
View more

Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

  • A perfect match for every pet

    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Oakland

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Stacey G.
Verified Enhanced Background Check
Stacey G.
from
$30
per day
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Addison, PA, 15411

Stacy is fantastic. My dog Louie is a bit codependent, and is usually nervous when we leave. Stacy gave him the attention he needed. He had a great time.

Profile image
Carolyn R.
Sitter Profile Image: Jessica S.
Verified Enhanced Background Check
Jessica S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
116 reviews
20 repeat clients
13 years of experience
Morgantown, WV, 26508

Jessica watched West last minute on a holiday, and the whole experience was great. She was quick to reply, pickoff and drop-off was seamless, and the updates showed West was happy and having a good time. We would definitely recommend Jessica!

Profile image
James B.
Sitter Profile Image: Chelsea K.
Verified Background Check
Chelsea K.
from
$45
per day
5.0 out of 5 stars
1 review
10 years of experience
Reedsville, WV, 26547

About: New to Rover, but not new to dog sitting :) I have several years of experience taking care of dogs, of all ages & breeds! I moved from Maine to WV and now have the time to be a dog sitter again! My overall love for animals and the ability to connect with them, makes me a safe and reliable sitter for your pup :) We have two open acres of grass for your dog to run around and play and a large tile floor sun room (with AC) for them to stay. My Great Dane stays in the sunroom in a playpen when she isn’t playing with chipmunks outside! If you prefer your dog to be on leash when outside-no problem! I can accommodate to your dogs’ needs! I have a 9 yr old female Great Dane who is real sweet & fully trained to my commands. She stays in a playpen in the AC, tiled sunroom with your pup. Your pup will have the one-on-one care that he/she needs while you are away. Fresh water will always be present :) My main goal is to keep every dog I care for safe & happy!

Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
from
$30
per day
5.0 out of 5 stars
69 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

Jessica and her husband were amazing with Lavender and were very responsive! The doggy daycare request was very short notice, but she worked with me and Lavender got to have a great time with other puppies! I will be using their services again!

Profile image
Danielle G.
1 / 1
View more

More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Oakland

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Thea L.
Verified Enhanced Background Check
Thea L.
from
$25
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Oakland, MD, 21550

Thea was on time and a great communicator. Would recommend!

Profile image
Kim M.
Sitter Profile Image: Skyler H.
Verified Background Check
Skyler H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
20 years of experience
Oakland, MD, 21550

About: Dogs love me, and yours will too. Comfort, play, walks, and stays, care for your fluffy friend when you can't be there. Best with small to medium dogs in my location. Available for any size dog for walks, visits or off site stays. Additional experience with nervous and easily stressed, or startled dogs, always willing to make them feel safe, sitting with them and more. Long term experience with lots of different breeds and sizes, from large to miniature and anywhere between. Porch has two steps. I can change my schedule to accommodate some requests. We lost our little Mr Ham in 2025 at the age of 14. We no longer have any dogs in our home. So lots of room for boarding. We are searching for another mini-dachshund puppy to join our family. I can provide my own leash, bags, collar and more just ask. Prefer boarding here, but can make arrangements for other requirments. I need some advanced notice, although some same day requests may be possible to handle. I have an unfenced yard, however walks are easy around the house or around the neighborhood. Lots of attention avaliable. We lost our little Mr Ham in the summer of 2025 at the age of 14. We no longer have a dog in our house, so there is lots of room for bording. We are still looking for a mini-dachshind puppy to join our family.

Sitter Profile Image: Bella S.
Verified Enhanced Background Check
Bella S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
4 years of experience
Reedsville, WV, 26547

About: I’ve dog-sat for multiple families throughout the years, as well as 1 year work-experience at an animal boarding/doggy daycare. (I also nannied for two kids for three years) I have reliable transportation and an open schedule. At this stage, I have significant flexibility in my weekly schedule, which makes pet care a great fit. I am available to accommodate a variety of pet-care needs, including walks, drop-in visits, overnight stays, and last-minute bookings. I value being dependable and making sure pets feel comfortable and cared for. I currently live with my Mom and Step-Dad in a small home with some land. We have a large fenced-in yard for our dogs to play in as well as a catio for our cats to lounge in.

Sitter Profile Image: Ashley D.
Verified Enhanced Background Check
Ashley D.
from
$24
per walk
11 years of experience
Grantsville, MD, 21536

About: Hi! I’m Ashley, a lifelong animal lover with over 11 years of professional animal welfare and rescue experience. Cats are a huge part of my life, but I also have experience caring for dogs and understand how to read their body language, recognize stress, and earn their trust. My background includes animal sheltering and adoption, fostering, TNR, socializing shy and fearful animals, caring for kittens and puppies, and working with pets with medical and special needs. I’m also the founder of a nonprofit cat rescue and TNR organization, so I’ve cared for just about every feline personality, from confident attention-seekers to spicy kitties who prefer their space. I’m experienced with feline and canine body language, medication routines, enrichment, and keeping pets as close to their normal routine as possible. I always move at their pace and never force interaction. During visits, I’ll provide fresh food and water, litter box care or potty breaks, and plenty of attention based on your pet’s comfort level. That may include playtime, walks, pets, brushing, treats, or simply sitting quietly with a shy pet. I’m dependable, detail-oriented, and compassionate, and I pay attention to the little things. You can also expect plenty of updates and photos while you’re away! Pet care is already a natural part of my daily routine. As the founder of a cat rescue and TNR organization, I care for cats every day while also working remotely, which gives me flexibility when scheduling visits. I’m dependable, organized, and comfortable following each pet’s normal feeding, medication, playtime, and care routine. I care for pets in their own homes by keeping their routine as familiar and consistent as possible. I follow all instructions carefully, keep food and water areas clean, secure doors and gates, and make sure the home is safely locked after each visit. I understand both cat and dog body language, so I approach each pet calmly, move at their pace, and never force interaction. I take time to build trust, especially with pets who are shy, nervous, or adjusting to someone new. I also provide updates and photos so clients can feel confident that their pets and home are safe and well cared for.

Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
from
$25
per walk
5.0 out of 5 stars
69 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!

Profile image
Lisa M.
1 / 1
View more

Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Oakland

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Chelsea K.
Verified Background Check
Chelsea K.
from
$50
per night
5.0 out of 5 stars
1 review
10 years of experience
Reedsville, WV, 26547

Highly recommend!! Chelsea did a fantastic job caring for my dog over a holiday weekend and I couldn’t be more grateful. A+++!

Profile image
Jared B.
Sitter Profile Image: Hailey K.
Verified Enhanced Background Check
Hailey K.
from
$40
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
5 years of experience
Petersburg, WV, 26847

We are extremely pleased with the care Hailey provided for my dog, Milo. She was attentive, and you could tell she genuinely cared about his well-being. Milo seemed happy and well-looked after when I picked him up. Hailey kept us updated throughout with messages and photos, which gave us peace of mind. The place was clean, and Milo had plenty of space to play. I would highly recommend Hailey for anyone looking for a trustworthy and caring dog sitter!

Profile image
Srini A.
Sitter Profile Image: Stacey G.
Verified Enhanced Background Check
Stacey G.
from
$60
per night
5.0 out of 5 stars
10 reviews
1 repeat client
15 years of experience
Addison, PA, 15411

Stacey sent lots of pics and Wiggles had a great time hanging out w her pups!

Profile image
Leanza T.
1 / 1
View more

Not ready to book?

Get started building your pet's profile and discover trusted pet care in your neighborhood.

Pet care illustration

1Global data from Rover (November 2025)