House Sitting in Oakland

Find a loving house sitter to watch over your pets and your home.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Oakland house sitters

1 / 1
Sitter Profile Image: Amber G.
Verified Enhanced Background Check
Amber G.
from
$55
per night
5 out of 5.0 stars
6 reviews
1 repeat client
30 years of experience
Smithfield, PA, 15478

I highly recommend Amber for any dog sitting or dog walking needs, no matter the size or personality of your pup! I have a 110 lb lab mix and a 70 lb Great Pyrenees mix—both can be a handful at times—but Amber handled them with confidence and care. Her experience with larger breeds (including her own huskies) gave me peace of mind from the start. What truly impressed me was how she connected with my younger dog, who is very skittish and slow to warm up to new people. By the end of the week, not only had my pup warmed up to Amber—she was jumping on the bed and cuddling next to her, something she rarely even does with me or my husband. I was amazed! Amber also sent me photos of the dogs every day to keep me updated, which I really appreciated—it helped so much when I was missing them while away. Amber went above and beyond to make our dogs feel safe and loved while we were away. We’ll absolutely be booking with her again for future stays!

Profile image
Drew L.
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check
Michelle G.
from
$100
per night
5 out of 5.0 stars
5 reviews
21 years of experience
Terra Alta, WV, 26764

We needed a somewhat last minute sitter for our pups (in home) and Michelle was happy to help out! She was absolutely wonderful with our pups. She followed their routines and gave them lots of love which made me feel so reassured when we were away. She also communicated consistently and provided lots of pics of the pups. I will definitely reach out to her again if we need a sitter in the future!

Profile image
Erika L.
Sitter Profile Image: Bethany
Verified Enhanced Background Check
Bethany
from
$40
per night
5 out of 4.6 stars
15 reviews
8 repeat clients
6 years of experience
Morgantown, WV, 26505

Awesome even went on an extended walk, and when I got stuck for longer than expected she had no problem staying longer. Thanks so much.

Profile image
Nolan H.
Sitter Profile Image: Jessica H.
Verified Background Check
Jessica H.
from
$27
per night
5 out of 5.0 stars
1 review
10 years of experience
Morgantown, WV, 26508

Very communicative and did everything perfectly!

Profile image
Alexis B.
Sitter Profile Image: Thea L.
Verified Enhanced Background Check
Thea L.
from
$125
per night
5 out of 5.0 stars
5 reviews
20 years of experience
Oakland, MD, 21550

We can’t praise Thea highly enough. She bonded immediately with Vinny and Vivie. It didn’t take long for her to feel like an old friend. We were very comfortable having her in our home. We will definitely be calling on her again.

Profile image
Steve V.
Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
Star Sitter
from
$75
per night
5 out of 5.0 stars
59 reviews
15 repeat clients
10 years of experience
Grantsville, MD, 21536

Jessica was amazing! Able to stay with our kids on short notice and did a wonderful job. Absolutely would use her again!

Profile image
Amber S.
Sitter Profile Image: Kaitlyn S.
Verified Enhanced Background Check
Kaitlyn S.
from
$40
per night
5 out of 5.0 stars
7 reviews
1 repeat client
3 years of experience
Philippi, WV, 26416

About: I’ve taken care of animals while their family is away on vacation or work. I grew up with dogs and cats. Always have loved to be around them! My work schedule allows me to have most early mornings free as well as all evenings. I would love to get some regulars to love and take care of ❤️ I am very willing to work with how you keep your dog safe! I will follow whatever is needed to keep both of us safe and happy!

Sitter Profile Image: Karen & Fred M.
Verified Enhanced Background Check
Karen & Fred M.
from
$125
per night
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: Brooklyn B.
Verified Enhanced Background Check
Brooklyn B.
from
$27
per night
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: Jamie M.
Verified Enhanced Background Check
Jamie M.
from
$120
per night
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.

1 / 1
View more sitters

Loving house sitters in your neighborhood

Search Results

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
$55
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

I highly recommend Amber for any dog sitting or dog walking needs, no matter the size or personality of your pup! I have a 110 lb lab mix and a 70 lb Great Pyrenees mix—both can be a handful at times—but Amber handled them with confidence and care. Her experience with larger breeds (including her own huskies) gave me peace of mind from the start. What truly impressed me was how she connected with my younger dog, who is very skittish and slow to warm up to new people. By the end of the week, not only had my pup warmed up to Amber—she was jumping on the bed and cuddling next to her, something she rarely even does with me or my husband. I was amazed! Amber also sent me photos of the dogs every day to keep me updated, which I really appreciated—it helped so much when I was missing them while away. Amber went above and beyond to make our dogs feel safe and loved while we were away. We’ll absolutely be booking with her again for future stays!

Availability updated 2 days ago
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check

Michelle G.

Dogs Love Me 💓🐾
Terra Alta, WV, 26764
11.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
5 reviews
Profile image

We needed a somewhat last minute sitter for our pups (in home) and Michelle was happy to help out! She was absolutely wonderful with our pups. She followed their routines and gave them lots of love which made me feel so reassured when we were away. She also communicated consistently and provided lots of pics of the pups. I will definitely reach out to her again if we need a sitter in the future!

Availability updated 4 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
$40
per night
5 out of 4.6 stars
15 reviews
8 repeat clients
Profile image

Awesome even went on an extended walk, and when I got stuck for longer than expected she had no problem staying longer. Thanks so much.

Availability updated 21 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
$27
per night
5 out of 5.0 stars
1 review
Profile image

Very communicative and did everything perfectly!

Availability updated 54 days ago
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
$125
per night
5 out of 5.0 stars
5 reviews
Profile image

We can’t praise Thea highly enough. She bonded immediately with Vinny and Vivie. It didn’t take long for her to feel like an old friend. We were very comfortable having her in our home. We will definitely be calling on her again.

Availability updated 28 days ago
Confirmed availability for Labor Day Weekend
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
$75
per night
5 out of 5.0 stars
59 reviews
15 repeat clients
Profile image

Jessica was amazing! Able to stay with our kids on short notice and did a wonderful job. Absolutely would use her again!

Availability updated 13 days ago
Sitter Profile Image: Kaitlyn S.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn S.
Verified Enhanced Background Check

Kaitlyn S.

Love animals 💜
Philippi, WV, 26416
38.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
7 reviews
1 repeat client

Kaitlyn has been my pet sitter for 3 years now. She is so good with my 2 dogs and cat! She is always so helpful and I love that about her!

Availability updated over 1 year 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
$125
per night
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 66 days ago
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
$27
per night
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 29 days 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
$120
per night
3 reviews

Jamie is a very loving, compassionate and reliable dog sitter, she’s the best! You can always count on her to take excellent care of your pup!

Availability updated 7 months ago

Over 2 pet parents in Oakland have booked house sitting

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Oakland is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover