House Sitting in Oakland

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

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Sitter Profile Image: Sharon S.
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Sitter Profile Image: Sharon S.
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1.

Sharon S.

I had a monkey as a pet!
Orlando, FL, 32836
House Sitting
5.0
9 reviews
2 repeat clients
from
$37
per night

Sharon was great with Finn! She made sure he got potty breaks and treats and he was very comfortable with her! Would definitely book with her again!

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Sitter Profile Image: Jerilyn B.
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Sitter Profile Image: Jerilyn B.
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2.

Jerilyn B.

I grew up with all kinds of pets!
Ocoee, FL, 32818
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
6 repeat clients
from
$40
per night

Have you ever left your loyal four-legged friend alone for a little bit and noticed how happy they are when you come home? Our Tater was excited and happy when we came home, but she was also sad when Jerilyn left. She bonded with and loved Jerilyn more than we could have imagined. We’re already booking again.

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Sitter Profile Image: Caitlin & Jamie B.
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Sitter Profile Image: Caitlin & Jamie B.
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3.

Caitlin & Jamie B.

TWO background checked sitters!
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
6 repeat clients
from
$44
per night

This was our first weekend away with new sitters and we couldn’t be more happy with the service. Caitlin and Jamie took wonderful care of our fur babies and home, making it easy to be at peace while we were away.

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Sitter Profile Image: Marlene W.
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Sitter Profile Image: Marlene W.
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4.

Marlene W.

Your dog's new buddy is here!
Clermont, FL, 34711
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
5 repeat clients
from
$28
per night

Marlene was very kind and our dog liked her a lot. She sent frequent updates with photos and videos. Our dog was happy and well taken care of. We would use her again and recommend her to others

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Sitter Profile Image: MARK B.
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Sitter Profile Image: MARK B.
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5.

MARK B.

For great pet care, and Exercise
Windermere, FL, 34786
House Sitting, Drop-In Visits, Dog Walking
5.0
58 reviews
27 repeat clients
from
$45
per night

Mark was awesome! He sent pictures everyday, and kept us up-to-date on how they were doing together. He made sure she had her allergy medicine daily, taking great care of our girl. We would highly recommend Mark to care for your pet! We will definitely look to have Mark take care of our girl next time we need a sitter. You couldn’t ask for any better!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: April F.
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Sitter Profile Image: April F.
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6.

April F.

I love animals
Clermont, FL, 34711
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
4 repeat clients
from
$45
per night

This is now the 4th family trip we’ve taken where we haven’t had to worry about our animals because our dog sitter is fabulous and our dogs love her! We trust April in our home and she always goes above and beyond! Thank you!! ☺️

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Sitter Profile Image: Amy A.
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Sitter Profile Image: Amy A.
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7.

Amy A.

May I spend time with your pet?
Minneola, FL, 34715
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$35
per night

I can't recommend Amy enough. She has stayed in my home with my cat Gemma many times. I have always returned to a clean home and a happy cat. Plus, she sends charming updates and photos. I highly recommend Amy - you'd be lucky to have her.

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Sitter Profile Image: Nathan B.
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Sitter Profile Image: Nathan B.
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8.

Nathan B.

RoverGO
Much Love for dogs (and cats too!)
Windermere, FL, 34786
House Sitting, Drop-In Visits
5.0
51 reviews
20 repeat clients
from
$92
per night

We had a great experience with Nathan. He arrived on time and did a great job with our overly excited, young pup, Aura. Nathan sent pictures and followed our instructions. Most importantly, our pup really liked him. Thank you for taking such great care of our girl, Nathan! We look forward to future stays.

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Sitter Profile Image: Jasmine C.
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Sitter Profile Image: Jasmine C.
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9.

Jasmine C.

Furtopia; Where fur babies vacation
Winter garden, FL, 34787
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
111 reviews
51 repeat clients
from
$45
per night

Fabulous experience with Jasmine. This was our first time having someone other than family take care of our fur-babies and Jasmine did a great job! Will definitely call on her again when we need someone to watch Chloe and LuLu again!

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Sitter Profile Image: carol D.
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Sitter Profile Image: carol D.
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10.

carol D.

Pre-school Teacher who loves dogs!
Winter Garden, FL, 34787
House Sitting
5.0
1 review
from
$35
per night

Carol took care my two fur babies for two nights. We had no issues nor any concerns. She sent pictures to keep us informed on how they were doing. I would book Carol again to take care of them.

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Sitter Profile Image: Janelle R.
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Sitter Profile Image: Janelle R.
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11.

Janelle R.

Your pets best friend!
Windermere, FL, 34786
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$20
per night

Janelle takes amazing care of our two larger dogs. Caring, responsible, and knowledgable on training. She entertains and walks them as needed and knows how to manage the house

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Sitter Profile Image: Madeline W.
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Sitter Profile Image: Madeline W.
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12.

Madeline W.

We don’t deserve dogs.
Windermere, FL, 34786
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
3 repeat clients
from
$60
per night

Madeline was amazing and treated our puppies with so much love and care. We appreciated her flexibility while we worked out going out of town. We have a very senior dog and she was so patient and ind caring for her. We would love to have the opportunity to have her watch our pups again.

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Sitter Profile Image: Ava A.
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Sitter Profile Image: Ava A.
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13.

Ava A.

Sincere and honest care for pets!
winter garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking
5.0
34 reviews
14 repeat clients
from
$56
per night

Ava did an excellent job caring for our 2 dogs! Her calm approach was perfect and we appreciated her flexibility. I would highly recommend Ava, she’s a natural with animals. Thank you Ava!

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Sitter Profile Image: Lindsey L.
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Sitter Profile Image: Lindsey L.
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14.

Lindsey L.

I love adventures with all pets!
Clermont, FL, 34711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
2 repeat clients
from
$64
per night

Lindsey is absolutely amazing! My dog and cat had a great house sitting stay. I highly recommend booking Lindsey for all of your pet sitting needs! Thank you again for the amazing care, adorable card and for leaving my home cleaner than when I left. Such an incredible experience!

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Sitter Profile Image: John A.
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Sitter Profile Image: John A.
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15.

John A.

Rover 101
Certified Confident Care ✔
Clermont, FL, 34711
House Sitting, Drop-In Visits, Dog Walking
5.0
37 reviews
12 repeat clients
from
$50
per night

John was exemplary. We initially set time for a meet and greet and he dedicated a bit more time to get to know our dogs and the inner intricacies that they have. Once we decided to go ahead and schedule John we set aside an additional 1 or 2 walks so the dogs could feel comfortable with a stranger that would care for them during our absence. While away, John cared for the dogs and our belongings as well. He kept us updated by sending messages and pictures of the dogs playing, resting, whatever was necessary to show us the dogs were at peace and comfortable. I would highly recommend John and look forward to having him sit for us again.

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Sitter Profile Image: Vanessa C.
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Sitter Profile Image: Vanessa C.
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16.

Vanessa C.

Responsible cat-loving sitter
Winter Garden, FL, 34787
House Sitting, Drop-In Visits
4 years of experience
from
$27
per night

About: I grew up with a bunch of outdoor cats in my hometown and loved every single one of them. In 2017, my partner and I adopted our first official pet, a beautiful tabby named Marco. Then, in 2020, we were lucky enough to find our second cat, Polo (a flame-pointed siamese) outside of our apartment complex. Although I've never been a cat sitter professionally, I think my personal experience with my own cats speaks volumes as to how I will treat and care for your cat(s). Since I work remotely, I have the privilege of having a flexible schedule and I know there are people out there who don't have that so I want to be able to help and what better way than to care for their cats when they’re away. I work 100% remotely for a nonprofit and have flexibility to do pet visits almost at any time and day. I never stray far from home during the weekends so my schedule is also pretty open on those days. My house is a comfy, safe place where my two cats can thrive. They’re well taken care of and I love them very very much.

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Sitter Profile Image: Valeria G.
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Sitter Profile Image: Valeria G.
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17.

Valeria G.

Can’t wait to meet furry friends!
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$55
per night

Valeria was great! She cared for our dogs and cat and gave them lots of love! We have special diet and medications for one of our dogs and she was very attentive to their needs. We will definitely be using her again!

Sitter Profile Image: Katie S.
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Sitter Profile Image: Katie S.
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18.

Katie S.

Rover 101
Dependable and Flexible Pet Sitter!
Oakland, FL, 34760
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
7 repeat clients
from
$50
per night

Katie took outstanding care of our family's 2 dogs! Her daily text communications including updates & images (per our request) put us at ease while we were on vacation and warmed our hearts. Katie is flexible, professional and both our young & senior dog responded very positively towards her. She did a fantastic job, we will be rebooking with Katie in the future!

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Sitter Profile Image: Sydney W.
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Sitter Profile Image: Sydney W.
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19.

Sydney W.

I’d love to care for your pup! :)
Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
37 reviews
14 repeat clients
from
$75
per night

Sydney was fantastic! She was an excellent communicator and so kind. She went above and beyond to make sure Huk was taken care of. I highly recommend Sydney. We will be regulars from now on! Thanks, Sydney! :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sarah M.
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Sitter Profile Image: Sarah M.
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20.

Sarah M.

Auntie MeowMeow loves dogs!
Oakland, FL, 34760
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
5 repeat clients
from
$75
per night

We have used Sarah as pet care many times to care for our Benji! From as short as an overnight to as long as a week away. She is dependable and loves him like her own. We know Benji will be well taken care of. As soon as we mention her name, Benji is all excited to see her. Sarah takes the time to give the extra care that he needed as he got older. If anyone that I know ever needs a pet sitter she is the first one that I would recommend. We never have to worry about how Benji is when we are away, we know he is happy and getting plenty of lovin' and walks while we're gone!

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Oakland House Sitting ratings

Overall Rating:

House sitters in Oakland are rated on average 4.4 out of 5 stars based on 7 reviews.


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Oakland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Oakland who can provide the care your dog needs, when they need it.

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