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: Juneteenth
Sitter Profile Image: Karen R.
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Sitter Profile Image: Karen R.
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1. Karen R.

Happy Pet, Happy Life
Winter Garden, FL, 34787
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
18 repeat clients
from
$20
per visit
Profile image

Karen is awesome! I cannot recommend her services enough. She goes above and beyond to care for your pets with professionalism and compassion. As someone with a fussy, senior cat, Karen’s amazing communication, ongoing care and reliability allowed me to travel without stress for the first time in years. I will definitely use her services again in the future. Thank you, Karen!

Confirmed availability: Juneteenth
Sitter Profile Image: Tathyana  F.
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Sitter Profile Image: Tathyana  F.
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2. Tathyana F.

Pets Care Inn
Windermere, FL, 34786
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$20
per visit
Profile image

Tathyana is a great communicator and took awesome care of my cat Chi. She sent adorable photos and videos of Chi playing, getting pets and enjoying treats during her drop-in visits.

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Sitter Profile Image: Leanna H.
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Sitter Profile Image: Leanna H.
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3. Leanna H.

Dog mom and dog care enthusiast
Clermont, FL, 34711
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$13
per visit
Profile image

Leanna does such a great job with Kairo. Kairo is always so excited to see Leanna when she comes and she is so patient with him being that he is so energetic. I appreciate when Leanna can stop by to spend time with Kairo.

Confirmed availability: Juneteenth
Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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4. Poliana D.

Wholehearted animal lover
Windermere, FL, 34786
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
280 reviews
102 repeat clients
from
$25
per visit
Profile image

Poli was extremely caring and attentive to my pet Sugar. It provided me relief to leave Sugar at home and she would be attended to like I would. I will certainly rebook in the future. Thank you Poli for your kindness!

Confirmed availability: Juneteenth
Sitter Profile Image: Opal F.
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Sitter Profile Image: Opal F.
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5. Opal F.

Cuddles & Exercise
Winter Garden, FL, 34787
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$18
per visit

Opal is a caring person and is very loving towards aninals. She has watched both my dogs and bearded dragon when I am away at work for multiple days.

Confirmed availability: Juneteenth
Sitter Profile Image: Caitlin & Jamie B.
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Sitter Profile Image: Caitlin & Jamie B.
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6. Caitlin & Jamie B.

TWO background checked sitters!
Winter Garden, FL, 34787
2.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$14
per visit
Profile image

Caitlin and Jamie did great taking care of my boys! They were on time and I came home to two happy cats. Thank you both 😊

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Sitter Profile Image: Imani Z.
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Sitter Profile Image: Imani Z.
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7. Imani Z.

I care for your pets like family
Winter Garden, FL, 34787
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$13
per visit
Profile image

Imani was great caring for my cat when I was gone for over a month period. She was attentive to my instructions, communicative, left the space clean on my return, and most importantly interacted well with my cat.

Confirmed availability: Juneteenth
Sitter Profile Image: Marlene W.
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Sitter Profile Image: Marlene W.
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8. Marlene W.

Your dog's new buddy is here!
Clermont, FL, 34711
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
5 repeat clients
from
$18
per visit
Profile image

Marlene was excellent in every way! She was so careful with our senior dog, got down on the floor and played with him, sent videos and photos often during her visit and really paid attention to detail. It's obvious she loves her job and loves animals. We felt completely comfortable with her and that's not easy for us. Great job, Marlene - thank you!

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Sitter Profile Image: Grey G.
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Sitter Profile Image: Grey G.
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9. Grey G.

Happy fur-babies are my goal!
Winter Garden, FL, 34787
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$13
per visit
Profile image

Purrrrrfect pet lover! Grey bonded quickly with our pets and when we came home it was like we were never gone. Our pets felt calm and happy. We are so comfortable leaving now. Thank you Grey.

Confirmed availability: Juneteenth
Sitter Profile Image: chrys w.
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Sitter Profile Image: chrys w.
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10. chrys w.

Providing love to fur babies
Winter garden, FL, 34787
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$15
per visit
Profile image

Chrys is great with my dog, always on time and a pleasure to speak with.

Confirmed availability: Juneteenth
Sitter Profile Image: Lani E.
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Sitter Profile Image: Lani E.
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11. Lani E.

I treat your pets like family🤍🐾
Winter Garden, FL, 34787
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$16
per visit
Profile image

Lani took care of my two cats when I traveled to see my daughter. She was reliable and followed my instructions perfectly. Lani sent photo and text updates daily. I will definitely hire her again.

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Sitter Profile Image: Jacy B.
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Sitter Profile Image: Jacy B.
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12. Jacy B.

i adore dogs!
Clermont, FL, 34711
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$13
per visit

About: I have taken care of dogs my whole life. I have 6 dogs of my own both small and large. Friends, family, neighbors and family friends call on me to take care of their pets. I’m very gentle and loving towards animals. I’m part time since I’m in college, but, I can work out my schedule to your dog’s needs and I’m always down to play with and walk dogs, large and small. Also, I have my own vehicle and will travel to attend to any routine. I can manage everything from feeding and walking routines, to administering medication. I also love to spend time with each animal brushing or playing with them. Removing any anxiety from the dogs that I care for is important. I earn their trust by expressing my love and care for each dog.

Confirmed availability: Juneteenth
Sitter Profile Image: Claire G.
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Sitter Profile Image: Claire G.
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13. Claire G.

Near downtown Winter Garden!
Winter Garden, FL, 34787
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$18
per visit
Profile image

Claire was super communicative through out the service and did an awesome job with our cats! Would highly recommend her!

Confirmed availability: Juneteenth
Sitter Profile Image: Michele B.
Sitter Profile Image: Michele B.

14. Michele B.

🐈 🐾 Pet’s Best Friend 🐾 🦜
Winter Garden, FL, 34787
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
29 repeat clients
from
$20
per visit
Profile image

Michele is awesome! So caring, so good with my pups! I am so glad I found her. Communication is great. You know your fur babies are in the best hands with her.

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Sitter Profile Image: Tiana M.
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Sitter Profile Image: Tiana M.
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15. Tiana M.

Experienced dog lover of all sizes
winter garden, FL, 34747
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$15
per visit

Tiana has the biggest heart I know! She has always been a pet lover and her love for animals is boundless. She embodies the spirit of kindness and empathy towards all living beings. Tiana always treats any animal she sees with immense love and care. Her unconditional love for pets is a testament to her generous heart and nurturing soul. It is a privilege to know someone who makes such a big difference in the lives of animals and people around her.

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Sitter Profile Image: Sara L.
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Sitter Profile Image: Sara L.
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16. Sara L.

I’ve always had a love for animals!
Winter Garden, FL, 34787
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$20
per visit
Profile image

Sara was thoughtful and caring about my cats, and even called when she was worried one of them was sick. I’m so grateful for her accommodations and quick responses!

Confirmed availability: Juneteenth
Sitter Profile Image: Remy S.
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Sitter Profile Image: Remy S.
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17. Remy S.

Here to make your life easier:)
Winter garden, FL, 34787
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
12 repeat clients
from
$19
per visit
Profile image

Couldn’t ask for a better Dog Walker for my puppy! I had an emergency trip out of town and was able to book Remy for a drop in visit outside her daily walk with River and it saved the day.

Confirmed availability: Juneteenth
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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18. Megan M.

Dog lover w/ flexible day schedule!
Oakland, FL, 34760
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$25
per visit
Profile image

This was my first time using Rover and Megan was absolutely amazing! Another person backed out of watching my dogs, and Megan was available immediately to help. She was SO good to both pups, took them on a long walk, cuddled them, and even cleaned up an accident. Hands down if your in the z Orlando area…book her!!

Confirmed availability: Juneteenth
Sitter Profile Image: Krystal O.
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Sitter Profile Image: Krystal O.
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19. Krystal O.

Embracing the Joy of Canine Care!
Oakland, FL, 34787
0.6 mi. away
Drop-In Visits, Dog Walking
1 year of experience
from
$15
per visit

About: Caring for dogs is a joyful and fulfilling endeavor. Their boundless energy, unwavering loyalty, and infectious enthusiasm make every moment spent with them a treasure. From morning walks filled with the crisp scent of the outdoors to cozy evenings curled up together, the bond between a dog and their caretaker is unparalleled. Whether it's ensuring they have a nutritious diet, providing regular exercise, or simply showering them with love and affection, the act of caring for a dog enriches both their lives and ours. Each wag of their tail and gentle nuzzle reminds us of the immeasurable joy that comes from nurturing these incredible creatures. I work remotely, the perfect opportunity to seamlessly integrate pet care into our daily routines. For those of us who cherish the companionship of dogs, the flexibility of remote work allows us to provide the attention and care they deserve without sacrificing our professional responsibilities. Whether it's taking a break for a midday stroll around the neighborhood or having a furry friend nestled at our feet during virtual meetings, remote work fosters an environment where the needs of both human and canine can be met harmoniously. This symbiotic relationship not only enhances our productivity and well-being but also strengthens the bond between us and our beloved four-legged companions. With the flexibility to tailor my schedule around their needs, we can ensure every aspect of their well-being is attended to with precision and dedication. Whether it's monitoring their diet, maintaining regular exercise routines, or providing mental stimulation through engaging activities, remote work will provide me the opportunity to prioritize our pets with unwavering focus and meticulous detail.

Confirmed availability: Juneteenth
Sitter Profile Image: Taylor S.
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Sitter Profile Image: Taylor S.
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20. Taylor S.

Animal care with lots of love!
Oakland, FL, 34760
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$20
per visit
Profile image

Taylor was fantastic, so nice and polite when we met and my pup instantly liked her. She did a wonderful job communicating and really took some wonderful photos I will keep forever. Highly recommend booking Taylor.

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Oakland Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Oakland are rated on average 5 out of 5 stars based on 3 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Oakland:


Rover.com is the simple, savvy way to find and book Oakland drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Oakland. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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