Dog Sitting in Oakland

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Top rated Oakland dog sitters

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Sitter Profile Image: Lilly S.
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Lilly S.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
59 reviews
15 repeat clients
35 years of experience
Clermont, FL, 34711

Lilly is phenomenal!!!! She is compassionate, professional, and so patient! She sent lovely photos of my dogs and updates. She taught my fur baby to sit and lay down in 30 minutes! I can't say enough about how awesome Lilly is! My dogs adore her and I'm so glad I found her on rover..com!

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Brandy R.
Sitter Profile Image: Jordan B.
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Jordan B.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
8 years of experience
Ocoee, FL, 34761

Our pets were super comfortable with Jordan from the moment she stepped in the house! She took great care of our babies and they can’t wait for her to come play again soon!

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Katelyn B.
Sitter Profile Image: Rachel M.
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Rachel M.
from
$25
per visit
5 out of 5.0 stars
31 reviews
14 repeat clients
15 years of experience
Windermere, FL, 34786

About: I’ve been taking care of dogs for over 15 years. I’m friendly, love playing with them, know what they need to be happy. I have a puppy and she loves to come on all jobs with me. Please let me know if your dog is not friendly towards other dogs as I have to bring my puppy with me. I’m looking to get experience with different types of pets as my dream is to be a foster parent to dogs and create my own animal rescue to help dogs find their furever homes. Besides working full time and having a dog of my own I have plenty of free time. This makes me almost always available to take care of your pets. I can come to your house and follow your pets usual routines. I’m very flexible, love playing with animals and just spending time cuddled up together. I can bathe or do extra responsibilities based on your pet. I also have experience with giving diabetic dogs shots.

Sitter Profile Image: Jade P.
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Jade P.
from
$13
per visit
2 years of experience
Clermont, FL, 34711

About: I’ve worked in the dog industry for almost 2 years, gaining hands-on experience with dogs of all sizes and temperaments. I’m autism-friendly and confident in safe, gentle handling always putting your pup’s comfort first! Pet care fits naturally into my daily routine, I structure my day around it. Whether it’s morning walks, midday check-ins, or evening feedings, I’m consistent, flexible when outside of work, and always make sure pets get the time and attention they need. In my home, pets get a calm, safe environment with lots of attention. I stick to their routines feeding, walks, potty breaks, and playtime and make sure they feel comfortable and cared for. I give space when needed, but I’m always nearby for cuddles, training, or reassurance.

Sitter Profile Image: Jessica V.
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Jessica V.
Star Sitter
from
$13
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
15 years of experience
Clermont, FL, 34711

I book Jessica to take care of my fur baby every time I travel. She is very communicative, does everything Marvel needs and gives him lots of love!

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Angelica H.
Sitter Profile Image: Reece L.
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Reece L.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
52 reviews
17 repeat clients
10 years of experience
Ocoee, FL, 34761

Reece came to walk my dog Haze, who has a ton of energy and specific dietary and allergy needs. I really appreciated how communicative and reliable she was—sent updates, arrived on time, and spent some time playing with him during the check ins. It’s such a relief to find someone I can trust with Haze. Would definitely book with her again!

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Bri Lauren i.
Sitter Profile Image: Brooke P.
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Brooke P.
from
$25
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
18 years of experience
Winter Garden, FL, 34787

Perfectly on time, professional, dog-loving...all the good stuff. Will be using her to care for the pup in the future.

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John K.
Sitter Profile Image: Hannah R.
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Hannah R.
from
$30
per visit
5 out of 5.0 stars
56 reviews
20 repeat clients
21 years of experience
Winter Garden, FL, 34787

Hannah went above and beyond taking care of our elderly dog with mobility issues. She was very attentive to her needs and did everything we asked and more. We wouldn’t hesitate to book Hannah again in the future.

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Julie L.
Sitter Profile Image: Maile S.
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Maile S.
from
$12
per visit
22 years of experience
Winter Garden, FL, 34787

About: As a happy owner of golden retrievers, doodles and labs, I would love to care for your pet as my own. From long walks to post-park baths, I’m comfortable handling large, fluffy dogs and tailoring care to their needs. I have experience with basic training, leash manners, and giving pets the patience and love they deserve. Whether it’s playtime, walk time or dinner time, your pet will be happy and safe. I work remote and I would love long walks on a lunch break. We just lost our golden retriever Barley this year, so I am missing quality time with pets and would love to meet yours. I am happy to visit your home and stroll your neighborhood! It would be a joy to take care of your pets so you have peace of mind on vacation.

Sitter Profile Image: Marlene W.
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Marlene W.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
47 reviews
8 repeat clients
35 years of experience
Clermont, FL, 34711

Awesome communication and accommodating all my needs. She got along really well with my pets. I will definitely be using her services again in the future!

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Vanessa P.
Sitter Profile Image: Michele B.
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Michele B.
from
$25
per visit
5 out of 5.0 stars
81 reviews
31 repeat clients
15 years of experience
Winter Garden, FL, 34787

Michelle took the time to stay and watch my kitty eat each visit. She was on time every time. Great communication and beautiful pictures of her each day. Thank you Michelle.

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Steve C.
Sitter Profile Image: Jason K.
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Jason K.
from
$15
per visit
20 years of experience
Winter Garden, FL, 34787

About: I have raised colts, goats, cats, and a couple of dogs. I believe my experience with various animals, particularly horses, has helped me connect with/ win the trust of dogs relatively quickly. I work remotely. I can give attention to your animal more frequently. I am a proud owner of a golden retriever and former owner of many animals, having grown up on a ranch. I treat your animals as if they were my own. I respect that responsibility. Animals are very special in our families and ought to be treated as such.

Sitter Profile Image: Sabrina R.
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Sabrina R.
from
$20
per visit
5 out of 4.9 stars
73 reviews
23 repeat clients
4 years of experience
Winter Garden, FL, 34787

Sabrina was amazing! It was so nice to keep our older dogs at home while we were away, rather than a stressful boarding situation. Sabrina sent photos of the pups every time she dropped in, so we never worried about them. She was super knowledgeable and comfortable from the very beginning. Will absolutely book her whenever we are away!

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Lorri S.
Sitter Profile Image: Soyala D.
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Soyala D.
from
$13
per visit
9 years of experience
Winter Garden, FL, 34787

About: I have two dogs of my own that I love dearly. I pet sit for my aunt and her dogs and I had a great time. I love all dogs! I’m doing this as a summer job, this will be the only thing I’m doing so I will be fully focused on caring for your dog(s). I will gladly walk any dog, or let them out to play in the yard. I love throwing a ball or stick around the yard with my dogs!

Sitter Profile Image: Diogo R.
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Diogo R.
from
$25
per visit
5 out of 5.0 stars
32 reviews
6 repeat clients
6 years of experience
Clermont, FL, 34711

About: I’ve been around animals my entire life..taking care about my own pets and my family’s. After that I started working with my girlfriend who’s a veterinarian specialized in physical rehabilitation of dogs. Carol has been working with pets for over 12 years. We’re available on weekends and part time on week days. We can walk with your pet, feed, play with them and we can also provide baths. Our home has a fully fenced yard where they can roam and play both inside and out. We take care of your furry friend as if it were our own. We will be very happy to take care about your little one!

Sitter Profile Image: Sara H.
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Sara H.
from
$13
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
5 years of experience
Winter Garden, FL, 34787

About: I’ve taken care of dogs and cats for the past five years. Not just my own but family and friends! I love to watch pets in my home who want to have fun and play with my own two dogs and 1 cat! I work from home full time so am available to meet needs of taking out your pet when you need! My weekends are also free to enjoy play time! I have two friendly pups who constantly look for new friends! I also have a cat that likes to see who is here but doesn’t bother them! My yard isn’t fenced in but we take many walks a day for everyone’s exercise!

Sitter Profile Image: Claire G.
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Claire G.
from
$25
per visit
5 out of 4.7 stars
14 reviews
7 repeat clients
8 years of experience
Winter Garden, FL, 34787

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

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Caitlin & Jamie B.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$20
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
3 years of experience
Oakland, FL, 34760

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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Kyle S.
Sitter Profile Image: Raquel C.
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Raquel C.
from
$25
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
9 years of experience
Oakland, FL, 34760

About: Growing up I rode horses and had a variety of pets including dogs, hamsters, rabbits, reptiles. I currently have a terrier mix named Lilly and she is my world. My experience includes pet grooming, working on a farm, And at several animal parks in the Orlando area. I started pet sitting years ago for friends and it just took off from there. I’ve professionally cared for dogs, cats and reptiles. Recently I added chickens to the list! I truly enjoy what I do. And treat your pets like my own. I currently work part time and have lots of availability. Right now I do walks, runs, home visits, doggy daycare and overnights at my home I’m also available to housesit and care for pets at your home. I love nature and fitness. I can walk or run an energetic dog. I can take them to dog parks around Orlando. Ive also been trained to do light grooming.

Sitter Profile Image: Katie S.
Verified Background Check
Katie S.
from
$25
per visit
5 out of 5.0 stars
28 reviews
12 repeat clients
8 years of experience
Oakland, FL, 34760

Katie was a pleasure to meet and attend to my dog's needs. She is extremely reliable and flexible, which I appreciated especially during the holiday season. She sent the cutest pics of my pup and showed her the love she needed while I was away. If I were still living in Orlando, I would book her again and again! Thanks, Katie :)

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Rachel W.
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Sitter Profile Image: Lilly S.
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Sitter Profile Image: Lilly S.
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Lilly S.
Star Sitter

Let's meet & greet 🐕🐈💕
Clermont, FL, 34711
6.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
59 reviews
15 repeat clients
Profile image

Lilly is phenomenal!!!! She is compassionate, professional, and so patient! She sent lovely photos of my dogs and updates. She taught my fur baby to sit and lay down in 30 minutes! I can't say enough about how awesome Lilly is! My dogs adore her and I'm so glad I found her on rover..com!

Availability updated 11 days ago
Sitter Profile Image: Jordan B.
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Sitter Profile Image: Jordan B.
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Jordan B.
Star Sitter

Flexible and high quality care!
Ocoee, FL, 34761
5.4 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Our pets were super comfortable with Jordan from the moment she stepped in the house! She took great care of our babies and they can’t wait for her to come play again soon!

Availability updated yesterday
Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
Verified Enhanced Background Check

Rachel M.

My dog and I are a pet sitting team
Windermere, FL, 34786
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
31 reviews
14 repeat clients

I have known Rachel for well over 2 years now and she is nothing short of spectacular. She is extremely kind, patient, and loving. Her love for her fury baby, Markie, is unmatched and she always goes out of her way to make sure he is taken care above anything else. A very passionate lover of all animals, and will certainly make sure any special considerations, diets, or other needs are recognized and accomadated. Don't think twice about letting Rachel watch your furry friends. She is careful and attentive all the time, not too mention super intelligent, beautiful, and a very close friend of mine.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jade P.
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Sitter Profile Image: Jade P.
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Jade P.

GSD Lover | Reliable + Trainer
Clermont, FL, 34711
5.6 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
4 reviews

Finding someone I trust with my dog is no easy task, I’m extremely protective over her and very selective about who I allow into her world. From the moment Jade started caring for Mia, I knew I had found someone truly special. She has a natural warmth and energy that Mia connected with instantly. Every time Jade comes by, Mia lights up with excitement. Whether it’s a walk, some playtime, or just showering her with love, Jade gives her everything she needs and more. She also sends me photos and videos, which mean the world to me, it’s such a comfort seeing Mia happy, tail wagging, and clearly adored. I never worry when Mia is in her care because I know she’s not just being watched, she’s being genuinely loved. Jade has been an absolute gift to both of us. Her compassion, reliability, and the bond she’s built with Mia give me complete peace of mind. If you’re lucky enough to have Jade care for your pet, know that they’ll be in the best, most loving hands.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jessica V.
Verified Enhanced Background Check
Sitter Profile Image: Jessica V.
Verified Enhanced Background Check

Jessica V.
Star Sitter

Be Kind To Every Kind
Clermont, FL, 34711
4.9 mi. away
Drop-In Visits
from
$13
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

I book Jessica to take care of my fur baby every time I travel. She is very communicative, does everything Marvel needs and gives him lots of love!

Availability updated 11 days ago
Sitter Profile Image: Reece L.
Verified Enhanced Background Check
Sitter Profile Image: Reece L.
Verified Enhanced Background Check

Reece L.
Star Sitter

Your pet is my priority!
Ocoee, FL, 34761
5.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
52 reviews
17 repeat clients
Profile image

Reece came to walk my dog Haze, who has a ton of energy and specific dietary and allergy needs. I really appreciated how communicative and reliable she was—sent updates, arrived on time, and spent some time playing with him during the check ins. It’s such a relief to find someone I can trust with Haze. Would definitely book with her again!

Availability updated 8 days ago
Sitter Profile Image: Brooke P.
Verified Background Check
Sitter Profile Image: Brooke P.
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Brooke P.

Love all dogs: big and small!
Winter Garden, FL, 34787
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Perfectly on time, professional, dog-loving...all the good stuff. Will be using her to care for the pup in the future.

Availability updated yesterday
Sitter Profile Image: Hannah R.
Verified Enhanced Background Check
Sitter Profile Image: Hannah R.
Verified Enhanced Background Check

Hannah R.

Everything your pet needs! Msg me!
Winter Garden, FL, 34787
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
56 reviews
20 repeat clients
Profile image

Hannah went above and beyond taking care of our elderly dog with mobility issues. She was very attentive to her needs and did everything we asked and more. We wouldn’t hesitate to book Hannah again in the future.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Maile S.
Verified Enhanced Background Check
Sitter Profile Image: Maile S.
Verified Enhanced Background Check

Maile S.

Big dogs and big hearts welcome!
Winter Garden, FL, 34787
3.6 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
22 years of experience

About: As a happy owner of golden retrievers, doodles and labs, I would love to care for your pet as my own. From long walks to post-park baths, I’m comfortable handling large, fluffy dogs and tailoring care to their needs. I have experience with basic training, leash manners, and giving pets the patience and love they deserve. Whether it’s playtime, walk time or dinner time, your pet will be happy and safe. I work remote and I would love long walks on a lunch break. We just lost our golden retriever Barley this year, so I am missing quality time with pets and would love to meet yours. I am happy to visit your home and stroll your neighborhood! It would be a joy to take care of your pets so you have peace of mind on vacation.

Availability updated 23 days ago
Sitter Profile Image: Marlene W.
Verified Enhanced Background Check
Sitter Profile Image: Marlene W.
Verified Enhanced Background Check

Marlene W.
Star Sitter

Your dog's new buddy is here!
Clermont, FL, 34711
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
47 reviews
8 repeat clients
Profile image

Awesome communication and accommodating all my needs. She got along really well with my pets. I will definitely be using her services again in the future!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Michele B.
Verified Background Check
Sitter Profile Image: Michele B.
Verified Background Check

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
from
$25
per visit
5 out of 5.0 stars
81 reviews
31 repeat clients
Profile image

Michelle took the time to stay and watch my kitty eat each visit. She was on time every time. Great communication and beautiful pictures of her each day. Thank you Michelle.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jason K.
Verified Enhanced Background Check
Sitter Profile Image: Jason K.
Verified Enhanced Background Check

Jason K.

I love dogs, cats, and goats!
Winter Garden, FL, 34787
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
20 years of experience

About: I have raised colts, goats, cats, and a couple of dogs. I believe my experience with various animals, particularly horses, has helped me connect with/ win the trust of dogs relatively quickly. I work remotely. I can give attention to your animal more frequently. I am a proud owner of a golden retriever and former owner of many animals, having grown up on a ranch. I treat your animals as if they were my own. I respect that responsibility. Animals are very special in our families and ought to be treated as such.

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sabrina R.
Verified Background Check
Sitter Profile Image: Sabrina R.
Verified Background Check

Sabrina R.

Walks, pets, & play....OH MY!
Winter Garden, FL, 34787
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
73 reviews
23 repeat clients
Profile image

Sabrina was amazing! It was so nice to keep our older dogs at home while we were away, rather than a stressful boarding situation. Sabrina sent photos of the pups every time she dropped in, so we never worried about them. She was super knowledgeable and comfortable from the very beginning. Will absolutely book her whenever we are away!

Availability updated 69 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Soyala D.
Verified Enhanced Background Check
Sitter Profile Image: Soyala D.
Verified Enhanced Background Check

Soyala D.

I love dogs!
Winter Garden, FL, 34787
3.3 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
1 review

We hired Soyala to dog sit while we were away for a weekend getaway. She went above and beyond when caring for our 2 dogs and 1 cat. She not only cares at all high level but was professional. She left our home better than we left it, plus our animals were walked daily, were fed at the appropriate times and cuddled consistently! We 10/10 recommend Soyala for dog walking and dog sitting.

Availability updated 20 days ago
Sitter Profile Image: Diogo R.
Verified Background Check
Sitter Profile Image: Diogo R.
Verified Background Check

Diogo R.

We’re a couple who love pets!
Clermont, FL, 34711
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
32 reviews
6 repeat clients

Diogo is such a good walker! He knows how to deal whit dogs and spend their energy besides to feed them and keep the place clean!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sara H.
Verified Enhanced Background Check
Sitter Profile Image: Sara H.
Verified Enhanced Background Check

Sara H.

Who doesn’t ❤️ Playing with animals
Winter Garden, FL, 34787
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients

About: I’ve taken care of dogs and cats for the past five years. Not just my own but family and friends! I love to watch pets in my home who want to have fun and play with my own two dogs and 1 cat! I work from home full time so am available to meet needs of taking out your pet when you need! My weekends are also free to enjoy play time! I have two friendly pups who constantly look for new friends! I also have a cat that likes to see who is here but doesn’t bother them! My yard isn’t fenced in but we take many walks a day for everyone’s exercise!

Availability updated 26 days ago
Sitter Profile Image: Claire G.
Verified Enhanced Background Check
Sitter Profile Image: Claire G.
Verified Enhanced Background Check

Claire G.

Near downtown Winter Garden!
Winter Garden, FL, 34787
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.7 stars
14 reviews
7 repeat clients
Profile image

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

Availability updated 82 days ago
Sitter Profile Image: Taylor S.
Verified Enhanced Background Check
Sitter Profile Image: Taylor S.
Verified Enhanced Background Check

Taylor S.

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

Availability updated 15 days ago
Sitter Profile Image: Raquel C.
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Sitter Profile Image: Raquel C.
Verified Background Check

Raquel C.

Passionate Pet Sitter
Oakland, FL, 34760
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
7 reviews
1 repeat client

Raquel has watched my dog a number of times and I must say she is wonderful with pets of all shapes and sizes! She has a way about her that brings out the best in animals . She is trustworthy and very responsible when taking care of pets. And she will come to your house as much as you desire when you need to leave your loved ones alone. (She has even stayed overnight if your pet can't be left alone through the night hours.) I highly recommend her.

Availability updated 34 days ago
Sitter Profile Image: Katie S.
Verified Background Check
Sitter Profile Image: Katie S.
Verified Background Check

Katie S.
Rover 101

Dependable and Flexible Pet Sitter!
Oakland, FL, 34760
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
28 reviews
12 repeat clients
Profile image

Katie was a pleasure to meet and attend to my dog's needs. She is extremely reliable and flexible, which I appreciated especially during the holiday season. She sent the cutest pics of my pup and showed her the love she needed while I was away. If I were still living in Orlando, I would book her again and again! Thanks, Katie :)

Availability updated 34 days ago

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