Dog Boarding in Oakland, FL

Find a loving dog sitter to watch your dog overnight at your sitter's home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Mimi E.
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Sitter Profile Image: Mimi E.
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1.

Mimi E.

Puppy lover
Winter garden, FL, 34787
Boarding
5.0
12 reviews
3 repeat clients
from
$25
per night

I cannot say enough good things about Mimi! She cared for Nugget as if he belonged to her. She followed my directions without question and sent me pictures and videos of my little guy. Whenever I travel I will be sure to use Mimi if she is available to take care of my Nugget. Thank you Mimi!!!

Sitter Profile Image: Linda R.
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Sitter Profile Image: Linda R.
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2.

Linda R.

Your Dog's Best Friend
Winter Garden, FL, 34787
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
5 repeat clients
from
$35
per night

Linda was awesome. My chihuahua is a senior, partially blind, and has a collapsed trachea. I was so nervous to leave him with anyone but she did a wonderful job making him feel safe and welcome. She sent me photos daily to show how he was getting along and it made me feel very comforted. I will definitely use Linda’s services again.

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Sitter Profile Image: Wendy B.
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Sitter Profile Image: Wendy B.
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3.

Wendy B.

Home full-time, can medicate
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Dog Walking
5.0
93 reviews
56 repeat clients
from
$35
per night

Connor loved being around them and they did treat him as part of the family. Wendy was very accommodating to my requests and very responsive. I feel very comfortable leaving my baby with her.

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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
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
211 reviews
78 repeat clients
from
$45
per night

Poliana kept my little Sasha recently and it was a WONDERFUL experience! I had been searching for a great sitter for a very long time to replace the great sitter we lost and I'm confident that Poliana is perfect for Sasha. From the moment I met her, Poliana was very warm and inviting and she reassured me that my little girl was in great hands. After I recieved pictures from Poliana and saw how happy and comfortable Sasha looked with her and her family, I knew this was the BEST decision for me and Sasha. I will definitely book again with Poliana and I encourage others to book with her too, you will be very happy, satisfied, and relieved.

Sitter Profile Image: Beatrice D.
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Sitter Profile Image: Beatrice D.
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5.

Beatrice D.

My home is your home
Clermont, FL, 34711
Boarding, Doggy Day Care
5.0
7 reviews
3 repeat clients
from
$30
per night

Beatrice did a great job taking care of my dog. She was excellent about keeping me up-to-date with photos. My dog really likes to be with her and her family.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Viviana M.
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Sitter Profile Image: Viviana M.
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6.

Viviana M.

Your pets home away from home!
Clermont, FL, 34715
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
110 reviews
45 repeat clients
from
$45
per night

Viviana was a great sitter. If boarding: Their place is busy but has adequate space for various dogs and ways to separate and keep everyone happy. Our pup was very happy and well taken care of :)

Sitter Profile Image: Liz J.
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Sitter Profile Image: Liz J.
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7.

Liz J.

Dog Lover Here!
Oakland, FL, 34787
Boarding
40 years of experience
from
$40
per night

About: I've had dogs, cats, and other animals all my life. I've been taking care of family dogs for long and short periods of time for years. We recently lost our 13 year old boxer so your dog will have all of my attention. I have used Rover for my own dog in the past, but I am a new provider. I have a big, comfy dog bed and feeding bowls if you want to leave yours at home. I work from home so I can be very attentive to your dog's needs. I have to go out occasionally so your dog must be able to be left alone for no more than 2 hours. Your dog will be safe in our fenced yard and our home. We also have a great neighborhood for walks. We currently have no pets so they would be the center of attention.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Andrew M.
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Sitter Profile Image: Andrew M.
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8.

Andrew M.

Rover 101
Luxury Care🐶Large fenced yard!🐶
Clermont, FL, 34715
Boarding, Drop-In Visits, Dog Walking
5.0
247 reviews
109 repeat clients
from
$50
per night

Andrew has cared for our two senior dogs on a couple of occasions. This past time one of them had need for medical care while we were away. He went above and beyond to see that she got what she needed. We feel our girls are in good hands with Andrew and his family. Having assurance through pictures while we are away, is a delight.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kim G.
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Sitter Profile Image: Kim G.
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9.

Kim G.

Rover 101
A caring, fun wellness experience!
Windermere, FL, 34786
Boarding, Doggy Day Care
5.0
13 reviews
7 repeat clients
from
$46
per night

I used Rover and Kim for the first time and they were both excellent. The app is easy to use and simplifies the process. Kim was great. She allowed for a meet and greet ahead of the stay. Great lady and location. My dog-baby was in great hands.

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Sitter Profile Image: Julia A.
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Sitter Profile Image: Julia A.
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10.

Julia A.

Your Fur Baby Deserve the best care
Oakland, FL, 34787
Boarding, House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$25
per night

About: I’ve taken care of dogs since I was 10. My family owns a Dog Grooming Mobile Van which I’ve worked in for the past 6 years. I have the skills and love necessary for the best treatment of your pet. I'm currently working part-time, so I will have plenty of time to play with your pups! I'm available for boarding on weekends and weekdays ! I live in a safe and peaceful neighborhood and I have a friendly dog to keep your fur baby company and two sweet cats. I can easily crate your dog if needed and follow any given instructions.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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11.

Heather H.

Loving Home❤️Cuddles & Care Always
Clermont, FL, 34711
Boarding, Doggy Day Care
5.0
103 reviews
30 repeat clients
from
$56
per night

You can stop scrolling Rover - you’ve found the best place for your furry loved one. Our two large breed, quirky older dogs both stayed with Heather for a week, and we couldn’t be happier with the love and attention they received in her and her families care. We received tons of updates and pictures every day showing us how they were doing, and all of the cuddles they were lapping up. It’s hard to leave your dogs behind, but we don’t think we could’ve found anywhere better for them to stay ?

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Sitter Profile Image: Elena M.
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Sitter Profile Image: Elena M.
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12.

Elena M.

Each pet is unique.
Minneola, FL, 34715
Boarding, Drop-In Visits, Doggy Day Care
5.0
24 reviews
13 repeat clients
from
$35
per night

Elena was great! Very accommodating and friendly. Noah appeared to have had a great time as he was exhausted when he got home which is always a good sign that he was kept busy and not bored.

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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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$25
per night

Sprout was injured when she went to the sitter, so I was a little worried. Clair took care of her and gave her meds when scheduled. When I picked my pup, she looked well and happy.

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Sitter Profile Image: Helene C.
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Sitter Profile Image: Helene C.
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14.

Helene C.

Rover 101
Aunt Helene and Nutmeg for LOVE-FUN
Clermont, FL, 34711
Boarding, Doggy Day Care
5.0
128 reviews
55 repeat clients
from
$35
per night

Helene was so good with my dog! She was very attentive and I could tell she was in safe hands. I was hesitant at first since my dog is older and is usually watched by family. Helene sends so many pictures and keeps you up to date during the whole stay. Will definitely be using her again!

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Sitter Profile Image: Jill G.
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Sitter Profile Image: Jill G.
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15.

Jill G.

Rover 101
Dog day afternoons on the farm
Clermont, FL, 34715
Boarding
5.0
260 reviews
83 repeat clients
from
$35
per night

We just had our two dogs stay with Jill and family for a week. They have a big beautiful place that my dogs love to run and play in. They are always well taken care of. Jill G. is highly recommended.

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Sitter Profile Image: Tia R.
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Sitter Profile Image: Tia R.
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16.

Tia R.

Your Pet’s New Bestie!
Ocoee, FL, 34761
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
3 repeat clients
from
$35
per night

Tia is beyond amazing! She really cares for your pet. I feel when I’m away that my girl is having the best time and I have not had to worry for a single second. She sends updates with such cute pictures and I love that she lets Remy run around a bunch and play fetch which is her fave! Remy is already looking forward to her next time going. Thank you Tia!

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Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
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17.

Jennifer C.

A safe and caring place
clermont, FL, 34711
Boarding, Drop-In Visits, Doggy Day Care
5.0
5 reviews
from
$45
per night

Jennifer took good care of my fur baby and she sent me a picture during her short stay. I would definitely book her again!

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Sitter Profile Image: Sara L.
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Sitter Profile Image: Sara L.
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18.

Sara L.

I’ve always had a love for animals!
Winter Garden, FL, 34787
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
1 repeat client
from
$25
per night

I have known Sara for several years now, and I can confidently say that they are an exceptional dog sitter. I entrusted them with the care of my beloved furry companion, and they exceeded all my expectations. First and foremost, Sara has a genuine love and passion for animals, especially dogs. Their enthusiasm and dedication to ensuring the well-being of every dog in their care is truly remarkable. They treated my dog with the same love, attention, and care as if it were their own. During my dog's stay, Sara provided a safe and comfortable environment. They made sure my dog's needs were met, including regular feeding, exercise, and playtime. I was particularly impressed with their ability to tailor their care to my dog's specific needs and personality. They took the time to understand my dog's preferences, quirks, and any special requirements, ensuring an stress-free and enjoyable experience for my furry friend. Communication was excellent throughout the entire dog sitting period. Sara kept me updated with regular photos, videos, and messages, which provided me with great peace of mind knowing that my dog was happy and well taken care of. They were also prompt in responding to any queries or concerns I had, which further demonstrated their professionalism and dedication. In addition to their exceptional care, Sara has a wealth of knowledge and experience in dog handling. They were able to address any behavior or health-related issues that arose during my dog's stay, handling them with expertise and care. Overall, I cannot recommend Sara enough as a dog sitter. Their passion for animals, personalized care, and excellent communication skills make them the perfect choice for anyone seeking reliable and trustworthy dog sitting services. I am grateful to have found such a caring and competent individual to look after my dog, and I will undoubtedly be using their services again in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Christopher S.
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Sitter Profile Image: Christopher S.
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19.

Christopher S.

Who let the dogs out!
Winter garden, FL, 34787
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
29 reviews
14 repeat clients
from
$35
per night

Christopher was a amazing dog sitter, he chat with me, sent me picture, and let me know how she was doing. When I went to go get here she didn’t want to leave?. He was great!!

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Sitter Profile Image: Kymry G.
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Sitter Profile Image: Kymry G.
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20.

Kymry G.

Animal lover/close to local attract
Florida Center, Orlando, FL, 32819
Boarding, Doggy Day Care
5.0
235 reviews
75 repeat clients
from
$35
per night

I can’t express how grateful we are for Kymry! She took care of our pup for 3 days and by the end of it he was a happy, socialized dog. He had so much fun and we couldn’t have chosen a better sitter. She’s so great we will be taking our baby to her a few times a week for daycare. As skeptical as I usually am of sitters she is one sitter I would put my trust in all the way. We got picture messages every day, and communication with her was timely. We couldn’t have asked for a better sitter ☺️

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Oakland Dog Boarding ratings

Overall Rating:

Dog boarders in Oakland are rated on average 4.8 out of 5 stars based on 35 reviews.


Rover.com is the simple, savvy way to find and book Oakland pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Oakland, FL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

The cost of dog boarding in Oakland may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

In other words, when you use Rover to find Oakland dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Lighthouse Point, FL. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

Boarding