Dog Boarding in Oakland, FL

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Sitter Profile Image: Liz J.
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Sitter Profile Image: Liz J.
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1. Liz J.

Dog Lover Here!
Oakland, FL, 34787
0.6 mi. away
Boarding
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night

Liz took great care of our dog (Shorti) while we were on vacation. She provided us with updates and cute pictures of Shorti. Liz was extremely accommodating when our flight got delayed and allowed us to pick up Shorti later than expected. She also offered to keep Shorti an extra night, due to flight delays.

Sitter Profile Image: Julie B.
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Sitter Profile Image: Julie B.
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2. Julie B.

Enjoy Florida, I got your fur baby!
Winter Garden, FL, 34787
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$45
per night

This is the second time Bailey got to stay with Julie and her family. He loves spending time with them. He comes home totally spoiled. Leave your dog with Julie and she will treat them as her own.

Sitter Profile Image: Mimi E.
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Sitter Profile Image: Mimi E.
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3. Mimi E.

Puppy lover
Winter garden, FL, 34787
2.9 mi. away
Boarding
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$30
per night

Mimi did an excellent job watching Chloe!! She sent videos and kept me up to date in how Chloe was doing. I will most definitely have Mimi watch our baby again!

Sitter Profile Image: Jeff M.
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Sitter Profile Image: Jeff M.
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4. Jeff M.

Home full time, caring for your pup
Clermont, FL, 34711
4.4 mi. away
Boarding
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$35
per night

My Ollie was happy with his week stay at Jeff and Margot. Jeff made it easy with meeting Ollie before his stay and making sure he got all info about making him comfortable. Will be using him for future stays.

Sitter Profile Image: Wendy B.
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Sitter Profile Image: Wendy B.
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5. Wendy B.

Home full-time, can medicate
Winter Garden, FL, 34787
1.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
99 reviews
58 repeat clients
from
$35
per night

Wendy and her family did an excellent job of taking care of my 9-year-old Shih Tzu. They were very caring. Wendy sent me numerous pictures, and I could see that Mumu was loved and well looked after while in their care.

Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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6. 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
272 reviews
100 repeat clients
from
$50
per night

Poliana is so good with my dog she loves the attention she gets. She loves the environment and her kids are so sweet with Lily. Thanks again Poliana!

Sitter Profile Image: Linda R.
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Sitter Profile Image: Linda R.
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7. Linda R.

Your Dog's Best Friend
Winter Garden, FL, 34787
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$38
per night

Linda is a wonderful host. She took great care of our dog and was very communicative, sending us photos throughout each day and letting us know what he was up to. I’m glad to have a resource like her and looking forward to using her again!

Sitter Profile Image: Ellen B.
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Sitter Profile Image: Ellen B.
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8. Ellen B.

Dog park walking distance to home!
Winter Garden, FL, 34787
1.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
from
$50
per night

Ellen was great... She took great care of my 130 pound lab. Great communication. She keeps you updated with pictures and communication on how your pet is doing. Definitely use again.

Sitter Profile Image: Beatrice D.
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Sitter Profile Image: Beatrice D.
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9. Beatrice D.

My home is your home
Clermont, FL, 34711
5.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
6 repeat clients
from
$35
per night

My furbabies were perfectly happy in Beatrices care. In all of the photos sent, they were relaxed and playful. She gave them many belly rubs which I could see they enjoyed. They returned to me clean and happy.

Sitter Profile Image: Ana P.
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Sitter Profile Image: Ana P.
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10. Ana P.

Your dog in good hands
Winter Garden, FL, 34787
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$35
per night

We felt so happy with the wonderful care that Ana provided to our dogs. She has a nice large yard for play/exercise. Ana sent the sweetest pictures and videos while we were out of town. Highly recommend Ana to watch your fur baby.

Sitter Profile Image: Andrew M.
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Sitter Profile Image: Andrew M.
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11. Andrew M.

Rover 101
Luxury Care🐶Large fenced yard!🐶
Clermont, FL, 34715
4.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
262 reviews
119 repeat clients
from
$45
per night

Highly recommended! Daily pictures and updates. When we picked them up they (our pups) were not even that excited to see us since they were having so much fun. Will definitely leave them again with Andrew and fam! Thank you!

Sitter Profile Image: Theresa R.
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Sitter Profile Image: Theresa R.
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12. Theresa R.

Home full-time in Clermont
Clermont, FL, 34711
5.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$25
per night

Our chihuahua always has the best vacations when she stays with Theresa! Theresa is very kind and sends tons of updates with pictures/videos which we love!

Sitter Profile Image: Helene C.
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Sitter Profile Image: Helene C.
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13. Helene C.

Rover 101
Aunt Helene and Nutmeg for LOVE-FUN
Clermont, FL, 34711
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
143 reviews
62 repeat clients
from
$40
per night

Helene is the best dog sitter in my book. She’s extremely tentative and loving to my fur babies. She sends me updates with great pictures of the them having a blast. When I am away out of town I feel my dogs are in great hands and I don’t worry at all. They are at there second home!

Sitter Profile Image: Elinor S.
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Sitter Profile Image: Elinor S.
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14. Elinor S.

Life long animal lover for hire!
Clermont, FL, 34711
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$35
per night

Ellie is an amazing caregiver of my fur-baby! Nix is always happy at drop off and pick up. Ellie availability is very flexible and she makes the anxiety go away with her great communication.

Sitter Profile Image: Haley M.
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Sitter Profile Image: Haley M.
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15. Haley M.

Ready to LOVE on your Fur Baby!!!🐶
Winter Garden, FL, 34787
7.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
15 reviews
2 repeat clients
from
$40
per night

Highly recommended! First time with a caretaker can be scary but the experience was great, Haley and her family are fantastic. Friendly and helpful communication throughout, and a beautiful and clean home.

Sitter Profile Image: Kim G.
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Sitter Profile Image: Kim G.
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16. Kim G.

Rover 101
A caring, fun wellness experience!
Windermere, FL, 34786
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
32 reviews
13 repeat clients
from
$49
per night

Kim did an amazing job watching our senior dog. We usually leave him at pet boarding but we decided to try Rover and we are so happy we did. Kim sent daily updates and photos and we could see he was getting lots of attention. We would use her services again and recommend her to anyone looking for an experienced and caring dog sitter.

Sitter Profile Image: Heather H.
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Sitter Profile Image: Heather H.
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17. Heather H.

Loving Home❤️Cuddles & Care Always
Clermont, FL, 34711
5.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
127 reviews
40 repeat clients
from
$59
per night

I think our Teddy has found a new second home! Thank you Heather and Jarrod for all of the pictures and for taking great care of him while we were out of town. Looked like he made himself at home and received lots of love!

Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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18. Jennifer W.

Love my furry friends!
Ocoee, FL, 34761
6.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$32
per night

We just picked up our dog after a 2 week stay here. We felt our dog was in safe hands with Jennifer and was well looked after. She took him for walks and offered to give him a bath. She also has a pet camera so we could watch our dog from Thailand while on vacation which was really nice.

Sitter Profile Image: Teresa C.
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Sitter Profile Image: Teresa C.
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19. Teresa C.

Home 24/7 - Small Dog's Only
Ocoee, FL, 34761
6.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$40
per night

Teresa is so great with fur babies! The first time Coco stayed with her, she didn’t want to leave on pick up day! This (2nd) time, Coco knew where we were and pulled me up her walkway. Coco loves Teresa, her husband and her dog, Lucy!

Sitter Profile Image: Elena M.
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Sitter Profile Image: Elena M.
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20. Elena M.

Each pet is unique.
Minneola, FL, 34715
6.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
27 reviews
17 repeat clients
from
$35
per night

Elena is great! I had to travel 6 hours and ended up late, but she was still super understanding and kind. Leave your pet with Elena. She is very trustworthy and she will definitely take good, attentive care of your pet :)

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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Oakland Dog Boarding ratings

Overall Rating:
4.8 out of 5 stars

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?

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