Pet Sitting & Drop In Visits in Oakland, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

1. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"This was a get-acquainted visit. All four dogs liked Lauren. One of them is more standoffish than the others and Lauren was able to entice her over for a goo... (more)"

2. Tracy

dedicated to pets wellbeing

Windermere, FL, 34786

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"We recently reached out to Tracy for support in coverage for our puppy. Tracy reached out right away and schedule a meet and greet the same day! Tracy's genu... (more)"

3. Dan

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Dan and Nicholas took such wonderful care of our dog! He was happy and relaxed when we returned home. We received lots of updates and pictures of our dog loo... (more)"

4. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

144 repeat clients

"As always Lores does an amazing job with my dog! Would 100% recommend! (more)"

5. Nicholas

Team Dan & Nicholas's Dog Services

Windermere, FL, 34786

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Nicholas was AWESOME. He went above and beyond helping mecwith my handicapped pug who can't walk, pee or poop in her own. He spoon fed her til she started ... (more)"

6. Nicole

I'll Treat Your Dogs Like Family

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Nicole watched my two dogs over the weekend, and Nicole was always so helpful! She even watered my plants while I was away. I am happy I chose Nicole to watc... (more)"

7. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

8 repeat clients

About: Hello pet parents! I am a lover of all animals, especially dogs! I have two doggies of my own and they are my world! I have years of experience pet... (more)

8. Aeriel

Full Time Dog Sitter!

Montverde, FL, 34756

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

7 repeat clients

"Aeriel did a great job communicating throughout her drop visits and her updates were spot on. The previous night we had a good meet and greet and everything ... (more)"

9. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Wendy is wonderful with animals. She is especially attentive and loving due to her passion, understanding, and knowledge of so many species and breeds. Asid... (more)"

10. Maranda

Longtime pet sitter & new to area

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Maranda took care of my two dogs for over 2 years before moving away! She always updated me after each visit and sent lots of pics of my fur-babies, which I ... (more)"

Available this weekend
11. Tiffany

Dog Lover! Professional Experience!

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tiffany is kind and responsible, she treats her dogs like family...always doing the best for them! I highly recommend Tiffany as a dog sitter, your pets will... (more)"

12. Katie

Reliable And Highly Flexible Sitter

Oakland, FL, 34760

House Sitting, Drop-In Visits, Dog Walking

About: Hello all, My name is Katie, and I live in Oakland, Florida, right in between Winter Garden and Clermont. Though I'm not able to have any dogs ... (more)

Available this weekend
13. Linda

I need a new dog in my life!!

Clermont, FL, 34711

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I have known Linda for over 45 years and I know she is a good person and she loves pets. Not only is she my friend, but she worked for me when I owned Julie'... (more)"

14. Dana

Top Notch Dog Sitter!

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Dana is simply amazing! A family emergency caused me to need a pet sitter for my 6 month old Maltipoo, Bentley, at the last minute. Dana was flexible, profes... (more)"

15. Megan

Dog lover w/ flexible day schedule!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: From the mitten to the sunshine state-- I adopted my "high maintenance" bully breed over 6 years ago, and she is my world! An animal lover-advocate... (more)

16. Sean

Ex Manager at PetSmart

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Sean loves dogs and dogs love Sean. When he worked at PetSmart he gave money directly out of his check towards the chip technology for pet owner's. Sean wi... (more)"

17. Celina

Home full time, & a big dog lover!!

Winter garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Celina is amazing! You can definitely trust her with your fur baby. Can always count on her to show you're dog love and constantly insure you throughout the ... (more)"

18. Frank

simple & caring pet sitter

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

About: I've never actually thought you could make something of dog sitting. Who knew? I've had dogs, cats, and birds through my life. I'm the go to sit... (more)

19. Lauren

Your pets new favorite sitter (:

clermont, FL, 34711

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Let me say lauren is the best of the best. She is definitly one of chewys (My dog) favorite people). I was worried because he is normally shy but went straig... (more)"

20. Olivia

Loving care when you're not there~

Clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"I have trusted my baby Earlene with Olivia And I never had to worry about her because Olivia has a kind soul and treated Earlene as if she was her own. De... (more)"

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Learn About Premier

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 free 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.