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.

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1. Kathie

Peace Of Mind While You Work.

Clermont, FL, 34711

Drop-In Visits, Dog Walking

4 repeat clients

"I have known Kathie for several years. We first met when I was her veterinarian and then we became friends. The love and care she shows towards her pets is... (more)"

Confirmed availability
Memorial day
2. Austin

Full Time Pet Sitter & Animal Lover

Clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Austin was great! We will definitely use him again! (more)"

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3. Maggie

Dog trainer becomes dog walker!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

2 repeat clients

"I believe Maggie is a responsible and loving dog caregiver because she always goes above and beyond for her own dogs and loves them more than I have ever see... (more)"

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4. Lauren

Norwegian & American husband & wife

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

14 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)"

5. Brooke

Adoring every dog!!!

winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I am the absolute biggest dog lover you would probably find. Dogs seem to get along with me extremely well. I have been the biggest dog lover since... (more)

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6. Devin

Animal Lover - Dog Rescue Volunteer

Winter garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Couldn’t be more happy with Devin’s Service. Beyond reasonable and treats my dogs as if they were her own. I would highly recommend her to any dog owner! T... (more)"

Confirmed availability
Memorial day
7. Maghen

I prefer kids that are 4-legged (;

Winter Garden, FL, 34787

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

1 repeat client

"Maghen is such a cool person. She loves her dog more than anything. She’s always outside walking or playing with dogs from the her neighborhood. Everyone I t... (more)"

8. Jennifer

I am your Dog Whisperer

CLERMONT, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"Jennifer has been an excellent caretaker of our dogs. She has on numerous occasions stayed at our house to watch our three dogs, sometimes for up to a week. ... (more)"

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9. Alba

Will Talk To Your Pet

Winter Garten, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Alba is great with animals. She treats them like any other guests, plays with them, and lets them know they're loved. If you give her a task she will follow ... (more)"

10. Mike

Ms. Belle's Pet Care LLC

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

About: I love animals, and giving them the good life they deserve. I take care of your furry (or feathery) friend, as if they were my own, which is as if ... (more)

Confirmed availability
Memorial day
11. Mary

Mary B's Dog Sitting!

Clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mary is my go to dog sitter. I have 2 medium/large dogs. She treats them as they are her children. She is very affectionate towards them, grooms them, walks ... (more)"

Confirmed availability
Memorial day
12. Jonathan

Home full-time, fenced yard

Winter Garden, FL, 34787

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

About: Hi there fur baby owner!, My name is Jonathan and I currently work for Walt Disney world one day a week as a bartender. I’m just looking for a gre... (more)

Confirmed availability
Memorial day
13. Jennifer

Dogs are my passion!

Winter Garden, FL, 34787

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

"I had the pleasure of working with Jennifer at Pet Alliance, a pet adoption shelter and low cost veterinary clinic. From the start, it was evident that she h... (more)"

14. Celina

Home full time, & a big dog lover!!

Winter garden, FL, 34787

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

2 repeat clients

"Celina is the best! We know when our four- legged girl is happy. And by the pictures she send daily it is clearly seen. We are 100% happy with Celina’s servi... (more)"

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15. Wendy

Home full-time, can medicate

Winter Garden, FL, 34787

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

12 repeat clients

"Wendy is great! Very conscientious and caring. (more)"

Confirmed availability
Memorial day
16. Megan

Dog lover w/ flexible day schedule!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

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)

Confirmed availability
Memorial day
17. Cason

I will exercise with your pup!

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Our two furry family members love Cason. They get so excited when they see him because they know he is always up for taking them for a long walk in the park.... (more)"

Confirmed availability
Memorial day
18. Elizabeth

Physical and emotional support.

Clermont, FL, 34711

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth loves all kinds of housepets. Probably more than humans. Her compassion and love for furry little family members is easily apparent as I've never k... (more)"

19. Kelly

Dogs touch our hearts and souls :)

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Kelly is one of the most dependable people I know. You'll never have to worry about your pets if he is taking care of them. His friendly and easy going man... (more)"

20. Anthony

Happy Dog, Happy Life

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Dog Walking

"Anthony is a great dog sitter. Our dog loves him and I trust him fully to play and take care of her. I've referred him to a couple of friends and they love ... (more)"


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.