Pet Sitting & Drop In Visits in Winston, FL

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

Confirmed President's Day Availability
1. Debbie

Into the Mystic Boarding

Lakeland, FL, 33810

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

3 repeat clients

"Debbie did a GREAT job with Bodie this time just like usual! Timely, clear communication and so helpful and reliable if something comes up. Can't go wrong ... (more)"

Confirmed President's Day Availability
2. Jackie

Fun, friendly, and love fur babies!

Lakeland, FL, 33801

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Excellent service. Absolutely wonderful job. Jackie is amazing. I will recommend this service and Jackie to all my friends. I will definitely utilize 'Rover'... (more)"

3. Alexis

I'll treat your friend like my own

lakeland, FL, 33803

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

About: I am currently in nursing school so I have compassion to help care for others including dogs! I myself have a dachshund and he is one of the family... (more)

4. Sandra

Animals are family members.

Lakeland, FL, 33809

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Very nice and took great pictures. Comfort to know my dog was in good hands. (more)"

5. Eric

Warning! Your dog will Love It!

Lakeland, FL, 33813

Dog Boarding, Drop-In Visits

11 repeat clients

"A bit of a last minute booking, and they came through for me! Thanks for a great job! (more)"

6. Kenneth

Love to play with dogs

Lakeland, FL, 33803

Drop-In Visits, Dog Walking

"Kenneth watched our dog Freckles while we went on vacation. I could tell from the moment that they met, that Kenneth loved and cared about animals. Freckles,... (more)"

7. Jacqueline

Young Professional / Dog Lover!

South Lake Morton, Lakeland, FL, 33801

House Sitting, Drop-In Visits

1 repeat client

About: I am a young professional, new to the area, working at FSC. While I cannot board pets in my current home this may change come summer-time. I am a... (more)

8. Gabrielle

Home full-time, very flexible hours

Raintree, Lakeland, FL, 33803

House Sitting, Drop-In Visits, Dog Walking

About: I have had a 90 pound black lab/ dalmatian for 8 years now, and have also took care of a baby cocker spaniel. I love animals and have a very open, ... (more)

Confirmed President's Day Availability
9. Amber

Polk County Pet Care

Lakeland, FL, 33801

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

"Amber is just wonderful. Milo loves her and so do I. (more)"

10. Rachel

Fetch is my Favorite Game!

Webster Park North, Lakeland, FL, 33805

Dog Boarding, Drop-In Visits, Dog Walking

About: Employment History: Petco 2010-current Titles: Dog Trainer, and Guest experience specialist Duties: Educate pet parent about... (more)

11. Gilced

Responsible, Honest, Fun and Caring

Lakeland, FL, 33810

Drop-In Visits

1 repeat client

"Excellent job and communication. Sprout was well taken care of and I will definitely be rebooking soon. (more)"

12. Ashley

I've been doing this since age 13

Florida Southern College, Lakeland, FL, 33801

House Sitting, Drop-In Visits, Dog Walking

"Ashley is a very nurturing and experienced dog caregiver. She has had dogs of her own from the age of 4 and assisted with dog rescue and fostering with me s... (more)"

13. Lori

Full Time home-Fenced Yard ❤️

Lakeland, FL, 33811

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

"Lori has watched my dog several times over the past year. She is truly a lover of animals and always treats my sweet Dixie like one of her own. She pays cl... (more)"

14. Andrea

Lots of experience with many breeds

LAKELAND, FL, 33813

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

About: Hi everyone! My name is Andrea, and I am new to the Florida area. I have a small duplex in the South Lakeland area. I have had a dog constantly in ... (more)

15. Teryn

Ready, Set, Fido!!!!

Florida Southern College, Lakeland, FL, 33801

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

About: I am college student working my way towards Physcian Assistant school. I would categorize myself as a caring, very energetic, and loving person. I ... (more)

16. Tracy

Dog lover with lots of love to give

Lakeland, FL, 33811

Drop-In Visits, Dog Walking

About: Been taking care of fur babies for 15+ years. Big dogs all the way to little puppies. I have had the pleasure of taking care of my own dogs along w... (more)

Confirmed President's Day Availability
17. Alex

I love all types of dogs! :)

South Lake Morton, Lakeland, FL, 33801

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

"Alex is great with our dog. She's punctual, professional and very caring. Our dog sees her coming and gets so excited. He knows he going to get some playtim... (more)"

18. Katie

I love animals more than people

Dixieland, Lakeland , FL, 33815

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

About: Hi everyone, my name is Katie, I'm 26 years old and I am a nurse, but animals are my passion. I have the kind, caring and loving personality as it ... (more)

19. Andria

I am a very loving pet owner.

Lakeland, FL, 33815

Drop-In Visits, Dog Walking

"Andria is really great with dogs, she's patient and loving. She will actually pay attention and give your dog love, and she's good at keeping you updated if ... (more)"

20. Ciera

You're Away - Let Them Play

Lakeland, FL, 33810

Drop-In Visits, Dog Walking

About: I have over 10 years experience as a veterinary technician, your pets will be in very good, complainant, educated hands. I am also capable of cari... (more)


Rover.com is the simple, savvy way to find and book Winston 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 Winston. 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.