Drop-In Visits in Winter Gardens

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Scott & Michelle

We love dogs!

El Cajon, CA, 92020

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

57 repeat clients

"I can't say enough positive things about Scot and Michelle. Over the past two weeks, while I was on vacation out of state, they tended to my two puppies, bo... (more)"

2. Sara

Your fur baby is safe with me!!

Santee, CA, 92071

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sara was fantastic with my three monsters! She came by at the times I asked to feed and let the go outside. When I came back home they looked so happy! Wil... (more)"

Confirmed Christmas Availability
3. Terri

We're Having Fun While You're Away!

El Cajon, CA, 92021

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

2 repeat clients

"Terri was great! Our pups seemed to have a good time, and Terri even taught our Aussie to play on the slide. Good fun! (more)"

Confirmed Holiday Availability
4. Amy

Pet lover: Responsible and friendly

La Mesa, CA, 92020

House Sitting, Drop-In Visits

2 repeat clients

"Amy responded very quickly to my booking and met the very next day. Very kind person and my cats visibly liked her. I will not hesitate to book with her again. (more)"

5. Erica

Loving home with kids

El Cajon, CA, 92019

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

2 repeat clients

"Erica loves dogs and has been around them her entire life! She would provide a loving and playful environment for any dog she is caring for. (more)"

Confirmed Holiday Availability
6. Savannah

I've got a dog's heart and soul!

El cajon, CA, 92021

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

"Savannah is a loving, caring and reliable dog sitter. My puppy Bear has anxiety and hates when I leave him so knowing I can leave him with someone that not o... (more)"

7. Ashley

Keep your pup happy & safe at home!

Lakeside, CA, 92040

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Ashley has always had a heart for animals. if she were to care for your pet, it would be as if she were caring for her own. She pays attention to the animal'... (more)"

8. Amy

Care for furry, scaly and feathers!

Santee, CA, 92071

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

2 repeat clients

About: Before they passed away, I owned two extra large breed dogs. They were my world, but now I prefer to care for your fur baby! I will care for them l... (more)

9. Samantha

Furry friends are best friends!!!

El Cajon , CA, 92019

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

8 repeat clients

"Samantha sent regular updates and pictures which helped me not miss my babies quite so much. I would definitely use her again she has a real heart for animals. (more)"

10. Olivia

Treats your pets like my own!

Santee, CA, 92071

Drop-In Visits, Dog Walking

"Olivia did a wonderful job looking in after my two cats twice a day. She was very good at keeping me posted and sending pictures. I would definitely recomm... (more)"

11. Shaniece

Pets are family; forever & always

El Cajon, CA, 92020

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

About: I've always had dogs and I don't ever see myself not having one. I love my pets like I love my son and I have a bleeding heart for any animal that ... (more)

12. Linda

Animal Person! Lots of fun!

Lakeside, CA, 92040

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

8 repeat clients

"Thank you Linda. Really appreciate the care you provided Bo. It helped me enjoy my trip more when you provided the pictures and videos of Bo. Look forward to... (more)"

13. Melanie

Quickly bonds with animals!

El Cajon , CA, 92020

House Sitting, Drop-In Visits, Dog Walking

"Melanie is a very responsible person committed to doing a great job. She loves dogs and has had a lot of experience walking them. She's had a lot of experien... (more)"

14. Paola

Very responsible dog lover.

El Cajon, CA, 92021

Drop-In Visits, Dog Walking

"Paola is an amazing dog sitter. She knows dogs like no one else and understands them on so many levels. If you're looking for a quality dog sitter then Paola... (more)"

15. Emaleigh

Special care for fearful dogs!

San Antonio, TX, 78209

Drop-In Visits, Dog Walking

About: Hi there! My name is Emaleigh and I LOVE animals! Dogs are my absolute passion. I love exploring the bond we share with these captivating animals. ... (more)

Confirmed Holiday Availability
16. Noah

Cheese-crazed musician

Lakeside, CA, 92040

House Sitting, Drop-In Visits, Dog Walking

"Noah is our go-to dog sitter for our 12-year old Miniature Schnauzer, Sydney. He does a wonderful job and is very trustworthy and responsible (we also use hi... (more)"

17. Alexandra

I love dogs. Simple.

Santee, CA, 92071

Drop-In Visits, Dog Walking

"Alex watched our 2 dogs and 2 cats for 3 weeks. She was extremely accommodating to our last minute requests and was always ready to give us an update and ph... (more)"

18. MARIE

SEMI RETIRED ANIMAL LOVER

Lakeside, CA, 92040

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hi! my name is Marie and i LOVE dogs. Well really i love all animals. My husband and i have recently moved here from rural Wisconsin. We had a sma... (more)

19. Ashlyn

College student with a love 4 dogs

Lakeside, CA, 92040

Drop-In Visits, Dog Walking

"Ashlyn is awesome! She came to my house everyday to take our puppy out to walk and played with him for hours! Every time he hears her coming he runs to greet... (more)"

20. Christine

Animal lover to the fullest!

El Cajon, CA, 92021

Drop-In Visits, Dog Walking

"Christine is the perfect person to take care of your dog! She is very responsible and will ensure any dog's happiness is her first priority. (more)"

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Pet owners love Winter Gardens pet sitters on Rover. 56,027 owners have reviewed sitters in California, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Winter Gardens? Become a pet sitter or dog walker on Rover.

The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy pet sitters and avoid the kennel.