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.

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1. Kelli

I'm One With The Pups!

Santee, CA, 92071

House Sitting, Drop-In Visits, Dog Walking

"Kelli is great! She’s so sweet and awesome with Ollie. I really appreciate the updates and pictures while I’m gone. It’s easy to be away knowing Ollie’s in g... (more)"

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2. Elizabeth

Experienced vet tech! Animal lover

Lakeside, CA, 92040

House Sitting, Drop-In Visits, Dog Walking

"I am so thankful to have found Elizabeth. She is trustworthy and professional, and our dogs Ozzie and Ranger loved their time with her. Elizabeth's response ... (more)"

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3. Amelia

I'd rather hang w/ dogs than people

El Cajon, CA, 92021

Drop-In Visits, Dog Walking

"Amelia was a Godsend to us! Our dog fell seriously ill shortly before we were supposed to leave for Europe for a two week vacation. Our dog required daily IV... (more)"

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4. Ashley

Cats & Dogs: Experienced Care

El Cajon, CA, 92021

House Sitting, Drop-In Visits, Dog Walking

"She was amazing and my cats were very well taken care of. The boys really loved her. She took tons of great photos everytime she stopped over which made it e... (more)"

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5. Linda

Animal Person! Lots of fun!

Lakeside, CA, 92040

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

"The animals were all good when we returned. It gave us peace of mind while we were away to know Linda was looking after things. We will be using her services... (more)"

Confirmed availability
4th of July
6. Brenda

Home Full Time with a Fenced Yard!

Lakeside, CA, 92040

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

"Brenda was amazing. She did a few drop in visits for my new puppy to let her out of her crate and to go potty. The puppy had a few accidents in the crate and... (more)"

Confirmed availability
4th of July
7. Adriana

Your loved ones will be loved.<3

Santee, CA, 92071

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

"Adriana is a great pet sitter. She was sure to show my dogs plenty of attention and play with them a lot. She even sent me pics of them running around the y... (more)"

Confirmed availability
4th of July
8. Scott & Michelle

We love dogs!

El Cajon, CA, 92020

Dog Boarding, Drop-In Visits, Dog Walking

"Excellent and compassionate animal Lovers. They have been a blessing to me and my fur babies. Thank you for being so reliable! Highly recommend them! (more)"

9. Rachel

Rachel's Dog Paradise

El Cajon, CA, 92021

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

About: I have two amazing dogs that rescued me the day I adopted them. I absolutely love animals, play time is the best time. I tend to spoil my furbabies... (more)

Confirmed availability
4th of July
10. Alondra

I Love a run or some fetching!

El Cajon, CA, 92019

House Sitting, Drop-In Visits, Dog Walking

"Alondra is great with pets! I trust her with mine because she always treats them nicely and they always run to her for attention. My dogs love her and they p... (more)"

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11. AJ

Big and small, I love them all!

El Cajon, CA, 92019

House Sitting, Drop-In Visits, Dog Walking

"AJ has been helping to care for my dog since I adopted him in March. I work long hours during the night and she comes over to walk him, play with him and giv... (more)"

Confirmed availability
4th of July
12. Teresa

The best care for your best friend!

El Cajon, CA, 92020

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

"I am so excited to leave this recommendation for Teresa! She is a wonderful human being who really connects with animals in an awesome way. From a Great Dane... (more)"

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13. Colleen

Must Love Dogs - that's me!

Lakeside, CA, 92040

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

"Colleen cared for our two Springer Spaniels for serveral months a few years ago. We were between homes and had these two puppies. If she had not taken them i... (more)"

Confirmed availability
4th of July
14. Natasha

Long distance runner, dog lover :)

El Cajon, CA, 92019

House Sitting, Drop-In Visits, Dog Walking

"Tasha was a great dog/ cat watched for us when we went on vacation. It was obvious she loved animals and I felt very comfortable entrusting our animals to he... (more)"

15. Alexandra

15% off bookings a month in advance

El cajon, CA, 92020

Drop-In Visits

"Alexandra is very reliable and responsible. She is hardworking, determined, and resourceful. She loves animals, and will treat each clients pet with the same... (more)"

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16. Kella

Available full time-fenced in yard

El Cajon, CA, 91902

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

"kella, has such a great personality and has always loved being around animals. She is very responsible and has had such h a posirive impact on our famy pets... (more)"

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17. Amy

Santee Critter Sitter XS-XXL!

Santee, CA, 92071

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

"Amy is fantastic, I will be using her again.! (more)"

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18. Meggan

experienced pet professional

El cajon, CA, 92019

Dog Boarding, Drop-In Visits, Dog Walking

About: I have always had a variety of pets growing up from birds and reptiles to dogs and cats. I have experience from 6 years volunteering at a wildlife ... (more)

Confirmed availability
4th of July
19. Amanda

Loving & experienced pet sitter

El Cajon, CA, 92021

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

"Amanda is an excellent dog sitter!! She watched my two dogs for a couple of days while we were camping and she kept them safe and loved them! They were sad t... (more)"

20. Shantee

Home Full-Time

El cajon, CA, 92021

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

About: Greetings, I have been around animals all of my life. I enjoy having animals around to take care of. They are like babies, so they are all differen... (more)

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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.