Dog Walking in Winter Gardens

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Winter Gardens dog walkers

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: María E.
Verified Enhanced Background Check
María E.
$34
total per walk
5.0 out of 5.0 stars
97 reviews
23 repeat clients
10 years of experience
LA MESA, CA, 91942

María has been really patient with my girls. Tessa gets very anxious and barks and María met with us twice to allow her time to warm up. María is excellent with updates and we look forward to having her stay with the girls overnight.

Profile image
Kristi V.
Sitter Profile Image: Donatella O.
Verified Enhanced Background Check
Donatella O.
$56
total per walk
5.0 out of 5.0 stars
18 reviews
5 repeat clients
10 years of experience
Lakeside, CA, 92040

Thank you so much for all the extra work and attention to getting to know Nilla! I appreciate it so much!

Profile image
Sarah E.
Sitter Profile Image: Loren C.
Verified Enhanced Background Check
Loren C.
$35
total per walk
5.0 out of 5.0 stars
146 reviews
44 repeat clients
20 years of experience
El Cajon, CA, 92021

Loren is absolutely amazing! I am a nervous dog mom and always like to meet anyone before booking anything and I could tell right away that my pup would be in great hands… Rosie could tell too, since she warmed up to Loren right away. She sent tons of pictures and was great about communicating with me about any questions I had about Rosie while I was gone. 10/10 would book again!

Profile image
Christine M.
Sitter Profile Image: Dacara S.
Verified Background Check
Dacara S.
$28
total per walk
5.0 out of 5.0 stars
15 reviews
5 repeat clients
19 years of experience
Lake Murray, San Diego, CA, 92119

Dacara is super caring and my dog loves her!

Profile image
Jazmin S.
Sitter Profile Image: Makenzie S.
Verified Enhanced Background Check
Makenzie S.
$17
total per walk
5.0 out of 5.0 stars
68 reviews
28 repeat clients
12 years of experience
El Cajon, CA, 92020

I did not get to meet Makenzie personally, but my housemates did! Makenzie walked the full allotted time and sent plenty of pictures. The fact he pooped twice means he was truly walked a lot!! And followed directions for after walk instructions. Thanks Makenzie!!

Profile image
Cecil
Sitter Profile Image: Laura C.
Verified Enhanced Background Check
Laura C.
$18
total per walk
5.0 out of 5.0 stars
6 reviews
2 repeat clients
35 years of experience
Lakeside, CA, 92040

Highly recommend! Laura takes such great care of my pups and keeps my updated about each visit. I always feel comfortable knowing my dogs are in great hands 😊

Profile image
Caitlin T.
Sitter Profile Image: Millie N.
Verified Enhanced Background Check
Millie N.
$15
total per walk
5.0 out of 5.0 stars
7 reviews
2 repeat clients
8 years of experience
Lakeside, CA, 92040

I really enjoyed meeting Millie! She is great with my dog and sent me the cutest picture of walking my boy! I will have her come back for more walks!

Profile image
Anette S.
Sitter Profile Image: Alexis & Adam B.
Verified Enhanced Background Check
Alexis & Adam B.
$22
total per walk
5.0 out of 5.0 stars
20 reviews
4 repeat clients
20 years of experience
Santee, CA, 92071

My family and I highly recommend Alexis and Adam as dog walkers! They walked my two German Shepherd mixes early in the morning for 16 consecutive days for an hour each while we were on vacation. Always on time, always submitting report cards with photos and the route they walked. On top of that, my dogs, who are rescues with shyness or aggression toward strangers AND severe dog reactivity on walks, LOVED Lex and Adam! As a professional dog trainer and walker myself, I’m extremely careful with people who interact with my dogs, and Lex and Adam exceeded my expectations! It’s clear to me that they take caring for their clients’ dogs seriously and both are extremely nice and personable. Thank you Lex and Adam!!

Profile image
Swetlana F.
Sitter Profile Image: Mariela L.
Verified Enhanced Background Check
Mariela L.
$33
total per walk
5.0 out of 5.0 stars
367 reviews
85 repeat clients
10 years of experience
Lakeside, CA, 92040

Mariela was great with our pup, doing 2 drop in visits as scheduled. She is very communicative and sends lots of photos to show us how the visits went. We will definitely use Mariela again, thanks!!

Profile image
Lindsey S.
Sitter Profile Image: Chanel A.
Verified Enhanced Background Check
Chanel A.
$43
total per walk
5.0 out of 5.0 stars
5 reviews
2 repeat clients
4 years of experience
El Cajon, CA, 92019

About: I’ve cared for dogs of all sizes and temperaments for over four years, including senior dogs and energetic puppies. I’m trusted by friends, family, and neighbors to walk, feed, bathe, and provide lots of love and attention. I’m comfortable administering medications, following specific routines, and reading dog body language to keep pets safe and happy. Whether it’s playtime, cuddles, or structured care, I treat every dog like my own. I’m currently don’t work, so I have plenty of time to give your pup the attention they deserve! I’m available for boarding all day every day. My flexible schedule allows me to accommodate walks, drop-ins, and extended stays with ease. I have a secure one acre fenced yard and two friendly dogs who love making new friends! Your pup will be safe, socialized, and cared for in a loving home environment. I can also crate your dog if needed and always follow the owner’s instructions for safety and comfort.

Sitter Profile Image: Jennifer & Treston T.
Verified Enhanced Background Check
Jennifer & Treston T.
$20
total per walk
20 years of experience
Lakeside, CA, 92040

About: My husband and I have always taken cared of dogs our entire lives. We work together to take care of our 12yr old papillon, and we will work together to provide your fur babies with a safe, fun and secure environment! My husband and I are both self-employed so we will have plenty of time to spend with your fur babies! We typically housesit together so that there is always someone available to take care of your pups! We are a smoke free home, our dog has free range of our condo. There is a park in close proximity to us. We have a crate available if requested.

Sitter Profile Image: AJ J.
Verified Background Check
AJ J.
$37
total per walk
5.0 out of 5.0 stars
16 reviews
6 repeat clients
25 years of experience
El Cajon, CA, 92019

AJ was great! Murphy can be a finicky dog. He is a big ole pittie, but she had no problem getting along with him.

Profile image
Lauren R.
Sitter Profile Image: Grace S.
Verified Enhanced Background Check
Grace S.
$24
total per walk
5.0 out of 5.0 stars
4 reviews
2 repeat clients
19 years of experience
El Cajon, CA, 92021

Thank you 😇🐶

Profile image
Judene B.
Sitter Profile Image: Kathy H.
Verified Enhanced Background Check
Kathy H.
$23
total per walk
5.0 out of 5.0 stars
1 review
5 years of experience
San Diego, CA, 92101

About: Rescued my current 5 year old dog from being abandoned in Tijuana. Spent every day with her since, I have so much love for animals especially dogs. I’m currently working part time and am looking for a side hustle that can help others and something that I love at the same time. I have 1 medium sized dog and 3 cats, I know how they both can be, I’ve seen the good and the bad and know how to handle situations.

Sitter Profile Image: Christina G.
Verified Background Check
Christina G.
$23
total per walk
5.0 out of 5.0 stars
33 reviews
8 repeat clients
25 years of experience
El cajon, CA, 92021

About: My name is Christina, i was born & raised in San Diego. Grew up in Normal Heights area. But now reside in El cajon area. I am currently a SAHM, so I would be with your dog all day. Living with me are my husband and 2 beautiful baby girls who are 3 and 2. I've always had a love & passion for animals. Growing up i had rabbits, lizards, beta/ gold fish, and dogs. I have experience in dog walking as i use to dog walk, via a ad i had on Craigslist about 4 yrs or so ago. Ive also attented and graduated from the veterinary assistant program from PIMA medical institute in Chula Vista. So i have some experience in the medical side of pet care. I can give meds if needed such as pills or even insulin. I hope i get the chance to watch your four legged baby for you and put a smile on yours & your pets face. 😊 I am a stay at home mom. So I have time to ensure your dog is taken care of through out the day. Walks, feedings, and of course play time. I care for them just like I would my own pets. With the utmost love and care. Lots of Love and snuggles. And plenty of .

Sitter Profile Image: Matayah T.
Verified Enhanced Background Check
Matayah T.
$28
total per walk
5.0 out of 5.0 stars
5 reviews
10 years of experience
El cajon, CA, 92021

Great and reliable !!!!

Profile image
Joni S.
Sitter Profile Image: Alex M.
Verified Enhanced Background Check
Alex M.
$17
total per walk
5.0 out of 5.0 stars
3 reviews
10 years of experience
El Cajon, CA, 92021

About: I have grown up with pets my whole life. I have 10 plus years of experience pet sitting and walking. I have a dog and two cats of my own. I have experience training puppies and senior care. Your fur babies will be loved and spoiled here as they are at your home. I hope to meet you and your fur babies very soon. I retired from the military and just recently moved to the El Cajon area and I’m doing online college classes. My schedule is very open and flexible. I’m willing to work with you to best fit your fur babies needs. I have a very playful but old dog who will keep your fur babies entertained. I can crate your baby if needed. You babies will not be left alone or unattended for long periods of time.

Sitter Profile Image: Holly D.
Verified Enhanced Background Check
Holly D.
$17
total per walk
4.8 out of 5.0 stars
10 reviews
2 repeat clients
25 years of experience
Lakeside, CA, 92040

About: I have been caring for pets since I was little. The past few years I have been booking families from Wag App. Now I'm expanding my customer base so I can provide excellent service and pet care to more families in the San Diego area. I have a flexible schedule that allows me to work and also provide excellent pet care for families who need peace of mind that their pets are in great, loving, and capable hands. I am able to stay overnights when needed. I always clean up after my self and am respectful and mindful when staying in someone's home to care for their babies. For boarding, I live in a large apartment but can take dogs for walks frequently to make sure they get plenty of exercise

Sitter Profile Image: Callie B.
Verified Enhanced Background Check
Callie B.
$23
total per walk
10 years of experience
El Cajon, CA, 92021

About: I have experience with animals of all sizes! I grew up on a farm in North Carolina where we had dogs, cattle, horses, and donkeys. My love for animals started at a very young age. I’m a stay at home mom, so I’m available any time of the day and all through the week. My schedule can be tailored to the customers needs. I can provide any care the client needs. If the dog requires to be walked, crated, let outside, or just companionship I can do it all.

Sitter Profile Image: MIREYA P.
Verified Enhanced Background Check
MIREYA P.
$17
total per walk
8 years of experience
EL CAJON, CA, 92021

About: I have years of hands on experience with rescue and special needs dogs. I volunteered in Tijuana helping rescue street dogs and assisting with sterilization programs. I personally rescued a senior pit bull with trauma from the TJ pound and recently adopted two Belgian puppies from the streets, training them myself. I bring patience, compassion, and a deep love for every dog in my care Pet care is my full time job, giving me a very flexible schedule to meet your needs. I have a secure fenced backyard and plenty of time to provide walks, play, and loving attention. Your dog's safety is my top priority I provide a designated fenced area for daycare dogs and understand some pets need space. With my husband's help when he's off work, we offer double hands, extra supervision, and a calm caring environment.

1 / 1
View more sitters

Winter Gardens dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Makenzie is an awesome resource for pet parents, she was able to accommodate my last minute booking and provided tons of pictures and details on her visits. Felt 100% comfortable with her caring for my pups!

Profile image
Elise B.
Dog Walking
5.0 out of 5.0 stars

She is always on time and keeps to the schedule. She is extremely reliable and my dog Lupita, just loves her to bits.

Profile image
Yvette V.
Dog Walking
5.0 out of 5.0 stars

Destiny is very knowledgeable about dogs. I appreciate her ability to come and minister to Huck as he is a rescue. Huck has independent rebellious ideas. We are trying to calm him to let him know he is safe and we care about him. Destiny can handle him and he likes her very much. In fact last visit he talked to her! I noticed it. Thanks Destiny!

Profile image
Suzie H.
Dog Walking
5.0 out of 5.0 stars

Thank you so much for all the extra work and attention to getting to know Nilla! I appreciate it so much!

Profile image
Sarah E.
Dog Walking
5.0 out of 5.0 stars

Raquel did a great job at walking Beni. She tailored her walking style to my dog and it was amazing to know my pup was in good hands with Raquel. THANK YOU!!

Profile image
Christina P.
Dog Walking
5.0 out of 5.0 stars

Michelle was patient with my reluctant pup, she communicated well and sent fun pics! She was appreciated very much! Highly recommended.

Profile image
diana p.
Dog Walking
5.0 out of 5.0 stars

Hyacinth did a great job with our two dogs and rabbit last week. She took great care in feeding and walking our dogs and even gave treats to our rabbit.

Profile image
Danielle T.
Dog Walking
5.0 out of 5.0 stars

Lucy was very easy to communicate with and she did a wonderful job walking our energetic pup. She provided excellent feedback on how the walk went and appears to truly love the animals. I wouldn't hesitate to recommend!

Profile image
Cindy M.
Dog Walking
5.0 out of 5.0 stars

I have to give Maya five stars. I ran into a situation where my dog walker canceled. She was able to help me out at the last minute. I really appreciate her walking my dog Simba. Maya responded in a timely manner and was easy to talk to. I highly recommend!

Profile image
LAKESHA B.
Dog Walking
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Winter Gardens is $21

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winter Gardens average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover