Dog Walking in Winter Gardens

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

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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%.

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Sitter Profile Image: Daisy D.
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Daisy D.
$24
total per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
8 years of experience
El Cajon, CA, 92021

Caring, on-time, excellent service

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Ilene S.
Sitter Profile Image: Loren C.
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Loren C.
$35
total per walk
5.0 out of 5 stars
162 reviews
49 repeat clients
20 years of experience
El Cajon, CA, 92021

Loren was very professional, great at communication and awesome at giving our pups the daily exercise they needed! We could tell they loved her which put us at ease while away. Such a relief to find our go-to dog walker :D

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Tiffany B.
Sitter Profile Image: Alexis & Adam B.
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Alexis & Adam B.
$24
total per walk
5.0 out of 5 stars
21 reviews
7 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!!

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Swetlana F.
Sitter Profile Image: Aide C.
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Aide C.
$22
total per walk
1 repeat client
25 years of experience
El Cajon, CA, 92021

About: I’ve been taking care of animals ever since I can remember. From feeding my extended family’s pet to walking dogs and staying over night as an adult. Pet care is always a part of my daily routine. I have 2 indoor cats and 2 stray cats that come everyday to eat and lay around. I can easily make time to tend to other pets I tend to other pets with love attention, make them at ease as it can be a stressful time for pets when human parents are away from home.

Sitter Profile Image: Maureen Joice L.
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Maureen Joice L.
$28
total per walk
5.0 out of 5 stars
3 reviews
15 years of experience
Southwest, Santee, CA, 92071

About: I genuinely enjoy being around dogs and making them feel comfortable, safe, and loved. I'm active, patient, and love going on walks, playing, or just keeping them company. I'll care for your dog the same way I would my own. Pet care is already part of my everyday life because of my own dog, Taco. He's super active, so walks and park trips are already part of my everyday routine. I genuinely enjoy being around dogs, so dog walking and drop in visits fit naturally into my schedule. I'm available weekday afternoons and anytime on weekends. I always want dogs to feel safe and comfortable around me. On walks, I pay attention to their pace, surroundings, and anything that could stress them out. In a client's home, I follow their routine and make sure their dog feels relaxed and cared for. I treat my dog like they're my own ❤️

Sitter Profile Image: Tahniiyah S.
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Tahniiyah S.
$28
total per walk
5.0 out of 5 stars
2 reviews
3 years of experience
Mountain View, El Cajon, CA, 92021

About: I have hands-on experience caring for pets through personal and family settings, including feeding, walking, basic grooming, playtime, and providing companionship. I am attentive, patient, and mindful of each pet’s unique needs and routines. I understand the importance of safety, consistency, and trust when caring for animals. What sets me apart is my empathy, reliability, and genuine love for animals. I take the time to observe behavior, respond calmly to challenges, and ensure pets feel comfortable and cared for. I am highly adaptable, organized, and committed to following instructions closely while maintaining clear communication with pet owners. I treat every pet with the same care and respect I would give my own. I feel I can fit pet care into my weekly/daily routine because I’m free most of the time and Ive been looking for something productive too do that I’d actually enjoy I treat every pet with patience, kindness, and respect, whether they are in my home or a client’s home. I focus on creating a safe, calm, and comfortable environment by following routines, paying close attention to each pet’s needs, and ensuring they feel secure and cared for. I handle pets gently, maintain cleanliness, and prioritize their well-being, happiness, and safety at all times.

Sitter Profile Image: Chelsea F.
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Chelsea F.
$28
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
El Cajon, CA, 92021

About: I have worked as a veterinarian technician for 4 years. I currently have one dog, but have had almost every pet you can think of. I am willing to care for pets of all ages and kinds. I can’t wait to meet yours! I am currently free most times to walk or check on your babies! Let me know what time and I’m sure I can accommodate for you. I would love to play, feed, dog walk or check in and provide any needs for pets of all kinds. I can house sit as well! I will keep you updated and can send you pictures of how they are doing.

Sitter Profile Image: Christina G.
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Christina G.
$23
total per walk
5.0 out of 5 stars
34 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: Alexis P.
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Alexis P.
$43
total per walk
5.0 out of 5 stars
96 reviews
31 repeat clients
13 years of experience
Santee, CA, 92071

Alexis was awesome and very responsive as I contacted her the day before. She took great pictures of Mika and will ask for her. This is my first time using Rover and overall experience was great. Will be using her in the future again!

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Marshall M.
Sitter Profile Image: Shannon B.
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Shannon B.
$35
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
el cajon, CA, 92021

About: I've had a lifelong passion for working with dogs and cats, and I've spent the past eight years dedicated to the pet industry. Over the years, I've cared for dogs of all sizes and temperaments, from puppies to seniors. Whether it's feeding, potty walks, playtime, or grooming, I have extensive experience and a deep love for caring for furry friends. I’m excited to share my expertise with your pet! Pet care fits perfectly into my daily routine as I have an open schedule and am not working full-time elsewhere. This allows me to provide flexible and attentive care to your pet, ensuring they get the attention, playtime, and routine they need throughout the day! In my home, I create a comfortable, pet-friendly environment where your furry friend can feel safe and relaxed. I ensure they have plenty of space to play, rest, and enjoy their time with me. I also follow any specific instructions you provide to make sure their routine stays consistent. When caring for pets in your home, I prioritize their comfort and well-being by maintaining their usual routines, whether it’s feeding, potty breaks, or playtime. I provide plenty of attention, love, and care while ensuring your home remains safe and tidy. My goal is to offer a stress-free experience for both you and your pet!

Sitter Profile Image: Mackenzie B.
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Mackenzie B.
$17
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Santee, CA, 92071

About: I’ve had hands-on experience with animals my entire life, beginning with growing up surrounded by pets and later adopting my own dog at just 11 years old. From a young age, I’ve been pet sitting throughout my neighborhood, caring for animals of different personalities, routines, and needs. Over the years, this experience has taught me patience, responsibility, and how to make pets feel safe and comfortable while their owners are away. My lifelong passion for animals once inspired me to pursue veterinary medicine before I discovered my interest in understanding the human mind, but my love for animals has never changed. I treat every pet as if they were my own, providing attentive, loving, and dependable care you can trust. I have a very flexible schedule, which allows me to prioritize pet care. I do not work, and I only attend college classes on Tuesdays and Thursdays for most of the day. Outside of those hours, I am fully available for drop-ins, walks, and sitting. I also have reliable transportation, so traveling to clients’ homes is never an issue. I’m committed to providing dependable, consistent care and making sure pets receive the time and attention they deserve. Creating a safe, calm, and trusting environment is my top priority when caring for pets, whether in my home or a client’s home. I follow all provided instructions closely, maintain consistent routines, and pay close attention to each pet’s comfort and behavior. I keep spaces clean, secure, and free of hazards, and I always make sure pets have access to fresh water, proper meals, and plenty of affection. I respect each pet’s boundaries and take the time to build trust at their pace, ensuring they feel relaxed, cared for, and safe at all times.

Sitter Profile Image: Andrea G.
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Andrea G.
$22
total per walk
5 years of experience
Santee, CA, 92071

About: I am an animal lover of all kinds but dogs hold a special place in my heart. I am a mom of 3 boys and 2 fur babies. Goose is a Australian Heeler mix who is very smart, playful and always keeps me on my toes. Sadie is a Yellow Lab Mix who is the most gentle,sweet,and playful girl.Both of my pups were adopted from the shelter and if I could adopt more I would. Since I am limited to two caring for your animals helps to love all the animals without creating a small farm at home. I love walking, hiking, and being outdoors in our beautiful city. One fun fact about me is I have found and reunited at minimum 9 dogs in the past couple years. I seem to be a canine magnet. I hope to get a chance to meet your pet and see what kind of adventures we can have. I am have been a stay at home mom for 13 years and during that time I have volunteered at my children's schools. Now that they are older it has opened my schedule up during the week and some weekends. I have a fenced yard in a nice calm neighborhood that is built for safety. The dogs are welcome to hang out with the family but I am also comfortable kenneling.

Sitter Profile Image: Nya S.
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Nya S.
$35
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Lakeside, CA, 92040

About: I have taken care of a wide veriaty of animals since I was very young! I personally have two dogs and a cat that I love, and I love taking care of my friends and family’s pets because I think every animal deserves the love and the care that they deserve. I’m a full time student but have the available days to take care of the pet’s daily needs and making sure they are doing good. Making sure the pet’s are safe whether they are inside or outside is a big priority to me, because when you put your trust in me you also put your trust in my care for your animal. Feeding and playing with them will definitely also be my highest priority next to their safety.

Sitter Profile Image: María E.
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María E.
$35
total per walk
5.0 out of 5 stars
130 reviews
27 repeat clients
10 years of experience
LA MESA, CA, 91942

Maria is the sweetest lady and my dog really loves spending time with her. Dogs can sense a friendly soul. I highly recommend Maria. She is the best!

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Alan And Sandy P.
Sitter Profile Image: Angelina D.
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Angelina D.
$22
total per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Lakeside, CA, 92040

About: Hello! I’m a home-based sitter in Lakeside offering loving, attentive care! I’ve been a cat and dog mom my entire life and a foster parent for dogs of all ages and sizes for over 5 years—from gentle giants to tiny pups. I’m passionate about daily walks, potty breaks, and providing love and care. If your dog needs medications, I’m experienced and comfortable administering them safely! Happy to do a meet & greet to make sure it’s a great fit for everyone! Best, Angelina Darling I’m a student learning from home so I have an extremely flexible schedule that allows me to give your pets consistent care, walks, and attention throughout the day! Whether I’m caring for pets at my home or yours, I will always provide walks, playtime, meals (and medication as needed) making sure your furry friends feel safe and loved!

Sitter Profile Image: Kloe M.
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Kloe M.
$20
total per walk
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Santee, CA, 92071

Kloe was absolutely fantastic with our pup Manny! So grateful we found her. Always responsive, great communicator and our dog loved her. Will definitely rebook Kloe!

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Maya R.
Sitter Profile Image: Lilliana R.
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Lilliana R.
$50
total per walk
5.0 out of 5 stars
21 reviews
4 repeat clients
20 years of experience
El Cajon, CA, 92021

About: I have always loved animals since I was a child. I have taken care of all sorts of animals large and small. I have experience with caring for puppies all the way to senior dogs, cats, birds and reptiles. It brings me joy to make sure your pets are happy, healthy and had a great time!. I have a flexible availability to Care for your pet. It would be a perfect fit while the pet parents handle their business, I am more than happy to care for them. I have a Veterinary Assistant Diploma and many years of experience with different species and breeds of dogs and cats. If you have any questions, i am happy to answer them with best of my knowledge. I also reply within less than 2 to 3 minutes. NOTE: Due to my dog oso i have adopted. I can no longer provide boarding service. I can provide walks, drop ins and house sitting any time!. MY SERVICES: 1. Dog walking/Cat adventures 2. House Sitting 3. Drop in Visits 4. Grooming MY CERTIFICATIONS: 1. Medication (oral or injection) 2. CPR certified 3. Fear Free certified Description of Rover Fees: Rover takes a 25% fee from a sitters earnings per booking and the separate 11% service fee is charged to the pet parent, not deducted from the sitters pay. Msg, txt, call im here for you and your beloved fur babie(s). I have plenty of time on hand unless booked already. Any day is a good day for me to spend time with any loving animal. Note: If booking me and requested but no longer wish to book, please cancel on your behalf if not i will not show as available on the entire Rover app. Which means other pet parents cannot book me for any services. Thank You kindly. :) I have a patio we can hang out in to sun bathe and relax after a fun day at the dog park, beach or home. Everything is clean and organized. Nothing they can chew on unless it’s their toys, no choking hazards. I am a veterinary assistant i am cpr certified fear free certified and can administer medications. Will always ask in regards to any allergies and behaviours and other medical conditions.

Sitter Profile Image: Amy S.
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Amy S.
$28
total per walk
20 years of experience
El Cajon, CA, 92020

About: What sets me apart from other sitters is that I am a passionate pet lover. I provide personalized care ensuring your pets feel safe and cherished. I am an animal lover and with me they will have lots of playtime, like going to dog beach or taking a walk around Lake Murray. With me they receive empathetic companionship in a peaceful home. I am currently working part time as a yoga teacher. I have a good deal of time to pet sit. I am available to board Friday-Sunday, anytime after 1 pm. I also have availability to drive to your home Monday-Thursday for dog walks. I am a responsible, caring ,and loving pet sitter. I am dedicated to providing a safe and loving environment for your pets while ensuring their needs are met and feel comfortable and happy.

Sitter Profile Image: Frida A.
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Frida A.
$23
total per walk
13 years of experience
Lakeside, CA, 92040

About: I’ve had about 13 dogs of different breeds in my lifetime. Every dog that I’ve had in my life still carry on in my heart. I was responsible for all of my dogs and made sure to attend to their needs in a safe manner. I’m able to work any day of the week as long as it’s 8-3pm. I’m just not available around 4-6, but I am able to care for them in my home if necessary. We have a screen door and our parking lot is gated, so there is no way for them to get through. There is also a park nearby that is great for walking.

Sitter Profile Image: Audrey P.
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Audrey P.
$16
total per walk
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Santee, CA, 92071

About: Family and friends have entrusted me to watch their pets as I have grown up with them myself. We have a dog and cat at home, both of whom are my top priority. I enjoy walking, playing, and most importantly, giving them the attention they so much deserve. Because I am a college student, breaks between classes make pet-sitting and walking convenient. I am also available during scheduled holiday breaks and in the summer. At your home, I am flexible with your pet’s needs. Whether outside or in, I can be your dog’s partner in crime (while safety comes first) and keep them company.

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Winter Gardens dog parents share their Rover experiences

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5.0 out of 5 stars

This sitter was amazing! Charlie was very communicative, caring, and attentive the entire time. You can tell charlie truly love dogs and knows how to work with them. My babies were happy, well cared for, and I felt safe and confident leaving them in charlie’s care. Thank you for taking such great care of my pups—I would definitely book again!

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Rosalia F.
Dog Walking
5.0 out of 5 stars

Loren is an amazing and responsive dog walker. She's really caring of our dog's needs and is devoted to her job. We are really happy with Loren and I'm sure our dog Bruno is as well! Highly recommend.

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Anne L.
Dog Walking
5.0 out of 5 stars

Laura was reliable, communicative and I was confident that she could handle our big guy! Will be booking with her again!

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Andrea & Tim B.
Dog Walking
5.0 out of 5 stars

We’ve been regulars with Jane for a while now and so thankful to find someone who shows she truly cares about the pups. Great communication and attention to detail always.

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Andreea B.
Dog Walking
5.0 out of 5 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!

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Suzie H.
Dog Walking
5.0 out of 5 stars

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

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Sarah E.
Dog Walking
5.0 out of 5 stars

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

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diana p.
Dog Walking
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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 $23

Why Choose Rover?

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  • 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

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winter Gardens on Rover as of Jun 2026 was about $23 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winter Gardens dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 8,949 dog walkers in Winter Gardens. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Winter Gardens dog walkers respond in under an hour.

Dog walkers in Winter Gardens have an average of 14 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winter Gardens.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 8,949 dog walkers in Winter Gardens on Rover, so you’re sure to find the perfect match for your dog! In Winter Gardens, 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.