Doggy Day Care in Winter Gardens

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Winter Gardens doggy day care sitters

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

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Sitter Profile Image: Madison G.
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Madison G.
$43
total per day
5.0 out of 5 stars
75 reviews
36 repeat clients
7 years of experience
El Cajon, CA, 92020

Madison & Moses are awesome! So easy to communicate with and both have a great, calm energy that was perfect for helping my shy, anxious, rescue pittie feel right at home. It’s clear they’re both well-versed in dog behavior and I appreciate that they met my dog right where she was at. They had no issues giving her the time, space and patience needed to open up in her own time - it made all the difference. Thankful to have found them!

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Monica R.
Sitter Profile Image: Makayla B.
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Makayla B.
$29
total per day
5.0 out of 5 stars
7 reviews
1 year of experience
Santee, CA, 92071

Makayla was great and helped me out on short notice .

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Tiffnie L.
Sitter Profile Image: Terri G.
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Terri G.
$35
total per day
5.0 out of 5 stars
7 reviews
2 repeat clients
40 years of experience
El Cajon, CA, 92020

About: Growing up I have always had dogs on the property and consider them part of the family. I believe a well trained dog is loved by its owner. I am an animal lover who want to help those who have a hard time with placement. I enjoy spending time with other people's pets because I am unable to have one for myself at this time. I am currently retired so I have time to spend with them daily. I can take them to parks, beach, lakes, etc. Depends on breed and how active they are. I have aquariums, reptiles and my extended family has dogs that I am frequently around. I have had exotic, elderly, injured and sick pets in my care. I foster for the Humane Society periodically and adjust my home according to the pets needs.

Sitter Profile Image: Jasmine P.
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Jasmine P.
$28
total per day
5.0 out of 5 stars
1 review
3 years of experience
Lakeside, CA, 92040

About: Animals always gravitate towards me. I love how animals are like children. So innocent and sweet. I would love to help out busy families by walking or sitting for your dog. I am reliable and I overly communicate. I love taking videos and pictures of your pet and sending them to you and your loved ones . I am a mom of two girls. I have a flexible schedule and I’m willing to do whatever’s necessary to make sure your pet is taken care of. I’m a hair stylist on weekends and I love when people bring their dogs to their appointments. Rover is great way for me to play with animals, get some exercise, and make some extra income. Just message me 😊 I make sure the dog goes outside to use the bathroom . Make sure the food and water bowl is always fresh and full. Engage and play with your pet. Chill, lay down, and watch tv together. I absolutely love playing tug of war with dogs so make sure to pack that toy in their overnight bag LOL. If I were to come to your house I would let you know exactly when I enter and when I leave and give you updates on your pet .

Sitter Profile Image: Adriana & Cameron N.
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Adriana & Cameron N.
$39
total per day
5.0 out of 5 stars
550 reviews
223 repeat clients
10 years of experience
Santee, CA, 92071

First time using Rover and it was 10/10 experience! Adriana & Cameron were very responsive, friendly and even sent picture throughout Charlie visit. Charlie had a blast! He will definitely be going back!

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Elexsis V.
Sitter Profile Image: Taylor & Andrew P.
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Taylor & Andrew P.
$35
total per day
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Lakeside, CA, 92040

About: I've had the pleasure of caring for all kinds of animals big and small. Seizure disorder, elderly, puppies, high-energy dogs are all welcome! I am able to administer medicine and follow any particular rules you'd like. Between my husband and I we both are home Monday thru Sunday. Always home with our pups and yours! No kids or cats live here. Just a husband and wife and 2 amazingly friendly dogs. We have a large property with a fenced yard all around. We plan to use an AirTag for increased safety for all our doggy guests.

Sitter Profile Image: Bailey S.
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Bailey S.
$35
total per day
5.0 out of 5 stars
89 reviews
26 repeat clients
18 years of experience
Lakeside, CA, 92040

We knew our furbabies would be well-taken care of with Bailey. She is lovely and such a caring environment. Bailey sent photos and updates through it all- We highly recommend her!

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Nanibaa B.
Sitter Profile Image: Christina G.
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Christina G.
$39
total per day
5.0 out of 5 stars
34 reviews
8 repeat clients
25 years of experience
El cajon, CA, 92021

I can tell our pup Mochi had a great time with Christina and her fiance, They took him out on a few walks, and gave him lots of attention! Great communication and sent us lots of pictures!

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Charles J.
Sitter Profile Image: Shelby & Dalton T.
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Shelby & Dalton T.
$43
total per day
5.0 out of 5 stars
78 reviews
19 repeat clients
9 years of experience
El Cajon, CA, 92021

Shelby and Dalton are the best! They are so responsive and accommodating!! Literally lifesavers, I work really long hours and my husband, who usually watches our dog during the day, had to travel for work last minute. Shelby and Dalton agreed to watch my pup on one of my long days and were so understanding and flexible when I had to pick her up later in the evening - truly I don’t know what I would’ve done without them! They treated her as if she were their own and she LOVED playing with their sweet pup and cuddling with one of the cats, and I got lots of updates and pictures throughout the day. I couldn’t recommend them enough, I will definitely be taking her back to hangout and play with her new best friends!

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Jenn L.
Sitter Profile Image: Shannon B.
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Shannon B.
$56
total per day
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: Ashley M.
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Ashley M.
$43
total per day
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Lakeside, CA, 92040

About: I have years of experience caring for dogs of all ages, from playful puppies to senior pets needing extra TLC. I'm reliable, attentive, and treat every pet like family. I'm comfortable with crate training, and special routines—and I always keep you updated with photos and messages! As a stay-at-home mom, I have a very flexible schedule and plenty of time to give your pup the attention and care they deserve throughout the day. Whether it’s walks, playtime, feeding, or just keeping them company, I’m home and available to meet their needs. Your pet’s safety and comfort are my top priorities. I maintain a clean, calm environment and stick to their routine. I’m always attentive, secure with gates and leashes, and keep you updated with regular check-ins.

Sitter Profile Image: Anchalee G.
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Anchalee G.
$49
total per day
5.0 out of 5 stars
19 reviews
6 repeat clients
30 years of experience
La Mesa, CA, 91942

Anchalee was amazing with zena. Thank you.

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Haley W.
Sitter Profile Image: Eden L.
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Eden L.
$56
total per day
5.0 out of 5 stars
18 reviews
4 repeat clients
14 years of experience
Santee, CA, 92071

As a mom of a toy senior fur baby who’s almost 17, it’s always worrisome when she’s not in my care with her growing list of health issues and how fragile she is. But luckily I found Eden who is amazing and has the kindest, most loving energy! Her love for dogs is apparent and shows in how she cares for both her own and mine. ❤️ She carefully asked all the appropriate questions, gave me a tour of her place (along with a separate living area perfect for small dogs; connected to a dog door and outdoor dog run) and updated me throughout the stay with pictures and quickly answered any questions I had. Thanks again Eden, you’re a lifesaver and I look forward to future bookings with you! 🐶 ❤️🫶🏻

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Jezzikah C.
Sitter Profile Image: Donatella O.
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Donatella O.
$70
total per day
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Lakeside, CA, 92040

About: Hey everyone! My name is Donatella and I grew up with animals, they are not only a part of my life but my family. I adore dogs and cats for I have 2 of each and they are a blessing. My goal is make you feel sure and safe that your companion is in safe and capable hands with me. I will provide them with all the love and care they need. I will make sure to provide exercise, play time, feeding and that they are comfortable in my home. I adore dogs and it will be such a great opportunity to be able to take care of your pets. I hope to hear from you guys soon and please know they will be in great hands.

Sitter Profile Image: Linda Y.
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Linda Y.
$45
total per day
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Lakeside, CA, 92040

About: I am in the San Diego area currently working a remote job, looking to spend some quality time with dogs who need all the TLC they deserve but can’t get while their owners are away. I’m available for pet sitting, walking, and drop-ins! I’ve always grown up with a family dog in the house who I absolutely adored and have an undeniable love for all animals. I’d be available for last-minute help and cancellations are fine with me as well, so long as I’m given a heads up in an appropriate time in advance. I am a trustworthy, honest, and very reliable person. If you pick me to do the job, your pet would be in great hands and I would never let you down!

Sitter Profile Image: Jessica H.
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Jessica H.
$43
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Santee, CA, 92071

About: I am a pediatric physical therapist by day and aspiring stay at home dog mom all the time. I have two little furry monsters of my own, a rescue tripod and a pointer mix. I take them all over hiking, to the beach, to the park, and they would love the company of your little furry friends too! My dogs get free range of my house and yard when I’m home and a large open living area when I’m gone. I’ve had dogs all my life and love all of them, big or small. I’ve taught my dogs some tricks and continually work on reward based training for better behavior and obedience if you are interested in that during my time with your pup! Someone is usually home or in and out every day. We wake up early for breakfast and to play and go on walks. On weekends when we are home all day we like to go on adventures and the dogs have free reign of the yard all day, but we can also keep yours more contained if they are a flight risk! I have a fenced yard to play outside and we will go on walks in the neighborhood. My dogs like to meet new friends. At my house they are allowed on the furniture

Sitter Profile Image: Berenice S.
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Berenice S.
$49
total per day
5.0 out of 5 stars
71 reviews
12 repeat clients
20 years of experience
La Mesa, CA, 91941

Berenice was fantastic. Everytime we picked Obi up he was happy, clean and wagging his tail. She kept us up to date and did many fun things to keep Obi active. Definitely will use her again if we come to visit in the future.

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Craig D.
Sitter Profile Image: Amber A.
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Amber A.
$28
total per day
4.8 out of 5 stars
23 reviews
7 repeat clients
25 years of experience
Santee, CA, 92071

About: **Professional Animal Care Experience You Can Trust** As a zookeeper at the world-famous San Diego Zoo, I've dedicated my career to understanding and caring for animals of all sizes and temperaments. My professional experience includes working with everything from delicate songbirds to massive rhinos, giving me unique insights into animal behavior, health, and wellness that I bring to every pet care situation. **Lifelong Animal Lover** Animals have been my passion since childhood. Throughout my life, I've been the proud caretaker of a diverse family of pets including dogs, cats, birds, lizards, and horses. This hands-on experience with domestic animals, combined with my professional work with exotic species like monkeys, giraffes, and rhinos has taught me to read animal body language, recognize stress signals, and adapt my approach to each pet's individual personality and needs. **Your Pet's Home Away From Home** My setup is perfect for your furry family members. I have a securely fenced yard where dogs can safely play and exercise, along with two friendly, well-socialized dogs who love making new friends (with proper introductions, of course). Your pet will have lots of company- my husband works from home full-time, and I work part-time, ensuring there's almost always someone here to provide attention, care, and companionship. **Why Choose Me?** - Professional animal care background with exotic and domestic species - Experienced in reading animal behavior and providing individualized care - Safe, secure environment with proper facilities - Nearly constant supervision and companionship - Genuine love and respect for all animals I understand that leaving your beloved pet with someone new can be nerve-wracking. My goal is to provide the same level of professional, compassionate care I've given to animals throughout my career, ensuring your pet feels safe, loved, and happy while you're away. I work part time as a zookeeper at San Diego Zoo, I have all day Thursdays, Fridays and Saturdays available as well as afternoons/evenings the rest of the week after 3pm. I have two friendly small dogs and live in a moderate sized house with a large fenced backyard. I can come to your house as well for check ins and walks.

Sitter Profile Image: Amy S.
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Amy S.
$70
total per day
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: Cheryl S.
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Cheryl S.
$44
total per day
4.9 out of 5 stars
143 reviews
43 repeat clients
46 years of experience
Santee, CA, 92071

Cheryl did a great job! This was my first time using Rover. She sent me pictures of my pups and let me know how they were doing! Thanks for watching our two little girls!

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Laureen T.
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Winter Gardens dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sweetest couple and the girls had a great time with them. I always trust my dogs instincts (especially because one of them is kind of a grump) best and they warmed up to them almost immediately.

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Donnaly C.
Doggy Day Care
5.0 out of 5 stars

The best dog sitter. Angela is essentially part of our family. She loves and cares for these doggos like her own children. I couldn't ask for better

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Janine & Michael J.
Doggy Day Care
5.0 out of 5 stars

Aspyn was absolutely amazing with Frodo! I’m so grateful for her help and would 100% recommend her to anyone looking for someone reliable and caring. Thank you so much, Aspyn! 💛🐾

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Amanda M.
Doggy Day Care
5.0 out of 5 stars

Toby had an amazing day with Mary, Annie, and the kids! Highly recommend her for your future doggie needs! My 8 week pup came home happy, worn out and overly satisfied with his day!! I received updates, pictures, videos throughout my work day that eased my anxiety leaving my little guy for the first time!! Thank you so much and look forward to booking with you in the future!! ❤️

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Kourtney R.
Doggy Day Care
5.0 out of 5 stars

Jacqueline did an awesome job! I love how her dog played with my puppy and she got some awesome pics for me. Thank you Jacqueline!!

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Brad M.
Doggy Day Care
5.0 out of 5 stars

Barbra and her family are great! They give Tillie good care and lots of love. She always comes home a happy girl!

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Nancy R.
Doggy Day Care
5.0 out of 5 stars

Tiffany was great! She was available very last minute on a holiday, which I was super appreciative of. She also was happy to meet up beforehand to make sure my dog felt comfortable with her dogs. While watching Oakley, she sent lots of pics to help me feel at ease that he was having a great time. Thanks Tiffany!

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Rachel K.
Doggy Day Care
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The median cost per day for doggy day care in Winter Gardens is $44

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Sitters in Winter Gardens average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winter Gardens on Rover as of Jun 2026 was about $44 per day, after factoring in Rover’s service fees. A sitter’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 doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

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

As of Jun 2026, 3,189 sitters provided doggy day care in Winter Gardens. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Winter Gardens sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Winter Gardens have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winter Gardens.

Winter Gardens doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winter Gardens sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 3,189 sitters offering doggy day care in Winter Gardens on Rover, so you’re sure to find the perfect match for your dog! In Winter Gardens, 96% of sitters offer daily exercise, 96% offer medication administration, and 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 doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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

Note: If your doggy day care sitter 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.