Dog Boarding Winter Gardens
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winter Gardens, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“My dog can be shy at first, and had some separation anxiety when I leave him. He was well taken care of during his stay and even opened up to playing more with all the dogs that were also being boarded. I would highly recommend and will absolutely use them again.”
“After using 4 or 5 rover petsitters we almost gave up finding our dog a suitable person. Then we came across sd happypawz. Cameron and Adriana are the best. They are experienced and professional. Thank you again for taking such a good care of Taco. The communication was fast and reliable. Videos sent every day. No issues. Very easy pick up and drop off. We 100% wholeheartedly recommend Cameron and Adriana. Well spent money!!!”
“Holly is great! She sent loads of photos and updates on Winnie throughout her stay and Winnie had the best time! Will absolutely be sending Winnie back the next time we travel!”
“Cerita is a gem! So kind, so sweet and her house is great for pups that enjoy socializing with other pups and has a nice indoor/outdoor vibe for the pups to have some level of autonomy and freedom which is amazing. We would highly recommend and will use her if we come to SD again”
“We are so pleased with how well Taylor & Andrew took care of our dog for the weekend! We have never left our dog with anyone but family overnight so we were a bit nervous. Taylor & Andrew had us over for a meet and greet before our dog’s stay with them, which was so helpful! Our dog was comfortable with them and it was such a relief when we dropped her off and she was excited to get out and go see them! Thank you so much for taking such good care of our sweet girl! Price is great, communication is great! Home/yard was wonderful for the dogs to play outside.”
“Everest was loved and taken care of! Kylie was super flexible and worked with me on pickup and drop off times. She kept me posted on how Everest was doing and sent me pictures of her. We will definitely book with Kylie and her family again.”
“We had a greet and meet before boarding. Her two dogs were very friendly. Julia was really nice and responded quickly to questions. She was also very patient to help Pixie adapt to the new environment. I will check Julia’s availability if Pixie needs boarding in the future.”
“May is super responsive and gave us peace of mind with daily pics of our pup. We especially loved the photos with their sweet dog Pepper🥰 Our dog enjoyed the daily walks and time at the park. Wouldn’t hesitate to leave her in May & Marc’s care again.”
“Whitney was incredible! So kind and communicative. We had a last minute funeral to attend and used a new dog sitter and she made us feel so comfortable! Will definitely work with Whitney again!”
“Amber and the family made Cali feel like a member of the family. From the start the technique used to introduce her dogs To Cali was great. Received daily updates and photos. Already have a couple more stays booked.”
“20/10!! Savannah took amazing care of our pups!! Especially when it came to giving my one pup her eyedrops daily. She took the best photos and I could tell the pups had a great time! 100% recommend and would have our pups stay with her again!”
“Eden did a fantastic job watching my 5 month old Belgian Malinois!! He has pretty bad separation anxiety, but she was able to calm him down and get him settled in within the first few hours! She sent me photos every day with updates to let me know how my little guy was doing. She has a nice little set up for the dog she is watching and I think he fell in love with it. It was amazing and I trusted her to watch him from the start with her great communication. I would highly recommend trusting Eden to watch your pup!!”
“Samantha watched our Lab Shepherd mix, and our dog was in absolute heaven! She has a lot of anxiety, but Samantha did an amazing job following her routine and making sure she felt safe, comfortable, and loved. She sent updates and pictures throughout the day, which I really appreciated and gave me so much peace of mind. I highly recommend Samantha to anyone looking for a caring, reliable pet sitter!”
About: I’ve been caring for dogs for over 10 years and have been a dog mom to three amazing dogs. Sadly, one of my babies passed away, and I currently have two dogs that I care for every day. Having my own dogs has taught me how much love, patience, attention, and responsibility goes into caring for them. I’m experienced with feeding, walks, playtime, bathing, and everyday routines, as well as simply making sure they feel safe and loved. I know how important it is to trust someone with your fur baby, and I’ll always care for yours with the same love and attention I give my own. ❤️ Pet care fits naturally into my daily routine since I already care for my own two dogs every day. I’m available throughout the week and on weekends, and I’m happy to work around your pet’s usual schedule for walks, feeding, playtime, and lots of attention. Your pet’s safety and comfort will always be my priority. I have two dogs of my own, so I understand how important it is to have someone you can truly trust with your fur baby. I’ll follow all feeding, walking, medication, and care instructions closely and make sure your pet gets plenty of attention, affection, and supervision. I’ll treat your pet and your home with the same care and respect I would want for my own. 🐾❤️
“We were so happy to leave our dogs with Kyle and his wife. So accommodating and patient. They sent a lot of pictures, videos and updates. Our dogs weren’t only taken cared of but appreciated and loved. We look forward to entrusting our dogs with them again in the near future.”
Dog parents share their Rover experiences - Winter Gardens
We are so pleased with how well Taylor & Andrew took care of our dog for the weekend! We have never left our dog with anyone but family overnight so we were a bit nervous. Taylor & Andrew had us over for a meet and greet before our dog’s stay with them, which was so helpful! Our dog was comfortable with them and it was such a relief when we dropped her off and she was excited to get out and go see them! Thank you so much for taking such good care of our sweet girl! Price is great, communication is great! Home/yard was wonderful for the dogs to play outside.
This was our first time bringing our dog Benny to Madison and it was a fantastic experience. We appreciated the meet and greet prior since Benny can be a little much in the personality department, they answered all our questions and left us feeling nothing but sure it was the right fit for us. Benny spent his first weekend there and he did great, we received pictures and updates letting us know he was having a great time. Appreciate the knowledge and experience both Madison and Moses bring to taking care of our babies! Highly recommended and we will be sure to bring Benny back again and again!
Barbra and her girls wonderful! This was our dog's first time staying overnight with them and they were so patient and understanding while he warmed up to staying in a new place. They made him feel welcome and gave him lots of love and attention. Thank you, Barbra!
Bianca and her family are amazing!!! So great that I almost didn’t want to write this so I could gate-keep them!! I had to leave my guy to go out of state for a wedding and I’m usually a mess about it but I felt completely relaxed and comfortable this time. Bianca communicated well and I could tell how much they were loving on him. It allowed me to fully enjoy my trip which was priceless. He will be back, he was so comfortable with them. Such a great experience!
Angela is wonderful! She treats any dog in her care with love, gives attention, and supplies the dog owner with updates + photos. Our dogs almost don't want to leave because they are sooo happy. I highly highly recommend Angela for day care and boarding. It is such a relief to know that my dogs are loved and cared for while I'm out of town. I think she under charges, so I always give a nice tip:)
I couldn’t have chosen a better sitter! From the moment I left my dog, she treated her like family. My dog is like one of my kids, so I truly appreciated the level of care she provided. The daily photos showed my baby looking relaxed, happy, and completely at ease, which made it easy for me to enjoy my time away without any worries. Her dogs were friendly and immediately got along with mine, creating a calm and happy environment. This was especially helpful for my dog, who is an only dog at home. The entire experience was smooth, thoughtful, and genuinely reliable. Her communication was clear, and it’s evident that she has a real gift for understanding animals and making them feel safe. I would book with her again without hesitation and highly recommend her to anyone who wants their dog to stay in a home that truly pays attention and cares.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Winter Gardens
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winter Gardens
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winter Gardens home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winter Gardens.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winter Gardens sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in CA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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