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%.
“It was our first time with Taylor and Andrew and our first time leaving Buddy for vacay. While we were gone we received pics and updates everyday on how he was doing. He enjoyed his with time with his new friends Stella and Lucy. We will definitely take him back here for any upcoming travels.”

“They took such great care of our Joey! He was a little nervous the first night adjusting to a new environment, but he quickly settled in and had a great week. They kept us updated with plenty of photos and were incredibly communicative throughout. We’ll definitely be using them again!”


“Whitney and her family are absolutely wonderful! She took in our two pups last minute and took excellent care of them. Plenty of photo updates and it looked like lots of cuddles.”

“They were so great with Harriet and it seems like I missed her more than she missed me. I’ll definitively hit them up again and they also have the perfect backyard for a large baby like Harriet. I’m so incredibly grateful for their services and care!”

“Our pup who is often overly shy with new dogsitters easily adjusted to Cori and Chris (her quickest transition so far as she was snoring on the couch within the first hour). They are both so welcoming, patient, and kind— we already have our second stay booked. Sophie gives her first stay two paws up!”

“Bailey was super attentive to my diabetic old man , she sent constant updates and pictures, when my older dog didn’t feel well she handled the situation calmly with compassion and care. Definitely recommend!”

“She and her partner did a great job caring for our pup when we were on an extended trip away! Our dog loved the outdoor space and we got tons of photo updates regularly. Marissa is very responsive. We will definitely use her again in the future!”

“OMGoodness. My Eddie will be 16 years old, can barely see and hear. Doug and Marisol took such care of him. Sent pics everyday to ease my worries. They notice Eddie wasn’t feeling well so we pick him up before we left; got him to the vet, Medication and back to Doug and Marisol in time to start of our vacation. We have canceled so many vacations because it so hard to leave him. Now we can vacation, we trust Doug and Marisol!!! Trust is huge!!”

“Super grateful and happy with everything Marwa did for our cat while we were on vacation. This was our first long term trip and weren’t able to bring our cat. Marwa provided pictures and videos that comforted us while away. She went above and beyond for our kitty!”

“May and Marc are absolutely fabulous! Winston loved his stay, and the picture updates and messages made us feel 💯 assured he was in good care. Just booked several more stays for Winston to cover our summer travel! 🐶🤗🥰”


“We had a wonderful experience with this family! They took such great care of our dog, Junie, for two days and treated her like she was part of their own family. They kept us updated, made sure she was comfortable and well cared for, and gave me complete peace of mind while we were away. Junie came home happy, relaxed, and clearly well loved. We are so grateful for their kindness and would absolutely trust them to care for Junie again. Highly recommend!”

“Linda took amazing care of our senior dog, who has medical needs and doesn’t warm up to just anyone—but she absolutely loved Linda. She made sure she was safe, comfortable, and well cared for the entire time. We got regular updates and pictures, which gave us total peace of mind knowing she was in good hands. You can tell Linda truly cares, and we’ll definitely be booking with her again. Highly recommend!”


“Christina was great with Punkin! As this was my first time leaving my sweet "old girl" with a sitter, I was a little apprehensive. I set up a meet & greet with Christina and in just a few minutes I could tell that Punkin was going to be well taken care of. She made herself comfy on the couch and was already getting the cuddling that she loves. Christina was great about sending pictures often of Punkin so I could see how well she was doing so I wouldn't worry. There were pictures of her playing tug-o-war with her tail wagging (it was just a blur in the picture LOL) and sleeping in her favorite "belly up" position, and out on walks. It was a great experience for both Punkin and me - I will definitely book with Christina again in the future!”
“Holly was an amazing sitter for Hazel. I received regular pupdates with pictures and in every single photo Hazel looked absolutely comfortable and happy with Holly, her home, and her family (including her 2 dogs). I feel 100% confident and comfortable using Holly’s services in the near future and would recommend her to anyone.”

“I would leave 6 stars if I could. Luciane took good care of our puppies, who were clearly very well loved during their stay. Booking was easy, communication was great, and the photos she sent were absolutely heartwarming. She had treats and toys and puzzles for the dogs... I couldn't recommend her enough. Thank you so much!”

“Cheryl is Great! She sends cute photos daily showing me that my pup Sophie is happy and well taken care of. Cheryl only sits small dogs, so I don't have to worry about big dogs possibly getting too rough with my little one. :-) After time with Cheryl, Sophie comes home happy and content.”

“Hana sent frequent videos and pictures of Casey while we were away, and he was obviously having fun. She seems to be always available, so I have come to depend on her!”

Dog parents share their Rover experiences - Winter Gardens
We couldn’t have asked for better people to take care of our little Louie while we were away. Taylor and Andrew were absolutely wonderful! They sent us daily pictures and videos, which we loved receiving. It was so reassuring to see Louie happy, playing with other doggies, getting lots of cuddles and going on all kinds of fun adventures. He had the time of his life!

Julia, Rory, and family were ALL fantastic! Gussie was so comfortable being with him. It’s like, they became his second family. I really did appreciate that! Julia was great in sending photos and keeping in touch. I would recommend her to anyone in a heartbeat, to those wanting nothing but the best for their fur babies!

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!

Dallas & Bri were so amazing to both me and my baby, Kojak! Given how nervous he is, they took time out of their days weeks prior to go on a small walk with us so he knew their smell and voices. They were so patient in waiting for him to open up and especially with me as the planned dates and times of sitting got wonky. It was my first time using Rover and I could not recommend them enough!

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:)

Rami was the sweetest to work with! Thank you so much rami for treating my baby with so much patience and love. I could see it in the videos and pics you were sending! I can’t wait to work with you again! I’ve never used this app before and I’m so grateful I got such a wonderful person for my first time :)

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.
How to book dog boarding

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.
Tip: 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.











