Dog Boarding Winston
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winston, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I wouldn’t trust my dog with anyone else! My dog is older and can be kind of difficult. Sydney treated him like one of her own and was in constant communication. She put my mind at ease and sent lots of photos. I will definitely be a return customer”
“Very nice people. I can tell my dog had a great time staying with them.I love how they update me too everyday about my dog. I will definitely book them again”
“Megan sent me pictures daily and kept me updated the entire visit. Bailey was well taken care of and happy when I got there to pick her up. Will 100% be using her from now on!”
“I couldn’t ask for the most perfect person to watch my Roman. Rom is a lot to deal with sometimes and requires lots of patience and she was that and more. Bri would send lots of updates and pictures during our time away from Roman and which was much appreciated!! She was very easy to communicate with as she well.”
“They saved our Christmas! Our dog sitter for a family trip canceled at 9pm on Christmas Eve, and Shelisha responded promptly on Christmas morning, making it so we could take our kids up north to see their grandparents.”
“Brittanie and her family took such good care of our boy while we were away! She sent lots of photos and kept me updated the entire time, our dog loved her yard and being able to run around. She was very quick to communicate and we will be rebooking her in the future!”
“Very nice and attentive. My 7 month old Leo was great around her 5 year old and other friendly pets. I’d highly recommend and would love to have him come over again!”
“Carlissa and her family were fantastic with our sweet boy. Super communicative, flexible and accommodating to his needs. We'll definitely be sending Rupert back for more plays!”
“Diymond and Dante kept us updated on our boy by sending pictures and just update texts to ease our hearts. I’m a bit of a helicopter dog mom but with their check-ins I had no room to worry. Thank you both for loving on our Sunny and treating him as one of your own. And a special thank you to Rizz and Henny (their dogs) for sharing your space lol!”
“Luz was awesome. She sent no less than three pictures of our dog every day while we were on vacation. Our dog requires medication three times daily and putting our trust in Luz to administer those doses worked out real well. Next time we need a dog sitter, you better believe we’ll reach out to her again.”
“Angie was very sweet and communicative. You can tell she is passionate about caring for animals and I would absolutely use her again. I think my dog felt like she was on vacation!”
“They were amazing to my kitty Buggy, super understanding of all my crazy asks and nervous jitters leaving my friend behind. They sent update pictures and even went to the store to pick up more food and treats because I had miscalculated how much she would need. I would definitely use them again.”
“Kimberly did such a great job with Buster. She sent me lots of pictures and updates. Very good communication. He received lots of attention and was happy and tired when I picked him up! Would highly recommend and will use again!”
“Cyd Marie was an amazing Petsitter for little Henry. She treated Henry as her own and kept me posted at least 3 times per day - with photos. It was like Henry was on a doggy vacation. I will absolutely use Cyd Marie again and have already asked her if she’d like to care for Henry again.. she said yes!”
About: I have been someone that neighbors and friends call to watch their pets for years, I am very knowledgeable and experienced. Your baby is in good hands! I am a university student, and I only have class two days a week, leaving plenty of time to care for your pets! I am available Tuesdays, Thursdays, Fridays, Saturdays and Sundays! I am available from early in the morning until late at night and I am open for multiple day visits! Not only will I care for your pet, but I will respect your space and home. I am clean and very attentive! I will adapt to whatever makes your pet comfortable and will follow their normal routine. I am knowledgeable on dangerous In the Florida environment and can tell when a pet needs something specific.
About: I've taken care of dogs of every kind since I was a teenager. Neighbors at first, and then family and friends, relied on me to walk, feed, and bathe their dogs. My miniature poodle, Louie, loves to have company. We live in North Lakeland in a fenced-in single home with a pool. I work part-time from home, so I'll have plenty of time to take care of your pup! I'm available for day care and boarding on weekdays and weekends. We have a big fenced-in yard, a pool, and an oversized lanai for your friend to hang out in. Our friendly Louie will keep your pup company inside and outside the house. I will walk your dog regularly, and we will have lots of play time.
About: I have had pets growing up to include dogs , cats , rabbits , hamsters , birds , reptiles and fish. I turned my love for them into a career and went to be a vet tech for 4 years in Cape Coral FL and then for an animal hospital in the Villages . I currently work for a local veterinarian which gives me experience with farm Animals , exotics , reptiles , etc. I am extremely comfortable in any circumstance to include fluids , injections , medicating, special needs , behavioral needs , etc . I also have also comfortable with farm animals as well as I have regular chicken, pig , goat and equine clients . I also am comfortable with reptiles and any and all small animals. Animals are my life ! I work for the SPCA as a surgical technician during the week, help run a local Kitten non profit rescue . My day to day is animals and I wouldn’t have of any other way! I do have 3Dogs and 3 cats . They’re allowed on beds , couches , etc . I do have a 12 year old boy who is very animal oriented and great with them as well
“I can’t thank them enough for the great care and love our dogs received!! Just the home atmosphere I was looking for! I am sure my dogs enjoyed their vacation as much as I did ours!! My mind was at ease because they are dog people! Knowledgeable, attentive and so kind to my senior dogs. Calvin and Cleo thought they found a new home 😁 I will book them every time! Thank you!!!”
Dog parents share their Rover experiences - Winston
Kimberly was amazing! She communicated quickly and efficiently, sent us photo updates everyday, and overall made our dogs feel like they were her own. I can’t recommend her enough! It was so nice going out of town and feeling like we didn’t have to worry about our pups - we knew they were in great hands!
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 - Winston
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winston
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 Winston home-away-from-home, 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 Winston.
<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 Winston 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 , 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 .
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 FL 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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