Dog Boarding in Winter Garden
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog boarding sitters in your neighborhood
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1. Linda R.
“Linda took great care of my senior pup. She sent me lots of pictures and updates each day, which I very much appreciated. Linda will be my go-to sitter when I need one.”
2. Rebecca G.
“So glad we found Rebecca. Milo was welcomed so nicely and Rebecca had made good arrangements for his stay as well. We received timely updates and photos from her. Definitely reach out to her if you thinking of boarding your pet and rest assured knowing that they’ll be cared for!”
3. Carilyn & Jorge M.
“Second time Viernes was hosted by Carolyn, Jorge and their kids. My dog missed us but it was amazing care he got there, adjusted to his needs and schedule. Thank you so much for making it possible for people to travel when they have furry babies that need care and love.”
4. Christina W.
“Easy communication and interaction. No issues whatsoever with drop-off and pickup. Got a couple cute pictures during my dog's stay. My 1.5 year old dog has a lot of energy and that was no issue for her. He seemed very happy and healthy at pickup. Would gladly use again.”
5. Amanda B.
“Great service! Amanda was super friendly, communicative and professional. I would definitely recommend her and I’m looking forward for her to take care of my doggo in the future”
6. Kymry G.
“First time leaving my dog and went through an extensive and thorough interview process. Kymry made me feel very comfortable. She sent photo updates every morning and is passionate about the dogs she watches. I know chilli will miss her 🤍 very grateful to have found Kymry.”
7. Mimi E.
“We are Mimi’s regulars and rely on her often, as we have to travel for work. She is loving and kind with our Pomeranian, treating her as her own. Mimi is very communicative and flexible, often working around our schedules for drop off and pick up. She’s just a great human being and we are so grateful to have found her!”
8. Jennifer W.
“Jenn is our Dog's designated sitter indefinately. I am starting to believe he is happier with her than with us!!! Every picture she sends us he seems to have a huge smile on his face. Our dog has become so comfortable with Jenn and seems to love her back as much as she seems to love him!!. She goes the extra mile for our precious boy without us even having to ask. Thank you Jenn! We will be forever grateful for your loving care of our sweet boy.”
9. Alexander C.
“Alex was amazing! Our dog is very shy and has only stayed with him once for daycare. We got daily photos of our dog and she was so happy in those photos. We are so thankful we have found Alex and we will be booking with him any time we go out of town or just need daycare services! We would 100% recommend him to anyone who needs their dog watched!”
10. Jeff M.
“My Ollie was happy with his week stay at Jeff and Margot. Jeff made it easy with meeting Ollie before his stay and making sure he got all info about making him comfortable. Will be using him for future stays.”
11. Ana P.
“Ana took such great care of our husky while we were away! We received videos and photos daily and updates along the way! We will be using her again!”
12. Poliana D.
“My dog had such a great time! I got tons of updates, photos and even a video! I was so scared to leave my elderly dog with anyone but her stay was amazing!”
13. Ashley S.
“Ashely provided me with daily updates and was super accommodating to Spirits needs. Spirit unfortunately had a little medical incident while we were out of town but Ashley kept me updated and kept spirit as comfortable as possible until we got back into town. Would definitely recommend her services.”
14. Brittany H.
“Return customer here. Another great stay. Biscuit is a regular by now. She always comes back happy and well kept. Brittany is awesome. Thanks again!”
15. Jerarlin C.
“Jerarlin was simply amazing! Perfect communication from the begging to the end. Rosie had so much fun and didn't even miss her own family. Highly recommended”
16. Feliksa Z.
“Feliska was absolutely amazing. She was in constant communication with me, sent pictures of my pup, and was overall amazing. I felt comfortable as soon as I met her, she was welcoming and I could tell my baby would be in good hands. It was my first time ever letting anyone watch my dog, and she made it a great experience. Highly recommend.”
17. Gabriela D.
“First time using Rover and I was a bit nervous because I’m not sure what to expect. However I had a really great experience with Gabriela. She treated my dogs like her own and gave me constant updates. I’m very happy with this experience and I hope I can use her services again in the future.”
18. Michell M.
“Michelle was a constant and consistent communicator during my dog, Riley’s stay. She sent me several pictures and videos that assured me that my dog was well taken care of and being shown lots of TLC. Riley seemed at ease and happy when I picked her up. She must have had a ton of fun, too, because she could barely stay awake after she got home. Thank you, Michelle, for providing a safe and loving home for our pup!”
19. Garman T.
“Garman was great with Bali. She made me feel so comfortable with leaving my girl alone. I needed to drop Bali off really early and pick her up really late and Garman was accommodating. She was very communicative throughout the weekend and even got Bali some blueberries! Thank you Garman, I’ll be booking with you again 💛”
20. Elinor S.
“Elinor was quite responsive! I felt very comfortable leaving our dog in her care while we visited family in Ohio for the week. She's delightful! I plan to return and use her for all our future needs.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2025, the median cost of dog boarding in Winter Garden is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winter Garden dog boarding rates can be found as low as $26 to as high as $49 per night.
As of Jun 2025, 2,475 sitters provided dog boarding in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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, 92% of Winter Garden dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winter Garden have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Garden.
Rover makes it easy to find Winter Garden dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 2,475 dog boarding sitters in Winter Garden on Rover, so you’re sure to find the perfect match for your dog! In Winter Garden, 97% of sitters offer daily exercise, 97% offer medication administration, and 91% 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 boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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