Dog Boarding in Winchester, CA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog sitters in your neighborhood
The prices below are estimates per night for 1 adult dog, including fees. Pricing may vary based on your search.
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1. Vincent N.

“Such great communication & Bella was treated as if she was one of their own family members. Received daily photos and updates on how she was doing, overall a very smooth process. I definitely will be reaching out to have them care for Bella again if they’ll have her 😄👍”


2. Tammi (Shigtastic) B.

“Tammi was so good with our Lucy. She sent updates daily and even brushed her out before she came home. Also, Tammi was very knowledgeable about our dog and provided us some very helpful feedback about caring for our Lucy, as she is a puppy still and we’ve only had her a couple of months. I highly recommend Tammi!”


3. Annie S.

“Annie is terrific! We had never used doggie day care before, and we really wanted to spend a day out, but did not feel comfortable leaving our 5 month old puppy alone for a day. So we decided to give Rover a try. As soon as we got to Annie’s house, she took time to make sure that our puppy Fiona was comfortable. She talked to her and gave her lots of cuddles. We could tell right away that Annie was an “animal person.” Annie treated our puppy as one of her own, and Fiona had a great time playing with the other dogs in the house. She texted me with frequent updates and photos, and always responded to my texts within a few minutes. We picked up a very happy but exhausted puppy at the end of the day. We will definitely be using Rover and Annie again soon!”


4. Frank & Saleha B.

“Snickers had a great stay. I had a great, worry free couple of days while she was with Frank and Saleha and family. I enjoyed receiving videos and pictures of Snickers while I was away. I can't express enough how grateful I am to have found a reasonable price with great care. Thank you to both Rover and Frank & Saleha. I will be referring and using again. BTW I referred Rover to a friend in Garden Grove, and he had the same great experience. :)”


5. Jennifer M.

“Jen is the absolute best! She made us feel extremely comfortable leaving our pups for the first time. She went above and beyond by sending us frequent videos and pictures. Her communication is impeccable and will respond quickly. We will be using her services from now on. We are so thankful for her kind and loving care for our pups”


6. Melissa & Richard F.

“Spectacular house on the inside and the backyard! They have a room for the dogs to sleep in and stay in while they are eating dinner. Our dog went on a walk every night which helped him get exercise and out of the house. We were sent many pictures throughput the day. They treated our dog as if he was their own!!! Definitely recommend!!!!!!!”


7. Malissa S.

“Malissa was amazing! This is my first time utilizing Rover, and I was in a situation where I needed to board my furry baby for Thanksgiving. I checked Malissa's reviews and I requested her. She immediately responded and agreed to board my puppy. My Maltipoo Chloe, has a little attitude and she chooses who she likes, so I was concerned that Chloe was going to growl at Malissa, but Malissa gave her her space and let her come to her, and eventually, Chloe loved Malissa in just one day. I highly recommend Malissa, she was on time, to pick up and drop off my puppy, and she did an amazing job communicating with me about how was it going. I will definitely request Malissa's services again when we are out of town. THANK YOU Malissa for take such good care of my Chloe!!! Hugs! Lissette”


8. Darlene B.


“Amazing as always! I will not take my pups anywhere else. Darlene and Jojo are the absolute best. I know my pups get the best care with them! Also a plus is they come home nice and tired from playing all day. I recommend to anyone who is looking for the best doggy day care/ dog boarding to go with Darlene and Jojo!”


9. Sandy & Jonas W.

“Sandy & Jonas are by far the best Rover hosts! They’re very kind and loving to our baby. I can tell that she’s enjoying her time based on all the videos and photos that they have sent me. I recommend Sandy & Jonas to anyone looking for a great Rover Host ❤️”


10. Rachelle F.

“Rachelle was awesome and the dogs did great. Daily pictures, daily walks, and daily updates. I wasn't sure if the dogs would want to come home :) I highly recommend her.”


11. Elsie R.

“Cannot emphasize enough how great Elsie is! She took such wonderful care of Bruno, and we truly appreciated the updates. The pictures she sent showed how comfortable and happy he was with her. Highly recommend!”


12. Breeanna A.

“Fefe’s home away from home!”


13. Heather R.


“Heather and her husband was awesome with my little Lola May they took such awesome care of her and loved her like she was their’s. She felt right at home with them. I would highly recommend them to anyone and most definitely use them again.”


14. Michelle G.

“Very friendly. Lots of updates. You can tell she genuinely cares. Took amazing care of our Lola bunny (cat) with angular limb deficiency on her 2 front paws.”


15. Savannah H.


“Savannah is iconic! She took such wonderful care of our lil dog Stella! She was so great at sending pics and updates and Stella I’m sure cannot wait for her next visit!”


16. Carrie & Harley H.

“Sophie loves being at Carrie & Harley’s. She is happy being there & it gives me peace of mind that she’s loved & cared for. She loves hanging out & cuddling with the family including their furry ‘kids’ Penny & Lucy & at times a ‘guest’ or 2. Sophie is so comfortable there - I’m sure she considers it her 2nd home. Thank you Carrie & Harley for taking good care of my fur baby Sophie. She’s so very precious to me.”


17. Keiona D.

“Wow! Keiona is really amazing. We were looking for someone to look after or 14 year old Puchon because of a last minute trip we had to take. Searching through various websites we could not find someone with what we thought had the " right stuff"... meaning, a person that was genuinely caring (not a pretender) and had our little ones well-being as a front and center priority. After reviewing so many profiles on the various sites, we ended up scrolling through the Rover site and came across Keiona... many texts later, and in the interest of keeping this short ( because we chatted at length) ... we decided she was the one! Having been a pet professional all my life, having personally cared for thousands of animals, I know what I need when it comes to choosing the "right" caregiver... I'm not an easy sell. Roll on 4 days later... we returned from our trip so absolutely delighted. Keiona had texted us several times each day, sent us photos, gave us updates and so much more, we realky felt like our puppers was in a "home away from home." She is an older dog and has some specialized care instructions and for feeding, exercise and post injury care. Keiona listened, and did absolutely everything we asked for... even drove her to the dog park in her own car, for "special" one-on-one trips... and had lots of cuddle times on the couch too!! Outstanding service, amazing contentious care, we could not have asked for anything more. Keiona spoiled our little one. From minute one of meetlng Keiona we knew we had made the right choice. It's such a HUGE decision to let someone you do not know (or puppers doesn't know) care for your dog but Keiona was so professional and communicative from the beginning, we knew we made the best choice. Highly recommended, a true pet lover and all around good person. If there was 11 out of 10, she'd get 11 PLUS! Our Dog came back healthy, happy and obviously cared for. Awesome job Keiona, We'll be back for sure!”


18. Luzi M.

“Luzi and Kenny were such loving people to board our Rosie and Harry with. They were patient and warm. Their house was clean and comfortable. The dogs were very content. They even got to go on walks, which H and R love. Our pups very much enjoyed their stay with Luzi and Kenny. We will definitely chose Luzi and Kenny to watch them again.”


19. Robert S.

“Robert looked after our dog Joey like his own. He kept me updated on Joey everyday, and I think Joey was sad to leave Robert which tells me he had a great time and was very comfortable! Thank you.”


20. Whitney N.


“Best dog sitter ever! We love Whitney and get the sweetest updates. My girls love being there with her and I couldn’t recommend her enough for any of your pups needs!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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 sitter has to cancel, we’ll work with you to find a new 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 Apr 2025, the median cost of dog boarding in Winchester is $49 per night, including service fees. Boarding your dog for one week typically costs $343. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winchester dog boarding rates can be found as low as $27 to as high as $55 per night.
As of Apr 2025, 805 sitters provided dog boarding in Winchester. 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, 90% of Winchester dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winchester have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 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 Winchester.
Rover makes it easy to find Winchester 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 805 dog boarding sitters in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 95% of sitters offer daily exercise, 98% offer medication administration, and 94% 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.
