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

Winchester, 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.
“Daniel did an amazing job with both of my dogs especially with the little one she is not used to being around anyone but me and he was very kind and loving with her that she fell in love with him and that unusual for her so again Daniel thank you so very much for taking such great care of my babies and thank you for the pictures that you sent me keeping me up with how they were doing Best sitter ever I was very happy and have already booked him again for my next vacation 😁”

“We had a wonderful experience with Jaclyn! She welcomed Wesley so openly and made him feel comfortable right away. She kept us very well updated throughout his stay, which gave us great peace of mind. It was clear that she really cared for Wesley, he came home happy, clean, and well cared for. We would definitely trust her with Wesley again!”

“Chase was absolutely amazing! He and his mom were punctual, professional, and so caring. They sent me pictures and kept me updated and I know Bubby was in the best hands. They will definitely be my Dog Sitters going forward. Five stars!”

“I was sooo nervous to leave my baby with a stranger, as she has separation anxiety. But upon seeing Sandra, my nervous baby immediately got excited and rushed towards her, and hardly reacted to me leaving (bitter sweet lol). It lt calmed my nerves to know my baby immediately felt safe with Sandra. Not only did Sandra accept my last minute request for a Thanksgiving boarding, she took such good care of my baby! Very thankful for Sandra!”

“So very pleased with my experience with Ethan and Camerin. From start to finish they were excellent communicators, incredibly flexible, and just lovely to interact with! My pup was well taken care of and I felt confident he would have a lovely stay with their family. He came back a happy pup; would definitely book again in the future!!”

“We cannot recommend Aissa enough! We were away for the weekend and felt completely at ease knowing our boys were in such good hands. Aissa is trustworthy and clearly loves animals. She sent us daily pictures and updates, which made our trip so much more enjoyable. We will definitely be booking again!”


“ms. Yulianis is outstanding ! caring and very loving . i will definitely use her again in the future … i was very fortunate to get her to take care of my Paris , i highly recommend her , her house is pet proof, clean and very family oriented , my Paris was very well taken care of and was NOT in a cage , ms Yulianis constantly sent me picture and videos and i felt already secure and happy knowing paris was in a safe place . ms. yulianis has two beautiful daughters that also care and played with my paris .. thank you so very much, i finally found someone that i can trust when i go traveling .”

“Karyn was super accommodating when I had a mix up in my booking. I appreciate your time and for taking care of my pup. He came back nice and tired which means he got some play time with other friends. Thank you so much!”

“Leaving Mia for the first time was one of the hardest parts of our trip, but Loan made the entire experience stress-free. She treated Mia like she was one of her own and kept us updated with adorable photos and thoughtful messages every day. It meant the world to know our puppy was safe, happy, and receiving so much love while we were away. We truly appreciated the care and attention Loan gave Mia, especially since this was our first experience with Rover. We picked up a happy puppy, and we couldn’t be more thankful. We highly recommend Loan to anyone looking for someone trustworthy and compassionate to care for their furry family member. We already know who we’ll be booking with for our next vacation!”

“Hollie was great. Lots of updates, walks, special attention for our dog and you can tell she really cares about your pup. I’d certainly recommend her to anyone.”

“Tyrell cared for Riley and Rayna for 2 weeks and, as always, did a fantastic job of caring for them. When I picked them up they were as happy and healthy as when I dropped them off. Tyrell is a lovely person, so sweet and kind. She cares for and loves my dogs like her own while I am away. While I miss them when I’m gone, I never worry about them. Thank you Tyrell!!”

“Joanne was amazing! She updated me all throughout his stay and sent me wonderful pictures! My dog even learned how to go out the doggie door! She is definitely on the top of my go-to list I trust my fur baby with!”

“Electra was fantastic, my dog Milo just loved her from the moment he met her. Milo was with her four nights. She walked him, cuddled him and they formed a genuine bond. She sent me pictures every day and I really appreciated that. If I ever need to use a dig sitter again she will be my first choice. Using Rover was the best idea, very smooth the whole time.”

“Theresa took wonderful care of Sugar while I was away\! She sent me lots of photos and updates, which gave me so much peace of mind\. Sugar looked happy, relaxed, and well cared for the entire time\. I loved that Sugar got to socialize with other dogs, had the freedom to go in and out of the house, and was treated like part of the family—including snuggling on the couch\! It was obvious that Theresa genuinely cares about the dogs she watches\. I would definitely book with Theresa again and highly recommend her to anyone looking for a caring and reliable pet sitter”

“Katie took care of my dog with great care. He was scared and she made him comfortable and he really enjoyed his time in her home. I felt confident that he was treated with love and as part of her family. I will definitely use her in the future.”

“I really appreciate the car that Huan gave for Pickle! He came home a happy 🐶. I love and appreciate that we received several updates throughout his stay and I’m glad to get feedback as well!”

“Elizabeth is amazing!!!! I had never left my fur baby with a stranger but had no option than to find someone last minute to sit for 3 weeks. When I seen Elizabeth’s picture she instantly gave me good vibes. I reached out to her and she immediately messaged me back and we had a meet and greet the same day. I was so worried but after meeting Elizabeth I left to my trip feeling good and knew my baby would be in good hands. During my trip I was not worried not one bit. I received videos and pictures every day. My heart was full to see my fur baby happy and smiling. My baby loved her. So thankful I came across her profile. There’s no one else I would feel comfortable leaving my fur baby with.”

“Dumpling had a great time with Madonna! She communicated beforehand that there would be other dogs boarding and if I was ok with that which I appreciated. She updated me to let me know he was fitting in well with the big doggies and trying to keep up with them! Will definitely be bringing dumpling back when I visit Vegas again!”

“A+++++++ Best dog sitter in Vegas! Our doodle always has a great time at Matt's house. I don't worry about him at all when he stays with Matt! It's definitely his favorite place to go. Matt is very in touch and pays attention to all of the individual needs of the dogs in his care. Cola just loves to make new friends when he is at Matt's house. So glad we have found such good care for our fur kid when we have to go out of town without him!!”

Dog parents share their Rover experiences - Winchester
I'm so grateful that I chose Vladimir to take care of my dog while I was away on vacation! He constantly checked in with me and sent me pictures as well as videos and I felt like my dog was in great hands the whole time which was a huge relief thank you so much! 5 stars! Highly recommend!

ms. Yulianis is outstanding ! caring and very loving . i will definitely use her again in the future … i was very fortunate to get her to take care of my Paris , i highly recommend her , her house is pet proof, clean and very family oriented , my Paris was very well taken care of and was NOT in a cage , ms Yulianis constantly sent me picture and videos and i felt already secure and happy knowing paris was in a safe place . ms. yulianis has two beautiful daughters that also care and played with my paris .. thank you so very much, i finally found someone that i can trust when i go traveling .

Really appreciate Huan for taking our dogs in such a short notice. She made our dogs, Chippy and Henny feel comfortable and safe. She sends pictures and updates us frequently. Her house has a big area for dogs to play and roam around it. Overall, It was a great experience and we will reach out again when we’re in Vegas! Thank you again, Huan!

Daniel was such a great sitter for my dog! I told him about my dog’s reactive behavior and he took precautions for it. My dog had the best time there with him and really loved Daniel. He took great care of her and regularly updated me on how she was doing! I would definitely have Daniel take care of my dog again, she was so sad to leave him!

5 stars isnt nearly enough! Due to issues with our Airbnb we ended needing a last minute sitter for our baby Sheba. Sandra came to the rescue and responded immediately. She answered all my questions since it was my first time using the rover app and took such good care of my baby, she sent updates and pictures of Sheba’s adventures with her. Thank you so much Sandra! We will most definitely be contacting you again!

Miguel & his wife were so awesome! I went out of town over Labor Day weekend and was able to relax and unwind because I knew my Grover was in good hands. Miguel had a water fountain which is great for my dog and sent daily pictures and videos and I am grateful for that. Thank you so much for taking such good care of my boy on a short notice. It means a lot to me! Highly recommended. Will def book again!

Great experience! I had to leave on an emergency trip overseas and I had peace of mind the minute I dropped off my dogs. Communication was flawless and my dogs were visibly comfortable there. Got photos and videos often enough to keep "connected" while away. Absolutely recommend ❤️

Angelica was great! She knew how to work with Snowy’s separation anxiety. She kept me updated with photos and maintained open communication during her stay. I loved that Angelica is bilingual too because Snowy is from Mexico, so she understands Spanish better than English. Thank you for taking care of my baby and provide her some comfort while we were away for a few hours.

Jamie is a fantastic sitter — My pups love her! I brought them to meet her and they felt right at home right away. They loved her family, too. When I picked them up, they were so happy to see me, of course, but unlike some other places, they were perfectly content to stay while I spoke to Jamie for a bit. They were not pushing me to leave and go home - which means they really had a good time. 🙂 I will definitely bring my pups back here again. Thank you, Jamie and family!!

Fantastic job boarding Pandora …as usual! Anna and her family make Pandora feel right at home. Anna keeps me informed and relieved through her frequent emails and pictures of my baby! I am so happy to have found Anna to take care of Pandora when I need the help. Thanks so much! Mike

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 - Winchester
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winchester
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 Winchester 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 Winchester.
<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 Winchester 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 NV 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.










