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.
“We had such a wonderful experience with Emily! ❤️ From the very beginning, I could tell that she genuinely cares about both your baby and her own babies. She took the time to do a meet-and-greet first and carefully introduced Soup to each of her dogs, which made me feel so comfortable leaving him with her. Emily’s dogs are all such sweet babies and very well behaved. 🥰 Soup absolutely LOVED being with them! From all the pictures and updates Emily sent us, we could tell he was having a blast. Honestly, I think he was living his best life there 😂❤️ He had so much fun playing and spending time with his new friends. What I appreciate most about Emily is that she doesn’t just “watch” your dog — she genuinely cares for them like one of her own. She sent us lots of pictures and updates, and seeing how happy and comfortable Soup was gave us so much peace of mind. Emily and her babies were incredibly sweet and loving toward him. We are so happy we found Emily and her sweet babies. ❤️ I would trust her with Soup again without hesitation and highly recommend her to anyone looking for someone who will genuinely love and care for their baby. Thank you so much, Emily, for taking such amazing care of Soup and giving him the best little vacation! 🐶🐾❤️”
“Lorri was just wonderful and a true gem! Charlee loved his stay with her. She consistently messaged and sent pictures to update me on his stay. She was so attentive to him and he was very relaxed with her. It really made me feel so comfortable leaving him with her to have a relaxing vacation. THANK YOU, Lorri!”
“Monty loved staying with Jeanne. We appreciated her last minute availability, small dogs only policy and communication during his short stay. Everything was perfect and we will definitely be back!”
“Ursula is wonderful! She’s super communicative and paid so much attention to what our dogs needed to feel comfortable in her home with her sweet dog. We are so grateful she took such great care of Polly and Benji!”
“Asia was so sweet and professional. When we first arrived Asia and her fur baby Crypto welcome us. Asia made my lil boy (Biskit) feel so at home. I asked Asia to send me text, pictures, and videos, and she did just that. That really made my heart fill of joy to see pictures and videos of my lil boy(Biskit) and to know that he was well taken care of. We thank you so much Asia from the bottom of our hearts 💕 Sylvia and Antwon Dudley.”
“Omg I can’t say enough. Alicia was awesome and my husband said after we meet that he knew she would love our little Diego. He looked so happy and gained a new family. Thanks so much Alicia for the wonderful pictures and updates.”
“Kathryn, she is a very responsible person who take very good care of our both dogs. She will ask you any specific concerns and requirements before your dog boarding. She provide her love and patience to every dog she takes care of. Again, if you looking for somebody to take care of your lovely pet, don’t hesitate to let her know.”
About: We’re a husband and wife duo who share a love for animals and their personalities. We strive to make every fur baby feel safe, comfortable, and loved. I, Mariah, grew up surrounded by cats, dogs, and all small critters in between. Nathan and I have our own Sphynx cat for the past 3 years and our dog for 11. We know firsthand that every fur baby has their own unique personality, needs, and quirks! Our dog and cat both require medication and extra attention. Our cat has a heart condition which has given us valuable experience administering medications and providing specialized care. We understand how important it is to have someone patient, attentive, and knowledgeable looking after your baby, especially if they need a little extra TLC. In addition to caring for our own babies, we’ve been doing house visits for both dogs and cats through Rover for around 4 years, and we absolutely love meeting every single one of our feline guests! Whether your baby is playful and adventurous, shy and cuddly, or happiest lounging in a cozy spot, we want them to feel right at home while you’re away. As a team, we work together to provide a loving, attentive environment where your animals individual needs and routines matter. We know pets are family, and we’ll treat your precious fur baby like one of our own! Mariah currently works full time outside the home while Nathan works a hybrid schedule but his work allows him to work from home when needed. Both have a flexible schedule that allows for care of pets at any time of the day. We just bought a new house that we have a leash setup for our dog since the yard is unfenced. If this is okay for your animal we can set them up this way as well but if not we are open to anything that would work better for them. We are big on safety in and out of the home. If the dogs for some reason do not get along they are able to be separated since our house is large enough to do so. Our neighborhood is incredibly dog friendly and safe. If we are coming to your home or we are welcoming them into ours, we will gladly follow any instructions left for us to ensure that the fur babies are comfortable and safe.
“We did a trial weekend with Beth, just a little sleepover for both of our pups. One of our dogs is very nervous around new people and has a lot of anxiety when put in new situations. Beth kept me updated with pictures and messages about how she was improving and making strides at being around them! Beth and her family are just the best. She will be our go to sitter for both our pups in the future! ❤️”
“Iroh and Riley both adore Cheyanne and her husband. I feel comfortable leaving them with Cheyanne and her husband and know they will be taken care of. Both my dogs are well taken care of and come home happy and tired.”
“Andrea was incredible with my Zoey! She was accommodating and kind with a very last minute holiday request. Even more so, she was patient with my anxious girl during the fireworks and great at communicating with me! Can’t recommend her enough.”
“Gracie was well cared for and made part of the family for the few days she spent with Takuya and Mika! I enjoyed receiving the daily videos and photos of her time with them!”
“We had a great experience with Tiffiny. Communication was amazing. She sent pics and videos daily. We felt very secure leaving our dog with her and great care was provided. We will definitely use her again.”
“Stella had an amazing time with Ashlie and Phillip! They are very comfortable with large dogs and made me feel so at ease leaving my pet in their care. Their home is perfect with a fenced in backyard and the entire family is used to having dogs around. I received picture/updates and had a wonderful experience! I will definitely be using Ashlie and Phillip in the future!”
“Leslie is amazing! We traveled into town for a family memorial and fortunately she was available. We have a high-anxiety dog and she was super attentive to his needs. Both of our pups settled right in. We highly recommend her!”
About: I have owned animals my whole life big and small dogs. I have dog sit for many family and friends and decided to do it on my own now. I am currently in sales so I have flexibility most days to let the dogs out over lunch or in afternoon. I don’t have a a fence but I have leads for the dogs to run around in yard and walk them. I do not have a fence but a nice yard with a lead they can run around and also take them for walks. I also have 2 small dogs a cavapoo and a shihpoo.
“Jennifer is so wonderful! She eased our minds by caring for our senior dog who has a couple peculiarities with his required care. Cosmo came home more relaxed and rested than any other time he has been away from us. We will hire Jennifer again very soon!”
“We left our pet Nico with Beth and her family for just over a week. We were nervous as this was the first time we were leaving him with anyone for so long. Beth and her family were outstanding. Beth was very receptive to all our pets needs, and took, amazing care of him. And she also communicated to us on a daily basis with text messages and photographs and videos. We were very happy with Beth and will use her every time we go out of town.”
“Boarding with Karen was a breeze! She is easy going and communicative, I felt comfortable leaving her with my older, anxious dog because I knew she would be patient and kind!”
Dog parents share their Rover experiences - Winchester
This was Izzy’s 3rd time staying with Jessica for 5 days, and I honestly couldn’t be more thankful for her. Leaving our little girl is never easy, but knowing she’s with someone so kind and caring makes our hearts feel a little lighter. Jessica makes sure Izzy feels comfortable and loved, and having her own little pup around makes it even more special. 🐶💕 Thank you, Jessica, for being so gentle, patient, and loving with our little Izzy. It means more to us than words can ever explain. We’re so lucky to have found you! ❤️🐾
This was my first time using Rover, and I’ll definitely be booking with Emily again!! You can tell she’s not doing this just for the extra money, but because she genuinely loves meeting and spending time with new dogs. It’s clear she really cares about the dogs she watches, and that made me feel great about leaving Cane in her care. Thanks again for taking such good care of Cane!!
Greg and family took care of Raven for 10 days while we were visiting our son's family in North Carolina. Everything went very well it seems and we are so pleased with the care and compassion that Greg and team put into their care for Raven. We received a picture each day which helped ease our sense of missing her. This is just the perfect place for her. We've already scheduled two more doggie day care sessions and truly appreciate working with them. Can't praise them enough as Raven is not the easiest dog to take care of.
The graciously allowed Waffles to stay with them despite the booking being short notice. They were very flexible and accommodating on the drop off and pick up times, and send pictures through the stay, which is always greatly appreciated. Great experience and look forward to be a repeat customer next time I am in need of help with boarding Waffles while in St. Louis.
Amy and Carl took the very best care of our girls. They kept us up to date on how they were doing. When we came home the girls were happy and content. Amy set up a little cubbyhole for our Bischon, who loves to sleep in little spaces. They played fresbee with our boarder Collie, her very favorite game. After getting to know them we had no concerns about leaving them. Our dogs are not easy, a little spoiled, but they felt right at home. I will definitely call on them again.
Dawn did a wonderful job taking care of our dog, Hank. She kept us updated throughout his stay and sent us photos, which gave us peace of mind knowing he was happy and doing well. Hank had the full run of the house and clearly felt comfortable and at home. When we picked him up, he seemed like he had really enjoyed his stay with Dawn. It’s obvious that she genuinely cares about the dogs in her care. We would definitely recommend Dawn and would be happy to have her watch Hank again!
Blanca is the absolute best!!! She took amazing care of my dog Oscar. I loved all the pictures, videos, and updates she sent me during his stay. The communication was great and she was very flexible with the drop off and pick up times. I will definitely be using her again in the future.
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 - Winchester
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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.
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 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 MO 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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