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 really appreciate Misty and her family who took great care of our pup! This was our first time leaving her overnight in someone else's care, so it was reassuring to get daily check-ins and photos. We'll definitely book Misty again in the future!”
“I can’t say enough wonderful things about Elizabeth. She took care of my dog for 2 1/2 weeks, sent a photo & comment every day about how Bessie was doing, and it was obvious she is passionate about animals! Because of her experience working for a vet I felt very comfortable that she was giving Bess her medicine, and since Bess is an older dog, she and her family gave her lots of cuddles and care. I won’t hesitate to ask her to dog sit again! Bessie also formed a friendship with one of their family’s dogs. She was very happy there!!”
“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.”
“Blake was AMAZING! He took my same-day booking when I had to travel last minute and my usual sitter fell through 🩷 it was my first time using Rover and my first time leaving Woods with someone he didn’t know so I was nervous, but I got videos and updates throughout each day! Both me and Woods had a great experience and I’ll 100% be reaching out Blake in the future”
“Dawn has done a great job. My dogs were happy and very well taken care of. She knew exactly what to do all the time. She sent pictures often and I felt very confident they were in the best possible hands. Thank you very much!”
“Carly and her family were the best sitters for Coco we could have asked for! Coco had so much fun she almost didn’t want to come home! We really appreciated the daily updates and pictures. We will definitely be booking with Carly again!”
“Jeanne came through for us on short notice and was able to keep our dog for four days. This was our second time using her and she was fantastic again. We will use her again for our august trip.”
“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! 🐶🐾❤️”
“Amy was great! I had to book at the last minute( literally the day before), and I am so glad she agreed. As soon as I dropped him off, I knew Amy was the right choice for a sitter. She was very sweet, kind, and took great care of my little guy. I would definitely recommend!”
“We had a great experience! She made our nervous dog feel comfortable from the very beginning and treated her like she was one of her own. She kept in great communication throughout the entire stay, sent lots of updates and photos, and gave us peace of mind while we were away. It was obvious how much she genuinely cared for our sweet girl and we will absolutely use her again.”
“Lorri was great taking care of our senior dog while we were out on a short vacation. She is very caring and would like to Know all about your pet’s routine so that she can help best. She is a warm gentle person and I am sure your pets will love her.”
“Many thanks to Erica for her good work. She even dropped my dog off at our regular dog sitter. Erica provided coverage while our regular sitter who was out of town. I had to have surgery during this time and Erica really made things go smoothly.”
“Amazing cat sitter! Qiyun/Kiki was so accommodating when we had to book our cat Lucy on very short notice. She took great care of her, sending regular pictures and updates on how she was doing. I would rate her 100 stars if I could ⭐️⭐️⭐️⭐️⭐️ Definitely have your kitty stay here!”
“We used her twice within a month for our mini bernedoodle! Bear was excited to go back the second time and ran inside. He was tired when he got home, a sure sign he had a good time.”
About: I’ve watched dogs for several of my friends and family in the past and have decided to take my care pet scratches to others in need. I’m currently a personal trainer. So I’ll have afternoons to come home and let the pups out. And I’m there for several hours at a time. I like to walk so they will get exercise in. I have a fenced in back yard. So the dogs will have plenty of space to run and play. They have a pond to drink from.
Dog parents share their Rover experiences - Winchester
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!
Had a great second experience with Misty and her family. She was easy to communicate with and helped me feel at ease when I shared a couple of my dog’s “quirks” that always worry me if she’s with other people. Dutchess came home happy and well cared for. Hoping to have her stay with them again in the future.
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.
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 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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