Dog Boarding Winchester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 43 pet parents in Winchester have booked dog boarding
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.
“Heather was wonderful with our girls. We have a reactive pup and she worked so well with her. It was so nice to be able to enjoy our trip without worrying. Would absolutely rebook with Heather. Glad we found her!!!”
“My cat Willow had such a great time! I loved getting pictures everyday to see how she was doing. She was cared for so well! I’m so glad there’s someone close by that I can trust to help out with my animals!!”
“We an awesome experience with Roy. He communicated and sent pictures regularly, and took care of our Lola as if she were his own. We will definitely be using him again in the future if need be.”
“I needed a last minute boarding for my pup and Ana was available. My dog seemed to have a great time playing over at Ana's. She kept me up to date with pictures throughout the stay. I would definitely book again.”
“Christina was an amazing choice! She sent daily pictures, videos, and updates. This was my first time boarding Whisky and he was BEGGING to go back and hang out with his new friends! You can't go wrong with Christina and her family.”
“Shannon is great! Her and her dog Goose are very welcoming. They were able to give my doggo the best time while I was away. It's hard to leave your dog behind on a trip but it's a lot easier when you know they are in good hands. She gave me great pictures and videos so I could be at ease while I was away.”
“Jodi B. worked out great! She was kind and also flexible working with my dogs pick up and drop off schedule. I could tell my pup enjoyed her stay. I will use Jodi B.in the future for sure!”
“Jenna was great! Milo really had a wonderful time with her and she said he even did well with her cat(s). She’s responsive, attentive and loving with her care for fur babies. Will be rebooking with her again!”
“This was the first time I have used Victoria’s service. When I was dropping off my Bassets with her, I immediately sensed the friendliness presence with her and her family. The dogs were comfortable and happy. She sent me pictures yesterday. Was very friendly today. I will be booking with her again.”
“Stephanie went above and beyond to take care of our pups while out of town for an entire week. We received photos and videos every day. She was quick to respond and made sure our pups were well taken care of. We will definitely use her again in the future!”
About: I have had pets my whole life. I am very active and love playing with and walking your babies. I have had the privilege to watch many fur babies in the Winchester, Tullahoma and Manchester area. I have lived in Tullahoma for a year, with my two dogs. All 5 of my children are now out of the house. I am not working, teaching or Coaching. Therefor I have a lot of time. My only commitments are when I go watch my kids play Lacrosse at their Colleges. My husband travels so I thought this would be a fun way to make some side cash and new friends. I have a fenced yard and will accept crated dogs too. I have opened my home to overnight pets. At your home, I get on the floor and play with the fur babies and go for walks.
“Everything was great with Shakia! She took great care to understand Rosie's needs, and made sure to communicate with me. I especially loved that Rosie got a couple of walks in the country. I fully expect to book with Shakia again!”
“I don’t think my dog wanted to leave Brandie’s house! Brandie did a very good job with our chocolate lab and my dog came home in such a great mood. We will defiantly be using Brandie more in the future. She is very Flexible and very understanding.”
“I just want to start off saying if I could give a 1000 ⭐'s I would. I needed someone to board my cats within 30 minutes of finding this app. I came across Haley's profile first and I am so glad I did. My cats were terrified and she was immediately just so inviting and making sure I was ok with leaving them. My cats came around and were like a part of her family. She sent me pictures and the overall experience made me feel at ease and Haley sent me pictures and kept me up to date. I would absolutely use Haley again without question. Thank you Haley for taking care of my babies like they were your own.”
About: I am home throughout the day with my own family - so your dog will receive lots of love, care, and attention while in our home. I have had experience with many animals of all kinds, as well as animals with diverse personalities and needs. I can administer medicine and be in tune with their specific needs, and the way that you personally like things done for your pet. While I am not in a season to have my own dog, I look forward to enjoying yours while you need to be away! I work from home and will be with your pet majority of the time. Sometimes I need to run errands, but I am not gone for more than 2-3 hours at a time. So lots of snuggles, play, and exercise. I have a fenced in yard that has plenty of room for your dog to run, play, and stretch their legs. I have 6 children between the ages of 4-17 that all do well with pets. They are respectful of their space and love to snuggle and play with them. Your dog will get lots of love and play time without being overwhelmed. We do have outdoor cats that will tolerate dogs ;)
“Inna was amazing. Not only did she accept Cooper LAST minute, but because of the weather, we were stuck in California and she graciously agreed to keep him for a couple of more days until we could get home. She sent me videos and pictures every day and he seemed so happy to be with her. I would definitely recommend her and plan on using her again for sure!!”
About: Hi y’all! I’m Maxie, I used to work as a CNA! I have raised all types of animals from age 5 up to my age now! I have lived on our farm in Tennessee for over 23 years! I’ve dealt with any situation you could think of! I LOVE animals! And getting to know them! Here at home, I am the go to girl for the neighborhood when anyone needs anything for their pets! I’m super good with animals and people! I have all the free time on my hands at any moment when YOU need me! I’m super reliable and trustworthy! And will get the job done! And your fur baby will have a new friend! I can’t wait to meet you and your pawfect babies! :) I’m a hard worker, and love spending the time with fur babies! I always make plans around the babies and allow time to be with them! Snuggles, lovens and anything you need I’m there! I have three of my own! I always make sure they are having fun even if that means sleeping, playing, walking even cuddling! They are treated as my own and loved to the max!
About: Animals are an absolute passion for me. I really love to take care of dogs and cats. They are so amazing and loved! I love to have new experiences from different dogs which it will teach me a lot of skills. I can take the responsibility and make sure the pet is safe and feel alright or comfortable which it’s important to me. Same for cats, for sure! I would love to play or take it outside for walking. Being able to interact with pets and restrain them when necessary. Meet their needs and their goals for them. Make sure to feed in correct ways for them. Train them if they want me to. I can’t wait to see new adventure in the forward! My schedule is very flexible, and I am available for a wide range of days and hours, including mornings, afternoons, evenings, weekends, and holidays when needed. I am happy to work with each pet owner’s schedule and do my best to accommodate their needs. Your pet’s safety, comfort, and well, being are my top priorities. In my home, I provide a calm, clean, and supervised environment with plenty of care and attention, keeping their routine as consistent as possible. I also have a little dog, so visiting pets should be comfortable in a home with a friendly small dog present. In a client’s home, I carefully follow all instructions, including feeding, exercise, medication, and house rules. In both settings, I ensure a safe, clean, and loving environment so pets feel comfortable and owners feel confident and at ease.
The median cost per night for dog boarding in Winchester is $35
Dog parents share their Rover experiences - Winchester
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- 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.
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FAQs for Boarding - Winchester
Frequently asked questions about Rover
The average cost for Dog Boarding in Winchester on Rover is $43.07 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 45 sitters on Rover offering Dog Boarding across Winchester. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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 TN 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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