Dog Boarding Winchester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 42 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.
“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!!”
“My girls LOVE Teresa!! Her home is extremely warm and inviting, and she has so much room and toys for enrichment! They always come home happy and exhausted- couldn’t recommend enough!”
“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!!!”
“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.”
“Roy is an absolute “Dream Sitter”! He takes only one client at a time or multiples from the same family. Well-behaved dogs will have free range in his home and large fenced yard! There are no kids or cats and Roy works from home so he is able to supervise and support your family member(s). He is definitely worth the drive from our home in Rockvale (outside Arrington, TN.). So if you cherish your “kids” as we do and want to be able to have some peace during your time away Roy has the experience and knowledge you are seeking to place your trust. The Patterson Family (20-day boarding)”
“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!”
“Sweet, sweet Haley kept my Pom for 11 days….she was soooo good to her and with her, I was beginning to wonder if Sif would come home with me!! Haley, with my permission, went and got Sif some meds for her sneezing from their freshly cut grass….and some more treats!! Excellent job!! Couldn’t have asked for better!! A++ Max”
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.
“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!”
“Christina was the absolute best at being kind and friendly to dog. She sent plenty of updates and photos while we were away. She took out dog in like one of here own. Highly recommended.”
“Jodi was amazing with our puppy Bennie! It was our first time boarding him and she alleviated all nerves. She sent multiple updates and wonderful photos. He even got sick for the first time and she helped him through it while we were away. She is wonderful and Bennie loves her! Will definitely book Jodi again!!”
“Brandie thank you for having our poppy over this weekend. Thank you for the updates and picture, Axle seemed to be very happy at your place. We are looking forward to keep you as out sitter for future needs. Supper recommended!”
“Patrick was awesome for taking Whiskey last minute. I am a nervous fur baby mom. So I like a lot of pictures and updates, Patrick did communicate everyday, but sometimes later in the day. He has a sweet fur baby that Whiskey loved playing with. Patrick was very sweet and playful with my high energy Bel Mal.”
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: Hi! My name is Alyssa, and I’m 19 year old college student with years of experience owning and caring for dogs. I’ve grown up around dogs and have always been very involved in their daily care, including feeding, walking, playing, and making sure they feel safe and loved. I’m very active and truly enjoy long walks and playtime, so your dog will get plenty of exercise and attention. I also own a large dog myself, so I’m comfortable handling bigger breeds and understand the responsibility that comes with them. I absolutely love puppies and have the patience and energy needed to help them feel comfortable and cared for. While I don’t offer overnight stays, I’m reliable, attentive, and happy to follow any instructions you provide to keep your dog’s routine consistent. Your dog’s safety, happiness, and comfort are my top priorities, and I’ll treat them as if they were my own. I look forward to meeting you and your pup! Pet care fits easily into my routine. I work part-time, so I have plenty of time to give your dog attention, play, and exercise. I do have classes on Tuesday and Thursday mornings, but I’m flexible and available the rest of the week to meet your pet’s needs. I care for pets by following their normal routine as closely as possible so they feel comfortable and safe. During visits, I make sure they’re fed on time, have fresh water, get plenty of exercise, and receive lots of attention and affection. I enjoy taking dogs on walks, playing with them, and making sure they get the activity they need. I’m comfortable handling large dogs and energetic puppies, and I always prioritize safety, cleanliness, and your pet’s happiness while in my care.
About: I’ve grown up with dogs, cats, horses, you name it. Animals are underrated as members of the family in my opinion and I just want to make sure any animal in my care is treated like family. I take care of my animals (two dogs and a kitty cat) daily and they have a pretty set routine, I would be working my schedule around their routine and working on my days off. I’m happy to drop in and check on your babies and give them love and attention on long work days. I know how stressful it is to be at work knowing your baby is alone at home and I’m happy to help!
“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.”
The median cost per night for dog boarding in Winchester is $38
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.
Why Choose Rover?
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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FAQs for Dog Boarding - Winchester
Frequently asked questions about Rover
The average cost for Dog Boarding in Winchester on Rover is $42.8 per night (as of July 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 July 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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