Dog Boarding in Winchester, TN
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Winchester dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Della was kind enough to board my two high-maintenance pups and I am so grateful for the care they received! I am new to the area and have been struggling to find the right place to board them, and I hit the jackpot with Della! She was great about sending pics daily and giving me updates. She was also able to keep my special needs dog happy and comfortable and made sure she received all of her daily medications. When I went to pick my dogs up they greeted me outside, but were in no hurry to leave. In dog terms, that's a glowing review.”
“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!”
“Heather was amazing with our dog while we were on vacation! He took to her right away and loved spending time in her great outdoor space. She kept us updated with videos and messages, which gave us peace of mind while we were away. He had a wonderful time. We’d definitely trust Heather to watch him again!”
“I recommend Gabriella. She was quick in getting back in touch with me. My boy, Sunny, had a lot of fun with her. She walked him on trails at her place. She sent me pictures of him everyday. When I need someone to take care of Sunny while I'm out of town, I will ask her. Thanks so much!”
About: My husband and I are Yorkie breeders, so we are very knowledgeable about anything Yorkie-related. We have experience with larger dogs as well, and we both enjoy dogs of most all breeds. I'm now an empty-nester, which means more time for loving on animals, including your sweet baby. :) I work from home on my own schedule, so I can devote much of my time to your furry friend(s), which makes for happy pets. I live on three wooded acres with the front yard fenced in, and dogs LOVE going for walks in the woods by the creek. My husband and I breed Yorkies, so we have the mommy and daddy permanently on the premises. We also have a medium-sized, mixed-breed dog, and altogether they make wonderful playmates for your dog(s). We have lots of space inside as well. We would love to have your sweet baby stay as often with us as you'd like. Your pet will be much loved and cared for by experienced pet owners.
“Teresa did such an amazing job with our dog! We will definitely be using her again for our future travels! She sent multiple pictures of our dog having a great time playing outside daily❤️. 10/10”
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.
“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.”
“Quill really enjoyed his stay with Sydney :) He has some separation anxiety, but with Sydney being so loving and treating him as her own while we were gone he was able to adjust and have a good time. He is also a very high energy dog, so having a couple that gave him the exercise and attention he needs was awesome. We will definitely book with her again in the future and recommend her for future clients!”
“Jodi was awesome! She had my dog for entire week with no problems at all. She sent me daily updates on how he was doing and went for lots of walks. This was my first time using her and I will definitely be leaving my dog with her in the future.”
About: What sets me apart is the time and attention I give each pet. I have a flexible schedule, so they get real companionship—not just quick visits. I’m experienced with both puppies (training basics) and senior pets (gentle care and meds), and I treat every animal like my own. Pet care fits naturally into my routine since I’ve got a flexible schedule and plenty of free time. I also have lots of breaks at work and live within 4 minutes, so I can easily stop by for extra visits, walks, and check-ins to make sure your pet gets consistent, attentive care I keep things pretty relaxed and stick to whatever routine your pet is used to—feeding, walks, playtime, and any meds if needed. Whether I’m in my home or yours, I make sure they’re comfortable, their space stays clean, and they’re getting plenty of attention. I’ve got a flexible schedule too, so I can check in often and just hang out with them so they don’t feel alone
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!
“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!”
“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.”
About: I have fostered over 250 amazing dogs, mostly seniors and special needs, so I have experience with most any medical or behavioral care. I have had dogs ages newborn to 16+ in my care, so I have experience with all the life stages. I have experience training dogs of all sizes, from 5 pounds to 150 pounds. I believe that my calming presence around animals set me apart to earn their trust. I am home nearly 24/7 and spend most of that with my personal pets or farm animals, so being with your pet would just be added into my routine. I have a fenced in yard. I have fostered over 250 dogs. While my small inside dogs are very friendly, I am comfortable with separating if needed using crates or gates. My inside dogs are 10 pounds and under. Pets have access to all areas of my home, with supervision.
“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: I used to foster for a rescue and I have taken care of dogs and cats of all sizes and ages. I am good with pets with medically and physically extra needs. I can also help train your dog while caring for them. I am available everyday to watch your pets. I treat pets like family and will also give them the highest level of care and lots of snuggles. I will take very good care of your pets and treat them like royalties. Currently I have a 1 year old cat who thinks she is a queen. And three dogs too
Over 31 pet parents in Winchester have booked dog boarding
Winchester dog parents share their Rover experiences
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The median cost per night for dog boarding in Winchester is $45
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It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winchester average 5 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2026, the median cost of dog boarding in Winchester is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winchester dog boarding rates can be found as low as $26 to as high as $55 per night.
As of Apr 2026, 24 sitters provided dog boarding in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 100% of Winchester dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winchester.
Rover makes it easy to find Winchester dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 24 dog boarding sitters in Winchester on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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