Dog Boarding in Winchester, TN
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Top rated Winchester dog boarders
“Super flexible, easy going, and tentative to my dog. Can not state enough how much I appreciated the ease of mind knowing my fur baby was in good hands!”
“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!!!”
“Roy is such a gem! He took great care of both of our dogs, gave us a few updates on how they were doing without us asking while we were on our trip and made the drop-off and pick-up so seamless. Highly recommend trusting Roy with your furry family members. We’ll definitely be using Roy in the future.”
“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.”
“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!!”
“Haley and her Family are outstanding providers. My little guy obviously got all the love and attention as if he were with me. (No doubt MORE so than he is accustomed to) :D My buddy felt right at home the moment he walked in. Making me feel comfortable with leaving him with Haley and her Family. I am appreciative and thankful to have found Haley on such short notice. Dude misses you all and thank you again for taking care of my Buddy.”
About: I am a licensed veterinary technician in the state of TN and would love to make extra money in my home taking care of your fur babies I currently have a homeschooled 16 year old that can play with the pets during the day when I’m not home I go home for lunch and can make sure the pets get walked at least 3 times a day I do not have a fenced yard but have a safe place to walk them away from the road and other animals. I will make sure they are double leashed and safe
“Great experience! Brandiw was attentive and took great care of our dogs. We are so happy to find someone close by that can provide a more personalized and safe option for our dogs. We will definitely be boarding with her again!”
About: I have had pets my whole life and I am currently learning how to train dogs and puppies. I am very active and love playing with and walking your babies. I just moved to Tullahoma with my two dogs and two kitties. 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 meet other peoples Furbabies. I have a fenced yard and will accept crated dogs too. I will allow your pets at my home during the day but not overnight. I will walk and play with your dogs. for 30 min periods of time as requested by you.
About: Animals have been part of my life since day one. Raised by a mom who loved all creatures great and small, I’ve cared for everything from sugar gliders and chinchillas to nearly every breed of cat and dog. I connect quickly with pets and treat them like family—because to me, they are. Pet care fits naturally into my day. I work from home, so your pet will have plenty of attention, companionship, and care throughout the day. In my home, your pet will feel like part of the family. We have a good-sized yard, playful kids, and a friendly dog for built-in company. Crating is no problem if that’s part of your pet’s routine - we’re happy to adapt to their needs!
About: Howdy! My name is Pierce! I’ve been caring for pets of my own and of friends / family since I was 16! I’m available anytime of the day or night! I’ve taken care of rabbits, hamsters, turtles, tortoises, Great Danes / Pyrenees, Maine Coons, birds, nonvenomous / non-constricting snakes, rats and mice, and teeny fur babies alike! I can’t wait to meet your pets!! Just give me a holler! 😁 I have a redbone coonhound and an orange tabby of my own so I still care for animals every day, but growing up I lived on a farm with tons of animals! We had snakes and rats / mice as well! I’ve given shots to animals, and my old dog had to have arthritis medicine every day. I love every animal! I’m very knowledgeable with many different animals. I always let animals sniff me before I go in for a pet, and I’ve never met a pet that didn’t love me back!
“Josh and his family goes above and beyond, I could not of asked for a better place for my dog to stay while I was away. An amazing yard to play, and an even more amazing group of people who truly do care about your pet. If you are looking for peace of mind while you’re on vacation and want your fur baby’s to have fun too. This must be the place!”
“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.”
About: I have many years of caring for pets and ran my own kennel in Florida for about 13 years and was a Vet technician for 8years I’m available weekends and can also be on call if needed. I can also be available on some Wednesday’s and holidays I’m open to any times I will care for your pet as if they are my own fur baby and will provide what is needed to take the best care of your pet
“Our dog is house trained but he got so excited with all the fur friends he met there upon arrival, he started marking his territory. I was so embarrassed but Taina was so understanding. She sent us pictures of their walks. When we returned to pick him up, he looked so happy and well taken cared for. Thanks again, Taina!”
About: I have been watching dogs since about 06-08. My first job was a 3 month stay at one family's house. I love to watch dogs and get to know different personalities. I have had dogs in my house since I was 12 and haven't been without one since. I like to take the dogs to a dog park when the weather is nice if the owners are okay with that. I am available to stay as long as necessary. I am pretty open with where I can stay, within 20 miles of Murfreesboro. I have stayed with my clients' pets for years now, and I have built a rapport with them and their fur babies. I watch cats and dogs regularly. I help with multiple transport volunteer groups, as well, and that is so much fun. I have references available upon request. I work 40 hours a week, 2p-10p, most weeks. I do work some Saturdays from 6p-12a or 12p-12a. I work primarily from home, but I do have to go out to take calls when they come in, which can leave the animals alone for up to 8 hours, but usually no more than 4. I use leashes as necessary. I am open to staying in the owner's home or boarding at my house. I have a fenced-in yard. Due to my fence only being about 4 feet, I do not feel comfortable boarding larger dogs. If that is what the owner has, I am okay with being at their house because the dog is used to that environment. I have a dog of my own that I have with me, whether sitting at your house or boarding. She is a mini dachshund and gets along with others well. Cats are more interested in her than she is of them.
Loving dog boarding sitters in your neighborhood
Search Results
Christopher & Christina W.
Star Sitter
“Super flexible, easy going, and tentative to my dog. Can not state enough how much I appreciated the ease of mind knowing my fur baby was in good hands!”
Heather M.Star Sitter
“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!!!”
Lauren B.
“Molly seemed to have a good stay with Lauren, who provided daily pictures of our happy puppy! We would definitely recommend Lauren.”
Della B.
“Della was a wonderful care giver of my mom’s dearest companion! She kept us updated on how we was doing with texts and pictures. We’ll definitely come back!”
Roy F.
“Roy is such a gem! He took great care of both of our dogs, gave us a few updates on how they were doing without us asking while we were on our trip and made the drop-off and pick-up so seamless. Highly recommend trusting Roy with your furry family members. We’ll definitely be using Roy in the future.”
Patrick s.
“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.”
Jodi B.
“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!!”
Aubrey T.
“Very grateful to have found Aubrey to watch our dog. Friendly, communicative and easy to work with. She shared photos and updates with us daily. Will look forward to booking with her again.”
Haley W.
“Haley and her Family are outstanding providers. My little guy obviously got all the love and attention as if he were with me. (No doubt MORE so than he is accustomed to) :D My buddy felt right at home the moment he walked in. Making me feel comfortable with leaving him with Haley and her Family. I am appreciative and thankful to have found Haley on such short notice. Dude misses you all and thank you again for taking care of my Buddy.”
Brittany F.
About: I am a licensed veterinary technician in the state of TN and would love to make extra money in my home taking care of your fur babies I currently have a homeschooled 16 year old that can play with the pets during the day when I’m not home I go home for lunch and can make sure the pets get walked at least 3 times a day I do not have a fenced yard but have a safe place to walk them away from the road and other animals. I will make sure they are double leashed and safe
Brandie W.
“Great experience! Brandiw was attentive and took great care of our dogs. We are so happy to find someone close by that can provide a more personalized and safe option for our dogs. We will definitely be boarding with her again!”
Kristen T.
“Kristen has taken care of my two cats (Josie 18yo & Kona 13 yo) with such love and affection. I never worry when they are in her care because she truly cares for them as if they were her own 100% recommend!”
Kristen W.
About: Animals have been part of my life since day one. Raised by a mom who loved all creatures great and small, I’ve cared for everything from sugar gliders and chinchillas to nearly every breed of cat and dog. I connect quickly with pets and treat them like family—because to me, they are. Pet care fits naturally into my day. I work from home, so your pet will have plenty of attention, companionship, and care throughout the day. In my home, your pet will feel like part of the family. We have a good-sized yard, playful kids, and a friendly dog for built-in company. Crating is no problem if that’s part of your pet’s routine - we’re happy to adapt to their needs!
Pierce T.
““Pierce is one of my three sons. He’s always had a natural way with animals and they always always love him. We had multiple dogs and cats while he was growing up. He cared for all kinds of animals: rabbits, hamsters, mice, birds, and turtles too! Whenever my husband and I are out of town he always watches over the house for us to make sure it’s not a complete wreck when we get back, and he’d send us pictures to keep us from missing our pets too too much while we’re gone. That’s really what made us think to tell him he should try to find a job pet sitting for people. He has a real knack for it!””
Josh Y.
“Josh and his family goes above and beyond, I could not of asked for a better place for my dog to stay while I was away. An amazing yard to play, and an even more amazing group of people who truly do care about your pet. If you are looking for peace of mind while you’re on vacation and want your fur baby’s to have fun too. This must be the place!”
Christina R.
“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.”
Christabell E.
“christabell is a very responsible, caring and loving pet owner. she has always taken great care of my cats whenever i was away, and they love her. I know she’ll bring joy to many pets and families like how she did with mine.”
Taina P.
“Our dog is house trained but he got so excited with all the fur friends he met there upon arrival, he started marking his territory. I was so embarrassed but Taina was so understanding. She sent us pictures of their walks. When we returned to pick him up, he looked so happy and well taken cared for. Thanks again, Taina!”
Toni S.
About: I have been watching dogs since about 06-08. My first job was a 3 month stay at one family's house. I love to watch dogs and get to know different personalities. I have had dogs in my house since I was 12 and haven't been without one since. I like to take the dogs to a dog park when the weather is nice if the owners are okay with that. I am available to stay as long as necessary. I am pretty open with where I can stay, within 20 miles of Murfreesboro. I have stayed with my clients' pets for years now, and I have built a rapport with them and their fur babies. I watch cats and dogs regularly. I help with multiple transport volunteer groups, as well, and that is so much fun. I have references available upon request. I work 40 hours a week, 2p-10p, most weeks. I do work some Saturdays from 6p-12a or 12p-12a. I work primarily from home, but I do have to go out to take calls when they come in, which can leave the animals alone for up to 8 hours, but usually no more than 4. I use leashes as necessary. I am open to staying in the owner's home or boarding at my house. I have a fenced-in yard. Due to my fence only being about 4 feet, I do not feel comfortable boarding larger dogs. If that is what the owner has, I am okay with being at their house because the dog is used to that environment. I have a dog of my own that I have with me, whether sitting at your house or boarding. She is a mini dachshund and gets along with others well. Cats are more interested in her than she is of them.
Hailey M.
“Hailey was absolutely amazing with watching our dog! She sent lots of pics and updates! She was so easy to work with and we will definitely use her again!!”
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1. Search
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Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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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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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winchester is $35 per night, including service fees. Boarding your dog for one week typically costs $245. 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 $49 per night.
As of Aug 2025, 19 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 4 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 19 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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