Doggy Day Care in Winchester

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Top rated Winchester doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Della B.
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Della B.
Star Sitter
from
$50
per day
4.9 out of 5 stars
77 reviews
23 repeat clients
10 years of experience
Winchester, TN, 37398

We left our two small dogs with Della for a few hours while we were doing a local tour on vacation. She said she took them out often, she was friendly, and they seemed very comfortable approaching her. She was waiting with them outside when we drove up to pick them up and both dogs were smiling! - that told me with the looks on their faces that they were comfortable, well cared for, and also happy and having fun. I would most definitely recommend her! And I’m very grateful that she was able to do this for us!

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Michael B.
Sitter Profile Image: Teresa C.
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Teresa C.
Star Sitter
from
$25
per day
5.0 out of 5 stars
19 reviews
6 repeat clients
50 years of experience
Manchester, TN, 37355

About: I’ve owned dogs for my entire life. I am currently a breeder. Loving and caring for dogs is my passion and I treat every dog like they are part of my family. I am a retired teacher who spends my days loving and caring for my fur babies. Pet care is a natural part of my daily routine and I am blessed to be able to give them the attention, playtime, and comfort they deserve. I offer loving pet care through both in-home and convenient drop-in visits. With years of experience raising cats and dogs, I provide a safe, comfortable, and affectionate environment, making sure your furry family members are happy and well cared for while you are away.

Sitter Profile Image: Kristen T.
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Kristen T.
from
$45
per day
5.0 out of 5 stars
21 reviews
8 repeat clients
20 years of experience
Tullahoma, TN, 37388

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.

Sitter Profile Image: Gabriella P.
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Gabriella P.
from
$35
per day
4.7 out of 5 stars
11 reviews
2 repeat clients
24 years of experience
Sewanee, TN, 37375

Beasley had a great day and was well cared for by Gabriella. I even got pictures during the day!!! We will definitely book again.

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Doran R.
Sitter Profile Image: Roy F.
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Roy F.
from
$40
per day
5.0 out of 5 stars
15 reviews
8 repeat clients
15 years of experience
Wartrace, TN, 37183

About: I've always been a dog person. I take care all of my family and friends dogs when they leave town. Familiar with dog training and nutrition. I work remotely and have freedom to walk, feed, and pay attention to your dogs as needed. I love dogs and enjoy helping them feel at ease. Pets can cuddle on ample dog beds and couches. I lost my dog a few years back and I just kept all her stuff set up. Your dogs will have free reign of backyard and house as long as they are well behaved.

Sitter Profile Image: Lawryn S.
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Lawryn S.
from
$28
per day
4.8 out of 5 stars
21 reviews
5 repeat clients
6 years of experience
New Market, AL, 35761

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

Sitter Profile Image: Jodi B.
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Jodi B.
from
$40
per day
5.0 out of 5 stars
57 reviews
20 repeat clients
35 years of experience
Tracy City, TN, 37387

Jodi has been great. Very responsive. Sends pics of my puppy to let me know how he's doing. Charlie is always excited to see her! He had a cone on from being neutered and she was able to take care of him without any problem. Highly recommend Jodi!

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Nicholas T.
Sitter Profile Image: Christina R.
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Christina R.
from
$38
per day
5.0 out of 5 stars
25 reviews
6 repeat clients
20 years of experience
Scottsboro, AL, 35768

Christina does an AWESOME job of watching my fur baby two times a week for “doggy daycare”. She is caring, knowledgeable, and a wonderful communicator. Christina provides a safe and clean environment. And, my boy loves playing with her little doggy crew and family. I’m so happy I found her!

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Amanda B.
Sitter Profile Image: Sydney C.
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Sydney C.
from
$35
per day
5.0 out of 5 stars
49 reviews
23 repeat clients
10 years of experience
South Pittsburg, TN, 37380

About: My wife and I have taken care of family and friends loving best friends together for almost 5 years. Individually, we've taken care of them much much longer. Our names are Sydney and Savannah. We both started out with family and friends pets. Around the age of 10. Until eventually, we grew our own customers and met new families! You can count on us to give your loved one the utmost care and of course, plenty of kisses, they deserve. If your dog wants to run, we'll run. If they wanna stay inside and play with toys, Our 2 babies would love to join and play along. My dogs are my children, I'll make sure to love yours like my own. If you're looking for someone trustworthy enough for your furry family, you found us. We can work with tight schedules and we will always do our best to make life just a little easier. We are also able to take care of special needs dogs. Contact us today if you have any questions, we can schedule a meet and greet today! My wife and I enjoy our time with our family & fur babies. Whenever your baby is here, they’re family! We always have someone home☀️ We full time RV live so we have a lot of activities we can do on a daily basis! Inside isn’t really our thing. ☀️

Sitter Profile Image: Victoria I.
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Victoria I.
from
$18
per day
4.8 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Fayetteville, TN, 37334

About: I have a big heart for taking care of dogs of all shapes and sizes. Even special needs dogs. (I have one that has seizures). If your dog needs a little training I will be happy to help. I am good with grooming. Prayers forbid I should need to use it but i am good with first aid too. I once was a CNA and was trained in CPR too. I let the licence go because I realized I wanted take care of animals, mostly dogs, not humans. I want to follow my heart and feel happy with my life. Dogs are special creatures and should be treated as such. I will even do vet trips for you if needed. I am available almost every day all day except the rare doctor appointment days.

Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$30
per day
5.0 out of 5 stars
3 reviews
20 years of experience
Shelbyville, TN, 37160

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.

Sitter Profile Image: Wanna & Manuel K.
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Wanna & Manuel K.
from
$30
per day
25 years of experience
New Market, AL, 35761

About: Loving home and pet owner myself, excited about welcoming your pet into our home and family. My husband and I have over 40 years of experience caring and loving for dogs. We currently have a furry friend for your loved one to play with and little ones that will keep them loved and active. I am a stay at home mom with two boys, so pet care is the perfect fit for our lifestyle and gives me the ability to be home and interact with your loved when you cannot. Our home has a fully fenced back yard for your loved one to play and take potty breaks often. The main area of the home is open to your loved one to play, snack and lounge around. We don’t like to keep animals unattended in the back yard so feel safe knowing that they will be warm in the winter and cool in the summer with the rest of the family.

Sitter Profile Image: Jenna S.
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Jenna S.
from
$25
per day
5.0 out of 5 stars
13 reviews
7 repeat clients
16 years of experience
Manchester, TN, 37355

Great location and residence. Jenny is the best. My love connected with her immediately. I would highly recommend her. Really trust her with my pooch.

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Carlos
Sitter Profile Image: Ana F.
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Ana F.
from
$50
per day
4.8 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Tullahoma, TN, 37388

She kept me updated the entire time which I did love. I wasn't a huge fan of the company/loud music going off which can make him a little nervous when I picked him up but overall not a bad experience.

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Franki P.
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Over 4
pet parents in Winchester have booked doggy day care

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The median cost per day for doggy day care in Winchester is $35

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Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winchester on Rover as of Jun 2026 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Winchester doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 19 sitters provided doggy day care in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winchester.

Winchester doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winchester sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 19 sitters offering doggy day care 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 doggy day care 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 doggy day care 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.