Dog Boarding in Winchester, TN

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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.

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

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!

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Jeff F.
Sitter Profile Image: Gabriella P.
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Gabriella P.
from
$40
per night
4.8 out of 5 stars
13 reviews
2 repeat clients
24 years of experience
Sewanee, TN, 37375

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!!

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J D.
Sitter Profile Image: Teresa C.
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Teresa C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
50 years of experience
Manchester, TN, 37355

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

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Sierra H.
Sitter Profile Image: Heather M.
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Heather M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
55 reviews
25 repeat clients
25 years of experience
Fayetteville, TN, 37334

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!!!

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Kelsie F.
Sitter Profile Image: Marissa G.
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Marissa G.
from
$25
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
6 years of experience
Tullahoma, TN, 37388

Marissa & Steven were great with my little Kanoa! They kept me updated and sent me pictures and provided good care for him. And Kanoa had a good time with them.

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Donna Q.
Sitter Profile Image: Jenna S.
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Jenna S.
from
$45
per night
5.0 out of 5 stars
13 reviews
7 repeat clients
16 years of experience
Manchester, TN, 37355

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!

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Elle K.
Sitter Profile Image: Roy F.
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Roy F.
from
$49
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
15 years of experience
Wartrace, TN, 37183

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.

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Suenalie S.
Sitter Profile Image: Kristen T.
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Kristen T.
from
$55
per night
5.0 out of 5 stars
22 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: Ana F.
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Ana F.
from
$50
per night
4.8 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Tullahoma, TN, 37388

my dog was happy and healthy after I picked him up. Ana was very communicative throughout the boarding period and sent me daily pictures which I used to wait for. My dog seemed to get a lot of outdoor times, walks, and playtimes with other dogs. I also opted for the bathing service. He came back looking fresh and his coat was very well taken care of. definitely recommend her!

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Faisal A.
Sitter Profile Image: Haley W.
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Haley W.
from
$34
per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
New market, AL, 35761

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.

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Tanyss S.
Sitter Profile Image: Jodi B.
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Jodi B.
from
$55
per night
5.0 out of 5 stars
57 reviews
21 repeat clients
35 years of experience
Tracy City, TN, 37387

It was amazing experience I’ve ever had! I was able to enjoy my time away without having to worry due to the daily photo updates. They were with Jody for 4 days and they came back just as we left them. They were brushed and cleaned. It shows that she really took care of them. I highly recommend her. Of course, I will be using her services again❣️Thank you so much,Jodi!

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Claire Y.
Sitter Profile Image: Sydney C.
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Sydney C.
from
$30
per night
5.0 out of 5 stars
49 reviews
23 repeat clients
10 years of experience
South Pittsburg, TN, 37380

Sydney was amazing with Titan and Blu. Titan has actually been kinda sad today due to having to leave the friend he made in Maggie (another dog they were sitting). I’ve had horrible experiences with sitters before where my dog has come back bleeding with cuts and scrapes all over his body so I was reluctant to leave him again but I do not regret my decision to book with Sydney! I’d definitely use her again for future travels.

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Reqell N.
Sitter Profile Image: Lawryn S.
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Lawryn S.
from
$30
per night
4.8 out of 5 stars
22 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: Brandie W.
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Brandie W.
from
$45
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
Hazel Green, AL, 35750

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.

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Amurican L.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$40
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Shelbyville, TN, 37160

Stephanie really brought out my dog’s personality! T had the time of her life and I knew she was in good, qualified hands. I even learned a thing or two. I would definitely recommend Stephanie and will be back next year. *such cute photos too :)

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Jacquie C.
Sitter Profile Image: Maxie C.
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Maxie C.
from
$50
per night
5.0 out of 5 stars
28 reviews
10 repeat clients
25 years of experience
Jasper, TN, 37347

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!

Sitter Profile Image: Christina R.
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Christina R.
from
$45
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
20 years of experience
Scottsboro, AL, 35768

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.

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Dustin S.
Sitter Profile Image: Nickie P.
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Nickie P.
from
$25
per night
10 years of experience
Manchester, TN, 37355

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!

Sitter Profile Image: Victoria I.
Verified Background Check
Victoria I.
from
$25
per night
4.8 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Fayetteville, TN, 37334

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.

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Christie N.
Sitter Profile Image: Wanna & Manuel K.
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Wanna & Manuel K.
from
$38
per night
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.

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Over 41
pet parents in Winchester have booked dog boarding

Winchester dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We are so grateful for Della’s support during Maya’s stay. Della sent us regular photo and video updates, which gave us so much peace of mind. Thank you again Della. Your home is beautiful and we know you took the best possible care of our Maya.

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Rick F.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Winchester is $40

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    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.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winchester average 6
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Winchester is $40 per night, including service fees. Boarding your dog for one week typically costs $280. 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 $29 to as high as $55 per night.

If you’re searching for a Winchester dog boarding 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, 46 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, 92% of Winchester dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 6 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 46 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.