Pet Sitting & Drop In Visits in Winona, TN

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

1. Brooke

Vet-Tech Experience

Cookeville, TN, 37122

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Brooke has pet sat for me many many times. I have a special needs dog and she is able to administer meds and give special attention to my pup.This makes lea... (more)"

Confirmed Holiday Availability
2. Nicki

Home away from home for fur babies

Cookeville, TN, 38506

House Sitting, Drop-In Visits, Dog Walking

"Nicki has always responded quickly and willingly to our needs..whether it be the 100 pound chessie needing care and love or the 8 pound babydoll persian cat ... (more)"

Confirmed Holiday Availability
3. Mary

I’ll be your fairy dog mother :)

Cookeville, TN, 38501

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Mary has been taking care of my sweet, 10 year old, Cavalier King Charles Spaniel for a year now. She treats him as if he was her own. He’s always excited... (more)"

Confirmed Holiday Availability
4. Rosi

Medical concerns? I've got you.

Rickman, TN, 38580

House Sitting, Drop-In Visits, Dog Walking

"Could not ask for a better dogsitter! Cheapest in the area and willing to accommodate special animal needs with 4+ years in the veterinary field (Ragland's&R... (more)"

Confirmed Holiday Availability
5. Noel

Full time animal lover here for you

Cookeville, TN, 38506

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Noel is a very respectful, responsible, and fun loving person. Has always had animals and works very well with them, is able to read, and work with them. Yo... (more)"

6. Asa

I'll love your dog just like my own

Cookeville, TN, 38501

Drop-In Visits, Dog Walking

"Asa has worked with me on numerous occasion's helping me with my foster puppies tending to there needs lovingly and with much care. She is a true animal love... (more)"

7. Rachael

I'll run and play with your dog

Cookeville, TN, 38501

House Sitting, Drop-In Visits, Dog Walking

"Rachael has taken care of my dog many many times over the last several years, and I couldn't recommend her highly enough. It's clear she has a lifetime of e... (more)"

8. Vince

willing to run with your dog

Cookeville, TN, 38501

House Sitting, Drop-In Visits, Dog Walking

About: I'm definitely a dog person. I grew up in a house full of animals but dogs have always been my favorite. Since I've had pets almost my entire life ... (more)

9. Uriyah

Life is best with a dog!

cookeville, TN, 38506

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Resolute commitment to the care and wellbeing of animals has been interwoven into the very fabric of Uriyah's life since she was a child. Unwavering love and... (more)"

10. Kristin

Let me love your dog!

Cookeville, TN, 38501

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have a dog, who I love like a child. I will provide the same care for your pets as I do my own. I love animals and have experience in training an... (more)

Confirmed Holiday Availability
11. Matthew

I'll let him smell all the smells

Cookeville, TN, 38501

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Matt is amazing with dogs. He has had dogs all his life and has taken care of my senior dog on many occasions. He is a true dog lover and I would recommend h... (more)"

12. Madeline

I love animals, especially dogs!

Cookeville, TN, 38501

House Sitting, Drop-In Visits, Dog Walking

"Madeline has taken care of my babies on multiple occasions. I have rescue babies, whom are very shy of new people. I also have babies with allergies, and 2 t... (more)"

13. Daci

I love dogs!

Baxter, TN, 38544

Drop-In Visits, Dog Walking

About: I've had dogs in my family for as long as I can remember. Small breeds, large breeds, you name it, I've probably had it. I'm friendly, love to make... (more)

Confirmed Holiday Availability
14. Brittany

❤️LIVE-LOVE-BARK ❤️

Cookeville, TN, 38506

House Sitting, Drop-In Visits, Dog Walking

"We love being able to travel but we aren't always able to take our 90 lb lab, Sadie, with us. We have boarded her several times in the past and it just seems... (more)"

15. Jade

I'll love your pets like my own!

Cookeville, TN, 38505

House Sitting, Drop-In Visits, Dog Walking

"Jade Morrow has been working at a pet boarding and daycare facility for months, and she has shown that she is very loving and responsible towards all of the ... (more)"

Confirmed Christmas Availability
16. Zharia

Home full-time and belly rubs

Cookville TN, TN, 38501

House Sitting, Drop-In Visits, Dog Walking

"Zharia was a great dog sitter for my 3 year old English Bulldog, Mickey! I was gone for a week on vacation and she kept me up to date and sent me pictures of... (more)"

17. Jane

Dogs are-people with tails

Cookeville, TN, 38501

Drop-In Visits, Dog Walking

"Jane is definitely an animal lover. She treats her puppies like they are her kids. She will be an asset to Rocer.com. I wouldn't hesitate to call on Jane ... (more)"

18. Brittany

Dogs are people only with four legs

Cookeville, TN, 38506

Drop-In Visits, Dog Walking

1 repeat client

"It is obvious that Brittany loves animals. She takes great care of all fur babies, including ours and yours! She also has animals of her own that are very we... (more)"

19. Mariah

Experienced Kennel Tech

Cookeville, TN, 38506

Drop-In Visits, Dog Walking

1 repeat client

"I volunteer at the shelter where Mariah works and I see her interact with the dogs every day. I would completely trust her to care for my own dogs and would... (more)"

20. Cass

Excited to meet your furry friend

Cookeville, TN, 38501

Drop-In Visits, Dog Walking

"I have know and lived with Cass for many years and I know that he is incredible and loving to dogs. His dogs have been well trained, from young to old, and h... (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winona pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winona, TN, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winona pet sitters and avoid the kennel.