Pet Sitting in Winter Haven

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
DeeDee H.
1.
Our lives revolve around our dogs!!Dundee, FL, 33838
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

DeeDee is a wonderful pet sitter. She genuinely cares about animals. She took excellent care of my pets and I will definitely ask her to watch them again. (more)

from
$15
per visit
Calendar Recently Updated
Aubrey R.
2.
A loving dog and cat mom.Winter Haven, FL, 33880
Drop-In Visits, Dog Walking

Aubrey took great care of mojo and sent me updates about her visit, I’m very grateful for her help and highly recommend her to anyone needing help with your pet (more)

from
$16
per visit
Confirmed availability: Memorial Day
Ralinda R.
I am such a dog/animal lover!Haines City, FL, 33844
Drop-In Visits, Dog Walking

Ralinda is awesome & caring. She looked after our Tau real well. Loved the pictures, and loved that she played with him too! Thank you Ralinda ? (more)

from
$15
per visit
Calendar Recently Updated
Emely C.
4.
Love + Fun = The Best Dog WalksEagle Lake, FL, 33839
Drop-In Visits, Dog Walking

Emely was amazing! She took great care of my dogs, cats and my turtle. She went above and beyond, and was very communicative. She sent amazing photos, and eased… (more)

from
$20
per visit
Confirmed availability: Memorial Day
Sheila A.
5.
I enjoy walks in parks and trails!Winter Haven, FL, 33880
Drop-In Visits, Dog Walking

Sheila is such a great care giver for dogs. She plays with my dog to gain trust, she incorporates training and is so patient with my dog. She is a great person… (more)

from
$20
per visit
Calendar Recently Updated
Especially fur youAuburndale, FL, 33823
Drop-In Visits, Dog Walking

Felicia is an incredible dog sitter. Not only is she tentative to my dogs, she is patient with their individual needs. I have 3 dogs, my oldest (a senior) has b… (more)

from
$18
per visit
Confirmed availability: Memorial Day
All dogs big and small!Bartow, FL, 33830
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

There are not enough kind words to describe Bradly and how great he was with Knox! When we got home we definitely knew he was loved and cared for…we even think … (more)

from
$15
per visit
Calendar Recently Updated
Love, is a rapid tail wag!Winter Haven, FL, 33881
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’m an attorney in Tampa and Tiffany has been taking care of my dog for over one year. She’s done an excellent job and is very dependable. I know she has her ow… (more)

from
$25
per visit
Confirmed availability: Memorial Day
Pet loving familyWinter Haven, FL, 33880
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Michelle is such a good person to watch your dogs!! She has a huge space for them to play and have a good time. Plus she’s very lovable and kind of all of the p… (more)

from
$15
per visit
Calendar Recently Updated
10.
Trustworthy & always punctual.winter haven, FL, 33884
House Sitting, Drop-In Visits, Dog Walking

Ashley is a very gentle and caring person, very personable and passionate! I would recommend her to anyone who needs a dog sitter, SHE IS FANTASTIC :) (more)

from
$15
per visit
Confirmed availability: Memorial Day
11.
Sitter,Groomer & Special Needs CareWinter Haven, FL, 33880
House Sitting, Drop-In Visits, Dog Walking

Arianna was amazing, I really trust her with my dog. Honestly I was worried going into dog sitting, leaving my dog alone, i really wanted someone i knew, but sh… (more)

from
$30
per visit
Confirmed availability: Memorial Day
12.
I make tails wag!Winter haven, FL, 33884
House Sitting, Drop-In Visits, Dog Walking
9 years of experience

About: I have cared for various types of animals since I was around 10 years old. Animals from dogs to cats to horses to geckos. You can trust me to take gr… (more)

from
$15
per visit
Confirmed availability: Memorial Day
13.
Animal Foster mom here to help!Winter Haven, FL, 33880
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Candice is amazing with animals and deeply cares about them. She does an amazing job taking care of them and making them live their best lives. I would trust he… (more)

from
$14
per visit
Confirmed availability: Memorial Day
14.
Animal lover// Vet studentWinter Haven, FL, 33880
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Maria was fantastic, reliable, and thorough. Thankful for the sweet pictures and great notes! (more)

from
$14
per visit
Confirmed availability: Memorial Day
15.
Your fur baby’s new best friend!Winter haven, FL, 33884
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have had several dog sitters and this young lady is by far the most thorough and trustworthy I have had the pleasure to work with…. I’m so glad our dogs had a… (more)

from
$16
per visit
Calendar Recently Updated
16.
100% Fluent in WOOF WOOFAuburndale, FL, 33823
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My experience began back when I lived in Tampa, FL. My main business was caring for the pets of executives, business owners, and anyone who is simply… (more)

from
$20
per visit
17.
Does your dog need TLC? Here I am!Winter Haven, FL, 33884
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I can’t say enough great things! This was my first time using a dog sister that was not close friends or family! I can now say Teresa is family! She and her hus… (more)

from
$20
per visit
Confirmed availability: Memorial Day
18.
Let me know how I can help you!Winter Haven, FL, 33880
Dog Boarding, Drop-In Visits, Dog Walking

I'm convinced Brandie is an actual angel. She has been taking care of my grandma's cat while she's in the hospital and really went way above and beyond. She hel… (more)

from
$22
per visit
Confirmed availability: Memorial Day
19.
I love dogs they are like kidsWinter haven, FL, 33881
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 years of experience

About: I've 2 dogs living with me like my kids I love dogs I likes to take care of dogs I am available on weekends and holidays I am working full time … (more)

from
$17
per visit
20.
Energetic College StudentWinter Haven, FL, 33880
House Sitting, Drop-In Visits, Dog Walking

Here’s why I’m so happy we found Taylor. I have rescue dogs. Two of the 3 are pit bulls and are big babies, but can seem aggressive by the barking. On Taylor’… (more)

from
$15
per visit

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 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 near you, 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 pet sitters and avoid the kennel.