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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ralinda R.
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Sitter Profile Image: Ralinda R.
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1.

Ralinda R.

I am such a dog/animal lover!
Haines City, FL, 33844
Drop-In Visits, Dog Walking
5.0
61 reviews
22 repeat clients
from
$20
per visit

Ralinda was wonderful with our sweet kitty Yoda. Always on time and very attentive to our kitty’s needs. I would highly recommend her, and I will definitely book her in the future.

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Sitter Profile Image: Crystal C.
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Sitter Profile Image: Crystal C.
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2.

Crystal C.

Loving on pets for a living
Winter Haven, FL, 33884
House Sitting, Drop-In Visits, Dog Walking
5.0
40 reviews
11 repeat clients
from
$20
per visit

Crystal is the absolute bestest best there is! She goes above and beyond and really is just the bees knees! We will ask her first every time! :-)

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Sitter Profile Image: Aubrey R.
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Sitter Profile Image: Aubrey R.
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3.

Aubrey R.

A loving dog and cat mom.
Winter Haven, FL, 33880
Drop-In Visits, Dog Walking
5.0
48 reviews
18 repeat clients
from
$18
per visit

Aubrey has really helped me through a difficult time transitioning to a new home and having to be away for extended periods on personal affairs.....she is a very professional, trustworthy young lady that in a short time I have come to really rely upon to provide care and attention for my dog. I have every confidence in the service she provides me both as a pet owner and homeowner. Highly recommended.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Katie Z.
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Sitter Profile Image: Katie Z.
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4.

Katie Z.

RoverGO
You Leave Em’, We Love Em’.
Winter Haven, FL, 33881
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
60 reviews
20 repeat clients
from
$20
per visit

Katie was excellent!! She took great care of my cat and did everything exactly as I asked. Outstanding overall. Definitely recommend her to anyone looking for consistent, responsible care for your pet. Will absolutely use her again if I need to leave town and she is available. Thank you, Katie!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Michelle & Kevin & Jeffrey S.
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Sitter Profile Image: Michelle & Kevin & Jeffrey S.
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5.

Michelle & Kevin & Jeffrey S.

Pet loving family
Winter Haven, FL, 33880
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
212 reviews
78 repeat clients
from
$17
per visit

This family came recommended by a friend and I am happy to report that I would highly recommend them. They came to my home 3 times a day and let me know when they got there, when they left, and what they did while with my dog, Sierra. We had arranged a meeting beforehand and Sierra remembered them. It was great to see pictures each time they came and they genuinely made Sierra feel less alone. We have never hired someone we didn’t know to come into our home but I felt very safe with them and will definitely use them again.

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Sitter Profile Image: Deone H.
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Sitter Profile Image: Deone H.
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6.

Deone H.

Rover 101
Less stress on you and you're pets
Auburndale, FL, 33823
Boarding, Drop-In Visits
5.0
24 reviews
5 repeat clients
from
$20
per visit

My husband and I truly appreciate Deone! She took great care of our dog while we were out of town. She went above and beyond to make sure Bruno ate his food and she gave amazing updates. We will definitely be using Deone again ?

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Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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7.

Ashley W.

Gentle Care, True Service..
winter haven, FL, 33884
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
11 repeat clients
from
$20
per visit

Ashley provided exceptional care to our pets, Odie and Hermes, while we were away. Her attention to detail and understanding of our dog's special needs stood out, reflecting her profound love for animals. Her compassionate care and amazing communication throughout her visits made it evident that she treated our dogs as if they were her own. We will undoubtedly use her services again for our future travels!

Sitter Profile Image: Amyah C.
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Sitter Profile Image: Amyah C.
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8.

Amyah C.

DOG LIVES MATTER!
Winterhaven, FL, 33881
Drop-In Visits, Dog Walking
5.0
19 reviews
7 repeat clients
from
$15
per visit

Remained in constant communication and dogs always looked extremely happy. Definitely will book with her again!!

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Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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9.

Jennifer B.

Pet Loving Single Mom
Winter Haven, FL, 33884
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
2 repeat clients
from
$15
per visit

Jennifer is amazing! She came through for our family when we were left high and dry at the last-minute. She gave daily updates and pic. This was our first time using Rover and I'm forever grateful she was the only that was available!

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Sitter Profile Image: Heather O.
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Sitter Profile Image: Heather O.
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10.

Heather O.

Your Best Friend's ,New Best Friend
Winter Haven, FL, 33880
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$15
per visit

Heather was great! Reliable and on time! Have lots of updates and even went to check on him one more time when we needed it! Thank you

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Sitter Profile Image: Dianne F.
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Sitter Profile Image: Dianne F.
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11.

Dianne F.

Treat Your Pet to Pawsitively Care!
Winter Haven, FL, 33884
Drop-In Visits, Dog Walking
5.0
3 reviews
from
$14
per visit

Dianne was great with my two Westies! She came every day as scheduled, great communication and sent me pictures. My dogs were happy with the great care in my absence and their kennel stayed clean. I will definitely book Dianne for all my pet needs.

Sitter Profile Image: Amy G.
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Sitter Profile Image: Amy G.
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12.

Amy G.

Let’s walk, play! Come over or stay
Winter haven, FL, 33880
Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$20
per visit

Amy is great with our two dogs! Very thankful to have her!!

Sitter Profile Image: Christy M.
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Sitter Profile Image: Christy M.
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13.

Christy M.

Animals are better than some people
Winter Haven, FL, 33880
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$15
per visit

Thank you so much for accepting my booking so quickly and letting my dogs out to potty!

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Sitter Profile Image: Candice R.
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Sitter Profile Image: Candice R.
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14.

Candice R.

Happy Partner for Happy Paws 🐾
Winter Haven, FL, 33880
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
117 reviews
40 repeat clients
from
$16
per visit

Candice showed my 2 cats so much love! I highly recommended her service she is very reliable and trustworthy. I will definitely be using her service again!

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Sitter Profile Image: Kelly S.
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Sitter Profile Image: Kelly S.
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15.

Kelly S.

The best care for your best friend!
Winter Haven, FL, 33881
Drop-In Visits, Dog Walking
1 review
from
$18
per visit

Kelly is everything you want in a dog sitter. She has a genuine love for animals and it shows in the way she cares for my yorkie Kio. Kelly was my dog sitter on several occarions and she was very accommodating to my hectic schedule. Pick up and drop off was easy and Kio is always very well taken care of. Thank you.

Sitter Profile Image: Bo K.
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Sitter Profile Image: Bo K.
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16.

Bo K.

Providing peace of mind and care
Winter Haven, FL, 33880
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Your pet will make a new friend, and will be in great hands with Bo. Animals just seem to love him - I think because of his easy going/calm demeanor. He is reliable and you can trust him - which is so important when you have someone come in to your home!

Sitter Profile Image: Cat R.
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Sitter Profile Image: Cat R.
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17.

Cat R.

I love pets <3
Winter Haven, FL, 33880
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$25
per visit

Cat is the perfect role for this. ive never met anyone who loves animals more! Used to watch my dogs everyday for months while i was working

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sonia G.
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Sitter Profile Image: Sonia G.
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18.

Sonia G.

The doggy whisperer :)
Winter haven, FL, 33880
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
4 repeat clients
from
$10
per visit

Sonia took excellent care of our dogs! Her visit times were exactly as requested and she sent us pictures of the dogs after every visit. We came home to happy, relaxed dogs!

Sitter Profile Image: Brandie H.
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Sitter Profile Image: Brandie H.
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19.

Brandie H.

Let me know how I can help you!
Winter Haven, FL, 33880
Drop-In Visits, Dog Walking
5.0
9 reviews
3 repeat clients
from
$22
per visit

This is the third time that Brandie sited of Lobo and the first time she sited Oonie for us. It’s nice to know that my babies are well when we go out of town. They love her and she always keeps us updated on everything that they do. I will continue to use her services and highly recommended her to y’all.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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20.

Ana G.

Beloved pets in lovely hands
Winter haven, FL, 33880
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
3 repeat clients
from
$28
per visit

About: I am new to this app but I’ve been taking care of other people pets for a few years now. I love to take care of pets.I know the basic knowledge of animal behavior. I’ve taken care of pets who had medications. I also document everything the pet does so the owner is aware of everything. I have experience taking care of senior dogs and those sweet souls are the best ! I am active so I don’t worry about your pets need for exercise I usually bring them along with me . I will always be watching them so they are not going to leave my site and if anything if it’s okay with the parent I will take them with me so they won’t stay alone. I have no problem of taking care or big or small pets, all is welcomed here. Don’t worry if they are not poorly trained , I also have experience with pets that are not and it’s okay I will try to help to train them when they come hit if they make a mess it’s no big deal I’ll just clean it and try to show them the right way .So bring your pet along and they will have a good time here. They are no dangers or hazards here . This house is welcoming your pet with open arms :) I am currently not working so I am at home all the time so no need of having to worry about find a sitter last minute or one that can work with your hours I am free 24/7 at your service . I do have a big back yard with a fence so they have a lot of room and space to play. I also have one of those built in pools that we don’t use anymore so I usually let my dogs swim in it ( it’s clean with no bleach just straight water) it’s 10 ftX 30 so they also would have a pool they can swim in and don’t worry I will mostly like be in the water with them and if not in the water I will be right beside watching them. I do have cats and dogs but they are friendly. My dogs will love to play with your pets especially cats since they are around them all the time. If you do bring a pet that is not okay with cats that’s fine. I have a crate for them if anything also they will not be together. So no need to worry about that. Your pet is going to be safe here. Also the neighbor is also good, no crimes or bad people in it so that’s a plus :) In the back of the yard and inside the house, there will be no plants that are harmful to our pets nor food. Trust when I say that if your pet has a strict schedule, I AM going to follow that Schedule and not miss one bit.

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Winter Haven Pet Sitting & Drop Ins ratings

Overall Rating:

Pet sitters in Winter Haven are rated on average 5 out of 5 stars based on 198 reviews.

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.

Drop-In Visits