House Sitting in Winter Haven

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Kayla L.
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Sitter Profile Image: Kayla L.
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1.

Kayla L.

Licensed Vet Tech and Animal Lover!
Lake Wales, FL
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
89 reviews
41 repeat clients
from
$45
per night

I am very pleased with Kayla and the care she took of my dogs. I received updates and photos while I was away and when I returned, I couldn't even tell anyone had stayed in my house! I will definitely call on her the next time I am out of town. I would highly recommend Kayla.

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Sitter Profile Image: Cat R.
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Sitter Profile Image: Cat R.
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2.

Cat R.

I love pets <3
Winter Haven, FL, 33880
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$37
per night

Cat is always so kind and responsible. Rudolph LOVES her! She sends tons of photos and updates without me having to ask, which I love. Highly recommend!

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Sitter Profile Image: Gabby B.
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Sitter Profile Image: Gabby B.
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3.

Gabby B.

Experienced Animal Lover
Winter Haven, FL, 33880
4.9 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$45
per night

Gabby took great care of my three dogs while we were gone for the weekend. She was punctual, easy to communicate with, and I came home to a clean home. I would recommend Gabby for any and all of your pet sitting needs!

Sitter Profile Image: Evan R.
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Sitter Profile Image: Evan R.
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4.

Evan R.

We welcome your furry family here
Haines City, FL, 33844
7.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$28
per night

This was our first time booking Rover and wasn't sure what to expect. BUT Evan was wonderful.. She did exactly what was asked.. Our 2 older dogs can be a bit high maintenance with health issues.. But I can not say enough on how great she was. She stayed the entire time with them, and loved up on them as if they were her own. You can tell Evan loves what she is doing ..We have her booked for our next trip !

Confirmed availability: Easter Weekend
Sitter Profile Image: Bradley L.
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Sitter Profile Image: Bradley L.
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5.

Bradley L.

Rover 101
All dogs big and small!
Bartow, FL, 33830
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
160 reviews
52 repeat clients
from
$32
per night

Bradley was incredible with our dogs! We have 1 with extreme anxiety but he managed him so well and got creative to get him to eat when he was most anxious. I cannot thank him or recommend him enough! We will definitely be using him again in the future!

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Sitter Profile Image: Kyndrea S.
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Sitter Profile Image: Kyndrea S.
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6.

Kyndrea S.

Pets are Family too
Auburndale, FL, 33823
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$30
per night

About: I’ve taken care of senior dogs that required diapers to puppies. Friends and family have relied on me to take care of their fur babies (cats included) I currently work a full time job. I would feed (depending on your feeding schedule) and walk or take out your pet before work. And also when I return from work. Also will let your pet out to do their business before bedtime. I can watch your pet in your home if you would like. I will leave your home they way I found it. If you’d rather me watch your pet in my home, I do have a fenced yard and no pets.

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Sitter Profile Image: Morgan V.
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Sitter Profile Image: Morgan V.
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7.

Morgan V.

Pet Caretaker Extraordinaire
Winter Haven, FL, 33880
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Morgan has watched my dog and cat multiple times. She’s a very trustworthy person and one of the only ones I trust to stay at my house and care for my animals. Highly recommend for any walks, check-ins, and overnight stays.

Confirmed availability: Easter Weekend
Sitter Profile Image: Heather O.
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Sitter Profile Image: Heather O.
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8.

Heather O.

Your Best Friend's ,New Best Friend
Winter Haven, FL, 33880
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Heather is a great pet sitter! She was very attentive to my fur babies and gave me updates with videos and pictures. I am so glad I was able to have her take care of my babies in such a last minute. I will definitely use her again in the near future.

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Sitter Profile Image: Charity A.
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Sitter Profile Image: Charity A.
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9.

Charity A.

Animal Lovers Extraordinaire
Lake Alfred, FL, 33850
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$30
per night

Charity is awesome! She is very caring and kind. She was so great with our dog. He is a little apprehensive of new people and she gave him the needed space when she arrived until he warmed up to her. She gave him lots of love and attention. She took great care of him with plenty of walks and TLC. We highly recommend her.

Sitter Profile Image: Victoria N.
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Sitter Profile Image: Victoria N.
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10.

Victoria N.

Rover 101
A Four Legged Word Is Love
Winter Haven, FL, 33881
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
122 reviews
74 repeat clients
from
$40
per night

Vickie stayed with our two pit mixes while we were away for our wedding weekend. She was very attentive to our pups and understanding of their "special needs." Vickie's veterinary background and her work training service dogs gave us 100% confidence in her! We highly recommend Vickie!

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Sitter Profile Image: Daniella G.
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Sitter Profile Image: Daniella G.
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11.

Daniella G.

I'll give over 110% every time!
Winter haven, FL, 33884
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$35
per night

Daniella was great and made sure my dog sticked to his normal routine while I was away. She even made sure my sister’s pet rabbit was taken care of. She sent pictures and updates which made it easier to be away and we came home to clean house! Overall, I am super happy with the care Daniella provided!

Sitter Profile Image: Debra K.
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Sitter Profile Image: Debra K.
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12.

Debra K.

Dogs are Heart Healer’s 💕
Winter Haven, FL, 33884
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$50
per night

Where do I begin! Absolutely 5 ⭐️ Experience with Debra. My husband and I haven’t had great luck with dog sitter’s. I tried this app as a last resort before boarding. I met Debra prior to having her dog-sit & expressed my concerns with my previous experiences. She went above and beyond with our dog, she was in constant contact, sending us photos and providing updates. I had total peace of mind leaving our pup with her. She also left our home immaculate which is a huge deal for me. 100% will be asking Debra to care for our pup again. Thank you so much!!!!!!!

Sitter Profile Image: Javid G.
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Sitter Profile Image: Javid G.
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13.

Javid G.

Let’s have a PAW date 😊
Winter Haven, FL, 33881
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night

About: I’ve been taking care of animals as far as I can remember. such as dogs, cats, birds and fish lol. So trust me when I says your fur babies are in great hands. I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Gianna G.
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Sitter Profile Image: Gianna G.
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14.

Gianna G.

Pet Mom Helping Fellow Pet Parents
Auburndale, FL, 33823
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

We’ve used Gianna to watch our dogs on multiple occasions and she’s been great! Professional, punctual, and she treats our dogs like they’re her own.

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Sitter Profile Image: Makenzie M.
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Sitter Profile Image: Makenzie M.
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15.

Makenzie M.

Aussie mom and awesome pilot
Winter Haven, FL, 33880
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$25
per night

Makenzie is such a good dog friend to my pup. She takes really good care of him and he's always happy. She's trustworthy and responsible. Loves dogs too!

Sitter Profile Image: Kirst M.
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Sitter Profile Image: Kirst M.
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16.

Kirst M.

May lead to excessive tail wagging
Cypress Gardens, FL, 33884
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$55
per night

Kirstyn is amazing with our lab, she is very patient and attentive to his needs and caring for him . He doesn’t even miss us when we are away !! I would highly recommend her to care for your pet .

Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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17.

Ana G.

Beloved pets in lovely hands
Winter haven, FL, 33880
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$40
per night

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.

Confirmed availability: Easter Weekend
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
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$32
per night

About: Hi my name is Sonia. I am 25 years old and have been caring for pets for a little over 20 years. Growing up I have always had dogs, cats and birds. I have lots of experience in caring for all animals, whether on a farm or a house pet. You name it! I recently got out of the ARMY and I am currently in school working on my degree to become a Veterinarian. In the years prior to the ARMY I volunteered at a local animal hospital caring for the animals who had extended stays. I also have volunteer time with local animal shelters doing dog walks and dropping off items that are needed. I would love to be considered on your dog walking or boarding journey :)

Sitter Profile Image: Christy M.
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Sitter Profile Image: Christy M.
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19.

Christy M.

Animals are better than some people
Winter Haven, FL, 33880
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$45
per night

Christy would be excellent with any pet. She loves animals. She has even gone to the local shelter to help out with their animals. She is very responsible and trustworthy.

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Sitter Profile Image: Taylor V.
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Sitter Profile Image: Taylor V.
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20.

Taylor V.

Energetic College Student
Winter Haven, FL, 33880
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

Taylor was fantastic. Very kind and spent a lot of time playing with and walking our pups. Will definitely book again.

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Winter Haven House Sitting ratings

Overall Rating:
4.8 out of 5 stars

House sitters in Winter Haven are rated on average 4.8 out of 5 stars based on 81 reviews.

Rover also offers House Sitting in:

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Never beg a friend to watch your house again. With Rover, you can find the perfect house sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted house sitters who can provide the care your pet needs, when they need it.

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