House Sitting in Cypress Gardens

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Colleen J.
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Sitter Profile Image: Colleen J.
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1. Colleen J.

24 hour "Spoil your Pet service"
Winter Haven, FL, 33884
2.9 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$30
per night

Colleen was great with our Dino who has severe separation anxiety. She knew exactly how to manage him and knew to take him for a walk just after we departed to distract him from our leaving. He remained calm and was not anxious when we returned. We will be reaching out to Colleen frequently - she's a gem!

Sitter Profile Image: Evan R.
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Sitter Profile Image: Evan R.
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2. Evan R.

We welcome your furry family here!
Haines City, FL, 33844
8.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
3 reviews
1 repeat client
from
$35
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 !

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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
7.1 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$45
per night

Gabby was amazing with our dog Chloe! We have only left her once, and that was with family. We met Gabby and she was very nice. We were out of state for 5 days and she made it easy for us as we were nervous! Chloe did so well, we got pictures from Gabby and updates. We absolutely will use her again! Highly recommend!

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Sitter Profile Image: Daniella G.
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Sitter Profile Image: Daniella G.
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4. Daniella G.

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

Daniella was absolutely wonderful looking after our furballs while we went on a week long vacation! She took great care of the house, followed instructions to a T and was very patient and calm with our large shepard/husky mix who is very slow to trust strangers. He absolutely ADORED her! We came home to a clean house and very happy animals! Highly recommend her and will be asking for her for our next vacation!

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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
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
164 reviews
55 repeat clients
from
$32
per night

Bradley did an amazing job with our 3 babies and kept us informed of everything happening with our pets and home. He even sent pictures of our mail and packages as they arrived and kept the house neat and tidy! I’ve had some bad experiences with previous house/pet sitters. Bradley did a phenomenal jobs and I felt very comfortable leaving our dachshunds in the hands of someone familiar with the breed. Expect lots of pictures of your pack!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brianna K.
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Sitter Profile Image: Brianna K.
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6. Brianna K.

Hello I love love love animals!
Winter Haven, FL, 33880
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$30
per night

Brianna is just amazing!!! She has stayed over with my dogs while I was out of town, and the dogs just love her!! She has become another family member to our dogs.

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Sitter Profile Image: Javid G.
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Sitter Profile Image: Javid G.
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7. Javid G.

Let’s have a PAW date 😊
Winter Haven, FL, 33881
6.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
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: Morgan V.
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Sitter Profile Image: Morgan V.
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8. Morgan V.

Pet Caretaker Extraordinaire
Winter Haven, FL, 33880
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
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: Memorial Day Weekend
Sitter Profile Image: Raechelle K.
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Sitter Profile Image: Raechelle K.
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9. Raechelle K.

Animals are my passion
Winter Haven, FL
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$30
per night

Raechelle is amazing ! She took great care of my Great Dane for a week and my house was clean when I returned home. I will definitely be calling her again.

Sitter Profile Image: Kayla L.
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Sitter Profile Image: Kayla L.
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10. Kayla L.

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

Wow! I feel so lucky to have found Kayla to watch my THREE large dogs. They all immediately loved her, and she was so kind and accommodating to my vacation schedule. Do not hesitate to book with this awesome sitter, but please do not hog her!! I'll need her again for my babies soon ❤️❤️❤️

Sitter Profile Image: Bellah V.
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Sitter Profile Image: Bellah V.
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11. Bellah V.

Your pets are my passion!
Eagle Lake, FL, 33839
4.6 mi. away
House Sitting
from
$40
per night

I know Bellah is punctual and can follow directions. I have given her a ride to work before and told her she needed to be ready at a specific time. She needed to be dressed for work and present at that specific time so I was not late to other things I needed to do afterward. She showed up at the agreed place on time as a result we were able to maintain our schedule. I know Bellah can take great care of animals. When I've asked her to feed my dogs and let them outside and then back in she did exactly what I ask. I knew I could trust her to take care of that so I wasn't worried about them while I was working.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal C.
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Sitter Profile Image: Crystal C.
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12. Crystal C.

Loving on pets for a living
Winter Haven, FL, 33884
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
15 repeat clients
from
$75
per night

Crystal was very professional and courteous. She helped ease my mind while I was at work and took care of both animals amazing. I would recommend her very highly and continue to use her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ana G.
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Sitter Profile Image: Ana G.
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13. Ana G.

Beloved pets in lovely hands
Winter haven, FL, 33880
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 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.

Sitter Profile Image: Lucy B.
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Sitter Profile Image: Lucy B.
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14. Lucy B.

Rover 101
Experienced Loving pet pal
Winter haven, FL, 33884
2.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
40 reviews
21 repeat clients
from
$53
per night

Lucy did an outstanding job. She kept us informed with lots of pictures and updates. Miss Olive always looked content and happy. She is on top of our list to use again.

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Sitter Profile Image: Christy M.
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Sitter Profile Image: Christy M.
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15. Christy M.

Animals are better than some people
Winter Haven, FL, 33880
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 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.

Sitter Profile Image: Cat R.
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Sitter Profile Image: Cat R.
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16. Cat R.

I love pets <3
Winter Haven, FL, 33880
2.1 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 did great on our meet and greet! Very kind and our dog loved her. She is not easily overwhelmed by special need asks. We are excited for our pup to spend the day with her tomorrow!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Heather O.
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Sitter Profile Image: Heather O.
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17. Heather O.

Your Best Friend's ,New Best Friend
Winter Haven, FL, 33880
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer B.
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Sitter Profile Image: Jennifer B.
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18. Jennifer B.

Pet Loving Single Mom
Winter Haven, FL, 33884
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$28
per night

Jennifer treated my pets as if they were her own. She was on time with feedings, outside play and medication. I will definitely be calling Jennifer again to sit with my boys. I wanted someone who would not only watch my boys but engage with them as well. I found that and so much more in Jennifer❤️

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Sitter Profile Image: Josselin G.
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Sitter Profile Image: Josselin G.
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19. Josselin G.

Pet Lover
Winter Haven, FL, 33880
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$33
per night

Thanks for taking such great care of our boys!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tony S.
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Sitter Profile Image: Tony S.
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20. Tony S.

Rover 101
Dog enthusiast/trainer
Winter Haven, FL, 33880
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$150
per night

Excellent service. Tony goes above and beyond!

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Rover also offers other services in Cypress Gardens:


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Cypress Gardens house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Cypress Gardens who can provide the care your dog needs, when they need it.

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