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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What size are your dogs (lbs)?

Search Results

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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
44 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!

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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
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 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: Kayla L.
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Sitter Profile Image: Kayla L.
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3.

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
89 reviews
41 repeat clients
from
$45
per night

Kayla was very sweet and sent us lots of pics of our pups. They seemed to really enjoy her being with them while we were away. Having two older dogs I always get nervous when we leave, but felt comfortable with them in her care. We will be booking Kayla again for future trips.

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Sitter Profile Image: Gabby B.
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Sitter Profile Image: Gabby B.
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4.

Gabby B.

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

Gabby did a great job staying with our two dogs. The house was just as we left it. She was communicative and sent pictures while we were gone. We would absolutely have her again!

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Sitter Profile Image: Evan R.
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Sitter Profile Image: Evan R.
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5.

Evan R.

We welcome your furry family here
Haines City, FL, 33844
8.0 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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6.

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
160 reviews
52 repeat clients
from
$32
per night

Bradley is the best! He is so reliable and has a special touch with animals. He is a great person and someone we can count on to take care of our doggies. Our dogs love him.

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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
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

We love Morgan! She’s the first person we call when we need someone to care for our pups. My one dog is very particular and has to stick to a schedule - Morgan is great at keeping her on track when we’re out of town.

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
2.1 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: Daniella G.
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Sitter Profile Image: Daniella G.
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9.

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
27 reviews
6 repeat clients
from
$35
per night

Daniella was AMAZING !!! We were so nervous to leave our fur babies for our wedding as our all our usual dog sitters would be with us , but Daniella made everything so easy! Daniella came to our house prior to meet the animals and talk to us about the stay and what was needed! The animals immediately took to her! Once the stay came I felt completely comfortable. Daniella sent us pictures everyday of all our fur babies along with message updates! When we arrived home, our house was so clean- I’m talking cleaner than when we left ! I would highly recommend her !!

Sitter Profile Image: Charity A.
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Sitter Profile Image: Charity A.
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10.

Charity A.

Animal Lovers Extraordinaire
Lake Alfred, FL, 33850
6.8 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: Debra K.
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Sitter Profile Image: Debra K.
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11.

Debra K.

Dogs are Heart Healer’s 💕
Winter Haven, FL, 33884
1.8 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: india w.
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Sitter Profile Image: india w.
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12.

india w.

Can’t wait to meet your pet!
Winter Haven, FL, 33884
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$30
per night

She is very attentive to the pets needs and loves and cares for them as if they’re her own children, would definitely recommend her for your pet sitting needs 10/10

Sitter Profile Image: Marquette S.
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Sitter Profile Image: Marquette S.
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13.

Marquette S.

Your babies new best friend 🐾
Winter Haven, FL, 33884
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

About: I have owed animals my entire life, from dogs and cats to horses and rabbits. I was a foster for years for a rescue before moving across the country. I have experience with special needs animals. I will love and spoil your babies like they are my own. I am currently working remotely from home. I have time in the mornings, evenings and on the weekends to hangout with and take care of your pets. I have three dogs who eat better than me and I feed the neighborhood cats in my area. I have experience giving medication if needed.

Confirmed availability: Easter Weekend
Sitter Profile Image: Crystal C.
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Sitter Profile Image: Crystal C.
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14.

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
48 reviews
14 repeat clients
from
$75
per night

We can’t say enough amazing things about Crystal!! She sent pictures and updates while we were away! At our initial meet and greet, we knew right away she was the perfect fit! We will most definitely use her services next time we go away! 100% highly recommend her! :-)

Sitter Profile Image: Theresa F.
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Sitter Profile Image: Theresa F.
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15.

Theresa F.

Loves Animals!
Winter Haven, FL, 33884
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Theresa did so well caring for my Charcoal Lab! She was patient and kind, making sure he got all the attention he needed and more while I was out of town. She kept me updated on how he was behaving and how she left him. I highly recommend.

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Sitter Profile Image: Makenzie M.
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Sitter Profile Image: Makenzie M.
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16.

Makenzie M.

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

Makenzie has watched my cat when I’ve been out of town and has done a wonderful job! I’ve also seen her with dogs, she loves to play with them and take care of them. Would for sure let her watch my kitty again!

Sitter Profile Image: Bria N.
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Sitter Profile Image: Bria N.
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17.

Bria N.

I love and adore all animals :)
Winter Haven, FL, 33880
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$30
per night

Bria was excellent, my Roscoe couldn't of been in better hands. This was the first time I've have used Rover and I already have Bria booked again.

Sitter Profile Image: Kirst M.
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Sitter Profile Image: Kirst M.
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18.

Kirst M.

May lead to excessive tail wagging
Cypress Gardens, FL, 33884
0.1 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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19.

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
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.

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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
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

Taylor was amazing! We got several updates and pictures through the duration that she took care of our pets. She also able to make friends with my high anxiety chihuahua. We will definitely book her again!

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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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