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Add your dates and pets to get accurate pricing. Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

Sitter Profile Image: Raquel M.
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Sitter Profile Image: Raquel M.
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1. Raquel M.
Star Sitter

I’m happy to help with care 🐾
Lake Wales, FL, 33853
3.6 mi. away
from
$35
per day
5.0 out of 5.0 stars
62 reviews
9 repeat clients
Profile image

Raquel was so great with my pup! He tends to get anxious when at a new place and I could tell he felt comfortable. She sent me a picture of him wrapped up in a blanket and he was a happy pup upon my return. This is my first time leaving him outside of family, and I felt at ease with Raquel! :)

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Jenn B.
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Sitter Profile Image: Jenn B.
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2. Jenn B.
Rover 101
Star Sitter

🐾Your pet’s home away from home 🐾
Winter Haven, FL, 33880
6.5 mi. away
from
$35
per day
4.9 out of 5.0 stars
100 reviews
32 repeat clients
Profile image

Jenn helped us as we traveled to Tampa for the weekend with our dog and need last minute dog day care with late hours. My husband and I were most appreciative of the service she povided and the interaction Winter was able to have with the othe dogs. Thank you again, Jenn!

Availability updated 4 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Melinda M.
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Sitter Profile Image: Melinda M.
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3. Melinda M.
Star Sitter

Where Pets are Treated like Family.
Winter haven, FL, 33880
6.8 mi. away
from
$30
per day
5.0 out of 5.0 stars
84 reviews
30 repeat clients
Profile image

Melinda is great! Charlie had a doggie day with her in preparation for an upcoming longer stay. I love she sends me pictures of my Charlie! Looking forward to having Charlie stay again!

Availability updated today
Confirmed availability for 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.
Star Sitter

You Leave Em’, We Love Em’.
Winter Haven, FL, 33881
8.7 mi. away
from
$30
per day
5.0 out of 5.0 stars
176 reviews
57 repeat clients
Profile image

I booked daycare with Katie at the last minute. She is kind and provided timely responses. Katie sent me a video and plenty of pictures, so it was nice to see my dogs having a good time! They seem like they enjoyed and I would definitely recommend having your dogs stay with her.

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Colleen J.
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Sitter Profile Image: Colleen J.
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5. Colleen J.
Star Sitter

24 hour "Spoil your Pet service"
Winter Haven, FL, 33884
2.9 mi. away
from
$30
per day
5.0 out of 5.0 stars
60 reviews
15 repeat clients

Colleen is the most responsible and trusted person I know. She has been watching my two chihuahuas and sometimes my house since 2010. Her daily routine revolves around dogs and she pays a great deal of attention to furry friends. She gets down to their level and showers them with love. She is very dependable and always comes through. My dogs adore her and if I say her name their ears perk up and go to the door looking for her. Colleen is the best! I highly recommend her.

Availability updated 6 days ago
Sitter Profile Image: Ed N.
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Sitter Profile Image: Ed N.
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6. Ed N.
Rover 101

Grandma at home all day !
Lake Wales, FL, 33859
1.4 mi. away
from
$25
per day
5.0 out of 5.0 stars
185 reviews
48 repeat clients
Profile image

What a fabulous experience! We were visiting the area for a week and used them as day time sitters. Our 2 dogs couldn't wait to get out of the car each morning to see Noreen. They didn't even look back as we drove away... normally they don't want us out of their sight! We will definitely use Noreen and Jim again when visiting the area.

Availability updated 11 months ago
Sitter Profile Image: Alisha S.
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Sitter Profile Image: Alisha S.
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7. Alisha S.

I will give them all my love.
Winter haven, FL, 33884
5.1 mi. away
from
$29
per day
1 review

Alisha is an amazing human that has the upmost respect and love for animals. She has been an animal owner for as long as I can remember and treats them with just as much love and respect as a human. Allowing her to work for your company will allow these animals the love they need while their owners are away. She is honest, punctual and incredibly caring. Shes clean and has plenty of pet knowledge. She will be a wonderful addition to rover. I have used this company myself and would have chosen her if she was an option.

Availability updated 5 days ago
Sitter Profile Image: Elizabeth J.
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Sitter Profile Image: Elizabeth J.
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8. Elizabeth J.

Simple Life
Winter Haven, FL, 33880
5.5 mi. away
from
$30
per day
5.0 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Elizabeth was amazing!! she did great with my pup and sent pictures the whole time to keep me updated!! would for sure recommend her to anyone and will be coming back!

Availability updated 7 days ago
Sitter Profile Image: Jayla M.
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Sitter Profile Image: Jayla M.
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9. Jayla M.

Best Pet Caregiver
Winter Haven, FL, 33884
3.8 mi. away
from
$40
per day
5.0 out of 5.0 stars
6 reviews
1 repeat client

Jayla was such a blessing to come by. She was readily available last minute for our needs of watching our dog. She was so welcoming when we arrived and our dog loved her instantly. We received photo updates during our time apart and Max was very happy and properly cared for. Max comes by for visits and jayla has became part of our family. Forever our sitter.

Availability updated 4 months ago
Sitter Profile Image: Karie E.
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Sitter Profile Image: Karie E.
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10. Karie E.
Star Sitter

Let's Play Outdoors!
Winter Haven, FL, 33884
4.9 mi. away
from
$25
per day
5.0 out of 5.0 stars
18 reviews
9 repeat clients

Karie is the most reliable sitter we have found in the Lauderdale Lakes Fl area. We have two dogs, Milo and Coby, and I swear these two goldendoodles love Karie more than my wife and I. We try to book Karie every chance we get, and as she is a Remote Worker, she makes time to see the doggies 3x a week. She is very active outdoors, is sure to get a jog or her daily steps in and will pick up M&C on the way. We are thrilled recommend her to our friends and neighbors as we are now moving to a different state, you will love Karie, and the love, attention and care she gives to pets.

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Sandy D.
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Sitter Profile Image: Sandy D.
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11. Sandy D.

Care for K9 and Feline Kids
Waverly, FL, 33877
4.8 mi. away
from
$37
per day
5.0 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Sandy was SUPERB with my Cody! She’s so in touch with the dogs and truly cares/loves them. I was so happy with her care of Cody and would recommend her for your pets care.

Availability updated over 1 year ago
Sitter Profile Image: Deidre "Dee" N.
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Sitter Profile Image: Deidre "Dee" N.
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12. Deidre "Dee" N.

More than JUST boarding
Lake Hamilton, FL, 33851
8.4 mi. away
from
$31
per day
5.0 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Very professional. Grateful for last minute acceptance of my Chipper Dawg! Thanks for taking care of my fur baby!

Availability updated 7 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Dee S.
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Sitter Profile Image: Dee S.
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13. Dee S.

Pets ARE family!💖
Lake Wales, FL, 33859
5.3 mi. away
from
$35
per day
5.0 out of 5.0 stars
25 reviews
7 repeat clients

I have two cats. It is great to have Dee available if i need someone to take care of them. If you want anyone in your home to care for your pets, its Dee. She's trustworthy and will ensure your pets are safe and receive excellent care. She will also updat you promptly. My cats love her. She also has a dog of her own who absolutely adores her. You will be glad you hired her.

Availability updated 34 days ago
Sitter Profile Image: William G.
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Sitter Profile Image: William G.
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14. William G.

Your pet's home away from home♡
Lake Wales, FL, 33898
6.4 mi. away
from
$35
per day
5.0 out of 5.0 stars
3 reviews

I cannot recommend William and Ashley highly enough! They took care of my dog, Lexi, for nine days—the longest I've ever left her with a sitter. During that time, they ensured she got to enjoy all her favorite activities, including lots of walks and playing ball. Lexi came home happy and obviously well-cared for. William and Ashley's dedication and attention to detail made me feel at ease while I was away. They truly went above and beyond, and I am incredibly grateful for their outstanding care of Lexi.

Availability updated 5 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Jennifer P.
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Sitter Profile Image: Jennifer P.
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15. Jennifer P.

Caring for Dogs Like Family !
winter haven, FL, 33884
3.8 mi. away
from
$25
per day
1 review

Jenn has cared for my dog Blossom several times, and every visit is a joy for her. Blossom always gets excited when we arrive at Jenn’s house—she clearly feels safe and loved. Jenn treats her like she’s her own dog, and I’ve never had a single concern. She’s responsible, caring, and genuinely loves the pets she looks after.

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Paola O.
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Sitter Profile Image: Paola O.
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16. Paola O.

We Walk The Walk, And Bark The Bark
Dundee, FL, 33838
7.0 mi. away
from
$45
per day
1 review
2 repeat clients

Paola has taken care of my dogs for the longest. She does a good job and she follows all the rules that you tell her. She's always going be my dog sitter.

Availability updated 29 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Cassandra V.
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Sitter Profile Image: Cassandra V.
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17. Cassandra V.

I Love pet’s
Winter heaven, FL, 33884
5.1 mi. away
from
$25
per day
5.0 out of 5.0 stars
2 reviews
Profile image

Amazing, Replied in a timely manner, and kept us updated on outlr dog named Lily. I would highly recommend her.

Availability updated 51 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Estefany E.
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Sitter Profile Image: Estefany E.
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18. Estefany E.
Star Sitter

Happy Tails While You’re Away!
Haines City, FL, 33844
14.8 mi. away
from
$30
per day
5.0 out of 5.0 stars
100 reviews
26 repeat clients
Profile image

🐾 Estefany is the BEST dog sitter ever! 💕 Our pup is always so happy and loved when she’s boarding him. Super reliable, kind, and caring we’re so lucky to have her! 🐶✨ Highly recommend! 🌟🐾

Availability updated 9 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Cara G.
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Sitter Profile Image: Cara G.
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19. Cara G.

Puppy Love!
Winter Haven, FL, 33884
3.6 mi. away
from
$22
per day
5.0 out of 5.0 stars
9 reviews
1 repeat client

At an early age Cara showed affection for all types of animals. She cared for her pet poodle until she went off to college; had cats in the past, and currently has two dogs of her own. Her loving and caring nature for all types of animals, qualify her to be an excellent addition to the Rover team.

Availability updated 81 days ago
Sitter Profile Image: Yazmelin M.
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Sitter Profile Image: Yazmelin M.
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20. Yazmelin M.

Trusted Dog Walker & Pet Sitter.
Lake Wales, FL, 33859
3.3 mi. away
from
$25
per day
5.0 out of 5.0 stars
3 reviews

"I am thoroughly impressed with the level of care and professionalism provided by Yazmelin. She demonstrated exceptional reliability, attention to detail, and genuine compassion for my German shepherd. Throughout the duration of their service, I received regular updates and felt confident that my pet was in capable hands. I highly recommend Yazmelin to anyone seeking a responsible and dedicated pet care professional!!!!

Availability updated 5 months ago
Confirmed availability for Christmas and New Year's

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