Pet Boarding in Winter Haven

Find a loving Winter Haven pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Winter Haven pet boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Joanne R.
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Joanne R.
Star Sitter
from
$20
per night
4.9 out of 5 stars
74 reviews
25 repeat clients
50 years of experience
Lakeland, FL, 33801

Joanne is the best dog sitter ever! She and Tilda always welcome Maddy into their home and many times it's been last minute! This is Maddy's favorite place to be other than home!

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Deena V.
Sitter Profile Image: Melina C.
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Melina C.
from
$28
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
12 years of experience
Winter Haven, FL, 33881

Melina and her family are so loving and kind to our baby London. Having a good reliable sitter really pushes my husband and I to go away more often. We look forward to our next trip and London looks forward to her time spent with Melina and her family.

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Ericka B.
Sitter Profile Image: Libertad M.
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Libertad M.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Haines City, FL, 33837

Thank you so much for taking such great care of my baby Sparky. Truly appreciated! 🐶💙

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Ingrid P.
Sitter Profile Image: Lauren P.
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Lauren P.
from
$30
per night
2 years of experience
Auburndale, FL, 33823

About: i have experience with a few different things, such as administering medication, wrapping bandages and or cast, I also have hands on experience in animal restraint ranging from dogs, cats, snakes, bearded dagrons and other extoics, some large animal restraint as well. I have taken care of horses before cleaning stalls, bathing them, haltering. I don't have a yet, I just got done with my online class about to start externship so I have plenty of time right now until extern starts. But I get up early take care of the animals take them on walks feed them. then take them out later on let them run around then take them out again later that night and feed them again they have water 24/7. I have a fenced in backyard, I can take your dogs for walks at least three times a day, I do have the ability to crate them. I do also have a 5 year old & 6 year old in the home they are used to dogs & cats. maintaining their water, feed them on a schedule if the clinic has one for their animals.

Sitter Profile Image: Ana G.
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Ana G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
13 years of experience
Auburndale, FL, 33823

I 100% recommend Ana. I will definitely book again with her. She kept us informed of how Giddy was doing and sent us pictures and videos of him. He was very loved on his boarding with Ana. I could see he had a great time with his 2 new furry friends which loved to play with him. They are a very welcoming family. If you want a place where they love and take good care of your pet as much as you, you should book with Ana. ❤️

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Elienisse R.
Sitter Profile Image: Eyran K.
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Eyran K.
Star Sitter
from
$43
per night
5.0 out of 5 stars
67 reviews
21 repeat clients
45 years of experience
Haines City, FL, 33844

Eyran was great! Our fur baby was always getting the love that we give him at home. Eyran took time to send pics and updates. We felt like we were there even though we were halfway around the world. Thank you Eyran for keeping Randy so happy and healthy. He looks forward to his next visit.

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Andrew K.
Sitter Profile Image: Annabelle M.
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Annabelle M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
6 years of experience
Haines City, FL, 33844

Thank you to Annabelle and the rest of her family. You folks gave my dog, Myces, a great home while I was away. I hope it is alright for us to book again in the future!

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Mark N.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$32
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Winter Haven, FL, 33880

About: I have always had dogs in my life, as well as help with rescues. Providing love, comfort, and safety are top priorities to me when caring for my own dogs and yours. I can also care for cats, horses, donkeys, fish, bearded dragon,etc for feeding. I have added experience with cats & these other pets over past 5 years. I am a registered nurse and I am a teacher with the month of June and July off, as well as available most days after 3 pm and evenings and weekends. For boarding in my home, your pet will receive the same loving care my own dogs do! For drop in visits I will come to let them out for bathroom breaks, walk, or to your yard. Let them use bathroom, play, and eat. I will provide them with much safety and love. During summer, I am available for mornings and evenings to take care of your pet in your home or all day if in my home while your on vacation. During school year I am available afternoons, evening, and weekends. I will also take pictures or video of your pet and send to you if you desire.

Sitter Profile Image: Claudia M.
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Claudia M.
from
$32
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
25 years of experience
Winter Haven, FL, 33880

Claudia was AMAZING! She sent photos & videos of Huck and genuinely loved on him. I am so blessed we got to work with her & can’t wait to use her in the future!?

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Heather H.
Sitter Profile Image: Daniela N.
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Daniela N.
from
$30
per night
5.0 out of 5 stars
50 reviews
11 repeat clients
7 years of experience
Davenport, FL, 33837

We could not thank Daniela enough for taking care of our Pepper for just a couple of days. We will be on a longer trip and have already booked with Daniela to board our Pepper. We find her to be responsive and responsible. We highly recommend her. 🙏🏼🙏🏼

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Richard V.
Sitter Profile Image: Chris C.
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Chris C.
from
$35
per night
5.0 out of 5 stars
200 reviews
83 repeat clients
13 years of experience
Haines City, FL, 33844

Chris was an excellent Dog sitter. He took excellent care of our puppy. he’s great with dogs . I highly recommend him to dog sit. He was excellent. thank you Chris. Hope to see you again

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G B.
Sitter Profile Image: Patricia H.
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Patricia H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
74 reviews
30 repeat clients
25 years of experience
Auburndale, FL, 33823

Patricia was so kind and friendly when we met. She is an expert taking care of dogs! Charlie stayed with them for over 2 weeks and my Charlie was happy and well taken care off. Open communication, daily pics and videos, and always available for questions. Charlie will be back Patricia. We highly recommend Patricia to take care of your dog!

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Luisa P.
Sitter Profile Image: Holli W.
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Holli W.
from
$39
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
20 years of experience
Bartow, FL, 33830

Im glad that i meet Holli,she and her family are amazing and such a good people they take care of my dog as he were their own and i really appreciate that,definitely i recomend her 100%

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Gabriel L.
Sitter Profile Image: Pilar C.
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Pilar C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
70 reviews
34 repeat clients
15 years of experience
Auburndale, FL, 33823

The boys loved their stay. I was supplied with plenty of pictures and daily updates on how they were doing. Great job from a very caring provider!

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Randal S.
Sitter Profile Image: Marla S.
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Marla S.
from
$35
per night
5.0 out of 5 stars
28 reviews
10 repeat clients
24 years of experience
Bartow, FL, 33830

Marla is an awesome dog sitter! This was my first time leaving my dog with her for 5 days and it has been a wonderful experience. I received updates and pictures of my dog’s every day which made me feel comfortable and relieved. Our dog was well-loved and well- cared for! Thanks for taking such great care of Lovely! I will definitely book with Marla again and highly recommend her to any and all!

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yuri@yurimenis.com
Sitter Profile Image: Eva M.
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Eva M.
from
$50
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33880

Buster was so loved and cared Eva went beyond my expectations in food and even gave a bath to my doggie she’s a sweet momma and loves dogs I can tell. We will book her again.

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Kristy S.
Sitter Profile Image: Jenny C.
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Jenny C.
from
$40
per night
5.0 out of 5 stars
72 reviews
21 repeat clients
11 years of experience
Haines City, FL, 33844

This is the 2nd time we have had Miss Jenny and her family watch our Lucy and we absolutely love her!! She always gives plenty of updates and our pup always comes home with us well taken care of. We are beyond thrilled to have found someone so trustworthy and loving for our fur baby for when we travel. We have had several sitters for her and Jenny is by far our favorite ❤️

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Nashay B.
Sitter Profile Image: Cheyenne P.
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Cheyenne P.
from
$28
per night
8 years of experience
Winter Haven, FL, 33880

About: I am almost done with my CVA, which has given me hands-on experience with animal care and a strong understanding of animal behavior, basic health needs, and how to recognize when a pet may be stressed, uncomfortable, or need extra attention. I’m very attentive to routines like feeding schedules, medications, potty breaks, exercise, and any specific care instructions you have for your pet. I also volunteered at a horse rescue for 6 years, which has helped me become even more patient and comfortable working with animals that all have different personalities and needs. Whether your pet is a playful puppy who needs consistency and extra energy or an older pet who needs a gentler approach, I’m confident in providing calm, dependable care and making sure they feel comfortable while you’re away! Pet care is already a big part of my everyday routine. I currently attend CVA school Monday through Thursday from 8–12, and because it’s a veterinary program, I’m able to bring new animals with me every day if that’s something an owner is comfortable with. This allows me to spend even more time with your pet and keep them with me throughout the day. Outside of school, I’m available the rest of the day and can realistically spend most, if not all, of my time with your pet. I also care for my own animals every day, including my dogs, cat, and reptiles—a snake, bearded dragon, turtle, and leopard gecko—so feeding, walking, playtime, bathing, cleaning cages, and keeping their spaces clean are all part of my normal routine. My entire day is basically centered around animals between school and caring for my own pets, so pet sitting fits very naturally into my life. I care for pets with a lot of attention, and fun! I usually feed my pets at the same time every day and follow a schedule, but I keep it flexible so it works for each pet’s needs. I give dry food and simple medications like NexGard but, I also have experience handling special diets and other medications.     Playtime happens whenever pets seem bored or want to go outside. I have lots of toys, treats, and fun activities inside, and I enjoy running with dogs outside or taking them on car rides. I also do some basic training for fun, though I’m not a professional trainer.   I keep spaces clean and comfortable, cages and tanks are cleaned regularly, puppy pads are replaced, and everything is wiped down with disinfectant as needed. Pets have their own quiet areas, toys, and treats to feel calm and safe. I’m very observant of their behavior, so I can notice when something feels off.    Pets aren’t left alone for long, except when I’m at school for a few hours. I’m used to managing multiple pets at once by keeping a close eye on everyone and giving each animal their own space when needed. My home is very clean, and I constantly sweep, mop, and vacuum.    Overall, I make sure pets are happy, safe, and comfortable, and I treat them as part of my family giving lots of love, attention, and care every day.

Sitter Profile Image: Ashley D.
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Ashley D.
from
$45
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
15 years of experience
Auburndale, FL, 33823

Ashley did an amazing job with our Bella! Ashley kept us informed of how Bella was doing and included tons of cute pics daily. Our Bella seemed to really warm up to her, Jake, and even Goose. I was worried about Bella interacting with Goose, but Goose was super chill and well mannered. Bella snuggled up to Ashley, sat on her lap, played with her, and even slept in bed with her! Ashley took care of her like one of her own. It was a comfort while we were gone to know that Bella was well taken care of and, most of all, happy. Bella came home to us happy and not stressed like she has with other sitters. I hope to use Ashley as a sitter again. Thanks, Ashley!

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Linda T.
Sitter Profile Image: Ashley V.
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Ashley V.
from
$35
per night
5.0 out of 5 stars
58 reviews
20 repeat clients
9 years of experience
Winter haven, FL, 33881

Ashley was amazing not only did she accept our Benjamin last minute but the whole 5 days she sent updates and pictures. He was so happy in her care, she truly loved our Benjamin as if he was hers!

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Tanya S.
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Winter Haven pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Katie is the absolute best!!! She kept my two chihuahuas over the last two years until I made the move to SC. My two pups made friends with her pets, including her cat. They would leave my car once we arrive and not even look back at me to tell me bye. But that's ok, that's why I never worried when she kept them. She always sent me pics and videos too!

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Phyllis B.
Boarding
5.0 out of 5 stars

I know I’m leaving my dog Charlie in great care with Sarah and Mike. She always sends pictures and messages about Charlie, which I appreciate so much! Charlie is already booked for the next stay!!

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Janet D.
Boarding
5.0 out of 5 stars

Melina is a great sitter for our pup! She is responsive, sends updates, and asks the important questions to make sure your pet is probably taken care of! We will definitely be using her for our future getaways.

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Amanda L.
Boarding
5.0 out of 5 stars

We love Bianca! Our dog loves going and is always so tired, so we know he has a great time. She is so great about sending lots of pictures and quick to respond.

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Dana S.
Boarding
5.0 out of 5 stars

I cannot say enough nice things about Jeanna. She is fantastic! I would recommend her to everyone. She took care of all my animals and went above and beyond. My senior dog leg injury flared up while I was gone and she went to the vets to pick up meds for her. She was very prompt and responsive. I will be reaching out to Jeanna the next time I need a pet sitter.

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Jennifer B.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Winter Haven pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winter Haven.

Rover makes it easy to find Winter Haven pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.