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: Pilar C.
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Pilar C.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
64 reviews
30 repeat clients
15 years of experience
Auburndale, FL, 33823

The best sitter ever!! My Boxer and Cane Corso love Bety and her family. Sandie and Hunter enjoy the space and freedom in the house, back yard, and playtime with Bety's family. Just tell Bety what your precious pet's needs and special instructions are. She will make it happen.

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Antonio T.
Sitter Profile Image: Krystal B.
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Krystal B.
from
$26
per night
5.0 out of 5.0 stars
5 reviews
1 repeat client
3 years of experience
Auburndale, FL, 33823

Krystal was amazing! She worked with our super early time frames, and was very attentive to instructions and our pooch. Would definitely reccomend and will absolutely be using her services in the future. Can not say enough great things about her!

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Ameir R.
Sitter Profile Image: Saan A.
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Saan A.
from
$40
per night
5.0 out of 5.0 stars
8 reviews
3 repeat clients
10 years of experience
Winter haven, FL, 33881

The young man was amazing with our dog. He not only sent us pictures but also kept us in the loop of things. Hes so good that we had to extend our day out and he without a problem stood with our dog and made sure he was well taken care of... Communication was beautiful and the services was outstanding.. I will definitely have him watch our dog again without a doubt.. Thank you

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Virginia B.
Sitter Profile Image: Javid G.
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Javid G.
from
$35
per night
5.0 out of 5.0 stars
4 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33881

We love Javid and his family. Chief is always happy there and is worn out when he get home. We are so grateful to have someone that loves our dog as much as we do!!!

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Dana S.
Sitter Profile Image: Bradley L.
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Bradley L.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
253 reviews
88 repeat clients
15 years of experience
Bartow, FL, 33830

Bradley was great with our senior (and sometimes cranky) dachshund. Great pictures and communication! I can highly recommend him to anyone needing a sitter.

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Alicia W.
Sitter Profile Image: Eyran K.
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Eyran K.
Star Sitter
from
$43
per night
5.0 out of 5.0 stars
58 reviews
18 repeat clients
45 years of experience
Haines City, FL, 33844

Wonderful person. We did the meet and greet and my Bo was very calm. Ronnie was very friendly and very nice. He sent many pictures and videos. I can tell that my Bo was very well taken care of. Thank you for everything

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Mrs R.
Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
from
$25
per night
5.0 out of 5.0 stars
9 reviews
6 repeat clients
2 years of experience
Lake Alfred, FL, 33850

Taylor was great. Recommend her. Thank you Taylor for taking such great care of my babies My babies did well. The location close to home very convenient. Your services appreciated.

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Lisa C.
Sitter Profile Image: Nilka A.
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Nilka A.
from
$30
per night
5.0 out of 5.0 stars
11 reviews
2 repeat clients
10 years of experience
AUBURNDALE, FL, 33823

Nilka was amazing with our senior rescue, Olive! She is so caring and Olive really loved her. She kept us updated every day with pictures and comments on her day. We didn’t have to worry about Olive while we were gone. We would definitely use Nilka again. Thank you, Nilka, for taking such great care of Olive ❤️

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Kim M.
Sitter Profile Image: Chris C.
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Chris C.
from
$25
per night
5.0 out of 5.0 stars
136 reviews
54 repeat clients
12 years of experience
Haines City, FL, 33844

Christ & his Wife were absolutely amazing taking care of our doggie Charlie during his week stay w/them. They showed so much love, dedication, patience & compassion for Charlie that is it hard to put it into words. Only a true animal lover like ourselves are capable of providing such love & care. Christ & his wife are the absolute best people you can find & trust with your pet. Our Charlie was little sick & needed to be administered some meds, Christ knew exactly how to do it & did it to the letter as prescribed by Charlie Vet. He also gave us daily updates about Charlie with pictures & even a video chat with out pet. We highly recommend Christ as a caregiver for your pet, we can not thank him enough..

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Tamara Q.
Sitter Profile Image: Patricia H.
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Patricia H.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
73 reviews
29 repeat clients
25 years of experience
Auburndale, FL, 33823

She send us pic and videos everyday to see our baby! Mailov was happy and confortable like he was at home! Patricia gave us that peace of mind to enjoy our trip.

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Melanie Marie A.
Sitter Profile Image: Caitlyn M.
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Caitlyn M.
from
$26
per night
5.0 out of 5.0 stars
6 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33884

She was wonderful! We had to extend our days and she was very excited to help! We would definitely book Caitlyn again! She sent updates and was very quick to respond. Our dog had a great time playing with her dog! It was a great experience!

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Taylor S.
Sitter Profile Image: Lorraine G.
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Lorraine G.
from
$55
per night
5.0 out of 5.0 stars
9 reviews
2 repeat clients
5 years of experience
Winter Haven, FL, 33884

Lorraine is outstanding. She takes this job seriously by making sure she meets the own and dog and asks clarifying questions. She touched base with me daily and adapted to my dogs needs throughout the stay, which shows she really cares. I highly recommend Lorraine and will definitely use her services again in the future.

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Sarah H.
Sitter Profile Image: Britni G.
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Britni G.
from
$25
per night
5.0 out of 5.0 stars
1 review
10 years of experience
Winter haven, FL, 33881

About: I’ve always had a variety of pets since childhood. I currently have a dog and a turtle. My kids and I enjoy taking our dog on long walks and to our local park. I am employed full time working from home. It leaves me a lot of time to care for pets and frequent walks/ potty breaks in the yard. I have a very friendly dog that loves company and 2 kids who love meeting new animals. I also have plenty of outdoor space in my fenced in back yard for frequent potty breaks and exercise.

Sitter Profile Image: Shelisha F.
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Shelisha F.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
20 reviews
10 repeat clients
10 years of experience
Crystal Lake, Lakeland, FL, 33801

When I tell your that Shelisha made me feel ao comfortable and reassured about my fur babies , she did just that. I was so nervous because I’ve never had my babies shave a sitter but she did her thing. Sent updates,photos, text messages videos. My babies were so happy with her & I love this for them. She is an awesome sitter. Did so well that I didn’t text so much and only one drop in visit . Your fur baboes will be in Great hands with her.

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Yasceli L.
Sitter Profile Image: Cara G.
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Cara G.
from
$25
per night
5.0 out of 5.0 stars
10 reviews
1 repeat client
13 years of experience
Winter Haven, FL, 33884

Cara was awesome with our max, he had a great time playing with her doggies. She sent me pics of our fur baby and took very good care of him, will bring him again once we travel again : )

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Elisa M.
Sitter Profile Image: Raquel M.
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Raquel M.
Star Sitter
from
$35
per night
5.0 out of 5.0 stars
65 reviews
10 repeat clients
20 years of experience
Lake Wales, FL, 33853

Raquel is a beautiful soul. She has a calmness that you can pick up on immediately and that helps when your entrusting another person to take care of your pet. She was open to meeting bf the actual sit date, met CodyB, he took right to her. You could tell she is good at what she does. I was very happy with the care she provided CodyB and will definitely call on her again!☺️

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Beaurina B.
Sitter Profile Image: Daniela N.
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Daniela N.
from
$30
per night
5.0 out of 5.0 stars
43 reviews
8 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: Myyah P.
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Myyah P.
from
$28
per night
5.0 out of 5.0 stars
70 reviews
28 repeat clients
13 years of experience
Winter haven, FL, 33880

Myyah was great. I felt comfortable leaving my puppy with her from the moment we met. She sent frequent updates. I would definitely use her services again.

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Yari R.
Sitter Profile Image: Joanne R.
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Joanne R.
Star Sitter
from
$20
per night
4.9 out of 5.0 stars
63 reviews
18 repeat clients
50 years of experience
Lakeland, FL, 33801

Joanne was amazing with my 4 year old rescue dog Juniper. We have had her less than a year and we have never left a pet with anyone except family. This vacation we needed someone other than family to keep her for a week. Because she is a bit anxious and has a specific diet, I wanted someone with experience and a loving home to welcome her as their own for a week. Joanne fit the bill, sending me notes on her care, photos and videos of her interaction with other dogs. She went above and beyond caring for Juniper, giving her the love as well as the care and patience needed to get her out of her shell while staying with her. I will definitely use her again with no reservations!!! She deserves a 10 star review but they only allow up to 5, so she gets a 5 + plus from me. Thank you Joanne!!! From Cheryl H.

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Cheryl H.
Sitter Profile Image: Karla L.
Verified Enhanced Background Check
Karla L.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
119 reviews
40 repeat clients
18 years of experience
Lakeland, FL, 33813

Karla did a wonderful job with our 2 dogs. They are rescue dogs that were abused. She gave them the extra attention and care that they needed. She sent daily updates and pictures. We were so pleased with Karla we have already booked with her again.

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Marie E.
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Winter Haven pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Sarah was amazing with our old guy Gus. He had such a fun time with her dogs and loved playing with them in their big yard. He was so worn out he just plopped down and slept when he got home. She made sure he was well taken care of throughout his stay. Will definitely board with her again and highly recommend if you’re looking for a safe place for your pup!

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Samantha L.
Boarding
5.0 out of 5.0 stars

Katie took great care of my Labrador and Dachshund. She kept me updated during the stay, sent me pictures and videos. I also had to extend the stay last minute. I’m thankful for the care and flexibility.

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Fabiola U.
Boarding
5.0 out of 5.0 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
5.0 out of 5.0 stars

Melina takes great care of our little London. When I grab her overnight bag for Melina’s, London gets so excited the day before. She runs to the car and can’t wait for me to step aside. We take more trips and travel knowing we have a great sitter. I highly recommend Melina.

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Ericka B.
Boarding
5.0 out of 5.0 stars

Corey was an amazing pet sitter! He took great care of my dog and gave me regular updates with photos, which gave me so much peace of mind while I was away. It was clear my pup was happy and well looked after. I would absolutely book with Corey again. Highly recommend!

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Xiomara P.
Boarding
5.0 out of 5.0 stars

Denise looked after our 3 fur babies, 1 which has anxiety and dementia and can be difficult at times to deal with. She sent video updates during their stay. We couldn't have been happier with our experience with Denise and will be booking her again.

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Mike N.
Boarding
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Find pet care near you

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.