Pet Boarding Winter Springs

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

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Over 469
pet parents in Winter Springs have booked pet boarding

Winter Springs, Find top rated pet boarding

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

1 / 1
Sitter Profile Image: Kevin S.
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Kevin S.
from
$40
per night
5.0 out of 5 stars
• 728 reviews
253 repeat clients
31 years of experience
Fern Park, FL, 32730

“Kevin has been such a godsend for our girl. He always keeps me up to date and sends frequent photos or video updates which puts me at ease while away knowing she’s in such great hands. We’re so grateful and happy to have found Kevin!”

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Jenn J.
Sitter Profile Image: Fahriye G.
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Fahriye G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 118 reviews
38 repeat clients
20 years of experience
Oviedo, FL, 32765

“We were so happy with the care they gave to our pups. Our dogs had a great time and we were kept informed and updated with pics. Highly recommended and we will definitely have the dogs back with them.”

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Walter S.
Sitter Profile Image: Denys H.
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Denys H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 83 reviews
25 repeat clients
17 years of experience
Altamonte Springs, FL, 32714

“I can’t remember now how many times Denys and her sister have taken care of Remi and Roie. They are the best sitters ever. The boys have a very restricted diet and every time they have stayed with Denys they always come happy and healthy. I have tried other sitters due to availability and no one take as good care as Denys. Thanks!”

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Aldemar D.
Sitter Profile Image: Briana A.
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Briana A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 160 reviews
57 repeat clients
10 years of experience
Orlando, FL, 32817

“I felt great about leaving my dog Buddy with Briana. She was very communicative and easy to work with. We'll be using Briana again the next time Buddy needs a place to stay for a bit.”

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James V.
Sitter Profile Image: Richard D.
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Richard D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 40 reviews
11 repeat clients
9 years of experience
Winter park, FL, 32792

“This was my first time using Rover or getting a Dog sitter for my little guy. He's kind of a dramatic dog so I was extra anxious but Richard was awesome and went out of his way to make the experience smooth and easy.”

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Syd P.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 154 reviews
38 repeat clients
30 years of experience
Longwood, FL, 32750

“Michelle is nothing short of fantastic-- she provided my pup with a happy, fun, and cozy retreat! Her patience is especially noticeable; I needed her on short notice with a young and spunky dog, and she rolled with it all seamlessly. We were lucky to find her on Rover!”

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Kelsey L.
Sitter Profile Image: Carla H.
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Carla H.
from
$45
per night
5.0 out of 5 stars
• 44 reviews
14 repeat clients
30 years of experience
Altamonte springs, FL, 32701

“Carla is simply amazing! She provided reports at the end of the day to show what has taken place; the feeding, the bath, the walks, very organized. I trust her with my fur babies, and I recommend her without reservation. I cannot wait to work with her again.”

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Dominique M.
Sitter Profile Image: Anne R.
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Anne R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 52 reviews
34 repeat clients
40 years of experience
Oviedo, FL, 32765

“Anne was an Angel. I had a last minute emergency with my 5lb Chorkie. I had to perform a wedding and I left my dog at the hotel and she went crazy. I contacted Anne the day before the wedding and she said no problem. She was pleasant and although my dog was unpleasant Anne was phenomenal. Pleasant and courteous and clean. If I’m ever in Lake Mary again she’s first on the list!!”

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Jeff F.
Sitter Profile Image: David E.
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David E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
50 years of experience
Sanford, FL, 32773

“David once again took amazing care of my boy Dio! He always seems to have the most fun any time he stays and fits right in with David and his pups.”

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Jacob C.
Sitter Profile Image: Juan V.
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Juan V.
from
$39
per night
4.9 out of 5 stars
• 97 reviews
43 repeat clients
5 years of experience
Sanford, FL, 32771

“We found Juan and his family last minute, they were very accommodating especially with it being a holiday weekend. They have a beautiful home with everyone being so welcoming and loving. An amazing back yard with lots of room and designated areas to keep dogs active and entertained. Juan kept in touch daily with pictures, messages and videos. She came back happy and relaxed. It was one of the best dog sitting experiences I’ve had. You can tell by how personable that they care. It was like leaving my pup with family. Thank you again and would love to book again for get always and we have been talking about thinking of dog daycare so she can be more socialized.”

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Krystal w.
Sitter Profile Image: Marie T.
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Marie T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 76 reviews
26 repeat clients
20 years of experience
Orlando, FL, 32817

“Marie took care of my little dog for a month while I was out of the country. He had a fabulous vacation! She has a large fenced in yard and a gentle dog as a playmate. He got lots of playtime and cuddles and quiet space too. He even got some much needed training. :) She sent photos and videos and updates daily. It was comforting, being so far away for so long, to see him so happy. I'm sure he is already missing being there. I would highly recommend Marie as a pet sitter.”

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Linda L.
Sitter Profile Image: Zuleica c.
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Zuleica c.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 47 reviews
11 repeat clients
30 years of experience
Winter park, FL, 32792

“I cannot tell you how thankful I am to find such a good pet sitter. She is truly amazing!!!! She watched my doggy for 11 days. She loved my dog like her own and Bingo loved her and was right at home. She sent me pics and videos and kept me up today. She treated my dog like family. If I could give more stars I would. Honestly, the best ever. Would highly recommend and will be using her again. Thank you so much for taking such wonderful care of Bingo.”

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Melody R.
Sitter Profile Image: Terrie S.
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Terrie S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 208 reviews
82 repeat clients
60 years of experience
Altamonte Springs, FL, 32701

“Terri is the BEST! She cared for our baby girl like her own. When she heard I had a German shepard she got excited, which I wasn't expecting, I usually get turned away. Terri sent pictures and was patient with us as my daughter constantly wanted updates and more photos ?. We will definitely continue to use Terri and Rover.”

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Marisol B.
Sitter Profile Image: Susann M.
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Susann M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 26 reviews
12 repeat clients
28 years of experience
Lake Mary, FL, 32746

“Susann is awesome! This was the first time we had someone watch our dog (other than family) so we were nervous. She reassured us and sure enough, everything was perfect! We received detailed updates twice a day with many pictures so we saw our baby was having a great time and was being well taken cared of. Thanks to Susann and her family for all the care and attention they provided to our sweet dog!”

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Tony P.
Sitter Profile Image: Jacob C.
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Jacob C.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Winter Springs, FL, 32708

About: I’ve taken care of family pets since I was a young teenager and have since taken care of my own fur babies for the past 8 years. I also have veterinary experience as I currently am a Veterinary Assistant with 3 years of experience. You can rest assured that your pets are safe with me and would be treated as my own. Allow me to alleviate a possible stressor in your travels by being a trusted pet sitter for your fur family. I understand from first hand experience with my own that each fur baby can be different and require additional needs, I am willing and capable of catering the service I provide to be as best as it can for your particular fur baby. Comfortable and experienced with Dogs, Cats, and some smaller exotics (Guinea Pigs, Gerbils, etc). I currently work full-time at a vet clinic, however, I am fully available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. Even with work, I am able to make early morning, afternoon, and evening trips during my work days as well, if needed, as I start at 8am, take lunch 12-1pm and then am off by 6pm. For boarding stays, your fur-baby will be in their own dedicated room that will contain their food, water, bedding, and any additional necessities you’d like them to have with them. Mondays and Saturdays are the only days they would be by themselves in their room, however, they would still be taken out in the morning (before 7:30am), during my lunch break (12-1pm), and after work (6pm). The rest of the week, my partner (who also has been in the veterinary field) works from home in the same room your fur-baby would stay in and will be assisting with monitoring them while I’m away for work. I have experience with strict and more relaxed feeding instructions and specifications. I also have experience giving medications as well as bathing. From fenced backyards to leashed potty-breaks, I have you covered. While I have my own fur-babies, you can rest assure that your own baby will be kept in their dedicated room while staying for boarding with us (unless specifically given approval to mingle with my fur-babies during potty-time/play-time)

Sitter Profile Image: Shannon L.
Verified Enhanced Background Check
Shannon L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 37 reviews
11 repeat clients
30 years of experience
Oviedo, FL, 32765

“Shannon was amazing with my old man. I had booked someone previously but was uncomfortable with it and then I found Shannon. She put me at ease. I would 100% rebook next time we go out of town.”

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Rebekkah R.
Sitter Profile Image: Gypsy R.
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Gypsy R.
from
$50
per night
5.0 out of 5 stars
• 30 reviews
16 repeat clients
14 years of experience
Longwood, FL, 32750

“Dilly loved her week long stay with Gypsy. And I loved the frequent pics and videos Gypsy sent (confirming to me that my dog was safe and happy). Gypsy will be my 1st choice whenever we need to board Dilly again and I recommend her highly.”

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Linda P.
Sitter Profile Image: Joanna R.
Verified Enhanced Background Check
Joanna R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
5 years of experience
Sanford, FL, 32773

“Thank you so much! 😊🐶This was Bono’s first time staying with her, and I couldn’t be happier with the experience. She took such great care of him and kept me updated throughout, which I really appreciated. Her communication was excellent, and it was clear that Bono was in great hands. I’m definitely planning to book with her again whenever I need someone. Highly recommend!”

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Regina M.
Sitter Profile Image: Miranda & Curtis G.
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Miranda & Curtis G.
from
$42
per night
4.6 out of 5 stars
• 7 reviews
4 repeat clients
15 years of experience
Sanford, FL, 32773

“They’re the best! Bentley always has the best time playing with their dog and hanging out! They’re so good about updating us and sending us pictures!”

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Alexis H.
Sitter Profile Image: Hala I.
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Hala I.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
25 years of experience
Casselberry, FL, 32707

“Hala provided excellent communication throughout our dog’s 10 day stay with her. We were nervous leaving our dog for so long, but Hala and her family provided multiple daily text updates and pictures on how she was doing. Our pup came back bathed and in great spirits. We would absolutely use Hala again and recommend her for any pet sitting needs!”

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Morgan B.
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The median cost per night for pet boarding in Winter Springs is $40

Pet parents share their Rover experiences - Winter Springs

1 / 1
5.0 out of 5 stars

Michelle took wonderful care of my kitties! We got plenty of photos, videos, and text updates. This was my first time being separated from them and I was a nervous wreck but knowing that they were with Michelle gave me peace of mind. Thank you so much for taking such good care of my babies!

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Sarah S.
Boarding
5.0 out of 5 stars

Brian is great, and takes such good care of our boy, we have rebooked multiple times, and will continue to do so so long as he is in business. Most importantly, our boy loves going to his home, and nearly jumps out the car. You can tell he is comfortable and loved from the updates Brian shares, and loves getting to hang out with his pall Popeye :). Do not hesitate to book!

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Lisa W.
Boarding
5.0 out of 5 stars

Andrea is so good with our Joon Bug! Joon always comes home happy and exhausted from playing with her to pups. We never have to worry about Joon while we are traveling because she keeps us updated with pictures of Joon's daily activities. She loves spending her time snuggling and playing.

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Kara S.
Boarding
5.0 out of 5 stars

It’s a good feeling when your dog is happy to be dropped off somewhere for the weekend. Ashley and Jacob provide a safe and caring environment every time Wesley needs a sitter!

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Nathan C.
Boarding
5.0 out of 5 stars

Sarah is awesome! She took great care of my Nova and sent pictures and updates everyday! Thanks, again! Will definitely be using you when we're back in the area!

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Danielle B.
Boarding
5.0 out of 5 stars

Sasha takes such great care of our little guy. Love getting both pictures and videos of his time. Thank you again!

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Frances P.
Boarding
5.0 out of 5 stars

Jomarie was the best and so sweet with our dogs. So many photos and videos, which put us at ease while traveling. We feel very lucky we found her.

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Graham C.
Boarding
5.0 out of 5 stars

Becca & her daughters are AMAZING!!! Maui was so so happy all the time. She is so communicative and nice and it was amazing to be abroad and being calm knowing my sweet boy was in the best hands. New repeated customer for sure!

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Maria Fernanda P.
Boarding
5.0 out of 5 stars

Debra is the best!! Our dog is so comfortable in her home, and he is a very anxious boy, so this is really a big deal!! We are SO thankful for her!

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Elizabeth V.
Boarding
5.0 out of 5 stars

Carmin was wonderful! We needed a pet sitter for a 10 day trip and we were so grateful to find her! We had a meet and greet and she listened carefully as we discussed our pet's needs. We felt good about leaving him with her. She took great care of him while we were gone and communicated often with us letting us know how he was adjusting and sending pictures. It was an excellent experience and we will book Carmin again when we have another trip.

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Laurie M.
Boarding
5.0 out of 5 stars

Cristen and her family were wonderful with my dog Midnight. He has separation anxiety, so they made sure he was not alone and gave him lots of love. I appreciate them very much!

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Rada & Adam U.
Boarding
5.0 out of 5 stars

Jacob was great with our little girl. She was immediately comfortable with him. He was very flexible with my early morning pickup. We will definitely look to book Jacob in the future.

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Marilyn S.
Boarding
5.0 out of 5 stars

Stella always has a great time with Amanda, you can tell she loves spending time with pups. Stella is always well cared for and we appreciate it so so much!

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Sheena D.
Boarding
5.0 out of 5 stars

Jennifer was great with Buddy even with him having to settle in some and being frisky 😊. Great communication during his stay, will definitely have her board him again.

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Kelley D.
Boarding
5.0 out of 5 stars

Sara was absolutely kind and took care of Bhairav. She provided photo and communicated whenever we asked for updates. Our pup was happy when we got back. Thank you. Will absolutely book with Sara again

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Sujatha G.
Boarding
5.0 out of 5 stars

MJ was great! She was very professional and I loved the frequent updates. Romeo and Charm had the best time! We will definitely use MJ again in the future

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LeeAnn G.
Boarding
5.0 out of 5 stars

Thomas has been my Dashy boy’s dog sitter for a couple of years now and I can always trust him with my Golden!

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Johnathan F.
Boarding
5.0 out of 5 stars

This family is truly stellar! They are incredibly flexible, accommodating, and lead with genuine care. My pups are treated so much like their own that they’re actually reluctant to come home after a long stay! ​If you’re looking for a welcoming environment where your four-legged kiddos will be truly loved, you’ve found the right place. My pups are always excited to jump out of the truck and run inside to find their friends and 'second family.' Highly recommended for anyone who wants total peace of mind!

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Bri-Ann W.
Boarding
5.0 out of 5 stars

As always the best of the best!!! We love Destiny and she loves Kenobi. I can travel and know for sure he’s in the best hands.

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Isamara C.
Boarding
5.0 out of 5 stars

Alex was amazing and so communicative Maui definitely enjoyed his stay He even cried a little bit when I was trying to leave. I highly recommend her and I’m so glad I found her.

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Maria Fernanda P.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your pets like family

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Popular requests for pet boarding - Winter Springs

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Sitters in Winter Springs average 12
repeat pet boarding clients

FAQs for Pet Boarding - Winter Springs

Frequently asked questions about Rover

The average cost for Pet Boarding in Winter Springs on Rover is $33.92 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 2,536 sitters on Rover for Pet Boarding in Winter Springs. About 92% of Winter Springs sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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