Cat Sitting Winter Garden

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Over 172
pet parents in Winter Garden have booked cat sitting

Winter Garden, Find top rated cat sitting

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

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Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 366 reviews
97 repeat clients
30 years of experience
Winter Garden, FL, 34787

“Karen is the absolute best! We only use her for Elsa’s care while we are away. I trust her 100% and never have any worries. She is so good with our cat!”

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Heather G.
Sitter Profile Image: Remy S.
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Remy S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 192 reviews
27 repeat clients
16 years of experience
Winter Garden, FL, 34787

“I’m so happy that Remy was available again to check on my cat, Harris, while I was out of town. She always offers great communication and attention to detail, and I look forward to using her again, in the future!”

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Charles C.
Sitter Profile Image: Aria S.
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Aria S.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
5 years of experience
Ocoee, FL, 34761

“Aria is great! She gave River lots of love and attention!”

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Carolina I.
Sitter Profile Image: Shelley R.
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Shelley R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 42 reviews
15 repeat clients
3 years of experience
Windermere, FL, 34786

“Shelley went above and beyond for Laney and Berry!! She had to mix medicine into food for one of them, and she did it without a problem. This is the third time I’ve used her and she has always done a superb job!!”

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Colleen M.
Sitter Profile Image: Taylor A.
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Taylor A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 21 reviews
7 repeat clients
20 years of experience
Lake Copeland, Winter Garden, FL, 34787

“First time using Taylor and we are very happy with her communication and how she treated our cat-Koko. We will definitely book her again during our upcoming trips. Thanks!”

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Milivette M.
Sitter Profile Image: Katherine F.
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Katherine F.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 21 reviews
9 repeat clients
12 years of experience
Windermere, FL, 34786

“We cannot express how grateful we are to Katherine F. for taking such wonderful care of Kitty during our two-month trip away from Orlando. She was incredibly reliable, attentive, and sent regular updates with photos of Kitty, which eased all our worries while we were traveling. It was such a relief knowing our beloved cat was in patient, loving hands. Katherine truly treated Kitty like her own, and we wholeheartedly recommend her to anyone looking for a trustworthy pet sitter. Thank you so much, Katherine!”

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dudu y.
Sitter Profile Image: maudlin h.
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maudlin h.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
7 repeat clients
11 years of experience
Clermont, FL, 34711

About: Professional dog trainer, Pet Tech Certified PetSaver CPR & First Aid, Association of Professional Dog Trainers member, The Pet Professional Guild member, AKC certified Canine Good Citizen evaluator. I especially enjoy providing enrichment with games, activities, fitness and puzzles to stimulate your pets minds! I am a full time professional dog trainer, but my schedule is flexible and able to change week to week as needed to fit my clients needs. I pay the utmost attention to safety. I am certified in pet first aid and CPR. I have a strong attention to detail, especially where documentation is concerned.

Sitter Profile Image: Sarah V.
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Sarah V.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
15 years of experience
Windermere, FL, 34786

“Sarah provided thoughtful updates and my cat enjoyed hanging out with her.”

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Elizabeth D.
Sitter Profile Image: Jack A.
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Jack A.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
25 years of experience
Winter Garden, FL, 34787

“Absolutely Amazing Pet Sitter! Jack did an absolutely amazing job taking care of my Pomeranian, Sassy, and my Siamese cat, Dukesa! From the very beginning, he was reliable, punctual, and incredibly caring. He truly went above and beyond, treating my pets as if they were his own. He made sure Sassy and Dukesa were well fed, received their medications on schedule, went on their walks, and most importantly, received plenty of love and attention. It gave me so much peace of mind knowing they were in such caring and responsible hands. Jack was attentive to every detail and made sure they were happy, comfortable, and well taken care of throughout his stay. You can genuinely tell how much he loves animals and how dedicated he is to providing the best care possible. I highly recommend Jack to anyone looking for a trustworthy, dependable, and loving pet sitter. Sassy and Dukesa absolutely loved him, and we will definitely be booking him again! 🐾❤️”

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ASTRID D.
Sitter Profile Image: Kenneth B.
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Kenneth B.
from
$15
per visit
8 years of experience
Windermere, FL, 34786

About: Hi, I'm Ken! With 8 years of pet care experience, I provide top-tier dog walking, pet sitting, and drop-in check-ins tailored to your pet's exact routine. Whether your dog needs an energetic walk to shake off the "ruff" days, or your cat needs some quiet cuddle time during a check-in, I’ve got you covered. Why Choose Me? -8+ Years Experience: Deep understanding of dog and cat behaviors and body language. -Flexible Services: Available for high-energy walks, overnight sitting, or quick potty breaks and feedings. -Safety First: Reliable, fully vetted, and dedicated to keeping your pets secure and happy. I treat every dog and cat like my own family. Book a service today, and let's give your pet the smooth, stress-free day they deserve! I work a steady evening schedule, my routine is perfectly tailored for pets who need dedicated overnight care, morning routines, or daytime attention on my days off. Here is exactly how my availability breaks down: • Mondays & Thursdays (Completely Free): These are my full days off! I am available all day and night for extended playtime, daytime drop-ins, mid-day walks, or a seamless start to an overnight stay. • Wednesday, Friday, Saturday, & Sunday (Evening Workdays With Tuesday as an Occasional Morning): • Mornings & Early Afternoons: Available for morning walks and early drop-in visits before I head out for the evening. • Nights & Overnights: Perfect for overnight House Sitting! I am available to arrive in the late evening to tuck your pets into bed, stay through the night, and provide a full morning routine with breakfast and a walk before leaving. I treat your home with the utmost respect and your pets like members of my own family. Because change can sometimes be 'ruff' for animals, my primary goal is to maintain their familiar habits, scents, and routines as closely as possible while you are away. Here is exactly what you can expect when I care for your pets in your home: • Consistency & Routines: I stick strictly to your established schedule for feeding, medication, crate time, and bathroom breaks. • Active Engagement: I provide active playtime, mental stimulation, and plenty of one-on-one affection. • Thorough Clean-up: I keep all pet areas tidy, including washing food bowls, scooping litter boxes daily, and cleaning up any accidental messes immediately. • Frequent, Detailed Updates: You will receive regular photo and/or video updates through Rover Cards or Messaging along with detailed summaries of how your pet is doing, so you never have to wonder. I also offer meet and greets, so schedule yours today!

Sitter Profile Image: Ashleigh J.
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Ashleigh J.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
12 years of experience
Orlando, FL, 32808

About: I’ve been caring for dogs since I was 12 years old, and they’ve always been a huge part of my life. Over the years, I’ve had experience with dogs of all sizes, breeds, and personalities, including Pit Bulls, French Bulldogs, Yorkshire Terriers (Yorkies), Cane Corsos, and many others. My love for animals goes far beyond simply caring for them—they truly become family. I understand that every dog has their own unique personality, routine, and needs, and I take the time to make sure they feel safe, comfortable, and loved while you’re away. Whether your dog enjoys long walks, playtime, cuddles, or simply having someone nearby, I’m committed to providing the same level of care and attention that I would give my own pets. If you choose me as your pet sitter, you can have peace of mind knowing your furry family member will be treated with patience, compassion, and plenty of love every step of the way Pet care fits seamlessly into my daily routine. I currently work part-time, Monday through Friday from 9:00 a.m. to 1:00 p.m., which allows me plenty of time each day to provide attentive care before and after work. Whether your pet needs walks, playtime, feeding, medication, or simply companionship, I’m available to give them the love and attention they deserve. On the weekends, I’m completely off, giving me even more flexibility to accommodate your pet’s schedule and spend quality time with them. I understand how important it is to maintain your pet’s routine, and I’m committed to making sure they feel comfortable, safe, and well cared for while you’re away. I care for every pet as if they were my own, making their comfort, safety, and happiness my top priorities. I take the time to learn each pet’s routine, personality, and specific needs so they can feel as comfortable as possible while you’re away. In my client’s home, I strive to keep your pet on their normal schedule by providing fresh food and water, walks or potty breaks, playtime, exercise, medication (if needed and with instructions), and plenty of affection. I also make sure your home is respected and kept tidy while I’m there. To give you peace of mind, I’m happy to send regular photo and video updates so you can see how your furry family member is doing. Whether your pet is energetic and loves to play or prefers quiet companionship, I’ll provide patient, loving, and reliable care tailored to their individual needs.

Sitter Profile Image: Nicholas G.
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Nicholas G.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 33 reviews
10 repeat clients
15 years of experience
Winter Garden, FL, 34787

“Nick is awesome! He has watched and walked our dog Steve for us so many times. He’s always on time and sends update pics. We highly recommend him to sit for your fur babies.”

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Megan S.
Sitter Profile Image: Rosa H.
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Rosa H.
from
$23
per visit
20 years of experience
Winter Garden, FL, 34787

About: 20 Years, 2 Dogs, 1 cat, 0 Problems: Is the Secret to Perfect Pups Training, Consistency, Love or Just a Bit of Luck? All of it. I have been a pet parent for over 20 years, taken care of my pets in all stages of life, and raised them since they were weaning and/or little puppies. I am so passionate about furry friends, I volunteer at Polka Dogz rescue on my spare time. With 2 dogs and 1 cat of my own, I make time. My schedule is flexible. Taking care of your pet in my home can be discussed, but I prefer to follow your pet’s routines within your home space. I have an open back yard, a dog park in my community and a peaceful walking route. Minutes to the West Orange trail.

Sitter Profile Image: Giulia B.
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Giulia B.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Windermere, FL, 34786

About: With 5 years of experience as a pet sitter, I have developed a deep passion for providing loving and responsible care to animals. I treat every pet as if they were my own, making sure they feel safe, comfortable, and happy while their owners are away. I understand how important it is to maintain their routines, give them attention, and provide a calm environment. I am committed to offering dependable care built on trust, patience, and genuine love for animals! Pet care fits naturally into my routine, allowing me to provide dependable and attentive care. I keep my schedule organized so I can be flexible with visits, walks, and overnight stays whenever possible. My goal is to give every pet the time, attention, and affection they deserve while keeping owners updated for complete peace of mind. Your pet's safety and comfort are always my top priorities. I carefully follow each owner's instructions, including feeding schedules, medications, exercise routines, and any special needs. I take time to build trust with every pet, creating a calm and loving environment where they feel safe and cared for. Whether I'm caring for your pet in your home or mine, I'll treat them like a member of my own family and keep you updated with photos and messages throughout every visit.

Sitter Profile Image: Mackenna C.
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Mackenna C.
from
$16
per visit
5.0 out of 5 stars
• 17 reviews
9 repeat clients
10 years of experience
Windermere, FL, 34786

“Mackenna was so great with our sweet old boy, Jofi. Very gentle and attentive to his needs. Excellent communication! We will definitely be using her services again.”

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Liz A.
Sitter Profile Image: jewelia l.
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jewelia l.
from
$23
per visit
4.9 out of 5 stars
• 37 reviews
10 repeat clients
6 years of experience
Apopka, FL, 32703

“Jewelia did drop in visits for my cat over the Christmas holiday. She came as scheduled and spent time playing with the kitty, giving her lots of love and attention. She sent me pictures and video during each visit and kept in constant communication, which was very much appreciated. I will definitely be booking with her again in the future.”

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Deborah S.
Sitter Profile Image: Sarah R.
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Sarah R.
from
$14
per visit
19 years of experience
Orlando, FL, 32819

About: I’ve taken care of my own cats and dogs until their passing of old age or adoption. I’m very kind and loving towards all animals. I work full time, but I have 3 days off during the week and I would love to take care of your pet in my free time! I understand that giving access to someone else’s home and pet can be scary, but I assure you that I will take good care of your pet and your home!

Sitter Profile Image: Laura S.
Verified Background Check
Laura S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 149 reviews
38 repeat clients
10 years of experience
Orlando, FL, 32835

“Laura was fantastic with my cat, Cora. She sent lots of pictures and even brought in a package I had outside. She spent a good bit of time meeting her when she initially came by before my trip and I felt completely secure knowing she was watching my cat and apartment. I would recommend her highly to anyone who needs a pet sitter.”

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Ashton P.
Sitter Profile Image: Dianna B.
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Dianna B.
from
$23
per visit
10 years of experience
Florida Center, Orlando, FL, 32819

About: I have pet and house sat over the last ten years. I have grown up with and cared for dogs, cats, fish, free range chickens and even an African grey parrot. I am dependable and trust-worthy. I will love your pet(s), have the utmost respect for your home, and bring a strong work ethic. Please disclose all specifics for care and training of your fur babies. I will be sure to provide my best care, ensuring continuity to help keep your pet(s) the most at ease during your absence. You don’t have to worry about me leaving daily to work. I’m employed with a temp agency, and I don’t have any assignments at this time. When contacted, my assignments are typically hybrid or remote. I have a 2018 Sedan with leather seats, which is consistently cleaning, serviced, and maintained. I have a clean driving record and drive very cautiously.

Sitter Profile Image: Kayla F.
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Kayla F.
from
$20
per visit
10 years of experience
Orlando, FL, 32835

About: My name is Kayla, and I'm your perfect fit for you and your family’s housesitting/overnight care of your furry friend(s)! :) I have experience watching all manner of pets from the usual like dogs, cats, fish, hermit crabs, birds, and bunnies, to the unusual like ferrets, chinchillas, turtles, guinea pigs, and all manner of exotic pets. I'm ranked in the top 1% of local caregivers on Care . Com, and am a non-smoking Masters degree graduate of Musical Theatre. I have excellent references/reviews, and I also have a background and motor vehicles record check available that I passed with flying colors! I would love the chance to assist you and your family. Check out my profile and if you think we're a good match please let me know. Thanks in advance! Musically, Kayla :) As a nanny, I set my own hours and days! This gives you the flexibility and peace of mind to know that I’m fully available the days/times you need. I even take on last minute bookings whenever possible! Care in your home is my specialty! In addition to providing the highest quality care for your furry friends, expect a few more surprises to come home to that will make your life even more easy and breezy. It’s my pleasure to provide full service care, making you excited to rebook and for your next out of town adventure!

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The median cost per visit for cat sitting in Winter Garden is $20

Cat parents share their Rover experiences - Winter Garden

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5.0 out of 5 stars

Our first experience working with Karen was great and it’s a relief to know we have a trusted resource to keep our kitty happy and safe in our absence.

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Shari M.
Drop-In Visits
5.0 out of 5 stars

Samantha was an incredible sitter! She is very communicative, helpful, and kind. Our kittens loved her I’m sure! Would absolutely recommend her to others and rebook in the future. Thank you!

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Erin M.
Drop-In Visits
5.0 out of 5 stars

We loved that Remy let us know in advance what time she would stop by. Loved that she sent pictures of both of our cats. She also took initiative to check our automatic water levels and automatic food levels without us needing to ask, as well as sweep up any cat sand and check on the automatic cat box. Fantastic sitter!

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Chelsea R.
Drop-In Visits
5.0 out of 5 stars

Wonderful experience. She communicated throughout and sent a pic during the visit. Will rebook for a summer vacation while she has the reduced price.

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Vincent P.
Drop-In Visits
5.0 out of 5 stars

Thank you Kellie!! We are so grateful to have Kellie look after our cats over two years, while we are away. My diabetic cat needs insulin with his food every 12 hrs and has difficulty peeing in the letterbox so he uses several puppy training pads. Kellie understands his needs and takes great care of him. She was booked on the last day of our trip so we planned to come home early but she was able to fit him into her already busy schedule so we didn't have to worry. She is a real blessing!! 🙏

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Becky W.
Drop-In Visits
5.0 out of 5 stars

I cannot say enough good things about Francesca. She went above and beyond on snowy roads and down our snowy and icy long driveway out in the country to make sure our cat was safe and fed. I highly recommend her if you want a sitter you can trust!

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Rhiannon C.
Drop-In Visits
5.0 out of 5 stars

Reece is wonderful! And you can tell she genuinely loves animals. I will definitely ask her to kitty sit again! Thank you Reece!!

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Michaela F.
Drop-In Visits
5.0 out of 5 stars

Darryl is an outstanding pet sitter! Took great care of our two cats. Kept us informed every day of his visits & went above and beyond in their care. Treats the pets as his own and couldn’t ask for a better sitter.

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Jane E.
Drop-In Visits
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  • 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.

How to book cat sitting

  1. 1. Search

    Browse profiles of sitters near you who offer cat sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for cat sitting - Winter Garden

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Sitters in Winter Garden average 6
repeat cat sitting clients

FAQs for Cat Sitting - Winter Garden

Frequently asked questions about Rover

The average cost of Cat Sitting in Winter Garden is $22 per visit as of October 2026. Most bookings cost between $20 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,424 sitters on Rover offering Cat Sitting across Winter Garden. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

Yes, you can find sitters who have experience with handling special pet needs in Winter Garden. On Rover:

  • 89% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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