Cat Sitting Windermere

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 45
pet parents in Windermere have booked cat sitting

Windermere, 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: Elizabeth D.
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Elizabeth D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 30 reviews
5 repeat clients
10 years of experience
Orlando, FL, 32835

“Elizabeth was exceptional, she sent constant notes with what they did and sent adorable photos of my kitty after every visit. She kept the place just as I left it and showed my pet constant love and I could tell from all the photos they were having a great time! Will 1000% rebook when the opportunity arises.”

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

“Shelley took such good care of my two kitties and sent their mom pictures everyday. She went above and beyond when one of them barfed on the rug and cleaned it. She brought in a package that was at my door.”

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Colleen M.
Sitter Profile Image: Grey G.
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Grey G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 98 reviews
22 repeat clients
5 years of experience
Winter Garden, FL, 34787

“Profesional. My pets are very sensitive and act out when not taken care of correctly. Our pets don’t even miss us when Grey is watching them.”

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Chad C.
Sitter Profile Image: Jenn H.
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Jenn H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 135 reviews
50 repeat clients
10 years of experience
Orlando, FL, 32835

“Jenn is amazing! Made sure everyone was taken care of so I didn’t have to stress. The auto litter box broke at one point and she did research to fix it for us. I would recommend her to everyone!”

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Jennifer W.
Sitter Profile Image: Bianca J.
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Bianca J.
from
$12
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
Orlando, FL, 32819

About: I have always been the "go to" person to care for friend and family pets. Mostly dogs and cats but willing to learn if you need any other kind of pet watched :) I currently work from home. I am home all day with the pets and will be able to tend to anything they might need. :) I have a large living room and am able to keep an eye on all pets at all times along with provide the required amount of walks your pet might need

Sitter Profile Image: Samantha Y.
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Samantha Y.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 108 reviews
38 repeat clients
7 years of experience
Orlando, FL, 32836

“Samantha was a hit with Mulder when they first met! I saw how he immediately accepted Samantha. It gave me peace of mind while we were away for an extended period of time. We have your number Samantha and we will call you again when needed. Thank you!”

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Betsy 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: Nicolette M.
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Nicolette M.
from
$15
per visit
4 years of experience
Windermere, FL, 34786

About: I have taken care of friends and family members cats for a little over the past 4 years. They have asked to at least be sure water levels are high and food is present. Most have asked for dry food free feeding, and wet food in the mornings and at night. I have had all sorts of litter boxes (including those fancy Litter Robots) and know how to deep clean them if needed. I like to take a day or two and spend the entire day with the cat to play and snuggle if that is what they like to do. If needed, I also pick up mail, take trash to the curb, and water plants. I currently work full time 8am-5pm Sunday through Thursday, my "weekends" being Friday and Saturday. If not staying in the house, I will take time to stop on my way to and from work to ensure pets have what they need for the day/night. If I am staying in the house, I will usually take my time to ensure pets are ready for the day and night just the same but will have longer time with them. With the permission of the parents, I like to bring a treat or toy for when I first arrive to let kitty know that I come in peace. I like to ask about brushes, favorite toys, and other must dos that kitties love.

Sitter Profile Image: anna a.
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anna a.
from
$18
per visit
3 years of experience
Windermere, FL, 34786

About: I have taken care of cats for drop-in meals and exercise for two years. I have experience walking, and doing drop-in meals for dogs of various breeds for 3. In my own life I have also cared for rabbits, and have lots of experience catering to each animals needs. I am currently in the process of onboarding for my job while post-grad and with my extra time want to help families relax knowing their fur babies are all taken care of. I pay a lot of attention to each dogs needs, including medicine and vitamins. I have cared for elder dogs and dogs with special needs, so I understand the importance of keeping with routine.

Sitter Profile Image: Mariluz G.
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Mariluz G.
from
$27
per visit
5.0 out of 5 stars
• 279 reviews
87 repeat clients
15 years of experience
Windermere, FL, 34786

“Mariluz is go-to sitter for our two kitties. She’s the only one who has been able to manage to get an appearance from our shy girl, and even give her treats and play. What the kitties want, the kitties get! Thank you Mari for always being so responsive and flexible!”

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Erin A.
Sitter Profile Image: Tiffany P.
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Tiffany P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
25 years of experience
Metro West, Orlando, FL, 32835

“Tiffany did a fantastic job taking care of our two kittens while we were away! She stayed in our home and made sure they were comfortable, happy, and well cared for throughout our trip. It gave us great peace of mind knowing they were in such good hands. We really appreciate the care and attention she provided, and we wouldn't hesitate to have her stay with our kittens again. Highly recommend Tiffany to anyone looking for a dependable and caring pet sitter!”

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Mike G.
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: 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

“Our pup was very well cared for while we were away. We will definitely be using Nicholas again in the future. He did and amazing job and I love that he washed the dogs bowls before he fed him each time.”

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Candace R.
Sitter Profile Image: Adreana Q.
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Adreana Q.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 361 reviews
128 repeat clients
15 years of experience
Winter Garden, FL, 34787

“Adreana was amazing with my 4 cats while I was away with my partner for a medical family emergency. She and her partner are responsive and trust worthy and I can’t wait to work with them again in the future!”

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Araceliz M.
Sitter Profile Image: Remy S.
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Remy S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 197 reviews
28 repeat clients
16 years of experience
Winter Garden, FL, 34787

“Remy dropped in on my birds while I was away overnight. One of the most important requirements for the birds and arriving on time, and Remy did a perfect job! I really appreciate her attention to detail. And my one bird who hardly ever “talks” in front of strangers was talking to Remy. :-) That is a great sign of how comfortable the birds were with her.”

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Anna R.
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: Jordan B.
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Jordan B.
from
$12
per visit
1 repeat client
4 years of experience
Windermere, FL, 34786

About: I have grown up with at least 2 dogs my whole life and I love the bond that can come with an animal. I have walked and pet sit many times. I also volunteer at the animal shelter whenever I can! I would love to help watch over or walk your dog! I am currently working part time and have a pretty open schedule and availability. Just contact me about scheduling and we can work it out! I can pretty much help with whatever the animal needs. I know everyone has different styles on how they take care of their animals, so that’s something that we can discuss!

Sitter Profile Image: Sandra M.
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Sandra M.
from
$23
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Ocoee, FL, 34761

“Sandra took great care of my cat Sofie Lynn while I was on vacation. Im so glad I found someone!”

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Nicole L.
Sitter Profile Image: Charlotte B.
Verified Enhanced Background Check
Charlotte B.
from
$23
per visit
5 years of experience
Winter Garden, FL, 34787

About: I am a former Veterinary Assistant/Tech and worked with animals for 6 years. I have lots of experience with senior pets and pets needing medical care! I understand our fur babies require extra love and attention as seniors but also when you are out of town or at work! I’m currently working part time and have flexibility. Especially in the mornings and evenings! Sundays/Mondays I am more available during the day! When I stop by your house to take care of your fur babies, I don’t mind staying to play or just give them extra lovins before I head out. I do not do any boarding where I live, but I will come let your pups out. Whether it’s for a walk on a leash, or playing out back in a fenced in yard! If you do not have a fence or your pup can jump the fence, I will always use a leash as a safety precaution so they cannot get lose from the back/front yard.

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.

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

Cat parents share their Rover experiences - Windermere

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5.0 out of 5 stars

Gina is a wonderful pet sitter! She was very communicative, followed the instructions we left perfectly, and went above and beyond by bringing in some (heavy) packages for us as well. We would absolutely use her services again in the future.

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Lindsey O.
Drop-In Visits
5.0 out of 5 stars

I was panicking about my fur-babies because there's usually always someone home with them but I had to be at work for over 10 hours a day over a course of several days. Lillian did drop in visits mid-day for my fur-babies, to walk and feed them lunch. She gave me updates and really put my mind at ease and I knew that my babies were well taken care of. She's the best!!

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Lilly L.
Drop-In Visits
5.0 out of 5 stars

Jennifer was great and saved me in a pinch with very short notice! Very understanding and communicative

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Chase A.
Drop-In Visits
5.0 out of 5 stars

Katherine was so amazing with drop-ins on my two boy cats Fred and Bulldozer! She took great care of them, spent time with them and provided lots of pictures and updates on their wellbeing! Could not have asked for a better person to look after my boys💕

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

Dani was amazing! She always left detailed notes for her visits with pictures and went above and beyond what we expected. We felt very safe and comforted that our cats were taken care of while we were gone.

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

Sarah is the best sitter! I felt relaxed on vacation knowing my cats were in great care and loved while I was away! Sarah is very punctual and a great communicator!! I appreciated the daily updates and photos!! I especially appreciated that she took the time to love them with all the cuddles and playtime!!

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Cynthia S.
Drop-In Visits
5.0 out of 5 stars

Cassia is the BEST!!! I have used her consistently for the last two years and she has been nothing but perfect. My pets adore and trust her!! As long as I live here, Cassia will be who I trust my pets with!! Highly recommend🥰

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

Alexis was amazing - my pets (dog & cat) immediately warmed up to her and were comfortable with her. Will definitely utilize her services again and recommend her to neighbors.

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

This was my second time booking with Lindsay and I will continue to do so! I love all the photos and updates she sends while I'm away. It's so much less stress while traveling knowing my cat is in the best of hands!

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

Thanks again for giving so much TLC to all our fur babies. Never once did I have any anxiety! Thanya is one of the best. I hope she continues to pet sit in her new career as a veterinarian.

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Brenda B.
Drop-In Visits
5.0 out of 5 stars

Elizabeth was wonderful! She provided the best updates of my fur baby that were thoughtful and caring. I know my baby was in great hands and would absolutely book again!

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Emma S.
Drop-In Visits
5.0 out of 5 stars

Taylor was always on time, provided excellent care to my cats. One has diabetes. So it requires an extra step. She was always communicating every visit how they pets where doing. She kept everything tidy and I can tell she loves doing this and takes great pride in her job. I will hire here every time I need help.

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Anne Marie K.
Drop-In Visits
5.0 out of 5 stars

She’s incredible. We feel so fortunate we found her. She was great with all of our cats and was so good with our elderly, diabetic cat that requires two shots a day.

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Richard T.
Drop-In Visits
5.0 out of 5 stars

Taryn was such a great sitter for our cat! She was super communicative, reliable & we know Marley was taken great care of. We would absolutely book again and recommend to anyone needing a great sitter.

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

Lena took the BEST care of my cats. She sends fabulous photos and it’s clear she truly cares about the pets she sits. I’m beyond thrilled to have had her as a sitter and will definitely be booking with her in the future.

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

This was our first time using Rover. Samantha was great. Knowing that she was coming to check on our cat every day gave us peace of mind on our trip. We will definitely use Rover AND Samantha again. I highly recommend Samantha!

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Constance S.
Drop-In Visits
5.0 out of 5 stars

Miranda was very great to work with and very attentive to caring for our kitties. She was very consistent with her service, went above and beyond and was very helpful. Definitely would book again!

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

Cheyanne never disappoints me in her ability to provide great service. Her level of care and trustworthiness is exemplary. Thank you again, Cheyanne, for your help with Stormy.

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David L.
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
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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?

  • Cashless payments

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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 - Windermere

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Sitters in Windermere average 7
repeat cat sitting clients

FAQs for Cat Sitting - Windermere

Frequently asked questions about Rover

The average cost of Cat Sitting in Windermere is $21 per visit as of November 2026. Most bookings cost between $11 and $48 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 November 2026, there are 715 sitters on Rover offering Cat Sitting across Windermere. 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 Rover's Trust & Safety page.

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 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 Meet & Greet.

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

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 92% 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 cancellation policy, 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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