Cat Sitting Windermere

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

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Over 58
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.

1 / 1
Sitter Profile Image: Skye T.
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Skye T.
from
$15
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Ocoee, FL, 34761

Skye took such great care of my pitbull Kilo! She was attentive, communicative, and kept me updated throughout the visit. Kilo seemed to really enjoy his time with her, which gave me so much peace of mind. I would absolutely book with her again and highly recommend her to anyone looking for a caring and reliable dog walker. :)

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Angelique G.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
338 reviews
94 repeat clients
30 years of experience
Winter Garden, FL, 34787

Karen is always my go to for watching my cat when I’m out of town. She is the absolute best! She truly cares and makes sure he feels loved and cared for. Thank you Karen!!

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Monika B.
Sitter Profile Image: Sarah V.
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Sarah V.
from
$16
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
15 years of experience
Windermere, FL, 34786

About: For over 15 years, I have provided comprehensive, high-quality care for both dogs and cats. My experience ranges from high-energy playtime to specialized senior care and positive reinforcement training. I pride myself on creating a safe, structured, and joyful environment for every pet. What I Offer- Medical & Senior Care: Confident in administering oral medications and skin topicals, as well as managing specialized routines for aging pets. Positive Training: Skilled in teaching basic manners, tricks, and reinforcing good behavior using force-free methods. Play & Enrichment: Expert at reading animal body language to deliver the perfect balance of physical exercise and mental stimulation. Feline Expertise: Experienced in managing cat behavior, specialized diets, and giving space to timid or anxious felines. Whether your pet needs basic puppy training, gentle elder care, or just a fun day of structured play, I adapt my approach to their unique personality. Because my work schedule varies week-to-week, I am highly adaptable and can often accommodate non-traditional times, last-minute requests, and mid-day visits that standard 9-to-5 sitters cannot. I manage my calendar tightly to ensure that when your pet is booked, they get my 100% undivided attention, medical care, and training focus. As a seasoned pet professional specializing in medical administration and behavioral training, I look at safety through a clinical and preventative lens. I do not just watch your pet; I actively monitor their health, behavior, and physical surroundings to prevent accidents before they happen. You can travel with total peace of mind knowing an expert is at the helm.

Sitter Profile Image: Jamie L.
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Jamie L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
53 reviews
13 repeat clients
20 years of experience
Orlando, FL, 32819

Jamie was great and helped us while we were in from out of town! Great communicator and kind soul! Definitely recommend her if you are needing a Rover service.

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Matt H.
Sitter Profile Image: Shelley R.
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Shelley R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
38 reviews
12 repeat clients
3 years of experience
Windermere, FL, 34786

She was great in keeping Pumpkin fed and was able to accommodate some extra stays when we had a delay in flights, which we really appreciated! Shelley is very nice and attentive, with good communication as well.

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Gabriela C.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$20
per visit
5.0 out of 5 stars
51 reviews
15 repeat clients
22 years of experience
Ocoee, FL, 34761

It was great having Danielle check on our cat while we were away on vacation! She is super responsive, and took the time to do a meet & greet with us beforehand. While we were away she provided detailed updates & pictures, and was so attentive to what was going on with our cat. We felt very secure knowing she would be there. Thanks again, Danielle!

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Analisa C.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
Windermere, FL, 34786

She was amazing! We had pictures of every visit and the love and care she provided for our dogs was amazing. She also gave us great summaries of her visits. I will be definitely be requesting her again.

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Diana O.
Sitter Profile Image: Taryn N.
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Taryn N.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
54 reviews
23 repeat clients
23 years of experience
ORLANDO, FL, 32819

I hired Taryn for a drop-in midday to let out and play with our Goldendoodle. She was on-time, communicative, took lots of pictures, and very easy to deal with! Would highly recommend!!

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James G.
Sitter Profile Image: Reece L.
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Reece L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
65 reviews
20 repeat clients
10 years of experience
Ocoee, FL, 34761

Reece came to walk my dog Haze, who has a ton of energy and specific dietary and allergy needs. I really appreciated how communicative and reliable she was—sent updates, arrived on time, and spent some time playing with him during the check ins. It’s such a relief to find someone I can trust with Haze. Would definitely book with her again!

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Bri Lauren i.
Sitter Profile Image: Daijah B.
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Daijah B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
191 reviews
57 repeat clients
23 years of experience
Windermere, FL, 34786

Daijah always does such an incredible job with our pup! She keeps us informed, sends photos, and our dog clearly has so much fun with her! Highly recommend her!

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Marcy V.
Sitter Profile Image: Jenn H.
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Jenn H.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
123 reviews
46 repeat clients
10 years of experience
Orlando, FL, 32835

Jenn was wonderful with my cat, Oakley, who was sick at the time. While his care needs were simple (feeding, checking the automated litter box, and monitoring for any sickness), I truly appreciated the level of attention and compassion she showed. Many sitters would consider this an “easy” job, but Jenn still honored the full 30 minutes of each visit—keeping Oakley company, which I was able to see both in her updates and through my Ring camera. She also went above and beyond when Oakley got sick on the carpet. Instead of just grabbing whatever was available, she reached out to ask what cleaning products were best to use—showing that she cared about both my cat and my home. Another thoughtful touch was that she offered to do a preliminary meet-and-greet ahead of time to walk through the care plan. I chose to coordinate via text instead, but I really appreciated that she made the option available—it showed how much she values communication and trust. Jenn is personable, reliable, and truly cares. I felt completely at ease leaving Oakley in her care, and I highly recommend her to anyone looking for a sitter who goes the extra mile.

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Mona S.
Sitter Profile Image: Cassia V.
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Cassia V.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
120 reviews
21 repeat clients
27 years of experience
Windermere, FL, 34786

Cassia was wonderful to work with! She was very thorough in ensuring that everything Lucy needed was there, and gave her plenty of love and multiple potty breaks in a short visit. I highly suggest booking her!

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Nicole Q.
Sitter Profile Image: anna a.
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anna a.
from
$19
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: Youm J.
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Youm J.
from
$20
per visit
4.8 out of 5 stars
55 reviews
12 repeat clients
10 years of experience
Kirkman South, Orlando, FL, 32835

About: Hello there, I have previous experience with my dog as well as doggy fosters. 🐶🐾 it’ll be a pleasure babysitting for you. Hope to build a long trusting relationship with you and your pup ❤️ I currently work part time at home ,I have a little doggy myself he’s very friendly and loves making new friends. We go out to the dog park in the community a lot and take a lot walk as well. Let me know if your dog needs a little more walks than usual. Per my booking policies: I have created a nice safe relaxing loving environment for your dogs. Where everyone is treated fairly and with love. We make sure everyone here feels safe. This is their vacation as well. ****Full Disclosure: *** I am unable to Sit doggy’s with separation anxiety and or Covid puppies. As I will not be able to provide the constant care and attention required. ** ** PLEASE NOTE: We are following all Covid-19 protocol. Maintaining a 6 feet distance. Meet & greets outside and or local park, NO at home tours, sanitizing after each client as well as pet personnel belongings before and after stay

Sitter Profile Image: Grey G.
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Grey G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
87 reviews
21 repeat clients
5 years of experience
Winter Garden, FL, 34787

Grey was amazing, on time, and took such great care of our three cats. We are lucky to have found her and will definitely book again for our next trip.

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Eman B.
Sitter Profile Image: Lindsay L.
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Lindsay L.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
65 reviews
21 repeat clients
22 years of experience
Orlando, FL, 32819

Lindsay was great! She did drop in visits and walked our two dogs while we were away for a week. We appreciated how flexible she was with times to drop in as she was working around my daughter’s schedule. I know the dogs loved getting a daily visit and walk. Lindsay was super responsible and we would definitely trust her with our dogs again!

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Deborah M.
Sitter Profile Image: Katherine F.
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Katherine F.
from
$17
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
12 years of experience
Windermere, FL, 34786

Katherine is absolutely wonderful! She was very responsive and reliable. I also appreciate that she would grab our packages if we had any sitting and bring them in. I will absolutely schedule care with Katherine again in the future!

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Jessica M.
Sitter Profile Image: Poliana D.
Verified Enhanced Background Check
Poliana D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
630 reviews
171 repeat clients
15 years of experience
Windermere, FL, 34786

Poliana takes such great care of Minnie every time she comes to visit. We receive tons of pictures and updates while we are gone. I appreciate knowing that Minnie is in good hands and is happy while we are away. Poliana, Thank you so much for making me feel so confident in leaving Minnie and knowing you will take great care of her!

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Molly D.
Sitter Profile Image: Rachel M.
Verified Enhanced Background Check
Rachel M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
16 repeat clients
15 years of experience
Windermere, FL, 34786

She’s awesome did a great job very trustworthy and respectful to my home . I will only use her when needed .

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Lance L.
Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$25
per visit
5.0 out of 5 stars
42 reviews
18 repeat clients
13 years of experience
Orlando, FL, 32819

Jonathan was an amazing life saver for our last minute trip. He took amazing care of our girl and treated her like family making sure she had everything she needed while we were away. I would highly recommend him to anyone who needs a pet sitter and we will definitely be using him again in the future!

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

Cat parents share their Rover experiences - Windermere

1 / 1
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

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.
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

Lillian is THE BEST AND SHE GENUINELY CARES! I was out of town for a week, my girl had some issues and I was super worried to leave. I received great updates, and a call when there was some not normal circumstances. Lillian even offered to be “on call” if we needed more visits. Not really on call but you get it. She is so good with my cat and eased my anxiety while I was gone. She is my permanent Rover! Zero doubts with her!

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Matt H.
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

Megan was so great with our cat Marley! She provided detailed visit reports & provided great care. We would recommend her & book again for any future needs!

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Erica P.
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

She’s awesome did a great job very trustworthy and respectful to my home . I will only use her when needed .

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Lance L.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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.

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Meet local sitters who will treat your cats like family

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Popular requests for cat sitting - Windermere

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Sitters in Windermere average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Windermere

Frequently asked questions about Rover

The average cost for Cat Sitting in Windermere on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat Sitting 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 Cat Sitting. For more information on service fees, click here .

As of August 2026, there are 2,410 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 short introductory meeting between you, your cat, 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.

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
  • 95% can help with giving oral medications or injections
  • 98% 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 calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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