Pet Sitting Wynbrooke

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Wynbrooke, Find top rated pet 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: Katelyn R.
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Katelyn R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 52 reviews
16 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Katelyn was amazing! She was very responsive and made a great effort to bond with my cats even though they were being a little grouchy. She left good reports after every visit as well. My cats were definitely in great hands 😊”

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Audrey S.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 361 reviews
77 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

“Jen is incredibly kind, thorough, and communicative! Having a kitty with medical needs can make traveling feel stressful, but Jen really put us at ease with her ability to administer medication. We will happily schedule with her in the future!”

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Erica V.
Sitter Profile Image: Adrianna C.
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Adrianna C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 75 reviews
18 repeat clients
25 years of experience
Sun Prairie, WI, 53590

“Adrianna took such good care of our kitty when we were away for the weekend. She administered his medication with no issue and made sure he was comfortable and loved on before she ended each visit. She updated us with lots of cute photos and detailed reports, too!”

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Abbie B.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!”

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Kristin R.
Sitter Profile Image: Phillip C.
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Phillip C.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: I’m experienced with both cats and dogs, house sitting and plant sitting if needed. I have a senior cat myself and two other younger cats but I also grew up around dogs and love to dog sit and take dogs on walks when the weather permits. My schedule is usually very flexible. I’m a full time student and I’m working part time from home in the Miami area. As long as I have a solid Wi-Fi or data connection for a hotspot I’m good to go. If there isn’t already explicit instructions my usual schedule would be to walk the dogs every 2-4 hours (puppies more than that till their potty trained) and feed the animals as instructed. Cats and dogs both need their daily playtime as well. I’m willing to spend the night if you’d prefer or just come and spend the workday with them 12+ hours a day.

Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
• 56 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

“Toni went above and beyond! Not only did she take superior care of our little cavapoo, Bailey, she brought our garbage cans in from the curb and offered to check in on Bailey one more time if we were running late. Excellent care and service!!”

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Amy K.
Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 53 reviews
22 repeat clients
15 years of experience
Sun Prairie, WI, 53590

“Lindsey was professional with excellent communication. She took great care of our Eddie and sent several pictures showing us what a good time he was having ?”

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Abigail A.
Sitter Profile Image: Darshani L.
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Darshani L.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Windsor, WI, 53598

“We had daily drop in visits with my dog and she was always there on time and gave Odin such great care. I would absolutely use her services again.”

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Ryan H.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 71 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

“Jackie is very accommodating, She contacted me to get instructions for entering my residence, but unfortunately I hadn't noticed. I got back to her as soon as I read the message, but she had already left. She was able to make another stop by later to care for Sparks. Her communication and care were top notch and I would recommend her as your next pet care provider.”

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Chris R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 53 reviews
22 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.”

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Wenona W.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
23 years of experience
DeForest, WI, 53532

About: Lifelong (35 years) dog lover and owner of a golden retriever. I begged my parents growing up to get our family a dog...luckily after all of my persistence, my mom and dad finally gave in. My family got two dogs within a few weeks of one another, a Chocolate Lab and a Brittany. Both had a lot of energy and were very loving. Of course, the dogs came with the responsibilities which I happily took on. I loved taking them for walks, meal time, playing fetch in the yard, and even the poop scoopin' duties. Currently, I work from home and get to spend all day with my golden retriever Stark. I want to help the other working dog moms and dads in my community who don't have the luxury of being home with their dog every day. If you want help to take your dog out to go potty, go for a walk, snuggle, just visit, or play, then I'm the one for you!! I work from home and can be available as needed as long as it's not during a scheduled conference call - gotta keep my day job. I'm pretty flexible but also don't mind a routine schedule if that would benefit you. If any dog steps it's paws in to my home or yard, I'll treat them like a part of my own family. Just seeing a dog puts a smile on my face. I have a large home with wood floors. There's also a large nearby fenced-in dog park a few miles from my house where I take my golden retriever to really run off the zoomies. I love my dog and I'm obsessed with him. Every photo on my phone is of my dog, my kids, or food, the three loves of my life...oh and my husband, he's got a few photos in there too.

Sitter Profile Image: Karen C.
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Karen C.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
35 years of experience
Windsor, WI, 53598

“Karen did a excellent job caring for my cats! She followed all requests in a timely fashion. We arrived home to happy cats.”

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Mary Jo W.
Sitter Profile Image: Chrissy B.
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Chrissy B.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Sun Prairie, WI, 53590

“Christy did a great job with my cats! It was a very last minute trip and Chrissy responded to my request right away and followed all of my care instructions. Arthur and Zelda looked like they enjoyed their time with Chrissy!”

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Chelsea B.
Sitter Profile Image: Cassie A.
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Cassie A.
from
$21
per visit
4.9 out of 5 stars
• 53 reviews
15 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Cassie took excellent care of our kitties while we were in Florida and even brought in our mail and packages for us! I would highly recommend her for your petsitting needs.”

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Tina V.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$23
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Bluff Acres, Madison, WI, 53704

“Morgan did a great job checking in on my shy cat! She was very communicative and even cleaned up an accident my girl had.”

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Marian L.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 133 reviews
29 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

“Ben provided excellent care for our dog and cat while we were on vacation for a week! He did 3 drop-in visits a day, arrived on time, and provided pics and videos. THEN, when our flight was delayed and we were stuck for two additional days, he covered those visits as well, which was amazing as we were already under a ton of stress due to the delay. We will definitely book Ben again and highly recommend.”

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Sara P.
Sitter Profile Image: Anne F.
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Anne F.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Sun Prairie, WI, 53590

“Anne was very responsive and arrived as requested. Maizie looked happy in the check in pics and was in good spirits when I got home.”

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Paul H.
Sitter Profile Image: Leah & Jeremy M.
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Leah & Jeremy M.
from
$28
per visit
5.0 out of 5 stars
• 36 reviews
19 repeat clients
20 years of experience
Waunakee, WI, 53597

“Leah and Jeremy were very friendly and professional during our meet and greet. Jeremy was great with communication on visit day and provided some great pics of the pups.”

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Christy G.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 40 reviews
12 repeat clients
15 years of experience
Madison, WI, 53704

“As my first experience using Rover, I am very thankful to have found Cassandra!! We hired her for drop in visits, and she left us with daily reports and many happy kitty pictures. :)) I could tell our cat was enjoying her company very much. We’re so grateful to her for watching him on short notice over the holiday, and for her professionalism. She is a great communicator, and very responsive in her messages. I couldn’t have asked for a better person to look after our little guy. :)) Thank you!!!”

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Rebecca H.
Sitter Profile Image: Faith G.
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Faith G.
from
$15
per visit
29 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

About: I’ve always loved dogs and genuinely enjoy spending time with them, whether that means going for a long walk, playing outside, or just keeping them company at home. I’m active and love being outdoors, so I’m especially happy to take dogs on walks and give them plenty of exercise and attention. I’m dependable, communicative, and will treat your pet and your home with the same care and respect I’d want someone to give mine. I’m comfortable following specific feeding, walking, and care routines, and I’ll always keep you updated while you’re away. I have a flexible schedule that gives me plenty of time to fit pet care into my week. I’m available for walks, drop-in visits, feeding, playtime, and check-ins throughout the week and on weekends. I’m happy to work with your pet’s normal routine and schedule! I know how important it is to trust the person caring for your pet and your home. I’ll follow your instructions closely and keep your pet’s normal routine as consistent as possible. I’m attentive, responsible, and happy to provide updates and photos so you know your pet is safe, comfortable, and getting plenty of attention.

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Pet parents share their Rover experiences - Wynbrooke

1 / 1
5.0 out of 5 stars

Emily gave good details and pictures for her visit w/ Moose! She is luckily close by and that is very helpful. Hope to hire her again soon.

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

Renee was wonderful with Sana! She took great care of our cat and did a great job brushing her long fur as well. Communication before the booking was smooth, and coordinating the key pickup and handoff was super easy. We felt very comfortable having Renee look after Sana!

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

Adrianna did a great job! I came home to happy and healthy cats. I appreciated the daily photos. I will absolutely trust her again with my pets.

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

As usual, Ben is so dependable and great with the dogs; they love when he visits and takes them on a walk in the area!

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

Lindsey is so great with my German Shepherd puppy. She knows about the breed and just understands big dogs, which is very reassuring. She’s also very good at communicating and responds quickly.

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

Anna gets an A+++! She is super personable and great with our pup. Took him on long walks, sent pics with detailed updates, and took the time to play with him. We felt confident he was in safe hands. Thank you Anna!

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Tyler E.
Drop-In Visits
5.0 out of 5 stars

Jorja took care of my 2 cats while i was away on a trip. She made sure to update me on their moods and sent me pictures!

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Joseline H.
Drop-In Visits
5.0 out of 5 stars

Krista took such wonderful care of our kitties while we were away for the week! It gave us so much peace of mind knowing they were in good hands while we were on vacation. She was dependable, caring, and made sure they had everything they needed. We came home to happy, well-cared-for kitties, which is all we could ask for! We’re so grateful to Krista and would absolutely trust her to care for them again. Highly recommend! ❤️

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Tina V.
Drop-In Visits
5.0 out of 5 stars

Autumn was great! I felt like there was a lot of fast communication and excitement to watch our kitty, would definitely book her again:)

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

Tonisha is very reliable and did an excellent job communicating with us. I would recommend her without reservation.

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Daniel K.
Drop-In Visits
5.0 out of 5 stars

Alyssa was great, especially when I had to cancel or add visits. I would book with her adain and recommend her whole heartedly

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Rhoda K.
Drop-In Visits
5.0 out of 5 stars

Miranda was great!!! She was able to do an extra day when we had a travel issue and had to come home a day later. Would definitely recommend Miranda and won’t hesitate to use her again.

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

We used Jeff for both our wedding and our honeymoon and we couldn't be more satisfied. We felt very confident with him taking care of our animals and knew they were in good hands. 100% will be hiring him for future pet sitting needs.

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

Cassandra is a great sitter I will happily book again! Reliable, communicative, and she takes great care of my pet. Thank you!

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

Megan has been such a joy for our family! We have absolutely loved having her watch our dogs. They are obsessed with her, and she takes such great care of them. We are moving out of state and are so sad that we won’t get to work with her anymore. Thank you so much for everything, Megan!!

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Cat G.
Drop-In Visits
5.0 out of 5 stars

Peyton was awesome with our puppy Luna! She let us know what they did, kept us updated, and even took her for a walk during our drop in visit. Would recommend and have her come again!

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Jenna G.
Drop-In Visits
5.0 out of 5 stars

Best cat sitter ever!!! Tuna loved hanging out with Jilly, and the updates / photos were my favorite part! :) Very trustworthy and such a sweetheart!

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

I can’t say enough good things about Hailey. She is consistently reliable, incredibly kind, and genuinely invested in the well being of my two dogs. They absolutely love her! She’s great with communication, pays attention to the little details, and always makes sure the girls get the care, exercise and affection they need. It’s such a relief to have someone you can trust completely- Hailey is that person. Highly recommend her to anyone looking for exceptional pet care!

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Katharine K.
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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Why Choose Rover?

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How to book pet sitting

  1. 1. Search

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

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FAQs for Pet Sitting - Wynbrooke

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 .

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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