Dog Sitting Middletown

Book a Middletown dog sitter to watch your dog in your sitter’s home or yours.

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Over 205
pet parents in Middletown have booked dog sitting

Middletown, Find top rated dog 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: Jordyn M.
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Jordyn M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Middletown, DE, 19709

Jordan was absolutely amazing. She followed all my instructions to a T and Storm loved her.

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Bryon R.
Sitter Profile Image: Nancy L.
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Nancy L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
12 years of experience
Newark, DE, 19702

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I am home full-time, which allows me to provide attentive, personalized care throughout the day. Your dog won’t be left alone for long periods and will receive plenty of potty breaks, exercise, playtime, enrichment, and affection. Being home full-time also allows me to closely monitor each dog’s well-being, maintain their routine, and ensure they feel safe, comfortable, and loved while you’re away. Your dog will be cared for like one of my own in a safe, loving home environment. I have a fully fenced 0.6-acre yard where dogs can safely run, play, and explore under supervision. They’ll also have the companionship of my three friendly, well-socialized dogs if they enjoy being around other dogs. Throughout the day, your pet will receive plenty of exercise, potty breaks, playtime, enrichment, and affection. I follow each dog’s routine as closely as possible, including feeding schedules, medications, and any special instructions, so they feel comfortable, happy, and at home while you’re away.

Sitter Profile Image: Selena L.
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Selena L.
from
$24
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
El Cerritos, Bear, DE, 19701

Selena was amazing! She really took the extra time and effort to not only be the best sitter to our girl Olive but also to care for our home while cleaning up after our little one. She was so good with our pup and would choose her any day! Thanks Selena :)

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Dhara P.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$25
per visit
5.0 out of 5 stars
3 reviews
25 years of experience
Middletown, DE, 19709

About: I've had cats and dogs my whole life and have spent most of my adult life volunteering for 2 animal rescue organizations. I fostered over 170 cats for my last organization (that was over a period of 15 years!) caring for all ages as well as taking in some with medical needs. I'm skilled at administering medications of all sorts and we currently have an asthmatic cat that takes an inhaler. I've been a "cat person" my whole life, but love dogs too! My husband and I love the large breeds, in particular Mastiffs. We currently have 3 cats plus a Mastiff who is the biggest baby. :-) We recently moved to Delaware (from just outside of DC) and I'm looking to re-start pet sitting as I LOVE meeting new furbabies and taking care of them. I used to pet sit in VA but put it to the side when fostering took up most of my free time. I recently took an early retirement and have plenty of free time so can offer flexibility. Since I'm married my husband helps takes care of our own cats/dog, and he understands my love of animals and desire to help others. I understand that every cat/dog is unique, with their own personality and needs. I will take the time to get to know each one and tailor my approach to ensure their comfort level,

Sitter Profile Image: Reid C.
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Reid C.
Star Sitter
from
$62
per visit
5.0 out of 5 stars
68 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Our 3rd time booking with Reid- great as always! Provided pictures and played with our dog outside! Will continue to book Reid whenever we need dog coverage!

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Kelly G.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$30
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Townsend, DE, 19734

About: Hey, I’m Courtney, a passionate animal lover with hands on experience in veterinary care and a deep commitment to keeping pets happy, safe, and loved. I’m a recent graduate from Delaware State University and I work as a Veterinary Assistant at a local animal hospital in Middletown, DE. Over the years, I’ve cared for dogs of all sizes and personalities from cuddly to high energy. My experience includes everything from administering medications, handing emergencies, senior and puppy care,daily walks, playtime, and providing lots of belly rubs! Whether you’re looking for drop in, dog walking or overnight care, I bring professional compassionate care tailored to your pet’s needs. I treat every dog like family because that’s what they deserve. Let me know how I can help give you peace of mind while you’re away. I’m excited to meet your furry friend. Im working full time as a veterinary assistant, but I’m still available to your pet depending on your needs morning or nights to play with them and give them care. I have an extra crate at home. In clients home I like to establish trust and bonding with pets. Maintain a routine if any for the pet and provide good stimulation.

Sitter Profile Image: Jenna B.
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Jenna B.
from
$20
per visit
5.0 out of 5 stars
131 reviews
21 repeat clients
20 years of experience
Bear, DE, 19701

A-mazing! This my first time using a service like this and my and my pups experience was wonderful. Jenna did such an excellent job summarizing her visits. She did it in a such a fun way that I looked forward to reading them not just to know what happened to see how to explained it. I highly recommend her!

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Starlitt M.
Sitter Profile Image: Delaney G.
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Delaney G.
from
$35
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
9 years of experience
Townsend, DE, 19734

Delaney is so dependable - it gives me so much peace of mind that my dogs are in great hands!!

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Mary B.
Sitter Profile Image: Raven C.
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Raven C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
14 years of experience
Bear, DE, 19701

Raven was wonderful!! She took excellent care of my two cats! We will definitely be booking her in the future

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Elizabeth E.
Sitter Profile Image: Paul C.
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Paul C.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Elkton, MD, 21921

Love the photos! This was our first time using anyone for a pop in visit. This was totally last minute! Asked Paul and his fiance last night at 7pm to please help us, and without hesitation they came right over and met our boys. They did a pop in visit today and they were wonderful!!! Will definitely use them again :) They were great!!!! Thank you both so much !

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Leanna
Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
76 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

Jen is absolutely the BEST petsitter you will ever experience. My cat is very high maintenance with her attitude and her massive hair (forest cat). Upon my arrival home kitty was calm, very content , and had an extensive grooming! My home was exceptionally clean with the removal of litter and cat food cans. Jen met me before the sitting dates and she was extremely knowledgeable . She has tons of common sense--- You will not need to give her pages of instruction. She GETS IT ! In addition, my plants were watered during this 94 degree weather , mail was placed neatly inside, and trash cans were taken to the curb . Photos are sent to you at each visit. Love Jen to take care of my cat.

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Jane E.
Sitter Profile Image: Angie O.
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Angie O.
from
$20
per visit
4.9 out of 5 stars
10 reviews
2 repeat clients
13 years of experience
Townsend, DE, 19734

About: CURRENTLY NOT TAKING ANY FUR-BABIES. Hi and welcome. My husband and I love animals. We currently have one dog, Brandy, and one cat, Smokey. Both my husband and I work during the week. We are home all day during the weekend. Our house is not big, but we have a lot of love for your furry members of your family. We have a decent size fenced backyard that your pups can run and lounge in while your on vacation. We have been taking care of our dogs for 14 years and 10 years of taking care of cousin's dog one week a year. We would love for you to give us a chance. We are available! We can't wait to meet you and your fur-babies.

Sitter Profile Image: Courtney B.
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Courtney B.
from
$20
per visit
10 years of experience
Bear, DE, 19701

About: I’ve grown up with dogs my whole life. I adopted a cat two years ago & can confidently say I now know the difference between how to interact with both. My friends call me the cat whisperer & I’ve watched both cats & dogs before. I am available to pet sit weekdays. My availability does depend on the week- I work remote so I am more flexible. I will try to keep my posted schedule as up to date as possible. I care for every pet with compassion & love. I understand that every dog/cat is different & needs to be treated accordingly. I get the importance of knowing your pet is safely looked after & treat them like my own.

Sitter Profile Image: Aline G.
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Aline G.
from
$25
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
3 years of experience
Townsend, DE, 19734

Aline is so great for our pups!! She’s attentive and patient with our three maniacs. She’s great at staying in touch and SO flexible with our schedule changes. Book with her now :)!

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Erica W.
Sitter Profile Image: Miriam C.
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Miriam C.
from
$20
per visit
5 years of experience
Bear, DE, 19701

About: I’ve been enjoying helping my kids care for their dogs and cats creating a strong bond while having so much fun with their dogs and cats. I have a flexible schedule to care for pets while providing a safe environment to stay in and keep to their schedule like their own parents with me. I have a fenced yard under my supervision and have fun playing with my own pets! Any suggestions that your pet needs will be appreciated in order to create a bond and trust while you are not there will be perfect to make your pet’s and your day!

Sitter Profile Image: Hailey G.
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Hailey G.
from
$20
per visit
5 years of experience
Newark, DE, 19702

About: I’ve always taken care of pets from the age of 10, whether my own or family and friends. I enjoy spending time with pets and make it my mission to fulfill their day with their needs and wants. My favorite part of getting to pet sit is the cuddles and play time of course as well as getting to know each and every pet’s personalities. I’m currently working part-time as well in school part-time, my availability for Tuesdays and Thursday are anytime from 2pm-10pm due to school. Friday and Saturday I am available anytime from 10am-8pm, plenty of time to play and cater to your pets! I do not have the environment to pet sit at my home, but am willing to travel to care for your pets! I take all precautionary measures and follow instructions to the T to ensure your pets needs are met and to your standards. I aim for being responsible yet sprinkling in some fun.

Sitter Profile Image: Meredith V.
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Meredith V.
from
$15
per visit
1 repeat client
20 years of experience
Newark, DE, 19702

About: I have grown up around dogs my entire life, big and small! I’ve bathed, feed, played with, and let dogs outside! Cuddles are a must! I attend Western Kentucky University but am home for the summer. I currently work part time at Brusters Ice Cream! My schedule changes weekly however I don’t work everyday meaning there is plenty of time for stopping by throughout the day! I will update clients on schedule changes to fit their needs and make sure all pets are taken care of properly. Most shifts are at night so I can stop by for feedings and bathroom breaks before work and after! Care begins with attention. Following clients instructions as every dogs and cats needs are different. Proper safety, comfort, and routine is important! Whether backyards aren’t fenced in or animals are fed at a specific time clients instructions are always important to follow!

Sitter Profile Image: Tre S.
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Tre S.
from
$25
per visit
4.6 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Middletown, DE, 19709

Tre is on time and communicates all about the visit. He is extremely professional and easy to work with. Plus my dog did not bark at him!!! While my Bella has fears and anxiety issues, he found ways to work with her. We will definitely use him again!

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Judie B.
Sitter Profile Image: Ryan K.
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Ryan K.
from
$15
per visit
5 years of experience
Townsend, DE, 19734

About: I have taken care of big small dogs, many dogs in one house or cats and dogs in one house and I always give special care to the senior dogs I’m fully available anytime any day for the rest of summer. I can decimate my time to your dog. For when I’m in university I am available Tuesday Thursday Friday and the weekend. If you have a fence out in your backyard I will go out there and play with them and reward them when they display good behavior.

Sitter Profile Image: Melissa J.
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Melissa J.
from
$25
per visit
4.8 out of 5 stars
12 reviews
3 repeat clients
41 years of experience
Middletown, DE, 19709

About: I have always had pets. As a toddler my dog and I would explore the woods together. I have had pet birds, fish, hamsters, turtles, spiders, frogs, lizards, rabbits, horses, turkeys, chickens, cats and dogs. I also have experience caring for cows and sheep. I started doing pet care professionally as a teen. I eventually started training dogs as well. I did that until I moved for college. Now, I started providing those services in my home. Having dogs stay with me gives me the opportunity to provide 24/7 care and training. I trained my last dog to be a hearing dog. She always alerted me to the door and phone, so I incorporated those natural likes and abilities into her training. I'm currently preparing my new dog for search and recue training based upon his love of playing hide and seek. All dogs have their own natural abilities and like different things. I have used clicker training in the past. I usually use reward based training. I occasionally seperate dogs, so they might not play together unless they are from the same household. I have rooms set up as individual dog suites. I have lots of cozy blankets and toys for dogs to feel comfortable. Dogs will still roam and play throughout the house. Dogs will get lots of individual attention. Dogs usually make friends and enjoy playing together. There are lots of toys beds and blankets for them to get cozy and have fun. I have a large unfenced yard (will be fully fenced in October. Currently only one side is fenced.) that backs to woods with a creek and a park. Dogs will be leashed outside. I can take more than one dog and for extended stays. Dogs should bring their own food and potty training pads if they use them. I send lots of pictures of your dogs during their stay. I can send videos and have done live chat videos, so you can see and talk to your dog. Dogs will be taken outside regularly. Dogs will go outside in all weather at least 2 times during the day. Dogs also will have ample play time indoors with running, chasing, fetching or jumping. Dogs can play ball or nap. I take dogs running at the park. Each dog will be cared for according to his personality. Dogs get alot of individual attention. I make sure dogs are comfortable throughout the day and i play with them and incorporate them into my day as much as possible. My 2.5 year old son and husband also play with the dogs. They help train, feed and care for dogs too. They also run with dogs and take them to the park or dog park. Dogs may go to the store with us or on errands or on an outing. Dogs may sleep in our bed with us. Dogs may join in for Disney songs and dancing. Dogs may make new friends and bond. I only care for a few dogs at any given time. I can care for dogs weekly and monthly. I can cater to dogs special or individual needs. Drop off pick up is between 6am to 7am or 7pm to 8pm weekdays and anytime weekends. More About Me: I started pet care professionally more than 20 years ago, when i was studying nursing. I was in college and nursing school full time, working at a healthcare facility full time, doing home care and pet care. I received both of my undergraduate degrees in legal studies. I started 2 master's degree programs one in law and one in business. I plan to continue doctorate studies in psychology. My main interest is behavior. My other interests are sociology and anthropology. I also write. I love dog care. It's fun! Even when the work is hard, it's rewarding. I'm glad i decided to focus on dog care again. My days are much better with dogs in my life. More About My Family: My son has benefited from having dogs in his life and it has afforded him an early opportunity to begin working with animals. My son is an animal lover. He especially loves dogs. He's a good trainer and pet care provider. He has a deep concern for dog's feelings and goes out of his way to see them happy. He likes taking care of animals, especially dogs. He's interested in going to school, so he can learn more about taking care of animals. My husband loves dogs. He grew up with dogs and cared for additional dogs. He has a relaxed natural approach and does not use training as much as treats play and petting.

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The median cost per visit for dog sitting in Middletown is $20

Dog parents share their Rover experiences - Middletown

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5.0 out of 5 stars

We (my family and Cubby) love Tracie! We hope every time we travel that Tracie will be available. Cubby is a nervous girl when we are away, but so much more settled when we have Tracie watching her. Tracie is great with our schedule and also giving meds as needed. We as a family are also able to enjoy our time away when we know that Tracie is taking care of our big baby Cubby👍😁❣️

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

Ciara was pleasant from the first meet. Thanks for caring for our fur baby while we were away. Thanks for the constant updates.

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

Christine is amazing. She was a great with our new puppy. Such a relief knowing that our pup is taken such good care of while we are at work.

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

Jessica was awesome as always! I absolutely love the excellent rover cards that she leaves with a great write up and pictures!

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

Brooke was wonderful with our puppy! She did a wonderful job caring for him and gave us great update with pictures. Super trustworthy and I am so glad I reached out to her!

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

We love Timothy! He took great care of my two huskies, one of which that can be a little rambunctious. He made sure they were well taken care of and happy and sent lovely videos and photos along the way. Will 100% be requesting his services again! Thank you Timothy!!!

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Alicia B.
Drop-In Visits
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Sitters in Middletown average 6
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FAQs for Drop-In Visits - Middletown

Frequently asked questions about Rover

The average cost for Dog Sitting in Middletown on Rover is $18.87 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 1,756 sitters on Rover offering Dog Sitting across Middletown. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Middletown stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Middletown choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Middletown with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 96% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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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