Dog Sitting Winston-Salem

Book a Winston-Salem dog sitter to watch your dog in your sitter’s home or yours.

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Over 648
pet parents in Winston-Salem have booked dog sitting

Winston-Salem, 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: Amanda S.
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Amanda S.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
65 reviews
26 repeat clients
20 years of experience
Winston-Salem, NC, 27106

Amanda was phenomenal! She was very reliable. She took great care of my kitten, making sure he didn't just get plenty of food and water, but also plenty of company to play with.

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Ashley S.
Sitter Profile Image: Ryan R.
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Ryan R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
31 reviews
7 repeat clients
2 years of experience
Winston-Salem, NC, 27101

We are very anxious pet parents and Ryan was great with our cats! He sent pictures, communicated well and was very reassuring while we were gone, will definitely book again in the future!

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Isabelle P.
Sitter Profile Image: Paisley H.
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Paisley H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Winston salem, NC, 27103

About: I’ve taken care of pets my whole life but I started getting paid for it when I was 10. I know CPR for dogs in case of emergency. I also have a big fenced in backyard for your pet to run and play. My schedule is very flexible and I am home often. So your pet will get the upmost attention and care! *SERIOUS INQUIRIES ONLY*DO NOT BOOK ME IF STILL CONSIDERING OTHER CAREGIVERS*I WILL NOT BOOK WITH ANYONE WITHOUT A PROFILE PICTURE FOR MY OWN SAFETY* I am a college student. I do most of my classes online so my schedule is very flexible. I am available almost anytime. Just message me(: I have a fenced in yard and ring security cameras. I will follow whatever rules you have for your pet and whatever feeding requirements/needs you share. Rest assured your pet will be cared for properly and I will follow all of your instructions to the best of my ability.

Sitter Profile Image: Thea L.
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Thea L.
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
18 years of experience
Winston Salem, NC, 27103

Thea is very comprehensive in her visits. She is able to meet any needs/requests you have! Treated my little guy very well. - I would recommend her services

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Dakota B.
Sitter Profile Image: Bryan C.
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Bryan C.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Winston-Salem, NC, 27106

Bryan went above and beyond every single visit. We will definitely be booking again.

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Alyssa G.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$16
per visit
5.0 out of 5 stars
7 reviews
15 years of experience
Winston-Salem, NC, 27107

Amanda is great! Prior to our first appointment she met me for a Meet and Greet to go over our routine with my dog Dottie. For our scheduled drop-in Amanda was on time, followed our routine, sent pics and spent time with Dottie. We will definitely use Amanda again in the future.

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Jeremy T.
Sitter Profile Image: Carolaine W.
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Carolaine W.
from
$17
per visit
5.0 out of 5 stars
5 reviews
7 years of experience
Winston-Salem, NC, 27101

Caroliane did an amazing job taking care of our two cats. She went above and beyond, and we greatly appreciated her flexibility. Would absolutely rebook with her again.

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CJ A.
Sitter Profile Image: Laura & Dario Z.
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Laura & Dario Z.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
23 reviews
10 repeat clients
15 years of experience
WINSTON SALEM, NC, 27106

Laura is the best! He has helped us a lot the days we are working, she takes very good care of our puppy and always sends us photos and videos of him. Totally recommended!!

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Milena S.
Sitter Profile Image: Evelyn P.
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Evelyn P.
from
$15
per visit
5.0 out of 5 stars
1 review
2 repeat clients
12 years of experience
Winston-Salem, NC, 27103

Evelyn was so great with our pups!! I scheduled her last minute and she came to meet the dogs beforehand. Everything went so smoothly. Absolutely will use her again!

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Malery A.
Sitter Profile Image: Ruahmari R.
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Ruahmari R.
from
$30
per visit
4.9 out of 5 stars
51 reviews
31 repeat clients
20 years of experience
Winston-Salem, NC, 27101

Ruah was so kind and understanding with my 2 senior rescue dogs and all their quirks! She sent updates and photos during her visit and my dogs were well cared for and happy when I got home. Having someone I can trust to care for them like their own pets is a blessing! I have already rebooked with Ruah and would recommend her to any pet owners.

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Susan L.
Sitter Profile Image: Sarah R.
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Sarah R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
52 reviews
17 repeat clients
20 years of experience
Winston Salem, NC, 27127

Sarah was AMAZING with our 2 year old Rottie mix and our 6 year old pug mix. She sent plenty of pictures and updates and went above and beyond taking care of our boys while my husband and I were away:)

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Madison S.
Sitter Profile Image: Elise S.
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Elise S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Winston-Salem, NC, 27103

Elise went above and beyond making sure my dog was cared for during drop in visits this month! Her updates always made me smile and my dog immediately loved her during our meet and greet even though she is sometimes shy with new people.

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Thea L.
Sitter Profile Image: Sharonda K.
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Sharonda K.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Winston Salem, NC, 27127

Absolutely wonderful. Had to work a long shift and Sharonda came with very little heads up and took amazing care of my puppy. She was very kind and sent updates! Would encourage anyone to use her she is great!

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Macaylah A.
Sitter Profile Image: Ana H.
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Ana H.
from
$12
per visit
5.0 out of 5 stars
6 reviews
5 years of experience
Winston-Salem, NC, 27127

Did a great job even on a last minute notice! Ana was a huge help and was great with communicating on a timely manner.

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Freri R.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
23 years of experience
Winston Salem, NC, 27101

About: Hello! My name is Rebecca, I am twenty five years old. I have been passionate about animals since I was a child! I grew up in 4-h with horses and have been rescuing and rehoming kittens throughout my life. During collage I completed two internships at W.O.L.F. in CO and The Animal Parks in Burlington NC. And I worked as a veterinary assistant for Vetco’s clinic for two years. I now volunteer with the North Carolina zoo and AARF. My experiences have given me a lot of knowledge and confidence with different types of animals. I love really getting to know each and every animal and learning more about their personalities. The services I can provide include: Dog walking, feeding, cleaning up after animals, play time, litter box cleaning, brushing, and administering oral medications. I would love to provide the care needed to keep your pets comfortable while you are away. I have an older dog of my own that I care for everyday. He gets join supplements and other medications everyday and get played with when he has the energy. I also have a very energetic kitten that loves to play and spend time outside in his cat balcony! I make sure to try and keep on the same schedule as their owners. Sometimes that includes waking up early for feeding and giving medications or taking their dogs on two walks a day! I make sure to give cats their own space to feel safe and interact as much as they want! I also ensure the litter box is cleaned every day.

Sitter Profile Image: Sarah B.
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Sarah B.
from
$20
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
13 years of experience
Winston Salem, NC, 27127

Sarah was great and the pups loved playing with their new friend! She was prompt with the requested visit times and helped with cleaning up a few messes that they made. I'm not sure who had more fun, Sarah or the mutts!

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Tim M.
Sitter Profile Image: Maribel A.
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Maribel A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
89 reviews
25 repeat clients
9 years of experience
Winston-Salem, NC, 27101

Maribel took such great care of my Tom!

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Regan B.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$25
per visit
10 years of experience
Winston Salem, NC, 27103

About: Hi! I'm Dr. Mo -- I'm reliable, attentive, and I absolutely love doggos! I'm the person people trust with their pets when they're out of town, working, or overwhelmed (let's face it -- life is lifing pretty hard these days). I have a kind, grounded, and loving presence and tend to do well even with high-energy and sensitive pets. I'm a psychologist --the human kind --but I am tuned in to behavior and routines, so I pick up on what helps your pet feel safe and comfortable. Whether it's long walks (or run/hikes!), playtime, or just keeping a consistent schedule while you're away --I'll treat your pet like my own. I'm also comfortable with medications, special instructions, or multi-pet households. You'll get regular photos and updates so you'll never have to wonder how things are going. If you're looking for someone dependable who genuinely gets animals (and their humans) I'd be honored to help. The doctor is in (and down for walks!) I currently work part time (remotely) as a college professor and run my own consulting firm, so I have flexibility to care for animals all week! I tend to work from a local coffee shop or my apartment mid day, but like to take morning and afternoon breaks -- which is perfect for dog sitting/walking! I live in a shared apartment, so won't be boarding dogs, but I'm happy to house/pet sit at your home. I've been doing this for friends, family, and faculty, for over 10 years! My work is flexible -- if I have my laptop, I'm set to work from anywhere. I'm adaptable and respectful of privacy, and enjoy having a change of scenery and working from different environments -- and enjoying the company of a special doggie pal makes life more wonderful.

Sitter Profile Image: Lilith M.
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Lilith M.
from
$25
per visit
3 years of experience
Winston-Salem, NC, 27103

About: I have cared for cats and dogs all of my life. I currently care for my two lovely cats, Klaus and Stanly. I have experience with taking care of kittens, adults, and senior kitties. I am experienced with caring for pets that have needed medication administration. For dogs, I am an incredibly physically active individual (ballet dancer!), and am very capable of fulfilling any walking, running, or exercise needs you dog may have! I offer check-ins, dog walking, cat sitting, and dog sitting. I'm currently a full-time senior undergraduate student at UNCSA. I have the most availability on Weekends and Holidays. During the Spring Semester, I will have limited availability during weekdays. I care for pets by maintaining their usual routine and creating a calm, attentive environment, whether in my home or a client’s home! I make sure all basic needs are consistently met, including feeding on schedule, providing fresh water, cleaning litter boxes or outdoor areas, and ensuring appropriate exercise and playtime. I pay close attention to each pet’s individual personality and comfort level, adjusting my approach to their energy, boundaries, and preferences. I also monitor behavior, appetite, and overall health so I can quickly notice any changes and communicate them to the owner. My goal is always to keep your pets comfortable, safe, and well cared for while you're away!

Sitter Profile Image: Miguel G.
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Miguel G.
from
$20
per visit
2 years of experience
Winston-Salem, NC, 27103

About: As a pet owner of both a dog and a cat, I have daily hands-on experience caring for pets with different personalities and needs. From walks and playtime to feeding and companionship, I provide attentive, loving care and treat every pet as if they were my own. I’m a middle school Spanish teacher, which means I have full availability throughout the summer. With a flexible schedule and plenty of free time, I’m available for walks, drop-in visits, and pet care during weekdays and weekends. I look forward to spending quality time with your pets and giving them the attention they deserve! Your pet’s safety and comfort are my top priorities. I always follow the owner’s instructions regarding feeding, walks, medications, and routines. I make sure pets are supervised, secure, and comfortable at all times, whether in their home or mine. I believe in building trust through clear communication and providing updates so owners can feel confident their pets are receiving loving and responsible care.

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The median cost per visit for dog sitting in Winston-Salem is $20

Dog parents share their Rover experiences - Winston-Salem

1 / 1
5.0 out of 5 stars

I cannot even rave enough about Meredith. We last minute had a family member back out of watching our 2 dogs and 2 cats for our 4 day vacation. Scrambling to find an alternative, we hit the internet and found Rover. Which led us to Meredith. She was able to care for our pets for all four days including walking, feeding, playing, and cleaning after them. She kept us updated everyday and sent photos of all of the babies. We will be booking again!

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

Did a great job even on a last minute notice! Ana was a huge help and was great with communicating on a timely manner.

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

Elise went above and beyond making sure my dog was cared for during drop in visits this month! Her updates always made me smile and my dog immediately loved her during our meet and greet even though she is sometimes shy with new people.

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

Elise was great! She came over on time, sent pictures of my pets and made sure my dog had a thorough potty break. My little dog has anxiety but seemed to bond well with Elise.

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

Tara was great. Shadow and Angel both love to see her and seemed really excited when I got home from work. They even both had a little accident with one getting sick the first day, and I really appreciate Tara cleaning up as best she could so I didn't come home to too bad of a mess. Great communication and my babies definitely got great care.

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

Kat was so great! It was somewhat last minute and with a puppy and a senior girl. Really appreciate her communication and engagement with the pups, would definitely hire her again!

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

Dinira is very reliable, and has great communication with us. The pups love her and we feel confident that they getting the BEST care while we are away. I highly recommend her!!

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

Aliza did an amazing job with my pups! She was great at communication and went above and beyond to help us out last minute. We highly recommend Aliza! Thank you!!!

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

Alyssa was able to help with short notice when I was in an unexpected bind. She was prompt and communicative and my pup loved seeing her. I definitely recommend and will use again!

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

Victoria is the best! She went above and beyond to take great care of my dog. I will definitely rebook with her! :)

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

Shaina was so great. She helped me last minute and has sent daily check ins and notes. She’s made my girl Luna feel totally comfortable and taken care of. 10/10 would have her watch Luna again.

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

Olivia was great with Olive. She was obviously very comfortable around energetic dogs and we were so happy to have her check in on our puppy during the work day!

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

Ryan is absolutely the best. He is so communicative and great with Cooper. He does an amazing job. I highly recommend Ryan and will use him again

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kimber w.
Drop-In Visits
5.0 out of 5 stars

Connor was so sweet and accommodating for our little critter crew!! It was our first time away from them for this long and we came back to a happy, healthy bunch. He was super attentive to less pleasant occurrences during our time away — whether it was a broken glass or something else, he handled everything without hesitation. We’d be happy to work with him again!!

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Lark S.
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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

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Sitters in Winston-Salem average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Winston-Salem

Frequently asked questions about Rover

The average cost for Dog Sitting in Winston-Salem on Rover is $19.98 per visit (as of July 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 July 2026, there are 1,514 sitters on Rover offering Dog Sitting across Winston-Salem. 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 Winston-Salem 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 Winston-Salem 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 Winston-Salem 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 Winston-Salem. On Rover:

  • 92% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 97% 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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