Dog Walking East Winston

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Over 45
pet parents in East Winston have booked dog walking

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brenda E.
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Brenda E.
from
$16
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Winston-Salem, NC, 27101

“Brenda is very friendly, professional, and trustworthy! She was very patient and caring with my dog who is extra wary of strangers. Already rebooked!”

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Ji Young B.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 33 reviews
10 repeat clients
10 years of experience
Winston-Salem, NC, 27101

“Emily was a pleasure to work with! She was patient and gentle with my dog, who has never had a walker and was initially very scared. My dog visibly gained confidence as they went on more walks, as Emily took the extra time and effort to get her comfortable. I would recommend her anywhere.”

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Ji Young B.
Sitter Profile Image: Dave F.
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Dave F.
from
$20
per walk
5.0 out of 5 stars
• 57 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

“Dave was great and was very accommodating with my last-minute request. My dog is pretty shy with new people and he managed to get her to go out (that’s a big deal). I really appreciated Dave’s quick responses and the pictures! I will definitely reach out to him in the future.”

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Jeremy D.
Sitter Profile Image: Meagan A.
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Meagan A.
from
$17
per walk
7 years of experience
Winston-Salem, NC, 27101

About: I’ve been working for rover almost 4 years now and have met some wonderful people and pups along the way! I can do drop-in visits and dog walking and happy to take them to the dog parks or trails in the area. I work and live in downtown Winston Salem so I can stop by in the morning, afternoon and evening for feeding and walks. I am also remote Wednesday and Friday if your pets need longer care during those days. With so much experience with animals, I am able to keep your animals within the limit of your yard or keep them on leashes when going for walks. I also have been able to put dogs in crates if required upon your request as well as spend lots of time playing with them.

Sitter Profile Image: Abby H.
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Abby H.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Winston-Salem, NC, 27101

About: I am a 23 year old young-professional and dog mom who has a passion and love for pets. I have two pit mixes and a kitty who are my world! I just recently moved to Winston-Salem for my job; I work 8:30-5 Mon-Fri, but outside of that I really have a lot of free time. I am hoping to become a reliable weekend, afternoon and occasional holiday sitter for family’s in the Winston area. I have sat for many family’s pets in the past, as well as I grew up helping my mom run her in-home pet care business. I also have volunteered at local animal shelters for 10+ years and have fostered in the past as well. I have plenty of experience with small and big dogs and cats; however, big dogs certainly have the key to my heart. I am looking forward to caring for your fur babies! I am currently working Mon-Fri 8:30-5pm but have a lot of free time outside of that. I am hoping to become a reliable afternoon, weekend and occasional holiday sitter in the Winston area. I adapt my care based of each pets individual needs and personality’s. I have two large pit bulls (and a cat!), so I understand the balance of long walks, playtime and rest! Whatever your pet may need, I am here to make sure they are taken care of.

Sitter Profile Image: Amanda C.
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Amanda C.
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
15 years of experience
Winston-Salem, NC, 27107

About: I've got over 15 years experience pet sitting, dog walking, and working in kennel environments. I've cared for dogs, cats, chickens, sheep, horses, and everything in between! I have 3 dogs of my own who love to meet and play with other dogs. I have special experience and a soft spot for senior pups who may need meds or have other special needs. I will love your furbabies like they are my own. I work from home 3 days per week and usually have weekends off from my full time job. I have a fully fenced yard with a dog door so as long as your pup gets along with my dogs they will be able to roam my house and yard freely all day when I am home. My pups are a mix of active and lazy/cuddly. My yard is fully fenced with special care to block any would-be diggers or jumpers. Dogs are crated when I am not home or cannot watch them. For dog walks, I can accommodate meals and medications if needed along with let outs and walks.

Sitter Profile Image: Carolaine W.
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Carolaine W.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
7 years of experience
Winston-Salem, NC, 27101

About: I had my first furry friend when I was 18 against my mom’s will and everyone knows how the story ends right?! Yes she was calling herself grandma after the first week. I’m married now and we have 2 kids, waffles and pancake, yes we love breakfast food. Playing and going for walks aside from giving them love is my skill, they are also here for one lifetime experience so they do deserve to get all the love that they give us. I am currently working full time but I have a lot of flexibility throughout the day, I’m mostly looking to help around the weekends or evening care after 5pm 7 days a week. We live in an apartment, our cat goes on walks once a day and I would be happy to care for your pet in your home as well.

Sitter Profile Image: Jacob A.
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Jacob A.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
3 years of experience
Winston-Salem, NC, 27103

“Jacob did a wonderful job with taking care of my dog! He always left a fun note about how he did each day!! I knew I would never have to worry about my dog with Jacob! I definitely plan on reaching out to him again in the future!!”

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K’Shylah W.
Sitter Profile Image: Brooke C.
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Brooke C.
from
$20
per walk
5.0 out of 5 stars
• 197 reviews
43 repeat clients
15 years of experience
Winston-Salem, NC, 27127

“Brooke was quick to respond to messages and took amazing care of my big guy! She was very careful with special instructions for him and was great at keeping me posted on how the walk went. Definitely will be using her again.”

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Sarah S.
Sitter Profile Image: Evelyn R.
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Evelyn R.
from
$15
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Winston-Salem, NC, 27105

About: Raised my own dog and his puppy from birth, now experienced with senior care. Pet sitting is natural to me, it's not just a job. I currently have a part time job and in college. My hours vary through the week but they are set depending the season because of school. I have a senior dog, so he can either be relaxed or playful. So I can always adjust to my babies needs and I can do the same for yours!

Sitter Profile Image: Jessica & James C.
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Jessica & James C.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
15 years of experience
Winston-Salem, NC, 27103

About: Hello! Jess and Jimmy here. We’ve been taking care of dogs, cats, birds, and all sorts of creatures for over 15+ years. We often foster animals and have experience with all sizes and ages of dogs and cats from puppy/kittens to seniors and chihuahua to huskies. We are very active and one of our favorite activities is counting the cats on our daily dog walks. High energy pup? We could even take them for a run! Jess works from home in the afternoon but has a flexible schedule and her office is only 10 minutes from home if she needs to stop by more often. We make home made treats, frozen enrichments toys, and can provide puzzles, toys, and plenty of enrichment under careful supervisions. Outside, the fenced in backyard is a great place to soak in the sun and get lots of good sniffs. Kip and Carll can’t wait to hang out with their new temporary friends. Jess work’s from home in the afternoons with a flexible schedule. Her office is close by if she needs to stop in. The house also has cameras so she can always check in to make sure the animals are safe. Most mornings start with a potty break, breakfast followed by a walk. Once we’re settled back in pups get an enrichment snack before they settle in for a nap. In the afternoon and evenings we repeat! Potty breaks, walks, toys and dinner, before settling in for the snuggles in the evening. We have a fenced in backyard and 2 very friendly small and medium dogs. Dogs are allowed in all the rooms and on the furniture and bed. There are also dog beds in every room.

Sitter Profile Image: Carly R.
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Carly R.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
5 repeat clients
20 years of experience
Winston-Salem, NC, 27104

“Carly was amazing, she treated Diesel like her own! Her updates were detailed, she was always on time, and my dog and I both loved her. I’ll absolutely be booking again!”

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Brenda E.
Sitter Profile Image: Laura & Dario Z.
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Laura & Dario Z.
from
$16
per walk
5.0 out of 5 stars
• 24 reviews
10 repeat clients
15 years of experience
WINSTON SALEM, NC, 27106

“Laura is amazing. She has a big heart for dogs, and took great care of Brooks. Her communication about Brooks after his walk was perfect, and I will be using her agian!”

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Nick B.
Sitter Profile Image: Nancy J.
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Nancy J.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Winston Salem, NC, 27106

About: My name is Nancee and I can't wait to meet your Pup! I am new to N.C. and loving it! I've been a lover of nature and animals since I was a child. I've had dog children since I was a teenager and am super responsible. I live in a spacious home with lots of room to play and a nice neighborhood to walk in. I give lots of updates and pics of your pup, like I myself would appreciate if someone was caring for my own. Making animals happy makes me happy. 😊 I'm currently working from home which gives me a flexible schedule to accommodate your pups needs. I know exercise and playing is important to younger pups and I'm able to provide walks, playing with toys, or belly rubs. I have a medium size friendly and Zen dog at home. He's a lover boy to the extreme. I have a large backyard with some wooded area and also live in a peaceful neighborhood to go on doggy walks.

Sitter Profile Image: Lilith M.
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Lilith M.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
3 years of experience
Winston-Salem, NC, 27101

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: Alexandra B.
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Alexandra B.
from
$15
per walk
10 years of experience
Winston-Salem, NC, 27107

About: I grew up with a dog and have always loved being around them. I also have experience dog sitting for a friend, including staying overnight to care for her dogs while she was away. I’m comfortable with feeding, walks, playtime, and giving them plenty of attention and company! I’m currently an online college student and work part-time, so I have a pretty flexible schedule. I’m available throughout the week and am happy to work with you to find times that fit your pet’s normal routine! I’ll make sure to follow any instructions you leave for your pets and keep their normal routine as much as possible. I’ll give them plenty of attention, playtime, and care while making sure they’re safe and comfortable in their own home.

Sitter Profile Image: Dominic M.
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Dominic M.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
20 years of experience
Winston Salem, NC, 27106

About: I have owned multiple dogs from a young age, and have been responsible for feeding and walking them. I also have a bachelor's degree in Zoology, the study of animals. I'm looking for work currently, so I have plenty of free time. I am available at any time of day at any day of the week. I look after my two dogs, whom I walk, feed and give attention as needed. I have two fairly high-maintenance dogs who need a lot of love and activity. I will give your pets plenty of attention as well as their other special needs.

Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
from
$27
per walk
4.9 out of 5 stars
• 41 reviews
16 repeat clients
7 years of experience
Winston salem, NC, 27105

About: I’ve always had pets growing up and have even trained a few of my own dogs. I’d be so happy to care for yours and give them lots of love. I am a stay at home mom so I have an open and flexible daily schedule, I enjoy early morning walks. I am also open for boarding on weekday or weekends. I have a fenced yard and plenty of space in my home for pets to feel comfortable. My cat can be kept separate if needed. I’m also available for house sitting if that’s preferred.

Sitter Profile Image: Frida V.
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Frida V.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
5 years of experience
Winston-Salem, NC, 27127

About: I recently relocated from Greenville, South Carolina, to the Winston Salem area. While I'm new to the area, I'm not new to pet care! I've been a lifelong dog owner and have over five years of experience caring for dogs. I'm excited to start building new relationships with pet parents here in Winston Salem. I'm a registered nurse, so providing safe, dependable, and compassionate care comes naturally to me. My career has taught me to stay calm under pressure, pay close attention to detail, and follow routines and special instructions carefully-all qualities that also make me an excellent pet sitter. Whether your pet needs medication, has a specific routine, or simply loves extra attention, I'm happy to accommodate their individual needs. I'm comfortable caring for dogs of all breeds, sizes, ages, and energy levels-from energetic puppies to senior dogs who need a little extra patience and care. I understand that every pet has their own personality, and I take the time to build trust so they feel comfortable, loved, and secure while you're away. Whether it's walks, drop-in visits, playtime, feeding, or plenty of cuddles, my goal is to make your pet feel as happy and relaxed as possible. I know how important it is to find someone you can trust with your furry family member, and I treat every pet as if they were my own. Pet care is a natural part of my daily life! As a nurse, I work only 3 days a week, which means I’m home the majority of the week with plenty of time and energy to care for pets. On my days off, I plan my routine around feeding, walks, playtime, and plenty of cuddle sessions. Even on the days I’m working, my husband, who has just as much experience with dogs as I do, takes over to ensure pets are safe, happy, and cared for. We truly enjoy having dogs around and treat every one like our own! In my home, pets are treated like part of the family! We have a fully fenced backyard in a quiet, safe neighborhood, perfect for pups to run, play, and get plenty of fresh air. Inside, there’s lots of space for lounging and relaxing, and I always make sure pets are comfortable, well-fed, and getting plenty of love and attention throughout the day. Whether it’s playtime, mealtime, or just some cozy cuddles, I follow each pet’s routine closely to make sure they feel right at home.

Sitter Profile Image: Kelly D.
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Kelly D.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
25 years of experience
Kernersville, NC, 27284

About: My daughter and I grew up helping take care of dogs and have been around them for as long as we can remember. We’ve looked after our own dogs as well as those of friends and family. There has never been a year in our lives without a dog in it, and we truly can’t imagine life without one! I currently work full time as a 2nd grade teacher, but I’m available for boarding, doggie day care, walking, dropping in, or playing with your dog during the week and on the weekends. My 17 year old daughter will be assisting as she absolutely loves dogs too. Our house is in a neighborhood. We currently have one dog who is a morkipoo and is very playful and loves other dogs. We are able to crate your dog if needed.

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The median cost per walk for dog walking in East Winston is $20

Dog parents share their Rover experiences - East Winston

1 / 1
5.0 out of 5 stars

Brenda is very friendly, professional, and trustworthy! She was very patient and caring with my dog who is extra wary of strangers. Already rebooked!

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Ji Young B.
Dog Walking
5.0 out of 5 stars

Cameron is wonderful. She’s a bright active listener who is also cheerful friendly and punctual. Oh, and my dog loves her. I would definitely recommend her to others.

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Kim B.
Dog Walking
5.0 out of 5 stars

Kathleen was great with Nova -an immeasurable help. She easily developed a bond with Nova, calmed the high energy, covered a lot of ground in a half-hour walk. Nova shortly began perching on the sofa every morning with her head toward the door, watching for Kathleen.

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Marilyn T.
Dog Walking
5.0 out of 5 stars

Eliza did a great job! She is communicative, reliable, and took good care of our dog. I will definitely ask her to walk our dog again in the future.

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Jenelle C.
Dog Walking
5.0 out of 5 stars

Tara, as always is an angel to our pups! They love her and I always feel comfortable leaving home knowing she’ll take great care of them :)

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Nicole C.
Dog Walking
5.0 out of 5 stars

Emily is wonderful! Always on time and I truly feel at ease going to work knowing that she will make sure my dogs are taken care of in the mornings!

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Nicole C.
Dog Walking
5.0 out of 5 stars

If you need a pet sitter this is your gal! She is great with our dog and approved by her as well! We will be using her again!

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Ham T.
Dog Walking
5.0 out of 5 stars

Dinira is my go-to walker and sitter when I need car for my dog! She is reliable, throughout, and I am confident that my dog is in great care!

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Sarah K.
Dog Walking
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How to book dog walking

  1. 1. Search

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  2. 2. Meet In Person

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Sitters in East Winston average 3
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FAQs for Dog Walking - East Winston

Frequently asked questions about Rover

The average cost of Dog Walking in East Winston is $20 per walk as of October 2026. Most bookings cost between $17 and $31 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,412 sitters on Rover offering Dog Walking across East Winston. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your East Winston. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in East Winston after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in East Winston. On Rover:

  • 90% of walkers can help with special care needs
  • 94% 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.

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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first .

walkers 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 walker.

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