Dog Walking Ashland Landing

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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: Ashley C.
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Ashley C.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

“I appreciated her flexibility and text/picture updates”

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Meaghan K.
Sitter Profile Image: Josiah S.
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Josiah S.
from
$15
per walk
3.7 out of 5 stars
• 3 reviews
12 years of experience
Centreville, MD, 21617

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

Sitter Profile Image: maranda c.
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maranda c.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Church Hill, MD, 21623

“Great communication before and during booking”

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Meaghan K.
Sitter Profile Image: Sabrina G.
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Sabrina G.
from
$25
per walk
4.6 out of 5 stars
• 32 reviews
9 repeat clients
15 years of experience
Chestertown, MD, 21620

“Sabrina is always interacting with Peaches and has bri get her dogs to teach Peaches how to play.”

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Jane Ann W.
Sitter Profile Image: Andrew G.
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Andrew G.
from
$18
per walk
15 years of experience
Church Hill, MD, 21623

About: I’ve spent the last 15 years caring for animals and treating every pet like part of the family. I have hands-on experience with 3 cats, a lovable Frenchie Pug, and plenty of experience handling different pet personalities, routines, and energy levels. From daily walks and feeding schedules to playtime and cuddles, I make sure every pet feels safe, comfortable, and cared for while their owners are away. As a pet owner myself, I understand how important it is to have someone trustworthy and dependable caring for your pets. I focus on creating a calm, loving environment while keeping routines consistent so pets feel at ease. Whether your pet is energetic, shy, playful, or needs extra patience, I’m committed to giving them personalized care and attention every step of the way. I take care of my animals everyday I walk them and feed them and they use the restroom in our fenced in yard I give them lots of love as well I have a fenced in yard and 5 friendly animals 3 cats and 2 dogs who are docile and very friendly to any pet that comes in to my home

Sitter Profile Image: Bryan J.
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Bryan J.
from
$26
per walk
5.0 out of 5 stars
• 7 reviews
5 repeat clients
20 years of experience
Chester, MD, 21619

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! I no longer offer overnight sitting, but can accommodate multiple drop ins and walks while you are gone, start long as early as 7 am and as late as 8-9 ish. Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$20
per walk
1 repeat client
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Brianne S.
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Brianne S.
from
$20
per walk
4.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Rachael B.
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Rachael B.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Queen anne, MD, 21657

About: I have 8 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I work as a nanny from 11-5 as well as dog sitting overnights frequently. I work as a nanny from 11-5 in Southampton. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time, Mon-Fri. I live in Sayville. I have plenty of time in the morning & afternoon for long walks and fetch! My weekends are completely free. I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 3 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.

Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 91 reviews
16 repeat clients
5 years of experience
Dover, DE, 19904

“Our Chance simply loves Busara and for great reasons!!”

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Lynnell W.
Sitter Profile Image: Sabrina B.
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Sabrina B.
Star Sitter
from
$10
per walk
4.9 out of 5 stars
• 33 reviews
6 repeat clients
20 years of experience
GREENWOOD, DE, 19950

About: I've been assisting in foster care/hospice care for pets since I was a child helping my mother care for multiple pets. I have experience giving medicine if required and can provide bathing and amateur grooming if desired including fur and nail trimming, face cleaning and ear cleaning. I do this full time so i tend to have pretty open availability! I have my mother who helps me so your pet will never be alone! If you're pet has a schedule I can accommodate that for you! I have a fenced yard, with multiple pets of my own that are fully trained and friendly. I can provide medicine if needed and will offer lots of love to your furry baby!

Sitter Profile Image: Marley W.
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Marley W.
from
$30
per walk
5 years of experience
Grasonville, MD, 21638

About: I’ve taken care of my own dogs since I was 8. I had a medium sized low energy dog and now I have a high energy bigger dog so I have a good range of care. I’ve always been the one neighbors have reached out to to take care of their dogs Currently I am unemployed so I am pretty openly available! It really just depends on your dogs needs and how I can best provide for them! I am really good with handling dogs and getting them to listen. I’m super athletic so I’ll love taking your dogs on walks and playing! Super openly available for all there needs.

Sitter Profile Image: Imani W.
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Imani W.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Easton, MD, 21601

“Imani is great and very considerate.”

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Sayre M.
Sitter Profile Image: Michael P.
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Michael P.
from
$35
per walk
5.0 out of 5 stars
• 75 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

“Michael is a great dog walker! He responded to my last minute request and is very flexible. He has walked my dog twice and has been punctual and notified me when my poop bags were empty. I would definitely recommend!”

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Kiersten W.
Sitter Profile Image: Krista K.
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Krista K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Camden, DE, 19934

About: Over the past several months, I've had the pleasure of caring for dogs and cats of all ages, from energetic puppies to sweet senior companions. Every pet has their own unique personality and routine, and I take the time to make sure they feel safe, comfortable, and loved while you're away. I have experience administering medications to senior dogs and understand the importance of following care instructions carefully and consistently. Whether it's sticking to feeding schedules, giving medications, going for walks, or simply providing companionship, I treat every pet as if they were my own. When I house sit, I also take great pride in caring for your home. I always aim to leave it cleaner than I found it, so you can come home to happy pets and a tidy, well-cared-for space. My goal is to give you complete peace of mind, knowing both your furry family members and your home are in caring, reliable hands. Caring for animals is already woven into my daily rhythm. I work part-time with flexible hours, giving me plenty of space in my schedule for peaceful walks, playtime, and check-ins with pets. I’m used to creating a balanced routine around my own dog, and bringing that same calm, attentive energy to other pets feels completely natural. I am currently free to sit/walk any day of the week as well as house sit for as long as you need. When caring for pets in a client’s home, I focus on creating a safe, calm, and familiar environment for them. I follow your routines exactly as you outline them — from feeding instructions to walk times to any training cues your dog is used to. I keep doors and gates secured, monitor their body language closely, and make sure they always have fresh water and a comfortable space to relax. Trust is extremely important to me, so I communicate clearly, send updates/photos, and treat your home with the same respect and care I treat your pet.

Sitter Profile Image: Ella M.
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Ella M.
from
$22
per walk
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Michaela E.
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Michaela E.
from
$10
per walk
5.0 out of 5 stars
• 1 review
7 years of experience
Odenton, MD, 21113

About: Hi, I am excited to meet your pet and give them the most greatest time of there lives ! I believe in taking proper care for your pet and making sure they have a good person to take care of them! I have had multiple experiences with dogs and I love working with them! It may be winter time but I am still able to walk and feed your dog! Being able to watch your dog would truly be an honor and I will do everything I can to supply everything your dog needs. Let me know if your dog has any allergies and I can also buy them treats and goodies for them. Please set up a time with me and I am flexible with you! Thanks and I can't wait to meet your pet!

Sitter Profile Image: Jordan B.
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Jordan B.
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
3 years of experience
Bowie, MD, 20721

“I think Jordan has done a great job with my puppy Harlem. Professional and a good communicator. 5 Stars”

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Stephanie T.
Sitter Profile Image: Lisa P.
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Lisa P.
from
$15
per walk
5.0 out of 5 stars
• 1 review
12 years of experience
Dover, DE, 19904

About: I grew up on a farm in Maryland and were around animals daily! My business is financially affordable and will give you peace of mind that your pet or pets will be taken care of when you are not at home. I’am not working anywhere else at this time and have the time to love and care for customer’s pets. I will follow all my customers instructions to ensure their pets safety and general well being. Sorry I don’t watch pets in my home. I feel your pets are more comfortable in their own homes. Pets feel more relaxed in their own environment.

Sitter Profile Image: Cody Y.
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Cody Y.
from
$15
per walk
15 years of experience
Magnolia, DE, 19962

About: I grew up with dogs and have always considered them part of the family. Until last year, I cared for my own dog, Tank, who passed away at 14. Caring for him through his senior years taught me the value of patience, close observation, and keeping a pet’s routine as comfortable and consistent as possible. Tank occasionally had seizures, which gave me firsthand experience remaining calm, reducing stimulation, helping keep a dog safe from injury, and closely monitoring them while following an owner’s or veterinarian’s instructions. I understand that every pet has their own needs, personality, routines, and comfort level. I’ve also dog sat for family members and truly enjoy making sure their pets receive dependable care, affection, exercise, and companionship while they are away. I’m detail-oriented and will follow your instructions closely. Feeding schedules, walking routines, medications, and house rules to favorite toys, training cues, and any special needs, your pet will feel safe, loved, and cared for in your absence. I work part-time as a caregiver for a person with a disability, a role that has strengthened my patience, reliability, and attention to individual routines and needs. Because my schedule is flexible, I can accommodate a wide range of pet-care routines, visit times, and scheduling needs. Whether I’m caring for your pet in my home or yours, I focus on keeping their routine safe, comfortable, and as familiar as possible. At my home, I have a yard available for regular bathroom breaks and a small park nearby for daily walks, exercise, and fresh air. I do not have any pets living with me full-time. From time to time, I care for my mother’s friendly French Bulldog, Vinny, who enjoys being around other dogs. I will always communicate in advance if another dog may be present and will make sure introductions are handled slowly, safely, and according to your pet’s comfort level. In a client’s home, I will follow your instructions closely regarding feeding, walks, playtime, medications, house rules, and any special routines or needs. My goal is to provide dependable, detail-oriented care that helps your pet feel secure and well cared for while you are away.

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The median cost per walk for dog walking in Ashland Landing is $20

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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Ashland Landing

Select a filter and find qualifying sitters offering dog walking.

Sitters in Ashland Landing average 4
repeat dog walking clients

FAQs for Dog Walking - Ashland Landing

Frequently asked questions about Rover

The average cost of Dog Walking in Ashland Landing on Rover is $28 per walk as of October 2026. Most bookings cost between $28 and $34 per walk. 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 3,167 sitters on Rover offering Dog Walking across Ashland Landing. 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 Ashland Landing. 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 a map of the walking route , 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 Ashland Landing 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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

  • 93% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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 Meet & Greet .

walkers on Rover set their own cancellation policy , 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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