Dog Walking Holiday Acres

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Holiday Acres, Find top rated dog walking

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: Lori S.
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Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
40 years of experience
Millsboro, DE, 19966

About: I've taken care of a wide variety of animals my whole life. While I love all types of pets, dogs are my favorite. I have lots of experience. One of my dogs was a therapy dog within the public school system as part of a literacy program for elementary children. I have a nice fenced in backyard and live close to two pet friendly parks. My schedule is very flexible. There is always someone at home 24/7 so your furry friend will never be lonely. I can board, sit, or walk almost anytime. I have a nice fenced in backyard and live very close to two pet friendly parks. I have a very friendly corgi named Rocco to keep your fur babies company.

Sitter Profile Image: Jacob W.
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Jacob W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
8 repeat clients
2 years of experience
Millsboro, DE, 19966

“Absolutely wonderful experience! I needed someone at the last minute, and she was kind enough to accommodate me. Jacob was friendly, reliable, and took great care of Kenji. It gave me peace of mind knowing he was in good hands. I truly appreciate his flexibility and willingness to help on such short notice. I would definitely recommend him and will absolutely be using his services again!”

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Sara P.
Sitter Profile Image: Abby W.
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Abby W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Millville, DE, 19967

“Thank you!”

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Virginia G.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Lewes, DE, 19958

“Jennifer was great! Highly recommend!”

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Theresa M.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$21
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

“Jessica always takes such good care of my dog and cat!”

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Nichole D.
Sitter Profile Image: Michael D.
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Michael D.
from
$25
per walk
25 years of experience
Georgetown, DE, 19947

About: I’m a retired Harness Driver and trainer I have experience caring for household pets such as dogs and cats and livestock I have been a dog and cat owner all my life I take care of them like my own children. I’m bonded and insured to take care of the animals. I just retired so I have plenty of time to devote toward taking care of your pets during the week or on the weekends and holidays I have a siberian husky that lives in a large dog pen I walk her in the morning and then in the evening I also have 5 Persian cats. I take care of

Sitter Profile Image: Ryan M.
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Ryan M.
from
$30
per walk
20 years of experience
Millsboro, DE, 19966

About: Good afternoon,I am a current k-9 handler with a certified police K-9. I’m looking to provide a service and continue to help clients in my spare time. I can train your dog in obedience, tracking, and scent work. If you have any questions please ask. I work nights so my availability is extremely flexible. We will go over your wants and needs in detail before scheduling the first visit. Thanks I will care for the clients dogs and animals as if they were my own family with much respect. Dogs are extensions of people’s family’s.

Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 27 reviews
6 repeat clients
6 years of experience
Georgetown, DE, 19947

“Paige was outstanding! I had to be out of town for the day and asked her to do two drop-ins on a Sunday. Maya loved her! Will definitely hire Paige again in the near future!”

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Julia S.
Sitter Profile Image: Mary B.
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Mary B.
from
$22
per walk
5.0 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Georgetown, DE, 19947

About: Insured with Pet Care Insurance Pet CPR & First aid certified I've been the primary person caring for the household dog for over five years now. I have a keen eye for details and a high sense of responsibility when it comes to the care of those who cannot speak for themselves. I also have experience hosting for multi-day sleepovers and managing the dynamics of a small (2-3 dog) temporary pack. Everyone gets plenty of exercise and maintains the option to get to quiet areas for when they need to rest. To ensure I can provide the best experience for both your pets and myself, I only accept bookings in homes without strong odors. This may include cigarette smoke, urine, and plug in wall scents. Thank you for your understanding! Rates subject to change based on your pets needs. I work full time during the week, but am available all major holidays and weekends. I currently walk and feed my dog twice a day, so adding your pup to the routine would be a breeze! Although I don't have a fenced in yard, there is a safe neighborhood nearby where we walk our dog daily. I have one dog currently who has loved every other dog he's ever met and would be happy to share his toys! We do allow pets on the couches & beds, but would be able to crate at night if that is preferred.

Sitter Profile Image: Samantha R.
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Samantha R.
from
$25
per walk
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Samantha was terrific. Chewy our 90+lb Rottweiler/hound absolutely adored her. Samantha was very reliable and communicated with us everyday. She walked Chewy for 8 days while we were gone. My parents who were watching Chewy while we were gone liked Samantha also.”

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Brian W.
Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$31
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
6 years of experience
Lewes, DE, 19958

“Jasmine is Great with our 3 dogs. We were a little worried in the beginning because one is very protective and not very sociable, but they ALL love her and when they know she’s coming they get so excited to get their harnesses on and are waiting at the door. Highly recommend Jasmine!”

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Carolyn W.
Sitter Profile Image: Max E.
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Max E.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
40 years of experience
Dewey Beach, DE, 19971

About: I have had many dogs and cared for many others. It is a true labor of love for me and something I really love doing. I’m retired so my schedule is super flexible. Whatever your schedule I can probably accommodate it. Give me a try and let’s see if we can work it out. I love them but I don’t board dogs (sorry). Couldn’t negotiate that successfully with my wife. I do love spending time with them on walks or in your home.

Sitter Profile Image: Zelie K.
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Zelie K.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
28 years of experience
Rehoboth Beach, DE, 19971

About: Hi! I split my time between Greensboro and Rehoboth! Weekends in Rehoboth and during the week in Greensboro, with some flexibility! I have lifelong experience and deep love for animals. I’ve been caring for animals my whole life, including my own three dogs – one of whom is a senior and two other high energy dogs, including a Whippet and a Jack Russell blend – along with two indoor/outdoor rescue barn cats. With a large property for exercise and play, I understand the unique needs of different breeds and personalities. My experience extends beyond my own pets, as I’ve been trusted to care for others beloved animals for years. I’m passionate about providing attentive and reliable care, ensuring every pet feels safe, loved, and happy while you’re away. I am a teacher and will be gone from my home 8 hours of the day. I can be available to come let pets out for a potty break in the middle of the day some days. I am free on weekends all day. If your pet is crate trained they will be on the same schedule as my own! I have cared for many animals, boarding, walking/running, and general care. My pets are allowed on furniture for snuggles and free roam of the house, to explore and move! I have two high energy dogs that need to go on runs daily. I am fit and we are on a dirt road and a large property so getting exercise is easy! My dogs have their own bedroom and actual bed, but are also crate trained for during the day. They are very friendly, love other animals and our cats!

Sitter Profile Image: Heather B.
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Heather B.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
Berlin, MD, 21811

About: I've taken care of dogs since I was 12 when I got my first dog, a Yorkie. Shortly there after,I started learning the responsibilities of taking care of a dog. Over the years, I've watched friends and family's animals. I currently have an amazing Husky/Lab mix, going on 5 years old and a 1 year old ferret. My dogs personality is mostly Husky, so I am very familiar with their character, sassy attitude and high maintenance personality ♥ He is my only dog. I take him to the beach daily. I love it when there are other dogs, he loves to play and swim with them. I'm always looking for doggy play dates for him. I have 10 years experience with exotics, specifically ferrets.❤️ I currently work professionally as a Certified Death and Eldercare Doula.I am a non medical holistic Practitioner. I work as part of the hospice team helping & supporting patients and their families creating a beautiful end of life experience. I also actively volunteer with families at Coastal Hospice. My specialty is helping Alzheimer’s and dementia patients. I work part time 3 to 4 nights a week as a server at a popular local restaurant. I can be very flexible on my available days. I love ❤️ all animals . I would welcome and be advised by the client on how they would like things handled in their home with regards to the care of their fur babies.

Sitter Profile Image: Rachel J.
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Rachel J.
from
$30
per walk
4 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

About: I've been caring for pets in various capacities for over 15 years. I have experience in pet sitting, daycare, boarding, simple grooming, veterinary care and dog training. I am a certified professional dog trainer utilizing positive-reinforcement training methods. I am also a Fear Free Certified Professional. I love what I do and how I do it! My goal is to make your pets comfortable and happy in whatever way I can. I like having fun with them and getting creative with different activities and games to meet their needs. I try to be flexible with my schedule so if you're unsure if it will work, send a request and let's see what we can make work! I realize caring for pets in a other's home is a large responsibility. I take that responsibility seriously and make sure your babies, as well as your space, are well taken care of, clean and sanitary.

Sitter Profile Image: Allegra R.
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Allegra R.
from
$30
per walk
10 years of experience
Pittsville, MD, 21850

About: Hello, my name is Allegra. I have some free time on my hands and I love animals so I thought this job would be the best fit for me. I grew up with multiple dogs, chickens, goats, rabbits. I currently own 3 ducks, 3 quail, and 6 cats. I have experience with dogs of all sizes, bearded dragons, hamsters, guinea pigs, rats, and small snakes. I absolutely love animals and caring for them. I have no problem helping with any special needs or extra care that a pet will need. Both cats and dogs are perfectly fine and I’m okay with taking care of any other animals in the household if needed. I would be happy to be your next helper for your pet! I am currently available most days 7AM to 8PM, but I am open to staying overnight and after these hours if needed. I have a flexible schedule! I feel comfortable coming to your residence in order to care for your animal due to me having multiple indoor and outdoor pets at my home.

Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

About: I have had many decades of well-loved Labradors, a couple exceptional Mastiffs, and a loveable yet crazy Brittany. In our home we have two full time cats that moved in after our neighbor passed away. Our family lives have always included pets and a multitude of farm critters that we care, love and enjoy. I am comfortable and have experience with large dog personalities as well as the medical and physical needs of seniors. And I can follow directions! I work full time as faculty at a local college, however my schedule has flexibility throughout the week as well as through the day. Typically I am available most days and locally can travel easily for pet care. Dogs can be boarded here as long as they are cat and dog friendly. There are 2 cats and I also watch our son's Brittany Spaniel during the week. For dogs that do stay here, they are allowed on the furniture as well as on our bed and there are multiple dog beds for their choice. Our backyard is fenced away from the road behind a privacy fence. For those dogs that like to swim there is a concrete salt water pool available during the season. Whatever directives the pet family prefers will be followed with updates regularly.

Sitter Profile Image: Jessicah P.
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Jessicah P.
from
$33
per walk
1 year of experience
Salisbury, MD, 21804

About: Hi, I’m Jess! I bring a unique, holistic approach to pet care that focuses on keeping your four-legged family members safe, calm, and completely cared for. Through my business, Salt & Soulistics, I also practice as a Canine Somatic Practitioner, Ayurvedic Animal Wellness Consultant, and Animal Reiki Energy Worker. This means I don't just walk your dog—I tune into their energy, monitor their comfort levels, and ensure that both their physical and emotional well-being are prioritized while you're away. Whether your pup needs a high-energy stroll, a patient and gentle walk for an older or anxious pet, or specialized attention, I adapt to their individual personality and pace. Why choose me to care for your best friend? • Advanced Animal Care Training: I am trained in Canine First Aid & Pathology, Canine Massage, and Palliative/Hospice Care. If your dog has medical complexities, mobility challenges, or requires specific medication schedules, they are in highly capable hands. • Nervous System Regulation: Using simple somatic and energy-work techniques, I specialize in helping anxious, hyperactive, or easily stressed dogs find a sense of safety, calm, and grounding. • Deep Lifelong Experience: Beyond my professional holistic certifications, I am a lifelong animal lover and a dedicated pet parent myself. I understand the trust it takes to leave your baby in someone else's hands, and I treat every client's dog with the same fierce loyalty, kindness, and meticulous care that I give my own. I can't wait to meet your pup and provide them with a soulful, happy, and refreshing break in their day! Pet care isn't just something I squeeze into my day, it is the central focus of my daily routine. As a holistic pet health concierge running my own practice, my schedule is intentionally structured around the well-being of the animals in my care. Because I work independently, I have the ultimate flexibility to prioritize your pup's routine exactly when they need it most. Here is how pet care seamlessly integrates into my weekly life: • Open Daily Availability: I am fully dedicated to housecalls and pet care 7 days a week, from 7:00 AM to 7:00 PM. Whether your dog needs an early morning wake-up stroll, a midday wellness break, or dinner-hour companionship, I am reliably available during peak care windows. • Dedicated Midday Windows: My daily rhythm is built around giving pups a refreshing, soulful break right when the workday gets long. I structurally reserve my midday blocks for active dog walking, sensory strolls, and custom wellness check-ins. • Grounded & Paced Bookings: I never overbook my days. I structure my schedule to include plenty of buffer time between visits. This ensures I never have to rush through a walk and can fully dedicate my focus, energy, and somatic grounding techniques to your dog without watching the clock. • Localized Travel Routine: My service routine takes me all around Delmarva and the beach areas. Because I am consistently on the road for home visits, fitting your pup into my daily transit circle is a natural, seamless part of my neighborhood routine. Whether you need a recurring weekly walking schedule or occasional daytime check-ins, your best friend will always step into a calm, reliable, and entirely dedicated routine. Because I care for your pets exclusively in the comfort of your own home, maintaining a secure, familiar, and low stress environment is my highest priority. I understand that leaving your pet requires immense trust. I design my housecall services to preserve your home’s security while giving your dog a meticulously safe and grounding experience. Here is exactly how I ensure safety and build trust during every home visit: • Meticulous Medical & Care Plan Adherence: If your dog requires complex medication schedules, strict handling protocols, or specialized mobility care, I handle it with precision. With advanced training in Canine First Aid & Pathology, Canine Massage, and Palliative/Hospice Care, I have deep experience monitoring vital comfort signals, handling precise medicine regimens, and managing physically fragile or medically complex pets. • Proactive Home Security Protocols: I respect your space. When entering and leaving, I follow strict door locking protocols to prevent escape artists from slipping out. I ensure your home stays fully secure before, during, and after my visit, and I am hypervigilant about keeping doors locked tightly if any unexpected local deliveries or disruptions happen while I am there. • Individualized, Distraction-Free Walks: I only offer private, one-on-one sessions tailored directly to your pup's unique pace and needs. I completely avoid distracting environments like crowded dog parks or group walks with unfamiliar animals. This strict personalized focus eliminates external stressors and keeps our entire outing completely safe and controlled. • Continuous Real-Time Communication: I believe that proactive updates build true peace of mind. You will receive detailed updates from every housecall, including real-time text check-ins, fun photos, and specific tracking details about how your pup's session went, what their energy levels looked like, and how they responded to their routine. • Custom Environment Adjustments: Before I leave, I make sure your pup is completely settled back into their safe zone. Whether that means refreshing their fresh water bowl, setting up interactive brain/play puzzles, or using gentle, trauma-informed somatic techniques to ground their nervous system, I leave them calm, happy, and relaxed.

Sitter Profile Image: sharon r.
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sharon r.
from
$50
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Milton, DE, 19968

“great communication as always. thanks sharon”

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Dan K.
Sitter Profile Image: Anna D.
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Anna D.
from
$35
per walk
5.0 out of 5 stars
• 78 reviews
12 repeat clients
8 years of experience
Salisbury, MD, 21801

“Met Anna at the nearby dog park and hired her the next day to walk my 1yo Pittie mix who has some major energy he needs to get out! When they got back and I saw how happy Charlie was I knew I’d found the perfect match with Anna. She was amazing so I hired her the Remaining 4/5 days Id be here. We just bought a 2nd home on the island and I’ll be using Anna every day we are here:)”

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Jenny F.
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The median cost per walk for dog walking in Holiday Acres is $22

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Holiday Acres

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Sitters in Holiday Acres average 3
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FAQs for Dog Walking - Holiday Acres

Frequently asked questions about Rover

The average cost of Dog Walking in Holiday Acres is $22 per walk as of October 2026. Most bookings cost between $19 and $46 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 483 sitters on Rover offering Dog Walking across Holiday Acres. 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 Holiday Acres. 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 Holiday Acres 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 Holiday Acres. On Rover:

  • 93% of walkers can help with special care needs
  • 95% 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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