Dog Walking Chesapeake

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 227
pet parents in Chesapeake have booked dog walking

Chesapeake, 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: Suzanne S.
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Suzanne S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
6 reviews
7 repeat clients
40 years of experience
Norfolk, VA, 23509

Suzanne is so lovely and thoughtful. Will absolutely be a repeat customer!

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Elena A.
Sitter Profile Image: Morgan K.
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Morgan K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
20 reviews
8 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23320

Morgan was wonderful. She took my last‑minute request while I’m recovering from an injury and handled my big, energetic dog with confidence and care. She sent photo updates throughout the walk, which was such a comfort. Consistent and warm communication, reliable, and truly a huge help. I’d book with her again. Highly recommend.

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Marie B.
Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
682 reviews
152 repeat clients
15 years of experience
Virginia Beach, VA, 23462

Outstanding care and service! Communication was excellent, with regular updates and photos that gave us a peace of mind. Everything went without a hitch, and we will definitely book again with Tiffany! Highly Recommend!

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Aimee A.
Sitter Profile Image: Sophie C.
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Sophie C.
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Norfolk, VA, 23507

Sophie was so great with my boys and very easy to work with

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Cassidy R.
Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
53 reviews
13 repeat clients
40 years of experience
Greenbrier East, Chesapeake - Greenbrier, VA, 23320

About: I have had dogs my entire life and have either had one or two dogs while an adult. I am familiar with administering medications and would love to have the opportunity to care for your fur babies! I also have experience with caring for cats and have many satisfied customer reviews in addition to my positive dog care reviews. I always do a meet and greet before each pet sit to make sure we are a good match and for the safety of all parties. My schedule is open, and I am available to work during the week, on weekends and holidays. I look forward to helping you with all your pet needs while they stay in the comfort of their own home. I provide care for your pets in your home. Pets love the familiarity of their own surroundings. You can trust me to give the utmost care to your furry family members!

Sitter Profile Image: Lily B.
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Lily B.
from
$18
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Norfolk, VA, 23517

About: I’ve had pets my entire life and have always loved animals of all kinds. My experience includes caring for cats and dogs, and I grew up with other animals such as hamsters and tortoises, giving me a well-rounded understanding of different pets’ needs, personalities, and routines. I’ve cared for pets at many stages of life and I understand that every animal is unique, and I take the time to learn their individual preferences, routines, and boundaries so they feel safe, comfortable, and loved while in my care. Whether your pet needs active play sessions, walks, feedings according to a specific routine, or simply some extra companionship, I’m happy to provide attentive and dependable care. I treat every pet as if they were my own and always prioritize their safety, happiness, and well-being! I'm currently working full-time so my availability is limited to hours outside of 9-5 on Mondays through Fridays and weekends, although I can provide walks at lunchtime. My availability tends to be quite open on weekends. I live in an apartment complex so I do not have a private fenced in yard, but there are plenty of parks and open spaces near my home in which I can provide plenty of walking and exercise.

Sitter Profile Image: Tyler F.
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Tyler F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
84 reviews
30 repeat clients
20 years of experience
Norfolk, VA, 23507

I was extremely nervous about using rover my Koda is 70Ibs and absolutely insane in the best possible way. Tyler reassured and explained to me how everything was going to work. When tyler came to the door Koda was in protective mode, thankfully tyler didn’t get scared off instead he suggested a new approach to them meeting and once Koda sniffed him he immediately let tyler take the leash! He was amazing and I will definitely be scheduling with him again!

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Kylee R.
Sitter Profile Image: Isabelle L.
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Isabelle L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
37 reviews
11 repeat clients
14 years of experience
norfolk, VA, 23517

About: i’ve always loved animals and grew up cats, dogs and chickens! i started walking dogs in the neighborhood when i was ten and have been caring for animals for friends and family every since! i have a lot of flexibility and am able to do drop in care and walks most days. morning and afternoons are best for me but i can make exceptions when needed :) i’ve been providing drop in pet care for years and your pets safety and happiness are my biggest concern. i provide dog walking, or care when you are at work or out of town and unable to feed or let your pets out.

Sitter Profile Image: Ian G.
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Ian G.
from
$16
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Chesapeake, VA, 23320

About: Ive been in the veterinary field for 10+ years and have plenty of experience with dogs and cats. Im comfortable with everything from basic care like feeding or walking, to oral/injectable medication administration I work full time monday-Thursday. I can do check-ins during my lunch break and have no problems staying the night. I have 2 cats of my own who get routine healthcare. My cats are water fountains that are filled daily along with automatic timers to be fed. While I dont personally have a dog right now, i’ve grown up with a variety of breeds from whippits to german shepherds. I’m well aware each pet needs different approaches to trust and care and am more than willing to work with your pet how ever it needs

Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
252 reviews
80 repeat clients
15 years of experience
Indian River, Chesapeake, VA, 23325

Alyssa was flexible with our crazy Navy scheduling and constantly sent funny/cute pictures of our pup while she let him out around lunch. Would highly recommend!! She will love your pup as much as you do!!

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Raegen B.
Sitter Profile Image: Spencer M.
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Spencer M.
from
$15
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Portsmouth, VA, 23702

About: I am a devoted pet parent and caretaker. I have had many childhood pets including the care of family/family friends animals. I have 8 years of experienced pet care. My responsibilities include; administering medication (not including injections or rectal administration), providing fresh food/water, and maintaining a safe exciting environment! My life is mostly revolved around my cats, dog and hamster! I currently am a part time student unemployed. My schedule is very flexible, so I have much free time to care and keep company for your critters! I always ensure certain items stay stationary especially when they are fragile or toxic to my own and clients pets! Dogs/cats are quite curious so I’ve developed an extra set of eyes for their tomfoolery. Most importantly to gain the trust and comfort of your pets I typically greet them while sitting on the floor, so they aren’t intimidated and can sniff away!

Sitter Profile Image: Felicia H.
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Felicia H.
from
$16
per walk
5.0 out of 5 stars
32 reviews
15 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: I have been taking car of all kinds of dogs for years. I've watched dogs from Labrador puppies to senior German Shepards. I've owned dogs my whole life and I've always had a special bond with them. Dogs usually gravitate towards me because I am a very fun and light hearted person. My friends often refer to me as a Disney princess because of how I am with animals. I belive all animals need love and respect and I always do my best to make them feel safe and loved. I am a nanny for a mother of three during the day but I am usually only needed two or three days a week so my weekends are completely free. Even days when I watch my kids I am off by 3pm and can spend evenings with the pets. I have several dogs of my own so my house is fully equipped with w fenced in yard and my house is pet safe. In regards to a clients home I would of course check what the client has in place but as a pet owner I am also aware pets can be sneaky and love to get into mischief. I am always checking on clients pets making sure they are safe and not getting into things they shouldn't. I am also certified in pet cpr and massage therapy incase a pet does get into distress or if they need some other help with pain. Over all my priority is always the health and safety of my client beloved pets.

Sitter Profile Image: Beth C.
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Beth C.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
100 reviews
30 repeat clients
20 years of experience
Indian River, Chesapeake, VA, 23325

She was great with my dog and sent lots of pictures! She was very flexible and helpful every step of the process! I would definitely recommend her!

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Graceanne S.
Sitter Profile Image: Bella G.
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Bella G.
from
$15
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
5 years of experience
Greenbrier West, Chesapeake, VA, 23320

Very polite, sweet, on time, flexible and of course great with my pupp.

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Melissa K.
Sitter Profile Image: Erin J.
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Erin J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
23 reviews
4 repeat clients
30 years of experience
Portsmouth, VA, 23707

Erin was friendly, reliable, and always respectful of both my needs and my dogs' routines while I was recovering from surgery. It was such a relief knowing my boy was in caring, dependable hands during a challenging time. I'm very grateful for her help and would happily use Erin’s services again.

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Christi C.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: Hi! I'm a lifelong animal lover with years of hands-on experience working in animal shelters, dog daycare centers, and boarding facilities. Caring for animals has always been a huge part of my life, and I truly enjoy getting to know each pet's unique personality and needs. After recently losing my beloved dogs, I realized I wasn't quite ready for another long-term commitment, but I deeply missed having dogs around. Rover has given me the perfect opportunity to open my home and heart to dogs while helping other pet parents feel confident their pets are in good hands. I'm a stay-at-home mom, which means your dog will have plenty of attention, supervision, and companionship throughout the day. We have a large fenced-in yard for safe outdoor play and exercise. I also have two cats who grew up with dogs and are comfortable sharing their space, as well as two young children who have been around dogs their entire lives and know how to interact respectfully with them. For the comfort and safety of every pet in my care, I only accept dogs from one household at a time. This allows me to provide individualized attention and create a calm, stress-free environment during their stay. I understand how important it is to trust someone with your furry family member, and I will care for your dog as if they were my own. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. My mornings typically begin with feeding pets, potty breaks, walks, or playtime before my family's daily activities start. Because I am home most of the day, pets receive frequent attention, supervision, and companionship rather than being left alone for long periods. Throughout the day, I can accommodate additional potty breaks, outdoor time in our fenced yard, feeding schedules, medication administration if needed, and plenty of affection and enrichment. In the evenings, pets are included in our family's relaxed routine, with more playtime, walks, and cuddles before bedtime. For boarding and daycare, dogs are rarely left unattended, and I only accept pets from one household at a time to ensure each pet receives personalized care and attention. I care for every pet as if they were my own, taking the time to learn their routine, preferences, and personality. I understand that being away from their family can be stressful, so I strive to provide a calm, safe, and loving environment where pets feel comfortable and secure. For dogs, I provide regular potty breaks, exercise, playtime, enrichment activities, and plenty of affection. Dogs have access to our large fenced yard for supervised outdoor time, and because I am home throughout the day, they receive consistent attention and companionship. I only care for dogs from one household at a time, which allows me to focus on their individual needs and maintain a low-stress environment. For cats, I ensure they have fresh food and water, a clean litter box, and attention at their comfort level. Whether your cat enjoys playtime, cuddles, or simply having a quiet and reliable caretaker, I respect their personality and routine. I am also comfortable following special instructions, administering medications when needed, and providing regular updates and photos so you can have peace of mind while you're away.

Sitter Profile Image: Marjorie-sue B.
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Marjorie-sue B.
from
$18
per walk
15 years of experience
Portsmouth, VA, 23702

About: I have had dogs and cats my entire life. My first actual pet I got to call my own was a cockapoo puppy named Duke, he was my first lap dog too. However, don’t let my baby fool you I have also had hounds that screamed and ran across the yard and the house. I am experienced with cats and dogs with special needs to. My grandmothers and friends animals all have had dietary or medical needs that I never mind having to help take care of. My passion is loving animals and making sure they live a happy life. Trust that your fur baby will be in safe and caring hands. I am just recently out of the military working as a kitchen supervisor on city cruises. It can get boring and lonely, so I have decided on my free time to give my services to those who might need someone to pop their head in and check on their babies or fully stay if needed. I have an apartment that is in a fenced in area in Portsmouth Va. I’m open to any sized dog and will take them out as much as they would need. I live near a park and that’s where I would walk your special. If you have a loving feline you can trust I will not book them with any canines for their mental health and safety unless you have two pets out more that have lived together I will not take in more than one animal at a time.

Sitter Profile Image: Christopher G.
Christopher G.
from
$15
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
2 years of experience
Portsmouth, VA, 23703

Nothing but positive things to say. I reached out for some help walking my dog a couple times a day during the week before a holiday weekend when boarding and daycares were booked. My dog came home after each walk tired, happy and sporting a silly grin. By the 2nd day, he was barking and wagging his tail in anticipation instead of alerting to strangers. By the 3rd day he was whining waiting by the door. Needless to say, he made a new friend and everyone is super happy.

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Michelle S.
Sitter Profile Image: Victoria M.
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Victoria M.
from
$16
per walk
4 years of experience
Norfolk, VA, 23504

About: I walk dogs for my local animal shelters frequently and i have raised and trained all of my dogs (i had 4) form when they where puppies so adults. I am a college student in my senior year, so my schedule is fairly flexible. However, my best availability is on the weekends and fridays. I have so much respect and love for animals, and I understand that they are family and someone’s babies. I’m happy to follow your pet’s routine and do whatever they need to feel safe, comfortable, and well cared for.

Sitter Profile Image: Frankie A.
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Frankie A.
from
$16
per walk
1 repeat client
15 years of experience
Indian River, Chesapeake, VA, 23325

About: Big or Small, Special Needs and All—A Sniff Adventure Awaits! ​Hi, I'm Frankie! Animals have been the center of my world for as long as I can remember. I’ve spent my entire life raising and caring for pets of every shape and size—from cats and dogs ranging from tiny to extra-large. ​My home is currently run by a wonderful, chaotic crew of four: ​Merc: My fluffy cat who rightfully considers himself the king of the house. ​My Energetic Pitty: A sweet, high-energy powerhouse who keeps life exciting. ​My Two Special Needs Pups: One who is completely blind, and another with neurological challenges. ​Why Choose Me? ​Living with special needs pets means "cautious and attentive" isn't just a tagline for me—it's my daily reality. I have deep experience and endless patience when it comes to walking blind dogs and pups who have trouble navigating or walking in a straight line. ​Whether your dog is a high-energy athlete who needs a solid workout, a delicate senior who wants a slow, gentle stroll, or a special needs pup who requires extra vigilance and a patient hand, I’ve got you covered. I treat every single animal with the same customized care, safety, and love that I give my own. ​I can't wait to meet your furry family member and take them on their next great sniff adventure! I am currently a full-time graduate student finishing up my master's degree. Because my studies allow for a highly flexible schedule, I have plenty of open availability throughout the workweek to drop in and walk your pups while you are at the office. Treating Your Furry Family Like My Very Own In my own home, I take extreme care of my pets. Living with special needs animals and a high-energy pit bull means safety, structure, and deep attentiveness are built into my daily routine. I bring that exact same level of high-standard, vigilant care to your home and your pets.

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

Dog parents share their Rover experiences - Chesapeake

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5.0 out of 5 stars

Can’t thank or recommend Jordan highly enough for all the love and walks over the last year!!! She’s the absolute best!

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Kim K.
Dog Walking
5.0 out of 5 stars

Martha is amazing!! She has always been so consistent, great at communication, and flexible with last minute changes. I trust her completely with my reactive dog and would recommend her to anyone! She also takes such cute pics of my pup and lots of them.

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Emily B.
Dog Walking
5.0 out of 5 stars

Nicholas is great! My dog is full of energy, and he handled him perfectly. He was on time, sent updates during the walk, and took notes on the walk. I could tell he really enjoys what he does. He even came prepared with a water bowl and poop bags! My dog came back happy and worn out. I highly recommend him and would book him again.

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Marie B.
Dog Walking
5.0 out of 5 stars

Cameron treats our Pippin girl so well! He takes lots of pictures and documentation of their outings. He is very communicative and kind. I highly recommend!

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Crystal H.
Dog Walking
5.0 out of 5 stars

Madison is very gentle with my dogs, Jack and Shiro. I would use Madison over n over again repeatedly.

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Jayasree G.
Dog Walking
5.0 out of 5 stars

Alyssa was awesome! Was able to help us out last second, was great at communicating, and very trustworthy! Thank you!!

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Megan F.
Dog Walking
5.0 out of 5 stars

Wonderful girl! She’s kind to my dog, and me. My dog can be a little much sometimes, but McKenzie is extremely understanding and helpful.

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Caitlyn S.
Dog Walking
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Chesapeake

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chesapeake average 3
repeat dog walking clients

FAQs for Dog Walking - Chesapeake

Frequently asked questions about Rover

The average cost for Dog Walking in Chesapeake on Rover is $16.65 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .

As of September 2026, there are 2,230 sitters on Rover offering Dog Walking across Chesapeake. 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 Chesapeake. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chesapeake.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Chesapeake. On Rover:

  • 96% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 99% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers 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.

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 walker.

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