Dog Walking Pittsfield

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Over 46
pet parents in Pittsfield have booked dog walking

Pittsfield, Find top rated dog walking

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Tara D.
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Tara D.
$23
total per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
30 years of experience
Pittsfield, MA, 01201

About: grew up surrounded by animals—some more traditional, like cats and guinea pigs, and some a bit more unexpected, like free-roaming turtles, pet rats, and even a rescued crow. No matter the species, I believe every pet is a family member and deserves love, care, and attention. My primary experience is with cats, from playful kittens to senior cats requiring special medical care, prescription diets, and extra attention. I’ve also cared for a variety of small animals, including hamsters, guinea pigs, and ferrets, and I’m knowledgeable about setting up and maintaining freshwater fish tanks. I had a 10-gallon tropical tank for years and now have a betta fish. In addition to pet care, I’m responsible and detail-oriented when it comes to maintaining a home. I understand the importance of keeping things tidy, watering plants, and ensuring everything runs smoothly while you’re away. You can trust that both your pets and your home will be well cared for in your absence! I work remotely, so my schedule is pretty flexible. Outside of occasional appointments and workout classes, I am available most days to care for your home and pets. Since I work remotely when I do have work, I will be home often to provide plenty of companionship and attention to your pets. I can easily accommodate feeding schedules, medication routines, and any other specific care needs your pets may have. The safety and well-being of pets is always my top priority. In a client’s home, I ensure pets follow their regular routines, including feeding, exercise, and medication schedules. I keep a close eye on their behavior, ensuring they are comfortable and stress-free. I also make sure the home remains secure by locking doors, monitoring surroundings, and keeping hazardous items out of reach. Cleanliness is important, so I maintain tidy spaces, fresh water, and a clean litter box or pet area. My goal is to provide a safe, loving, and familiar environment for pets while their owners are away.

Sitter Profile Image: Adrienne H.
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Adrienne H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
90 reviews
25 repeat clients
20 years of experience
Pittsfield, MA, 01021

Five stars! Adrienne was FANTASTIC with our pit bull mix and Brittany spaniel. She was easy to communicate with, always on time, and cared for our dogs just as we would. I have lots of confidence in her ability to manage our crazy boys. I highly recommend Adrienne and I will definitely use her again!

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Kate S.
Sitter Profile Image: Deborah L.
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Deborah L.
Star Sitter
$28
total per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
50 years of experience
Lenox/Pittsfield, MA, 01201

So lovely meeting Deborah. Can’t wait for my pup and I to work with her. Can’t say enough good things!!!! Can’t wait to start this new chapter 😆

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Emily W.
Sitter Profile Image: Reymon B.
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Reymon B.
$30
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Amanda W.
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Amanda W.
$25
total per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Pittsfield, MA, 01201

Amanda is an absolute phenomenal pet caretaker. Great communication throughout the booking process, and is very attentive and thoughtful with walking our pup. She told us she has had experience taking care of pets in the past, and it definitely shows. We live in a home and gave her an access code to go in during the day to walk our pup, and have had no issues trusting her going in and out of our home. She takes pics of our dog during every walk. Would highly recommend without any hesitation.

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Dan C.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
394 reviews
150 repeat clients
8 years of experience
Lenox, MA, 01240

McKenna came to walk my pup today and I came home to a happy and tired dog. McKenna is a very reliable, punctual, and caring dog sitter. She is extremely trustworthy and I recommend her wholeheartedly. My dog loves her!

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Diana K.
Sitter Profile Image: Keri H.
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Keri H.
Star Sitter
$39
total per walk
5.0 out of 5 stars
58 reviews
20 repeat clients
20 years of experience
Lenox, MA, 01240

Keri was great; very responsive for a last minute request, and she did great with my very shy dog. She gave prompt updates, was very professional, and I wouldn't hesitate to use her again

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Carly K.
Sitter Profile Image: Lauren S.
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Lauren S.
$34
total per walk
15 years of experience
Lenox, MA, 01240

About: While working as a travel nurse, I had the privilege of staying in many homes with pets of all personalities and needs, giving me experience adapting to different routines and environments. I bring a calm, grounded, and intuitive presence that helps animals feel safe and at ease. I'm naturally nurturing (a mama to my own two kitties), attentive to the little details, and I truly enjoy building trust with every animal. My goal is for your pet to feel loved, comfortable, and well cared for while you're away, and for you to have complete peace of mind. I genuinely enjoy starting and ending my day with walks, playtime, feeding, and quality time with animals. My schedule is flexible, allowing me to provide dependable care while giving pets the attention, exercise, and companionship they deserve. I love being outdoors, so daily walks are something I truly look forward to, and I always make time for cuddles, enrichment, and keeping pets comfortable in their own routine. My parents have an elderly cockapoo who has taught me the importance of patience, gentle care, and paying attention to the little changes that come with aging. My husband and I also have two cats, so I'm familiar with their daily routines, from feeding and litter box care to playtime, affection, and respecting each cat's unique personality. I understand that every pet has different needs, and I strive to make them feel safe, comfortable, and loved every day.

Sitter Profile Image: Yenifer V.
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Yenifer V.
$42
total per walk
5.0 out of 5 stars
30 reviews
6 repeat clients
3 years of experience
Pittsfield, MA, 01201

About: I’ve taking care of dogs since I was a child, from my neighbors, friends and family. It was like a hobbie, but now I want to do it like a loving additional job. NOTE: the rate for day care is the whole day. My husband and I are a loving couple who adore pets! Although we both work, our schedules complement each other perfectly, ensuring our furry friend will have companionship most of the time. We're excited to welcome a new pet into our family and provide a stable, nurturing environment where they'll thrive and feel cherished." 💕☘️✨ I only receive one pet at the time, because I know they are very territorial and I like the exclusivity for them. We have plenty of energy to play with your pet and bunch of love to give. Our home is filled with love, attention, and playtime. We like to take them out not just to do their neccessities but to enjoy quality time, even more than twice a day, then your pet can drink filter water 🤗.

Sitter Profile Image: Ashley T.
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Ashley T.
$34
total per walk
15 years of experience
pittsfield, MA, 01201

About: Hello! I've had animals my whole life and love being around them. I'm available to walk dogs and give them good exercise for those that have a lot of energy. I am also available to stay overnight to take care of your house and animals. My love for animals has pushed me to study to become a veterinarian technician. I also currently work at Berkshire Veterinary Hospital so I'm comfortable bringing them to the vet in an emergency. I am also able to medicate (orally or injected) your animals. I'm also comfortable cutting nails. I have the most experience with cats and dogs but enjoy taking care of all animals whether they are furry, feathered, or scaled. I have a very calm personality so most animals trust me right away and if they don't, I'm very good at earning it. Let me earns yours and you won't regret it.

Sitter Profile Image: Sally A.
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Sally A.
$62
total per walk
5.0 out of 5 stars
46 reviews
13 repeat clients
50 years of experience
Richmond, MA, 01254

About: Born with Stormy the spaniel & Jane the tabby, I participated in the love and care of Lance the setter, Tippy the happy boy and Snickelfritz and Tidy the calico kitties. My pets were my favorite toys! In adulthood I adopted rescue puppy Kino and blue-eyed kitten Shasta, elegant Jazz-girl, and some other great pets. Now I have Tigra Carmela, my wild-child calico who came skinny and scared from the woods and now loves her tummy rubbed. Family & friends going on vacations give me plenty of hands-on house and pet caretaking experience. I offer pet & TLC home & property care . ME: I love dogs and cats, and also sing old songs and play guitar at senior establishments, and am a watercolor artist. I believe a world without pets is colder place. • Dedicated pet care, Pet First Aid Certification. Includes: Household maintained to pre-arrival condition or better. Plants & gardens are watered, Porches & paths are swept/shoveled, household systems problems are dealt with. My Home & Pet Care will leave you worry-free! • Fee adjustments per conversation. • Mileage fee may be added, at the current IRS rate, 2025 of .70% per mile. • TIPS: Optional, and Appreciated, this is a service job, with prices based on a US custom of tipping (20% for excellent service is very much appreciated).

Sitter Profile Image: Christina D.
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Christina D.
$34
total per walk
5.0 out of 5 stars
6 reviews
20 years of experience
Pittsfield, MA, 01201

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

Sitter Profile Image: Caitlin H.
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Caitlin H.
$17
total per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

About: I acknowledge that routine is important with pets and therefore will mold my style to fit your pets norm. (This includes your rules for your pet, anything you are training them to do, and any medication). Before taking care of your pet I make sure I fully understand their daily routine to make sure their schedule isn’t thrown off. I have experience administrating medicine to pets. I also have experience giving baths to pets as long as their grooming supplies are supplied. Also I have taken care of pets for around 3 years and am very flexible as I want to make it as easier on you as possible. I am a teacher so I have all day to spend with your pup during summer months. Also during the school year, I get off in the late afternoon on Weekdays so I can be there to take care of your pup by early evening. I respect my clients space and I am also happy to take care of any additional things around the house (watering plants, bringing in mail, etc.) if asked.

Sitter Profile Image: Melanie D.
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Melanie D.
$28
total per walk
20 years of experience
Dalton, MA, 01226

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!

Sitter Profile Image: Brenna B.
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Brenna B.
$39
total per walk
5.0 out of 5 stars
7 reviews
1 repeat client
12 years of experience
Pittsfield, MA, 01201

Brenna did a great job. She loves dogs & doing this donit is a win-win. Of course we recommend her.

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Betts M.
Sitter Profile Image: Rick & Autumn C.
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Rick & Autumn C.
$95
total per walk
5.0 out of 5 stars
29 reviews
7 repeat clients
12 years of experience
Pittsfield, MA, 01201

Our dog was so happy with his visit ❤️

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Sara L.
Sitter Profile Image: Lindsay L.
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Lindsay L.
$28
total per walk
5.0 out of 5 stars
5 reviews
20 years of experience
Canaan, NY, 12029

Thank you Lindsay! You were exactly on time and a last minute life saver for us - we had a great evening out. Great communications too. 🐶

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Teri T.
Sitter Profile Image: Beth M.
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Beth M.
$17
total per walk
45 years of experience
Williamstown, MA, 01267

About: I have loved all animals ever since I was a young child. I am very attentive to every animals indivdual needs. I have mostly worked as a caregiver for people who had pets. I am a reliable responsible caring and animal lover. I am available all days and times to care for your pet or pets. I am very flexible and looking forward to being able to care for your much loved pet I will always use all safety measures to care and keep your pet safe and well cared for. I would never leave your pet unattended or in an unsafe situation while in my care.

Sitter Profile Image: Trista S.
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Trista S.
$34
total per walk
5.0 out of 5 stars
21 reviews
9 repeat clients
30 years of experience
Pittsfield, MA, 01201

About: Animals kept me safe my entire life, now I return the favor by keeping your babies safe while you’re away. ❤️ I have been working with animals my whole life. At only 3 I moved in with my step father onto a small farm(yes this means I can feed your chickens, gather your eggs, clean your stalls, and feed your cattle, pigs, or even horses). I spent three years working in the veterinary field where I learned to better understand and triage animal emergency and how to deal with them calmly and safely. I have 3 dogs, and 2 cats of my own as well as a bearded dragon and a few chickens, whom I love more than life. I have minimal boarding experience, but have had or worked with everything from fish and birds, to dogs to cattle, from snakes to horses, and I love each one of these creatures just as much as the rest. I adore all animals, and cherish my pets so much, and finding some one you can trust to REALLY care for them can be a challenge, so let me make your life a little easier with flexible, reliable, patient and gentle care. As a pet mom to 11 furry, scaly, and feathered babies, I know how hard it can be to find reliable pet care. My animals are my children, my babies; the most important things in my world. I promise to love yours the way I’d love my own. I am currently unemployed and taking a leap. What I’d LOVE is to start my own pet care company. I know how hard it is to find pet care in and around the Berkshires, especially the holidays when all the day cares and well known sitters are booked - so let me take some of that weight off you. I’m flexible and reliable and can do drops ins, walks, day stays, over nights, or multiple day stays. I’m open to any animal type, including pocket pets, exotics and special needs. What can I say? Pets are really the only thing most of us like in this crazy world; so it’s kind of the perfect job. 😉 I am open to all types of care, all types of animals, and all types of situations. I have experience in vet medicine and have had elderly and special needs animals my whole life. No matter how long my interaction with your baby is, I assure you it will be filled with love.

Sitter Profile Image: Francy & William S.
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Francy & William S.
$28
total per walk
1 year of experience
Pittsfield, MA, 01201

About: We have one year of experience caring for small dogs. We are responsible, attentive, and ensure a safe, loving and confrable environment at all times We work from home, so we have plenty of time to take care of pets. Provide constant attention follow daily routines. And we are also available on weekends when needed. We have a fenced yard where pets can play safetly. And we can take them for once or two daily walks ensuring exercise, attention, and a conformable environment

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The median cost per walk for dog walking in Pittsfield is $22

Dog parents share their Rover experiences - Pittsfield

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5.0 out of 5 stars

Amanda was super conscientious and gave Sage excellent walks and care. She also gave Rash the cat who made a cameo attention & appreciation.

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Jean B.
Dog Walking
5.0 out of 5 stars

Deborah is wonderful with Joey and really cares about a good experience for him. I get photos and videos that are reassuring that Joey is having a good time :) She is extremely professional and I highly recommend her service.

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Cynthia B.
Dog Walking
5.0 out of 5 stars

Cortnee is simply amazing. So patient. Extremely kind. Very knowledgeable about animals. And, my pup loves her! 🩷

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Emily W.
Dog Walking
5.0 out of 5 stars

Elizabeth was a perfect match for what we were looking for, it couldn’t have gone better and I’d rebook again as we are in the area often. Elizabeth was immediately responsive when we were looking to book. Worked with us on a time to meet our dog, us and my in-laws who would be taking care of the dog for the week. She communicated throughout the week, provided updates and answered a few questions we had. Our in-laws weee very appreciative of her time to give our dog some exercise and love while we were away. Great review and experience all around.

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Michael M.
Dog Walking
5.0 out of 5 stars

So thankful for this wonderful walker who pulled through even on cold windy snowy days in early November to assure my pup got out and fed when I had really long days of work scheduled.

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Deb S.
Dog Walking
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Popular requests for dog walking - Pittsfield

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Sitters in Pittsfield average 3
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FAQs for Dog Walking - Pittsfield

Frequently asked questions about Rover

The average cost for Dog Walking in Pittsfield on Rover is $26.64 per walk (as of August 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 August 2026, there are 656 sitters on Rover offering Dog Walking across Pittsfield. 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 Pittsfield. 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 Pittsfield.

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 Pittsfield. On Rover:

  • 94% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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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