Dog Walking Highland

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

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Sitter Profile Image: Aliza B.
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Aliza B.
from
$25
per walk
5.0 out of 5 stars
• 90 reviews
48 repeat clients
40 years of experience
Highland, NY, 12528

“We had another great experience with Aliza! She is reliable, communicative, and takes wonderful care of our dog. It’s always reassuring to know he is in such good hands. We’re very happy to have found her and would absolutely recommend her!”

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Adar N.
Sitter Profile Image: Thomas-James C.
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Thomas-James C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 31 reviews
9 repeat clients
15 years of experience
Milton, NY, 12547

“I had an excellent experience with Thomas-James C. He demonstrated great patience and professionalism throughout the process. His communication was outstanding — he consistently provided updates, photos, and detailed feedback after each walk. Despite some initial challenges during the first walk, he remained composed and committed to ensuring my dog’s comfort and safety. My dog responded very well to him, and I was impressed by his dedication and reliability. I would highly recommend his services and will certainly be using them again in the future.”

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Gabrielle R.
Sitter Profile Image: Manuel J.
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Manuel J.
from
$18
per walk
4.8 out of 5 stars
• 13 reviews
5 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: If you have an athletic or active dog, we are the hosts for you!!! Trips to parks (on and off leash), running the trails, and swimming in a Lake will happen every day. If your dog is less active, we can bring our activity level to where your dog is most happy and comfortable. I have a very open schedule. Usually I go to the park go with my family who enjoy the day doing things outside the house. If you have a last minute appointment or you need anything on the same day I do take them I have a very open schedule one works in the morning and the other one works in the afternoon so your pet will never be alone. I had pets before they pass away. We used to love our pets so much. We took CPR classes and emergency classes for pets just in case.

Sitter Profile Image: melanie t.
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melanie t.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
poughkeepsie, NY, 12601

“I had such a great experience with Melanie! She walked both of my dogs, Chase and Luna, for 30 minutes and did an amazing job. She made sure they both got their exercise, had water afterward, and even confirmed that both went potty during the walk. It gave me such peace of mind knowing they were so well taken care of. I would definitely recommend her to anyone looking for a reliable and caring dog walker!”

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Angie
Sitter Profile Image: Kendra L.
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Kendra L.
from
$25
per walk
13 years of experience
Poughkeepsie, NY, 12601

About: Hi there! My name is Kendra. I come with 12+ years of veterinary technician experience. I currently work as a CVT in a veterinary ICU. I am happy to provide care to pets who may need additional TLC, such as senior or special needs pets. Outside of work, I have two cats (Autumn & Creme Brulee) and two dogs. Violet is my mini doodle who I adopted after she was found to have a swallowing disorder, and Emmie Lou is my Australian Shepherd who loves to live her life on the wild side. We love going for walks, long hikes, and various training events like lure courses, agility and dock diving. Both of my girls have earned their CGC (Canine Good Citizens) among other ribbons and sport titles. Loving animals is my whole life and I can't wait to love your fur babies too! 💗 I am available to do drop-in visits (short walks, feeding, play time, medication administration, etc.), or longer walks/hikes for those that may need the extra exercise. I am also available for house sitting upon request. I schedule pet care on my days off from my full-time job. I can also provide house sitting upon request (availability will not routinely be posted for this so feel free to send me a message!). Unfortunately, due to renting I cannot provide pet care in my own home. I can do drop-in visits or longer term house sitting in your home, which I would prefer anyway as I feel pets are usually the most comfortable in their own homes. When walking any dogs outside of a fenced in yard, I will always implement the use of double leashes for added safety.

Sitter Profile Image: Rebecca K.
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Rebecca K.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 83 reviews
26 repeat clients
6 years of experience
Highland, NY, 12528

“Rebecca is a Dream! She is super flexible and is a great communicator. She has walked Boscoe twice and he loves her. She is very prepared when she comes to walk him. I look forward to having Rebecca as our permanent dog walker!”

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Erica L.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$40
per walk
5.0 out of 5 stars
• 18 reviews
1 repeat client
20 years of experience
Poughkeepsie, NY, 12601

“My goodness, Morgan is amazing! She has the best energy and you can feel how much she loves and cares for our dog. Thank you, Morgan! We’ll definitely be reaching out again!”

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Meighan J.
Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
New Paltz, NY, 12561

About: I’ve taken care of dogs my whole life! Recently started boarding and at home visits within the past two years and I love it! I’ve worked with puppies-elderly dogs, helped train from bite work to bathroom breaks. I try to do it and love it all! I am a teacher and I have summer home free with my daughter. We don’t have any pets of our own and love to love the pets you love! I like to follow the requests of the client, wherever, however, and whenever i’m needed! I have a fenced in yard and no other pets.

Sitter Profile Image: Patricia H.
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Patricia H.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

About: I have been a pet lover & pet care advocate for as long as I can remember! I’ve been caring for dogs of all breeds, sizes, and personalities my entire life. I’ve taken care of kittens, pups, rescued cats, & cared for other pets like bunnies, fish, & hamsters. Over the years, friends, family, and neighbors have trusted me to walk, feed, and love their pets like my own which I do with a smile. Whether it’s an energetic puppy who needs to play & burn off some energy, or a sweet senior pup who needs extra patience and care, I adapt to their unique needs and personalities. I’m not just a sitter, i’m an emotional support human & a dependable companion for your pet while you’re away. I believe in consistent communication, lots of love, and making sure your pet feels safe, happy, and cared for. I love & care for them as if they were my own. I’m experienced with administering medications, sticking to routines, and keeping pets calm and comfortable in their own environment. Your comfort, peace of mind, & your pet’s happiness are my top priority! As someone who works from home and takes online classes, my schedule is super flexible; perfect for giving your pet the attention they deserve! I’m home throughout the day, which means your pet won’t be left alone for long stretches. Whether it’s a midday walk, playtime, or just some company while they nap, I can be there when they need it most. My routine allows me to be fully present and responsive to your pet’s needs. I can stick to their feeding and walking schedule, provide consistent companionship, and make sure they feel safe, loved, and entertained while you’re away. Being home all day also makes me a great fit for puppies, senior pets, or dogs who need a little extra TLC. When I care for pets in their own home, my goal is to keep their routine as familiar and stress-free as possible. I follow your pet’s routine closely & I make sure they’re comfortable in their space, following their usual schedule for walks, meals, playtime, and cuddles. Whether it’s sticking to their favorite walking route or knowing exactly how they like their food prepared, I pay close attention to every detail you share. I know how much the little details matter! Being in their own environment helps your pet feel more relaxed, and I’m there to make sure they feel loved every step of the way. I’m experienced in administering a variety of medications, including flea and tick ointments, oral chewy meds, and pills; whether they’re hidden in a treat or given directly. I stay calm and patient to make the process as stress-free as possible. I’m comfortable managing multiple pets and giving each one the attention and care they need. I treat your home with the same respect and care I give to your pet: clean, secure, and exactly how you left it. I provide regular updates with messages & photos so you can feel confident your pet is safe, happy, and in good hands & know everything is going smoothly while you’re away.

Sitter Profile Image: Kiera E.
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Kiera E.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Poughkeepsie, NY, 12601

“Kiera is an amazing person and dog caregiver. My girls Lily and Layla adore her. I trust her with my dogs and my home. She is very thorough, kind and responsible. Please don’t hesitate to hire her, she is top notch.”

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Leslie M.
Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 89 reviews
29 repeat clients
56 years of experience
Gardiner, NY, 12440

“Kimberly was great! She was extremely quick at responding to our request, and was happy to walk our boy, Seymour, while we were in town having an anniversary dinner. Kimberly was so warm and generous with her time, making sure we didn't feel rushed during our dinner. Seymour loved her! Couldn't recommend more.”

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Brooke B.
Sitter Profile Image: Tiana R.
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Tiana R.
from
$40
per walk
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

Sitter Profile Image: Imogene D.
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Imogene D.
from
$30
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
New Paltz, NY, 12561

“Imogen has been a great support in helping to walk, feed and give our elder (and blind!) Bichon his insulin shots in the mornings and evenings. Always a great way to start or end the day knowing Imogen is available for care !”

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Christine Z.
Sitter Profile Image: Jasmine E.
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Jasmine E.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Marlboro, NY, 12542

“I am so happy I found Jasmine - she was so communicative and came to visit Sherlock before his first walk with her on the same day. This gave me total peace of mind. She spent time with Sherlock, walked him and kept me in the loop when she finished. She is lovely, easy to work with and most importantly, Sherlock took to her immediately!”

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Rebekah W.
Sitter Profile Image: Breanna S.
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Breanna S.
from
$44
per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
20 years of experience
Highland, NY, 12528

About: I've been dog and house sitting since I was a teen. Walks are my favorite! Lots of experience with young to mature/elderly dogs. Let me care for your best friend! I have very open availability as I am currently freelancing and not tied to a 9-5. I can easily accommodate most any need you and your pet may have Happy to provide loving, reliable visits, feedings, walks and anything else within reason to safely care for your furry family member. Overnight stays or drop in visits or walks

Sitter Profile Image: Stephen M.
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Stephen M.
from
$14
per walk
20 years of experience
Lagrangeville, NY, 12540

About: I specialize in reliable night and weekends dog walks and house sitting in the Hudson Valley. I don’t just check boxes—I take time to understand each dog’s unique personality, preferences, and needs. Whether it’s a playful pup who needs extra exercise or a shy senior who just wants gentle companionship, I adjust my care to suit them. I also prioritize clear, friendly communication with pet parents, sending updates and photos so you always feel connected. My goal is simple: to make every dog feel safe, loved, and at home—even when you’re away. I currently work full time but I would like to take on some dog walking and sittings on nights and weekends as I currently cannot have pets in my house. In my home or yours, I create a calm, safe, and loving environment tailored to your pet’s routine and personality. I stick closely to feeding schedules, exercise needs, and any special instructions you provide. In your home, I respect your space and your pet’s comfort, keeping things clean and consistent so your dog feels secure. In my home, I offer a pet-friendly, supervised space with plenty of attention, playtime, and rest. I always communicate openly and send photo updates so you know your pet is happy and well-cared for every step of the way.

Sitter Profile Image: Lee C.
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Lee C.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 15 reviews
6 repeat clients
12 years of experience
Kingston, NY, 12401

“Lee is very communicative and great with our sensitive dog.”

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Julie K.
Sitter Profile Image: Danielle G.
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Danielle G.
from
$32
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Poughkeepsie, NY, 12603

About: My name is Danielle and I own Shiny Paws Dog Spa. An at home dog spa where I make sure the dogs have a personal one on one experience with me. I want nothing more than to have them feel relaxed and loved. Can’t wait to meet everyone! I am currently home full time. Running a dog spa out of my own home full time. Your pups will be looked after all day/night long. I have a nice size yard along with a lake side property to walk around. Pups will also have their own personal space within the house for some peace and quiet.

Sitter Profile Image: stephanie r.
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stephanie r.
from
$25
per walk
15 years of experience
Port Ewen, NY, 12466

About: Animal lover with vet hospital experience. My experience ranges from socializing puppies and teaching basic manners to caring for seniors with medical needs. Very practiced in the world of Chihuahua IYKYK 🐶 I’ve worked with traumatized rescues and understand their needs. I can administer medications and care for sick pets. Extensive experience with caring for pets in recovery from surgery as well. Also available to take your pet to vet visits if needed. References available. Custom care for medical & special needs may have extra fees. My current schedule is flexible and I will work with you and your pets individual needs as best as possible. Tiki and I love furry company! I am also available for drop in visits and walking at your home. Pet focused home with a fenced in backyard. Your pet will be cared as if they are part of our family. We live in a very pet friendly neighborhood and walking is very safe and accessible.

Sitter Profile Image: Evelyn M.
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Evelyn M.
from
$35
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
6 years of experience
Rifton, NY, 12471

About: I have had pets my whole life and hold animals dear to my heart! I LOVE spending time with them and making them happy. I have cared for dogs and cats for years and am very patient with them. I have a fenced in yard. I would prefer to avoid bringing clients pets into my home because I have 2 cats. But if the dog is friendly enough and has experience with cats I would consider it. My house is fairly big. It has a basement and attic, with 2 floors they’d have room to run and play. I have a medium sized yard so there would be room for them to run and play. I also have a safe street to bring them on walks. I pet sit full time. I’m looking to gain more clients so please book me. I spend my time practicing yoga, studying holistic health, caring for my own cats, reading or creating… so I am able to shift my schedule around easily to fit your needs! My home is cozy and safe with lots of room to run around and comfy furniture to sleep on! I keep the windows open and do not use toxic products in my house.

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The median cost per walk for dog walking in Highland is $25

Dog parents share their Rover experiences - Highland

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5.0 out of 5 stars

Aliza has been a great gift of help taking care of Skipper - who adores their walks and time together. Reliable and communicative - it’s is a big relief knowing our old little Bichon will get his meals, walks and insulin shots

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Christine Z.
Dog Walking
5.0 out of 5 stars

Sara was awesome, she was super friendly and my dog loved her! Will definitely book Sara again for another session.

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Hugh W.
Dog Walking
5.0 out of 5 stars

I can't say enough great things about Angie ! They were able to help us on very short notice, and from the moment they arrived, I felt completely at ease. They were reliable, professional, and incredibly caring with our dog.

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Eliana B.
Dog Walking
5.0 out of 5 stars

Melanie is great with my dog Apollo. She is very caring and considerate and i always feel like my pup is in good hands with her.

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Alex C.
Dog Walking
5.0 out of 5 stars

Katarina is fantastic, reliable, and made my dog happier than I’ve ever seen through her phenomenal photos. Your pet would be lucky to enjoy time with someone as wonderful as Katarina. Ten out of five stars.

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Ryan D.
Dog Walking
5.0 out of 5 stars

Bruce was very accommodating with the care instructions I left for my two dogs. He was punctual, friendly, and gave them time to get comfortable with him before taking them for their walk. Will rely on him again in the future!

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Steven C.
Dog Walking
5.0 out of 5 stars

Amelia was great! Took our crazy golden retriever for a nice walk around our neighborhood! On time, was great with communication and Charlie loved her!

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Karly S.
Dog Walking
5.0 out of 5 stars

Nathan walked our dog twice yesterday and also fed her. Communication was easy and all instructions were followed, leaving us with peace of mind and a happy dog. I’m wouldn’t hesitate to recommend his services to others.

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Nadine T.
Dog Walking
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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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  • Reservation protection

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

  • World-class support

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

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog walking - Highland

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Sitters in Highland average 3
repeat dog walking clients

FAQs for Dog Walking - Highland

Frequently asked questions about Rover

The average cost of Dog Walking in Highland on Rover is $28 per walk as of October 2026. Most bookings cost between $15 and $36 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 1,149 sitters on Rover offering Dog Walking across Highland. 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 Highland. 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 Highland 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 Highland. On Rover:

  • 90% of walkers can help with special care needs
  • 93% 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 .

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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