Dog Walking Williamsburg

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

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Over 91
pet parents in Williamsburg have booked dog walking

Williamsburg, 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: Samantha Y.
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Samantha Y.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
92 reviews
34 repeat clients
7 years of experience
Orlando, FL, 32836

Maestro and Maggie Mae really enjoyed their time with Samantha. Of course, the first couple of walks they were a bit anxious with a new human, but by the third walk they were both waiting by the front door for her arrival. Samantha is a sweet young woman, who really seems to love her gig as a walker. We heartily recommend her, and most importantly, will reach out again for her services when required. Thanks Samantha

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Kurt K.
Sitter Profile Image: Sherry B.
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Sherry B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
25 reviews
6 repeat clients
40 years of experience
Orlando, FL, 32837

We moved back to Orlando and needed someone new to walk Jimmy and Sherry has helped tremendously. She’s very kind and communicates well. I’ll definitely be reaching out to her when I need help during the weeks.

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Shannon G.
Sitter Profile Image: Nancy G.
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Nancy G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
57 reviews
16 repeat clients
19 years of experience
Orlando, FL, 32837

Nancy was absolutely wonderful! She took excellent care of Coco, was attentive, patient, and made sure she was comfortable throughout the walk. She kept me updated and sent so many adorable photos that it almost felt like Coco had her own little photoshoot! It truly made my day. It's clear that Nancy genuinely cares about the pets she looks after. I felt completely at ease knowing Coco was in such good hands. I would absolutely book with Nancy again and highly recommend her to anyone looking for a caring, reliable, and thoughtful person

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Lina P.
Sitter Profile Image: Sarah V.
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Sarah V.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Orlando, FL, 32821

So nice and took great care of my dog. Followed instructions perfectly. Would recommend and book again

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Jocelyn S.
Sitter Profile Image: Staycee M.
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Staycee M.
from
$20
per walk
5.0 out of 5 stars
4 reviews
6 years of experience
Orlando, FL, 32821

About: I've been caring for animals since I was 13 and have over 6 years of hands-on experience with dogs, and cats. I've worked n the veterinary field for the past 3 years, which has given me experience recognizing health concerns, following medication instructions, and handling animals safely and confidently. As an aspired veterinarian, I treat every animal with patience, compassion, and the same level of care I'd want for my own pets I’m a student with most of my classes online, which gives me a very flexible schedule. This allows me to easily fit pet care into my daily and weekly routine, whether that’s morning, midday, or evening visits. Because of my flexibility, I’m able to provide consistent care, spend quality time with pets, and adjust my schedule as needed to meet each pet’s specific needs. I provide care exclusively in my client’s home to ensure pets stay comfortable in their familiar environment. I follow all instructions closely, including feeding schedules, walks, playtime, and any medications or special care needs. I make it a priority to keep the home clean, secure, and exactly as I found it while giving pets plenty of attention, supervision, and care. I’m attentive to each pet’s behavior and needs, making sure they feel safe, relaxed, and well cared for at all times. I also provide regular updates, including messages and photos, so owners can feel confident and reassured while they’re away. My goal is to create an stress-free experience for both pets and their owners by being reliable, respectful, and attentive.

Sitter Profile Image: Maddy W.
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Maddy W.
from
$16
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
22 years of experience
Orlando, FL, 32821

About: What sets me apart is a lifetime of hands-on experience with dogs. I’ve been around dogs since I was two years old and have spent years caring for dogs of all breeds, sizes, ages, and temperaments. I’ve personally owned both large and small breeds, trained all of my own dogs, and developed a strong understanding of canine behavior, body language, and individualized care. I’m also experienced with proper nutrition and feeding routines, including specialized diets and raw feeding, and I know how important it is to follow each dog’s routine exactly. I treat every dog as if they were my own, providing safe, reliable, and personalized care so you can have complete peace of mind while you’re away. Currently I am not working so I have complete flexibility to fit your needs for your pup even if that is last minute. I provide quick responses and open communication. As of now I cannot offer daycare or boarding in my home but I always treat my clients home as I would treat my own with the upmost respect and care for their property. I will be as diligent and detailed as possible when entering your home and caring for your pet.

Sitter Profile Image: Shannon C.
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Shannon C.
from
$20
per walk
15 years of experience
Orlando, FL, 32821

About: My connection with animals has been a constant throughout my life, but a true calling became clear through my journey with my current dog .. Theo .. 🐶 since getting him in 2021, Theo has faced a series of health challenges, including neurological symptoms and an 8 week period of strict, stay at home crate rest after an IVDD diagnosis .. caring for him through these health issues, along with my past experience with pet loss, reshaped my priorities. I realized that to heal and thrive, I need to spend as much time around dogs as humanly possible. With 20+ years as a professional in food & beverage, management, corporate recruiting, and HR, I bring high levels of responsibility, communication, and detail oriented care to every pet I look after. I understand deep down how precious our pets are and how important it is to find someone you trust completely. I promise to provide the same devoted love & care I share with my own family. ✨🐾 my schedule is completely flexible right now with open availability for drop ins and walks seven days a week, day or night. ✨☀️🌘✨ I am able to give your dog my full, undivided attention and stick strictly to the visit times that work best for your schedule. 🐾 I know how much trust it takes to leave your dog with someone else, and I treat that responsibility with genuine care. I cater directly to your pup's unique needs, whether that means following a strict routine, giving medication, or just taking things slow with a sensitive dog. 🩵 For safety, I focus on dogs under 40 lbs. while I’ve handled 70 to 90 lb dogs in the past, staying under 40 lbs fits my size best and ensures maximum control on walks. 🦮 I respect your home, strictly follow your instructions, and send quick photo 📸 updates so you always have total peace of mind. 🐾

Sitter Profile Image: Tanisha S.
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Tanisha S.
from
$17
per walk
5.0 out of 5 stars
76 reviews
42 repeat clients
30 years of experience
Kissimmee, FL, 34743

Tanisha was friendly and sweet to my dog. She was puntual and flexible with my schedule. I definitely recommend her, she followed all my instructions and took my dog for long walk. My dog quickly warmed up to her.

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Kay L.
Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
Orlando, FL, 32824

Awesome walker! Very communicative and right on time. Definitely recommended

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Ben R.
Sitter Profile Image: Jen B.
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Jen B.
from
$20
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
28 years of experience
Orlando, FL, 32819

Jenn was so knowledgeable about dogs and has a fun personality that any puppy would love. My Ginger and I look forward to more walks.

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Kathy G.
Sitter Profile Image: Mollia H.
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Mollia H.
from
$18
per walk
10 years of experience
Orlando, FL, 32837

About: I work at a pet store that includes animal deep cleans everyday and giving them fresh food every day and night. I have baby sat dogs in the past also for a family friend. I work part time but I would love to make time to meet ur furry friend and also help you out! I have too much time on my hands anyways. All of my animals are well behaved and healthy and mature. They have their own personalities that makes the smart. All of my animals are trained.

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$11
per walk
4.8 out of 5 stars
24 reviews
14 repeat clients
6 years of experience
Orlando, FL, 32839

Jennifer is a great pet sitter, she es very sweet, reliable and very good taking care of my dog Leela. When I come back from my vacations my dog is always happy and calm. I will definitely book her again to take care of my Leela.

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Ana E.
Sitter Profile Image: Leyi L.
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Leyi L.
from
$12
per walk
3 years of experience
Orlando, FL, 32837

About: I’m a caring and responsible pet sitter who truly loves animals. I treat every pet like my own and always take the time to understand their routine, personality, and needs. I’m patient, gentle, and attentive—whether your pet is playful, shy, or just needs extra comfort. From walks and feeding to playtime and cuddles, I make sure your pet feels safe, happy, and loved while you’re away. I have a flexible schedule, which allows me to give pets plenty of attention and care. I make sure pets are never rushed and always receive the time, love, and supervision they deserve. Your pet’s safety and comfort are my top priorities. I maintain a clean, calm, and pet-friendly environment and carefully follow all care instructions. I also provide regular updates and photos, so you can relax knowing your pet is in loving and reliable hands.

Sitter Profile Image: Yuneizie C.
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Yuneizie C.
from
$15
per walk
10 years of experience
Orlando, FL, 32837

About: For over 10 years, caring for animals has been something I truly love. Whether it's raising playful puppies, helping them through their curious (and sometimes stubborn!) teenage phase, or providing gentle, loving care during their senior years, I've been fortunate to experience every stage of their lives. My experience comes from caring for my own babies, fostering, and pet sitting for family, friends, and other pet parents. I understand that every pet has their own unique personality, routine, and needs. I'm patient, dependable, and happy to go at your pet's pace whether that means endless games of fetch, quiet cuddle time, or simply being a comforting presence while you're away. I also have experience administering medications and know how important it is to stick to feeding, walking, and medication schedules to help your pet feel secure and comfortable. I know how difficult it can be to leave your furry family member with someone else. My goal is to give you complete peace of mind by treating your pet with the same love, kindness, and attention I would give my own. To me, they aren't just pets they're family, and they deserve to feel safe, happy, and loved every step of the way. Pet care fits naturally into my routine. I currently work a flexible part time schedule and attend school online, which allows me to dedicate plenty of time and attention to the pets in my care. Your pet's safety, comfort, and happiness are always my top priorities. I have a fully fenced backyard where dogs can safely play and get plenty of exercise under my supervision. My home is quiet, with only two adults and no children or other pets, creating a calm and low-stress environment for your furry family member. I recently lost my childhood dog to congestive heart failure, so I understand just how much our pets mean to us. Caring for animals has always been a passion of mine, and it would be an honor to provide your pet with the same love, patience, and attention I gave my own. Whether I'm caring for your pet in my home or yours, I'll follow their routine closely to help them feel safe, comfortable, and loved while you're away.

Sitter Profile Image: Kristina K.
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Kristina K.
from
$40
per walk
5.0 out of 5 stars
55 reviews
13 repeat clients
3 years of experience
Orlando, FL, 32821

Ivy enjoyed her walk with Kristina!

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Noel P.
Sitter Profile Image: Ariel S.
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Ariel S.
from
$16
per walk
5 years of experience
Florida Center, Orlando, FL, 32819

About: While in college, I volunteered at a human society and have been caring for my family dogs since I was able to stay home alone, up until currently. Right now, I am trying to figure out my career after college and what I want to do with my degree so I figured in the meantime why not do something that I have a strong passion for! I am very young and active, so just about everytime your baby wants/needs to go outside I will take them for a walk. I also love to play with them, if that’s something they love. I am here to make your pet feel most comfortable while you are away!

Sitter Profile Image: Yasmine O.
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Yasmine O.
from
$20
per walk
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Orlando, FL, 32821

Yasmine has been a huge help! She’s very patient and reliable, and I appreciate the care she gives my Mila. Highly recommend!

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Jacob C.
Sitter Profile Image: Stephanie D.
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Stephanie D.
from
$19
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Orlando, FL, 32809

Stephanie did a great job of walking our Golden Retriever. Thank you, Stephanie.

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Lori B.
Sitter Profile Image: Anna Carolina M.
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Anna Carolina M.
from
$18
per walk
10 years of experience
Orlando, FL, 32819

About: I've had dogs all of my life. I previously had two Yorkies and now I have one Yorkie and a Beagle that I love deeply. I have experience of taking care of small dogs and bigger dogs. I am ready to try to take care of all type of dogs and to make sure they are taken care of and shown love. Right now I am employed as an Resident Assistant, but my shifts are scheduled for the whole semester so I know exactly when I’m available. Due to summer, my classes have ended and now I am free pretty much all day except when I’m working. I am somewhat flexible, but I would love a set time and date to make it easier on me. I have two dogs who have taught me so much about what it’s like to take care of dogs. Right now I live at a dorm so I won’t be able to have dogs over my place, but I would love to come over to the pets home where they’re most comfortable and give them company and love.

Sitter Profile Image: Madeline B.
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Madeline B.
from
$25
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Orlando, FL, 32821

Maddie did a wonderful job walking our pups while we were in town and out adventuring during the days. She was very quick with correspondence, right from booking and through the week, providing pics and details of each walk. The pups took to her quickly, and we had a great peace of mind knowing she'd swing by and take care of them. We will definitely look to use Maddie in the future when in the area.

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Holly B.
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The median cost per walk for dog walking in Williamsburg is $20

Dog parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Alex was wonderful with our two basset hounds and communicates very well. She made sure to understand what they like and accommodated them every step of the way.

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William M.
Dog Walking
5.0 out of 5 stars

So nice and took great care of my dog. Followed instructions perfectly. Would recommend and book again

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Jocelyn S.
Dog Walking
5.0 out of 5 stars

Kristina is wonderful! Ivy has been warming up to her quickly and I appreciate her thoughtful and thorough approach.

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Noel P.
Dog Walking
5.0 out of 5 stars

Nancy was absolutely wonderful! She took excellent care of Coco, was attentive, patient, and made sure she was comfortable throughout the walk. She kept me updated and sent so many adorable photos that it almost felt like Coco had her own little photoshoot! It truly made my day. It's clear that Nancy genuinely cares about the pets she looks after. I felt completely at ease knowing Coco was in such good hands. I would absolutely book with Nancy again and highly recommend her to anyone looking for a caring, reliable, and thoughtful person

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Lina P.
Dog Walking
5.0 out of 5 stars

Sherry is the best!! She is trustworthy, reliable, communicative and kind. She treats my Maggie as her own, and gives the best and most thorough updates. I love seeing the pictures she takes of their walks. Sherry truly is the best, I highly recommend her!

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Rebecca O.
Dog Walking
5.0 out of 5 stars

Pamela walked my dog twice a day during my trip to Disney. She was so reliable and my dog loved her. THANK YOU PAMELA!

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Sarah L.
Dog Walking
5.0 out of 5 stars

Andrea was very attentive and communicated well. She showed great care for both my boys my pup and bunny. She provided updates and made me a first time rover user feel comfortable with the app. Thanks Andrea!

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Evelisse C.
Dog Walking
5.0 out of 5 stars

Sophia was absolutely amazing with my pet. You can genuinely tell how much she cares — she treats your pet like it’s her own. While I was away, she kept me constantly updated with messages and check-ins, which gave me so much peace of mind. It made such a difference knowing my pet was not only safe, but truly cared for. I would 100% recommend Sophia to anyone looking for someone reliable, attentive, and loving to watch their pet.

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Joandy D.
Dog Walking
5.0 out of 5 stars

Carolina is the absolute best! She takes such sweet care of my three month old puppy and Im so happy to have her! She is super flexible and its been great to work with her :)

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Anna P.
Dog Walking
5.0 out of 5 stars

Addie is wonderful! Perfectly on time and communicates great. She is so good with our pup! Will definitely continue to book with her!

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Allie A.
Dog Walking
5.0 out of 5 stars

Dana was awesome! Quick response, great care, and loved the photos she shared. Will definitely book again!

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Charisse A.
Dog Walking
5.0 out of 5 stars

Kelsey has been absolutely amazing!! I will 100% be using her services again. She’s amazing with my older gal pup and very professional.

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Alex A.
Dog Walking
5.0 out of 5 stars

I contacted Laura very last minute needing a walk for Teddy, even though it was last minute she still replied right away and was nearby & was able to make it over within 25min. Very quick & friendly service, I will absolutely be using her again! Thanks for being amazing Laura

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Tim F.
Dog Walking
5.0 out of 5 stars

Great communication, fed my little one, left leash wrapped and my little one was super happy. To top it off, it was super last minute and she was extremely flexible!

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Maria Jose L.
Dog Walking
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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.

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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

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

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Popular requests for dog walking - Williamsburg

Select a filter and find qualifying sitters offering dog walking.

Sitters in Williamsburg average 3
repeat dog walking clients

FAQs for Dog Walking - Williamsburg

Frequently asked questions about Rover

The average cost for Dog Walking in Williamsburg on Rover is $19.98 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 5,227 sitters on Rover offering Dog Walking across Williamsburg. 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 Williamsburg. 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 Williamsburg.

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 Williamsburg. On Rover:

  • 90% 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 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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