Dog Walking Williamsburg

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

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Over 96
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: Sherry B.
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Sherry B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 28 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: Samantha Y.
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Samantha Y.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 112 reviews
38 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: Sthephanie S.
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Sthephanie S.
from
$15
per walk
15 years of experience
Orlando, FL, 32819

About: I have had dogs my entire life, I currently have a 6 year old miniature poodle named Baymax who I rescued about 5 years ago. I love dogs of all shapes and sizes. I have taken care of my families and neighbors dogs for over a decade. Dogs have a special place in my heart and I want to be their home away from home while you are working or traveling. I work from home most days and I stay home most nights. I can take your dog for walks and they will spend most of the day indoor with me and Baymax. I have a balcony and my complex has a dog park. I can also take them to local parks. Its just me, my husband and my dog Baymax at home.

Sitter Profile Image: Alexandra T.
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Alexandra T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 26 reviews
6 repeat clients
6 years of experience
Windhover, Orlando, FL, 32821

“Alexandra was our savior this week! My schedule has been crazy and I wasn’t able to take my dog Coco out for his daily walk. She was very accommodating even when we had to reschedule due to rain. Coco really loves her. We will use her services again. Highly recommend her!”

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Sheila S.
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.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$40
per walk
5.0 out of 5 stars
• 56 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: Jennifer G.
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Jennifer G.
from
$14
per walk
4.8 out of 5 stars
• 30 reviews
17 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: Allison H.
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Allison H.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
8 years of experience
orlando, FL, 32821

About: I've had dogs in my life for the past 10 years. I have 2 shih tzu babies of my own, one of them is blind. Im also a powerlifter so I can handle big dogs! Any breed, any size, the furrier the better. Hello, my care is best suited for individuals who work a regular job and need someone to spend some quality time with their pet. Your pet must be used to being alone for at least 4hrs. I will be working throughout the day, but I make my own schedule and will make sure to stick to your pets daily routines. I have 2 shih tzu dog children at home. They are free to roam around with lots of toys to play with and plenty of love

Sitter Profile Image: Dee C.
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Dee C.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
3 years of experience
Orlando, FL, 32821

About: As a professional dog groomer, I’m lucky enough to work with animals every day. I’ve learned to read their body language, understand their individual needs, and meet them where they’re at. I’m all about patience, compassion, and building trust so every pet feels safe, comfortable, and right at home. ❤️ I care for dogs even in my extra time. when not at work I’m looking to spend more time with pups. I love having the opportunity too, improve their quality of life. When caring for pets in a client’s home, I always follow their routine as closely as possible to keep them comfortable and stress-free. I make sure they have fresh water, feed them according to instructions, and provide potty breaks and walks based on their normal schedule. I also give them plenty of attention, playtime, and reassurance while monitoring their behavior to ensure they are happy and safe.

Sitter Profile Image: Devin F.
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Devin F.
from
$15
per walk
5.0 out of 5 stars
• 29 reviews
2 repeat clients
4 years of experience
Lorna Doone, Orlando, FL, 32805

“Devin has been an incredible dog charmer! Maddix took to him in minutes. He's courteous, flexible, knowledgeable and he was there for Maddix at the last minute. You are missing out if you don't give Devin a try! Thank you Devin for helping me out, especially at the last minute!”

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Katie A.
Sitter Profile Image: Esmeralda R.
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Esmeralda R.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
15 years of experience
Orlando, FL, 32819

About: Hi! My name is Esmeralda, and I'm a lifelong dog lover with over 20 years of experience caring for dogs of all breeds, sizes, and personalities. From Chihuahuas and Golden Retrievers to Pit Bulls and everything in between, I've had the privilege of raising and caring for dogs throughout every stage of life. Every dog is different, and I love getting to know their unique personality and needs. Before joining Rover, I regularly provided dog sitting and drop-in visits for family members and members of my church community while living in Puerto Rico. Those and my personal experiences taught me the importance of being dependable, attentive, and treating every pet with the same love and respect I'd want for my own. What sets me apart is that I don't believe in "just watching" your pet—I focus on making them feel safe, comfortable, and genuinely cared for while you're away. I take the time to learn their routine, respect their personality, and give them the attention they deserve, whether that's playtime, cuddles, walks, or simply keeping them company. I know how much trust it takes to leave your pet with someone else, and I take that responsibility seriously. As a dog mom myself, I understand the peace of mind that comes from knowing your furry family member is in caring hands. My goal is for both you and your pet to have a stress-free experience, with regular updates and plenty of love every step of the way. I can't wait to meet you and your best friend! Pet care is a natural part of my daily routine. I work a part-time remote job, which gives me the flexibility to provide reliable drop-in visits, walks, and plenty of one-on-one attention. As a dog owner myself, I'm already used to feeding, walking, playing, and making sure pets receive lots of love and care throughout the day. I treat every pet as if they were my own and make it a priority to keep them happy, comfortable, and on their normal routine. •Daily Pet Care Schedule 8:00 AM – Morning Routine Morning potty break/walk Fresh water refill Breakfast feeding Morning playtime and attention 12:00 PM – Midday Check-In Potty break Short walk or play session Fresh water check Extra attention and companionship 4:00 PM – Afternoon Activity Walk or outdoor time Playtime and enrichment activities Check on comfort and needs 6:00 PM – Dinner Time Evening meal Fresh water refill Relaxation and affection 8:00–9:00 PM – Evening Routine Final potty break/walk Calm playtime or cuddles Ensure pets are comfortable before bedtime I understand every pet has their own routine, so I’m always happy to adjust feeding, walking, and care schedules based on each owner’s instructions and their pet’s individual needs. In my client's home, I focus on creating a safe, comfortable, and stress-free environment. I follow each pet’s normal routine, including their feeding schedule, walks, playtime, medications if needed, and any special instructions from their owner. In a client’s home, I respect their space and make sure their pet feels comfortable staying in their familiar environment. I provide plenty of attention, affection, and companionship while keeping owners updated,whether thats through videos or pictures, so they have peace of mind and show how their pets well being. Every pet is treated like family and cared for with the same love and patience I give my own. House Sitting 🐾 ***Please note that my dog, Frida, will accompany me during house-sitting stays. Because she is part of my daily routine, she will be with me throughout the stay. By booking house sitting with me, you acknowledge and agree to Frida being present in your home. I’m happy to discuss your dog’s personality, comfort level, and any concerns during our required meet & greet before accepting the booking.

Sitter Profile Image: Tatiana B.
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Tatiana B.
from
$22
per walk
5.0 out of 5 stars
• 34 reviews
12 repeat clients
8 years of experience
Orlando, FL, 32837

About: I have my two dogs and I spend all my time at home taking care of them. I have had dogs in my care all my life, and I love being able to enjoy and spend time with my pets Hello my name is Tatiana, I have my two dogs and I am always looking out for them, pampering them and enjoying time with them. I'm home 24 hours a day, so I can take care of your furry child and be on the lookout all the time, catering to their specific needs. I live in a big house, I don't have an enclosed patio but I have a terrace where you can sunbathe. I also take my dogs for walks, so I won't have a problem taking as many walks your baby is used to. I will keep your dog in a clean and safe place. I have a fence so there is no problem, our dogs can enjoy and play on the grass running outdoors. Plus I can take him for a walk in the community when the heat is not so strong.

Sitter Profile Image: Mariya B.
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Mariya B.
from
$22
per walk
20 years of experience
Orlando, FL, 32819

About: Compassionate, lifelong pet lover (over 20yr) dedicated to treating your animals like family. I attentively read their needs to keep them safe, entertained, and happy. As a stay-at-home mom with school-aged kids (12-14 years old), I have flexible daytime availability to visit, entertain, and give your pets dedicated, quality care Following your exact instructions, I ensure your pet stays safe. I quickly spot stress or danger and act promptly. I can administer the medications or any other needs.

Sitter Profile Image: Sarah V.
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Sarah V.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
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: Rachel C.
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Rachel C.
from
$20
per walk
4.9 out of 5 stars
• 35 reviews
15 repeat clients
15 years of experience
Kissimmee, FL, 34741

“Thank you so much for walking Jordan while I was away. I loved that i could see when he was picked up, how long! And that Rachel includes picture. Thank you very much! I will use you again in the future for sure!”

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Audrey S.
Sitter Profile Image: Ashley A.
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Ashley A.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Orlando, FL, 32836

About: I have loved animals and have taken care of them for various friends for many years. Your pet and I will be best friends! Located in Orlando, FL! I’m trying to make this my full time job. I really love dogs and cats and all kinds of animals that people have in their homes. I would keep your dog on a leash and close to me because unfortunately I do not have a fenced yard. They are free to roam in my home.

Sitter Profile Image: Mackenzie Q.
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Mackenzie Q.
from
$15
per walk
10 years of experience
Orlando, FL, 32821

About: Hi! I’m MacKenzie, and I cannot wait to meet your pet. While I am new to Rover, I am definitely not new to animals! I grew up in a household full of pets and have spent my entire life caring for dogs. I know how much your furry family members mean to you because mine mean the world to me. I promise to treat your pet with the same love, respect, and patience that I give my own. You can expect frequent photo updates and clear communication every step of the way! I am currently a full time Disney Cast Member which allows me to have a highly reliable, structured schedule that fits perfectly around pet care: Wednesdays & Thursdays: Fully open! I am available all day and night for dedicated, full-time pet sitting. Friday through Tuesday: Available for evening walks, drop-in visits, and overnight care starting at 5:30 PM (after my 8:00 AM - 4:30 PM shift).Your pet will always get consistent, timely care exactly when promised! I prioritize your pet's safety and comfort in their own home, providing reliable walks, respectful house sitting, and consistent communication with daily photo updates.

Sitter Profile Image: Brittney L.
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Brittney L.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Orlando, FL, 32819

“Brittany is wonderful! She is friendly, sweet to my babies, and all around great!”

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Jamie S.
Sitter Profile Image: Ava A.
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Ava A.
from
$18
per walk
5.0 out of 5 stars
• 57 reviews
23 repeat clients
5 years of experience
Orlando, FL, 32836

“Ava is a loving professional, she’s always early and goes above and beyond every walk and visit. It is hard to find a reliable sitter and we trust her with our pets and home. We highly recommend her! Thank you Ava!”

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Dana W.
Sitter Profile Image: Luis A.
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Luis A.
from
$25
per walk
7 years of experience
Orlando, FL, 32837

About: I have over 7 years of experience caring for dogs of different breeds, sizes, and personalities. I provide a safe, clean, and calm environment where every pet receives attention, affection, and proper care. I follow each owner’s instructions carefully, including feeding schedules, exercise routines, medications if needed, and regular potty breaks. My goal is to make every dog feel comfortable, secure, and treated like family while giving owners complete peace of mind. I have a flexible schedule and can provide regular care, feeding, exercise, playtime, and potty breaks throughout the day. I follow each pet’s routine as closely as possible to help them feel comfortable and stress-free. I am available on weekdays and weekends with advance notice. Your pet’s safety and comfort are my top priorities. I provide a clean, calm, and pet-friendly environment with constant supervision whenever possible. I carefully follow each owner’s instructions regarding feeding, medications, exercise, and routines. I treat every pet with patience, kindness, and respect, just like a member of my own family.

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

Dog parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Kaley took great care of Phoebe and we felt comfortable with her coming to our hotel, walking and feeding her, and keeping us updated.

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Alex H.
Dog Walking
5.0 out of 5 stars

Alexandra was our savior this week! My schedule has been crazy and I wasn’t able to take my dog Coco out for his daily walk. She was very accommodating even when we had to reschedule due to rain. Coco really loves her. We will use her services again. Highly recommend her!

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Sheila S.
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

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

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
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Book with peace of mind

  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

    It's that easy! All payments are processed through Rover's secured platform.

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 of Dog Walking in Williamsburg is $20 per walk as of November 2026. Most bookings cost between $14 and $29 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 5,201 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 Williamsburg. 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 a map of the walking route, 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 Williamsburg 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 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:

  • 88% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, 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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