Dog Walking Williamsburg

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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: Ash T.
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Ash T.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 146 reviews
68 repeat clients
12 years of experience
Florence, MA, 01062

“Ash was so nice and dealt with quite a few logistical changes in walk coordination. Prudence was so grateful for the walks. Thanks again Ash!”

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Ted & Carolyn K.
Sitter Profile Image: Kayte L.
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Kayte L.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Northampton, MA, 01062

About: I’ve spent over a decade working with animals, starting in Birmingham, Alabama, where I rescued, rehabilitated, and rehomed dogs through a bully breed rescue. I’ve also rescued and socialized cats and kittens, rehoming entire families. I currently have an active profile with Trusted House Sitters that has several five star reviews. After moving to New England, I worked at a cat hospice and later as a veterinary assistant at an emergency hospital. I’ve always had animals since I was a kid—especially cats—and I’ve also cared for reptiles, small pets like hamsters, and even fish. I’ve lived in many homes over the years and have often housesat for friends and family, so I’m comfortable caring for both pets and the spaces they love. I even have experience as a house cleaner and organizer and believe in leaving spaces better than I found them. Pet care fits easily into my daily routine. I work part-time as a cheer coach a couple of times a week and occasionally help with our family business, but my schedule is very flexible. This allows me to be available most days for quality time, pet visits, walks, and check-ins. I enjoy building pet care into my routine and making sure animals get the attention, exercise, and care they need while their owners are away. 🐾 Caring for animals is truly a passion of mine, and I treat every pet with the same love and attention I would give my own. Whether I’m caring for pets in my home or in a client’s home, their safety, comfort, and routine are always my top priorities. I believe every walk, play session, or visit should be a highlight of their day, and I make sure to give them plenty of affection, attention, and enrichment. I’m attentive to their behavior and needs so they feel safe, relaxed, and happy while their owners are away.

Sitter Profile Image: Sharene K.
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Sharene K.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 46 reviews
17 repeat clients
10 years of experience
Florence, MA, 01062

“Sharene has a patient, gentle manner with animals. She was able to accommodate a last minute booking to check on my puppy midday, while I worked, and she was flexible when I needed to cancel a booking due to sickness. Easy to work with, and prompt to arrive.”

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Sarah P.
Sitter Profile Image: Shawna B.
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Shawna B.
$35
total per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

About: I have taken care of family and friends pets (cats and dogs) for many years and have regular clients for pet sitting and dog walking. I have had my own pets as well for most of my life. I have fostered many cats through a local animal shelter and have volunteered with a local organization to walk dogs. I have completed a Pet Sitter and Dog Walking Certification. I will treat your pets as I do my own and will provide loving care and I will ensure that your requests are met for your pet. I am organized and trustworthy and am available for pet sitting in my home, drop in visits and some house sitting. I am available on weekends and weekdays depending on the request. I work from home so if your pet is staying in my home I am able to let them out as needed (for dogs) and provide lots of loving attention throughout the day. Depending on the service-Boarding/pet sitting is provided in my home. We have a big yard and trails in the woods so dog walking is easy and enjoyable. Drop in visits can be set up at your home for cats or dogs as well.

Sitter Profile Image: Virginia C.
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Virginia C.
$23
total per walk
17 years of experience
Northampton, MA, 01053

About: Hello! I am an Army veteran, lifelong dog lover, and proud dog owner who treats every pup like family. My military background means I bring exceptional situational awareness, structure, and reliability to every walk. Having managed a multi-dog household of my own, I am fully confident handling different personalities, energy levels, and pack dynamics to keep your dog safe and happy. Why Choose Me Veteran reliability: Always punctual, detail-oriented, and highly dependable. Multi-dog experienced: Skilled at managing multiple dogs and pack dynamics. Safety first: Constantly alert to surroundings and potential hazards. Genuine affection: Deeply love dogs and understand their unique needs. What I Provide Structure and exercise: Fun walks tailored to your dog's specific energy level. Real-time updates: Detailed report cards and photos from our route. Attentive care: Fresh water, paw wipes, and plenty of post-walk affection. I have plenty of available time during normal business hours to let your friend stretch their legs. We can walk, run or stroll. Each dog has different physical energy needs that I am mostly able to accommodate. I have two large dogs in a two-story home on 2 acres of land. Both dogs are able go in and out as they please. I have recently trained the younger and larger of the two to walk next to me during inclement weather on a tread mill.

Sitter Profile Image: Alexis K.
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Alexis K.
$43
total per walk
5.0 out of 5 stars
• 102 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

“So happy!!! I always stress about leaving Odys at home when I’m working longer days and Alexis has been AMAZING! Sending me videos, pictures, and summarizing their time together! So great!”

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Quincie K.
Sitter Profile Image: Brittany M.
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Brittany M.
$18
total per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Deerfield, MA, 01373

About: I grew up having dogs and cats and taking care of them. Now that I don’t have any pets of my own, I’d love to care for someone else’s! I have dog sat for all kinds of dogs and always enjoyed the time spent with them. I currently work as a full time teacher, so I have time for pet care in the evenings most days of the week and even weekends. I care for pets by trying to understand what they need and giving them lots of love and attention. I am also fit enough to lift a dog if needed.

Sitter Profile Image: Evan A.
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Evan A.
$34
total per walk
5.0 out of 5 stars
• 7 reviews
10 years of experience
Florence, MA, 01062

About: I'm available for all holidays starting with Thanksgiving, Christmas, Hanukkah, Kwanza and New Year's Eve I'm a lifetime pet owner and pet sitter with strong references 🙏 I'm not employed by anyone else, so my time is wide open and I live on a quiet dead end street and close to regular parks and dog parks / trails. I always take the owners preferences seriously, but I do like to spoil with good food and treats. I also am good with grooming calmingly.

Sitter Profile Image: Ryan C.
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Ryan C.
$34
total per walk
5.0 out of 5 stars
• 2 reviews
6 years of experience
Williamsburg, MA, 01096

About: I’ve Taken care of my personal pets (4 dogs 1 cat) since they came to us. Providing Meals, Daily exercise, and a Loving Environment for them to live in. In more recent years i have house and dog sat for a majority of my family and friends, Providing Exceptional care to their Homes and Four legged Friends, I’m currently working part time so House and Pet sitting is no problem at all, Walks are also easily convenient to fit into my day Providing a loving and safe presence whilst being with your pets is my number 1 priority, also making sure they are well cared for during the duration of the stay

Sitter Profile Image: Kristine J.
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Kristine J.
$28
total per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Hadley, MA, 01035

About: “Over 10 years of hands-on experience caring for dogs of mixed breeds, unique personalities, and individual needs—providing personalized, patient, loving, and trustworthy care every time Pet care fits seamlessly into my routine as I work from home, allowing frequent walks, attention, and flexible scheduling while running my own bookkeeping business. I treat every client’s home with respect, keeping it clean, organized, secure, and cared for while providing reliable, trustworthy, loving attention to their fur babies

Sitter Profile Image: Marla Q.
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Marla Q.
$18
total per walk
5.0 out of 5 stars
• 1 review
5 years of experience
Amherst, MA, 01002

About: Hi, I'm Marla! I've always been an animal person, with having a cat of my own as well as two dogs, so I'm experienced with taking care of animals. Seeing pets is always a way to brighten my day, they bring me lots of joy! I've pet sat many dogs and a few reptiles! I'm looking to pet sit dogs, cats, fish & other animals as well. I know people have their own lives and need some assistance in taking care of their animals, and I am always here to help! If you need someone to walk your dog, feed your animals, clean up after them, or even just keep them entertained, I am the girl for you! I am a college student, so I am available from May 24th through August 31st. I've worked with animals practically my whole life, since my family has had cats and dogs since I was young. I started taking care of other animals in the past few years, this past summer I pet sat for many families. I’m experienced with pet sitting puppies, as I pet sat for two puppies recently. I’m also experienced with older dogs and giving animals medication. In my spare time, I read, hike, hangout with friends, or just watch a new movie/show. Excited to work with you! I am available practically everyday this summer to pet sit your animals! I do go back to college in late August, so I’m available until then. I prefer pet-sitting over boarding animals. I’m also comfortable with overnight care. I make sure the pets are happy, entertained, and fed. I clean their food bowls after each meal to ensure safety and cleanliness. I provide as many walks as the owner feels is appropriate. I’m also comfortable taking care of accidents, as I’ve pet sat puppies that were learning to be potty trained and have pets of my own.

Sitter Profile Image: Michael B.
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Michael B.
$23
total per walk
5.0 out of 5 stars
• 6 reviews
24 years of experience
Deerfield, MA, 01342

“Michael is an amazing dog walker for Theo. He is always available for us, even if it’s only a day or so warning and Theodore absolutely adores him. He sends photo updates to me which makes me so happy to see Theo when I’m gone from work! Thank you Michael!!!”

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laura g.
Sitter Profile Image: Ava V.
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Ava V.
$28
total per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Amherst, MA, 01002

“Ava was wonderful with our 4month old puppy. She kept us informed and sent us pictures. We will definitely ask Ava to pet sit again!”

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Kristen M.
Sitter Profile Image: Brendon P.
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Brendon P.
Star Sitter
$19
total per walk
5.0 out of 5 stars
• 91 reviews
18 repeat clients
40 years of experience
Westfield, MA, 01085

“Brendon has taken care of our dogs twice now and been terrific in every way. Good communication, flexible, great with the pups.”

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Sabine K.
Sitter Profile Image: Aliyah J.
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Aliyah J.
$39
total per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
South Hadley, MA, 01075

About: Hi, fellow animal lovers. I have years of hands-on experience working with animals of all sizes, breeds, personalities, and temperaments. With a background in veterinary medicine and animal rescue, caring for animals has always been more than a job to me, it’s something I genuinely love. I’m comfortable caring for pets with different personalities and needs, including shy, anxious, energetic, and more challenging animals. I also have experience administering medications and understand the importance of following care instructions carefully to keep your pets safe and comfortable. I’m Fear Free Certified, which means I value reducing fear, anxiety, and stress while creating a positive experience for every pet. My goal is to make your pets feel safe, loved, and cared for while you’re away. Whether your furry companion needs extra patience, medication, playtime, walks, or simply someone to keep them company, I’m happy to provide personalized care and attention. I know pets are family, and I don’t take the trust you place in me lightly. You can expect compassionate care, reliability, and updates to give you peace of mind while you’re away. I look forward to meeting you and your companions! Animal care is already a big part of my daily life! As a veterinary tech, caring for animals is something I’m passionate about both professionally and personally. I prioritize making time for each pet’s individual needs, whether that means feeding, playtime, walks, companionship, or administering medications. I’m organized, attentive, and understand the importance of maintaining pets’ normal routines to help them feel safe and comfortable while their owners are away. I strive to provide reliable, compassionate care and treat every pet as if they were my own. I provide pet care in my clients’ homes, where pets can stay comfortable in their familiar environment and maintain their normal routines. I can assist with feeding, fresh water, litter box cleaning, playtime, companionship, and medication administration as needed. I follow each owner’s instructions carefully and prioritize patience, safety, and low-stress handling. I also provide updates and photos for peace of mind while you’re away. Your pets’ comfort and well-being are always my priority.

Sitter Profile Image: Kayla K.
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Kayla K.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Springfield, MA, 01104

About: All my life I’ve had a variety of different animals all including dogs, cats, birds, turtles, rabbits, etc. You name it, I have owned it. In some time spans all at the same time. I would love to take all this experience that I was fortunate enough to obtain throughout the years and bring it to your home! I am currently enrolled at the Western New England University. At the time being as I am on summer break I am looking for something to do to take up all this newly acquired time. As well as make some extra money to go towards my tuitions. Since I have a love for animals I thought this was the perfect opportunity for me. At the moment I currently have 4 dogs, 3 cats, 2 rabbits and a cocktail. As you can imagine yes they can certainly be a handful but I couldnt imagine my life without them. Each and everyone being on a schedule of their own which is always never a problem.

Sitter Profile Image: Tosca D.
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Tosca D.
$49
total per walk
5.0 out of 5 stars
• 4 reviews
25 years of experience
Greenfield, MA, 01301

About: I've lived with and cared for dogs for many years of my adult life. I've regularly taken my friends and housemates dogs for runs, hikes, and even watched them for weekends at a time. I enjoy the company of dogs and have a natural affinity for them. I have flexible availability due to working part time from home. I live with my partner in a house that we have all to ourselves, close to many fun hiking and nature spots for dogs to enjoy! Currently working part time and hoping to fill the rest of my time caring for your pets! I have rejoined rover recently to prioritize pet care at this time :) I have a safe and cozy home environment, and am very respectful while in others homes, always hoping to leave it a little better than I found. Either that be a little tidier, a kind note, or a snack, for either humans or pets!

Sitter Profile Image: James C.
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James C.
$23
total per walk
30 years of experience
East Forest Park, Springfield, MA, 01118

About: I’m retired and take walks everyday and love animals I’ve had animals all my life and we love and respect all animals and there wellbeing Comfort and sanctuary and help my disabled wife be less depressed and give her something to that will help her get up in the morning Love them and give them the attention they deserve and care for them like they are my own animal and to play with them a lot

Sitter Profile Image: Kelly H.
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Kelly H.
$56
total per walk
5.0 out of 5 stars
• 66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

About: We LOVE and babysit all animals & dogs, we specialize in Pugs, English Bulldogs & French Bulldogs, we have a lot of experience with these breeds from having our own and caring for clients dog family! (We do travel up to 300 miles for in home stays, additional travel fee are quoted), (cross country house/pet sitting available upon request, special rates quoted). Our priority is their safety and comfort while remaining focused on them as individual pups each with their own unique routines, such as, maintaining their special diets, exercise and or supplements/MedX, which will be administered as determined by you. When we stay at your home we usually stay in a guest room, use one bathroom and the kitchen, tv/sitting room, we certainly don't require use of a full house. We are available to retrieving your mail, accept your packages, watering your plants and any other incidental services. We are a husband/wife team which is great because the pups are never left alone. I usually cook most of our meals. I vacuum, clean the bedding/towels, bathrooms & kitchen before we leave. We leave the house in order so that when you come back there is no mess or stress. We take our garbage and recycling with us. We also pick up after your pets, keeping the yard poop free. Our fee is $125/per night for up to 2 dogs and $150/night for 3-4 dogs.  Note: Extended stay will result in a modified price, hours of arrival and departure are between 11am and 4pm, outside these hours will be additional $60.00-$150.00, depending on arrival and departures. References upon request. We have enjoyed 11 wonderful years providing our services for and exclusively to a limited number of pets Per day/night. It is our policy "To meet and greet" prior to accepting "First timers, since We do provide "Your Home service" for Dogs of All sizes and breeds. So, allow us to provide your "Best friend/ friends" with the kind care that will satisfy your highest expectations. We are at your home 24/7, your pets are rarely left alone. We are available to arrive 8am and 6pm. Specialize; "Staying Home-Not Alone with Trusted Guardians." We specialize in; "Staying Home-Not Alone with Trusted Guardians." However we do offer our home for a very limited size dog(s), small to medium; "The Comforts of Home" is the quality care you have been searching for. We offer your Best Friend or Friends with indoor rooms, a backyard, lease only; your pup is in a protected area at all times to spread out as they relax and socialize with us as their guardians. We like to encourage everyone to bring your pets own bed; which allows them to feel at home. We provide gates at all doors to double the safety of your pet. Wedding sitting available, ceremony thru reception, starting at $300.00, inquire about rules. We currently house and pet sit full time. Allowing us to be with your pets 24/7, they are rarely left alone. "Staying Home-Not Alone with Trusted Guardians." We are vigilant, to be aware of where your dogs are at all times. If gates are needed at doors we put them to use.

Sitter Profile Image: Victoria C.
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Victoria C.
$34
total per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Enfield, CT, 06082

About: I have always had a pet dog and ever since I was a teenager, I’d dog-sit for family and neighbors. Since college, I’ve been pet-sitting ajd dog walking on a more professional level. I’ve babysat for a few hours, simply for a walk, but have also watched multiple high energy dogs for up to two weeks. I’ve cared for dogs under a year old and up to 13 years old. I’ve always loved dogs and find them very easy to get along with and care for no matter their size, age, or personality. I have also cared for kittens a few weeks old, senior cats, administering medication orally, grooming them if they have long hair etc. Cats have a very different energy than dogs but I enjoy taking care of them just as much as dogs. I am currently in between jobs so I have a lot of free time to care for other dogs, whether it is a short walk or a multi-hour play date, etc. I always follow whatever guidance I am provided by pet parents. This means if you are only comfortable with your dog on a leash or lead while in your yard, I strictly follow that. If there are specific commands to use, certain behavior to watch out for or discourage, particular toys or activities they enjoy, I always follow what information I am given and am always open and communicate well about any issues or concerns that might arise on my end.

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

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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.

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    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 - Williamsburg

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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 $28 per walk as of November 2026. Most bookings cost between $28 and $28 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 953 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:

  • 91% 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 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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