Dog Walking Chesapeake

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

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Over 232
pet parents in Chesapeake have booked dog walking

Chesapeake, 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: Erin J.
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Erin J.
from
$15
per walk
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Portsmouth, VA, 23707

About: Hi! Im Erin and I LOVE animals! They are our "furry babies" and we have a duty to make sure they are well taken care of like any other family member! I've been caring for pets since I was a child and have welcomed several breeds and varieties in my home over the years from cats, dogs, birds, bunnies, snakes, turtles, even horses and pigs! I have a cat and a bunny who are friendly and love meeting new pets! My cat Oliver is a loving and cool "big bro" and my bunny Lucy will keep everyone happy and energetic! I know its hard to leave those precious babies home alone while you work all day so let me be their "best friend" when you need the help! I am an Insurance Agent so I work from home most of the week. I have my weekends off but I have time during the week to care for your pets in between meetings and in the evenings. I am not hosting at the moment due to renovations in my home, but I will gladly come to your home to take out your pets or to feed and keep them company while you are away on business or holiday. I am willing to stay at your residence to care for your pets if accommodations are available. I will be willing to wash and perform light grooming if needed and take them where you'd like with and other amenities your pet may need. All can be discussed and negotiated for the situation.

Sitter Profile Image: Morgan K.
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Morgan K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
16 reviews
6 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23320

Morgan was so easy to work with and such a kind individual! This is my first time using a dog walking service. My dog is very shy and timid in nature, but Morgan was very calm and patient with him and also very reassuring towards me regarding my concerns with his fearfulness. Will certainly use her again in the future!

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Abrielle M.
Sitter Profile Image: Joshua H.
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Joshua H.
from
$14
per walk
3 years of experience
Chesapeake, VA, 23324

About: I am a dog owner Her name is Lovie me and my family had her for 3 years got her from a shelter before she was considered on being put down that the good thing that we came to her rescue and she’s doing well till this day I'm currently working part-time at the YMCA so I'll have plenty of time to play with your pups! I'm available for boarding on Tuesdays, Fridays, and Sundays after two at 12pm I have a friendly dog we’re still training her she’s friendly with kids but love a game of tug of war and of course she’ll do anything for a treat

Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
248 reviews
78 repeat clients
15 years of experience
Indian River, Chesapeake, VA, 23325

Alyssa was flexible with our crazy Navy scheduling and constantly sent funny/cute pictures of our pup while she let him out around lunch. Would highly recommend!! She will love your pup as much as you do!!

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Raegen B.
Sitter Profile Image: Felicia H.
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Felicia H.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
22 reviews
6 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: I have been taking car of all kinds of dogs for years. I've watched dogs from Labrador puppies to senior German Shepards. I've owned dogs my whole life and I've always had a special bond with them. Dogs usually gravitate towards me because I am a very fun and light hearted person. My friends often refer to me as a Disney princess because of how I am with animals. I belive all animals need love and respect and I always do my best to make them feel safe and loved. I am a nanny for a mother of three during the day but I am usually only needed two or three days a week so my weekends are completely free. Even days when I watch my kids I am off by 3pm and can spend evenings with the pets. I have several dogs of my own so my house is fully equipped with w fenced in yard and my house is pet safe. In regards to a clients home I would of course check what the client has in place but as a pet owner I am also aware pets can be sneaky and love to get into mischief. I am always checking on clients pets making sure they are safe and not getting into things they shouldn't. I am also certified in pet cpr and massage therapy incase a pet does get into distress or if they need some other help with pain. Over all my priority is always the health and safety of my client beloved pets.

Sitter Profile Image: Cristina G.
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Cristina G.
from
$18
per walk
5.0 out of 5 stars
21 reviews
5 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: I am super caring, and patient. I’ve walked several dogs previously including Golden retrievers and Labs. I also have two pet parakeets that I love dearly. Friends and family have always counted on me with their pets. I would love to meet your pets ❤️ My schedule is pretty flexible especially later in the day as well as nights. On weekdays I get off at 3pm. Weekends I’m totally free for ANY TIME!!! I have plenty of space in my home for your dogs to run around, and there is also a dog park in my community as well.

Sitter Profile Image: Tyler F.
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Tyler F.
from
$20
per walk
5.0 out of 5 stars
82 reviews
29 repeat clients
20 years of experience
Norfolk, VA, 23507

I was extremely nervous about using rover my Koda is 70Ibs and absolutely insane in the best possible way. Tyler reassured and explained to me how everything was going to work. When tyler came to the door Koda was in protective mode, thankfully tyler didn’t get scared off instead he suggested a new approach to them meeting and once Koda sniffed him he immediately let tyler take the leash! He was amazing and I will definitely be scheduling with him again!

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Kylee R.
Sitter Profile Image: Isabelle L.
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Isabelle L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
35 reviews
11 repeat clients
14 years of experience
norfolk, VA, 23517

About: i’ve always loved animals and grew up cats, dogs and chickens! i started walking dogs in the neighborhood when i was ten and have been caring for animals for friends and family every since! i have a lot of flexibility and am able to do drop in care and walks most days. morning and afternoons are best for me but i can make exceptions when needed :) i’ve been providing drop in pet care for years and your pets safety and happiness are my biggest concern. i provide dog walking, or care when you are at work or out of town and unable to feed or let your pets out.

Sitter Profile Image: Ashlynn S.
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Ashlynn S.
from
$18
per walk
5.0 out of 5 stars
150 reviews
70 repeat clients
6 years of experience
Portsmouth, VA, 23707

Ashlynn is great!! She’s super responsive and kind. I’ve been using her for about a month now and it makes me feel so much better that I have her to walk my sweet Penny when I am at work.

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Haley U.
Sitter Profile Image: Brandon O.
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Brandon O.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Norfolk, VA, 23517

About: I started working as a vet tech at 17 and have two years of boarding experience at a veterinary hospital, well versed in schedules and procedures including medication and special needs. Currently working but flexible schedule, willing to work with your needs! Older/less active dogs preferred but happy to play with a puppy when so necessary. I worked directly beneath the boarding manager and trained new staff in observation, care schedules, and proper safety protocols. I also form bonds of trust with any animal I’m working with to ensure their and my comfort.

Sitter Profile Image: Beth C.
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Beth C.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
94 reviews
28 repeat clients
20 years of experience
Indian River, Chesapeake, VA, 23325

She was great with my dog and sent lots of pictures! She was very flexible and helpful every step of the process! I would definitely recommend her!

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Graceanne S.
Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
666 reviews
148 repeat clients
15 years of experience
Virginia Beach, VA, 23462

Thank you, Tiffany! It means the world to us to know Hamlin is so well cared for when we travel or have to be away from the house for a while. Hamlin loves you and we appreciate you ❤️

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Gale T.
Sitter Profile Image: Latoya B.
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Latoya B.
from
$20
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
8 years of experience
Indian River, Chesapeake, VA, 23324

Latoya is great with my Bullmastiff, and he is huge. She brought treats and water for their walks. She is wonderful. I will definitely book her again.

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Paulette C.
Sitter Profile Image: Rebecca F.
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Rebecca F.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
16 years of experience
Portsmouth, VA, 23701

About: I’ve been caring for dogs for many years and have had pets my entire life. I currently have three dogs of my own, so I truly understand how important it is to trust someone with your pet—they’re family. I genuinely love spending time with dogs and getting to know their unique personalities. Whether your dog is energetic and playful, shy, or more laid-back, I take the time to make sure they feel comfortable, safe, and happy. I stick closely to your dog’s normal routine, including feeding schedules, walks, playtime, and any medications if needed. My home has a fenced yard for safe, supervised playtime and plenty of exercise. I also have three friendly dogs who are used to being around others. I always take introductions slowly to make sure everyone feels comfortable, and I can separate dogs if needed so they have their own space. While you’re away, I’ll treat your dog like one of my own—giving them lots of attention, care, and affection. I send regular updates and photos so you can relax knowing your pet is safe, loved, and in good hands. My goal is simple: a happy, well-cared-for dog and a stress-free experience for you. My schedule is flexible, so I’m able to give pets plenty of attention and care throughout the day. I’m available during the week and weekends, and your dog won’t be left alone for long periods. Your pet’s safety and comfort are my top priority. I have a fenced yard for safe, supervised playtime and follow each dog’s routine closely, including feeding, walks, and any medications.

Sitter Profile Image: Kage S.
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Kage S.
from
$20
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Norfolk, VA, 23517

About: I have five years of pet-sitting and house-sitting experience as a form of income, but I have been a pet owner and lover of animals for my entire life! Friends, neighbors, and colleagues have hired me by word of mouth, so pleased with the level of care I provide to their home and/or fur-baby. I currently work full-time, Mon-Fri with late afternoon (starting at 3pm) and full weekend availability. I have two cats that I love and care for with all my heart. While I make coffee, I obey their need for a morning treat and roll up the window blinds so they can watch the birds as the sun rises. Our morning routine. I go to work, come home, and give them all of my attention. I care for my clients’ pets in their preferred way, with whatever is relayed to me. Then I always add a little extra love and care. I make sure to know any allergies, places or animals to avoid on walks, and preferred discipline strategies. When I am house-sitting, I follow the instructions handed to me while being sure to make it seem as though I was never there upon my departure. Clean, cozy, and better than when you left it.

Sitter Profile Image: Heather R.
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Heather R.
from
$20
per walk
5.0 out of 5 stars
14 reviews
2 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: Hi! I'm a lifelong animal lover with years of hands-on experience working in animal shelters, dog daycare centers, and boarding facilities. Caring for animals has always been a huge part of my life, and I truly enjoy getting to know each pet's unique personality and needs. After recently losing my beloved dogs, I realized I wasn't quite ready for another long-term commitment, but I deeply missed having dogs around. Rover has given me the perfect opportunity to open my home and heart to dogs while helping other pet parents feel confident their pets are in good hands. I'm a stay-at-home mom, which means your dog will have plenty of attention, supervision, and companionship throughout the day. We have a large fenced-in yard for safe outdoor play and exercise. I also have two cats who grew up with dogs and are comfortable sharing their space, as well as two young children who have been around dogs their entire lives and know how to interact respectfully with them. For the comfort and safety of every pet in my care, I only accept dogs from one household at a time. This allows me to provide individualized attention and create a calm, stress-free environment during their stay. I understand how important it is to trust someone with your furry family member, and I will care for your dog as if they were my own. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. My mornings typically begin with feeding pets, potty breaks, walks, or playtime before my family's daily activities start. Because I am home most of the day, pets receive frequent attention, supervision, and companionship rather than being left alone for long periods. Throughout the day, I can accommodate additional potty breaks, outdoor time in our fenced yard, feeding schedules, medication administration if needed, and plenty of affection and enrichment. In the evenings, pets are included in our family's relaxed routine, with more playtime, walks, and cuddles before bedtime. For boarding and daycare, dogs are rarely left unattended, and I only accept pets from one household at a time to ensure each pet receives personalized care and attention. I care for every pet as if they were my own, taking the time to learn their routine, preferences, and personality. I understand that being away from their family can be stressful, so I strive to provide a calm, safe, and loving environment where pets feel comfortable and secure. For dogs, I provide regular potty breaks, exercise, playtime, enrichment activities, and plenty of affection. Dogs have access to our large fenced yard for supervised outdoor time, and because I am home throughout the day, they receive consistent attention and companionship. I only care for dogs from one household at a time, which allows me to focus on their individual needs and maintain a low-stress environment. For cats, I ensure they have fresh food and water, a clean litter box, and attention at their comfort level. Whether your cat enjoys playtime, cuddles, or simply having a quiet and reliable caretaker, I respect their personality and routine. I am also comfortable following special instructions, administering medications when needed, and providing regular updates and photos so you can have peace of mind while you're away.

Sitter Profile Image: Iris J.
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Iris J.
from
$19
per walk
5.0 out of 5 stars
8 reviews
6 repeat clients
20 years of experience
Norfolk, VA, 23504

About: I have grown up with pets all my life. From dogs of all ages and breeds, cats young and old, birds and even Guinea pigs. My love for animals show in the way I care for them. I am a homebody and would rather stay at home watching Netflix with your pet and my cat. I work during the week but I am free to board on weekends. I have a fenced backyard and a nice neighborhood for plenty of walks. My cat is dog friendly as long as your dog is cat friendly.

Sitter Profile Image: Lily B.
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Lily B.
from
$15
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Norfolk, VA, 23517

About: I have had pets my entire life, including cats, dogs, tortoises, frogs, hamsters, etc. I love all animals dearly and have experience with young pets as well as seniors! I'm currently working full-time so my availability is limited to hours outside of 9-5 on Mondays through Fridays and weekends. My availability tends to be quite open on weekends. I live in an apartment complex so I do not have a private fenced in yard, but there are plenty of parks and open spaces near my home in which I can provide plenty of walking and exercise space (on leash!)

Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
22 reviews
5 repeat clients
40 years of experience
Greenbrier East, Chesapeake - Greenbrier, VA, 23320

About: I have had dogs my entire life and have either had one or two dogs while an adult. I am familiar with administering medications and would love to have the opportunity to care for your fur babies! I also have experience with caring for cats. I would love to care for your kitty too! My schedule is open, and I am available to work during the week, on weekends and holidays. I look forward to helping you with all your pet needs while they stay in the comfort of their own home. I provide care for your pets in your home. Pets love the familiarity of their own surroundings. You can trust me to give the utmost care to your furry family members!

Sitter Profile Image: Maria C.
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Maria C.
from
$16
per walk
10 years of experience
Norfolk, VA, 23507

About: I absolutely adore animals! I've lived with pets all my life and right now my two cats bring me endless joy. I love taking walks with my sister and her sweet pup, and I am ready and excited to walk with your furry friend! I'm flexible with my hours and am more than happy to take as long of a stroll as your dog wants. I've lived in Norfolk my whole life and I'm very familiar with all the best places for a great walk. I understand the value of hard work and I'm prepared to bring my work ethic to every job I am offered. I think pets make for the most wonderful friends in the world and I'm dedicated to provide the best and most reliable care to your pet!! I work as a teacher during the school year, so during the summer I am incredibly flexible. I have a lot of availability during the day and on most evenings as well. I am a responsible and reliable pet sitter. I make sure to take the time to get to know your pet and to make them as comfortable as possible. I am clean and punctual, and will always be sure that your pet is fed, played with, and happy!

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

Dog parents share their Rover experiences - Chesapeake

1 / 1
5.0 out of 5 stars

Martha is amazing!! She has always been so consistent, great at communication, and flexible with last minute changes. I trust her completely with my reactive dog and would recommend her to anyone! She also takes such cute pics of my pup and lots of them.

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Emily B.
Dog Walking
5.0 out of 5 stars

Nicholas is great! My dog is full of energy, and he handled him perfectly. He was on time, sent updates during the walk, and took notes on the walk. I could tell he really enjoys what he does. He even came prepared with a water bowl and poop bags! My dog came back happy and worn out. I highly recommend him and would book him again.

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Marie B.
Dog Walking
5.0 out of 5 stars

Cameron treats our Pippin girl so well! He takes lots of pictures and documentation of their outings. He is very communicative and kind. I highly recommend!

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Crystal H.
Dog Walking
5.0 out of 5 stars

Madison is very gentle with my dogs, Jack and Shiro. I would use Madison over n over again repeatedly.

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Jayasree G.
Dog Walking
5.0 out of 5 stars

Alyssa was awesome! Was able to help us out last second, was great at communicating, and very trustworthy! Thank you!!

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Megan F.
Dog Walking
5.0 out of 5 stars

Wonderful girl! She’s kind to my dog, and me. My dog can be a little much sometimes, but McKenzie is extremely understanding and helpful.

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Caitlyn S.
Dog Walking
5.0 out of 5 stars

Kara is great! Responsive any time I needed to message her. She is kind and Zuko was clearly happy to see and walk with her. Recommended!

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Márcia L.
Dog Walking
5.0 out of 5 stars

Gayla was amazing! She was very communicative and I felt great with her! She walked Enzo on a nice long walk and I think they had a wonderful time together. So appreciative of her help!! Highly recommend

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Angelique A.
Dog Walking
5.0 out of 5 stars

CeCe was amazing! She was communicative and made the whole process easy. She walked our dogs and fed them. I’ve never seen our girls so happy and content, they must have really loved her! We will definitely be hoping to book her again in the future.

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Allison R.
Dog Walking
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How Rover works

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Sitters in Chesapeake average 3
repeat dog walking clients

FAQs for Dog Walking - Chesapeake

Frequently asked questions about Rover

The average cost for Dog Walking in Chesapeake on Rover is $16.65 per walk (as of June 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 June 2026, there are 2,187 sitters on Rover offering Dog Walking across Chesapeake. 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 Chesapeake. 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 Chesapeake.

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 Chesapeake. On Rover:

  • 96% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 99% 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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