Dog Walking Chesapeake

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

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Over 235
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: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
673 reviews
150 repeat clients
15 years of experience
Virginia Beach, VA, 23462

Tiffany was reliable and communicated clearly about walks for my large, energetic puppy. She was even able to squeeze in an additional last minute walk. Will definitely call her first for my next trip!

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Cara H.
Sitter Profile Image: Morgan K.
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Morgan K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
19 reviews
7 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: Beth C.
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Beth C.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
98 reviews
29 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: Brianna Y.
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Brianna Y.
from
$17
per walk
5.0 out of 5 stars
9 reviews
3 years of experience
Norfolk, VA, 23510

About: I’m not just a sitter I’m your pet’s calm, cozy, reliable home‑away‑from‑home. I specialize in creating a soft, stress‑free environment where pets feel safe, loved, and understood. I communicate clearly, respect your routines, and treat every animal like family. Your pet gets comfort, consistency, and genuine care—not just supervision. Pet care is already a natural part of my daily life as a cat mom. Every day includes feeding, fresh water, litter care, enrichment, and calm bonding time — so adding your pet into my routine feels seamless. I’m used to managing structured play sessions, keeping environments clean, and maintaining consistent routines. Weekly, I plan enrichment activities, rotate toys, and make time for extra grooming or deep cleaning. In my client’s home, I follow your pet’s routines exactly to keep their environment familiar, comfortable, and stress‑free. I provide attentive care—feeding, walks or playtime, litter or potty upkeep, and gentle companionship—while keeping your space tidy and your pet feeling completely secure.

Sitter Profile Image: Heather R.
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Heather R.
from
$20
per walk
5.0 out of 5 stars
15 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: Erin J.
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Erin J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
22 reviews
2 repeat clients
30 years of experience
Portsmouth, VA, 23707

Erin was friendly, reliable, and always respectful of both my needs and my dogs' routines while I was recovering from surgery. It was such a relief knowing my boy was in caring, dependable hands during a challenging time. I'm very grateful for her help and would happily use Erin’s services again.

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Christi C.
Sitter Profile Image: Tyler F.
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Tyler F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
84 reviews
30 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: Kayla H.
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Kayla H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Virginia Beach, VA, 23462

About: Animals have always been a huge part of my life, and I’ve cared for both dogs and cats alike for many years. Even though I’m new to professional pet sitting, I have plenty of experience caring for my own beloved pets and ensuring they are happy, healthy, and well-loved. I’m reliable, patient, and I genuinely enjoy spending time with animals. I would treat every pet with the utmost care and attention they deserve while you are away. Pet care fits very naturally into my daily and weekly routine because I love spending time with them and I am accustom to caring for them through my years of growing up with them. Including feeding, walks, playtime, and making sure they feel comfortable and loved. I have a flexible schedule and can dedicate time throughout the day to give pets the attention, exercise, and companionship they need while their owners are away. I always make sure pets feel safe, comfortable, and cared for while their owners are away. With my knack for attention to detail, I pay close attention to each pet’s routine, including feeding schedules, walks, playtime, and any special instructions provided by the owner. In a client’s home, I make sure pets stay in a familiar and stress-free environment while keeping the space clean and tidy. I’m patient, attentive, and understand the importance of respecting and building trust with both pets and their owners. My goal is to make every pet feel loved, safe, and well cared for.

Sitter Profile Image: Frankie A.
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Frankie A.
from
$16
per walk
1 repeat client
15 years of experience
Indian River, Chesapeake, VA, 23325

About: Big or Small, Special Needs and All—A Sniff Adventure Awaits! ​Hi, I'm Frankie! Animals have been the center of my world for as long as I can remember. I’ve spent my entire life raising and caring for pets of every shape and size—from cats and dogs ranging from tiny to extra-large. ​My home is currently run by a wonderful, chaotic crew of four: ​Merc: My fluffy cat who rightfully considers himself the king of the house. ​My Energetic Pitty: A sweet, high-energy powerhouse who keeps life exciting. ​My Two Special Needs Pups: One who is completely blind, and another with neurological challenges. ​Why Choose Me? ​Living with special needs pets means "cautious and attentive" isn't just a tagline for me—it's my daily reality. I have deep experience and endless patience when it comes to walking blind dogs and pups who have trouble navigating or walking in a straight line. ​Whether your dog is a high-energy athlete who needs a solid workout, a delicate senior who wants a slow, gentle stroll, or a special needs pup who requires extra vigilance and a patient hand, I’ve got you covered. I treat every single animal with the same customized care, safety, and love that I give my own. ​I can't wait to meet your furry family member and take them on their next great sniff adventure! I am currently a full-time graduate student finishing up my master's degree. Because my studies allow for a highly flexible schedule, I have plenty of open availability throughout the workweek to drop in and walk your pups while you are at the office. Treating Your Furry Family Like My Very Own In my own home, I take extreme care of my pets. Living with special needs animals and a high-energy pit bull means safety, structure, and deep attentiveness are built into my daily routine. I bring that exact same level of high-standard, vigilant care to your home and your pets.

Sitter Profile Image: Amelia S.
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Amelia S.
from
$17
per walk
15 years of experience
Norfolk, VA, 23523

About: I've been caring for dogs for several years through both personal and professional experience. I worked at a dog kennel for two years, where I cared for dogs of all sizes, breeds, and personalities. During that time, I handled daily feeding, exercise, cleaning, and administered oral medications, including pill medications, while making sure each dog received the individualized care they needed. In addition to my professional experience, I've raised my own puppy and currently have two dogs, so I understand the patience, consistency, and attention that pets need to feel comfortable and safe. I've also provided pet sitting for friends and family, treating every pet as if they were my own. Whether your dog is energetic and playful or prefers a quieter routine, I'm committed to providing reliable, compassionate care and keeping you updated so you can have peace of mind while you're away. Pet care is already a regular part of my daily routine. I work from home during the week, so I'm home most of the day and have the flexibility to provide consistent care, walks, potty breaks, playtime, and plenty of attention. I also care for my own two dogs every day, making sure they get the exercise, enrichment, and love they need. In my home, pets have access to a securely fenced backyard for supervised outdoor time and plenty of space to play. We also use baby gates to help separate spaces when needed, making it easier to keep pets comfortable and safely introduce them to new environments. Since we're currently raising a young dog ourselves, our home is already puppy-proofed, we don't leave out items that could be a hazard, and we're mindful about keeping the environment clean and safe for curious pets. I treat every pet like one of my own and make sure they receive lots of attention, exercise, affection, and regular updates for their owners.

Sitter Profile Image: Suzanne S.
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Suzanne S.
from
$17
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
40 years of experience
Norfolk, VA, 23509

Suzanne is fannnnnnntastic. I knew within the first 5 mins of meeting her that she was going to be the perfect fit for my girls!!

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Allyson M.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
249 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: Miranda T.
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Miranda T.
from
$18
per walk
4.9 out of 5 stars
21 reviews
4 repeat clients
18 years of experience
Portsmouth, VA, 23704

My boys love getting out of the house while I work during the week. Miranda is great about finding time within her schedule to come to my home once or twice a week to walk both of my dogs. Both of my dogs have very different personality and she is patient and kind to both of them.

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Genevieve S.
Sitter Profile Image: Olivia H.
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Olivia H.
from
$12
per walk
10 years of experience
Greenbrier West, Chesapeake, VA, 23320

About: I’ve always had a dog in my home growing up, I even trained my family’s current household dog, a German Shepherd, when she was a puppy. I have experience pet sitting all shapes and sizes of dogs but have more experience in medium-large sized breeds, I love them all! I’m currently not working as I’m finishing up my EMT academy/certification while also in school full time. I’m using this as income for the time being. Unfortunately with my grumpy cat I am not able to board pets in my home but am more than willing to stop by and visit your fur baby when needed!

Sitter Profile Image: Jeanne H.
Verified Enhanced Background Check
Jeanne H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 reviews
6 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 and have many satisfied customer reviews in addition to my positive dog care reviews. I always do a meet and greet before each pet sit to make sure we are a good match and for the safety of all parties. 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: Lily B.
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Lily B.
from
$15
per walk
5.0 out of 5 stars
9 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, although I can provide walks at lunchtime. 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: Christopher G.
Christopher G.
from
$15
per walk
5.0 out of 5 stars
19 reviews
6 repeat clients
2 years of experience
Portsmouth, VA, 23703

Feeling overwhelmed and being unable to take our lab for walks in the midst of everything was heart wrenching. Chris was a life saver and stepped in within hours of our request. He was also extremely punctual and clearly knew what he’s doing. Our lab came back from his walks looking super satisfied, energy released and calm all through the day. Highly recommend Chris!

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Sneha T.
Sitter Profile Image: Monique C.
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Monique C.
from
$20
per walk
4.8 out of 5 stars
19 reviews
7 repeat clients
15 years of experience
Portsmouth, VA, 23704

I love Monique as our dog walker! My Vicky enjoys her walks and is happy when I return home! ?? I also love the comments on my Rover card from Monique! She understands my dog like a person ❤️? The best dog walker I’ve had thus far!! ??

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Tamika M.
Sitter Profile Image: Kage S.
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Kage S.
from
$20
per walk
5.0 out of 5 stars
11 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: Symone W.
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Symone W.
from
$19
per walk
4.9 out of 5 stars
14 reviews
6 repeat clients
20 years of experience
Norfolk, VA, 23510

Simone walked my 2-year-old puppy. He can be a handful but she has taken to walking him like a pro. What impressed me most was her beautiful smile when she walked in her positive attitude and her genuine affection for my Dasher.

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Judith L.
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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

Can’t thank or recommend Jordan highly enough for all the love and walks over the last year!!! She’s the absolute best!

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Kim K.
Dog Walking
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
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Popular requests for dog walking - Chesapeake

Select a filter and find qualifying sitters offering dog walking.

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 August 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 August 2026, there are 2,225 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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