Dog Walking Jackson

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Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 56 reviews
29 repeat clients
20 years of experience
Slinger, WI, 53086

“Great care of our Rocky!”

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Carey H.
Sitter Profile Image: Cori W.
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Cori W.
from
$20
per walk
35 years of experience
Jackson, WI, 53037

About: I have been around animals, my whole life it doesn’t matter if it’s my pets, my friends, pets or even my families pets. I have had rabbits, fish, cats, and dogs. When I was first born and at a very young age, my parents had a cat named Misty. Misty was a farm cat, and I learned at the young age of how to take care of a pet and a cat. It didn’t matter if it was giving the cat exercise, feeding the cat, giving it water or even cleaning out the litter pan. I also at a young age at around eight learned how to take care of a dog as my family got a golden retriever. We got this golden retriever named Sam from Humane Society, and Sam was an older dog about eight years old. I learned how to take care of an older dog, feeding it, giving exercise and water, and of course playing fetch, because what golden retriever doesn’t like fetch. After these animals, I got a Maine Coon cat named Cowboy. Again I learned how to take care of Cowboy by feeding Cowboy, giving Cowboy water and emptying the litter pan along with playing with Cowboy. Cowboy was a bit younger when I got him and was about eight months old. After cowboy, I was Lucky enough to get a black lab as a puppy, named Lucky. I named Lucky Lucky because what dog is not lucky to have me as their owner to take them on runs! Lucky was about four months old and again a potty trained Lucky, took Lucky to training classes and also trained Lucky on my own at home helping Lucky to learn to sit stay and play. After Lucky I got a rescue dog named Dyno, Dyno was a rescue dog from a high kill shelter in Alabama and when I did a DNA test on Dyno, Dyno came out to be a black lab pointer mix with a little bit of terrier and boxer in her as well. Dyno was approximately four months old as well when I got her. I helped Dyno learn to be potty trained took her to training classes and train her at my house as well. I helped Dyno to learn, sit and stay, and also place along with playing dead. I recently just moved out of my house, and unfortunately Dyno had to stay with my parents, because Dyno doesn’t get along with other dogs as well. I did have to be very cognizant, while I took care of Dyno, to make sure Dyno did not injure or hurt other dogs, and keep Dyno safe as well, so I’m very good at making sure and keeping track of dogs when they’re along with other dogs so that they don’t fight. I am smart and know the signs dogs have if they are nervous, worried, or scarred. I moved in with my fiancé, who has a seven year-old golden retriever named Molly, and I am currently taking care of Molly. Molly is an unbelievable golden retriever dog, loves to go for runs and play fetch. If you have a dog that loves to go for runs or walks I will gladly take them for runs and walks to get my exercise in with them. What dog does not like to go for a run? Hope I can help you walk/run and take care of your animals just like I love to take care of my own! I am a police officer and have many days off during the week. So if you need someone to let your furry friends out while at work I am perfect for that. One week I work Monday Tuesday Friday to Sunday. I’m off Wednesday and Thursday the following week off Monday Tuesday and the weekend. In my professional life, I am a police officer, so not only do I take care of animals in my personal life, but also in my professional life when they are lost, and I need to get them back to the owner, or even dropping them off at the Humane Society so they are safe. Recently on the Snowmobile Trail. I actually found a kitten and was able to get the kitten to come to me so that it did not freeze to death in the woods and get it to a business near the Snowmobile Trail so that it could be returned to the Humane Society to stay safe . Based off of my schedule in my professional life of being a police officer, I have many days off during the week. So if you’re at work and need your furry friends to be let outside, I am the perfect person. As I have many off days on Monday Tuesday Wednesday and Thursday while others are working. I can explain my schedule better however here is a break down. Week one. I work Monday Tuesday Friday Saturday Sunday. I am off Wednesday and Thursday Week two. I only work Wednesday and Thursday off the rest of the week. Even if you are home and you’re an individual that doesn’t like to go for runs or walk or are older, I could take care of your animal and let them out take them for a walk or run while you were at home as well, just to get them exercise, I would be happy to do that because then I get my exercise as well. On the weekends, I would be available most all the time as well, unless I am busy, but I would do drop in short notice type calls as well! With me working in the school during the school year, I have off days during the school year that your kids are off as well. So spring break I am open all day, or just even random days during the week they are off as well. So please keep that in mind. In the summer I am free at 2pm to let your dog outside. My schedule just changed and I work night shift. So I am available anytime during the day as long as I’m not sleeping. The days I work stays the same regarding off days and not. Right now I am not planning on having dogs or cats stay at my house with my dog Molly, so this is not something you need to worry about however, if I’m walking or taking your dog for a run, I would make sure to bring my light up light collar for your dog so that your dog is safe whether it’s dark out. If you have one I would use yours. This will make sure your dog has your collar on with its leash and keep your dog or cat safe.

Sitter Profile Image: Patricia D.
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Patricia D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 40 reviews
24 repeat clients
15 years of experience
Cedarburg, WI, 53012

About: NOW BOOKING SUMMER VACATIONS! I am a mom of 4 energetic boys & one spoiled golden retriever. I enjoy keeping the gang busy outside, on nature hikes & any adventures you can think of to tired them all out. I’ve been on both sides of doggie-sitting and love the convenience of sharing in the comforts of home rather than a kennel. My family loves welcoming new pets into our home—we treat them as our own. I am happy to follow all routines your pet is used to, communicate throughout the day and share pictures! I do request that we do a short meet & greet ahead of time so to make sure that all get along—must work well with kiddos. Our golden is a big baby so she will probably just lay on her back with her tail wagging. I work part-time as a substitute teacher and my husband works from home-- we're rarely gone more than a few hours a day. If your pet likes vehicles, they’ll just tag along with the crew on the few occasions we’re doing pick ups. I have over an acre of yard to play in! My golden is trained w an electric fence, but we also have a long line to keep your pet safe when we’re not out. We have a golden, so your dog would join in daily walks and belly rubs. The dog is just another family member in our crew! We never let our visiting dogs left out unattended and either stay on leash or tethered while we’re outside. I also work with the owner to see what works best for your pet!

Sitter Profile Image: Samantha R.
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Samantha R.
from
$25
per walk
5.0 out of 5 stars
• 19 reviews
3 repeat clients
10 years of experience
Jackson, WI, 53037

“Samantha was great! She helped us out in a pinch and did so good with our dog! She is very responsive and genuine! Definitely would book her again and highly recommend her to others!”

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Payton B.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$25
per walk
5.0 out of 5 stars
• 44 reviews
16 repeat clients
20 years of experience
Hartford, WI, 53027

“Rover somehow had my address wrong, Hannah happily drove ALL THE WAY across town to my correct address and walk the dogs. She posts videos and pictures of the dogs!!! They are so happy to see her!! Great job!! Very highly recommend!!!”

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Tracey F.
Sitter Profile Image: Autumn R.
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Autumn R.
from
$25
per walk
4.8 out of 5 stars
• 26 reviews
12 repeat clients
8 years of experience
West Bend, WI, 53095

About: Hey there! A little about me, I am a huge animal lover, I grew up with my mom house sitting on rover! So I’m very used to many dogs of all sizes! I am in college (hybrid) and don’t have the space for my own pup, so caring for others animals gives me my fix! I was the neighborhood dog walker, I have pet sat for family and friends, I also have experience with cats, and exotics, chinchillas, ferrets, birds, bunnies, farm animals, you name it!:) My days are super flexible, I’m always communicative about when I’m gone. My classes are hybrid, so I don’t have to go in to school often, if I do it’s normally short periods! Meaning plenty of time for your lovely pets!! I have lots of experience with all type of temperaments when it comes to dogs and cat’s and other animals, I’m also very communicative and send lots of updates and photos!

Sitter Profile Image: Alana T.
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Alana T.
from
$15
per walk
5 years of experience
Menomonee Falls, WI, 53051

About: I am a life long animal lover with a rabbit of my own. I grew up with multiple dogs my entire life as well as taking care of pets of friends and family since i was in high school. I am a true animal lover and would give my upmost care to any animal under my care. If you want someone that will love your pets as if they are their own, I am the person for you! Currently I work full time but I am very flexible with scheduling care times within my morning, lunch, or afternoon. Fridays I work from home so my schedule is much more flexible end of week and on the weekends! I am comfortable with pets of all sizes including small animals such as rabbits, hamsters, guinea pigs, if you have some extra friends :) working in a corporate setting I love to use my time with furry friends to be active, play, and help burn off energy for myself and your babies! That being said ill never say no to cuddles and just being a comforting presence.

Sitter Profile Image: Kayla P.
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Kayla P.
from
$30
per walk
5.0 out of 5 stars
• 20 reviews
4 repeat clients
10 years of experience
West Bend, WI, 53090

“Kayla was prompt, friendly and loving towards our older dog. Our dog enjoyed the long run / walk and company. We are already planning to book with Kayla again!”

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Julia A.
Sitter Profile Image: Isabella A.
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Isabella A.
from
$20
per walk
4.8 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
West Bend, WI, 53095

About: I have dreamed about walking dogs since I was a little girl and now I have found a way to do it and get paid! I have two Weiner dogs at my mom's house, a labordooddle at my dad's, and two cats of my own.I know and love all kinds of dogs and cats! I will care and treat them like they are my own so trust me they will get the best care ever! They may even get a little spoiled... But I can be strict if you have certain rules you want them to abide by! I have training. Please consider me when thinking about who can care for your furry children. I will give them the best care they deserve! I work part time and have a flexible schedule, so I can be available when needed. I have a car for easy transportation as well. My cats get supervised time outside on harnesses and time in the breezeway with open windows to get some fresh air. My neighborhood is good for taking dogs on walks and there is a wonderful dog park near by!

Sitter Profile Image: Melanie G.
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Melanie G.
from
$17
per walk
5.0 out of 5 stars
• 1 review
6 years of experience
Germantown, WI, 53022

About: Hey there! I am a Professional Certified Dog Trainer (Knowledge Assessment) specializing in positive reinforcement methods. I have experience with a variety of behaviors and breeds through previous dog walking, fostering, shelter dog training, and private dog training. My own rescue pittie came with very intense reactivity which we were able to work on extensively, so I’m more than happy to extend my services to pets with potentially difficult behavior needs. I intend to treat each pet as though they were my own and ensure they are safe and that we have a blast together! Can’t wait to meet your pup and please reach out with any questions! I am currently a full-time remote, freelance worker . This allows me to offer flexible scheduling and dedicated, quality, focused time with your pets . I have access to a yard that is not fenced in, but provides quick and convenient leashed potty breaks and lots of nature watching either on the deck or roaming supervised on a long leash in the grass. I constantly have my head on a swivel due to my training so I am ready for any unexpected events. I am skilled with crate and other preventative/maintenance method training. Flexible to meet whatever special needs your pet has while in my care.

Sitter Profile Image: Courtney G.
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Courtney G.
from
$35
per walk
5.0 out of 5 stars
• 13 reviews
20 years of experience
germantown, WI, 53022

About: Being with animals isn't a job for me, it's my favorite thing to do! I've grown up with animals around me my whole life, and I started walking dogs when I was 16. Almost 20 years later I am still loving on pets whenever I can. I currently own a Bearded Dragon and a senior pup - But I owned special needs kitties for 19 years. Here's some about me and my experience! 70% of my one-time clients have booked me again or become regular clients! Please reach out with any questions on rates, experience, or anything else you want to discuss! Pet Care Experience: - Dogs: Puppies older than 6 months, juveniles, adults and seniors - Cats: Kittens older than 8 months, juveniles, adults and seniors - Small mammals like guinea pigs, hamsters - Reptiles like Bearded Dragons and Leopard Geckos - Fish What can I do that sets me apart? - Medication administration with mild- to moderate-tempered cats (oral, topical, injection) - Experience with Separation Anxiety, high-energy, and pets that don't do well with other animals (keeping walks, etc safe!) - Experience with multi-pet homes and environments. I've watched 13 cats and 2 dogs in the same home once! - Manual feeding assistance for sick pets - LOTS of attention. My visits are longer than most as I love to just sit with pets and give them attention in the ways they need or want. For overnight stays, I'm a homebody so I love to stay at the house and just hang out with the animals! - A LOT of Flexibility: I don't work full-time right now, and my sleep schedule isn't regular. This means I have no issues with adjusting schedules even last minute. Need me to come earlier? Or come back when your flight is cancelled? No problem. - *Cat Whisperer* I have been told by most of, if not all, cat clients that are standoffish like me quicker or more than a normal stranger. I love cats the most, so I think they can sense it ;) - *Coming Soon* Insurance for your pet and home during my stays! Any tips will be going towards that and training classes so I can grow. About me: - I've lived in WI since 2009 - I have 18 years of working experience - clerical, customer, administrative and sales support, retail - In my free time I like going to concerts, listening to music and doing crafts/projects, playing video games or hanging out with my friends and family Currently my schedule is completely open! I am flexible for even last minute bookings or changes. I have my own transportation and things are taken care of for me at home. So long stays, short stays or visits work for me. I work around whatever needs you and your pets have so make sure everyone is as comfortable as possible. I'll ask for a digital or typed/written instructions so I can follow them to the letter! I keep areas clean and make sure everything is secure before I leave a home. I also always send a "closing" message for overnight stays with details like mail collection etc! Your pet's safety and your ease of mind are my top priorities.

Sitter Profile Image: Amy H.
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Amy H.
from
$33
per walk
5.0 out of 5 stars
• 12 reviews
5 repeat clients
40 years of experience
Hubertus, WI, 53095

About: I've had dogs all of my life! From puppies to seniors, I provide the love, affection and care your dog will need while you're gone! I am a live in caretaker for my parents. My schedule is SUPER flexible! I am able to leave periodically throughout the day or stay overnight at your house any day of the week! I am happy to follow the regular routine you have for your pet. Walks, feeding, cleaning up and a lot of extra love! Also, happy to grab mail, water plants and take care of garbage pick up.

Sitter Profile Image: Kyra S.
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Kyra S.
from
$20
per walk
1 repeat client
2 years of experience
Brown Deer, WI, 53223

About: I pet it all of my phones and families dogs whether it’s from short visits to letting the dogs outside to go potty or overnight stays. I have been doing this for over two years now, but it’s been a lot more frequent over the past two years. I have always loved dogs. In fact I have two big dogs one purebred German Shepherd and the other dog is a great Pyrenees mix. I am working with Rover now because I’m trying to be able to afford an apartment for myself and just take care of my basic necessities. I know how well I will want my dogs taken care of if I needed a sitter so I try to provide that same care to my clients! I can usually make any time work as best for you. I don’t have a full-time job. It should be my primary job right now. I can do anything you need me to do. Feeding the dogs, letting them out to go potty, taking them to play, taking them on a walk, etc.

Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
• 58 reviews
21 repeat clients
3 years of experience
Sussex, WI, 53089

“Allison was very timely and professional. She was quick to communicate and had no issues with any changes of plans. We would recommend her to others and plan to reach back out to her in the future!”

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Julianna L.
Sitter Profile Image: Brian L.
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Brian L.
from
$30
per walk
14 years of experience
Germantown, WI, 53022

About: My parents and I have had a dogs for the past 12 years. I was the one responsible for taking the dog on walks and letting my dog out to go potty. Recently we had to put our dog molly down because she had cancer which was really sad for me. I honestly love dogs so much and animals in general, and I can honestly say every dog I’ve ever met has loved me so I’m positive your dog will too :) I heard about rover and I’m happy because I love dogs so much and helping out people in need with their pets so it makes me happy. When I’m with a dog at home or at someone’s home I always lay down with them and scratch them and make them feel loved.

Sitter Profile Image: Shane B.
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Shane B.
from
$21
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Fox Point, WI, 53217

“Shane was very kind and responsive. Excellent care with walking our dog. Highly recommend for any future needs!”

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Rishi S.
Sitter Profile Image: Mary A.
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Mary A.
from
$50
per walk
5.0 out of 5 stars
• 3 reviews
30 years of experience
Hartford, WI, 53027

About: Dog owner x 30years. Had 2 dogs x 10 years, otherwise only 1 dog. Dogs enjoyed family adventures. Currently enjoying being a Grandma to my Grand pastor and foster pups Working part-time as RN, Jazzercise and caregiver for seniors. Schedule flexible. Have a SUV that I can transport dog to the dog park if desired. I use a long leash for yard. Enjoy walking dogs on heel when in residential areas. Enjoy the variety of parks, hiking trails and water in my neighborhood.

Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
14 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$35
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

“Kirstin is very committed to caring for her dog friends. Great communication and follow through!”

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Sarah F.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..

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

Dog parents share their Rover experiences - Jackson

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5.0 out of 5 stars

Samantha was great! She helped us out in a pinch and did so good with our dog! She is very responsive and genuine! Definitely would book her again and highly recommend her to others!

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Payton B.
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FAQs for Dog Walking - Jackson

Frequently asked questions about Rover

The average cost of Dog Walking in Jackson is $24 per walk as of November 2026. Most bookings cost between $17 and $42 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 1,947 sitters on Rover offering Dog Walking across Jackson. 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 Jackson. 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 Jackson 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 Jackson. On Rover:

  • 88% of walkers can help with special care needs
  • 94% 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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