Dog Walking Cross Plains

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Sitter Profile Image: Quinn M.
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Quinn M.
from
$12
per walk
5.0 out of 5 stars
3 reviews
8 years of experience
Madison, WI, 53719

Quinn was punctual, kind, and clearly experienced with animals. I came home to a happy and tired dog at the end of every day. Highly recommend!

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Jack T.
Sitter Profile Image: Cali G.
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Cali G.
from
$22
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Mount Horeb, WI, 53572

About: Hi! I’ve always had a huge love for animals and honestly can’t imagine life without them. I worked at PetSmart for 3 years as a Pet Care Associate, where I cared for all kinds of animals — from dogs and bunnies to lizards and other small pets. That experience taught me so much about animal behavior, patience, and making pets feel comfortable and cared for. I also know the doggy Heimlich maneuver, so your pet’s safety is always something I take seriously. I grew up surrounded by pets and now have two of my own as an adult, so I completely understand how important it is to find someone you can truly trust with your furry family members. Whether your pet loves playtime, cuddles, walks, or just a calm comforting presence, I’ll always treat them like one of my own ❤️ Pet care fits naturally into my lifestyle because animals are truly what I love spending my time around 🐾 I work 8–4 in Wisconsin Dells, and outside of work, caring for animals is honestly my favorite way to spend my free time. Whether it’s walks, playtime, cuddles, or simply keeping pets company, it never feels like a chore to me — it’s something I genuinely enjoy ❤️ I’ve always grown up with pets and currently have two of my own, so caring for animals has always been part of my daily life. I love creating a calm, loving environment where pets feel safe, comfortable, and cared for while their owners are away 🐶🐱 When caring for pets—whether in my home or a client’s home—I focus on keeping them comfortable, safe, and sticking closely to their normal routine 🐾 In my own home, I care for my two pets daily by making sure they’re fed on schedule, have fresh water, get plenty of attention, playtime, walks when needed, and a calm, clean environment. I really treat them like part of my family, and their well-being is a big part of my everyday life. When caring for a client’s pets, I bring that same level of care and consistency. I follow instructions closely, maintain feeding and potty routines, give lots of love and attention based on each pet’s personality, and always prioritize safety. I also pay attention to behavior and comfort so pets feel as relaxed as possible while their owners are away. With my experience working at PetSmart and years of caring for animals in both personal and professional settings, I’m comfortable with pets of all kinds and always aim to make them feel secure, loved, and at home!

Sitter Profile Image: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.

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Kat G.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$11
per walk
16 years of experience
Madison, WI, 53705

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

Sitter Profile Image: Sara V.
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Sara V.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
15 years of experience
MOUNT HOREB, WI, 53572

Sara is wonderful with our dog Zoey. She is reliable, friendly, and a great communicator. She walks our dog daily during the weekdays and her service has been a tremendous help so Zoey is happy and comfortable during our long days at work and school. We give Sara our highest recommendation.

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Michael M.
Sitter Profile Image: Jiayi H.
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Jiayi H.
from
$15
per walk
5.0 out of 5 stars
53 reviews
15 repeat clients
2 years of experience
Verona, WI, 53593

Highly recommend! Jiayi took the time to learn my dog and provide great care for her. My dog was able to relax and unwind with her and I had peace of mind knowing she was being cared for. Jiayi also does a great job with communication.

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Mitchell R.
Sitter Profile Image: Azaria O.
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Azaria O.
from
$20
per walk
5.0 out of 5 stars
108 reviews
34 repeat clients
12 years of experience
Verona, WI, 53593

Azaria is punctual and doing a great job!

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Lawrence O.
Sitter Profile Image: Makayla O.
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Makayla O.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Mt Horeb, WI, 53572

Makayla generously agreed to walk our dog on short notice. She took great care of my 105 lb Great Dane mix, communicated with us very clearly, and was flexible when I needed to swing by to meet a contractor while she was at the house. I’d work with her again in a heartbeat!

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Amanda S.
Sitter Profile Image: Matthew E.
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Matthew E.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

About: Pets bring us all kinds of joy and unconditional love. It's hard to relax on vacation or focus on an event with a piece of you missing . Be able to be present and ease your mind knowing another caring soul will show your pet the same love and attention they enjoy. I have 10 years of experience with all different breeds and sizes. I work remotely. My office is where the WIFI is the strongest. I have time to spend with animals. My children are grown leaving me with an abundance of free time Soft voices and lots of love and attention. Dogs I like to run and make sure that they have the exercise they need. Plenty of tug of war! Social cats I give lap time and bring a feather.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$20
per walk
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

We have a reactive dog that needs time, space and discipline. Sidney is very friendly, understanding and willing to work with us to make our pup comfortable. We are happy to book her again!

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Eliisa R.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
62 reviews
20 repeat clients
30 years of experience
Cross Plains, WI, 53528

About: I’m a school counselor (on hiatus) stay at home mom. I take pride in providing peace of mind for people during their travel. I have 30+ years of experience pet sitting (starting when I was 8), with 15 of those years being professional dog handling when I used to help raise and train guide dogs for blind people. I have a friendly dog that loves to host guests. He adapts his play style to each dog; if they want to run around, he wants to be chased. If they don’t feel like playing, he will give space. Like many resident male dogs, he often feels uncomfortable with large breed adolescent males, particularly intact. I will make decisions on a case by case basis regarding adolescent males. I do require dogs be crated when unattended in my home for their safety and comfort. We can discuss your dog’s unique needs. Please be sure your animals are up to date on vaccinations and preventative meds (flea/tick and heartworm). What can I offer? I can board your dog (or pet!) at my home or do home visits. I’m experienced in smalls like cats, pocket pets, and birds. I have even cared for people’s hobby farms (horses, donkeys, goats, chickens, etc). I have a fenced yard. I’ve adopted 4 Rottweilers in the past with unique behavior issues and fostered many other breeds so I’m used to handling all types of dogs, including those who need a little time to settle in. I’m home during the day. Your dog becomes part of my “pack”, built around their comfort level. I have one pet dog, two small kids and two teen step daughters. Sometimes I have other boarded dogs but I’ll always confirm with both dogs’ families before I book an overlap. I won’t book a dog if they aren’t a good match for someone already booked. For home visits. My 2 littles tag along with me. Unless I can get my partner to take them after work hours. I put your pets needs as a priority, so if your pet isn’t fond of children, I won’t let my kids bug them. My home has backyard access with a fence (4 foot tall chain link and 6 foot tall privacy fence along the road side). If you don’t want your dog interacting with mine, I am experienced in keeping dogs separate and safe. I’ve boarded/raised over 100 dogs and I’ve never had any issues with dogs getting loose or scuffling. Sitting in your home: I can do the basics such as feeding and potty. I can take your dog for walks or play in your yard and spend some time with them in your home.

Sitter Profile Image: May N.
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May N.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Austin M.
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Austin M.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$25
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

Jennifer was great! Super friendly, wonderful with my dog Sadie and very communicative!!

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Katie H.
Sitter Profile Image: Jordan V.
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Jordan V.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
24 years of experience
Cross plains, WI, 53528

Jordan was wonderful, I'm very happy with the service and will definitely use again!

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Tom R.
Sitter Profile Image: Donna S.
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Donna S.
from
$25
per walk
5.0 out of 5 stars
52 reviews
16 repeat clients
20 years of experience
Middleton, WI, 53562

Donna took such good care of my 4-month old puppy and even sent photos to show me he was happy and having fun! This was my first time using Rover and I’m so grateful to Donna for making this a great experience. I highly recommend her.

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Lisa J.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Sauk Creek, Madison, WI, 53717

About: I have a dog of my own and I’ve done boarding, drop ins and walks before. I’ve grown up with dogs in the house and have watched family friends dogs numerous amounts of times. I currently work full time (8-4:30) during the week, but can do evenings on week days and any time during weekends! I am very flexible and can make anything work! I can abide by whatever schedules/routines you have in place. If your dog likes to socialize, my dog would be a great buddy! I understand dogs need to follow certain rules and need to be let out/fed in a timely manner.

Sitter Profile Image: Cloey D.
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Cloey D.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
9 years of experience
Middleton, WI, 53562

Cloey did such a great job walking our dog Lily! She was timely and communicative. Lily got bored with walking so Cloey filled up the remaining time playing with her in the backyard. Lily loved her time with Cloey. Would recommend her to anyone!

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Jessica M.
Sitter Profile Image: Jack M.
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Jack M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
8 years of experience
Middleton, WI, 53562

About: For the past 8 years, I have been pet sitting for various friends, families, and neighbors. This has included taking care of dogs and cats, making sure their well-being is taken care of. I have experience walking dogs and making sure they are mentally stimulated throughout the day. I have also had experience with cleaning up any potential messes the pet might have made in absence of me or the owner. Currently, I work as a server while on summer break from college. My schedule at work is pretty flexible and I don't typically work whole days, so for the most part I am free on days I work except for 4-5 hours at the max. Other than that, the days I have off will be cleared and dedicated to the animal I am watching when I am scheduled. Whenever I watch an animal in another home, I always make a short sweep through the house wherever the animal has access to in order to ensure no messes were made. Whenever I leave, whether for a walk or for an extended period of time, I double check to make sure that the house is locked up and secure through any means of entrance. I am available for regular correspondence with owners and reply in a timely manner.

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

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Popular requests for dog walking - Cross Plains

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Sitters in Cross Plains average 3
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FAQs for Dog Walking - Cross Plains

Frequently asked questions about Rover

The average cost for Dog Walking in Cross Plains on Rover is $17.12 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 1,390 sitters on Rover offering Dog Walking across Cross Plains. 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 Cross Plains. 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 Cross Plains.

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 Cross Plains. On Rover:

  • 90% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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