Dog Walking Caledonia

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pet parents in Caledonia have booked dog walking

Caledonia, 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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 286 reviews
69 repeat clients
8 years of experience
Oak creek, WI, 53154

“Kailey is amazing! She leaves great notes on her visit and amazing pictures. I am soo grateful for her and she has my 100% recommendation!! My pup Legs is my everything and I feel great knowing he is in her care.”

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Lindsay P.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
• 18 reviews
14 repeat clients
25 years of experience
Racine, WI, 53406

“Very friendly, dog had a great walk.”

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Elizabeth E.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
4 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Jody A.
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Jody A.
from
$20
per walk
5.0 out of 5 stars
• 55 reviews
17 repeat clients
45 years of experience
Mt Pleasant, WI, 53406

“Jody was fantastic to my dog and cat🥰 excellent communication!”

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Vilma C.
Sitter Profile Image: Grace G.
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Grace G.
from
$20
per walk
12 years of experience
Mount Pleasant, WI, 53177

About: I’ve been around pets my entire life and have years of hands-on experience caring for both dogs and cats. There was already a cat in my home before I was born, so I’ve had animals since day 1! My family got our dog when I was 10, and I’ve helped care for her ever since, including feeding, walking, playing with her, and general daily care. I’ve also cared for pets belonging to friends and neighbors. In addition, I have cats of my own, so I’m very familiar with the care, attention, and patience they need. I truly enjoy being around animals and making sure they feel safe, comfortable, and well cared for. I work from home, which gives me a flexible schedule and allows me to accommodate a variety of pet care needs. I can often accept same-day requests depending on availability, so please feel free to reach out! I provide attentive, loving care and treat every pet as if they were my own. I’m comfortable with walks, playtime, litter box cleanup, and general pet care. I’ve been around animals my entire life and truly enjoy spending time with both cats and dogs.

Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
3 years of experience
Sturtevant, WI, 53177

“Michelle was prompt in responding, friendly and outgoing with our pups, and asked great questions about them! We re-booked her promptly and highly suggest her services if you're in the greater SE-WI area.”

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Heather J.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

About: I've been around animals my whole life! Family and friends have trusted me to feed, walk, play with, and care for their pets, both cats and dogs. I also worked for Wag, which I thoroughly enjoyed and learned so much about caring for pets. My schedule is extremely flexible and I only work part time, so I can care for your pets at almost any time of day, especially mornings and afternoons. In a client's home, the pets are in a familiar environment with an unfamiliar person. So, the first thing I do is give the pets a chance to get used to me! Let them sniff me, let them approach me at their own pace.

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
• 37 reviews
17 repeat clients
10 years of experience
Muskego, WI, 53150

“Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.”

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Cindy S.
Sitter Profile Image: Pearl & Brady K.
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Pearl & Brady K.
from
$22
per walk
20 years of experience
Caledonia, WI, 53108

About: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.

Sitter Profile Image: Miranda V.
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Miranda V.
from
$25
per walk
5.0 out of 5 stars
• 1 review
25 years of experience
Oak Creek, WI, 53154

About: I’m very attentive to routines, instructions, and little details — whether that’s feeding schedules, medication timing, favorite walking routes, or specific behavior cues. I take time to learn each pet’s personality so they feel safe, comfortable, and loved while you’re away. I’m especially good with:     •    Puppies — I’m patient, consistent, and happy to reinforce basic training like potty routines, crate training, leash manners, and positive behavior.     •    Senior pets — I’m calm, gentle, and very observant. I’m comfortable giving medications, watching for changes in behavior or appetite, and making sure older pets move and rest safely.     •    Anxious or shy pets — I move at their pace and focus on building trust so they feel secure. I also prioritize communication and reliability — I send regular updates, photos, and check-ins so you always know how your pet is doing, and you can trust that your home and your pet are being cared for responsibly. Above all, I bring patience, consistency, and genuine care — so you can travel or work knowing your pet is not just being watched, but truly looked after. I work from home, so I enjoy morning, afternoon, and night walks. I have 2 daughters ages 14 and 5. They both love and adore animals. I care for pets in my home by keeping things calm, safe, and as close to their normal routine as possible. I follow feeding and potty schedules, give dogs regular walks and playtime, and make sure cats have fresh food, water, and a clean litter box. I keep my home pet-safe and cozy, give each pet plenty of attention, and always watch for any changes in behavior or appetite. I’ll also send updates and photos so you know how your pet is doing!

Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$20
per walk
4 years of experience
kenosha, WI, 53144

About: I provide loving, attentive, and reliable care for dogs of all breeds and sizes, ensuring they feel safe, comfortable, and happy while their owners are away. I follow each dog's routine closely, including feeding, walks, exercise, playtime, and companionship, while giving them the patience and attention they deserve. I take pride in building trust with both pets and their owners through clear communication, dependability, and a genuine passion for animal care. Pet care fits naturally into my daily and weekly routine because I enjoy spending time with animals and have a flexible schedule that allows me to provide consistent, attentive care. I am able to accommodate feeding schedules, playtime, walks, litter box maintenance, and any special care needs. Whether it's a daily visit or extended care while owners are away, I make pet care a priority and ensure each pet receives the attention, companionship, and reliability they deserve. I care for pets by following their normal routines as closely as possible to help them feel comfortable and secure. In my client's home, I provide feeding, fresh water, litter box cleaning, playtime, companionship, and any other care instructions provided by the owner. I pay close attention to each pet's personality and needs, ensuring they receive plenty of affection, exercise, and attention while maintaining a safe and clean environment. I also keep owners updated with messages and photos so they can have peace of mind knowing their pets are happy and well cared for. My goal is to make every pet feel loved, comfortable, and stress-free while their family is away.

Sitter Profile Image: Julie K.
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Julie K.
from
$38
per walk
4.9 out of 5 stars
• 77 reviews
21 repeat clients
35 years of experience
Mount Pleasant, WI, 53406

About: I'm Julie (Jules), a graphic designer and creative director. I own a design and branding company in the Chicago/Milwaukee area that services clients locally, nationally and globally. I love all creative pursuits, including writing music for piano and singing. I've always loved all dogs, especially larger breeds (though the smaller pups are super cute and sweet and steal my heart equally!). My pup, Bella, a black lab mix, was a very kind, sweet and gentle dog. She passed in 2016 at age 14, having had a very nice life. I would love to help other fur babies who need caregiving while their humans are away or need a daily walk or check-in. I'm at home working during the week and have access to a wonderful backyard, an amazing neighborhood, and parks nearby. I love all outdoor activities, especially hiking and swimming. Would love to take your pups to the beach or on any sized walk they desire!! :) I offer these services because I love dogs, not to make a living. It's a great win/win to have a sweet fur baby around from time to time. Yes, it's nice to have some extra cash to work on the house, but my primary career more than covers my income needs. I share this info so you can be sure no other dogs will share your pup's time with me.* I keep to a strict policy of one-on-one care and up to two dogs from the same family... if you have more than two, please reach out, and I may be able to make exceptions. My rates reflect this customized care and focus for your sweet puppers! *In mid-2024, I started pairing up dogs that requested having another pup present from a different family. Please let me know if you are open to having a playmate for your pup. If you prefer no other dogs in the home while yours is here with me, I strictly adhere to your preferences and take this quite seriously. I specialize in customized care for dogs with behavioral issues such as not getting along with other dogs. Since my dog passed in 2016, I have been able to devote all my time to your pup when they're in my care. They will be carefully cared for and pampered, with every need catered to. The only thing I won't abide is a pup who isn't house-trained. If your dog/pup has never been left with a sitter before and you'd like to ensure they're a great house guest, I do suggest booking a 1-2 night stay much in advance of your trip so we can see if your pup has any specific issues to call out, and if I'm a good fit for them/you. I have found this to be of great benefit to you and me! I charge a cleaning fee IF your pup has "surprise" issues with incontinence, as this behavior can happen; however, I don't take on dogs with this issue unless we have a solution, like a doggy diaper or pee pads (for puppies). Severe separation anxiety can also be challenging, as my own pup had this issue. If there are situations such as this, I ask that you bring a crate, and the pup must be trained and be OK to be in their crate as needed. If no issues like these exist, they need to have their own bed or spot where they like to sleep. I don't allow dogs to sleep upstairs with me. Snuggling up on the sofa with a couple of pups is one of my favorite things to do. I know most dogs like a comfy bed. As noted above, please bring a fresh bed for your pet, either a cleaned dog bed from home or a new one. I have blankets for the floor and a lovely sofa that I cover with a blanket for the occasional daytime snooze. If you have an elderly dog, I know just what to do to provide the best care. As my dog Bella aged, I learned how to adapt every year. Listening to your dog and providing the best care is my priority. I realized that leaving an ailing or elderly pup in another person's care can be stressful. I would treat your dog like my own and hope to put your mind at rest. I welcome all questions as part of our meet + greet. I only sit for dogs I know or can meet during our meet + greet (unless out-of-town circumstances or timing prevail). I can sit at the last minute only for pups I've sat for previously or know well. If you are traveling from out of town and cannot sync up for a meet + greet, please reach out to discuss your situation. As far as breeds go, I have experience with an extensive range of breeds—larger breeds with special needs like an elevated dog water/food bowl due to how they process food or other breeds that are great with humans and not so wonderful with other dog breeds. I've had great results with training. I have experience with smaller breeds as well. As mentioned, I only sit for house-trained and well-behaved dogs in the home. I book up early... sometimes six months before a planned trip. Please plan ahead to secure your desired dates. I look forward to meeting your amazing pups soon!! Jules I'm home most of the time. I work days and some evenings but make my own schedule. I'm available as needed for all types of customized care. I have a lovely yard for dog play. I would love the same situation if I were dog-sitting in your home. My home is also in a very safe Hales Corners neighborhood. It has a low volume of car traffic and is very quiet.

Sitter Profile Image: Aria W.
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Aria W.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
South Milwaukee, WI, 53172

About: My family got our first dog when I was eight years old. Since then, I've always had a pet in my life. When my first cat got sick, I made sure she ate her medicated food and eventually was taught to administer fluids. Since leaving home, I've adopted my first dog. He's a reactive 4 year old. From these experiences, I've learned how to care for animals with special needs. I have worked on training dogs, taking dogs for walks, and feeding animals on a schedule. I generally work early mornings so I have a lot of time in the afternoon/evening to care for your pets! I am available for in-home pet sitting on a case-by-case basis, and I am open to dog walking and drop-in visits. I believe that you deserve a pet sitter who loves your animals as much as you do. I understand that no two pets are the same, and I intend to follow your instructions so I can best support you and your fur-babies. Please reach out with any questions!

Sitter Profile Image: Alex M.
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Alex M.
from
$30
per walk
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex is reliable, dependable, and flexible dog walker. She’s been able to get our dog to go to the bathroom on walks (our dog always refused before) and to start loose leash walking. Lily loves Alex and waits at the front door for Alex to pick her up on walk days. I highly recommend Alex!”

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Sarah O.
Sitter Profile Image: Alissa K.
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Alissa K.
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
10 years of experience
Kenosha, WI, 53142

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! (Also, I love cats! (I'm a Cat Mom of 4)). I'm currently pet-sitting full-time, so I have plenty of time to take care of your pet(s)! I keep my calendar up-to-date and respond promptly to requests, so feel free to reach out and ask! I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.

Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$30
per walk
5.0 out of 5 stars
• 51 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

“I have been using these 2 for a couple of weeks with both Wag and now Rover. They have been great to my girl. They are helping her get the energy out in a safe way and even working on her focus in public. Much appreciated ?”

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Amy G.
Sitter Profile Image: Hannah I.
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Hannah I.
from
$20
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
Harbor View, Milwaukee, WI, 53204

About: Coming from a household that has always had a animal, I’ve grown such a love for them. I am currently in the process of becoming a K9 Dog Handler ! I just relocated from Florida to Wisconsin ! I am currently in the military, and making extra time to take care of your babies! I have such a big heart for animals. 🫶🏻 I am crazy about keeping my own baby home and safe!!!! I am extra cautious and double check all gates and doors. I want to keep all furry friends home 🤍 I am also known for spoiling with treats..

Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 383 reviews
117 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis did a very good job walking my dog Mikah while I was away. He is very friendly and my dog warmed up to him instantly. He was very persistent with the report cards and sending photos. Definitely would work with him again and recommend!”

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Shari S.
Sitter Profile Image: Kayla S.
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Kayla S.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
18 repeat clients
20 years of experience
Riverwest, Milwaukee, WI, 53212

About: I’m Back! 🐾 Experienced 5-Star Sitter, Nurse & Lifelong Animal Lover! After a three-year break from Rover, I’m excited to be back! I’ve truly missed the joy that comes from caring for your fur babies, building relationships with them, and giving pet parents peace of mind knowing their pets are in loving hands. I’ve had dogs my entire life and have always believed they’re more than just pets—they’re family! I’m a proud dog mom to two pups of my own, Opal and Nash, and understand just how important it is to find someone you can trust with your four-legged family members. A little about me: I’m a registered nurse with a background in critical care and care coordination. I recently earned my Master’s degree in Nursing Leadership and Administration and am currently pursuing my MBA in Healthcare Administration. Nursing has taught me to be compassionate, dependable, attentive to detail, and calm under pressure—all qualities I bring to caring for animals, too! With 37 five-star Rover reviews, I’m grateful for the trust so many families have placed in me over the years. Whether it’s a long walk, some playtime, a potty break, or simply extra love and attention while you’re away, I treat every pet as if they were my own. While my schedule is a little more limited these days between nursing, graduate school, and life with my own pups, I’d love to continue doing something that brings me so much happiness! I’m currently offering dog walking and drop-in visits only, rather than overnight stays or boarding. I know how much your pets mean to you, and my goal is to make sure they’re happy, comfortable, safe, and well cared for while you’re away. You can count on plenty of TLC, reliable communication, and photo updates along the way! I can’t wait to reconnect with familiar furry faces and meet some new ones! 🐶💕 I currently work full-time Monday through Friday usually until 3:30p or 4p I’d love to help with walks/cares in the evenings or a play date with my dogs; we have a big fenced in yard and love walks. I’d also love to board or do cares over the weekends that I’m free! I have a fenced in yard and love to walk around my safe neighborhood near Mount Mary University; I can also come to your home and care for your pets there. I am happy to meet you/your pet(s) ahead of time to ensure it’s a good fit. Very flexible and prefer detailed instructions to ensure I give them the best care!

Sitter Profile Image: Kaia C.
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Kaia C.
from
$14
per walk
8 years of experience
Greendale, WI, 53129

About: I have helped take care of my own pets for as long as we’ve had them. I have one cat and one dog. I take my dog on walks, feed her, play, and clean up outside after bathroom use. I clean my cats litter box, give him his pills and asthma treatments, play, and give alone time when wanted. I also have experience caring for small pets such as a guinea pig, a bunny, chicks, and chickens! I am currently looking for an entry part time position at vet clinics near me so until then I have a clear schedule! I will be starting a vet program in August so my availability will change at that time. Usually I am given written instructions about what kind of tasks are required and what the animals likes and dislikes are. I can follow feeding schedules, walk schedules, and potty breaks. There is no such thing as too much information about your pet, the more I know the better care I can take of them!

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

Dog parents share their Rover experiences - Caledonia

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5.0 out of 5 stars

Tyler & his lovely wife came last minute for me. Maggie had a wonderful walk with them. I appreciate them both!

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Samantha L.
Dog Walking
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How to book dog walking

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FAQs for Dog Walking - Caledonia

Frequently asked questions about Rover

The average cost of Dog Walking in Caledonia is $18 per walk as of November 2026. Most bookings cost between $16 and $22 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 2,370 sitters on Rover offering Dog Walking across Caledonia. 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 Caledonia. 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 Caledonia 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 Caledonia. On Rover:

  • 88% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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