Dog Walking Wynbrooke

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Over 34
pet parents in Wynbrooke have booked dog walking

Wynbrooke, 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: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 41 reviews
18 repeat clients
4 years of experience
Windsor, WI, 53598

“We've only had Taryn walking our golden retriever, Stark, for a couple of weeks, but it's already one of the best decisions we've made. It's been a huge relief knowing our dog is in great hands when we leave for work. Taryn is on time, great at communicating, and even goes above and beyond to do things such as bring in trash bins, Amazon packages etc. I highly recommend Taryn for any of your pet's needs.”

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Austin H.
Sitter Profile Image: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
• 80 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Michel is so nice! She came over a few days before to meet me and talk about the dog walking I was hiring her for. The walk went great an she sent me pictures which I appreciated. She is very professional I will definitely be asking her for more services in the future!”

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Julie D.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
• 147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

“Erika is great! She was very prompt in replying to my inquiry and very accommodating for a day visit on Thanksgiving! Lucy took to her right away! It was welcoming to know Lucy was in good hands and was calm and relaxed when I returned. We're looking forward to having Erika come again!!”

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Cheryl J.
Sitter Profile Image: Hannah D.
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Hannah D.
from
$17
per walk
10 years of experience
Sun Prairie, WI, 53590

About: I have been an animal lover and owner my whole life. While I specialize in dogs and small furry friends such as rabbits, guinea pigs, and hamsters, I have watched cats and love them just as much. I pride myself on giving animals of all kinds the best care and affection they deserve. I have dogsat for friends, family, and the hardest part is saying goodbye during pickup/drop-off. In my psychology undergraduate program, I attended a canine behavior course and am very comfortable working with dogs who may need a little re-direction. While I cannot pet sit in my own home due to living with a free-roam rabbit, I am happy to drop by when needed for potty breaks, walks, play time, food and water, even for the quirkiest of pets. I am currently unemployed while looking for jobs, so my availability is very flexible depending on your pet care needs. My passion is with animals, after tending to our everything (Dr. Cheese, our rabbit), I have an open schedule and am happy to continue care for others' pets who need additional support due to travel, work, or any reason you are unavailable. While I unfortunately cannot watch pets in my own home due to our free-roam rabbit, I am very responsible, reliable, and would never let an animal go without the care they deserve.

Sitter Profile Image: Jen J.
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Jen J.
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
10 repeat clients
40 years of experience
Sun Prairie, WI, 53590

“Jen was amazing with our two dogs for walks and drop in visits. We have a large energetic lab and a small older maltese who required extra care and meds. She handled both of them so well. We loved the thorough updates and pictures from every visit. We knew our pups were in good hands and enjoyed her company. Jen was super flexible and responsive as well to our inconsistent schedules. We will definitely use her again!”

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Molly H.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 52 reviews
13 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!”

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Rachael D.
Sitter Profile Image: Georgia B.
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Georgia B.
from
$16
per walk
11 years of experience
Eastmorland, Madison, WI, 53714

About: Animals have always held a special place in my heart! I have years of experience caring for dogs, cats, and other pets for friends, family, and neighbors, and I was lucky enough to have a beloved dog of my own for nine wonderful years. I understand that every pet has their own personality, routines, and needs. Whether your furry friend is full of energy and ready for adventure, a little shy and in need of patience, or happiest curled up beside someone for cuddles, I'm happy to give them the care and attention that makes them feel comfortable and loved. I'm experienced with daily pet care, including feeding, walks, playtime, medications, and following special care instructions. I'm especially patient with nervous or timid animals and believe in letting them build trust at their own pace. I know how much trust it takes to leave your pet in someone else's care, and I don't take that responsibility lightly. I'll treat your pets like family, follow your instructions carefully, and keep you updated with photos and messages so you can enjoy your time away knowing they're in loving hands! I have a very flexible schedule, which allows me to dedicate plenty of time and attention to your furry family members! Whether your pet needs companionship throughout the day, regular walks, drop-in visits, or overnight care, I'm happy to accommodate their routine. I understand how important it is for pets to feel comfortable, loved, and secure while their families are away, and I'm committed to giving them the attention they deserve. Your pet's safety, comfort, and happiness are always my top priorities! I take the time to learn each pet's individual needs and routines, from feeding schedules and fresh water to walks, playtime, medications, and any special care instructions. I'm attentive to the little details and always respectful of your home and your pet's environment. Of course, there will also be plenty of affection, attention, and cuddles! My goal is to make sure your pet feels safe, happy, and loved while giving you peace of mind.

Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 48 reviews
17 repeat clients
15 years of experience
Madison, WI, 53704

“Taylor was very kind with Kora and let her take out her frisbee, which she loves to play with in the afternoons.”

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María Paula R.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 38 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

“Shatoria was exceptional as a dog sitter for my pet. Being new to town, i reached out for recommendations and she totally lived up to her high praise. Big fan! Always on time and with proactive communication.”

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Surya M.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Kaylee A.
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Kaylee A.
from
$15
per walk
1 year of experience
Bluff Acres, Madison, WI, 53704

About: I am a Pre-Veterinary Medicine and bioscience student with about 1 year of experience handling animals. I currently work at a local dog daycare and boarding facility where I specialize in canine body language/behavior management and special needs care. Additionally I completed a 5th month mentorship of clinical veterinary experience where I saw medical routines and gained experience in patient handling in higher stress environments Because I balance college courses and a part-time job, my weekly routine is very consistent and easy to plan around for your pups! On Mondays and Wednesdays, I am completely free anytime after 11:30 AM for walks and midday drop-ins. On Tuesdays, Thursdays, and Fridays, I am always available after 6:00 PM, and I have a dedicated midday break perfect for quick potty runs or administering medications. I am widely available for weekday overnight house sitting, and I frequently open up my weekends as well! I treat your home with the utmost respect and keep your pet’s environment as stress free as possible. I will follow your established schedule of feeding, walking, and bedtime to maintain your pet’s sense of normalcy even with the change environment. I will monitor their behavior and health and be sure to keep you updated with frequent pictures so both you and your pet feel as comfortable as possible. I will also provide plenty of playtime, companionship, and of course couch cuddles! I will additionally make sure your home is kept clean, secure, and exactly as you left it.

Sitter Profile Image: Emma D.
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Emma D.
from
$22
per walk
5.0 out of 5 stars
• 32 reviews
10 repeat clients
16 years of experience
Columbus, WI, 53925

“I highly recommend Emma. She is experienced with all types of dogs due to her background fostering animals. She handled our large, headstrong dog very well when she walked him around Ada Hayden each day. She is always very prompt when scheduling visits.”

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Julie D.
Sitter Profile Image: Peyton H.
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Peyton H.
from
$17
per walk
5.0 out of 5 stars
• 14 reviews
2 repeat clients
8 years of experience
Deforest, WI, 53532

“Peyton is great!! She took very good of my pup!”

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Karen C.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Bluff Acres, Madison, WI, 53704

About: I have been in the vet med field for about 7 years. During this time I have acquired many skills from that would set me apart from many other sitters. Hello everyone! I live a few minutes from Sun Prairie, although, I do work on the west side off of University Ave. I am typically available early morning or after working hours or on lunch breaks. I am also super flexible! We have 3 cats! I usually keep my pets in our finished basement during boarding stays. I am available for walks, potty breaks, meals/medications, and nail trims, at your request.

Sitter Profile Image: Mary T.
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Mary T.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
3 repeat clients
4 years of experience
Marquette, Madison, WI, 53703

About: I genuinely love taking care of animals and treat every pet like they’re my own. I have experience with a wide range of personalities. From high-energy dogs to more anxious or shy pets, and I always adjust to what they need to feel comfortable. I’ve worked with dogs of all sizes and temperaments, from small breeds to larger ones, and have plenty of experience with both dog walks and drop-in visits. I also regularly care for cats and understand their different personalities, whether they’re social or more independent. I’m reliable, communicative, and will keep you updated with photos and notes so you always know how your pet is doing. Whether it’s a walk, drop-in, or just some extra attention while you’re away, I make sure your pet feels safe, cared for, and loved. I’d honestly just consider my own two fur babies my job. Taking care of other peoples fur babies would just make my job even better. I will always love your babies with the exact same love and respect I give to my own. They are our world and deserve to be treated as such.

Sitter Profile Image: Paige J.
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Paige J.
from
$15
per walk
5.0 out of 5 stars
• 11 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

“Took excellent care of Basil and provided updates after each walk. Very good communication and overall care of our dog. Will definitely book again in the future if available!”

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Eddie M.
Sitter Profile Image: Kristina D.
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Kristina D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Waunakee, WI, 53597

About: Dogs are my favorite people - I attract dogs wherever I go. I have owned two dogs in my adult life-English Bulldog and Goldendoodle. Currently, I have a 10 year old goldendoodle. She loves everyone. I am a teacher and have off during the summer. I enjoy hiking, camping, biking, running, reading, gardening, and cooking. I’m currently on summer break, so my days are very flexible. During the school year, I am available before 7am or after 4pm. I have a very friendly goldendoodle. I have a big yard. I am willing to provide lots of love, playtime, and walks for your dog. I can be active with your pet or sit with them and love them up. Whatever you need, I can provide.

Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I am not only certified in human CPR but also Red Cross Dog/Cat/Pet CPR and first aide certified. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I am home most of the time and my husband works from home so someone will usually be here. With the occasional instances of going out a few hours at a time. We do keep our dogs crated while we are gone and have cameras on the kennel/dog room to keep an eye on them. I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

Sitter Profile Image: Jimmy W.
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Jimmy W.
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Jimmy did amazing with Tucker! He took the time to come and meet the day before the walk to talk about Tuckers habits and dos/don'ts which made me feel really comfortable with letting someone else walk our dog. Tucker was extremely happy after the walk too!”

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Spencer L.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

“Jenna did a great job with our dog Durban!! Jenna took him for several long walks and he felt safe and had fun with her!”

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Emily L.
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The median cost per walk for dog walking in Wynbrooke is $20

Dog parents share their Rover experiences - Wynbrooke

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5.0 out of 5 stars

Thank you so much for your help with Odie I hope going back to work goes well and good to know thursdays might be an option.

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Andrea C.
Dog Walking
5.0 out of 5 stars

We have booked Lindsey quite a few times now and we are so grateful for her! She is a huge help and our dog loves loves her. He is always so happy and does his tip taps when he sees her. I love knowing my dog is excited to play and hang out with her! She’s very reliable and I love the detailed rover cards and lots of pics!

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Kim F.
Dog Walking
5.0 out of 5 stars

Renee did a fantastic job walking Farley and Malia twice a day while we were away on vacation. She was reliable, communicative, and it was clear she genuinely cared about our dogs' wellbeing. Coming home to two happy, well-exercised pups made all the difference. We'd highly recommend Renee to anyone looking for a trustworthy, dependable dog walker!

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Nick Z.
Dog Walking
5.0 out of 5 stars

Gina is so awesome! My EngCrm golden, Leo loves her and can’t wait to walk with her when she comes over! She is dog lover, very flexible, and most importantly, reliable, which is very important for our schedule. We will definitely be working with her again!

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Kim F.
Dog Walking
5.0 out of 5 stars

Michel was wonderful. She accepted our booking for dog walks on short notice and fit it in her busy schedule for that day. Mollie warmed up to her quickly.

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JEFF V.
Dog Walking
5.0 out of 5 stars

Lensy takes Petey on such great walks! She’ll consistently communicate about how the walks go. Definitely look forward to her walking for us again!

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Kristalyn B.
Dog Walking
5.0 out of 5 stars

Jorja is an amazing walker and always makes sure my dog is well taken care of. On hot days she makes sure to take precautions and always takes him on different routes around the neighborhood to keep things interesting. I can tell my pup is having a good time and is in good hands with Jorja! I would recommend here to anyone!

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Colette C.
Dog Walking
5.0 out of 5 stars

Megan is outstanding and very responsive and flexible. She is super kind with any animals and that helps with any cat or dog that needs her services.

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Scott S.
Dog Walking
5.0 out of 5 stars

Jilly is amazing! My dog absolutely loves her, and she is so good about making sure that all of my pets have everything they need while I’m away.

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Lori A.
Dog Walking
5.0 out of 5 stars

Alyssa was easy to communicate with and great with our dog Cora. She took her for a cold walk in the snow while we were at work and left a detailed review with photos as well which is always appreciated!

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Jordan F.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Wynbrooke

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Sitters in Wynbrooke average 3
repeat dog walking clients

FAQs for Dog Walking - Wynbrooke

Frequently asked questions about Rover

The average cost of Dog Walking in Wynbrooke is $22 per walk as of November 2026. Most bookings cost between $20 and $26 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 1,411 sitters on Rover offering Dog Walking across Wynbrooke. 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 Wynbrooke. 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 Wynbrooke 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 Wynbrooke. On Rover:

  • 89% of walkers can help with special care needs
  • 92% 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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