Dog Walking Winfield

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Sitter Profile Image: Melissa P.
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Melissa P.
from
$20
per walk
20 years of experience
Winfield, IN, 46307

About: I’ve had dogs and cats my entire life. Currently the mother of three dogs, a pitbull/daschund, an Australian Cattle Dog/Lab Mix, and a husky. I have worked with many herding dogs over the years and worked with livestock in my teen years. I currently work from home so have the availability help with drop in visits and walks. I currently work from home three days a week so have plenty of availability and flexibility to help out while you are away. Even last minute, let me know so I can help. I do not currently offer in home care, but am available to help at your home. I take caution when coming in and out of your home. My dog is runner so I understand the need for security. I am also available to help with task around the house; picking up mail, taking out trash, and other household duties as needed.

Sitter Profile Image: Emma P.
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Emma P.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
1 year of experience
Crown Point, IN, 46307

“Emma was so responsible, on time, great communicator and our puppy was so excited!! Will definitely book with Emma again!”

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Karen P.
Sitter Profile Image: Mandy B.
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Mandy B.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 113 reviews
31 repeat clients
20 years of experience
CROWN POINT, IN, 46307

About: Caring for pets isn't just something I do—it's my full-time career and my passion. Because pet care is my primary focus, I have the flexibility to provide personalized attention, accommodate a variety of schedules, and be available when you and your pets need me most. Every pet is treated like family and receives the same love, patience, and care I would give my own. My goal is to create a safe, calm, and fun environment where every pet feels comfortable, happy, and loved while you're away. I understand how important it is to trust the person caring for your pet, and I take that responsibility seriously. You can have confidence knowing your furry family member is in caring, experienced hands. Whether your pet needs a walk, a drop-in visit, or care while you're away, every service is tailored to their individual needs so they receive the attention, exercise, and companionship they deserve. What You Can Expect Personalized, one-on-one care A dedicated, experienced caregiver Daily photo updates for peace of mind Safe, clean, and reliable care with a strong focus on your pet's well-being Flexible scheduling to fit your needs Spoil your furry family member with the love and attention they deserve. From energetic walks to relaxing drop-in visits, every experience is designed to keep your pet happy, comfortable, and cared for in a familiar, loving environment. Your pets aren't just clients—they're family. Caring for pets isn't just something I do—it's my full-time career and my passion. Because pet care is my primary focus, I have the flexibility to provide personalized attention, accommodate a variety of schedules, and be available when you and your pets need me most. Whether your furry family member is staying for daycare, boarding, drop-in visits, or walks, they'll receive the same love, patience, and care I would give my own pets. My goal is to create a safe, calm, and fun environment where every dog feels comfortable, happy, and loved while you're away. I know how important it is to trust the person caring for your pet, and I take that responsibility seriously. • Personalized, one-on-one attention
 • Experienced caregiver who treat your pets like their own
 • Daily photo updates to ease your mind
 • Strict safety protocols for walks, playtime, and sanitation

Sitter Profile Image: Briana M.
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Briana M.
from
$20
per walk
5 years of experience
Crown Point, IN, 46307

About: I’ve been a dedicated dog mom for 6 years and have experience caring for dogs through all kinds of situations — from energetic puppy stages to recovery days that require extra patience, comfort, and attention. I understand how important trust is when leaving your pet with someone, and I’ll care for them like family. Pet care is already a big part of my daily life. My days naturally revolve around walks, playtime, feeding schedules, outdoor time, and making sure pets feel safe, comfortable, and loved. I genuinely enjoy spending time with animals, whether that’s going on walks, relaxing together, or giving extra attention when they need comfort and patience. When caring for pets in a client’s home, I do my best to keep their routine as normal and stress-free as possible. I follow feeding schedules, potty breaks, walks, medication instructions if needed, and make sure pets get plenty of attention, playtime, and comfort. I also respect my clients’ homes by keeping things clean, secure, and providing updates so they can feel at ease while they’re away.

Sitter Profile Image: Erin C.
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Erin C.
from
$35
per walk
5.0 out of 5 stars
• 20 reviews
2 repeat clients
30 years of experience
Crown Point, IN, 46307

About: I’ve had pets my whole life and love animals of every kind. I love playing and snuggling with animals and have always loved to care for friends’ pets. At parties, you can usually find me talking to the dogs or cats! After May 31, I will be free all day and will be able to provide continuous care if needed. My husband and two teenagers will also be around to make sure your pets have the best stay ever. I have a fenced in yard and currently, we don’t have any pets after our rescue dog crossed the rainbow bridge this year. At my house, your pets are welcome on beds and couches, though we will also respect boundaries you have at your house. I have two teenage boys who love to play and snuggle with animals. I am also happy to come to your house, as I know many pets are comfortable in their own space.

Sitter Profile Image: Savannah W.
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Savannah W.
from
$20
per walk
5.0 out of 5 stars
• 19 reviews
6 repeat clients
10 years of experience
PORTAGE, IN, 46368

About: I have run my own business Holliewood Doo Doo Adventures for 10 years (here in Facebook..check me out). Started out as waste pick up and branched out from there as I got older and it provided flexibility with schedules Also myself and my family have worked with ABRA, Inc Rescue to help foster 3 Dogs to help give them love and Discipline and skills to be able to be adopted out. I enjoy providing the Love, Patience, Time needed for each animal as every personality and needs are different. Also, knowing that they are a part of our families and to help soothe them in the transition as well as fur parents when they need to leave Currently I am a College student and this fits into my schedule well and I have flexibility and that's why I love it. I am now off for the Summer and even though I go back in the fall I work around my online classes. I have 2 dogs of our own and a cat. Realizing they have individual needs and they love the safe space of their own home it is important to me to provide that care that you specifically may need for them. You know this and I have so many that suffer from Anxiety or Seniors that do better in their own homes. That is what I am here for...whether they require so many walks per day or snuggles or play time

Sitter Profile Image: Timothy G.
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Timothy G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Valparaiso, IN, 46385

About: I’ve worked at a dog hotel, and I’ve pet sat for both cats and dogs. I’ve never met a dog that didn’t like me, and I’ve never met a cat that didn’t tolerate me. I’m a student pilot, so some days I have about 2 and a half hours where I won’t be available. Otherwise I have a very flexible schedule and can spend all day or any time caring for your pet. I don’t have any pets of my own, but I’m good at making anyone’s pets friendly with me. I’ve done daily check-ins and up to two weeks staying at someone’s house to keep their dog active and happy.

Sitter Profile Image: Becca A.
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Becca A.
from
$25
per walk
5.0 out of 5 stars
• 21 reviews
7 repeat clients
6 years of experience
Schererville, IN, 46375

About: I have experience with walking, house sitting, care of elderly dogs, obedience training, etc. I love dogs both large and small, from Great Danes to toy poodles and have experience with all kinds of breeds in between. Along with house sitting, I am comfortable feeding pets and visiting throughout the day to let them out/play/or walk them or stay the night to watch the house and pets. Besides dogs I am also experienced at taking care of other pets such as small critters (including chinchillas, rabbits, guinea pigs, reptiles, etc.), cats, birds, and fish. Any special treatment that your pet needs I am willing to learn their needs, such as medication, bathing, etc. I have experience working at a vet so I know how to administer insulin shots and take care of other medical needs. I will go above and beyond to make sure your pet is happy and taken care of! I am in between jobs right now but will be working remotely from home so I have lots of flexibility and plenty of time to spend with your pet. I do not care for pets in my home but will take care of pets in any type of home from houses to apartments to hotels etc. Whatever is requested such as crating, walking, or just letting outside into the backyard I am willing and able to do.

Sitter Profile Image: MaryAnn C.
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MaryAnn C.
from
$20
per walk
20 years of experience
Hobart, IN, 46342

About: I have had a lot of experience since my teens and I continue to have a constant bond with animals. My newest edition is a Bern doodle. I have a wonderful home for your fur babies and sometimes watch my fur grandbabies also . So they can have interaction with them and me . I can basically offer services of your needs just let me know what your baby loves and I can agree to almost agree with anything to make them happy and comfortable.

Sitter Profile Image: mckenzie b.
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mckenzie b.
from
$15
per walk
10 years of experience
Valparaiso, IN, 46385

About: I have taken care of all different kinds of dogs from sizes and breeds since I was a kid. Throughout my life I’ve had several dogs all types of different breeds and sizes, from a mastiff to a miniature poodle. So, I have lots experience in dealing with dogs in different ranges with breed,size, and age. I also have experience with cats, hedgehogs, guinea pigs, and hamsters. I am working full time currently, I am off on the weekends unless and normally completely free these days. I work during the day most days. I usually work evenings one day out of the week,tuesdays. I am very flexible outside of my time with work! I currently have a dog and 3 cats. With my dog we feed him in the morning and evening, throughout the day I usually play with my dog let him out to go potty, and a couple walks throughout the day to keep them moving. I also feed my cats morning and night and play with them throughout the day and clean their litter box in the evening.

Sitter Profile Image: Sam P.
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Sam P.
from
$20
per walk
7 years of experience
Cedar Lake, IN, 46303

About: Hello! My name is Sam and I am a part time student who is studying biology, and when I’m not studying I’m a vet assistant working in Boulder! I can do everything from administer medication to belly rubs. I love pets and have two dogs of my own, and just recently moved to Boulder and love the area. Please feel free to reach out if you have any questions. Thanks! I currently have a very open schedule, so your pets needs would be very prioritized throughout the day/night depending on the service I will be giving your pet! When caring for pets in a clients home it is very important to me to provide them with their proper food and water, regular exercise and playtime with them, plus any medication that needs to be administered if needed. It is also important to me that the veterinarians phone number would be given when staying overnight in case of an emergency.

Sitter Profile Image: Erin M.
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Erin M.
from
$30
per walk
4.9 out of 5 stars
• 27 reviews
7 repeat clients
35 years of experience
Valparaiso, IN, 46383

“Erin took the time to meet our puppies and connect with them. She’s kind and respectful. One of the puppies made a mess and she check on him, cleaned up after him and messaged me with photos.”

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Evelyn H.
Sitter Profile Image: David R.
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David R.
from
$20
per walk
5.0 out of 5 stars
• 48 reviews
16 repeat clients
18 years of experience
Highland, IN, 46322

“David went above and beyond today. I forgot to update my address in the Rover platform and he went to our old house. As soon as I let him know what happened, he quickly updated the appointment and made his way to our new place. I so appreciate this - my dad is not able to walk my dog and Sam was very happy to see David, since we are repeat customers. I so appreciate his thoughtfulness and care. He is also very attentive and responsive.”

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Mary G.
Sitter Profile Image: Joshua R.
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Joshua R.
from
$20
per walk
1 year of experience
East Chicago, IN, 46312

About: I’ve been around dogs since I was a child and owned a few so nothing really intimidates me about any dog or cat. But personally, I do love cats more. They’re just much more my personality. At the moment, I honestly do not have that much time but if I do have an open day, it’ll be on the weekends and I can move things around pretty flexibly Building trust with any living thing takes time and willingness to meet bumps in the road. I’m committed to making sure your pet and your space are well respected and taken care of.

Sitter Profile Image: Melissa M.
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Melissa M.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
• 1 review
5 repeat clients
8 years of experience
Chatham, Chicago, IL, 60619

About: I have up to a eight years of experience taking care of animals. The most known being cats, dogs, birds, and some farmlife. I also have experience in grooming regarding bathing dogs and cats. This is something I am currently working toward furthering my career in. I am currently unemployed, although I am working on getting a job. I care for two cats at home full time as well as the occasional care of my roommate's pet skink. I have a 7 year old and an 8 month old who is sometimes a full-time job himself. I currently live in an apartment so I do not offer care at my home due to my lease not allowing it. However, within the home of my client I try to keep a common eye on the animals, making sure they are fed, have water, and if required the litterbox/bathroom is done whenever they need it.

Sitter Profile Image: Anahi C.
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Anahi C.
from
$15
per walk
4 years of experience
Momence, IL, 60954

About: I've been caring for animals most of my life, from growing up with family dogs to being a dedicated cat owner for the past four years. Caring for pets has taught me the importance of patience, consistency, and giving each animal the love and attention they deserve. Although I'm new to Rover, I'm committed to providing dependable, personalized care and treating every pet like they're part of my own family. I'll always follow your pet's routine, keep you updated with photos, and make sure they feel safe, happy, and loved while you're away. I'm available Monday through Saturday during the morning and afternoon for walks, drop-in visits, and pet sitting. I have a flexible part-time schedule, so I'm happy to work with your pet's routine whenever possible. Sundays are my day off, so I'm unavailable that day. When caring for your pet in your home, I'll follow their normal routine to help them feel comfortable and secure. I'll make sure they have fresh food and water, plenty of playtime, walks (if needed), and lots of love and attention. I'll also keep your home tidy, clean up after your pet, and provide regular photo and text updates so you can have peace of mind while you're away. My goal is to make your pet feel safe, happy, and cared for in the place they know best.

Sitter Profile Image: Bailey S.
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Bailey S.
from
$20
per walk
4.4 out of 5 stars
• 8 reviews
2 repeat clients
7 years of experience
Oak forest, IL, 60452

About: I am a Veterinarian Technician with 7 years experience. I graduated from Fox college Vet Tech Institute and working with animals is my passion. I have experience working with Dogs, Cats, Rodents, Rabbits, Exotics, and Birds. I offer additional care for seniors pets (Ex: taking them on shorter more frequent walks) and pets who have health concerns. (Ex: Giving medications). Book with me and your pet will be in great hands! I am available 7 days a week! I offer Early morning walks, afternoon walks, evening walks, and night time walks. What ever time works for you most likely works for me! I live in an animal friendly apartment! I have a large kennel if your pet prefers to sleep in one. I have a big field of grass behind me for leash walks / play time.

Sitter Profile Image: Samantha S.
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Samantha S.
from
$25
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
30 years of experience
Michigan City, IN, 46360

About: Hello, I'm a big animal lover. Life is always better with furry friends! I have pretty much always had a dog most of my life & always consider them family. I was lucky & got to be there when my former fur baby was born. Her mom let me massage her hips & tummy while in labor. It was her 1st litter & she was awesome!! She let me handle all 9 of the babies after she was done delivering so we could transfer all them to a clean bed & to help rotate at feeding time to ensure they all ate. All 9 survived & were healthy!! I was also a "doula" for my mom's cats pregnancy & she let me massage her tummy & handle her babies right away also. It's a blessing to see & be a part of. I would love to provide a safe and comfortable care for your pet while you are away. I used to have birds, cats, fish, been around reptiles & snakes, turtles, I worked at an eagle rapture center in Alaska which is where I'm from. I have a strong belief to only work in something you love so here I am. :-) Your pet will receive the same love & attention as if they were my own & provide plenty of pictures. Before I became a provider for Rover I used the service a few times myself & was very appreciative when I was given daily updates & pictures & want to provide the same for others. It truly meant a lot to me to get that so I know the importance. -Reliable, Safe, Comfortable w/ all animals -Wellness checks -Doggie daycare in your home-Rover doesn't allow me to add this feature/pricing-please ask for free quote -Pet Sitting -Pet Grooming -Walking/Running/Playtime -Pickup/Drop Off for Appointments -Training -Overnight care -Reiki/Massage for pets -I'm more than happy to help w/ some extra house cleaning (additional) so don't be afraid to ask. Have a lot of flexibility currently so grab your spot I usually book fast between pet care services, house cleaning, care giving job, & wtvr else I decide to dabble in. Customized services to your fur babies needs. Each pet is unique & each visit is different & I'll work with you the best I can.

Sitter Profile Image: Chante S.
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Chante S.
from
$20
per walk
5 years of experience
South Shore, Chicago, IL, 60649

About: I provide dependable, attentive care and treat every dog like family. I’m patient, observant, and make sure each pet feels safe, comfortable, and cared for while their owner is away. I’m experienced with maintaining feeding schedules, walks, playtime, and giving dogs the attention they need to stay relaxed and happy. Pet care fits naturally into my daily routine because I already structure my schedule around being responsible, active, and consistent. I have the flexibility to dedicate time throughout the day for walks, feeding, playtime, bathroom breaks, and giving pets attention and companionship. I enjoy staying active and spending time with animals, so caring for pets feels rewarding rather than stressful. Throughout the week, I make sure pets have a stable routine, plenty of supervision, and a comfortable environment where they can feel safe and relaxed while their owners are away. When caring for pets in my home, I focus on creating a safe, clean, and comfortable environment where they can feel relaxed and cared for. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, bathroom breaks, and any special instructions from the owner. I also make sure pets get plenty of attention, supervision, and exercise throughout the day. When caring for pets in a client’s home, I respect their space and maintain the pet’s usual routine to help them feel comfortable while their owner is away. I make sure they are fed on time, walked, given fresh water, and receive companionship and care. I also provide regular updates and photos so owners can feel confident their pets are in good hands.

Sitter Profile Image: Dominique M.
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Dominique M.
from
$27
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ll treat your fur baby like my own. I’m an animal lover who enjoys hiking, camping, and spending time outdoors. I love learning about animals, cuddling with them, and respecting their unique energy, whether they’re playful or prefer space. Please share your pet’s specific needs so I can give them the best care possible. I’m excited to walk, play, and spend time with your pet, and I’m happy to answer any questions. Talk to you soon!❤️🐾 P.S. I’m also well-known for my ⭐️⭐️⭐️⭐️⭐️ five-star doggie massages—tail wags guaranteed! I work remotely part-time and have a flexible schedule. I’m available mornings, days, evenings, and weekends. Just let me know what works best for you and your fur baby! I live just minutes away from several fenced dog parks, pet stores, and the lake, and I’m also within five minutes of a 24/7 emergency pet hospital. Your fur baby’s safety and well-being will always be my top priority at the park.

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

Dog parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Ashley has been absolutely amazing to work with! She’s reliable, flexible, and has been terrific with both of our dogs. They get genuinely excited when she arrives and happily head out on their walks with her without any hesitation. It’s clear how comfortable they are with her, which gives us tremendous peace of mind. We couldn’t recommend Ashley more highly!

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Bradley W.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Winfield

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Sitters in Winfield average 3
repeat dog walking clients

FAQs for Dog Walking - Winfield

Frequently asked questions about Rover

The average cost of Dog Walking in Winfield is $16 per walk as of November 2026. Most bookings cost between $16 and $20 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 766 sitters on Rover offering Dog Walking across Winfield. 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 Winfield. 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 Winfield 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 Winfield. On Rover:

  • 89% of walkers can help with special care needs
  • 93% 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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