Pet Sitting Winfield

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Winfield, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Eve D.
Verified Enhanced Background Check
Eve D.
from
$17
per visit
2 years of experience
Crown Point, IN, 46307

About: What sets me apart is my deep love for animals and the genuine joy I get from caring for them. I’ve been dog sitting regularly since 2023, and I’ve had the pleasure of caring for a wide range of breeds from high energy huskies and playful small dogs to sweet pit bull mixes. I also adore cats and always make sure they feel just as loved and comfortable. Pet care fits perfectly into my weekly routine! I work full-time at a golf course, but my schedule is very flexible—I either start work in the afternoon or finish early in the day. This allows me to be home and fully present for pets during mornings, evenings, and even overnight. I’m available for overnight stays and truly enjoy them—it gives me more time to bond with pets and helps them feel safe and comfortable in their own home. My flexible schedule means I can stick to their routines, give them plenty of attention, and be there when they need me most. When I am caring for pets in a client’s home, I make sure to stay consistent with their routine. I follow all feeding schedules, provide fresh water, take dogs on walks or potty breaks as needed, and ensure they get plenty of playtime and affection. I always keep the home clean and tidy out of respect for the client. If I’m staying overnight, I make sure the pets aren’t left alone for long periods and get lots of attention, comfort, and companionship. Their happiness and well-being are always my top priorities.

Sitter Profile Image: Mandy B.
Verified Enhanced Background Check
Mandy B.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 112 reviews
31 repeat clients
20 years of experience
CROWN POINT, IN, 46307

“Mandy is amazing!! Our dog can be a little anxious to the point that being boarded is no longer an option. We were nervous on how he would handle drop ins when we went on vacation and it was a night and day difference. He had the absolute best time with Mandy and was so relaxed when we returned! She was so kind, followed our instructions, and took care of our boy and our house like it was her own. We cannot recommend her enough!”

Profile image
Andrew M.
Sitter Profile Image: April Y.
Verified Enhanced Background Check
April Y.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 62 reviews
17 repeat clients
15 years of experience
Merrillville, IN, 46410

“April was amazing with Zoë! She provided updates throughout the day and Zoë had an amazing time. I look forward to working with April again in the future.”

Profile image
Lindsay B.
Sitter Profile Image: Emma P.
Verified Enhanced Background Check
Emma P.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
1 year of experience
Crown Point, IN, 46307

About: I have been around animals for as long as I can remember! I am comfortable around all dogs and am happy to adapt and learn how to best take care of your pets. When I come to walk, take care of, or play with your dog, I will dedicate my time to loving them! I have a dog of my own - an adorable mini Bernie doodle. I am currently at home in the off season as a professional soccer player. I am flexible with times and can accept last minute bookings. I absolutely love dogs, and would love to take care of your fur babies in any way! I am currently in the off season of playing professional soccer, so I can be very flexible with times. I can be available most every day before 5 pm. I have a lot of experience caring for very active pets. I can take your dogs for very long walks around the neighborhood or in dog parks.

Sitter Profile Image: Briana M.
Verified Enhanced Background Check
Briana M.
from
$20
per visit
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: Crystal L.
Verified Enhanced Background Check
Crystal L.
from
$29
per visit
5.0 out of 5 stars
• 37 reviews
11 repeat clients
39 years of experience
Crown Point, IN, 46307

“Crystal was great! Took amazing care of my little Sasha while we were on a trip. We have worked with Crystal before and are super happy with the care she provides. She will take great care of your pets. Thank you for being a wonderful sitter for Sasha!”

Profile image
John P.
Sitter Profile Image: Emaretta H.
Verified Enhanced Background Check
Emaretta H.
from
$25
per visit
5 years of experience
Crown Point, IN, 46307

About: I’m an adult who is passionate about providing dependable, loving care for animals of all ages while their owners are away. I’m especially comfortable with senior pets who may need extra patience, attention, slower walks, medication routines, or simply more companionship. I respect each pet’s individual personality and routine and want owners to feel completely comfortable knowing their animals and home are in caring, responsible hands. My pet-care schedule is flexible and built around my clients’ needs. I intentionally plan my week around bookings, allowing me to accommodate daytime visits, walks, overnight stays, weekends, and extended care. I enjoy making pet care a priority rather than trying to squeeze it into a busy schedule. I provide care in your pet’s own home, where they can stay comfortable with their familiar surroundings and routine. I carefully follow feeding, walking, medication, and household instructions and give each pet the individual attention they need. I’m respectful of both your pets and your home, with communication and updates while you’re away.

Sitter Profile Image: Vanessa S.
Verified Enhanced Background Check
Vanessa S.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
22 years of experience
Crown Point, IN, 46307

“Vanessa was great! Thanks so much for your help!”

Profile image
Jordan G.
Sitter Profile Image: Heather O.
Verified Enhanced Background Check
Heather O.
from
$23
per visit
5.0 out of 5 stars
• 20 reviews
8 repeat clients
10 years of experience
Cedar Lake, IN, 46303

“We had a wonderful experience with our dog sitter Heather while we were away on vacation. She took excellent care of our dog and gave us peace of mind knowing our pet was in such capable and caring hands. We especially appreciated the thoughtful photo updates she sent, which made us smile and helped us feel connected while we were away. It was clear she genuinely cared about our dog's happiness and well-being during each visit. We would gladly recommend her to anyone looking for a reliable, compassionate, and trustworthy pet sitter.”

Profile image
Shelley H.
Sitter Profile Image: Alicia L.
Verified Background Check
Alicia L.
from
$30
per visit
4.9 out of 5 stars
• 55 reviews
24 repeat clients
18 years of experience
Crown Point, IN, 46307

“Ashley always does well with Gianna! She is always so happy and content when we get home and she keeps my house in order too! Thank you for all your help!”

Profile image
Amy R.
Sitter Profile Image: Najah L.
Verified Background Check
Najah L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 32 reviews
12 repeat clients
10 years of experience
Merrillville, IN, 46410

“Najah was great! Very attentive to my pets and very communicative! Went above and beyond.”

Profile image
Rachel P.
Sitter Profile Image: Antonia R.
Verified Background Check
Antonia R.
from
$28
per visit
16 years of experience
Crown Point, IN, 46307

About: 🐾 Professional Dog Walker & Trainer | 14+ Years Animal Experience Hi! I’m Antonia, and animals have been my passion for as long as I can remember. I’ve been working with animals since I was 10 years old, and that passion has grown into 14+ years of hands-on experience in veterinary medicine and animal care. I’m a compassionate, responsible, outgoing, and dependable person who truly believes every dog deserves patience, understanding, exercise, structure, and lots of love. I don’t just see your dog as a client — I treat every dog I work with like family. ❤️ 🐶 Dog Training Experience I have 3+ years of hands-on dog training experience and have worked with dogs with a variety of personalities, energy levels, and behavioral challenges. I have experience working on: * Basic obedience and manners * Leash training and loose-leash walking * Puppy training * Socialization * Jumping, pulling, and unwanted behaviors * Reactivity * Fear and confidence building * Behavior challenges and aggression I’m also continuing my education to become a professional dog trainer, because I truly love learning about canine behavior and finding ways to help dogs and their owners build a better relationship. My approach is centered around patience, consistency, communication, and positive reinforcement. Every dog is different, so I take the time to understand what works best for each individual dog. 🦮 Dog Walking I have 11+ years of experience walking and caring for dogs, along with my extensive veterinary background. I understand that a walk is about more than simply getting your dog from point A to point B. I want your dog to come home feeling happy, exercised, mentally stimulated, and confident. Whether your pup needs a structured walk, extra exercise, help with leash manners, or simply some one-on-one attention during the day, I’m here to help! I currently work from home, which gives me a very flexible schedule and allows me to dedicate plenty of time to dog walking and training throughout the day. ❤️ Why Choose Me? With my background in veterinary medicine, animal behavior, dog training, and years of hands-on experience, I’m comfortable working with dogs of many different ages, breeds, energy levels, and personalities. Most importantly, I genuinely LOVE what I do. Your dog’s safety and happiness are my top priorities, and I want you to feel completely comfortable knowing your dog is in experienced and caring hands. I can’t wait to meet you and your pup! 🐾 Please feel free to reach out with any questions. I’d love to learn about your dog, their personality, their routine, and what you’re hoping to accomplish through walking or training! I work from home so i have tons of time during the day to go for dog walks or drop in visits and give cuddles and love. I constantly giving my dogs & cats love and talking to them if they are a real person. I get on the floor and play with toys, ball, any kind of stimulation.

Sitter Profile Image: Ruth P.
Verified Enhanced Background Check
Ruth P.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Crown Point, IN, 46307

About: Hi, I’m Ruth & thanks for checking out my profile! ​If you’re looking for someone who will care for your pets with the same love and attention they're used to then you’ve come to the right place. Having previously hosted dogs in my home, my goal has always been to provide a true “home away from home” experience. Now, I bring that exact same touch right to your doorstep through drop ins and dog walks. My kids are now school age, so I have open availability during school hours for mid day walks and drop in visits! I can easily fit your babies routine into my daily schedule for reliable care while you are at work or away. I prioritize pet safety and peace of mind by following your home's rules and care instructions. During drop ins and walks, I keep dogs securely leashed, double check that doors and gates are locked and make sure fresh water is always available. I pay close attention to pet body language to ensure they are comfortable and happy throughout my visit.

Sitter Profile Image: Nicole S.
Verified Enhanced Background Check
Nicole S.
from
$32
per visit
1 repeat client
30 years of experience
Crown Point, IN, 46307

About: Special Education Teacher with a love of animals. Patient, kind, understanding, flexible. Originally from Chicago, from cats, to squirrels, to dogs, to hummingbirds, to bunnies, to bearded dragons, I have the heart for sending animals in need to a rescue center, and/or homing. Animals deserve love and care, no matter their personality. I strive to respect you as a pet parent and your baby, following owner directions and askings. Just like my students, I treat every animal as if they are my own. Safety is my top priority, as well as communication and transparency. Currently open for the Thanksgiving week and weekend because of being a teacher. After Dec 1 I will be available before 6:30am, evenings, and weekends. I have a degree in general and special education and am very patient with animals and like to know everything the owner can tell me, and respect the animal. Having an antisocial pet with trauma, I respect her and love her as much as my others because she deserves it. I am very careful and take care of animals as if they were my own, just like I do with the children in my classroom.

Sitter Profile Image: Timothy G.
Verified Enhanced Background Check
Timothy G.
from
$17
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
3 years of experience
Valparaiso, IN, 46385

“Timothy is very prompt, patient, and thorough with his drop in visits. Showed up on time and made sure to hit all his items on the punch list I gave him. My dog can be very excitable and he was very patient with her. I was very worried about leaving my babygirl with a stranger and he put all my worries at ease. I will definitely be using Timothy in the future.”

Profile image
Jacob S.
Sitter Profile Image: Jenna B.
Verified Enhanced Background Check
Jenna B.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
1 repeat client
2 years of experience
Schererville, IN, 46375

“Another great job by Jenna. Gave us peace of mind while we were out of town to know our pups would be in good hands.”

Profile image
Jean C.
Sitter Profile Image: Savannah W.
Verified Enhanced Background Check
Savannah W.
from
$20
per visit
5.0 out of 5 stars
• 19 reviews
6 repeat clients
10 years of experience
Portage, IN, 46368

“She was extremely kind and patient with the dogs! Our dog had a few accidents but she was super nice and understanding and cleaned it up for us! We would recommend her!”

Profile image
Sarah & McGwire A.
Sitter Profile Image: Ashley B.
Verified Enhanced Background Check
Ashley B.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Schererville, IN, 46375

“Ashley was took great care of my cat and followed the care instructions the weekend that she watched him.”

Profile image
Jane G.
Sitter Profile Image: Madison B.
Verified Enhanced Background Check
Madison B.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
St. John, IN, 46373

About: I’ve taken care of dogs and cats since I was a kid. I have house sat for at least three different people and took care of their pets! I’ve worked with senior dogs and puppies. I also have a part time job at a pet store so I have a decent amount of knowledge on pets and am more than happy to get things from the store for you! I have also administered medicine to a dog with health issues so I am comfortable administering medicine. I work part-time at a pet store! But I have time in between these things to drop in on pets and walk them, play with them, and even feed them. I’m happy to do whatever needs to be done’ My cat is older so she doesn’t play much anymore, but I’ve played with lots of kitties before. I’ve also played with dogs, big and small. My old home had a fenced in yard that I used to play with the dogs in. I no longer have that, but I love taking my own dog on long walks to burn off some of that energy!

Sitter Profile Image: Sabrina A.
Verified Enhanced Background Check
Sabrina A.
from
$60
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Merrillville, IN, 46307

“We were very pleased with how Sabrina showed great patience with our pets. She communicated very well throughout the entire visit 👏 with text and pictures. Thanks Sabrina 😊. We hope you will be available in the near future because of your professionalism.”

Profile image
keithcheeks@yahoo.com
1 / 1
View more

Pet parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Margaret was able to help us very last minute. She was wonderful and the pups absolutely loved her. Will definitely be reaching out to her again.

Profile image
Allison M.
Drop-In Visits
5.0 out of 5 stars

Veronica is amazing with my shepherd mix. She communicates quickly and well, and we've never had any issues! She's the first person we reach out to when needing drop in visits and we will continue to use her for our Luna girl!

Profile image
stephanie p.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet sitting - Winfield

Select a filter and find qualifying sitters offering pet sitting.

FAQs for Pet Sitting - Winfield

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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 .

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters 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 sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge