Pet Sitting Winfield

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

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Over 145
pet parents in Winfield have booked pet sitting

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: Victoria J.
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Victoria J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 78 reviews
39 repeat clients
15 years of experience
Wheaton, IL, 60189

“Victoria is wonderful! She did a great job feeding and letting our dogs out. She also spent some time with them while we were away. Highly recommend her!!”

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M F.
Sitter Profile Image: Paula K.
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Paula K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 75 reviews
18 repeat clients
10 years of experience
West Chicago, IL, 60185

“Paula was great with our 2 pups. She did a meet and greet beforehand which was so nice! She was fantastic with them and brought over games to help engage them during her visits. The picture and notes after each visit were detailed and made us feel better about leaving our pups home knowing they were well taken care of.”

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Karlie H.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$25
per visit
5.0 out of 5 stars
• 129 reviews
30 repeat clients
25 years of experience
Wheaton, IL, 60189

“First time using rover for drop in visits and was a bit anxious to have someone in my apartment, but everything went perfectly. I got photos of my kitty playing every day and came home to her having full food and water + key where discussed.”

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Lauren S.
Sitter Profile Image: Dayna C.
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Dayna C.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 547 reviews
105 repeat clients
20 years of experience
Glen Ellyn, IL, 60137

“Dana was so great with my kitty who loves and needs attention. She got some outdoor time to out her little feet in the grass and lots of cuddles and belly rubs. Would definitely recommend Dana and will absolutely use her again!!”

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Margarette L.
Sitter Profile Image: Amie S.
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Amie S.
from
$17
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
WARRENVILLE, IL, 60555

“This is our first time using Amie. She was AWESOME! She watched our cats, stopping by twice a day for a week. She was diligent about food and water, cleaning litter boxes, and sending photos. More importantly, she took the time to visit and play with Artie (Bert hides). She got on the floor and talked to Artie. She's got my vote. HIGHLY RECOMMENDED.”

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David K.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
Wheaton, IL, 60187

“Emma made it super easy to book and arrived on time and sent photos after the visit! Would definitely book again!”

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Kristy H.
Sitter Profile Image: Mariana Q.
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Mariana Q.
from
$18
per visit
10 years of experience
Wheaton, IL, 60189

About: I've been around dogs my whole life and currently care for two of my own with ongoing health needs: one with hip dysplasia, who needs walks with breaks, physical therapy, and swimming sessions, and one with IBD, who needs a strict diet and daily medication. I'm comfortable giving medication, managing special diets, and following care instructions exactly as given. I also spent a year pet-sitting a neighbor's puppy and cat, including daily visits and boarding. I'm a parent to a toddler and available every weekday morning, roughly 8:30am to 12pm, for visits and walks. Caring for pets is part of my daily rhythm already, so your pet gets my full attention during our time together, not a rushed in-between. I follow each pet's routine and instructions closely, whether that's medication, a specific diet, or a particular walking pace. I'm attentive to small changes in behavior or appetite, since I manage similar things with my own dogs at home. I send photo updates during visits so you always know how things went.

Sitter Profile Image: Katharine B.
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Katharine B.
from
$18
per visit
5.0 out of 5 stars
• 21 reviews
12 repeat clients
20 years of experience
Glen Ellyn, IL, 60137

“My 3 dogs loved her. She was very prompt in replying to my inquiries. Prompt in scheduling. I will be using her services again! Two thumbs up. ”

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Michelle H.
Sitter Profile Image: Corrine B.
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Corrine B.
from
$24
per visit
5.0 out of 5 stars
• 31 reviews
10 repeat clients
11 years of experience
Wheaton, IL, 60187

“Corrine did a great job watching over my kitty while I was gone! She usually doesn’t come out for many people but she fine the whole time! Would definitely have her again for other trips!”

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Lauren
Sitter Profile Image: Leah E.
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Leah E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
10 years of experience
Bloomingdale, IL, 60108

“Thank you Leah!”

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Robert D.
Sitter Profile Image: Mei Li K.
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Mei Li K.
from
$17
per visit
5.0 out of 5 stars
• 13 reviews
7 repeat clients
5 years of experience
Naperville, IL, 60563

“Mei Li is a great pet sitter! She loves taking care of our dogs & is on time, responsible & trustworthy. We will continue to use her services whenever possible. Highly recommended!”

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Vasant R.
Sitter Profile Image: David & Susan A.
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David & Susan A.
from
$18
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
50 years of experience
Glen Ellyn, IL, 60137

“David and Susan were so so wonderful and kind! They took care of our cat and spent time with him. They were very helpful!”

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rukmini m.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 136 reviews
29 repeat clients
4 years of experience
Lombard, IL, 60148

“Ashely ways goes way above and beyond to care for my cat and home! Sweeping up litter, watering my plants. I always so appreciate her kindness help and my cat really likes her too.”

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Elizabeth Anne P.
Sitter Profile Image: R A.
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R A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Batavia, IL, 60510

About: I started dog sittng in college for my professors and quickly grew to love it. I've gained experience walking, feeding, and caring for dogs, and I bring these skills to my own pets as well. I'm excited to provide the same care and attention to your dog while you're away. I work from home, so my schedule is flexible and I can accomodate your need. I also offer pickup and drop-off services for a small fee. I have a fenced yard providing a secured space for your dog to play and relax. I also have a senior male Australian Shedperd who loves to play with other dogs, so your pet will have a friendly companion during the stay.

Sitter Profile Image: Olivia H.
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Olivia H.
from
$19
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
9 years of experience
Winfield, IL, 60190

About: I’m a very active sitter, I love to walk, drive, waltz and run. I may also do a hand-drawn portrait of your dog, in addition to making sure they are very well taken care of. c: I love big dogs and lil angels. Afternoon walks, early and late morning strolls, dinner and late night walks are my peak times. A lot of peaks in the day. Weekends are for the birds though. If in your home, I will make sure they stay in the zone you’d like, are well fed and get plenty of outside time. I used to have a dog with allergies so I will make sure they get any medications if needed. In my home as well, we have three very loving people, big open spaces, a nice neighborhood to play.

Sitter Profile Image: Sofia R.
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Sofia R.
from
$16
per visit
4.0 out of 5 stars
• 2 reviews
1 year of experience
Naperville, IL, 60540

About: As far as I remember myself, I always had a cat in my house. From childhood I wanted to become a veterinarian and although I’ve gotten a different degree, my passion for animals never went away. I have a cat of my own, have work experience from a dog and cat daycare center, and experience from volunteering in Humane Society, so I know what kind of a care a pet deserves. Additionally, I took safety training at the pet daycare center, which thought me how to handle myself with cats and dogs in the best way. I am working part-time and have most days available for taking care of your pets! Usually I’m available every day in early mornings and after 5 pm, and any time on Fridays and weekends For boarding, I have a spacious home with a fenced backyard if you desire your cats to take a stroll and I know how to safely take you dog on a walk!

Sitter Profile Image: Leslie P.
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Leslie P.
from
$14
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
30 years of experience
Geneva, IL, 60134

“Leslie took great care of my cats! She gave me thorough updates and asked questions when needed, and made good inroads befriending the cats (even my super-shy one). I appreciate you, Leslie!!”

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Amy N.
Sitter Profile Image: Valerie M.
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Valerie M.
from
$25
per visit
5.0 out of 5 stars
• 91 reviews
37 repeat clients
11 years of experience
Aurora, IL, 60502

“Valerie did a great job for us while we were out of town for five days. Our dog, cat, fish, and house were well taken care of. We enjoyed being notified via the app when Valerie started and ended her visits. Her added photos and videos of our animals provided us assurance all was well and were fun to see. We provided Valerie with detailed care directions for our dog, cat, fish, and house needs. It was great to see those directions being put into action via Valerie's photos and videos. Thank you, Valerie, for taking care of our pet family members and home while we were traveling. We greatly appreciate your efforts.”

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Denise B.
Sitter Profile Image: Lewis D.
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Lewis D.
from
$14
per visit
10 years of experience
Naperville, IL, 60563

About: My family raised Rottweilers growing up at a young age. I eventually had my own American bulldog during college and frequently watch my friend's English Mastiff. I have a unique schedule in which I typically only work every third day, so days off I am more than able to take care of your dog! From long walks to all the cuddles, let me make sure your furry friend is taken care of! I work every third day for 24 hours, so on my days off I am more than able to help pet sit or walk your dog throughout the entire time I am off. I am typically available even on short notice as long as it is a day I am not scheduled to work. I have a large townhouse with plenty of nearby walking trails and forest preserves, as well as a very large sectional for cuddles! Whatever your pet prefers, I can accommodate. From playing with their toys to getting extra treats, your dog will be loved just as if they were my own.

Sitter Profile Image: Kathryn L.
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Kathryn L.
from
$30
per visit
5.0 out of 5 stars
• 16 reviews
8 repeat clients
3 years of experience
Naperville, IL, 60563

“Absolutely thrilled with Katies care for my cats. She spent extra time then expected, she went above and beyond doing things she didn’t even need to, she took the best pictures of my pets and her comments she left about the visit was well thought out and gave me a good chuckle. I have used several other Rover sitters and she is my favorite! I highly recommend her!”

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Molly G.
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The median cost per visit for pet sitting in Winfield is $20

Pet parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Sam is the best!! So kind and attentive to the cats. Helping fix whatever the cats messed up while we were gone. Our go to pet sitter!

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Kate P.
Drop-In Visits
5.0 out of 5 stars

Gavin was extremely professional. He handled my request for a drop-in service despite it being last minute. I enjoyed the photos he took of them during the visit, they looked very content and happy to have Gavin take care of them. Thank you very much Gavin!

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Adriane A.
Drop-In Visits
5.0 out of 5 stars

Being new to Rover, I have been reserved in beginning. Anna has been very helpful in supporting me as I begin using the service. She stopped by for a few moments just so I could meet her and calm my anxiety.

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Mary D.
Drop-In Visits
5.0 out of 5 stars

Thank you Heather for looking after our cat again! It's so reassuring knowing she's in safe hands. I recommend Heather 100% to anyone that is looking for a genuine animal lover who really understands and cares for their needs.

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Emma R.
Drop-In Visits
5.0 out of 5 stars

Sarah did a wonderful job! She made three scheduled visits, checked in with us each time, and all five kitties came out to see her, which is a miracle. She has that intuitive connection to the cats. Plus, we really enjoyed seeing the pictures she saved for us.

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Laurel I.
Drop-In Visits
5.0 out of 5 stars

Grace is great. Nova loves her, she sends great pictures and updates and house always picked up after overnight visits! Extremely trustworthy!

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Jill B.
Drop-In Visits
5.0 out of 5 stars

Cristina is absolutely wonderful! She took great care of my baby Nahla, I hope to be able to use her again soon - she’s so calm, kind and responsive! So grateful for her!

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Natalie W.
Drop-In Visits
5.0 out of 5 stars

She was wonderful with Marlowe and made me feel completely comfortable leaving her for the first time. She was reliable, kind, and clearly great with dogs. She also drove to my home and spent two full hours with Marlowe, which I really appreciated. I would absolutely book her again.

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Renee D.
Drop-In Visits
5.0 out of 5 stars

This is our first time using Amie. She was AWESOME! She watched our cats, stopping by twice a day for a week. She was diligent about food and water, cleaning litter boxes, and sending photos. More importantly, she took the time to visit and play with Artie (Bert hides). She got on the floor and talked to Artie. She's got my vote. HIGHLY RECOMMENDED.

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David K.
Drop-In Visits
5.0 out of 5 stars

Vivian took perfect care of our little girl. We will be excited to book with Vivian again next time we travel or need to get Bella an extra walk.

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Jonathan S.
Drop-In Visits
5.0 out of 5 stars

First time using rover for drop in visits and was a bit anxious to have someone in my apartment, but everything went perfectly. I got photos of my kitty playing every day and came home to her having full food and water + key where discussed.

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Lauren S.
Drop-In Visits
5.0 out of 5 stars

Barbara was phenomenal! She took great care of our 2 kitties. She left fun and thorough messages that created a wonderful experience. She followed our directions and gave us terrific peace of mind. Our kitties were very happy to have a such a wonderful new friend. I hope we can book Barbara again!

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Elizabeth H.
Drop-In Visits
5.0 out of 5 stars

Always so flexible and responsive to our elderly dogs needs! Would highly recommend Claira to anyone!

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Sonya B.
Drop-In Visits
5.0 out of 5 stars

Paula is SO sweet with our elderly dog, and leaves very detailed reports that give us so much peace of mind when we are away! Thank you Paula!

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Sonya B.
Drop-In Visits
5.0 out of 5 stars

Kathryn was such a wonderful sitter for my dog. She was punctual and very thoughtful of my dog needs. My dog had such a great time with her. She sent me so many cute pics and videos of their time together. I was so happy she was able to take care of him and that she made him feel loved as I was away. Thank you so much! I’ll definitely will contact again!

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Leslie R.
Drop-In Visits
5.0 out of 5 stars

Bella helped us with two drop in visits when we were gone for the day, and she took great care of our three dogs! She was punctual and communicated well. We’ll be booking with Bella again.

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Jennifer L.
Drop-In Visits
5.0 out of 5 stars

Thank you, Victoria! I really appreciate your caring Rover Cards, prompt check-ins, and communication. So glad you could take care of Buddy.

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Dan P.
Drop-In Visits
5.0 out of 5 stars

Thanks, Donna!! I know this was short notice! Thanks for being a great help with the dogs and a kind neighbor! Blessings to you!

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Pamela R.
Drop-In Visits
5.0 out of 5 stars

Thank you so much, Andrea. Rosie was well cared for and loved her daily walks. You really helped us out. ❤️

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Ellen B.
Drop-In Visits
5.0 out of 5 stars

Jeni G was great with my two cats Ash and Button. I was out of town for 8 days and she sent me photos 2x a day of my kitties which always made me smile. I have nothing but good things to say about the cat sitting services she provided. It's comforting to know my cats are in good care while I'm gone. I'll definitely request Jeni in the future. Thanks Jeni!

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Christopher M.
Drop-In Visits
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • 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.

How to book pet sitting

  1. 1. Search

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

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Popular requests for pet sitting - Winfield

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Sitters in Winfield average 7
repeat pet sitting clients

FAQs for Pet Sitting - Winfield

Frequently asked questions about Rover

The average cost of Pet Sitting in Winfield is $28 per visit as of November 2026. Most bookings cost between $17 and $48 per visit. On Rover, sitters 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 12,999 sitters on Rover offering Pet Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.

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 with handling special pet needs in Winfield. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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 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.

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