House Sitting Winfield

Find a loving house sitter to watch over your pets and your home.

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Over 2
pet parents in Winfield have booked house sitting

Winfield, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Charity D.
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Charity D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
O'Fallon, MO, 63368

Charity was fantastic! She was very communicative, kept us updated throughout our time away, and took great care of our dog. We would happily book with her again.

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Brittany M.
Sitter Profile Image: Kyle C.
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Kyle C.
from
$30
per night
4.5 out of 5 stars
5 reviews
2 repeat clients
35 years of experience
Troy, MO, 63379

Kyle was exactly the type of sitter we were looking for. We found him so personable, friendly and loved our puppies. He did an excellent job and will use him again. This was our first time using River and we were thrilled with this service. Of course Kyle made it a great experience for us and the puppies.

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Jeannie K.
Sitter Profile Image: Maria S.
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Maria S.
from
$40
per night
4.5 out of 5 stars
4 reviews
1 repeat client
5 years of experience
O'Fallon, MO, 63366

Maria did a great job taking care of Charlie. She also made sure the house was exactly like we left it. The only glitch was a problem with her schedule that delayed her initial arrival. I would definitely use Maria again.

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Diana C.
Sitter Profile Image: Kailynn S.
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Kailynn S.
from
$35
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
St. Peters, MO, 63376

Kailynn has been wonderful! She has watched my pup twice now and would gladly book her again!

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Amanda M.
Sitter Profile Image: Kacy P.
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Kacy P.
Star Sitter
from
$95
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
28 years of experience
Wentzville, MO, 63385

Kacy is amazing! She followed all our lengthy directions to a T. She kept us well informed about how our girl was doing. She made sure that our girl had multiple walks a day. She kept a perfect schedule. Our home was perfectly clean. Would highly recommend!

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Lea & Brandon M.
Sitter Profile Image: Mara & Lydia B.
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Mara & Lydia B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
13 repeat clients
50 years of experience
Troy, MO, 63379

Mara did a fantastic job with all our animals while we were away in our 6 day vacation! She house sat with them for the full time and kept them from being lonely and sad. Everyone was well taking care of and the house looked as good if not better than it did when we left. We got daily pictures of everyone and many updates throughout the day. We will definitely use Mara again in the future!

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Angels B.
Sitter Profile Image: Makenzey N.
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Makenzey N.
from
$27
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
2 years of experience
Moscow mills, MO, 63362

Makenzey was nothing short of amazing! She stayed with my girls, she cuddled them as if they were her own. She sent pictures and updates every day that let me know my girls were happy and comfortable with her. She left the house spotless as well. We will definitely call on her again! 5+ ⭐️

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Hope Z.
Sitter Profile Image: Marissa B.
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Marissa B.
Star Sitter
from
$95
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Wentzville, MO, 63385

This was my first time using Rover for dog sitting. Marissa did such a good job taking care of Jovi! I can't express how grateful I am for her care while I was out of town and the updates of Jovi throughout the day. So thankful for Marissa!

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Amy S.
Sitter Profile Image: Alex F.
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Alex F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
154 reviews
47 repeat clients
25 years of experience
Saint Louis, MO, 63114

Alex was super communicative, left our house as we left it, and was VERY caring w our pets. Usually our dog has big anxiety and depression when we leave but we came home to a happy and well taken care of boy! Cannot recommend enough and will be booking other dates w them in the future!

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Kayla H.
Sitter Profile Image: Sydney N.
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Sydney N.
from
$50
per night
5.0 out of 5 stars
4 reviews
5 years of experience
weldon spring, MO, 63304

Sweet and kind to our pups, respectful of our home and patient with our anxiety about leaving our pups. Super nice person who asked great questions about caring for our girls. We will definitely reach out to her again when needed to ask if she is willing/able to work with us. ❤️

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Samantha R.
Sitter Profile Image: Latasha A.
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Latasha A.
Star Sitter
from
$37
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
20 years of experience
University City, MO, 63130

Latasha was wonderful! She took excellent care of my baby and really went above and beyond. She was so great with my girl and it was so reassuring to leave my dog in her care. Book her now, you won't regret it.

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Dyana W.
Sitter Profile Image: Brandon J.
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Brandon J.
from
$30
per night
3 years of experience
Wentzville, MO, 63385

About: I'm experienced in what to do in medical emergencies I have had that happen once I am a huge pet lover and I am friends with a veterinarian. Currently I only try to watch on my days off if somebody needs a sitter for longer however we could work something out I'm a huge pet lover and I live on three acres. This will depend on client some clients are okay with pets paying left out at night some clients prefer their pets be put in crate at night I will honor the rules of the client.

Sitter Profile Image: Ruth J.
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Ruth J.
from
$70
per night
5.0 out of 5 stars
81 reviews
28 repeat clients
15 years of experience
St peters, MO, 63376

We appreciate everything you did Ruth! Great communication, reliable, went beyond our expectations. Our trip would not have been the same if we didn't have you watching our pets and home. Highly recommend!!

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Jennifer S.
Sitter Profile Image: marie c.
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marie c.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
O'Fallon, MO, 63366

Marie was such a fantastic cat sitter for my two cats, they absolutely loved her! They were so content when I got home, I know she took great care of them. She sent me so many pictures of them too which I greatly appreciated. I can’t thank her enough for catsitting for me and will no doubt ask her back anytime!!

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Jenny P.
Sitter Profile Image: Emily B.
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Emily B.
from
$25
per night
8 years of experience
O'Fallon, MO, 63366

About: Hi! I'm an experienced and dependable pet sitter with over 8 years of pet and house-sitting experience caring for dogs of all ages, sizes, and personalities. I also spent one year working at a boarding facility, where I gained hands-on experience caring for multiple pets in a professional setting and learned the importance of maintaining routines, providing enrichment, and recognizing signs that a pet may need extra attention. As a pet owner myself, I understand that every animal has unique needs. My 7-year-old Labrador is diabetic, so I'm comfortable administering medications, including oral medications and insulin injections. Whether your pet needs extra medical care, a consistent routine, or just lots of love and attention, I'm happy to provide compassionate, reliable care. During the week, I'm available for drop-in visits, dog walks, and overnight house sitting. My weekends are typically booked, so my availability is primarily Monday through Thursday! My goal is to make sure your pets feel safe, comfortable, and loved while you're away, while giving you peace of mind through dependable communication and attentive care. I look forward to meeting you and your furry family members! I am currently in school and work full-time at a hospital Friday-Sunday. Due to my restrictions on the weekends, my primary availability is during the week. I am available for drop-ins or house sitting during the week and can accept last minute bookings. When in your home, I would love to take your fur babies for walks, dog parks, anything you already do with them to make them the most comfortable! I also love to send updates throughout the time I spend with your pets, so expect some cute photos!

Sitter Profile Image: Billie G.
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Billie G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
15 years of experience
Saint Charles, MO, 63301

Billie was awesome! She went above and beyond to make sure Deuce was happy and had lots of attention. The house was picked up when we got home and she even made sure to grab our Mail and put it on the kitchen table. Billie did more than we asked her to. She even trimmed his nails! I can honestly say that Deuce is hoping we travel again soon so he can have his new friend watch him again. If you are in need of a sitter, I highly recommend Billie.

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Jaclyn F.
Sitter Profile Image: Rose R.
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Rose R.
from
$65
per night
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
O'Fallon, MO, 63366

About: I am here to help whether it's walking you're dog while your at work or keeping it company while you travel. I will treat it like my own! I am here to help with your companion while you enjoy your lifestyle. I have been providing cats and dog services for five years. In addition to having dogs, cats, kitties, and puppies of my own. I have had hunting dogs, racing dogs, and lap dogs in the past. I understand how much they mean to you and will follow any special instructions to give your fur baby the best care possible. You will not have to worry about if they are getting cared for and can check in at anytime to get reports or check on them.

Sitter Profile Image: emma m.
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emma m.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
O'Fallon, MO, 63368

About: I've taken care of a multitude of different dogs since I was 13-14. Neighbors, friends, family have relied on me to take care of their fur babies. I feed, walk, bathe, and nourish their pets as if they were my own. I'm currently in school still right now but I have plenty of time on the weekends and after 3pm during the week. Once the summer picks up I will be more available I come with a positive attitude ready to take care of your pets as if they were mine. I find joy in the outdoors so taking your animals out to get some fresh air is no problem.

Sitter Profile Image: Nyah G.
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Nyah G.
from
$26
per night
5.0 out of 5 stars
2 reviews
12 years of experience
Lake St. Louis, MO, 63367

About: Hi there! I’m a lifelong dog lover who’s never known life without a furry best friend by my side. I’ve cared for pups of every size from tiny Pomeranians you can carry in one arm to giant Great Danes that think they’re lap dogs! I grew up on a farm surrounded by six dogs of all different breeds, so I know how to handle big packs, big energy, and big personalities. Dogs are truly my happy place. Whether your pup is a playful ball of zoomies, a gentle giant, or a sweet cuddle buddy, I’ll make sure they feel safe, loved, and entertained while you’re away. Long walks, belly rubs, playtime in the yard, or just lots of cozy snuggles I do it all, and I do it with a smile! 🐾 Monday, Tuesday, Thursday, Friday, Saturday: Available after 4 PM 🐾 Wednesday & Sunday: Fully available all day! 🐾 Flexible for early mornings, evenings, and weekends just ask! I work part-time from 8 AM to 4 PM on weekdays (except Wednesday), but I’m happy to work around your schedule to give your pets the love and care they need. Ensuring the safety and well-being of your pets is my utmost priority. While I do not provide boarding services at my residence, I am fully committed to delivering attentive and professional care within your home. Whether through dog walking, pet visits, or check-ins, I adhere strictly to your instructions and maintain a calm, secure environment to ensure your pets feel comfortable and cared for in your absence. You can have full confidence that your beloved animals will be treated with the highest level of respect and dedication.

Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$27
per night
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
St Charles, MO, 63303

Excellent pup babysitter! This was my first time using Rover and was very nervous about leaving my pup. Rebecca came early to meet Bianca and by the time I left to go out, I was no longer worried. I will definitely use Rebecca again!!!!

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Amu T.
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The median cost per night for house sitting in Winfield is $45

Pet parents share their Rover experiences - Winfield

1 / 1
5.0 out of 5 stars

Abbigail was great with our cats! She ensured they had water and food and clean boxes. She gave my cat medication in her food while we were gone, attention and brushes as she wanted and my boyfriend’s cat wet food, pets and play-time as he desired and sent us pictures updating us. My cat was also having some constipation issues so she was monitoring symptoms and giving me updates each time she visited. I would definitely reach out again in the future. It was exactly what we wanted while we were gone!

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Leah H.
House Sitting
5.0 out of 5 stars

Unfortunately, we wound up not needing Abbi for the 14th, but I have every confidence that she would have been a stellar companion for Tootsie.

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Elizabeth (Beth) H.
House Sitting
5.0 out of 5 stars

Abbigail was the best. She treated Layla like her own. She took the time to get to know Layla and asked important questions. You can tell Abbigail cared and wanted to make sure Layla had the best care. She has experience with pets who take medicine and have some quirks. My dog Layla has anxiety and Abbigail was the best with her. Abbigail is thoughtful and caring. I will 100% have Abbigail watch Layla again.

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Taira M.
House Sitting
1 / 1
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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 house sitting
  2. 2. Meet In Person

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

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Popular requests for house sitting - Winfield

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winfield average 4
repeat house sitting clients

FAQs for House Sitting - Winfield

Frequently asked questions about Rover

As of August 2026, there are 639 sitters on Rover offering House Sitting across Winfield. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Winfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

Yes, you can find sitters who have experience with handling special pet needs in Winfield. On Rover:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 92% 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.

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