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.

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Sitter Profile Image: Melanie H.
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Melanie H.
from
$35
per night
3 years of experience
Winfield, MO, 63389

About: I’m a caring, responsible, and dependable pet lover who understands that pets are more than just animals, they’re family. I know how important it is to feel comfortable leaving your furry family members in someone else’s care, and I strive to make every pet feel safe, happy, and cared for while you’re away. I offer dog walking, drop-in visits, and pet sitting tailored to each pet’s individual personality, routine, and needs. Visits can include neighborhood walks, playtime, feeding, fresh water, potty breaks, cuddles, companionship, and enrichment. Whether your dog has energy to burn, your cat enjoys some quiet company, or your pet simply needs someone to keep them company, I’m happy to make their time with me enjoyable. I believe the best pet care starts with getting to know the individual pet. Every animal has their own personality, habits, comfort level, and favorite things. Some pets are immediately excited to make a new friend, while others need a little patience before they feel comfortable. I’m happy to meet them where they are and give them the attention they need. I’ll follow your instructions carefully and do my best to keep their normal routine consistent. One of the biggest advantages I can offer is flexibility. I currently have an open schedule, allowing me to dedicate substantial time and attention to the pets in my care. I’m available for walks, drop-in visits, and pet sitting and can often accommodate different schedules and routines. Rather than rushing through a visit, I enjoy taking the time to interact with pets, give them exercise and enrichment, and make sure they’re comfortable before I leave. I also understand that good communication is an important part of pet care. I’ll pay attention to your pet’s behavior and needs, follow any special instructions you provide, and keep you informed during visits. I want you to be able to enjoy your time away knowing that your pet is getting individual attention and care. Most of all, I genuinely enjoy being around animals. Getting to know their personalities, earning their trust, taking them on walks, playing with them, or simply sitting beside them is something I find rewarding. My goal is for every pet to look forward to seeing me and for every owner to feel confident that their pet is in caring hands. I’d love the opportunity to meet you and your pets and become someone you can count on whenever they need a little extra attention, exercise, companionship, or love. I currently do not work, which gives me plenty of time to care for pets. I’m available for walks, drop-ins, or sitting anytime you need. I’m happy to work with your pet’s usual routine and make sure they receive plenty of attention, exercise, and companionship. I always prioritize your pet’s with safety, comfort, and will follow their normal routines, feeding instructions, and house rules. I can also crate your dog, keep pets separated, provide medication, etc. when needed.

Sitter Profile Image: Kacy P.
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Kacy P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
28 years of experience
Wentzville, MO, 63385

“Kacy is the best dog sitter we've had! She takes incredible care of our dogs, both dogs are very comfortable with her, she sends daily updates, and she leaves our house perfectly clean. I highly recommend Kacy!”

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Emily K.
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
• 55 reviews
19 repeat clients
50 years of experience
Troy, MO, 63379

“Mara was a wonderful pet/house sitter. She stayed at our house for a week and cared for our three large dogs. She sent pictures daily and texted when she had a question or concern. She even brought some tennis balls for them to play with outside. We would definitely recommend her and will book with her again in the future.”

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Candace W.
Sitter Profile Image: Carly C.
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Carly C.
from
$50
per night
1 repeat client
21 years of experience
Moscow Mills, MO, 63362

About: Have had dogs all my life. I majorly spoil my dogs. Im 27 and have had my own dog my whole life and take care of my dogs by myself on my own. I was a dog trainer for 2 years at PetSmart! I am a full time supervisor at TJMaxx in Lake St Louis, so I will be able to either stay at your homes while I am not at work or do drop by on my way to work and on my way home, or whatever is needed! Dogs coming to my house is not available at this moment. I do not have a reliable area for other dogs to come to MY House but more than welcome to go to the clients house!

Sitter Profile Image: Mollie S.
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Mollie S.
from
$27
per night
16 years of experience
O'Fallon, MO, 63366

About: Hi, I’m Mollie! I am a lifelong animal and nature lover, and I can’t wait to meet your fur babies. My goal is to give your pets the exercise, care, and attention they need while giving you the security of knowing your pets are safe and cared for. I have had and cared for many different dogs in my life, including high energy, senior, and anxious dogs. I’d love to meet you and your pets! I am not currently in school or going back anytime soon. I work full time but have time everyday in between my shifts working at a daycare, and afterwards, including some weekends. I would love to take care of your pets anytime I can! I have a fenced in backyard, bowls for food and water, leashes, and a whole lot of love and attention to give to your animals! I will use anything needed and/or provided as well! It is also my top priority to make sure what you and your pets need is always taken care of. I have 1 very friendly and energetic dog who loves to play!

Sitter Profile Image: Stacy K.
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Stacy K.
from
$50
per night
40 years of experience
Elsberry, MO, 63343

About: I currently dog sit a small dog when the owner goes on vacation or out of town. I also have had dogs and cats all my life. I currently work with trap neuter and release to help feral cats. I currently feed a colony of cats. I also have had dogs all my life. And have dog sat for both of my daughters. I have expirence with big dogs and have dog sat Boxers and a Rottweilet I work full time from home. I will be very attentive to your pets needs. I can give them love and pets throughout the day. I have a fenced yard and 3 cats. I am very attentive to all pets needs since I am home all day. I have a great environment for animals.

Sitter Profile Image: Rachel P.
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Rachel P.
from
$30
per night
20 years of experience
St Charles, MO, 63303

About: I've grown up with animals my entire life and have experience caring for my own pets as well as those of friends and family. I love animals of all sizes and personalities, and I believe every pet deserves individualized care, patience, and kindness. I'm responsible, organized, and communicative, and I take the trust involved in caring for someone's beloved pet seriously. I have a calm, gentle approach and enjoy taking the time to help animals feel safe and comfortable. Whether it's playtime, cuddles, walks, or simply keeping them company, I want every pet to feel loved and cared for while their family is away. ❤️ I currently work part-time as a substitute teacher, so I have a flexible schedule and plenty of availability for pet care throughout the week. I'm available for cat drop-in visits, dog walks, and weekend house sitting in your home. I can often adjust my schedule to accommodate your pet's routine and needs. I understand how important consistency and dependable care are, and I'd love to help give you peace of mind knowing your pets are in good hands while you're away! I prioritize each pet’s safety, comfort, and routine by following the owner’s instructions closely. I make sure pets have fresh water, a clean environment, and plenty of attention and affection. I keep doors and gates secure, monitor pets during walks, and watch for any changes in behavior or signs of stress. In a client’s home, I respect their space and keep pets comfortable in their familiar surroundings. My goal is to provide dependable, loving care so owners can feel confident their pets are safe and happy while they’re away.

Sitter Profile Image: Alec G.
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Alec G.
from
$26
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
2 years of experience
St. Louis, MO, 63141

About: I've lived with dogs my entire life and have never met a dog I can't connect with. I love dogs of all sizes and behaviors; I have experience counseling groups of kids at summer camp, so I have no trouble managing dogs in a group or with rowdy tendencies. I truly love all dogs and would love to meet yours! I am currently working part-time in St. Louis on the weekends, so I am available weekdays at any time. I have access to a car and the ability to be flexible with timing and distance as well, just contact me! I can work with any number and any kind of dog! I grew up with a couple dogs of different sizes and I currently live with 2 little ones, so I am comfortable handling any canine situation! This means I am more than happy to take on any responsibility/task requested, such as administering medication, engaging in frequent or constant activity, intently monitoring an animal for an extended period of time, etc. beyond, of course, walking & relieving your best friend(s)! I will always provide dilligent and careful care of both your pets and your home.

Sitter Profile Image: Allyson S.
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Allyson S.
from
$50
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
4 years of experience
Wentzville, MO, 63385

“Allyson took great care of Maverick and he loved her - he’s sometimes selective in who he likes but he immediately felt comfortable with her. She sent me updates, left my house exactly as it was, and even picked up his poop in the yard. I had to change plans and times a few times and she was more than accommodating. I’ve already booked her two more times because I know I can trust she’ll take care of my pup.”

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Megan B.
Sitter Profile Image: Haley N.
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Haley N.
from
$80
per night
5.0 out of 5 stars
• 45 reviews
1 repeat client
10 years of experience
Wentzville, MO, 63385

About: I have professional experience as a daycare manager in a boarding facility. I have cared for puppies, elderly dogs, and pups of many temperaments. Plus, I have photography experience - so you’re guaranteed to get some amazing pictures. Pet sitting is my full time occupation, so your pups will get my undivided attention while in my care. For overnight care, I may need to leave briefly to drop in on other pups at their home. I am very diligent about keeping your home secure while you are away. I can assure you that you will return to a home that is just as you left it.

Sitter Profile Image: summer a.
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summer a.
from
$50
per night
5 years of experience
Ofallon, MO, 63368

About: I love animals! I have always took care of all my family and friends pets! Dogs have been such a huge part of my life. I want to make your pet as happy as they make me! I work a full time job as a project manager!! But I’m always willing to go before and after work to give your animal the best care:) Caring for pets is very simple to me! Do not leave the dog unattended, follow the schedule the pet owners want me to follow. And give your animal love when you are not able to be there!

Sitter Profile Image: Brad E.
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Brad E.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 45 reviews
7 repeat clients
3 years of experience
Sappington, MO, 63126

“Brad gave updates every day about how Jackson was doing. And we appreciated his flexibility in staying with him until we were on our way home from the airport.”

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Darleen H.
Sitter Profile Image: Amanda K.
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Amanda K.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
St. Louis, MO, 63119

“Amanda spent lots of time with my two large dogs and provided lots of cuddles for them. She also was very responsive and communicative.”

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Kat M.
Sitter Profile Image: Troy W.
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Troy W.
from
$45
per night
30 years of experience
Wentzville, MO, 63385

About: I’ve cared for pets and homes across the U.S. and internationally with TrustedHousesittersdotcom—including month-long house and pet sitting stays in Thailand, Ireland, and England. As the founder of HomestewardZdotcom, I bring the same thoughtful, trustworthy care to animals as I do to homes and gardens. I’m also accustomed to working with special needs cats and dogs, including those with behavioral or medical requirements. I genuinely love animals and treat them like family, offering calm, attentive companionship and reliable routines. Whether it’s dogs, cats, or more exotic pets or horses, I ensure they feel safe, seen, and loved while you’re away. As the owner of HomestewardZ, where I offer handyman work, interior painting, and house/pet sitting, I have complete flexibility in my schedule. This means I can be fully available to care for your pets whenever they need attention—whether that’s daily walks, medication, or just quality time. Pet care isn’t a side gig for me—it’s part of a meaningful lifestyle rooted in trust, presence, and care. I care for pets exclusively in my clients’ homes, where they feel most comfortable and secure. I prioritize safety, consistency, and trust—following your routines closely, keeping the environment clean and calm, and giving your pets the attention and affection they need to thrive while you’re away. I treat every home with deep respect and every animal like a member of the family.

Sitter Profile Image: Hannah G.
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Hannah G.
from
$75
per night
5.0 out of 5 stars
• 54 reviews
5 repeat clients
4 years of experience
O Fallon, MO, 63368

“Hannah watched our dog and house this past weekend and did a wonderful job! Scooby loved spending time with her and she even went above and beyond for us, getting mail and watering our flowers. Will definitely ask her to stay again.”

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Beth C.
Sitter Profile Image: Carlie S.
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Carlie S.
from
$70
per night
5 years of experience
Dardenne Prairie, MO, 63368

About: I've had animals my whole life and currently have 3 dogs (2 huskies & a cattle dog, pit mix). I've had dogs, cats, a ferret, and some rodents growing up. I've always had a love for animals and have researched multiple animal topics on my own for many years! I worked in a vet office in the kennel for 2 years and have experience on the medical side. I trained my youngest husky all on my own, including kennel training, potty training, and obedience training, and grooming assistance. While I still have a full-time job until I get established I'll only be available in the evenings/nights for walks and overnights as I work 8-hour shifts at a time. Once I get established I will be available any time of day and any day of the week, except for maybe 1 or 2 hours on Wednesdays. I care for all animals as if they were my own. I always leave it how it was when I got there, if not better. I do my best to keep them in the same routine their owners have them in. I don't mind helping with other small tasks on the side for an extra fee.

Sitter Profile Image: Christy C.
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Christy C.
from
$100
per night
5.0 out of 5 stars
• 38 reviews
10 repeat clients
39 years of experience
Saint Louis, MO, 63121

“Chris was terrific! She all but adopted my little, old Maltese. She tended all her many needs and made her feel at home. She also tended to my old house: organized my pantry and even cleaned out my very messy fridge! HIghly recommend!”

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Victoria C.
Sitter Profile Image: Emma P.
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Emma P.
from
$40
per night
8 years of experience
Montgomery City, MO, 63361

About: Reliable and loving pet care for dogs, cats, and horses. I’ll treat your animals like my own while you’re away! I make my own hours so I’m very accommodating. I am currently a full time collage student wanting to spend more time with animals. While being in college i’ve gone back in fourth in my career with nursing and vet tech. I live on a farm and will walk them out daily and they will be living there best life at my house like my own animals do.

Sitter Profile Image: Jane F.
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Jane F.
from
$40
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
7 years of experience
Saint Louis Hills, St. Louis, MO, 63109

“So grateful to Jane and Ian for staying with our pups! Great communication and so so respectful of our home…both the dogs and we felt instantly at peace upon meeting them. Thank you both! Jen”

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Jennifer K.
Sitter Profile Image: Sabrina R.
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Sabrina R.
from
$38
per night
6 years of experience
Soulard, St. Louis, MO, 63118

About: I’ve taken care of dogs for the past 6 years including my own dogs. I have walked, fed, medicated and cared for all size dogs! From big sweet Argentinian Dogos to small and fiery Chihuahuas. My own Frenchie is epileptic and has severe allergic reactions which has given me experience with sick pets. I am always on watch and careful when on walks! I will care for your pet like one of my own. I currently work 3 days a week as a registered nurse! I have my other 4 days off to care for your pet. My schedule is very flexible and I can accommodate last minute bookings as well. I am able to provide loving care for pets in the comfort of their own home! I follow each pet’s usual routine, including feeding schedules, walks, playtime, medication instructions, and plenty of affection. I understand how important it is to keep pets happy, comfortable, and stress-free while their owners are away. I also treat every client’s home with respect, keeping things clean, secure, and just as I found them. I’ll keep you updated with messages and photos!

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The median cost per night for house sitting in Winfield is $50

Pet parents share their Rover experiences - Winfield

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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 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

Valentina was amazing with our five dogs. She kept in touch the whole time and sent updates that actually made me feel relaxed. When I got home the dogs barely cared that I walked in, which tells you everything. They were happy, calm, and clearly loved. I’d book her again without hesitation.

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Brittany M.
House Sitting
5.0 out of 5 stars

Valantina did great! She helped us put in a pinch and gave all our pups the care they needed. She clicked with the dogs instantly, very playful and approachable. Her communication was excellent and responsive as she sent updates/pictures throughout the day. We had no concerns knowing she was watching over them. Would recommend and will definitely reach out again!

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Austin S.
House Sitting
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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 house sitting

  1. 1. Search

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  2. 2. Meet In Person

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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 November 2026, there are 628 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 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.

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

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% 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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