House Sitting Winnebago

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

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pet parents in Winnebago have booked house sitting

Winnebago, 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: Allison K.
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Allison K.
from
$22
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
7 years of experience
Rockford, IL, 61103

About: On top of about a decade’s worth of experience taking care of family and neighborhood pets, I’ve spent the last 1.5 years as a professional dog trainer! I have a passion for pets and making sure they’re happy and safe. I have taken care of and trained just about every age, sizes, and personality type. As long as you let me know what your babies need, I’m more than happy to help! I am a teacher currently on summer break! I have plenty of time to focus on your pets and give them the care and attention they deserve! I am open to doing whatever your normal routine is! I have experience with all kinds of care instructions including first aid and medications. Just let me know!

Sitter Profile Image: Michelle E.
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Michelle E.
from
$65
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
42 years of experience
Rockford, IL, 61107

We have nothing but wonderful things to say about Michelle! She loved our pup like one of her own and also took excellent care of the house. I hope that she is always available when we have to go away because we know our pup is in the best hands!! Highly recommend!

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Dale G.
Sitter Profile Image: brandi r.
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brandi r.
from
$55
per night
4.9 out of 5 stars
181 reviews
65 repeat clients
25 years of experience
Machesney park, IL, 61115

Great experience. My pups loved Brandi right from the start. Loved all the communication and being on time was a huge plus. Will definitely be having Brandi watch them again soon!

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Sherry H.
Sitter Profile Image: Miriam L.
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Miriam L.
from
$25
per night
5.0 out of 5 stars
9 reviews
1 repeat client
18 years of experience
Rockford, IL, 61101

Miriam is always so great with my dogs. Very caring and patient with my seniors.

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Heather P.
Sitter Profile Image: Kaitlin U.
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Kaitlin U.
from
$30
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Loves park, IL, 61111

We left our pups in Kaitlin’s care at our house for an entire week and we couldn’t have been happier!! Kaitlin loved our pups and they were super comfortable with her as well! I was actually jealous because she got way more snuggles than I typically do! We will definitely ask her to come back and I highly recommend her!

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Shari T.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$39
per night
5.0 out of 5 stars
54 reviews
16 repeat clients
9 years of experience
Rockford, IL, 61103

Amanda was a blessing to our need for Bristol. She immediately bonded with Bristol. Interacting with Bristol padding talking to her and acknowledging Bristol bringing her favorite Lovies to Amanda. If our schedules could work out too, have Amanda, once again, we would have no doubt about rebooking her.

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Paul W.
Sitter Profile Image: Medea G.
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Medea G.
from
$65
per night
5.0 out of 5 stars
85 reviews
31 repeat clients
27 years of experience
Rockford, IL, 61103

Medea is wonderful. She took such great care of our sweet big girl. Daily check ins and photos eased our minds and we were able to truly enjoy our time away. She left our house clean and even did laundry (even though we told her not to worry about it). We are thrilled we have someone we can trust with our beloved pet and home. Thank you again for everything.

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Cynthia M.
Sitter Profile Image: Shayna S.
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Shayna S.
from
$55
per night
4 years of experience
Byron, IL, 61010

About: I have been caring for animals my whole life, and have a passion when it comes to working with animals. Growing up, I have always had dogs and cats, and have also worked with horses and goats. I am extremely comfortable with all animals and have some experience looking after reptiles as well. I have worked at a vet clinic for the past 4 years and feel the knowledge and experience I gained there aids me in my ability to care for pets with their best interests in mind. I can administor oral and injection medications, perform animal first aid/cpr, recognize unusual behaviors/acute illness, care for elderly pets, medically dependant/complex pets, and also am able to work with behavioral pets who may struggle to connect with new people and/or are reactive to other animals. I pride myself on my ability to understand the individual personalities of each pet, and their specific wants/needs. I love working with animals and connecting with new pets and their families! I am extremely active and can keep up with your high energy pets! I also pride myself on staying in contact with families and sending lots of updates and pictures during walks/drop ins. I am currently working as an early childhood educator, and would love to build on my flexible schedule with pet sitting and drop ins! I am available afternoons and evenings, as well as the occasional early mornings. I am observant when it comes to caring for pets in a home. I get down and play with them, offer lots of love and pets, and I can follow instructions/guidelines for your pet in your home.

Sitter Profile Image: Abigail P.
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Abigail P.
Star Sitter
from
$55
per night
4.8 out of 5 stars
5 reviews
3 repeat clients
2 years of experience
South Beloit, IL, 61080

Abigail is amazing. We have used her twice and already have her booked for our week long family vacation. She is professional and very genuine. She sends lots of pictures. Highly recommend booking with her!

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Autumn S.
Sitter Profile Image: Lashay E.
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Lashay E.
from
$75
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
25 years of experience
Rockford, IL, 61104

There are no words strong enough to describe how grateful I am for Lashay. She didn’t just watch my dog Juno — she loved him like her own. From the moment they met, I could see the patience, warmth, and genuine care Lashay brings to everything she does. Juno isn’t the easiest dog. He’s big, emotional, and full of personality. But Lashay showed incredible calm and understanding, meeting him with kindness every step of the way. She gave me thoughtful updates, photos, and messages that made me feel completely at ease — and honestly, a little jealous because he looked so happy. But it didn’t stop there. Lashay took care of my cat too — with just as much love and attention. I’m not sure how she balances so much with such grace, but I do know this: my animals were in the best hands possible. If you’re lucky enough to have Lashay care for your pets, take it. She is one of a kind. Loving. Professional. Communicative. And above all, trustworthy. Juno and I are forever thankful.

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Joshua H.
Sitter Profile Image: Laurel M.
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Laurel M.
from
$40
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
25 years of experience
Oregon, IL, 61061

Laurel did an excellent job watching our critters. She is so attentive and communicative. When we returned, everyone was happy, healthy, and seemed like they had a fun weekend! Can’t tell you how much it means to be able to go away without worrying about the fur babies at home. 💕🐾

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Riley R.
Sitter Profile Image: Randi M.
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Randi M.
from
$27
per night
20 years of experience
Machesney Park, IL, 61115

About: I grew up around dogs my whole life, thats how I learned responsibility. Helping my family take care of dogs feeding, walking, and training as far back as I can remember. Various breeds including dobermans, terriers (jack, pits, etc) Rottweilers, boxers, etc. I've also been the trusted person around town that family friends would pay to watch their dogs, including too many breeds to name! That started in my teens as soon as I could drive to the houses. Im now 32 with a year old pittie and an almost year old German shepard. I have trained both myself (not certified nor looking to train) but I take pride in building relationships with dogs. Any age, any breed, ill treat your pet with as much love and care as you can wish for! I've administered meds, dealt with social/separation anxiety and nothing scares me away to give the patience and time your pet deserves. I work full-time with a very set and reliable schedule. M-F 845am to 515pm. I can stop by both before and after work, for breakfast and stay longer after to ensure more playtime and care. If distance permits, can also stop by at lunch. Weekends are completely open for whatever you wish for your pet. I do have a fully fenced in back yard and both my dogs are friendly, although I don't offer overnight boards in my own home I will welcome weekend day care in my home. Otherwise, I have no issue with crate trained pups. You supply the rules and I will abide with your wishes when it comes to your own in home care.

Sitter Profile Image: Lily S.
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Lily S.
from
$20
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Pecatonica, IL, 61063

Lily was great with the animals and they looked very happy in the photos she sent.

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Alicia H.
Sitter Profile Image: Meg J.
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Meg J.
from
$65
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Stillman Valley, IL, 61084

About: I’ve been taking care of neighbors pets for 10 years! Neighbors have relied on me to feed their pets, bathe them, walk them and play with them!!! I have a baby and my schedule is completely open! Any days of the week! Whatever works best for you, i will work with to make sure you are happy and comfortable!!! I have a back door that leads to a field that i can take your pets out on! And maybe throw a toy and ball around!!!

Sitter Profile Image: Estefanny O.
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Estefanny O.
from
$55
per night
4.9 out of 5 stars
37 reviews
12 repeat clients
9 years of experience
Rockford, IL, 61104

This was my very first experience using a pet-sitting service. I chose Estefanny because of her very high ratings and she did not disappoint. My ancient kitty Larry doesn't do well staying by himself anymore. Estefanny not only assured that he had regular meals, water, and meds, but she also stayed with him at night so he wasn't lonely. Larry clearly loved her. She sent an update and photos every day, many of which showed him on her lap or in the spare bed, so he was obviously comfortable sleeping with her. To be honest, I expected her to be great with Larry. What I didn't expect was, after 5 nights sleeping at my house, I couldn't even tell she had been there. The place was exactly as I had left it - I swear she packed out her own garbage! Estefanny clearly cares for pets and is pleasant, reliable, and responsive. The highest recommendation I can give her is that I'm headed out of town again next month and I've already booked Estefanny to take care of Larry. The whole experience was just terrific!

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Karen C.
Sitter Profile Image: Biff M.
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Biff M.
from
$30
per night
45 years of experience
Rockford, IL, 61103

About: I have taken care of cats, dogs, hamsters, gerbils, rabbits and even reptiles since I was a little kid growing up in Madison, Wisconsin--we had cats, dogs, rodents and reptiles, often all at once. As an adult, I've kept and cared for cats of all kinds, including ones needing medical care / injections. I truly am a cat person but love all animals. I'm currently a consultant-based worker, so my free time is kinda plentiful. I like playing with and caring for animals, and as a home owner myself, I am very capable of watching and caring for a home while someone is away. I use gentleness and love and the owner's instructions to care for animals in their homes. Currently I don't offer pet boarding, but am great at drop ins for feeding / treats and potty breaks / litter box clean 'n refresh.

Sitter Profile Image: Lety G.
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Lety G.
from
$63
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Rockford, IL, 61108

About: Animals have been a big part of my life for as long as I can remember. 🐾 My heart belongs to my 8-year-old miniature schnauzer, my little old lady bestie who came from a tough past. Caring for her through trauma and anxiety has made me a more patient, attentive, and compassionate pet parent which are skills I bring to every pet I care for. Most recently, I welcomed three rescue cats into my life, and let me tell you, they have completely stolen my heart! Every day is a new adventure learning their quirks and showering them with love. Dogs, cats, big personalities, shy babies, I adore them all. Your pet won't just be looked after, they'll be loved, doted on, and treated like my very own. 🐶🐱 I can't wait to meet them! Working from home means I have a wonderfully flexible schedule. I already walk my dog multiple times a day and spend a big chunk of my time enriching and engaging my pets. Adding your fur baby to my routine would be a joy, not a chore. There's almost always someone home, which means maximum love and minimal alone time for your pet! 🐾 Your home, your rules. I'll follow every routine, boundary, and expectation you set to make sure your pet feels safe, comfortable, and completely at ease while you're away. My goal is for your pet to barely notice you're gone (okay, they'll miss you but they'll be well-loved in the meantime)!

Sitter Profile Image: Gabriella R.
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Gabriella R.
from
$90
per night
5 years of experience
Roscoe, IL, 61073

About: I graduated in May of 2025 from the Madison Area Technical College Veterinary Technician Program, then passed the VTNE to become a Certified Veterinary Technician. In school we worked with dogs, cats, horses, cows, and lambs. I have had dogs since I was a child, and I currently have 2 dogs and 1 cat. I worked on a farm taking care of horses for about two and a half years from 2020-2022. I've taken care of pets for friends/family for many years as well! I currently work at a vet hospital, though I am out on FMLA. Unfortunately, that means I can only take on pets less than 30 lbs at the moment. If you're looking for someone to take extra care of your pets, please reach out to see if we're a good fit! I'm currently working full time as a certified veterinary technician at a veterinary hospital. I work 40 hours a week with a varying schedule. Generally I work 8 am - 6 pm four days a week (my day off during the week changes each week). I work on Saturday about once per month. My rover clients will be scheduled around that availability. I currently live in an apartment with a cat and will not be able to watch clients' pets in my home. If I am watching pets in the client's home, I will take care of them the way I would take care of mine. I am respectful and conscientious of your personal space and privacy.

Sitter Profile Image: Sandy R.
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Sandy R.
from
$60
per night
42 years of experience
Rockford, IL, 61101

About: I’ve cared for 10 species of animals in 42 years. I’ve cared for 9 of my own dogs. I seem to bond with most dogs I prefer to be available on weekdays. However, could be available on some weekends. Pretty flexible schedule as I’m an artist. I do art shows I will treat your dogs with kindness and respect. I do have a tendency to spoil them. Very reliable, punctual and have a reliable reputation

Sitter Profile Image: Lisa N.
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Lisa N.
from
$72
per night
5.0 out of 5 stars
53 reviews
12 repeat clients
20 years of experience
Freeport, IL, 61032

About: I’ve been caring for dogs of all breeds and sizes since I was 15. Over the years, we’ve provided both professional pet sitting and helped out friends and family—whether for short getaways or extended vacations. I’m a full-time stay-at-home mom and an animal lover! 🐾 My husband and I offer boarding for most dog sizes, and our home is always filled with love, play, and plenty of tail wags. We live on about 3 acres in beautiful El Dorado Hills, complete with a creek and a securely fenced portion of the yard where dogs can run freely, play fetch, splash in the water, or simply enjoy the fresh air. This setup gives your pup plenty of outdoor time in a safe and natural environment. We have two friendly, medium-sized dogs of our own—Mochi, a 4-year-old Golden Retriever, and Mila, a 2-year-old Goldendoodle. Both are fixed, gentle, and love having other dogs around. They enjoy playdates, cuddles, and are wonderful with our children (ages 17, 8, and 6). Our dogs are indoor dogs and have the run of our hardwood-floored downstairs. We use baby gates to separate carpeted areas, and there’s a designated, cozy sleeping space for your pup. Dogs are always supervised, both inside and out. We’re home full time, so your dog will get constant care, attention, and love. We’re also flexible—we understand that plans can change, and we’re happy to work with you to adjust as needed. We welcome dogs of all sizes, ages, and breeds. Whether your pup loves fetch, water play, or just lounging, we’re here to make sure they have a fun, safe, and loving stay. If your dog has any special needs or preferences, please let us know—we’re always happy to accommodate! Looking forward to meeting your furry family member! 🐶 Sample Daily Dog Schedule Please note: Our schedule is flexible and may vary based on each pup’s individual needs, age, energy level, and weather. We provide a relaxed, at-home environment—very different from a traditional kennel. Morning • Wake-Up: Between 4:30–7:00 AM, depending on the dogs • First Potty & Play: Supervised outdoor time (weather permitting). Dogs are never left outside unattended. • Breakfast: Between 6:30–8:00 AM • Post-Breakfast Potty: About 30 minutes after eating Midday • Nap Time / Free Play: Dogs are encouraged to rest or enjoy calm indoor play. Puppies often nap more frequently. • Potty Breaks: Puppies are let out every 1–2 hours; adult dogs follow a more typical schedule Afternoon • Stimulation & Play Time: Between 3:00–5:00 PM we do light training, enrichment activities, or interactive play Evening • Dinner: Around 6:00–7:30 PM • Post-Dinner Potty: About 30 minutes after meals • Final Potty & Play: Between 8:30–9:30 PM • Tuck-In Time: After the final potty break, dogs settle in for the night ⸻ We focus on keeping dogs happy, active, and well cared for in a loving home environment. Our daily rhythm is built around play, rest, and affection—not rigid routines or cages. We have a fully fenced yard—about a quarter acre or more—where dogs can safely run, play, and explore. Our own pups are friendly, social, and love to wrestle, chase, and relax with other dogs. Because we provide a relaxed, home-based environment, we do not accept aggressive or overly reactive dogs. We carefully assess each dog’s temperament to ensure they’re a good fit for our home, our dogs, and our young children (ages, 8, and 6). Our kids are very comfortable around dogs and have been taught how to behave respectfully and gently with animals of all sizes and temperaments. Our top priority is maintaining a safe, happy, and stress-free space for every pup who stays with us.

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

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Winnebago average 4
repeat house sitting clients

FAQs for House Sitting - Winnebago

Frequently asked questions about Rover

As of July 2026, there are 193 sitters on Rover offering House Sitting across Winnebago. 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 Winnebago 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 Winnebago 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 Winnebago 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 Winnebago. On Rover:

  • 100% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 100% 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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