Pet Sitting Wind Point
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Wind Point, 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.
“5/5! 10/10! 100%! I cannot say enough good things about Diana. She watched my cats while I was on an extended vacation and it was amazing. She kept me updated on my babies and sent me so many great pics so I knew they were ok. Highly recommend and plan to use her again in the future.”
“I wasn't sure what to expect from my two.. but everything was great! I love the pics and the "bathroom" updates. Joe is great with the "big one..Seamus" and the "little one" warmed up after she realized Joe had food...lol!”
About: I am an active educator working with elementary aged students 10 months out of the year for the past sixteen years. However, I also have a special place in my heart for animals of all kinds. I have a particular interest and skillset working with dogs of all breeds, sizes, ages, and temperaments and have over 10 years of experience walking shelter dogs in my community. I have been passionate about dogs since I was a young girl, and when I finally got my own dog at the age of twelve, my desire to learn more about them and how to best care for them grew exponentially. Volunteering in the shelter environment, I have honed my skills in reading dog body language, creating safe walking environments, understanding and communicating health concerns, and handling boisterous, reactive, or fearful behaviors with calm kindness and care. Behavior is communication and I use my expertise as an educator to best care for and enrich the lives of the animals around me. I also adopted my own dog as adult from the humane society in 2018, who came with her own unique personality and behaviors such as reactivity, anxiety, dog reactivity, low confidence, and over-excitable drive. Throughout our eight years together, we have developed a strong bond and communication style that has brought her to achieving her Canine Good Citizen Certificate, and become a calm, confident, well-balanced dog. She also has learned how to communicate with me through augmentative and alternative communication buttons and express her personality in words I can understand which has been mind blowing! I love giving her the best life possible and I’m excited to support you and your furry friend along that journey as well during our time working together. I’m currently an educator who works full-time 10 months out of the year, but am available evenings and weekends. However, during the months of June and July I am available during the mornings, afternoons, or evenings and have a flexible schedule to accommodate you and your pet’s specific needs. I have a fenced in backyard with plenty of space to allow your dog time to run and play freely or just bask in the summer sunshine. My dog needs multiple, slow introductions to new dogs, so if you are in need of overnight care, additional meet and greet walks would be required to make sure they are a good fit together before any bookings.
“Kristine did an incredible job with my three cats, crested gecko, and ball python while I was traveling internationally, keeping me well informed and sending pictures on every visit. She went out of her way to give some extra TLC to my oldest cat, who suffers from seasonal allergies. Kristine is obviously a true animal person: it was clear from the pics she sent that my cats were very comfortable with her too and that she gave them plenty of affection. I look forward to working with her again and recommend her highly!”
About: I'm Julie (Jules), a graphic designer and creative director. I own a design and branding company in the Chicago/Milwaukee area that services clients locally, nationally and globally. I love all creative pursuits, including writing music for piano and singing. I've always loved all dogs, especially larger breeds (though the smaller pups are super cute and sweet and steal my heart equally!). My pup, Bella, a black lab mix, was a very kind, sweet and gentle dog. She passed in 2016 at age 14, having had a very nice life. I would love to help other fur babies who need caregiving while their humans are away or need a daily walk or check-in. I'm at home working during the week and have access to a wonderful backyard, an amazing neighborhood, and parks nearby. I love all outdoor activities, especially hiking and swimming. Would love to take your pups to the beach or on any sized walk they desire!! :) I offer these services because I love dogs, not to make a living. It's a great win/win to have a sweet fur baby around from time to time. Yes, it's nice to have some extra cash to work on the house, but my primary career more than covers my income needs. I share this info so you can be sure no other dogs will share your pup's time with me.* I keep to a strict policy of one-on-one care and up to two dogs from the same family... if you have more than two, please reach out, and I may be able to make exceptions. My rates reflect this customized care and focus for your sweet puppers! *In mid-2024, I started pairing up dogs that requested having another pup present from a different family. Please let me know if you are open to having a playmate for your pup. If you prefer no other dogs in the home while yours is here with me, I strictly adhere to your preferences and take this quite seriously. I specialize in customized care for dogs with behavioral issues such as not getting along with other dogs. Since my dog passed in 2016, I have been able to devote all my time to your pup when they're in my care. They will be carefully cared for and pampered, with every need catered to. The only thing I won't abide is a pup who isn't house-trained. If your dog/pup has never been left with a sitter before and you'd like to ensure they're a great house guest, I do suggest booking a 1-2 night stay much in advance of your trip so we can see if your pup has any specific issues to call out, and if I'm a good fit for them/you. I have found this to be of great benefit to you and me! I charge a cleaning fee IF your pup has "surprise" issues with incontinence, as this behavior can happen; however, I don't take on dogs with this issue unless we have a solution, like a doggy diaper or pee pads (for puppies). Severe separation anxiety can also be challenging, as my own pup had this issue. If there are situations such as this, I ask that you bring a crate, and the pup must be trained and be OK to be in their crate as needed. If no issues like these exist, they need to have their own bed or spot where they like to sleep. I don't allow dogs to sleep upstairs with me. Snuggling up on the sofa with a couple of pups is one of my favorite things to do. I know most dogs like a comfy bed. As noted above, please bring a fresh bed for your pet, either a cleaned dog bed from home or a new one. I have blankets for the floor and a lovely sofa that I cover with a blanket for the occasional daytime snooze. If you have an elderly dog, I know just what to do to provide the best care. As my dog Bella aged, I learned how to adapt every year. Listening to your dog and providing the best care is my priority. I realized that leaving an ailing or elderly pup in another person's care can be stressful. I would treat your dog like my own and hope to put your mind at rest. I welcome all questions as part of our meet + greet. I only sit for dogs I know or can meet during our meet + greet (unless out-of-town circumstances or timing prevail). I can sit at the last minute only for pups I've sat for previously or know well. If you are traveling from out of town and cannot sync up for a meet + greet, please reach out to discuss your situation. As far as breeds go, I have experience with an extensive range of breeds—larger breeds with special needs like an elevated dog water/food bowl due to how they process food or other breeds that are great with humans and not so wonderful with other dog breeds. I've had great results with training. I have experience with smaller breeds as well. As mentioned, I only sit for house-trained and well-behaved dogs in the home. I book up early... sometimes six months before a planned trip. Please plan ahead to secure your desired dates. I look forward to meeting your amazing pups soon!! Jules I'm home most of the time. I work days and some evenings but make my own schedule. I'm available as needed for all types of customized care. I have a lovely yard for dog play. I would love the same situation if I were dog-sitting in your home. My home is also in a very safe Hales Corners neighborhood. It has a low volume of car traffic and is very quiet.
“Your Review Michelle Z. took care of my two cats, one of which is totally blind. I knew the first time I met Michelle, she was the right person for the job, but she far exceeded my expectations. She helped me troubleshoot getting rid of uninvited guests to the food bowls, volunteered to come for extra visits when the need arose, washed out the wet food cans before throwing in the recyclable bin and she kept the house, the floors, the litter boxes and the food bowls spic-and-span. I highly recommend Michelle, and will request her in the future, Lee R.”
About: I’ve had friends and family members rely on me to board, walk, feed and bathe their pets! I am very attentive and have been around pets big and small since I was born! I am currently graduated and working full time! I typically have off on Fridays and weekends. I work alternating hours so evenings and mornings are possible. Let me know little things your fur baby likes or dislikes! Every animal is different. I will enjoy playing outside with your furry friend no matter the weather!
“Took great care of my cat while i was on vacation with my family, attentive and reliable, sent me photos and updates during the time i was away. Would certainly recommend to anyone, I will be confident in having Miranda care for my fur baby again in the future.”
About: I provide loving, attentive, and reliable care for dogs of all breeds and sizes, ensuring they feel safe, comfortable, and happy while their owners are away. I follow each dog's routine closely, including feeding, walks, exercise, playtime, and companionship, while giving them the patience and attention they deserve. I take pride in building trust with both pets and their owners through clear communication, dependability, and a genuine passion for animal care. Pet care fits naturally into my daily and weekly routine because I enjoy spending time with animals and have a flexible schedule that allows me to provide consistent, attentive care. I am able to accommodate feeding schedules, playtime, walks, litter box maintenance, and any special care needs. Whether it's a daily visit or extended care while owners are away, I make pet care a priority and ensure each pet receives the attention, companionship, and reliability they deserve. I care for pets by following their normal routines as closely as possible to help them feel comfortable and secure. In my client's home, I provide feeding, fresh water, litter box cleaning, playtime, companionship, and any other care instructions provided by the owner. I pay close attention to each pet's personality and needs, ensuring they receive plenty of affection, exercise, and attention while maintaining a safe and clean environment. I also keep owners updated with messages and photos so they can have peace of mind knowing their pets are happy and well cared for. My goal is to make every pet feel loved, comfortable, and stress-free while their family is away.
About: I've been watching and caring for pets for over 8 years. My friends, coworkers and bosses have relied on me to walk their dogs, pet sit and care for their pets for several years. I'm more than happy to take your pets out for as many walks as needed at various hours of the day and I'm also ready to accommodate all of their needs, including feeding, playing with them, ensuring that they're happy and comfortable and spoiling them with toys and treats. Their safety always comes first. I usually go for a walk or run once or twice a day so I'm happy to take them out with me whenever possible. I have a fairly flexible schedule where I can pop in from time to time or work from home when needed. I have an entire bedroom that's unused that I'm happy to use as a pet room. I have plenty of space in my apartment for the pets and I have an entire field/track behind my apartment. I don't let the pets out of my sight, I ensure that they're always in a safe environment and I will always follow the owner's instructions. If any issues ever arise I will always contact the owner and consult before I make any decisions. I can always provide the right nutrition and keep them on schedule if needed.
About: I have one Chocolate Lab named Coco at home I’ve taken care of for about 13 years or so. There is also a small dog my roommate has I have taken care of before. My parents also have 2 cats at home I’ve cared for over the weekends. I am always willing to learn new things and help animals! I have college classes and get done by 2 so I have plenty of time to care for your pets! I also come home to a little dog everyday that my roommate has so I’m used to seeing pets around me! I can clean up accidents from dogs and cats, have a great deal of experience with leash walking and supervise pets to avoid any harm happening to them.
About: Married stay at home mom of 3 girls and 1 boy, who loves animals. Pre-covid I was a banquet cook for a living. I have always owned dogs( Pitts and huskys), cats, fish, rats, rabbits, turtles, bearded dragons, snakes, and other animals.. but currently have none of my own.. I'd love to watch others as a way for me to fill the void until I find another forever furpal. I live in a decent sized house with a nice yard so there is plenty of room for animals to roam and stretch their legs. I give animals all the attention they want and need. Couches and beds are free game as long as it's ok with you, I wouldn't want to upset what an animal is used to. At my place there are Treats walks and belly rubs galore. I am a stay at home mom so my schedule is open and my routine can be changed to fit what your pup or other animal needs. I have no animals of my own and usually only take one family at a time for boarding and 2 families for doggy daycare unless discussed ahead of time with clients so I can match your pets normal care schedule and routine.
About: I have taken care of many dogs since I was a child. I grew up taking care of my aunts dog. She was my best friend. I have been asked to take care of many loved ones animals and I have always been reliable and trustworthy. I work at puppies and yoga on the weekends. During the week I work at a thrift store in the mornings. I am a student at Matc and I have morning and afternoon classes on Wednesdays and Fridays. The best time for me to walk the dogs and pet would be the afternoon. I care for every pet as if they were my own, while always following the owner’s specific instructions and keeping their normal routine as consistent as possible. I make sure pets have fresh food and water, regular potty breaks or walks, playtime, exercise, and plenty of attention and affection. I also keep their environment clean, comfortable, and safe. When caring for pets in a client’s home, I respect their home and follow all instructions regarding feeding schedules, walks, medications, crates, and house rules. I pay close attention to each pet’s behavior and needs and provide regular updates and photos so owners can feel comfortable knowing their pet is safe, happy, and well cared for.
Pet parents share their Rover experiences - Wind Point
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 to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Wind Point
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Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , 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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