House Sitting Wind Point

“Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.”

Cassandra H.

“Rebeca went above and beyond! She understood I was traveling abroad and had no way to reach anyone. She went out of her way to make sure that my parents did indeed show up to watch my dog for the weekend. She even chatted with them for a while! Needless to say they were very impressed as I was I! I will definitely be booking with her again! Thank you so much for everything!”

Holly Z.

“Nicole did a great job taking care of our pack. She was very communicative with us. She sent pictures along the way and made sure all of our dogs were well taken care of. Left us some pictures when we got home as well to see how they did. Great experience and allowed us to enjoy our vacation stress free. Thanks!!”

Patrick M.

“Very good. Hghly recommend. I'm definitely going to have a Ashanty over again”

Mike S.

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. Constant Care policy: if you are needing constant care that would require me to not leave for more than 4 hours, please book atleast 2 weeks ahead of whatever dates you need so I can accommodate that. I would also need to adjust my rate to reflect the lost income. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

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.

“Delaney is reliable friendly and very loving to our pug Louis. Very caring and attentive. Definitely someone I will always have be with our sweet boy.”

Kate S.

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 1000+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

About: Over 45 years of personal experience caring for dogs, cats and birds. I’ll love your fur-babies and feather-babies as my own. Dog, cat, bird any other furry critter sitting; dog & cat walking; feeding; playing; house sitting; mail collecting; light cleaning in your home. Fish feeding in your home. Dog, cat & furry critter sitting in my home with full house privileges. Brushing, playtime, walking with lots of cuddles and love. Your babies are part of the family! I live in an upper condo with lots of open green space and plenty of quiet streets for walks. Rates are negotiable based on care needs. Flexible schedule. Does your dog or cat have special needs? I’m happy to work with them. I have experience with oral and SubQ medication administering.

“Stacey responded right away to out dog sitting request. We needed someone to come to our home for a few hours. Stacey arrived on time, walked our dog, gave him snuggles, and made sure he got his meds on time. Will definitely request Stacey again.”

Evette M.

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!

“The love and care she showed my angel while I was gone did not go unnoticed! Would highly recommend if you’re looking for a sitter and want peace of mind that your dog will not only get the care they need but also the attention.”

RaeAnna S.

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: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

Alex S.

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

“We were so lucky to have Jamila watch our pups for the past two Christmases. She is a trustworthy sitter, and I appreciate the pictures and updates she provided. We will be using her again!”

STEPHANIE R T.

“Alex was an excellent pet sitter for our crew! She was sure to clarify anything that was unclear and provide top notch care for our dog, cats and rabbit. I would definitely recommend booking Alex as your next pet sitter, I know I will use her in the future.”

Lael P.

About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!