House Sitting Hillside
Find a loving house sitter to watch over your pets and your home.
Hillside, 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.
“Allison was amazing!! She provided daily updates and photos of my pets and took great care of my house while I was away! I would recommend her to anyone and trust her to watch my pets again!”
“Phillip did an amazing job with Otso and left the house spotless after the house sitting. Thank you for watching, Otso-man who may be pining at the moment. I hope it is him pouting that I left or I may need to get jealous, haha”
“Ian was an absolute life saver! After another person backed out less than 48 hours before my husband and I were scheduled to leave town for several days, Ian answered my last minute request, and saved the day! He came to meet us and our dog the same evening as the request, and immediately established a rapport with our dog. While we were gone, he kept us updated on how things were going, and was very responsive to requests. I would love to have Ian stay with our dog again, and would highly recommend him to anyone!”
“Samantha did such a great job caring for my dog and my home while I was out of town. She gave me updates letting me know when she arrived and when she left. I didn't worry about the wellbeing of my dog during my entire trip. My place was just the way I had left it. She probably left it a little cleaner. lol. I'd definitely use her services again next time I need a sitter. Thanks Sam!!! ?”
“Danielle did an excellent job from start to finish. Because I found out late that our private sitter had to cancel, getting a replacement on such short notice was kind of stressful. Danielle had openings on the needed dates, and she quickly replied to my request. We set up a meet and greet, she came to our house, and the stress was gone. She immediately engaged with both dogs. They clearly liked her. My husband and I went up north, so cell service can be on and off. Danielle sent regular updates which I would see as soon as we were in range. I greatly appreciate that she left the house as neat as it was when we left; actually even neater. I would highly recommend Danielle. Thank you, Danielle for taking such good care of both dogs.”
“Trinity was absolutely fantastic! Great communication and my pup adored her. I did not worry at all while we were away (and I usually do!). Will definitely be using her in the future and highly recommend her to others. Thanks so much, Trinity!”
“Jessica has stayed with our 2 girls Nala and Frida twice now . They warmed up to her quickly . Jessica sends photos and updates a couple times a day. She even brought them little gifts the 2nd time coming . Jessica is very kind and has been”
About: Hi there! I’m Shannon—a lifelong animal lover and proud dog parent. Whether it’s long walks, belly rubs, or cozy cuddle time, I’m here to make sure your pet feels safe, loved, and cared for while you’re away. I have experience with a variety of animals and I treat every furry friend like they’re my own. From keeping up with feeding schedules and playtime to sending regular photo updates, I’ll make sure you have peace of mind knowing your pet is happy and cared for. I’d love to meet your four-legged family member and be their new favorite sitter, walker, or snuggle buddy! 🐾 I work from home so my hours are very flexible. Willing to work with my client's needs. I do have day and night availability so any unique needs, just ask. When I come to your home, my goal is to keep your pet happy, comfortable, and on their normal routine. I’ll make sure they feel loved and cared for—just like you’re still there! 🐾 Here’s what you can expect: Feeding & Fresh Water: Meals on schedule, water bowls refreshed, and treats (with your approval, of course). Walks & Potty Breaks: Plenty of outdoor time, exercise, and fresh air. Playtime & Cuddles: Toys, fetch, belly rubs, or couch snuggles—whatever makes your pet happiest. Routine & Comfort: I’ll stick to your pet’s usual schedule to keep things stress-free. Updates for You: Expect messages, photos, or videos so you can see your pet’s tail wags and purrs while you’re away. Whether it’s a quiet cuddle buddy or an energetic adventure pal, I’ll treat your pet like part of my family while caring for them in the comfort of their own home. 🐶🐱💛
“I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!”
“Sarah was absolutely amazing!!! She sent regular updates and pictures and our pets loved her. She took such good care of our cats and dogs and we felt so good having her with our babies while we were gone. She gave us great peace of mind. They all loved her, even our shy guy came out for snuggles. Sarah is great and will definitely be our first call anytime we need someone to hang with our crew.”
“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”
“We could not ask for better cat sitters! They were caring, attentive, and communicative during our entire trip. They also went above and beyond for home care duties. Would definitely book again for a future trip!”
About: I have owned an animal since I was a kid. I have had 3 dogs Have done dog sitting for my neighbors and dog walking. I have also volunteered at the humane society and worked at Cherokee kennels. I love animals when I got my dogs they were scared and they became my shadows I am currently working part time so I will have plenty of time to spend with your pups and kitties. After work and on weekends. I play with and feed and walk my dog and give cuddles I also walk and give treats and pets to my neighbors dog almost daily.
“Amanda was a godsend when our house sitter cancelled last minute. We met her first then her with her dog, Sedona, and I knew right away this would work out really well. You see my dog, Millie, doesn’t warm up to people easily and doesn’t always play nice with other dogs but Millie instantly liked both of them. Amanda stayed at our house along with Sedona, so Millie was spoiled having her two new friends stay with her. They went on many walks and Amanda sent me lots of pictures while we were gone. I will definitely use Amanda again!”
“Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!”
“Shatoria was great. She engaged my two pups quite a bit. I received lots of photos of happy dogs, some cuddling with her - a good sign! The house was in excellent order, just as I left it. I plan to invite her to house/dog sit again. Thanks Shatoria!”
About: I am a loving, compassionate, and reliable person that has a love for animals. I am also athletic and can take your puppy companion for a jog! I have unlimited availability for pet care. The only time I am not available is at 3pm, when I pick up my two pet loving children from school. I have a fenced in yard in a nice neighborhood, and a lake across the street if your pet likes to swim. I am also available to come to your home as well. I am available in Rock County and Dane County.
The median cost per night for house sitting in Hillside 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Hillside
Select a filter and find qualifying sitters offering house sitting.Sitters in Hillside average 4 repeat house sitting clients
FAQs for House Sitting - Hillside
Frequently asked questions about Rover
As of September 2026, there are 926 sitters on Rover offering House Sitting across Hillside. 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 Hillside 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 Hillside 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 Hillside 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 Hillside. On Rover:
- 94% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 96% 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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