House Sitting Highwood
Find a loving house sitter to watch over your pets and your home.
Highwood, 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.
“Kevin was wonderful. We could not have been more confident in his ability to care for our pup during our trip. He asked all the right questions and truly paid attention to detail. During the stay, he sent plenty of updates and pictures which made us so happy to see! He was prompt, professional, and friendly! Our normally nervous pup warmed up to him almost immediately which just shows how lovely he is. Ollie loved him! He drew us a custom picture of Ollie and it truly is the coolest thing ever. We’ll be hanging it up! If you’re looking for a sitter who is attentive and will love on your animals the way you would, Kevin is your guy! Thank you Kevin for taking great care of Ollie!”
“Sarah took care of our cat for four days at our house while we were away. He has to be given medication at certain times during the day and also loves human attention. Sarah was caring and responsible, spent time hanging out with him, and made sure he got his meals and medicine at the right times. She also checked in with us, asked good questions, and responded quickly when we checked in with her. We hope to hire Sarah again, and highly recommend her for petsitting and housesitting.”
“Alyssa was a wonderful dog and house sitter. She was responsive to requests, thorough in following instructions, and very communicative throughout my time away. She took great care of both my dog and home and I would definitely use her services again.”
“Arianna was fantastic house sitting my two pets. She understood their personalities and took such great care of them while I was out of town for a work trip. Highly recommend!”
“Jamie is amazing! She took care of our 2 (very active) dogs and did an outstanding job. She sent great pictures and updates daily to us - making sure we had comfort that they were happy and well cared for. She is very talented working with dogs (She even brushed our Sheppard every day)! Jamie stayed at our house and was very respectful and our house was in amazing condition when we returned. I could not recommend her more highly.”
About: Hi my name is Nina! I’ve been surrounded by animals all my life and over the last 2 years I’ve truly fallen in love with pet care. I am trustworthy, flexible and go above and beyond for your furry friend. Just as I would take care of my own! I’ve worked professionally as a pet sitter including drop ins, long walks and over two weeks at my clients home. Taking care of your home as much and I do your pet! I am a lover of all animals but more than that, I am comfortable with elderly dogs, dogs with special needs, medicated pups and those that are a bit anxious. I’ve found that home sitting keeps your animals the most comfortable while they stay on their normal routine and meet a new friend! Clients in the past have said I am patient, adaptable, trustworthy and truly go above and beyond for your pup just as I would my own. I’d love the opportunity to gain a new furry friend and hope to take any anxiety away from leaving your baby. I’m currently working as a freelance digital marketing contractor so my days are mostly spend at home. I am extremely flexible when it comes to overnights and walks, accommodating my customers needs. I am happy to stay overnight as needed as well’ I treat your home as if it were my own and my goal is to leave it cleaner than I arrived. When it comes to your pups night routine, I am happy to cuddle up with them or crate the as needed. It’s truly up to what their normal routine includes and I follow!
“Grace did an amazing job taking care of our dog and cat! Both are rescues from Texas and have their own little quirks, and she handled each of them with so much patience, kindness, and care. It gave us such peace of mind knowing they were in great hands while we were away. Grace was also incredibly communicative and sent us regular updates on how both of our babies were doing and handling our absence, which we really appreciated. It was clear that she genuinely cared about making sure they were both comfortable and happy. We would 100% recommend Grace to anyone looking for someone they can truly trust with their pets. She’s wonderful, and we’d absolutely have her care for our babies again!”
About: I’ve taken care of many different furry friends since I was 14. As soon as I moved in with my roommates I was more open to taking care different types of pets. I do have a morning job. I am available after 3:30pm. Just give me a heads up if you’re interested so I can work around my schedule. I am looking to further my knowledge on taking care of many different loving animals. I’m excited to meet new furry friends and reptiles! I will always stay on top of your pets schedule, weather it’s walking them on a specific time or feeding them. I always pay attention to certain requirements your pet needs.
“Lauren is a fantastic dog sitter! She is so consciencious, responsible and knowledgeable about dogs. She bonded with my little 11 week old Maltese Teddy immediately. I have absolute trust in her for caring for my baby. It is obvious that she truly loves and cares about dogs. She texted me updates and sent pics while I was gone. I know that he had lots of attention and affection in my absence. Teddy is so lucky that we found Lauren on Rover!”
“Highly recommend Kortney! Leaving my pup for a week is never easy, but she made the entire experience stress-free! She treated my dog like her own and provided regular updates and photos, which gave me so much peace of mind while I was away. When I got home, I could tell she had been happy, loved, and exceptionally well cared for. I’m so grateful for the wonderful care Kortney provided and will absolutely book with her again. ❤️🐾”
About: I’ve had dogs in my family since I was in elementary school. I’ve been responsible for things like feeding them, walking them, and taking them out at night and in the morning Right now, my only commitments are on Sunday mornings, when I teach religious school in Deerfield. I’m looking for my next full time job currently, and heard about Rover through word of mouth. I’ll take your dog out first thing in the morning and last thing before bed. I’ll feed them right after they go out in the morning, and before I have dinner myself. I’ll also walk them at least once a day, weather dependent
“Jennifer is great! She has a calm, confident demeanor which helps with our puppy's over-excitement. Our puppy is happy to see her come and is sad when she leaves. We're all looking forward to Jennifer's next visit”
“Katelyn was great with our fur babies! She sent plenty of photo updates throughout the booking. She updated us about anything going on with the kids and asked questions along the way. We really appreciated her communication! The dogs loved her during meet and greet. I’m sure they wanted her to stay with all the doggy cuddle puddles! Would definitely book her again! It was so reassuring to have someone reliable, communicable, and compassionate. Made our vacation a breeze. We missed our doggos, but didn’t have to worry or stress with Katelyn!”
About: With over 20 years of experience caring for dogs and cats, I know how important it is to trust someone with your furry besties. Whether it’s walks, cuddles, playtime, or senior care, I treat every pet as if they were my own. I currently work remote, which gives me plenty of flexibility to care for pets throughout the day. I’m available for walks, drop-ins, and playtime during weekdays, as well as extended care on weekends. Your pets will never feel rushed — I make sure they get the time, attention, and love they deserve. I will always follow your care instructions closely, and I treat every pet as if they were my own family. Their safety, happiness, and comfort are my top priorities.I love winning over every animal and giving them the love and safety they deserve!
“Tiffany was a fantastic house sitter for our 9-month-old puppy! She was responsive, professional, and made sure our dog felt comfortable and well cared for while we were away - which gave us great peace of mind. We will definitely use her again and highly recommend her!”
“Jeanette did a wonderful job caring for our dog and our house. Our dog is not easy, but she bonded with him almost immediately. She was 100% punctual and reliable and was outstanding at keeping us informed throughout our time away. We recommend her wholeheartedly.”
About: I’ve taken care of pets for family since adopting my first family pup in kindergarten! After experiencing a violent car accident at a young age with my dog who developed severe anxiety as a result, I’ve spent much time learning how to handle reactive, sensitive, and anxious dogs, as well as patience with seniors and specials needs. I am a recent graduate from Johns Hopkins University and am taking a gap in my studies until beginning a graduate program at Northwestern University in the Fall. Until then, I’m open and incredibly flexible, and I want to be of any help I can for your fur babies whenever you need! After adopting an incredibly high energy pup 3 years ago, I’ll draw from everything I’ve learned to make sure your pup gets the play, exercise, and enrichment they deserve! I spend a lot of time outside with dogs on walks, jogs, and play dates and am excited to do the same with yours!
“Han did a wonderful job! So happy we found them! Our furry family was well taken care of, and so was our home. Looking forward to working with them again in the future!”
About: Have taken care of dogs since I was young. Neighbors and family friends alike. I’ve also always had a dog since I was younger as well. Pet care is a part of my daily life since I have my own dog and help with my sisters. Dogs can’t talk so sticking to a routine helps them out. I’ve taking care of both small and bigger dogs so the level of care and exercise varies. I’ve taken care of dogs who need to take meds and not exercise too much as to not hurt themselves. Along with active farm type of dogs who have needed an hour or two walk.
Pet parents share their Rover experiences - Highwood
Bryn has been my dog sitter twice and each time has done an amazing job. My dog Bruno is a very large Bullmastiff and she had no issue watching him and it’s very obvious Bruno feels comfortable with her. She’s conveniently close by and does a great job communicating and keeping me posted on how things are going. I will continue to use Bryn in the future when she’s available. Five Stars!!!!
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 house sitting
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 - Highwood
Select a filter and find qualifying sitters offering house sitting.FAQs for House Sitting - Highwood
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.
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 Highwood 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 Highwood 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.
<b>Tip:</b> 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 Highwood 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 , 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 .
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 .
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.
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.
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