House Sitting In Highwood Estates
Find a loving house sitter to watch over your pets and your home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Highwood Estates house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I’m so happy we were able to book Rachel to watch our dogs and home while we went out of town. We did a meet and great before the trip, and I was certain they would be in good hands. We enjoyed getting daily pics too. She left our place looking nice than how we left it. I would not hesitate to book her again.”
“Mallory is so nice! She ensured that Kermit was comfortable despite fireworks and a thunderstorm in the same weekend. She sent us updates twice a day to reassure us that he was doing okay.”
“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”
About: I am a animal lover and previous pet owner. I have experience caring for cats, dogs, birds, fish, rodents, you name it!. I have worked with many animals and am comfortable grooming, walking, feeding, playing with and caring for your pets. I have been a volunteer and youth leader with Safe Humane Chicago and have participated in many of their programs. I think every pet I’ve met has shown me how to be more patient and kind.I have seen how owners truly care about their pets and his or her safety and that shows me just how much they love them as an important part of their family. If you are interested I would love to hear from you and am available via text or phone call Thanks, -Hannah
“It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.”
“Elizabeth went above and beyond to take care of our pup and our home during her stay. She provided multiple updates and photos throughout the day and kept our dog safe and happy while we were away. Can’t recommend her enough!”
“My cats do not like anyone but Nimbus loved her. Even looked for her after she was done watching them. There was also the added task of keeping my fish alive and they were all there when I got home. As long as Emily isn't busy, she will probably be watching the cats again.”
“Emily was wonderful - communicative, friendly, and our dog and cat clearly loved her. She sent amazing pictures and updates and allowed us to feel completely relaxed about being away. Thanks, Emily!!!”
“Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️”
About: Surrounded by dogs my entire life, I’ve helped care for family pets and lovingly raised my own for 3 years. I provide walks, playtime, feeding, and a safe, loving space while keeping owners informed. Available Saturday and Sundays for walks, drop-ins, and pet sitting. I’m dependable, follow your pet’s routine, and always share photo updates so you feel comfortable while you’re away. I make sure pets feel safe, loved, and supervised. I follow your instructions, keep everything secure, and send updates. I also have a friendly, energetic dog who’s happy to play — only if you and your dog are comfortable.
“Lily was great! Our dogs were well cared for, and it was clear that Lily took great care of them. We will absolutely be using her again. She is so nice, communicative, professional, and accommodating.”
“Keisha took such great care of our two French bulldogs that are not exactly the easiest. She also did a great job trouble shooting some unanticipated situations like transportation issues and getting locked out — we will 100% use her again.”
“Kim was absolutely perfect! She communicated very consistently while I was away & made a creative effort to get my anxious dog to eat when he wouldn’t. She also left a really cute card for me when I returned home. I felt like Tino was in very safe & capable hands. We can’t wait to book with Kim again!”
“Cindy is the best. She helped take care of my cats before they passed and takes care of my senior dog like she is her own dog. Lots of love and attention. I have had Cindy stay at my house multiple times,she goes above and beyond what I would expect. I wish I could clone her so she would always be available for just me, lol”
“Berenice is fantastic! Sends lots of updates and pictures of my babies while we were away. Cleaned up after herself which wasn’t necessary. I felt comfortable being away knowing my dogs were taken care of. 10 out of 10!!”
“Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!”
“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”
Highwood Estates pet parents share their Rover experiences
Cary was an excellent dog sitter! She cared for my dog for 7 days while I was out of the country, and this was my first time being away from my dog. She was very thoughtful about sending regular updates throughout the day, which gave me so much peace of mind. Cary stayed at my home and took great care of both my dog and my space. She kept everything clean and even washed my sheets before I returned, which I truly appreciated after a long day of traveling. It’s clear she genuinely cares and treats your pet like her own. I highly recommend her to anyone looking for a reliable and caring dog sitter!
We have had Jenn take care of our sweet (high anxiety) 5 year old pup on three separate occasions. Our first interaction with Jenn was for a one overnight visit. Things seemed to go well but I wanted to give it a little more time. We then hired her to walk Riley one afternoon; that went well. Our most recent experience with Jenn was a trip that required Jenn to spend 6 nights at our home. Everything went really well! She was prompt in arriving at the house the first day; she made herself available until we got home on the last day of our vacation. She was always very prompt and responsive to any texts that I sent her. She sent daily updates and photos to us. Even though she works during the day, she made the trip to our home during her lunch hour to let Riley out. She was excellent. When we got home from our very long overseas flight, we came home to a VERY clean and tidy home. She did an awesome job. We are thrilled to recommend her to anyone and will definitely be using Jenn again.
Caitlyn was once again outstanding. She provided excellent care for our five dogs and accommodated our newest addition on short notice. She handled Mayhem’s medications perfectly (which is an absolute necessity as she has Addison’s Disease) and shared lots of regular photo updates, which we greatly appreciated during our 10-day absence. Our dogs clearly adore her and are always excited to see her. This is our fourth time using Caitlyn, and we hope she’ll continue to sit for us! I really can’t say enough good things!
Melissa was amazing with our two labs. She took impeccable care of them and our home. She is conscientious, organized and soooo kind! Our girls loved her. Lots of pictures and updates. Our minds were at ease during our last minute getaway! Would absolutely recommend!
Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!
Alissa was amazing! I can’t say enough good things about her. Her communication was phenomenal and she went above and beyond to take great care of our dog while we were away on vacation. The house was perfect when we got back and she sent numerous updates and pictures while we were away. We would gladly welcome her back!
We can't speak highly enough of Katherine who has watched our house and pets numerous times. She is caring, thoughtful, and provides the pets (dog and 2 cats) with all the attention they need and then some. We came home to a spotless house and felt comfortable/like the pets were in good hands while we were abroad.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Highwood Estates.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Highwood Estates house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
Connect anywhere with the Rover app
