House Sitting in Oakwood Hills

Find a loving house sitter to watch over your pets and your home.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Oakwood Hills house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Mark H.
Verified Enhanced Background Check
Mark H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
22 years of experience
Holiday hills, IL, 60051

Mark took such great care of our dog! She was completely happy when we came home and our house was clean, packages and garbage cans brought in. We also had a few changes and he was so flexible. Will definitely be using him again!

Profile image
Carol A.
Sitter Profile Image: Jennifer P.
Verified Enhanced Background Check
Jennifer P.
from
$60
per night
5.0 out of 5 stars
10 reviews
1 repeat client
25 years of experience
Crystal Lake, IL, 60014

Jennifer did a great job and our pups were very happy! She kindly dealt with us coming home in the middle of the night due to a sick child. Somehow even with our surprise entry home, the house was spotless too. Thank you so much!

Profile image
Kathryn M.
Sitter Profile Image: Jordyn L.
Verified Enhanced Background Check
Jordyn L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
61 reviews
14 repeat clients
10 years of experience
Crystal Lake, IL, 60014

This is the second time we’ve used Jordyn to watch our dog in our home and she did great with her! We can tell Polly is comfortable with her and loves having her stay here. Jordyn keeps us updated and leaves the house nice and clean. Will definitely use her again for future trips!

Profile image
Jen G.
Sitter Profile Image: Kylie A.
Verified Enhanced Background Check
Kylie A.
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Crystal Lake, IL, 60012

About: I understand the importance of routine and consistency when caring for new animals. My love for animals ensures they feel comfortable and safe while I'm looking after them. I'm extra attentive to senior animals, being able to administer medication, while also being able to keep up with the young energetic pups. My ability to handle different pets and situations makes me adaptable and trustworthy. I do work a full time 9-5 job but I am available for early morning or late afternoon drop ins or walks. I am also free on the weekends to make sure your pets are well taken care of. My fur babies are very loved and spoiled. We go on evening walks and go to dog parks on the weekends. Even my cats get to smell the outdoors and have the comfiest beds to nap on.

Sitter Profile Image: Grace S.
Verified Enhanced Background Check
Grace S.
from
$65
per night
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Trout Valley, IL, 60013

Grace was excellent! She provided updates when needed and was very helpful and attentive to our requests and instructions. We came home to a happy, healthy puppy and a clean house. All we could ask for in a sitter! We will definitely be booking Grace again! Thanks, Grace!

Profile image
Meghan K.
Sitter Profile Image: Eddie B.
Verified Enhanced Background Check
Eddie B.
from
$54
per night
4.9 out of 5 stars
31 reviews
12 repeat clients
10 years of experience
McHenry, IL, 60051

Eddie was exactly what we had hoped for. He was extremely polite, kind, great with the dogs and our bunny and left the house absolutely beautiful when we came home. He communicated with us and sent videos and pictures upon our request and did a fabulous job. I would hire him back in a second! Definitely worth every penny and more.

Profile image
Jenna M.
Sitter Profile Image: Megan W.
Verified Background Check
Megan W.
Star Sitter
from
$150
per night
5.0 out of 5 stars
200 reviews
59 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan was amazing! We've never had a more understanding sitter. Even after our plans changed (too many times to count), Megan was awesome and helpful and extremely responsive. We got tons of photos and the dogs looked very happy. Definitely book her!

Profile image
Sarah S.
Sitter Profile Image: Lauren S.
Verified Background Check
Lauren S.
from
$60
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Hawthorn Woods, IL, 60047

Lauren was awesome - both of our dogs loved having her stay at the house. Her communication was crystal clear and she was very responsive...she also sent plenty of pictures of our pups. Highly recommended!!!

Profile image
Kane C.
Sitter Profile Image: Kaitlyn F.
Verified Enhanced Background Check
Kaitlyn F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
23 years of experience
Fox River Grove, IL, 60021

Kaitlyn was great - she was responsive, sent lots of pictures, and our pups loved her! We will definitely ask her to house sit for us again!

Profile image
Amy P.
Sitter Profile Image: Justin H.
Verified Enhanced Background Check
Justin H.
from
$35
per night
5.0 out of 5 stars
10 reviews
18 years of experience
Cary, IL, 60013

About: I've spent my entire life around pets and animals and have pet sat for a lot of family and friends before. I always have loved spending time with animals and taking care of them. My family has raised a Lab, Goldendoodle, and a German Shepard, we are all pet lovers and are all very caring. I'm available all nights and weekends, on weekdays I have a flexible school schedule that allows me to be home multiple times per day. I am a senior about to graduate so I am taking a small amount of classes. I am very attentive to the pets I have cared for in the past, as well as my current pets. I keep to a schedule for feeding, walking, play time, and letting the pets out multiple times a day. This helps keep things organized and routine. I make sure all is well and keep communicating with their owners. Sending photos and videos to ensure your pet is having a good time.

Sitter Profile Image: Ashlee C.
Verified Background Check
Ashlee C.
Star Sitter
from
$85
per night
4.9 out of 5 stars
57 reviews
9 repeat clients
20 years of experience
Fox Lake, IL, 60020

Ashlee was wonderful with my senior pup who needed a LOT of extra care. She ensured that I, the worried mom, got tons of photos and updates throughout my time away. She really put me at ease and handled the many needs of my older sick pup with great care, kindness, and professionalism. She stayed at my home with my pup and left the house in great shape. We will certainly be asking her to watch our dog again in the future.

Profile image
Erika H.
Sitter Profile Image: Caitlin H.
Verified Enhanced Background Check
Caitlin H.
from
$30
per night
5.0 out of 5 stars
1 review
1 repeat client
1 year of experience
Port Barrington, IL, 60010

About: I was a volunteer at an animal shelter, where I walked the dogs waiting to find their permanent home. I am comfortable with animals of all sizes. I am currently a full time masters student, and I work every weekday in the lab. I am available on Saturdays and Sundays for any time of day. I am big into getting dogs out for walks. I also provide a lot of play time to keep your cat or dog active and entertained.

Sitter Profile Image: Dickson D.
Verified Enhanced Background Check
Dickson D.
from
$43
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Island Lake, IL, 60042

About: My genuine love for animals, experience with various breeds and special needs, beautifully fenced in yard by the water, and emphasis on love and patience collectively set me apart as a dog sitter who provides exceptional care and creates a loving environment for the dogs entrusted to me. I don’t have any pets of my own right now, which makes it extra fun to spend time with yours! 🐾 Let’s set up a meet-and-greet so I can meet your pup and you can see how much fun we’ll have together! I like to start the day with a quick potty break followed by some playful yard time to get the wiggles out, then it’s straight to breakfast. During the day we’ll stroll around the neighborhood, sniff out some new spots, and say hi to fellow furry friends. Maybe even hop in the car for a little adventure or park visit. By evening it’s all about winding down, cozy vibes, and a yummy dinner to wrap up a tail-wagging day! I care for pets by stepping into their paws and seeing the world the way they do! They thrive when we keep a routine that feels familiar, filled with their usual play, walks, and snuggles. To make them feel right at home, please bring along any favorite toys, blankets, or other comfort items they love.

Sitter Profile Image: Haley & Alex Z.
Verified Enhanced Background Check
Haley & Alex Z.
from
$70
per night
5.0 out of 5 stars
32 reviews
2 repeat clients
15 years of experience
Lakemoor, IL, 60051

Haley and Alex came through for me in a very last-minute and stressful situation due to a family emergency. They stayed with my Boys and kept them happy and cared for in my home while I was out of town. They were great about keeping me updated, especially knowing how stressed I was since this was the first time anyone besides my immediate family took care of my pups. I would definitely book them again and will recommend them to all of my pet parent friends! 🐶🐾

Profile image
Jessica
Sitter Profile Image: Gail G.
Verified Background Check
Gail G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
41 years of experience
Barrington, IL, 60010

Gail was such a great sitter. She made sure to update me about the kitties and kept the house super clean. You can tell she loves cats so much and is just a joy to work with! She even took care of my plants and did some folding for me. Above and beyond! Thank you, Gail! ❤️

Profile image
Emily B.
Sitter Profile Image: Nina A.
Verified Enhanced Background Check
Nina A.
from
$40
per night
10 years of experience
McHenry, IL, 60050

About: Caring for dogs has been a part of my life for as long as I can remember. With 3 years of vet tech experience and 2 years at a doggy daycare, I bring both professional knowledge and genuine love to every dog I care for. I understand dog behavior, medications, and individual needs, and I treat every dog as if they were my own- so you can feel confident your pet is safe, understood, and deeply cared for. Pet care fits naturally into my daily and weekly routine. While I'm currently in school Tuesdays and Thursdays, most of the time I'm home, which gives me open and flexible availability for pet care. I enjoy staying active through walks and hikes, so daily exercise and outdoor time with dogs is something I happily incorporate into my routine. Being home allows me to provide consistent supervision, attention and a calm, caring environment where pets feel safe and well cared for. I care for pets with a calm, loving and attentive approach, whether in my home or a client's home. In my home, dogs have plenty of space to relax and play, including a large fenced-in yard and a comfortable, spacious house. I also live near several forest preserves, which allows for enriching walks and outdoor time when appropriate. I take the time to learn each pet's routine, including feeding schedules and medications, and any special needs, to ensure comfort. Because I may be caring for other dogs and I have a dog of my own, I always ask about a pet's temperament and how they do around other dogs to make sure everyone stays safe, happy and stress-free.

Sitter Profile Image: Carolyn G.
Verified Enhanced Background Check
Carolyn G.
Star Sitter
from
$200
per night
5.0 out of 5 stars
128 reviews
37 repeat clients
30 years of experience
Cary, IL, 60013

Caroline is incredible. I have one fur baby that is easy, and one that is a bit difficult due to medical issues. Our male can be a bit difficult and reactive. We met with Caroline and she listened and heard everything we told er about our babies. She asked a lot of question, which was fantastic. She just spent the past 2 days with our babies. She not only earned their trust, but their love. Caroline spent time with them getting to know them, took them on walks, and was fantastic in our home. We know that are dogs are in good hands with Caroline. We will definitely be having her back.

Profile image
Audra V.
Sitter Profile Image: Becca S.
Verified Enhanced Background Check
Becca S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
8 years of experience
Lake Zurich, IL, 60047

Becca was wonderful! She was able to watch Tazer on short notice over a holiday weekend. She sent updates and photos letting me know how he was doing. I have never had someone new watch him before and she said he adjusted well. It was such a relief knowing I could get away and he was in great hands. I will definitely be using her to sit again.

Profile image
Deana M.
Sitter Profile Image: Annastacia M.
Verified Enhanced Background Check
Annastacia M.
from
$30
per night
4.5 out of 5 stars
3 reviews
10 years of experience
Crystal Lake, IL, 60012

Annastacia did a fantastic job caring for my babies! I could tell they really loved having her over. She was very open to any information I gave her about my dogs, responded in a timely manner, and followed the given instructions. I highly recommend booking with her and plan to in the very near future!

Profile image
Breana P.
Sitter Profile Image: Shiloh C.
Verified Enhanced Background Check
Shiloh C.
from
$90
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Fox River Grove, IL, 60051

Shiloh was absolutely great! She took such good care of our fur babies and kept our house just as we had left it. She even stayed an extra night when our flight home got canceled without any hesitation. We are so grateful and I would highly recommend her services!

Profile image
Taryn S.
1 / 1
View more sitters

Oakwood Hills pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kylee she was a lifesaver, probably one of the most important overstays with our dogs that we could ever need. Our son was getting married and we needed to make sure we had somebody would be confident that would be there and not only was she really good at communicating even came over to our house to meet the dogs before she had to overnight stay. We have 2 energetic boxers and they loved her when she met them. We didnt worry for a second the whole time when and we got to enjoy our evening at the wedding. Kylie also got back to us right away asked questions if she had them and everything was perfect when we got home. I would definitely recommend her. She is communicative kind and great with pets so thank you for so much for helping us and making our day extra special with no worries.

Profile image
Laura D.
House Sitting
5.0 out of 5 stars

I have unfortunately had inconsistent experiences using Rover in the past and was hesitant in trying to find a dog sitter for a week long trip through Rover. Jacob however was great to work with and incredibly diligent and timely with my older (particular) dog. I cannot recommend him enough! His calm demeanor immediately put my pup at ease and he made sure to accomidate some specific needs (visits before I left, specific food needs and timely bathroom breaks) to keep my dog comfortable and happy. He communicated effectively before, during and after the trip, which is always greatly appreciated. I'll most definitely be requesting Jacob for any and all future trips.

Profile image
Kaitlin W.
House Sitting
5.0 out of 5 stars

Madison was a fantastic house and dog sitter. She is reliable, very friendly,and was great at communicating. It is evident that Madison truly enjoys dogs. I always feel at ease when she watches my dogs.

Profile image
Sharon G.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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!

The median cost per night for house sitting in Oakwood Hills is $54

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.

Sitters in Oakwood Hills average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oakwood Hills on Rover as of Mar 2026 was about $54 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Oakwood Hills house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, there are 1,379 house sitters in Oakwood Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Oakwood Hills house sitters respond in under an hour.

House sitters in Oakwood Hills have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oakwood Hills.

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. Oakwood Hills 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.