House Sitting in Oakwood Hills

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

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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.

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Sitter Profile Image: Jordyn L.
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Jordyn L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
70 reviews
16 repeat clients
10 years of experience
Crystal Lake, IL, 60014

This is my first time using Rover and Jordyn exceeded my expectations. Jordyn was the perfect fit for my two French bulldogs. She always communicated throughout the day to let me know how they were doing & even sent photos. I would highly recommend her and I look forward to using her again for our next trip.

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Amanda G.
Sitter Profile Image: Hannah M.
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Hannah M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
University, Algonquin, IL, 60102

Hannah was outstanding. Our schedule changed slightly at last moment and Hannah changed her schedule to accommodate and arrive to our home and be with Harley soon after we had to leave. Hannah kept us up to date and posted lots of photos of our beloved Dog Harley as well as all the walks and loving she provided. We came home to Happy puppy and very clean home. Hannah was awesome and we look forward to having her sit with our dog again in the future.

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Joe B.
Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
22 years of experience
Holiday hills, IL, 60051

Mark was awesome. Miss Molly got lots of walks & apparently behaved herself. My house was spotless when I got home. Mark sent lots of pictures. I am confident Mark is trustworthy and loves animals. Sure hope he is available when I need to travel!

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Rita I.
Sitter Profile Image: Allegra P.
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Allegra P.
from
$50
per night
5.0 out of 5 stars
3 reviews
28 years of experience
Lake Barrington, IL, 60010

Great experience with Allegra. She took excellent care of my pups and kept the house spotless. The dogs were in such a good mood when I returned, which tells me everything I need to know. Will definitely book again!

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Steve F.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$30
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Algonquin, IL, 60102

About: I’ve had dogs and cats my whole life. Currently live with 2 dogs and 2 cats, and my family has 3 other dogs! I’ve dog-sat for many years, both staying at homes and frequently checking in. I have a natural way of connecting with animals, and I love spending time with them! During the summer, I will have availability to walk dogs, let dogs out, and care for pets during the day and evenings on weekdays. June weekdays I am available after 12, and July weekdays I am available all day. Weekend availability is not consistent throughout the summer. I live with two dogs and two cats. I walk the dogs frequently, feed them breakfast and dinner, and keep their spaces clean and safe! I monitor pets as they chew on toys, and throw away toys that could be dangerous. Managing 4 pets is a handful, but I love it!

Sitter Profile Image: Judith C.
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Judith C.
from
$85
per night
4.8 out of 5 stars
29 reviews
8 repeat clients
50 years of experience
Barrington, IL, 60010

Judith and Cynthia did a great job looking after our two 'giant' dogs (St. Bernard & Mastiff) for a long weekend. They were prompt, sent out updates and pcitures every day, and generally made us feel comfortable that our pups were being well taken care of. This was our first foray into getting a Rover sitter, and while we were nervous, they made it less stressful.

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William L.
Sitter Profile Image: Grace S.
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Grace S.
from
$65
per night
5.0 out of 5 stars
7 reviews
1 repeat client
11 years of experience
Trout Valley, IL, 60013

Grace was great! She was responsive, sent videos and pictures, and made me feel comfortable. My dog got sick before we left town and she was sensitive and kind and gave extra attention. We will have her again the next time we go out of town.

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Lori W.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$150
per night
5.0 out of 5 stars
206 reviews
62 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!

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Sarah S.
Sitter Profile Image: Jill N.
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Jill N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
55 years of experience
Fox River Grove, IL, 60021

Jill is always a phenomenal sitter for our dog!

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Jennifer P.
Sitter Profile Image: Abigail T.
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Abigail T.
from
$27
per night
5.0 out of 5 stars
1 review
3 years of experience
Crystal Lake, IL, 60014

Abigail was an amazing dog sitter for our little rescue dog. He can be a tricky one with lots of separation anxiety, but Abigail was such a great support and comfort to him. She was very communicative and tried everything she could to make sure he was happy and healthy. She went above and beyond and we are so thankful to have had her as our sitter!

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Lauren K.
Sitter Profile Image: Jennifer P.
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Jennifer P.
from
$60
per night
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
Crystal Lake, IL, 60014

Jennifer was absolutely wonderful watching Mika and Lilly! She was so personable and sweet from the first time we met so she could meet the dogs before we left and then was wonderful about providing updates on the dogs throughout our trip! Definitely recommend and will definitely use again!

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Rachel K.
Sitter Profile Image: Ashlee A.
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Ashlee A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
61 reviews
9 repeat clients
20 years of experience
Fox Lake, IL, 60020

Ashlee was wonderful! My pups were well taken care of and she sent me lots of pics and videos so I knew they were in good hands the whole time.

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Tracie C.
Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$65
per night
4.9 out of 5 stars
47 reviews
18 repeat clients
30 years of experience
Woodstock, IL, 60098

Rebecca and team were wonderful! We had a great experience with our dog sitter. They took wonderful care of our pets and were very reliable. It gave us so much peace of mind knowing our pets were in good, experienced hands. We highly recommend!

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Lauren P.
Sitter Profile Image: Nathaniel B.
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Nathaniel B.
from
$60
per night
7 years of experience
Wauconda, IL, 60084

About: I currently own three dogs, and have had at least one dog for around 7 years. I have also taken care of pets for family friends and neighbors since even before that. I frequently take my dogs for walks, and I have no allergies to any dog or cat breeds. I am looking to get a summer position so be aware that this could change but currently I am very free and flexible just about whenever you need me. I'm able to take your dogs for plenty of walks and give them plenty of playtime as necessary. Ideally I would prefer to care for your pets in your home, but I can also do in my house if desired. I have 3 dogs that could keep yours company, and they are very sweet as well as decently small. I also have a fully fenced backyard to play in and a spare crate if necessary, although it is only big enough to hold a pet of around 15 pounds or so.

Sitter Profile Image: Jacqueline & Uriel C.
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Jacqueline & Uriel C.
Star Sitter
from
$150
per night
5.0 out of 5 stars
173 reviews
52 repeat clients
6 years of experience
Fox River Grove, IL, 60021

Jacqueline took good care of my Jojo while I had to be on a work trip. She always communicated with me, sent pictures, and Jojo enjoyed being with her. Jojo is a reactive dog, and Jacqueline handled it well. I definitely recommend Jacqueline for dogwalking, sitting, etc!

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Afshan K.
Sitter Profile Image: Dickson D.
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Dickson D.
from
$43
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
7 years of experience
Island Lake, IL, 60042

About: I’ve been caring for animals throughout my whole life and using Rover since the middle of 2022. I don’t have any pets of my own and my home is quiet and peaceful. 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. 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, and sniff out some new spots. 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 observing their behavior, exercise, play, walks, and snuggles. Please bring along any favorite toys, crate, blankets, or other comfort items they love.

Sitter Profile Image: Kylee S.
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Kylee S.
from
$65
per night
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Cary, IL, 60013

Kylee is very knowledgeable and experienced with animals. She was flexible and accommodating with my pets' various needs (2 dogs and 2 cats, 2 of whom are senior with health conditions and special dietary and supplement needs). Everything was kept clean and she was communicative throughout. All of our pets were happy and relaxed upon our return. I highly recommend Kylee and her team!

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Melissa W.
Sitter Profile Image: Collette M.
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Collette M.
from
$60
per night
20 years of experience
McHenry, IL, 60050

About: Hello!!!! My name is Collette and i would love to help take care of your pets. I've had a passion for animals since i was a little girl. I currently work as a vet tech and care for animals every day and have experience with all ages and needs! I’m focused on keeping your pets happy, safe, and comfortable while you’re away! Pet care is part of my daily life so I’m already used to feeding, walks, medications, and routines. I fit pet sitting and walking into my schedule outside of work and make sure each pet gets the best care possible! I follow all instructions closely for feeding, walks, medications and playtime and make sure your pets feel safe and loved during there time with me!

Sitter Profile Image: Michele K.
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Michele K.
from
$50
per night
5.0 out of 5 stars
11 reviews
25 years of experience
Cary, IL, 60013

Michele did a great job watching our Livia while we were in CA. We were very comfortable knowing she was well taken care of. Michele took Livia for a morning walk daily and kept us updated with pictures and notes. She is highly recommended and we wouldn't hesitate to use her again.

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Jim B.
Sitter Profile Image: Sydni J.
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Sydni J.
from
$38
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
10 years of experience
McHenry, IL, 60050

About: I have experience with dogs since a very young age, they have always truly been my best friends. I have fostering experience & have cared for mother dogs, witnessed birth, and taken care of their newborns. I live in an apartment with my boyfriend and our two cats and toy cockapoo, we are open to dog boarding and sitting! Please keep in mind when requesting us, I do work full time M-F 8-4:30p and my boyfriend works full time M-Th and every other weekend until 2:30 or 3pm, so our best availability is evenings, weekends, and overnight sittings. We look forward to meeting your precious fur babies!

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Oakwood Hills pet parents share their Rover experiences

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5.0 out of 5 stars

Kylee is very knowledgeable and experienced with animals. She was flexible and accommodating with my pets' various needs (2 dogs and 2 cats, 2 of whom are senior with health conditions and special dietary and supplement needs). Everything was kept clean and she was communicative throughout. All of our pets were happy and relaxed upon our return. I highly recommend Kylee and her team!

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Melissa W.
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.

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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.

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Sharon G.
House Sitting
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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 $55

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 Jun 2026 was about $55 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 Jun 2026, there are 1,383 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, 88% of Oakwood Hills house sitters respond in under an hour.

House sitters in Oakwood Hills have an average of 15 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.