House Sitting Oakwood Hills

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Over 6
pet parents in Oakwood Hills have booked house sitting

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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 is fantastic. He stayed at my house with our 2 dogs for a long weekend. The dogs were so happy and well cared for, my house was clean and in perfect condition. He even shoveled when it snowed! We will 100% have Mark over again.

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

Jordyn was amazing! She was great at communicating and sent photos a few times a day. She didn’t mind answering the million questions I had prior to staying with my dog. I would definitely use her again.

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Cyndy S.
Sitter Profile Image: Grace S.
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Grace S.
from
$75
per night
5.0 out of 5 stars
8 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: Allegra P.
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Allegra P.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Michele K.
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Michele K.
from
$50
per night
5.0 out of 5 stars
12 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: Jessica D.
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Jessica D.
from
$32
per night
15 years of experience
Port Barrington, IL, 60010

About: Hi! I’m a lifelong dog lover with hands-on experience caring for dogs of all ages, sizes, and personalities. I currently have an elderly Jack Russell Terrier and a spunky Chocolate Lab, so I understand the unique needs of both senior dogs and energetic pups. I’m comfortable caring for puppies, adult dogs, and senior dogs, including administering medications, following feeding schedules, maintaining training routines, and providing individualized care based on each dog’s personality and needs. Whether your dog loves long walks, playtime, cuddles on the couch, or a slower pace, I’m happy to adapt to what makes them feel comfortable and happy. I have experience with quirky personalities and understand that every dog is different. My goal is to make your pet feel safe, loved, and well cared for while you’re away. I treat every dog as if they were my own and believe in providing plenty of attention, affection, exercise, and consistency. I look forward to meeting you and your furry family member! I have a flexible work schedule, which allows me to accommodate a variety of pet care needs throughout the day and week. Whether your dog needs a midday walk, early morning care, evening check-ins, or weekend visits, I’m often able to adjust my schedule to provide the care they need. Every dog and family has different routines, so I’m happy to communicate with you to create a care plan that works best for both you and your pup. My goal is to provide dependable, consistent care while keeping your dog’s routine as normal and stress-free as possible. Feel free to reach out with your scheduling needs—I do my best to be flexible and accommodating whenever possible! 🐾 Your pet’s safety, comfort, and well-being are my top priorities. I understand that trusting someone with your furry family member is a big decision, and I take that responsibility seriously. I carefully follow all care instructions, including feeding schedules, medications, exercise needs, and training preferences. I believe consistency helps pets feel secure and comfortable while their owners are away. I also provide regular updates and photos so you can feel confident knowing how your pet is doing. Whether your dog is energetic, shy, senior, or still learning the ropes as a puppy, I strive to create a safe, positive, and loving environment tailored to their individual needs. I treat every pet in my care with the same attention, patience, and affection that I give my own dogs.

Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$150
per night
5.0 out of 5 stars
208 reviews
62 repeat clients
16 years of experience
Island Lake, IL, 60042

My dogs loved her. Megan was very communicative and kind. My dogs have some quirks that she worked around wonderfully. She left my place looking the way I left it after an overnight stay too.

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Robyn P.
Sitter Profile Image: Megan E.
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Megan E.
from
$65
per night
5.0 out of 5 stars
13 reviews
1 repeat client
15 years of experience
Crystal Lake, IL, 60012

Megan is fantastic. She communicates really well and supported me with some change of plans in the middle of my trip. She is kind, caring and an amazing woman. She put me at ease and Abby just loved her. She was even looking out the window for an hour after Megan left! Definitely recommend.

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Steve S.
Sitter Profile Image: Jill N.
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Jill N.
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: Sarah S.
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Sarah S.
from
$55
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
1 year of experience
McHenry, IL, 60050

About: I’ve been around any and all types of dogs since a young age. I am a future physical therapist assistant who is dependable, skilled in safety, and fun! My schedule is currently flexible between ending my school program and taking my licensure exam. I am a caretaker through and through and am eager to spread some of that love to dogs. Spending a summer with animals and outside is a dream! I am keen to follow instructions precisely, ask questions, and when in doubt, always go for the safest route. My priorities are always safety and comfort ability in regards to humans AND animals!

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: 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: Tanner B.
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Tanner B.
from
$42
per night
1 year of experience
Hawthorn Woods, IL, 60047

About: I have had Pers my whole life, and I am a very well - versed person when it comes to dogs. I constantly watch people’s dogs / walk them when needed. Especially during summertimes. I am good with taking care of older dogs and walking at their pace. I am currently home from school for the summertime, I am taking classes in the meantime but I love to spend time with nature. Dogsitting fits into my schedule because I like to get up early and take care of my priorities and I count animals as one of them I value pets the same way, if not more, to other people. I see pets as another me, and I wouldn’t want anything to happen to them because i set such a high value for them. I think pets are one of the best things in our lives, and I wouldn’t want anything to harm that.

Sitter Profile Image: Dickson D.
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Dickson D.
from
$43
per night
5.0 out of 5 stars
29 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: Toby J.
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Toby J.
from
$35
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
4 years of experience
Lake in the Hills, IL, 60156

Toby is super punctual, dependable, kind, and caring. Toby watched my 9 week old puppy twice, and he was very loving and patient. During the time he stayed at my house, he not only watched my puppy for several hours, but also played with him and fed him per my instructions. I highly recommend Toby to take care of any pets. Toby is a spectacular pet sitter and an amazing human being.

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Paula S.
Sitter Profile Image: Ashlee A.
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Ashlee A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
62 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: Hannah M.
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Hannah M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
4 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: Miranda N.
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Miranda N.
from
$30
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
7 years of experience
Crystal Lake, IL, 60014

About: I’ve been surrounded by animals my entire life. I had my childhood dog, as well as caring for numerous family members animals. I‘ve done everything from popping over to watch cats and refill their food to overnight stays to care for animals. I currently work full time, but I can always work things into my schedule as that is the only other thing in my life currently! I love when owners leave me notes regarding their pets care and little trick and habits that will help the pets feel more comfortable. I ensure safety and care to any pets I sit or walk.

Sitter Profile Image: Carolyn G.
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Carolyn G.
Star Sitter
from
$200
per night
5.0 out of 5 stars
140 reviews
42 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.

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Audra V.
Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
8 years of experience
Lake Zurich, IL, 60047

Becca is a very responsible, trusting, kind caregiver. She took care of our two dogs for 8 days in our home and we returned to very well cared for happy dogs and a very well cared for home. We have always boarded our dogs and this was our first time using a in-home service. We couldn’t have had a better experience. I’ve already asked Becca if she is available for two more of our upcoming trips this year. 5 stars

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Doris H.
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The median cost per night for house sitting in Oakwood Hills is €50

Pet parents share their Rover experiences - Oakwood Hills

1 / 1
5.0 out of 5 stars

Michele did a great job watching out pup for 7 hours while we were gone! She was communicative, responsive and he had a great time with her. We would definitely use Michele again!

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Alex R.
House Sitting
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
1 / 1
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Oakwood Hills average 4
repeat house sitting clients

FAQs for House Sitting - Oakwood Hills

Frequently asked questions about Rover

The average cost for House Sitting in Oakwood Hills on Rover is $41.73 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 2,229 sitters on Rover offering House Sitting across Oakwood Hills. 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 Oakwood Hills 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 Oakwood Hills 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 Oakwood Hills 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 Oakwood Hills. On Rover:

  • 95% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% 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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