House Sitting Skokie

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

End
Search

Over 118
pet parents in Skokie have booked house sitting

Skokie, 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.

1 / 1
Sitter Profile Image: Alex N.
Verified Enhanced Background Check
Alex N.
from
$70
per night
4.8 out of 5 stars
20 reviews
7 repeat clients
3 years of experience
Evanston, IL, 60201

Alex was wonderful with our pups (and even helped out with a few of our clients while we were away!). Alex kept us updated, communicated consistently, and truly made the dogs their top priority. We’re so grateful and would absolutely recommend Alex!

Profile image
Lauren C.
Sitter Profile Image: Kristin M.
Verified Enhanced Background Check
Kristin M.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Forest Glen, CHICAGO, IL, 60646

Super impressed! Billy is blind and Maggie is recovering from a sprain. I felt like I had the dog whisperer in my house. She is so clean!! She literally pulled the sheets off the bed before she left.

Profile image
Fifi R.
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Katherine B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Evanston, IL, 60202

Katherine was the absolute best! I felt so comfortable leaving my fur babies with her and she did an amazing job keeping me updated with photos and notes. I’ll use her again for sure!

Profile image
Amanda G.
Sitter Profile Image: Dylan M.
Verified Enhanced Background Check
Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

Dylan was a lifesaver when we had another cancellation at the last minute. He was professional and great with our senior pup. We'd definitely work with him again.

Profile image
Krysta M.
Sitter Profile Image: Tiffany G.
Verified Enhanced Background Check
Tiffany G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
27 reviews
12 repeat clients
10 years of experience
Skokie, IL, 60077

Tiffany did a wonderful job taking care of my anxious dog Churro! My house was spotless when I got home and she sent regular photos and updates, and handled his medication schedule too. He was happy and well cared for all week. Churro and I look forward to working with Tiffany again!

Profile image
Jordan H.
Sitter Profile Image: Alexa N.
Verified Background Check
Alexa N.
from
$50
per night
4.8 out of 5 stars
53 reviews
20 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

I always use Alexa. Excellent communication, always on time and sends photos throughout her stay without me having to ask or prompt her. She's a 10/10!

Profile image
Brittany O.
Sitter Profile Image: Bryan S.
Verified Background Check
Bryan S.
from
$45
per night
5.0 out of 5 stars
66 reviews
27 repeat clients
15 years of experience
Lake View, Chicago, IL, 60657

Bryan has been an amazing sitter for my dog, Charlie. He clearly truly loves animals and keeps me updated with any changes and send lots of photos! Couldn’t recommend him more.

Profile image
Mallory M.
Sitter Profile Image: Amelie K.
Verified Enhanced Background Check
Amelie K.
from
$28
per night
5.0 out of 5 stars
10 reviews
1 repeat client
1 year of experience
Lincoln Square, Chicago, IL, 60640

About: In college i took classes specifically on animals health, with specific focuses on pets. - their behaviors, needs and how to best care for them. I've always had an animal in my life. I grew up helping taking care of my family's dogs and in college my roommates and I got a cat. Since graduating college I haven't been able to have a pet and wanted to become a sitter to continue to have animals in my life. I'm a recent college graduate, currently looking for a full time job so I'm quite flexible. I'm available between 8AM-7PM, Monday through Sunday and can also be available for overnight pet sitting if needed. I believe in leaving a space as clean as when you came, caring for the pet and taking care of any possible messes. After taking care of both cats and dogs, I believe in giving them lots of play time and engagement. Given any specific health needs, I can medicate and care for (and carry if necessary) pets up to 30lbs.

Sitter Profile Image: Jesse G.
Verified Enhanced Background Check
Jesse G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
8 reviews
6 repeat clients
33 years of experience
Skokie, IL, 60077

Jesse was a veritable surrogate mother to my senior dog!! She is very attentive to my pet & thinks outside the box. She kept me well provided with ongoing photos & left me lots of feedback in a notebook I left with notes/tips from me. I will definitely have her help me out again!!

Profile image
Lucille F.
Sitter Profile Image: Andre H.
Verified Enhanced Background Check
Andre H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
20 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

My house was left as clean as I left it! My babies were obviously well cared for, and Andre was so kind when I wanted to check in. I wish all of my care experiences were this good. One of my babies had to take a pill, and is highly suspicious, and he got her anti-inflammatory in her!

Profile image
Fifi R.
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Megan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Lake View, Chicago, IL, 60613

Megan did a great job w/ our baby! She was very attentive and took her on plenty of long walks beyond just our neighborhood. She also did a great job watching our home and handling a few tasks! Would for sure book again!

Profile image
Andrew C.
Sitter Profile Image: Urszula W.
Verified Enhanced Background Check
Urszula W.
from
$65
per night
5.0 out of 5 stars
1 review
10 years of experience
Glenview, IL, 60026

About: A true dog lover will take care of your fur baby and your home overnight (6pm till 6:30 am) while you are away. Available for daytime visits on weekends and holidays only. I’m available to take care of your dog(s) and your house over night during the week, all day on Saturday and Sunday and during all major holidays and school breaks. I take care of dogs in client’s home, I take dogs for long walks and give them plenty of love and attention. Lots of playtime too.

Sitter Profile Image: Ella V.
Verified Background Check
Ella V.
Star Sitter
from
$90
per night
5.0 out of 5 stars
295 reviews
121 repeat clients
15 years of experience
Winnetka, IL, 60093

Ella took the very best care of our dog while we were away. We feel so lucky to have her in our lives to care for our dog when we aren’t home.

Profile image
Abby C.
Sitter Profile Image: Cheryl L.
Verified Enhanced Background Check
Cheryl L.
Star Sitter
from
$65
per night
4.9 out of 5 stars
125 reviews
38 repeat clients
20 years of experience
Chicago, IL, 60647

Cheryl was amazing! She arrived on time, my dogs loved her immediately, and she was organized and ready to help! We adore Cheryl and would definitely use her again!

Profile image
Jenifer W.
Sitter Profile Image: Kayleigh H.
Verified Enhanced Background Check
Kayleigh H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Chicago, IL, 60640

Kaleigh went above and beyond to help my sick kitty girl. My cat normally has medications, but at the last minute Kaleigh had to give an antibiotic twice a day plus the other medications injected orally. She did it with ease and flexibility. I could tell my cat really liked her since she was so happy in the photos she sent me. She even came by after she was done to make sure my cat wasn’t suffering without the AC on. She’s wonderful, caring and so reasonable. I highly recommend her.

Profile image
Crystal S.
Sitter Profile Image: Kati K.
Verified Enhanced Background Check
Kati K.
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
15 years of experience
Albany Park, Chicago, IL, 60625

Kati was nothing short of fantastic. My puppy loves spending time with her. He even learned a few new tricks during an overnight stay. Highly recommended and will definitely book again.

Profile image
Alexander P.
Sitter Profile Image: Gail G.
Verified Background Check
Gail G.
from
$100
per night
5.0 out of 5 stars
53 reviews
15 repeat clients
42 years of experience
Skokie, IL, 60076

Gail was amazing! This was our first time having someone we did not know care for our cat and dog so we were a little nervous. At our meet and greet Gail made us feel completely at ease. You can tell she really loves animals and pays close attention to details. Gail sent us a bunch of pictures and updates during the time we were out of town. Also, she knew we were getting home after grocery stores closed Christmas eve and she left us dinner in our fridge! I would highly recommend Gail.

Profile image
Rita R.
Sitter Profile Image: Gail F.
Verified Background Check
Gail F.
from
$50
per night
5.0 out of 5 stars
7 reviews
8 years of experience
morton grove, IL, 60053

About: My names Gail! I am 26 years old and look to make some new furry friends. I have experience watching dogs and cats! I have gone to the clients house to watch the dog/cat or I pop in to make sure they are fed, go to the bathroom, and make sure they are walked and played with so they don’t feel lonely. I have also house sat as well if needed! I have my own way of transportation and super flexible in times. I like to take pictures to send to the families of the pet. I love being around dogs and cats! I currently work about 5-6 days a week. I do choose my own schedule at the end of the week, so I am very flexible on time! I have my own car, so I am able to get around very easy. I am able to put puppers in or out of crates if needed! I am able to distribute any medications to pets. Making sure the pets feel safe and comfortable while their family is out of town!

Sitter Profile Image: Samantha B.
Verified Enhanced Background Check
Samantha B.
from
$70
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
3 years of experience
Rogers Park, Chicago, IL, 60626

Sam did a great job! Communicated frequently and sent over lots of pics/videos. One of our dogs is getting up there in years and she was really flexible in providing help to accommodate her needs. The house was clean and the pups were happy when we got home!

Profile image
Kenzie G.
Sitter Profile Image: Joanna P.
Verified Enhanced Background Check
Joanna P.
Star Sitter
from
$89
per night
5.0 out of 5 stars
38 reviews
4 repeat clients
20 years of experience
Norridge, IL, 60706

Joanna was great with our puppy! She gave her lots of walks, playtime, and kept great company. We had lots of updates with pictures and video to know how our dog was doing, and we were always able to reach out to her. Highly recommended!

Profile image
Tina M.
1 / 1
View more

The median cost per night for house sitting in Skokie is $50

Pet parents share their Rover experiences - Skokie

1 / 1
5.0 out of 5 stars

Fantastic dog sitter! I felt super safe leaving my dogs and home in Kelso hands and I love that we have someone responsible and reliable that we can call on for our dog sitting needs. Kelso rocks!

Profile image
Sam G.
House Sitting
5.0 out of 5 stars

Super responsive, sent lots of pictures, house looked great when we got back. Thanks for everything.

Profile image
Sean J.
House Sitting
5.0 out of 5 stars

Melissa sent updates of the fun she had with my dogs, never hesitated to ask if she had a question, followed directions perfectly, and left my house cleaner than I left it!! I wanted a sitter who truly would spend time with my dogs as they are used to someone here mostly at home and Melissa did just that! She showed love and care for my dogs the week we were away. Thank you, Melissa!!

Profile image
Elizabeth R.
House Sitting
5.0 out of 5 stars

Maddy did a great job with our Bug! She was helpful and responsive and we felt that we left Bug in great care! We’ll definitely have Maddy house and dog sit again!

Profile image
Liz B.
House Sitting
5.0 out of 5 stars

Thank you guys so much!! I wouldn’t hesitate to book you for taking care of my cat next vacation! I appreciate the last minute accommodations and your patience with me as well!

Profile image
Nadia
House Sitting
5.0 out of 5 stars

Tiffany took care of my 2 kittens and we enjoyed our vacation more knowing she was there! She is a conscientious and communicative sitter. Highly recommend!

Profile image
Sarah B.
House Sitting
5.0 out of 5 stars

Gail was AMAZING!! She stayed at our home and was so communicative and flexible and took great care of our 2 golden retrievers while we were away! She sent pictures and made sure our boys were well loved and taken care with walks, playtime and spent quality time with them! She also made sure to water my plants and bring in the mail and kept our house clean and tidy while we were away. We HIGHLY recommend Gail and we will definitely be calling her again the next time we go out of town!!! Thanks again Gail for all your help and taking care of our fur babies!!!

Profile image
Jen R.
House Sitting
5.0 out of 5 stars

Thanks to Kat for a great stay! Kiki is usually scared of new people and she came out and cuddled! Both Sadie and Teddy give her 5 woofs for the great walk and time! Highly recommend!

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

Amber was great, and was so understanding when my flight home got canceled. Amber was able to go back to feed and let out our dog, since we would be home very late.

Profile image
Brittany G.
House Sitting
5.0 out of 5 stars

Addison was awesome from the very first message, where she initiated the meet and greet. She was great, very communicative, professional, and Tessa, our dog who has high anxiety, seemed to really like her when they first met. When we got home Tessa was super happy so we couldn't be happier with Addison. We would definitely use her again if we had the opportunity to.

Profile image
John-Paul D.
House Sitting
5.0 out of 5 stars

Tessa did a great job watching Shiloh. Tons of walks (her favorite) and came home to a happy dog! Tessa was very responsive and easy to communicate and coordinate with. Will book Tessa again for future dog sitting needs!

Profile image
Jon M.
House Sitting
5.0 out of 5 stars

Shailyn graciously agreed to come sit with our anxious dog on short notice which we greatly appreciated. She offered to come over early to have more time to meet with Zoey before our scheduled departure time. Shailyn has a wonderful calm and peaceful energy and it was clear that Zoey was happy in her company. We would absolutely have Shailyn back to care for our dog.

Profile image
Sheila B.
House Sitting
5.0 out of 5 stars

Jordan took care of our pets and did an incredible job. She provided us with updates and communication was great! Will definitely booking again.

Profile image
Victor H.
House Sitting
5.0 out of 5 stars

Shante has been our dog sitter for over a year and a half. She’s been more than we can ask for. She’s so good with our dog, thoughtful, responsible, and professional. Highly recommended!!

Profile image
Marie S.
House Sitting
5.0 out of 5 stars

Claude house-sat and took care of our three doggos for five nights, and everything went amazingly! The communication and photos were great, and they just made us feel comfortable throughout the process. They also watered our garden and did other above-and-beyond tasks. We’ll definitely use them again!

Profile image
luther r.
House Sitting
5.0 out of 5 stars

First time using River and Donna. Was a great experience. Very grateful to have found such a loving and competent dog sitter.

Profile image
Marla B.
House Sitting
5.0 out of 5 stars

Tasha is our absolute favorite! She is reliable, intelligent, considerate, conscientious, and the glowing review goes on and on! I have been a fur momma for 20 years, and I can without a say she’s one of the best! I can enjoy my time away knowing that my animals are safe and sound AND loved on 😊Our cats Frankie and Maple adore Tasha, and so do their parents! 😊🙃👌🏼

Profile image
Trista S.
House Sitting
5.0 out of 5 stars

Katie and her fiancé were great! They were self sufficient and very good about sending updates. We have a reactive dog and it was such a relief to know she was doted on and cared for. I would highly recommend Katie!

Profile image
Jenny S.
House Sitting
5.0 out of 5 stars

Revan cared for our puppy and cat with such care and love. We feel so lucky to have found her. I was very hesitant to leave our 7 month old puppy for two weeks so Revan came over to meet our pup in advance. When I saw how comfortable and happy she was with Revan, I felt so much better. Revan kept up us up to date every day and when the pup had some gastrointestinal issues, she made chicken and rice for her. We came home to a spotless house and two well-loved pets. Revan truly went above and beyond, making the care of our pets her priority rather than a side gig. She was present with them, kept them on their schedules, and gave our very athletic pup tons of exercise every day. We highly recommend Revan!

Profile image
Jenny A.
House Sitting
5.0 out of 5 stars

Jonah was great with our dog! Sent lots of photos and left our apartment in great shape. We'll definitely ask him to watch our dog again.

Profile image
Kat S.
House Sitting
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    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

Popular requests for house sitting - Skokie

Select a filter and find qualifying sitters offering house sitting.

Sitters in Skokie average 4
repeat house sitting clients

FAQs for House Sitting - Skokie

Frequently asked questions about Rover

The average cost for House Sitting in Skokie on Rover is $66.6 per night (as of August 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 August 2026, there are 7,836 sitters on Rover offering House Sitting across Skokie. 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 Skokie 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 Skokie 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 Skokie 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 Skokie. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge