House Sitting Oak Park

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

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Over 543
pet parents in Oak Park have booked house sitting

Oak Park, 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.

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Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 56 reviews
18 repeat clients
40 years of experience
River Forest, IL, 60305

“Diane was great! She took care of our two dogs like her own. She was communicative and very easy to work with. We would definitely have her stay again!”

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Holly E.
Sitter Profile Image: ray r.
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ray r.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 44 reviews
12 repeat clients
50 years of experience
Chicago, IL, 60639

“Ray took photos of my cat while he was here with cute descriptions. The photos reassured me of my cat's well being. Ray is a very attentive sitter and punctual too.”

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Mary L.
Sitter Profile Image: Kandyce B.
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Kandyce B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
7 years of experience
Oak Park, IL, 60304

“Micah was so great with our dogs! Would definitely book again.”

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Angela S.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Forest Park, IL, 60130

“Miguel is an amazing petsitter and great human being!! He helped me out on short notice, being extremely communicative, thoughtful, and detail oriented in his care for my pets. I highly recommend him to other pet owners looking for someone who enjoys energetic animals like my two border collies. Thanks again Miguel!”

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Lowell R.
Sitter Profile Image: Sarma A.
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Sarma A.
from
$70
per night
5.0 out of 5 stars
• 51 reviews
13 repeat clients
15 years of experience
Chicago, IL, 60639

“Sarma was so responsive and thorough in reading and following my detailed instructions. This was my first time having a Rover sitter stay at my place to pet sit while I was away for the weekend and Sarma brought me so much peace of mind. She sent daily photos and left detailed notes about how the dogs and cat did throughout the day. My Australian cattle dog is a force to be reckoned with but Sarma kept her busy and managed walking her (along with my other little pup) with ease. I’m so happy to have met her and feel so grateful knowing that I can book her for services in the future! Managing 3 animals is not easy but she can definitely handle the challenge!!”

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Catie K.
Sitter Profile Image: Leah & Krzysztof H.
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Leah & Krzysztof H.
from
$48
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
Chicago, IL, 60639

“Leah did a fantastic job of keeping us updated on our fur babies. She kept our space clean, maintained good communication, and loved our pups! We are happy to have her again!”

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Josh K.
Sitter Profile Image: Fatima S.
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Fatima S.
from
$50
per night
5 years of experience
Oak Park, IL, 60304

About: I’ve worked as a full time nanny for the past 6 years and have been responsible for walking and caring for their pets too, I also have my own senior doggie, a 13 year old schnauzer and have always loved caring for kiddos and their animal friends. I currently work as a nanny Monday- Friday, but only 4 hours per day because I am only responsible for school drop offs and pick ups, so a couple hours in the morning and a couple in the afternoon and I have the rest of the day available for walks and pet sitting! I can crate your dog if needed and provide any medication necessary for your pets, I love doing long walks and can stick to any schedule necessary whether that be feeding time or potty time. I am always punctual and I feel very passionate about making your pets feel safe and well taken care of.

Sitter Profile Image: Kat V.
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Kat V.
from
$66
per night
4.9 out of 5 stars
• 67 reviews
20 repeat clients
35 years of experience
Cicero, IL, 60804

“Where do I even begin? Kat was fantastic from our very first phone call where we talked for 45 minutes so that I could get to know her and she could hear about my two senior pups and all their quirks. We haven’t left our dogs with anyone in years because they have so many needs that it’s hard to leave. Their many, many medicines and beginnings of incontinence were no issue for Kat. I knew they were going to be in great hands. Kat gave our dogs so much attention and care— they were spoiled while she was here with bones, walks, baths, and cuddles. They were also rarely, if ever, left alone while they were in her care. She’s very attentive. Not only that— but she CLEANS. I can’t even begin to explain how grateful I was to come home to a home that was not only clean, but even cleaner than how we left it. With two older dogs and a toddler, it’s hard for me to find time to clean everything to the level I want. Kat deep cleaned things in my bathroom that have been on my to-do list for months (all unprompted)! Despite my telling her not to worry about cleaning the poop in the backyard (because we had gotten behind and hadn’t cleaned any of it during the winter), she cleaned all of it and our yard looked pristine. She did laundry in addition to everything that got dirtied by my dogs’ accidents. She’s easy to work with and will take amazing care of your pets and home. I can’t recommend her enough!”

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Brittany S.
Sitter Profile Image: Haylee B.
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Haylee B.
from
$48
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
19 years of experience
Belmont Cragin, Chicago, IL, 60639

“Wanted to take the time to leave a review for Haylee because she did an amazing job taking care of our 11 year old doggie Tuna. She was very sweet and caring. She did overnight sitting at our house and was very flexible to our needs. She did an amazing job and took great care of our home while we were away. She listened very closely to our requests for Tuna’s health and she followed our instructions very carefully. Tuna has specific feeding schedule and supplement regimen and Haylee made sure to follow it very closely. She is very good giving updates and she sent the most amazing pictures of Tuna. She kept us updated throughout our trip making us feel totally confident that Tuna was in great hands. Haylee is a very sweet girl and very responsible. We will definitely be booking with her again. Tuna looked very happy and well taken care of. Thanks again Haylee !!!!!!!!!”

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Carlos R.
Sitter Profile Image: Destiny T.
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Destiny T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 45 reviews
16 repeat clients
4 years of experience
Logan Square, Chicago, IL, 60647

“Destiny is the best!!! She took care of our two dogs over our wedding weekend. She did an amazing job and kept us updated on how they were doing! She also took amazing care of our home while we were away 🥹 it was so great knowing they were in such great care while we were away.”

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Jackie L.
Sitter Profile Image: Kelso A.
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Kelso A.
from
$50
per night
5.0 out of 5 stars
• 38 reviews
7 repeat clients
11 years of experience
Chicago, IL, 60622

“Kelso was absolutely incredible taking care of my doggo child who can be a handful, I completely felt at ease with my dog son in her care! She kindly gave me updates, pics, video, and even got him his first pup cup which he loved! She administered his AM & PM meds without missing any, gave him his special meals, and was able to handle his dog reactivity on walks & keep my boy safe & other dogs safe as well. Cookie was even sad to see her go as he made a new bff, and he’s a picky lil guy. She’s super easy going and down to earth, I will definitely be rebooking the next time I need a doggo sitter & will be recommending for any friends who need dog sitters too!! 🙏🙌👌💖💖💖💖💖🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🐶☺️🤩”

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Claire B.
Sitter Profile Image: Joyce W.
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Joyce W.
from
$175
per night
4.9 out of 5 stars
• 59 reviews
23 repeat clients
4 years of experience
Oak Park, IL, 60301

“Joyce watched our two golden retrievers for 5 days. She was thorough, reassuring and communicated well. Our pups were in such great hands. When we returned, our home was immaculate! She also took some of the best photos of our pups. Couldn’t recommend her more!!”

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Patrick B.
Sitter Profile Image: Maribel G.
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Maribel G.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Berwyn, IL, 60402

“We had to find pet care for our week long trip on short notice. From the beginning Maribel was very flexible and responsive. We met for a meet and greet and our dog Ivy, who is not usually friendly with strangers in her home, brought Maribel her favorite toy after a brief sniff. We got daily updates and pictures. Ivy always looked happy and well cared for. We will definitely trust Maribel to care for our pup in the future.”

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Nataly C.
Sitter Profile Image: Dominique P.
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Dominique P.
Star Sitter
from
$76
per night
5.0 out of 5 stars
• 96 reviews
46 repeat clients
7 years of experience
West Town, Chicago, IL, 60622

“Dominique was great at my place for the week! She sent regular updates, followed instructions I gave and ensured the place was clean prior to leaving. Nala was well taken care of!”

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Armani D.
Sitter Profile Image: Angelica R.
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Angelica R.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Belmont Cragin, Chicago, IL, 60639

“Angelica went above and beyond. When our newborn son was kept an extra day at the hospital, she stayed an extra day to babysit our dogs. She didn’t complain and we didn’t have to find someone else in an emergency. She followed our rules and kept our Shibas happy and entertained. Communication was great. It was a pleasure to have to her care for our home and furbabies, and we’d have her come back anytime.”

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Warren A.
Sitter Profile Image: Emma L.
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Emma L.
from
$65
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
8 years of experience
Chicago, IL, 60639

“Emma was fabulous. We scheduled her for quite a long housesitting time with our elderly cat on quite a few meds. We had a meet and greet first and I got a very comfortable vibe from Emma. We came home to a clean home with even the sheets and towels we gave her to use washed and folded. 0ur kitty was happy and calm when we got back. Would definitely use Emma again in the future.”

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Michelle H.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
1 year of experience
Norridge, IL, 60706

“This is the second time Sarah has pet sat for us, and both times she took great care of our dog and our cat, and left our house immaculate. We will definitely be using her again in the future!”

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Jennifer R.
Sitter Profile Image: Fiona M.
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Fiona M.
from
$30
per night
8 years of experience
La Grange Park, IL, 60526

About: I recently graduated from Northern Michigan University this past spring with a bachelors degree in Education. Before pursuing my career, I am taking time off to work and spend time with family. I am a lover of all animals, though I have the most experience with cats and dogs of all ages and sizes. Over the past 8 years, I have worked with several families for drop by visits and extended stays while they travel. I have a fur baby of my own, my cat Ringo, who I love very much. I have several references available for back ground check and to hear from prior families I have worked with for feedback if desired! I would love to work with you and your pets! I have a pretty open schedule! I work 1-2 shifts a week of retail for roughly 4 hours per shift. I can do overnights, extended stays, multiple visits per day, and so on. I’m flexible to your needs! When caretaking for you animal, I’ll be more than ready to follow your expectations. I have a list of references available from prior families I’ve worked with in the past that I am more than welcome to share with you. At any point, feel free to contact me via call or text if you have questions or concerns about the wellbeing of your animal.

Sitter Profile Image: Dana R.
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Dana R.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
25 years of experience
La Grange, IL, 60525

“Thank you so much for caring for my fish, pups, and plants. I hope you were comfortable. I would definitely book again. I would even like to see your band play again. I really enjoyed the last time. I follow you on Facebook so maybe I’ll see one that’s close. Be well, Angelique”

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Angelique L.
Sitter Profile Image: Dorion D.
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Dorion D.
from
$53
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
7 years of experience
Albany Park, Chicago, IL, 60625

“Dorion saved us on the way to vacation when another sitter canceled that same morning. He was available and he took care of Teddy and Miss Kittay in a very loving manner. He spent the night at our house and nothing was out of place. The dog and cat were happy to see us when we got home and all is well thank you Dorion”

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Jerry S.
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The median cost per night for house sitting in Oak Park is $50

Pet parents share their Rover experiences - Oak Park

1 / 1
5.0 out of 5 stars

Diane is the absolute best - our dog, Penelope, can be very anxious and struggles to be left alone. It is hard to find someone we completely trust with the well-being and safety of our baby. Diane 100% has a very special way with animals - Penelope immediately felt at ease with her. We feel COMPLETELY confident that our baby girl will be comfortable and happy while she is with her. This is our second time using Diane, and if I could, I would book Diane every single time I needed a dog sitter. Do not hesitate to book Diane; if you are lucky enough to be able to book her, you will not regret it! Your animals will be cared for and loved. Cannot say enough good things!

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Marlene H.
House Sitting
5.0 out of 5 stars

Sarah was great and very caring and flexible in taking care of our dog when we went out of town. Highly recommended!

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Kurt O.
House Sitting
5.0 out of 5 stars

Ruby took fantastic care of our dog, two cats, and home as usual. It’s so great to have a sitter we can rely on to always treat our pets as their own. Thanks Ruby!

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Julia P.
House Sitting
5.0 out of 5 stars

This was my first time leaving my dog with anyone other than my mom. Misha stayed with him for 3 nights and I can say for certain Misha has a gift for this! He warmed right up to her and the two had a ball all weekend. My dog can be a bit of a spoiled brat, and she handled his diva attitude perfectly lol. She gave lots of updates and pictures. She followed the care instructions to a tee! The house is in perfect shape, you wouldn’t even know she was here. If you’re nervous about using Rover for the first time - go with Misha and you and your pet will be happy and at ease.

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Megan R.
House Sitting
5.0 out of 5 stars

Malcolm was great with our two bulldogs in an overnight. On time, communicative, and super pleasant to work with. Highly recommend!

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Chelsea F.
House Sitting
5.0 out of 5 stars

Sarma was a great communicator and was very patient with our stubborn pup for a weekend housesitting. Would definitely recommend!

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Ashley D.
House Sitting
5.0 out of 5 stars

Coleen took great care of our two labs while we were out of town! We appreciated her check-ins, and our pups clearly had a happy time.

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Jessica G.
House Sitting
5.0 out of 5 stars

Maribel was amazing! Very communicative and took extra steps to make sure Remi had plenty of enrichment and walks. Would 100% recommend if you ever need an in house sitter!

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Amanda S.
House Sitting
5.0 out of 5 stars

Nancy took excellent care of my senior dog! She is very thorough. She made sure she knew all the details of his routine and how best to care for him. She is great at communicating too. She sent pictures while I was away which I really appreciated. I highly recommend Nancy!

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Marianne P.
House Sitting
5.0 out of 5 stars

Sarah was absolutely wonderful. This was my first time leaving my two cats with a sitter, and Sarah stayed at my apartment for about two weeks. She took excellent care of my babies, and when I came home, she left the place freshly cleaned. She sent updates and pictures of the kitties while I was gone, and I can tell my girls were very well looked after. I would happily have Sarah watch them anytime.

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Alexys O.
House Sitting
5.0 out of 5 stars

Always grateful for Alma’s impeccable care of my senior girl Zelda. I’m able to relax because I know she is in great hands. She also takes the best pictures :) Thank you!!!

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Kayleigh E.
House Sitting
5.0 out of 5 stars

Took amazing care of my two big dogs and three cats, sent daily updates on how everyone was doing, and left everything tidy when I got home!

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Norah E.
House Sitting
5.0 out of 5 stars

Haylee is so sweet and attentive to our cats. She gave consistent updates and left our home super clean. Would love to have her back!

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Kate L.
House Sitting
5.0 out of 5 stars

Christopher was fantastic! He was communicative, punctual, and fantastic with my animals. He even cleaned up before leaving. Will definitely book again.

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Angela B.
House Sitting
5.0 out of 5 stars

Incredibly communicative and took great care of Penny! Would be happy to have her watch Penny again .

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Colleen H.
House Sitting
5.0 out of 5 stars

Meghan was absolutely wonderful. She took amazing care of our 2 babies. She provided wonderful updates and we felt our babies were in great hands

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Spencer W.
House Sitting
5.0 out of 5 stars

This is the second time we’ve used Lidiana to care for our 17-year old pup: the first time was for a period of over two weeks when my husband and I were on vacation and the last time was just for one night. She is reliable, caring, and communicative. We plan on using her for as long as she’s available and willing!

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Emily D.
House Sitting
5.0 out of 5 stars

Ariel offered to do a meet & greet beforehand which we really appreciated! During her stay with our puppy, she provided updates which made us feel reassured! We would book with her again.

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Donnie K.
House Sitting
5.0 out of 5 stars

Our dog loves Grace! She is reliable, always keeps us updated with lots of pictures, and genuinely cares about our dog. He has some quirks that she patiently navigates and gives us peace of mind while we’re away. She did a fantastic job house sitting and we feel so lucky to have her help taking care of our dog!

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Rachel L.
House Sitting
5.0 out of 5 stars

Justice is a truly compassionate, conscientious and reliable sitter for our big Great Pyrenees. She has walked and house sat for us and has always been communicative and flexible and we have nothing but great things to say about how she’s helped us over the last few months. We cannot recommend her enough!

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Lindsay R.
House Sitting
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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 to book house sitting

  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 - Oak Park

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Sitters in Oak Park average 4
repeat house sitting clients

FAQs for House Sitting - Oak Park

Frequently asked questions about Rover

The average cost of House Sitting in Oak Park is $56 per night as of October 2026. Most bookings cost between $30 and $111 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 7,865 sitters on Rover offering House Sitting across Oak Park. 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 Oak Park 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 Oak Park 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 Oak Park 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Oak Park. On Rover:

  • 87% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% 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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