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: Katalina T.
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Katalina T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
15 years of experience
Berwyn, IL, 60402

“Katalina gave us great peace of mind watching our dog Avery. She gave regular updates and pictures of our pup, and she was clear and friendly in her communication. Such a professional who wants to make sure your fur baby is taken care ofb”

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Drew A.
Sitter Profile Image: Malcomn F.
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Malcomn F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 55 reviews
19 repeat clients
8 years of experience
Austin, Chicago, IL, 60651

“Malcomn was so good with our somewhat tricky dogs (included giving them medication), gave us thorough updates often, and left our home spotless! We had a wonderful experience, will be using him again, and recommend him highly.”

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Aeryn-Alex S.
Sitter Profile Image: Sarah L.
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Sarah L.
from
$60
per night
5.0 out of 5 stars
• 74 reviews
18 repeat clients
10 years of experience
Oak Park, IL, 60304

“Sarah came to the rescue when we had an emergency need for a sitter while on vacation. Sarah had amazing communication with a fun and humorous personality that helped keep us at ease while we were gone. Sarah provided frequent photos and updates of our pup allowing us to know things were going smoothly during her stay. Sarah stayed at our home and watered our plants too, she was a godsend!”

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Stewart C.
Sitter Profile Image: Liliia H.
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Liliia H.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 60 reviews
20 repeat clients
10 years of experience
Chicago, IL, 60302

About: I’ve always loved animals and enjoyed helping take care of family and friends’ pets. I’m gentle, responsible, and always treat every pet like my own!! Whether it’s feeding, walking, or simply giving them attention, I always make sure they feel comfortable and loved💗 I’m currently not working full-time, so I have flexible availability throughout the week. I’m happy to care for pets during the day or evening, depending on your needs. Whether it’s walks, playtime, or just keeping them company, I’ll be there to help!! I provide a calm and safe environment with lots of love and attention. I always follow the owner’s instructions carefully, making sure each pet feels secure and cared for. I’m happy to care for pets in your home or mine, depending on what’s best for your furry friend.

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: Mirella R.
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Mirella R.
from
$30
per night
3.5 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Dunning, Chicago, IL, 60634

“Mirella did great. Polite, punctual and sweet. I will definitely book again!”

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Valerie S.
Sitter Profile Image: Marin H.
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Marin H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
14 years of experience
Oak Park, IL, 60302

“Marin took great care of my puppy and senior dog. She was very communicative and caring and highly recommend her!”

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Mary Alice H.
Sitter Profile Image: Jacob W.
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Jacob W.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 73 reviews
25 repeat clients
10 years of experience
Oak Park, IL, 60304

“Jacob did such a great job watching our dog and cats! We received helpful updates each day and pictures to let us know that they were all doing well. We’d recommend him to anyone looking for a pet sitter!”

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Virginia H.
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 was so sweet with our girl, Brooke. She was knowledgeable about reactive dogs and followed instructions for our shared backyard. We received picture updates each day and timely questions when they arose. I would definitely book with Destiny again, Brooke really enjoyed being around her.”

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Hannah M.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$75
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Berwyn, IL, 60402

“Natalie went above and beyond to ensure that my dogs were cared for. It was hugely appreciated, and I would totally hire her again (and probably will very soon!)”

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Carolyn K.
Sitter Profile Image: Sia P.
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Sia P.
from
$20
per night
6 years of experience
Portage Park, Portage park, IL, 60634

About: What sets me apart would be that I take pride in being a huge lover of animals. I take care of them like they are my children❤️🐶 I work a very flexible schedule so I’m able to be with them longer and I have more days always available to me to sit ! I will always take them out and be sure to give them lots of play time or just bunch of cuddles. It makes me happy to just be in their presence

Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
1 year of experience
Chicago, IL, 60657

“Dylan was a wonderful sitter! He was very accommodating to my last minute plans and was able to come to my house to sit my dog Sabu. I think Sabu really enjoyed his time with him and I would recommend him to any pet parent!”

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Nikita J.
Sitter Profile Image: Karla S.
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Karla S.
from
$32
per night
10 years of experience
Dunning, Chicago, IL, 60634

About: I have been taking care of dogs and cats my whole life. I couldn't have one at home so I would always go to family and friends to help pet sir or walk whenever they needed it. Once I got a place of my own I started fostering dogs and cats for people who found animals on the street. I specialize with aggressive animals and have done lots of training for puppies and seniors as well. I've never met an animal that didn't take well to me hence why I am the animal whisperer. This is currently my full time job while I'm studying to be a mechanic. I'm in the process of getting my certifications on my own so my schedule is very flexible. I always make sure to check the boundaries set by you always. Safety is everything in this line of work. I've had little ones of my own and they meant the world to me. I'll treat them and protect them as if they were my own kids.

Sitter Profile Image: Justin C.
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Justin C.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Oak Park, IL, 60304

About: I’ve had dogs my entire life. I feel as though lots of people want dogs but don’t care to learn how to properly take care of them so, I go above and beyond to take care of the dogs I am able to take care of within my power. I would like to have a meet and greet before I take on any assignments. I am a TA for Oak Park 97 school district. I love animals; especially dogs. I have a degree in Zoology and seek a career working with animals. I usually am free after 3:30 pm Monday through Friday and have open availability most weekends. I try to respond to messages as soon as possible and will work to accommodate your pets needs as best as I can. I make sure that my client’s pet’s feel safe as possible when they’re with me. While walking, I won’t let the client’s dog interact with other people or dogs because you never know how dogs will react with strangers or other dogs. That is unless the owner gives me permission to do so. If feeding is required I will make sure that the dog gets the appropriate amount of food for their breed or per the owner’s instructions. If need be I will also play with the dog and make sure they get the appropriate amount of exercise that they need.

Sitter Profile Image: Ashley A.
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Ashley A.
from
$30
per night
5 years of experience
Portage Park, Chicago, IL, 60634

About: I have always had dogs growing up and I currently have my own dog who is 2 years old. I love caring for my pets, spending time with them, and seeing them happy! I recently just graduated college and am not working because I am studying to take my exam to be licensed as a nurse! I have plenty of free time and want to fill some of that time spending it with your cute dog(s)! I have a fenced-in yard that my dogs love running around in. I also make sure to take my own dog out for walks early in the morning or later at night so she does not overheat in this heat.

Sitter Profile Image: Kieanji W.
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Kieanji W.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 28 reviews
3 repeat clients
20 years of experience
Chicago, IL, 60604

“Kieanji is a great dogsitter! She was very patient with my anxious dog, asked good questions to help him feel comfortable, sent pictures, and was very responsive. Both times she dogsat my dog she arrived on time and tidied up before she left. Would definitely recommend! Kieanji!”

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Jacqueline M.
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: Kristina & Bohdan N.
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Kristina & Bohdan N.
Star Sitter
from
$180
per night
5.0 out of 5 stars
• 94 reviews
26 repeat clients
7 years of experience
Chicago, IL, 60647

“This was my second time having Kristina watch my pup, and she was phenomenal. My dog was well cared for and I was sent regular updates. Kristina is very responsive and reliable. I recommend her to anyone needing a sitter and will continue to book with her when i’m in need of a sitter”

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Rylee R.
Sitter Profile Image: Beth B.
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Beth B.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
15 years of experience
West Town, Chicago, IL, 60622

“Beth was great! Her calm demeanor instantly put our normally hyper pup at ease. She was very communicative throughout the weekend, took our pup on many walks, and our house was probably more tidy than when we left it. We look forward to booking with her again.”

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Heather P.
Sitter Profile Image: Dorothy H.
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Dorothy H.
from
$125
per night
4.9 out of 5 stars
• 33 reviews
14 repeat clients
7 years of experience
Oak Park, IL, 60304

“Dorothy watched our 8 year old dog in our home while we were away for the weekend. She was took great care of him. We hope to use her again in the future.”

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Julie W.
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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

Callahan really looks forward to his weekends with Sarah. He can be very demanding with the cuddles and she is up for it! As always, Sarah is a total pro!

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Rachel U.
House Sitting
5.0 out of 5 stars

Diane is the best! The absolute best! She operates from a place of kindness and understanding, and we never have to worry about our girls' care, when she's on the job. She is a professional with communication and process. She really helped us figure out sustainable systems that make these short and long periods of time away easy to execute. Our cats and dog have claimed Diane as their own, and we feel so lucky to have her in our home every time.

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Erin M.
House Sitting
5.0 out of 5 stars

Ariana was super kind, friendly and took incredible care of our cat, dog, and home. Would absolutely love to book her again!

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Jo Ann T.
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
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  • 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

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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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