Dog Sitting Skokie

Book a Skokie dog sitter to watch your dog in your sitter’s home or yours.

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Over 51
pet parents in Skokie have booked dog sitting

Skokie, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Parker F.
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Parker F.
from
$15
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
4 years of experience
Evanston, IL, 60202

“Parker is great! Very trustworthy! Thank you Parker!”

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James T.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 581 reviews
160 repeat clients
12 years of experience
Evanston, IL, 60202

“Amanda is always wonderful with my senior cat KoKo - he loves her so much and she makes it so much easier to be away! She is great at giving him his daily oral medication too.”

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Ashlyn A.
Sitter Profile Image: Lucy D.
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Lucy D.
from
$18
per visit
5.0 out of 5 stars
• 39 reviews
15 repeat clients
12 years of experience
Rogers Park, Chicago, IL, 60626

“Lucy went above & beyond, per usual. So thankful to have found her to care for my cats while i’m out of town. She’s so good with them and takes the time to give them both adequate attention and play time. She always communicates and really puts my mind at ease while i’m away knowing my babies are in good hands.”

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Paige E.
Sitter Profile Image: Quyn H.
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Quyn H.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 27 reviews
9 repeat clients
10 years of experience
Evanston, IL, 60202

“Love, love, love Quyn! I have 3 cats and 2 of them are horribly shy yet Quyn was able to find and photograph them. She has an incredible amount of patience and you can tell she loves animals. HIGHLY recommend and you better believe we will use her again (if she'll have us)!”

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Rebecca L.
Sitter Profile Image: Kristina B.
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Kristina B.
from
$15
per visit
12 years of experience
Morton Grove, IL, 60053

About: I’ve loved and cared for animals since I was young and continue to care for my senior cat whom I’ve had for the last 12 years. I have experience walking dogs ranging from small to large sizes, and live near a forest preserve trail that would be perfect for their walks! Friends and neighbors have also relied on me to do drop-in feedings as well. I work full-time, 4 days a week, evening shift. So I am available most mornings and have a pretty flexible 3-day weekend schedule. I live in a building complex that has a fenced in little dog park for your pup to run around in. I’m also near a forest preserve trail if they prefer longer walks to explore nature. Cats will have a safe, quiet space to stay with a large window to sun bathe in the mornings and cozy blankets to snuggle in.

Sitter Profile Image: Amelia K.
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Amelia K.
from
$17
per visit
4 years of experience
Rogers Park, Chicago, IL, 60626

About: I have two cats of my own, one with cerebral hyperplasia (she’s wobbly, i love her) and one with a high play drive. I have experience managing multiple cats of different personalities, and with different levels of need or assistance. I’ve taken daytime and overnight care for my family dog. Additionally, I’ve pet-sat and house-sat simultaneously for multiple members of my community, and have been privileged by spending time with some truly lovely pets. classes occurring a few times a week but generally fairly available! i can get around by foot, bicycle, public transit, or car (pending parking availability) I was born and raised in Chicago, I love this city & nearby area. I take pride in it, and I honor the trust placed in me to take care of your pet and to respect your home.

Sitter Profile Image: Rebekah K.
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Rebekah K.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
23 years of experience
Evanston, IL, 60201

“Rebekah was on time, patient with my anxious doggo even offering to come back later if needed. I appreciated the communication throughout the drop-in visit and the many pet pictures. Pets were left happy.”

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Amy M.
Sitter Profile Image: Brian F.
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Brian F.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
5 years of experience
Evanston, IL, 60201

About: I've spent 2 years walking shelter dogs of every temperament, including dogs reactive to people or other dogs, so I stay calm and confident on leash even in tricky situations. I read body language well, and I'm not squeamish about the harder stuff, whether that's an anxious pup or a tricky handoff. I also own two cats of my own, so animals are part of my everyday life, not just a job. My schedule is really flexible right now, so I can usually say yes to walks, drop-ins, and cat visits, even on shorter notice. I live right in the building, so quick visits are easy to fit in (no commute, no stress!). I'm also happy to do recurring weekly bookings if a routine works better for your pet. In your home, I follow your routine exactly as given, feeding times, meds, and any specific instructions, so nothing feels disrupted while you're away. I lock up carefully and leave things as I found them. With anxious or reactive pets, I move slowly and let them set the pace rather than rushing the interaction, which comes from my shelter experience handling animals in stressful situations.

Sitter Profile Image: Madeline I.
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Madeline I.
from
$18
per visit
5.0 out of 5 stars
• 10 reviews
9 repeat clients
3 years of experience
Wilmette, IL, 60091

About: I’ve been around dogs my entire life, mostly chihuahuas and rescues, so I’m very comfortable with pups who need a little extra patience, reassurance, or understanding. My hands-on experience goes far beyond casual pet care. At Miami University, I was part of Paws for a Cause, where we helped train dogs to prepare them for working with children or future companion roles. This gave me a strong foundation in obedience training, reading body language, and supporting dogs with different temperaments. More recently, I’ve been volunteering with the Evanston Animal Shelter, working with dogs who have a wide range of behaviors and needs. There, I’ve assisted with medication administration, training sessions, enrichment, and helping nervous or high-energy dogs feel more comfortable and confident. I’m also on a path toward becoming a Physician Assistant, which adds to my calm, attentive, and health-focused approach. I’m comfortable managing routines, monitoring for changes, and making sure each dog feels safe and cared for. Overall, I bring a mix of lifelong experience, formal training exposure, shelter work, and genuine love for dogs of all personalities. Your pet will be treated with patience, structure, and plenty of affection. I work full-time as a medical scribe during the day (9–5), so evenings, weekends, and holidays are when I’m most available for pet care. During those times, I’m fully focused on your pet’s needs—whether that’s walks, playtime, feeding, or just keeping them company. My schedule outside of work is very flexible, so I can reliably fit in consistent visits or longer stays. When I’m caring for pets in a client’s home, I follow their normal routine as closely as possible—feeding schedules, walk times, crate routines, and any training cues you use. I take time to get to know your pet’s personality, comfort level, and boundaries so they feel safe and relaxed. I provide plenty of attention, enrichment, and calm companionship, and I always keep water fresh, watch for behavior changes, and send regular updates so you feel connected. If I’m hosting in my home (or doing extended stays), I make sure pets have a quiet, clean space to settle in, regular potty breaks, structured playtime, and a consistent routine. Safety is a top priority, doors secured, no access to anything unsafe, and lots of supervised time. Whether I’m in your home or mine, your pet gets patient, reliable care with the goal of making them feel comfortable, understood, and well-loved.

Sitter Profile Image: Brenda P.
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Brenda P.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 26 reviews
6 repeat clients
5 years of experience
Rogers Park, Chicago, IL, 60626

“very responsible cat sitter! I'd recommend her to everyone who has a cats that needs a lot of attention. She did a very good job in playing with mine. Keeping my cat safe and happy while I'm away.”

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KWUN LAN W.
Sitter Profile Image: Alyson W.
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Alyson W.
from
$30
per visit
5.0 out of 5 stars
• 7 reviews
18 years of experience
Evanston, IL, 60203

About: I'm attentive, detail-oriented, and generous with love and affection for all dogs I have the privilege to take care of. I have experience helping my family take care of our beloved dachshunds throughout my childhood (3 over the course of my life). I also have dog-sat for numerous families back when I lived in Minneapolis. I'm a dog lover through and through. I'm a busy grad student at Northwestern, so I can't have a dog of my own right now. Pet-sitting allows me to fulfill that desire for puppy cuddles when it fits my schedule! I have classes during the day and club activities at night, but lots of flexibility in my schedule to drive to pet sitting appointments. I would prefer to take care of dogs in their homes and go for walks in their neighborhood rather than stay in my small studio apartment. This makes the dog feel safe in their space. I am dedicated towards making dogs feel comfortable with me by following their existing routines and spending as much time as I can with them.

Sitter Profile Image: Shannon S.
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Shannon S.
from
$23
per visit
2 repeat clients
17 years of experience
Evanston, IL, 60202

About: I’ve had cats and dogs throughout my life and I have always felt a strong connection and kindness to animals. I have done petsitting for dogs, cats, and even a leopard gecko before! I have one cat who is 17 years old. His brother was the same age and passed away earlier this year. I had a dog that lived to about 15 and I lost him several years ago, so I have experience with taking care of senior pets and the process of loss. Taking care of pets is something I love doing! I work as a mental health therapist, with most of my shifts from 3pm-8pm on weekdays. I sometimes have meetings in mid-morning. With my job, there is tremendous flexibility due to constant shifts in my caseload and clients cancelling appointments. I am also in charge of my own schedule. Generally, I will be most available in the morning and afternoon for pet care. Weekend availability may fluctuate depending on my plans. I will happily follow your instructions and preferences regarding care for your pet, and I would love to send you pictures and updates! I appreciate it when my own cat-sitter does that for me, so I know you probably do too.

Sitter Profile Image: Melissa V.
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Melissa V.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Wilmette, IL, 60091

“Melisa always goes the extra mile. She cared for our two elderly Chihuahuas for a long weekend. Handled meds, feedings and cleanup like a star.”

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Paul S.
Sitter Profile Image: Anita A.
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Anita A.
from
$20
per visit
7 years of experience
Chicago, IL, 60646

About: I have a lifetime of experience caring for animals, having grown up on a farm where I looked after dogs, cats, and larger animals from a very young age. This background taught me how to read animal behavior and handle different temperaments with patience and care My schedule is very flexible for walks, feeding, and playtime. I am typically available in the early mornings until 7h30, afternoons and on weekends, but I am always happy to discuss specific needs to see if I can make it work for your schedule! While I generally do not host pets at my home, I am open to discussing boarding options for urgent situations. I am very responsible and attentive to instructions, ensuring your pet's routine is followed exactly as you prefer. Your pet's safety and happiness are my top priorities!

Sitter Profile Image: Isabela B.
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Isabela B.
from
$17
per visit
5.0 out of 5 stars
• 27 reviews
11 repeat clients
15 years of experience
Glenview, IL, 60025

“Isabella has been wonderful and adapted to my flight changes during the government shutdown. She took get care of my fur baby and will definitely be using her in the future!!!”

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Cheryl B.
Sitter Profile Image: Mia E.
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Mia E.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
4 years of experience
Evanston, IL, 60202

“We love Mia!”

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Mallory U.
Sitter Profile Image: Cheri R.
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Cheri R.
from
$35
per visit
5.0 out of 5 stars
• 206 reviews
90 repeat clients
30 years of experience
Evanston, IL, 60202

“Cheri is absolutely awesome! She came to our home for a drop in as I am trying to train my dog not to bark at strangers coming into the house. She was calm and confident the whole time and has so much love for and experience with dogs. 15/10 would recommend.”

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Cécile C.
Sitter Profile Image: Nicholas H.
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Nicholas H.
from
$20
per visit
25 years of experience
Evanston, IL, 60202

About: I’ve loved and cared for dogs since I was born. My first dog my family had when I was born, was my first best friend. I’m dependable, patient, and attentive, and I’ll make sure your pets feel safe, comfortable, and cared for while you’re away. I have a flexible schedule and can provide walks, drop-in visits, and house sitting. I’m available to give your pet plenty of attention and care throughout the day. I provide care in your home where your pet is already comfortable. I’ll follow your instructions, keep your pet safe, and make sure they receive plenty of attention and care.

Sitter Profile Image: Alicia R.
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Alicia R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Lincolnwood, IL, 60712

About: I have been a dog lover my entire life so being around dogs comes very natural to me. Growing up with dogs has given me hands-on experience with daily care such as feeding, walking, bathing, playtime, cuddles, and providing lots of love and attention. I have cared for many different dogs over the years, each with their own personality, routine, and needs. I am very adaptable and am more than willing to follow a schedule and routine that fits your dog's needs. My highest priority is to provide safety and comfort to every dog I meet and care for. I'm currently a college student, which gives me a flexible schedule and allows me to be available for dog walks and drop in visits. Weekdays (Tuesday-Thursday) I am available after 4 pm. Whenever I am spending time with a dog, I make sure they are in a safe, calm, and loving environment. I treat every dog as my own and ensure that they are content. I will be attentive to your dog's comfort, so it will be no issue to adapt to their needs and routine. In addition, I am more than willing to send updates so you can see how your dog is doing throughout our time together :)

Sitter Profile Image: Vasilisa C.
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Vasilisa C.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
4 years of experience
Evanston, IL, 60202

About: I cared for my Yorkshire Terrier, Polly, in my family home, and we had a close bond, from daily walks to playful moments. Now that I’ve moved to the US and my husband, a PhD student at Northwestern U, has an allergy, we can’t have a dog, but I really miss being around pets and would love to spend time with yours. With my experience, I prioritize small dogs. While I don’t have an experience living with cats, I’m eager to learn and will do my best to give them all my care. I’m excited to walk, play, and give your pet the attention they deserve while you’re away! I currently work full time Monday through Friday, so I am available on weekends. But I can also help on a Friday night if you contact me in advance. I’m unable to care for pets at my place due to restrictions and my husband’s allergy, but I would be happy to provide pet care at your location. I’m fully prepared to follow any specific instructions regarding your pet's care, feeding, grooming, and playtime routine. I respect each pet's boundaries and approach them with patience and understanding. For walks, I always prefer keeping them on a leash to ensure their safety.

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The median cost per visit for dog sitting in Skokie is $20

Dog parents share their Rover experiences - Skokie

1 / 1
5.0 out of 5 stars

Rebekah was on time, patient with my anxious doggo even offering to come back later if needed. I appreciated the communication throughout the drop-in visit and the many pet pictures. Pets were left happy.

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Amy M.
Drop-In Visits
5.0 out of 5 stars

Dimitrios was excellent with my dogs, even without a prior introduction he handled my two big dogs with ease. He was available on short notice and finished the visit perfectly with both my dogs fed, let out and watered. He knows how to approach dogs he doesn't more in their home and I would definitely hire him again.

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Isha T.
Drop-In Visits
5.0 out of 5 stars

Donna and Stephen were absolutely fantastic with Jax! From the moment I left him, I felt completely comfortable knowing he was in such caring and attentive hands. They treated Jax like he was one of their own, and I especially loved receiving pictures throughout his stay. Seeing how happy and comfortable he was gave me such peace of mind and let me know he was being well cared for and having a great time. It means so much to find people you can truly trust with your fur baby, and Donna and Stephen are definitely those people. Jax gives them five paws! 🐾🐾🐾🐾🐾 I would absolutely recommend them and will definitely be using them again. Thank you both for taking such wonderful care of Jax! ❤️

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Jill M.
Drop-In Visits
5.0 out of 5 stars

Morgan was amazing! Porkie seemed to absolutely love her and had such a great time. We’re so happy with how everything went and would definitely have Morgan watch her again!

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Jerry C.
Drop-In Visits
5.0 out of 5 stars

Emily has been such a wonderful support for our 5 month old puppy. His adjustment from summer mom to teacher mom has been eased with her drop ins. We love the cute photos and he is happy mid day!

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Kelle T.
Drop-In Visits
5.0 out of 5 stars

Gail was fantastic as a drop in and walker for our pup! She went above and beyond and it made us feel so much better that our dog was with someone so caring :)

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Kelsey C.
Drop-In Visits
5.0 out of 5 stars

Lovely! Met our pets prior to her visits. I appreciated her prompt communication and the pets were in good hands.

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Kristie E.
Drop-In Visits
5.0 out of 5 stars

Despite having never met Jessica in person, I feel very comfortable with her caring for my pets. She’s been very thoughtful about making sure all of our animals needs are met, And not only that but that they’re given affection and fun. Thank you, Jessica!

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Ellyn D.
Drop-In Visits
5.0 out of 5 stars

Liz is the best! My two furkids love her, and she always keeps me informed on how they’re doing. It’s very reassuring while you’re away knowing that your kiddos are not only in good hands, but in the hands of someone you know really cares for them. Highly recommend!

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Sam M.
Drop-In Visits
5.0 out of 5 stars

Melisa always goes the extra mile. She cared for our two elderly Chihuahuas for a long weekend. Handled meds, feedings and cleanup like a star.

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Paul S.
Drop-In Visits
5.0 out of 5 stars

Mae was great with Legacy. She handled six drop-ins over three days, sent photo updates, and made it easy to feel comfortable while I was away. Legacy seemed calm and content when I got home, which is exactly what you hope for. I also really appreciated that Mae took the time to walk Legacy during her visits. Legacy is a big dog and can be a little more challenging because of her past trauma, but Mae handled her great I’d absolutely book Mae again and would recommend her to anyone looking for someone reliable, thoughtful, and genuinely good with dogs.

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Shane E.
Drop-In Visits
5.0 out of 5 stars

Our 6 month old puppy cuddled up with Revan after only a few minutes and I was convinced she really is the dog whisperer. Our cat came out to see her too! It's very rare that our cat comes out when a new person is in the house. We are excited to have Revan housesit next month and know our babies will be in the best possible care.

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Jenny A.
Drop-In Visits
5.0 out of 5 stars

Trisha was so kind, professional and accommodating, willing to help us out just days before her moving. Thank you, Trisha!

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Joseph S.
Drop-In Visits
5.0 out of 5 stars

The best pet sitter. Rosy literally just saved my cat’s life, when she noticed he was not his usual self, took him to the vet, where they identified he had a urinary blockage and likely just hours to live. How lucky for us that Rosy was caring for our animals and so observant. Thank you, forever. 🌟🌟🌟🌟🌟

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Kim C.
Drop-In Visits
5.0 out of 5 stars

Absolutely recommend Rebeca! You can tell she really cares about dogs and loves what she does. My dog Snoopy has anxiety & is very shy at first but he felt at ease with her as soon as he met her during the meet and greet. She was so gentle, patient & sweet with him right away. I felt completely at ease knowing he was in such caring hands. I will def be booking with her again!

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Elaine D.
Drop-In Visits
5.0 out of 5 stars

I hired Emily for multiple drop-in visits for my six year-old French Bulldog while I was on a 4-day trip. Emily went above-and-beyond in her care for my doggo, and you can tell she loves animals. She is at the top of my list for future needs.

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Eric M.
Drop-In Visits
4.0 out of 5 stars

There was one missed visit out of 5. Taylor was apologetic & took care of the dogs as scheduled for the rest of the visits.

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Marilee E.
Drop-In Visits
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Popular requests for dog sitting - Skokie

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Sitters in Skokie average 7
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FAQs for Dog Sitting - Skokie

Frequently asked questions about Rover

The average cost of Dog Sitting in Skokie on Rover is $28 per visit as of October 2026. Most bookings cost between $11 and $40 per visit. 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 11,810 sitters on Rover offering Dog Sitting across Skokie. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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!

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 .

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.

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 Meet & Greet .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Skokie with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 90% 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.

sitters on Rover set their own cancellation policy , 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.

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