Dog Sitting Skokie

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

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Over 55
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: Adam H.
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Adam H.
from
$17
per visit
5.0 out of 5 stars
77 reviews
17 repeat clients
45 years of experience
Evanston, IL, 60201

Adam is so reliable! He really came through when another sitter and my dad became abruptly unavailable. He always sent updates and pictures and it’s clear how much he loves pets! Thanks again!!

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Adrienne R.
Sitter Profile Image: Paula K.
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Paula K.
Star Sitter
from
$24
per visit
4.9 out of 5 stars
55 reviews
16 repeat clients
11 years of experience
Skokie, IL, 60077

Paula did a great job watching our two cats! She sent lots of pictures each day and was great at communicating! I felt bad I kept bothering her with little tasks because the cats would push things over or turn things off but she never had an issue with anything!

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Katelyn L.
Sitter Profile Image: Tony C.
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Tony C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
4 years of experience
Chicago, IL, 60645

I recommend Tony and will rehire.

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Debbie H.
Sitter Profile Image: Keeley V.
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Keeley V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
15 years of experience
Wilmette, IL, 60091

We are so happy to have found Keeley to care for our cat. Keeley is very attentive and sends lots of updates and pictures. Highly recommend Keeley!

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Allison D.
Sitter Profile Image: Ingrid P.
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Ingrid P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
185 reviews
38 repeat clients
3 years of experience
Evanston, IL, 60202

Thank you for taking such good care of my kitty and keeping me so well update through the whole trip. Very thoughtful and attentive to how he was acting and feeling. Very glad we chose you. Would absolutely rebook in the future.

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philip b.
Sitter Profile Image: Anusha K.
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Anusha K.
from
$17
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
12 years of experience
Evanston, IL, 60201

Anusha took great care of my pug Maui while I was away for the weekend, and I really appreciated the updates and attention she gave him. It gave me peace of mind knowing he was in good hands. Maui was happy and well cared for. I would definitely use her again in the future and recommend her to anyone looking for a reliable pet sitter!

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yuliana-harrison
Sitter Profile Image: Tiffany G.
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Tiffany G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
26 reviews
12 repeat clients
10 years of experience
Skokie, IL, 60077

Tiffany was able to take on a last minute requests after an emergency medical situation with our previous sitter. Great communication - making sure we are updated on our cat’e welfare and care. I’m glad we gave her a try - and so should you.

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Faisal R.
Sitter Profile Image: Silvia S.
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Silvia S.
from
$55
per visit
5.0 out of 5 stars
90 reviews
30 repeat clients
8 years of experience
Skokie, IL, 60076

Sylvia was great with my anxious miniature Poodle. It’s easily noticeable Sylvia enjoys animals and they enjoy her company. She’s flexible and dependable. I’ll definitely hire her again.

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Maya L.
Sitter Profile Image: Cheri R.
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Cheri R.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
196 reviews
86 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: Katherine E.
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Katherine E.
from
$25
per visit
35 years of experience
Skokie, IL, 60076

About: My dog, Heidi and my cat, Klaus, want to meet your dog! Let our pet-loving family care for them while you’re out of town. Fenced in yard. Available most holidays. I work 100% from home and can walk your dog up to 4 times a day. My cat and dog typically sit next to me to keep ann eye on me during the day. Experience giving medicine. Your dog must be ok with cats. I have a fenced yard, a 55lb sweet shepherd mix and a chilled-out male cat ( they are best friends). Would love to take care of yours.

Sitter Profile Image: Jane B.
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Jane B.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
30 years of experience
Skokie, IL, 60076

About: Hello. I've been a dog owner for 30 years and a dog lover forever! I would love to take the stress and worry away from you while you're away by you knowing that your dog is being loved, cared for, pampered, exercised and played with as if s/he was one of my own! My husband and I live in a split-level home in Skokie with a large fenced-in yard. We were privileged to be the owners of two adorable, sweet-natured and friendly female Beagles named Bria and Chloe. Bria was 14 when she passed in 1994, and Chloe recently passed in February of this year. She was almost 16. They were the best! Since I work out of my home, I'm typically there through-out the day, so you never have to worry about your dog being alone. I will always accommodate your dog's unique needs by following your instructions faithfully. I'll keep you updated with photos, texts and emails, if desired, so you'll never have to wonder "What's going on?" Your dog's comfort and your peace of mind are my top priorities. I'd like to develop a long-term service relationship with you and your dog and hope you'll consider me for any of your dog's boarding, walking, or home-visit needs. Please feel free to call me with any questions or concerns. I can't wait to meet you and your beloved pet! Thanks. Jane I have recently retired so that now I have the complete flexibility and freedom throughout the day to meet the needs and requirements of your dog. I have a very dog-friendly home. I have dog beds and water bowls on each floor of my split-level home, a large fenced-in yard and 30 years of having 2 beloved dogs of my own. Your dog will be in the best of hands!

Sitter Profile Image: Shailyn S.
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Shailyn S.
from
$20
per visit
5.0 out of 5 stars
8 reviews
10 years of experience
Evanston, IL, 60201

Shailyn was amazing! She exceeded expectations in every way. From the get go she made it a priority to get to know me and my cat Pepper, ensuring that I felt safe leaving Pepper in her care. She was very accommodating and understanding. I would definitely recommend her to others.

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Kyndra M.
Sitter Profile Image: Tessa M.
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Tessa M.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
North Park, Chicago, IL, 60659

About: I've had a dog since I was ten years old. I've grown up dog sitting and walking dogs with my family and on my own. I fostered a dog on my own during COVID for 8 months until she could find her forever home. I'll be working part time during the day and evenings. I can walk dogs in the morning and afternoons and board during the weekends with frequent play time and walks during the day. Regular walks, always having water available for the dog. It's important to always keep an eye on the dog to ensure they're safe and happy. Keeping dangerous food/things out of reach and generally just being aware at all times and regular play to ensure happiness and comfortability.

Sitter Profile Image: Parisa H.
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Parisa H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
97 reviews
26 repeat clients
10 years of experience
North Park, Chicago, IL, 60659

Parisa did a fabulous job taking care of our pet bunnies. She followed all the instructions and took a great care of our bunnies. She is detailed oriented, caring and a very punctual. We would definitely reach out to her again in the future. Totally recommend her.

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M E.
Sitter Profile Image: Raven T.
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Raven T.
from
$40
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
4 years of experience
Skokie, IL, 60077

Raven has dropped in on our pups many times and has always taken great care of them! She is usually available last minute and is always on time for her visits. She leaves great rover report cards and photos of them playing and enjoying the love. You can tell she loves animals and I completely trust her to take care of them as her own.

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

This is the fourth time we’ve had Brenda watch our cats. She has been professional reliable, and responses. We will definitely be having her watch the cats again; thanks Brenda.!

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J A.
Sitter Profile Image: Kelso A.
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Kelso A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
6 repeat clients
11 years of experience
North Park, Chicago, IL, 60659

About: Your pets deserve more than just a sitter; they deserve someone who genuinely loves them. I’ve spent my whole life surrounded by animals, and for more than a decade I’ve turned that passion into a profession as a dog walker and cat sitter, while volunteering at local shelters along the way. I’ve cared for every personality under the sun including the shy ones, the wild ones, the velcro dogs, the aloof cats, and I love them all. What sets me apart? I treat every pet like my own. Not as a catchphrase, but as a promise. Accommodating each pet’s individual needs comes naturally to me, and every animal I care for gets the same love and attention I’d give my own. Your pet’s comfort, happiness, and safety are always my top priority. If you’re looking for someone reliable, communicative, experienced, and truly passionate about animals, you’ve found them. I hope to meet your pet very soon! I work from home during the week, so my schedule is pretty flexible! For drop-in visits and walks, I’m available after 4pm on weekdays and anytime during weekends. During our meet and greet, we can discuss all the ins and outs of your pets needs! Depending on the service, how I care for your pet in your home is variable. Dog walking includes 25 minutes outside, and 5 minutes inside for a little time to refresh their water, and playtime, or cuddle time, depending on what your dog is feeling! Cat visits inside, I tend to go by what one communicates during our meet and greet. Usually it will include cuddles, water refresh, and/or playtime. I will always take my shoes off, and double check to see if I locked your door correctly! :)

Sitter Profile Image: Ruby A.
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Ruby A.
from
$13
per visit
5.0 out of 5 stars
3 reviews
4 years of experience
Skokie, IL, 60076

About: I have dogs at home, so I’m very comfortable caring for them and understanding their needs. I’ve also helped house sit with my mom, taking care of dogs by feeding, walking, and giving them lots of attention. I’m reliable and genuinely enjoy being around animals. Pet care fits easily into my daily routine since I’m used to being around and caring for animals. I plan my schedule so I have plenty of time for feeding, walks, playtime, and check-ins. I’m reliable with routines and make sure pets get consistent care, attention, and exercise throughout the day. I follow each pet’s routine closely to keep them comfortable, whether I’m in my home or a client’s home. I make sure they’re fed on schedule, get plenty of exercise and playtime, and have lots of attention. I also keep their space clean and safe, and I always follow any specific instructions the owner provides.

Sitter Profile Image: Jessica D.
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Jessica D.
from
$20
per visit
30 years of experience
Evanston, IL, 60203

About: I've been around cats and dogs my entire life and have cared for pets for as long as I can remember. About 10 years ago, I worked as a professional dog walker, and I currently volunteer with Chicago Pet Rescue. I understand that every pet has their own personality and needs, from energetic and playful to shy or senior pets. I provide dependable, compassionate care and treat every animal as if they were my own. Whether it's feeding, walks, playtime, litter box care, or simply providing companionship, my goal is to help pets feel safe, comfortable, and loved while their families are away. I work part-time with a flexible daytime schedule and am available for drop-in visits throughout the week. As a planner and dependable communicator, I take pride in being on time and providing consistent care. I enjoy spending time with animals and making sure they feel comfortable, safe, and cared for while their families are away. When caring for pets in a client's home, I carefully follow all instructions regarding feeding, walks, and routines. I understand that every pet is unique and do my best to help them feel comfortable and secure. I provide updates and photos when appropriate so owners can feel confident that their pets are receiving attentive, loving care.

Sitter Profile Image: Yalun S.
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Yalun S.
from
$16
per visit
2 years of experience
Morton Grove, IL, 60053

About: You are working late for the peak season or you may need to travel for several days. You are worrying about your furry friend at home who has been indoor and alone all day long. Worrying about if they eat or drink or pooped yet. Worrying about if they run out of home or not. This is something I'd worry about my cats and dogs when I'm out for work. Every day I would spend some time with my pets to play, train, and talk with them. The more I communicate with pets, the more they'd understand me, including my orders and requests. I'd do the same with your dog as well! Talk with your dog, understand he/she's feeling. This would really help to build a relationship with your pet! If they like jogging or fetching, we can definitely do more on that! Keep every dog in a healthy shape, lose weight and gain more muscle. Or if they prefer to get some belly rubs or do some training, that would be my pleasure to serve as well~ I will bring a water bottle with filtered water (if your dog only drinks with the bottle he/she familiar with, it would be great if you would share it with me during the walk) After each exercise, I will make sure to keep your dog hydrated, and give some treats for awards. I will also take some videos and photos for you to see how he/she is doing! Tell me more about your dog, let me know what he/she likes/don't likes to do. Let me know him/her ahead of time would help me to do my job.

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

Dog parents share their Rover experiences - Skokie

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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

Dmitri is fantastic! He took excellent care of my boys while I was working and they adore him. He left detailed notes about each visit and took the cutest photos! I will be rebooking with Dimitri again very soon! Thank you for everything!

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Regina D.
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

Jessica was prompt, communicative, and so easy to work with! Her photo updates were awesome and really reassured us that everything was going smoothly while we were gone!

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Elaine 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
5.0 out of 5 stars

Donna was wonderful! She texted pictures and updates every time she was here. Henry really liked her, and he was well taken care of. It gave me peace of mind knowing that he was happy. I would hire Donna again any time.

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

Crystal is such a great sitter. My dog Kai loves them and the toy they got her!! Will definitely book again!!!

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Maya V.
Drop-In Visits
5.0 out of 5 stars

I appreciate the last minute Request to walk Nitro.. you went over and beyond I feel with coming for a drop-in-turned walk and drop off to PetSmart for grooming, so I just wanna thank you for that. I couldn’t get off work to take him and I was sent off by someone, so appreciate ya and will be hitting you up again.

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Joey H.
Drop-In Visits
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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

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  • 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 dogs like family

  1. 1. Search

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

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Sitters in Skokie average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Skokie

Frequently asked questions about Rover

The average cost for Dog Sitting in Skokie on Rover is $27.75 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 12,105 sitters on Rover offering Dog Sitting across Skokie. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Skokie stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 short introductory meeting between you, your dog, 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.

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 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.

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