Dog Sitting Wilmette

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

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Over 105
pet parents in Wilmette have booked dog sitting

Wilmette, 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.

1 / 1
Sitter Profile Image: Katherine B.
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Katherine B.
from
$16
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Evanston, IL, 60202

Kit was incredibly thoughtful and made sure to ask me questions about my pets’ needs that hadn’t even occurred to me to share. She sent lots of pictures and updates on my cats throughout my trip so I knew they were well taken care of. Could not recommend her more!!

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Josephine K.
Sitter Profile Image: Jason A.
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Jason A.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
81 reviews
20 repeat clients
25 years of experience
Winnetka, IL, 60093

Jason is great with our pups so we hired him for a week stay…

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Melissa D.
Sitter Profile Image: Signe D.
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Signe D.
from
$15
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Evanston, IL, 60201

Absolutely great with my pup! Will definitely ask her to walk him again! he loved her!

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Jessica C.
Sitter Profile Image: jiayi x.
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jiayi x.
from
$13
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
glenview, IL, 60025

Always does a great job on taking care of my cat

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Johnny S.
Sitter Profile Image: Riley K.
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Riley K.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Evanston, IL, 60201

About: I have been pet-sitting for 6 years; caring for animals is my passion! My style of sitting is treating every pet as if it’s my own😊🐾 I am currently working a part time job, so I won’t be available 24-7—but I am more than happy to work with you on times to be there for your pets :) Please book with only serious inquiries😊 In my clients home, I will follow all rules and guidelines relating not only to their pet, but also to respecting their space as well.

Sitter Profile Image: Sidney P.
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Sidney P.
from
$30
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Winnetka, IL, 60093

About: Hi! I’ve been a lifelong animal lover, and I’ve had pets all my life — so I know how much pets mean to their families. My girlfriend introduced me to Rover, and since then, I’ve been all in. I currently walk up to 10 dogs a day and board around 2 dogs each month, and I truly enjoy every minute of it. Whether it’s a high-energy pup who needs long walks or a shy cat who just wants a quiet companion, I treat every pet like my own. I know how important trust is when it comes to pet care, and I always go the extra mile to make sure your furry friend feels safe, happy, and loved while you're away. I’d love the chance to meet your pet and give them the care and attention they deserve! Pet care is a major part of my daily routine. I work in real estate, which gives me a flexible schedule and plenty of control over my time. This flexibility allows me to dedicate consistent blocks of time each day to walking dogs, doing drop-in visits, and boarding pets comfortably in my home. Whether I’m caring for pets in my home or in a client’s home, safety and trust always come first. In my home, I create a calm, clean, and pet-friendly environment. I make sure there are no hazards within reach, keep any unfamiliar pets separated as needed, and provide plenty of space for relaxation, play, and personal time. I follow any routines or rules you provide so your pet feels comfortable and secure—just like they would at home. When I care for pets in a client’s home, I treat it with the same respect and care I would my own. I follow all instructions closely, keep your pet’s schedule consistent, and provide regular updates so you can feel confident they’re in good hands. I’m always attentive to their behavior, energy levels, and comfort to make sure they’re safe and happy throughout the visit. Whether it’s walks, playtime, meals, or quiet companionship, I’m committed to providing a trustworthy, low-stress experience for both you and your pet.

Sitter Profile Image: Jordan R.
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Jordan R.
from
$20
per visit
5.0 out of 5 stars
7 reviews
10 years of experience
Evanston, IL, 60202

Jordan was wonderful! Very communicative, prompt, and caring. Sent absolutely adorable pics of my cats, and I truly felt like my pets were in good hands. 10/10, would recommend! We will absolutely reach out next time we go out of town.

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Caitlin B.
Sitter Profile Image: Yimei X.
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Yimei X.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Evanston, IL, 60201

Yimei was GREAT. Highly recommend. She went above and beyond taking care of Lucy, my 15 year old very needy cat! Lucy was very well taken care of. Yimei also communicated promptly after every visit.

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Joyce L.
Sitter Profile Image: Jennifer W.
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Jennifer W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
9 repeat clients
20 years of experience
Evanston, IL, 60202

Jennifer is great! Super patient, gentle, and understanding. Our dog can be a bit chaotic and she did an awesome job. Highly recommended!

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Marie S.
Sitter Profile Image: Iris I.
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Iris I.
from
$16
per visit
6 years of experience
Evanston, IL, 60201

About: I grew up with german shepherds and have been the primary sitter for a Dachshund named Winnie for the past year! I have lots of experience with high-anxiety breeds and am an expert at making your animal feel safe and comfortable. I have experience with special dietary needs, medication, and handling reactivity. I love all animals, big and small and will devote myself to treating your pet with the care and love it deserves! I work part-time through the summer (about 12 hours a week) and have little going on otherwise! I can make myself available on most days and during most hours of the day to accommodate your pet's schedule. I am frequently available for house sitting and I look forward to spending time with your animal! I will happily travel to your home to take care of your animal(s). I am very neat and organized and will make sure your home is sparkling before I leave! I am amenable to each pet's varying needs, I am very easy to contact if any issues arise, and I will prioritize spending time with your pet above all if hired!

Sitter Profile Image: Samantha L.
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Samantha L.
from
$30
per visit
5.0 out of 5 stars
48 reviews
25 repeat clients
10 years of experience
Wilmette, IL, 60091

About: Ever since I was a child, I have had a passion for dogs and animals of all sorts. Growing up in the Philippines, my relatives found it strange to have such compassion for animals. I'd always begged my parents for a dog while doing avid research and volunteering at pet-related jobs to prepare myself if my dream was to come true. When I was 17, my parents finally agreed to get a dog-- but not just any dog. I wanted my dream dog: an Alaskan Malamute. Huge, stubborn, and a daily shedder, it was a huge challenge I took on myself. However, this Malamute was well trained, house-broken, and friendly. I believe I can take care of a dog of any size, temperament, or history. I am a graduate from the University of Illinois in Chicago with a Bachelor’s Degree in Biology/Sociology. I volunteered at the Chicago Canine Rescue downtown where we play and walk with shelter dogs. I have copious experience with boarding, walking, and overall loving dogs. As a past dog boarder, I understand the care and attention that must be given to a pup to create a trusting bond with them. For more pictures of our past clients and to get a better idea how I interact with your pup, check out this instagram: powerpuffdogs May have to step out a few times a day, or if I have an outing I would make sure your pup has had plenty of exercise and pets before leaving. I adhere as closely as possible to the pet’s existing schedule— routine is key! Other than that, if you are comfortable with it, I can take your dog on forest walks, dog parks (only if you’d like, and with ample supervision), or on play dates with my own well-socialized dogs!

Sitter Profile Image: Evan P.
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Evan P.
from
$17
per visit
19 years of experience
Wilmette, IL, 60091

About: I’ve been around cats my entire life, so building trust and connecting with them comes naturally to me. I also gained experience dog sitting for neighbors when I was younger, which helped me develop a strong sense of responsibility and attentiveness when caring for pets. Today, I occasionally volunteer at Tails Together Animal Shelter, where my love for animals continues to grow. Whether it’s playtime, walks, or simply providing companionship, I’m committed to making pets feel safe, comfortable, and cared for while you’re away. My schedule is very flexible. I’m an honors student at Depaul on summer break. I’m available to work as early as 8 AM and as late as 10 PM. I have reliable transportation and have always taken being on time seriously. I’ll come to your home and follow any instructions you have for taking care of your babies! I’m organized and neat and understand that cleaning up after pets is part of the deal.

Sitter Profile Image: Caroline B.
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Caroline B.
from
$15
per visit
15 years of experience
Evanston, IL, 60201

About: My house has always been filled with pets! My entire life I have never had less than two pets in the house, currently owning three cats and one dog. Being brought up in a household like this has allowed me to gain natural skills in pet care, with those skills becoming second nature today. Pet care is not something I can consider a job, as it is too much of a personal passion! I’m currently a college student working towards a career in wildlife rehabilitation, hoping to continue caring for animals. I am experienced with pets of all ages and can ensure that your pets will not only be safe and cared for, but loved and cherished as my own! I am currently a college student on summer break, allowing me much availability over the next few months! While I am working one other job, it is part-time and I will remain available on days I am working. I offer services that involve pet care outside of my personal household. Any instructions given to me for the particular household will be thoroughly followed with immense care.

Sitter Profile Image: Kayla Q.
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Kayla Q.
from
$25
per visit
1 year of experience
Wilmette, IL, 60091

About: I've pet sit in the past and enjoy walking, playing and providing personalized care for your beloved pet! I also have experience volunteering at dog shelters in the past! I'm currently working part-time. I can assist from June 2026 to August 2026. I can do weekdays from 6am-11am. I may be able to extend my working hours depending on the day! I ensure they receive exactly what they need while still having fun in the process! If your dog requires extra care such as medications in their food or extra playtime, I am happy to provide those as needed.

Sitter Profile Image: Viviana F.
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Viviana F.
from
$20
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
14 years of experience
Skokie, IL, 60077

We booked Viviana for multiple drop in visits for our two cats and were very impressed. She was responsive and met with us beforehand to ask detailed questions about our cats’ needs. During each visit she sent multiple photos and made sure everything was taken care of. It gave us real peace of mind while we were away. Highly recommended!

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Brad S.
Sitter Profile Image: Rosy K.
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Rosy K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
102 reviews
30 repeat clients
18 years of experience
Glenview, IL, 60025

I cannot say enough about Rosy! She is an absolute delight to work with. She a a great communicator, dependable, and my kitties just love her. This is the second time I’ve used her services and plan to continue as long as she’s available. THE BEST!!

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Deb G.
Sitter Profile Image: Coty C.
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Coty C.
from
$35
per visit
5.0 out of 5 stars
66 reviews
22 repeat clients
20 years of experience
Evanston, IL, 60201

Cody is amazing! She took the time to learn my dog’s specific needs and personality, and tailors her interaction with them. Her many years of experience with dogs was evident in the way that she cared for my senior dog’s needs and quirks. Aside from her professionalism (always on time, dependable, reliable, trustworthy), she is passionate about dogs, and my little one absolutely loved her! She went out of her way to make sure that my dog felt safe and happy while I was away, and sent me lots of cute pics. I can’t say enough great things about her. You will love her. I will definitely be rebooking her again!

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Nancy V.
Sitter Profile Image: Jenny D.
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Jenny D.
from
$20
per visit
5.0 out of 5 stars
1 review
6 years of experience
Wilmette, IL, 60091

About: Active in the outdoors, and attentive to dogs' behaviors, I'm a caring listener who will make sure your dog has a great time! As a dog owner, I've been through training with the Humane Society for Dog Manors 1 & 2. I understand dog body language communication, and know its important to listen to what your dog is saying! Whether they are fearful, playful, bored, sad or joyful - I'll make sure they are taken care of with love and understanding. I"m all about paws-ative reinforcement! I love to run and play outside whenever possible. I would love to take your pup to the beach, park, or just around the block for some fresh air! I'll make sure to send you plenty of pics to make you feel part of the pack! I've had the comfort of experiencing life with dogs throughout my life and I appreciate how much joy they bring to our lives. I'll always make sure to bring a bit of fun to their day as well :-)

Sitter Profile Image: Kat O.
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Kat O.
from
$40
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Wilmette, IL, 60091

It was my first time leaving my cat to go out of town. She was great & made me feel comfortable that my Loki was in good hands! I highly recommend & definitely will be booking with her in the future. Thanks again Kat!

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Tricia L.
Sitter Profile Image: Emily V.
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Emily V.
from
$16
per visit
5.0 out of 5 stars
3 reviews
8 years of experience
Evanston, IL, 60201

Emily was a great sitter for Wembie! Very communicative and helpful with our puppy!

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Alyssa K.
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The median cost per visit for dog sitting in Wilmette is $20

Dog parents share their Rover experiences - Wilmette

1 / 1
5.0 out of 5 stars

Kit did an amazing job with our pup while we were out of town, and bonus points for being super responsive and reliable :)

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Alex R.
Drop-In Visits
5.0 out of 5 stars

Yimei went above and beyond when she watched our American Bully. Our dog is shy and timid when walking. We booked Yimei for 3 drop-in visits per day for 6 days. Yimei was able to get our bully exercise for the full hour and also give her oral meds and ear wash. Will book again!

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Chris R.
Drop-In Visits
5.0 out of 5 stars

We feel incredibly lucky to have found Tinsley to take care of our dogs. She started walking and looking after our four-year-old Goldendoodle, Stella, and our new Bernedoodle puppy, Harper. From day one, it was clear that Tinsley genuinely loves dogs and treats them as if they were her own. Stella and Harper both adore her, and Tinsley has been wonderful in helping Harper adjust as a young puppy. She is reliable, attentive, caring, and always keeps us updated on how the dogs are doing. It gives us such peace of mind knowing our dogs are in the hands of someone who truly cares about their happiness and well-being. We highly recommend Tinsley to anyone looking for a trustworthy and compassionate dog walker. Stella and Harper are always excited to see her, and that says everything!

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Jennifer P.
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

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
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

Gab was absolutely wonderful with my dog. He sent pictures the entire time I was gone, kept me updated on potty breaks shifting because of some storms, and I knew my dog was in great hands! So glad to have found such a wonderful dog sitter!

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Brandon P.
Drop-In Visits
5.0 out of 5 stars

Jennifer is great! Super patient, gentle, and understanding. Our dog can be a bit chaotic and she did an awesome job. Highly recommended!

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

John was able to watch our dog last minute for Thanksgiving and did an amazing job. He was very communicative and great to work with.

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Colin K.
Drop-In Visits
5.0 out of 5 stars

Mackenzie was prompt, she communicated well, and Sancho loved her. I’d be happy to work with her again anytime!

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JAMES C.
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

Emily has been taking care of our giant golden retriever puppy for us for some time and she’s the absolute best. Blue is such a happy boy when he gets to see Emily! He gets extra excited and playful and loves to snuggle with her. For me, when Emily is taking care of Blue, I have total peace of mind knowing he’s in the best of hands!

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Morgan F.
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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Sitters in Wilmette average 7
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FAQs for Drop-In Visits - Wilmette

Frequently asked questions about Rover

The average cost for Dog Sitting in Wilmette on Rover is $32.19 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 11,982 sitters on Rover offering Dog Sitting across Wilmette. 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 Wilmette 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 Wilmette 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 Wilmette 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 Wilmette. On Rover:

  • 91% of sitters can help with special care needs
  • 95% 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.

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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