House Sitting Wilmette

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Over 254
pet parents in Wilmette have booked house sitting

Wilmette, 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.

1 / 1
Sitter Profile Image: Alex N.
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Alex N.
from
$70
per night
4.8 out of 5 stars
20 reviews
7 repeat clients
3 years of experience
Evanston, IL, 60201

Great experience with Alex! Communicative and flexible when booking, thoughtful and accommodating to my pup’s needs, and her warm and caring spirit quickly put both my anxious dog and I at ease ☺️

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Allison H.
Sitter Profile Image: Rosy K.
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Rosy K.
Star Sitter
from
$125
per night
5.0 out of 5 stars
105 reviews
31 repeat clients
18 years of experience
Glenview, IL, 60025

Rosy and her husband were amazing! They were very attentive to our dog, and sent pictures and updates throughout. We couldn’t recommend them more!

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Ripley V.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Evanston, IL, 60202

Katherine was the absolute best! I felt so comfortable leaving my fur babies with her and she did an amazing job keeping me updated with photos and notes. I’ll use her again for sure!

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Amanda G.
Sitter Profile Image: Ella V.
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Ella V.
Star Sitter
from
$90
per night
5.0 out of 5 stars
294 reviews
121 repeat clients
15 years of experience
Winnetka, IL, 60093

We recently used Ella for the first time. During her stay our dog needed immediate care due to a bladder stone blocking his urinary tract. Ella did a great job recognizing the signs, communicating with me, and taking our dog to the ER. We are lucky she was willing to go the extra mile to make sure he received the care he needed.

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Maggie R.
Sitter Profile Image: Kristin M.
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Kristin M.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Forest Glen, CHICAGO, IL, 60646

Super impressed! Billy is blind and Maggie is recovering from a sprain. I felt like I had the dog whisperer in my house. She is so clean!! She literally pulled the sheets off the bed before she left.

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Fifi R.
Sitter Profile Image: Jason A.
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Jason A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
83 reviews
20 repeat clients
25 years of experience
Winnetka, IL, 60093

Jason was great - he was kind enough to meet our dogs before his stay and took care of them while we were gone for a few days. Our home was spotless upon our return. Thanks, Jason!

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Eric S.
Sitter Profile Image: Jamie B.
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Jamie B.
from
$100
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
8 years of experience
Rogers Park, Chicago, IL, 60626

Jamie was wonderful. She took care of our senior dog Leo over the weekend and did a fantastic job. Leo is a bit anxious when we are not there with him but seeing him be comfortable and engaging with Jamie was a big relief of us while being out of town. She was caring and attentive to Leo throughout. We were very grateful that she stayed with Leo most of the time and only left the house for a couple of hours at a time when she absolutley had to, as Leo can get anxious when left alone for too long. We were able to enjoy our family event knowing that Leo was well taken care of. We got lots of photo updates and she was always quick to reply with any of our questions. We would love having Jamie back to take care of Leo in the future.

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Prasanna B.
Sitter Profile Image: Mads O.
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Mads O.
Star Sitter
from
$65
per night
5.0 out of 5 stars
60 reviews
22 repeat clients
15 years of experience
Lincoln Square, Chicago, IL, 60625

I can’t speak highly enough about Mads. I have a pretty anxious and quirky pup and two cats I needed an in house sitter for while I was away in another country and Mads was seriously the animal whisperer from our initial meet and greet. Mads was even understanding willing to be flexible when there was a last minute schedule change with my sister who was caring for my pup for part of my time away, and they were super patient, and totally unphased by my pups quirks and stressors. Being 8k miles away from home and dealing with a 9 hour time difference I was really nervous about leaving my girl, but Mads had me AND my babies completely at ease as well. I’ll absolutely be using them next time I need a sitter and will recommend them to everyone I know.

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Kimberly R.
Sitter Profile Image: Andrew N.
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Andrew N.
Star Sitter
from
$55
per night
5.0 out of 5 stars
69 reviews
20 repeat clients
17 years of experience
Evanston, IL, 60201

Andrew did a great job with my pooches. I think they didn’t even miss me after three days being gone. He was very quick to respond and was great with the communication. The dogs instantly took to him when they met him. Would definitely use his services again.

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Suzi R.
Sitter Profile Image: Amelie K.
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Amelie K.
from
$28
per night
5.0 out of 5 stars
9 reviews
1 repeat client
1 year of experience
Lincoln Square, Chicago, IL, 60640

About: In college i took classes specifically on animals health, with specific focuses on pets. - their behaviors, needs and how to best care for them. I've always had an animal in my life. I grew up helping taking care of my family's dogs and in college my roommates and I got a cat. Since graduating college I haven't been able to have a pet and wanted to become a sitter to continue to have animals in my life. I'm a recent college graduate, currently looking for a full time job so I'm quite flexible. I'm available between 8AM-7PM, Monday through Sunday and can also be available for overnight pet sitting if needed. I believe in leaving a space as clean as when you came, caring for the pet and taking care of any possible messes. After taking care of both cats and dogs, I believe in giving them lots of play time and engagement. Given any specific health needs, I can medicate and care for (and carry if necessary) pets up to 30lbs.

Sitter Profile Image: Madeline I.
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Madeline I.
Star Sitter
from
$100
per night
5.0 out of 5 stars
10 reviews
9 repeat clients
3 years of experience
Wilmette, IL, 60091

Madeline was fantastic! Our dog was immediately smitten with her. Not only was Madeline attentive to all of the instructions I shared with her, but she was also flexible when it came to scheduling, since we didn’t know how long we’d be gone for. I’d highly recommend Madeline as a responsible, dependable, and caring sitter for your pets!

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Morgan S.
Sitter Profile Image: Kayleigh H.
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Kayleigh H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Chicago, IL, 60640

Kayleigh was flexible as our needs changed with our schedule for the day and took both girls outside for several walks. She kept the company and also even cleaned up one of Elsie's inside accidents without concern. She was also available on short notice as I had many prospective sitters end up having conflicting availability on their profiles, so that was greatly appreciated she was willing to help out!

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Katie A.
Sitter Profile Image: Nicholas W.
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Nicholas W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
Lincolnwood, IL, 60712

⭐️⭐️⭐️⭐️⭐️

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Michael G.
Sitter Profile Image: Tiffany G.
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Tiffany G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
26 reviews
12 repeat clients
10 years of experience
Skokie, IL, 60077

Tiffany was a fantastic house sitter for our 9-month-old puppy! She was responsive, professional, and made sure our dog felt comfortable and well cared for while we were away - which gave us great peace of mind. We will definitely use her again and highly recommend her!

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Michelle V.
Sitter Profile Image: Jesse G.
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Jesse G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
8 reviews
6 repeat clients
33 years of experience
Skokie, IL, 60077

Jesse is wonderful with our young-at-heart goldendoodle! She brings out his playful side and tries her hardest to get him to eat (which he tends to be tough about when we travel) — she cares for him like he’s her own. ❤️

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Ellie M.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
15 years of experience
Lake View, Chicago, IL, 60613

Would give 10 stars if we could!! Gem did an amazing job connecting with our dog. She is very communicative, sent the cutest pictures of our baby, and clearly has a great love for pets. We’re so glad to have found her and will happily continue trusting her with our dog <3

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Julianna L.
Sitter Profile Image: Donna C.
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Donna C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
587 reviews
139 repeat clients
40 years of experience
Wilmette, IL, 60091

Donna and Stephen were great! It was our first time leaving our energetic puppy and they quickly put my mind at ease about leaving him. We came back to a happy puppy and cat and a clean home. We appreciate how well they cared for our fur babies and respected our home. Wouldn’t hesitate to book them again!

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Anne W.
Sitter Profile Image: Tessa M.
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Tessa M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
North Park, Chicago, IL, 60659

Tessa was an attentive dog sitter! She took care of our senior dog who has medical needs. Tessa was quick to respond to texts. Thank you for your services!

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Sara F.
Sitter Profile Image: Jakob C.
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Jakob C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
8 years of experience
Uptown, Chicago, IL, 60640

Jakob left the house in perfect condition and took excellent care of our dog, who is not always the easiest. (Dog and human reactive.) He gave daily updates - with pictures - and was always detailed and polite in his communication. I could tell from his correspondence that he spent most of the time that we were away engaging with my dog and I appreciate that very much. I look forward to booking him again.

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Helen R.
Sitter Profile Image: Annie B.
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Annie B.
from
$100
per night
5.0 out of 5 stars
94 reviews
36 repeat clients
10 years of experience
West Ridge, Chicago, IL, 60660

Annie is the absolute best. Pups love her, 100% reliable and takes care of the home as it were hers. anytime we need a house sitter she’s our go to.

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Justin C.
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The median cost per night for house sitting in Wilmette is $50

Pet parents share their Rover experiences - Wilmette

1 / 1
5.0 out of 5 stars

Super responsive, sent lots of pictures, house looked great when we got back. Thanks for everything.

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Sean J.
House Sitting
5.0 out of 5 stars

Melissa sent updates of the fun she had with my dogs, never hesitated to ask if she had a question, followed directions perfectly, and left my house cleaner than I left it!! I wanted a sitter who truly would spend time with my dogs as they are used to someone here mostly at home and Melissa did just that! She showed love and care for my dogs the week we were away. Thank you, Melissa!!

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Elizabeth R.
House Sitting
5.0 out of 5 stars

Maddy did a great job with our Bug! She was helpful and responsive and we felt that we left Bug in great care! We’ll definitely have Maddy house and dog sit again!

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Liz B.
House Sitting
5.0 out of 5 stars

Thank you guys so much!! I wouldn’t hesitate to book you for taking care of my cat next vacation! I appreciate the last minute accommodations and your patience with me as well!

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Nadia
House Sitting
5.0 out of 5 stars

Tiffany took care of my 2 kittens and we enjoyed our vacation more knowing she was there! She is a conscientious and communicative sitter. Highly recommend!

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Sarah B.
House Sitting
5.0 out of 5 stars

Jason watched my standard poodle and Australian shepherd mix for the weekend. He did a great job, sending picks, giving long walks and meds, as well as keeping the house very clean. Highly recommend!

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Cheryl S.
House Sitting
5.0 out of 5 stars

Gail was AMAZING!! She stayed at our home and was so communicative and flexible and took great care of our 2 golden retrievers while we were away! She sent pictures and made sure our boys were well loved and taken care with walks, playtime and spent quality time with them! She also made sure to water my plants and bring in the mail and kept our house clean and tidy while we were away. We HIGHLY recommend Gail and we will definitely be calling her again the next time we go out of town!!! Thanks again Gail for all your help and taking care of our fur babies!!!

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Jen R.
House Sitting
5.0 out of 5 stars

Thanks to Kat for a great stay! Kiki is usually scared of new people and she came out and cuddled! Both Sadie and Teddy give her 5 woofs for the great walk and time! Highly recommend!

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Laura W.
House Sitting
5.0 out of 5 stars

Shepherd took great care of everyone while we were away. Especially challenging as all three of them have different needs and meds these days.

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Olivia F.
House Sitting
5.0 out of 5 stars

Amber was great, and was so understanding when my flight home got canceled. Amber was able to go back to feed and let out our dog, since we would be home very late.

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Brittany G.
House Sitting
5.0 out of 5 stars

Addison was awesome from the very first message, where she initiated the meet and greet. She was great, very communicative, professional, and Tessa, our dog who has high anxiety, seemed to really like her when they first met. When we got home Tessa was super happy so we couldn't be happier with Addison. We would definitely use her again if we had the opportunity to.

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John-Paul D.
House Sitting
5.0 out of 5 stars

Shailyn graciously agreed to come sit with our anxious dog on short notice which we greatly appreciated. She offered to come over early to have more time to meet with Zoey before our scheduled departure time. Shailyn has a wonderful calm and peaceful energy and it was clear that Zoey was happy in her company. We would absolutely have Shailyn back to care for our dog.

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Sheila B.
House Sitting
5.0 out of 5 stars

Jordan took care of our pets and did an incredible job. She provided us with updates and communication was great! Will definitely booking again.

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Victor H.
House Sitting
5.0 out of 5 stars

Sidney and Ella did a great job taking care of our dogs over a long weekend. We came back to two healthy and happy dogs.

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Rory B.
House Sitting
5.0 out of 5 stars

This was our first time with Alex and it was a wonderful experience. She housesit for our Doodle and she was super responsive, provided great updates and pics and left our place in great shape! Tess was more than well looked after and had a great time with Alex. Would highly recommend!

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Jim V.
House Sitting
5.0 out of 5 stars

Sophia was great! She took great care of my very anxious dog, and I felt so much better knowing Sophia was there with her.

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Rachael P.
House Sitting
5.0 out of 5 stars

She was absolutely wonderful. Attentive to our care instructions, diligent in giving us regular reports, and sending photos of our puppy. We would strongly recommend Ella to anyone with a pet who they love.

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Keith G.
House Sitting
5.0 out of 5 stars

First time using River and Donna. Was a great experience. Very grateful to have found such a loving and competent dog sitter.

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Marla B.
House Sitting
5.0 out of 5 stars

Katherine was great! She took her time getting to know Clifford as we had advised her. She kept us informed and our appointment ran way longer than anticipated and she was very understanding and flexible. We will definitely use her again.

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Tracy M.
House Sitting
5.0 out of 5 stars

Tasha is our absolute favorite! She is reliable, intelligent, considerate, conscientious, and the glowing review goes on and on! I have been a fur momma for 20 years, and I can without a say she’s one of the best! I can enjoy my time away knowing that my animals are safe and sound AND loved on 😊Our cats Frankie and Maple adore Tasha, and so do their parents! 😊🙃👌🏼

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Trista S.
House Sitting
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Wilmette

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Sitters in Wilmette average 4
repeat house sitting clients

FAQs for House Sitting - Wilmette

Frequently asked questions about Rover

The average cost for House Sitting in Wilmette on Rover is $79.92 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 7,777 sitters on Rover offering House Sitting across Wilmette. 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 Wilmette 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 Wilmette 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 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!

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.

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 .

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 short introductory meeting between you, your pet, 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.

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.

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

  • 93% 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.

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