House Sitting Skokie

Find a loving house sitter to watch over your pets and your home.

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Over 118
pet parents in Skokie have booked house sitting

Skokie, 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: Nicholas W.
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Nicholas W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
10 years of experience
Lincolnwood, IL, 60712

⭐️⭐️⭐️⭐️⭐️

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Michael G.
Sitter Profile Image: Alex N.
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Alex N.
from
$70
per night
4.8 out of 5 stars
18 reviews
6 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: 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 stayed in our home for a week He took good care of the litter boxes snd was respectful of the space. His very laid back, “chill” demeanor was perfect for our 2 cats. Andrew was very also observant and in tune with their needs and moods. He contacted me on a regular basis and sent me photos of his little charges. We intend to use his services again and highly recommended him to anyone in need of a cat sitter.

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Jane H.
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: Jewel D.
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Jewel D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
27 repeat clients
16 years of experience
Skokie, IL, 60076

Jewel was wonderful with my dog, Marshmallow, when I had to travel out of town for a few days. I was a little uncertain how Marshmallow would get along with Jewel’s puppy, Maya, since she hasn’t had a lot of socialization to date, but they hit it off wonderfully, whether running and playing or just snuggling. It speaks to Jewel’s real love of animals and ended up being an extra bonus for Marshmallow to get some play time with another dog. I think Marshmallow wants another playdate soon!

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Virginia T.
Sitter Profile Image: Katelyn P.
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Katelyn P.
Star Sitter
from
$60
per night
4.9 out of 5 stars
46 reviews
15 repeat clients
10 years of experience
Evanston, IL, 60201

Katelyn was so great with our 2 cats over the Thanksgiving holiday especially since we were first timers with Rover. She made the process so easy and sent us updates and videos everyday. Katelyn comes highly recommended.

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Melissa J.
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
13 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: Alisa A.
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Alisa A.
from
$88
per night
5.0 out of 5 stars
8 reviews
17 years of experience
Evanston, IL, 60201

Alisa watched our mini dachshund this weekend and did a FABULOUS job! She was very responsive, sent us many photos of our dog and left our home spotless! We would highly recommend her!

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Nick B.
Sitter Profile Image: Sade S.
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Sade S.
from
$45
per night
4.8 out of 5 stars
13 reviews
3 repeat clients
4 years of experience
lincolnwood, IL, 60712

Sade was a great sitter for our dog and cat! We felt at ease the whole time we were away. Sade sent daily photos and updates and was easy to communicate with. We came home to happy pets and a very clean apartment. We’d definitely have Sade sit for our dog and cat again!

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Michael L.
Sitter Profile Image: Hillary O.
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Hillary O.
from
$50
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
25 years of experience
Edgewater, Chicago, IL, 60640

Hillary is a fantastic Rover mom. She is more than prepared, diligent, informed, and she was more curious about Winnie as an individual dog than I have ever encountered before on Rover. It made us feel really good, and was just a lovely experience at the Meet and Greet. She made us feel SO at ease leaving our home and our Winnie with her. We have already rebooked with her and she just left yesterday because she did every single thing we asked when it came to Winnie, and she was so respectful of our home. We HIGHLY recommend Hillary! Cannot say enough good things!

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Kelley J.
Sitter Profile Image: Rosy K.
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Rosy K.
Star Sitter
from
$125
per night
5.0 out of 5 stars
103 reviews
30 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: Shailyn S.
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Shailyn S.
from
$45
per night
5.0 out of 5 stars
11 reviews
10 years of experience
Evanston, IL, 60201

Shailyn stayed at our home for 4 nights and took great care of the house and our beloved Lucky!! Neighbors said Lucky looked very happy on his walks while we were gone. Very thankful for her giving Lucky lots of love while we were gone!

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Alison K.
Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

Dylan was amazing with our Dobermans Storm and Damen!!! He stayed with them in our home and not only was he great with them and they loved him. Thank you and we will definitely be reaching out to Dylan again!!!

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Leslie M.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$63
per night
5.0 out of 5 stars
48 reviews
25 repeat clients
10 years of experience
Wilmette, IL, 60091

Samantha went above and beyond for our giant Newfie. She was very communicative and sent photos and offered to stay a bit longer with him the day we were flying back home. She administered medication and made sure he ate at the right times. He’s also a big mess (slobber and shedding) and I was shocked when I walked in - it was obvious she cleaned up after him which I was not expecting. She was truly amazing :)

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Anne S.
Sitter Profile Image: Sophie G.
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Sophie G.
from
$100
per night
5.0 out of 5 stars
41 reviews
9 repeat clients
5 years of experience
Rogers Park, Chicago, IL, 60202

We are so happy with Sophie and Corey! They gave our fur baby meds as instructed, fed, walked and hung out with her the whole time we were away. We are definitely going to book with them again in the future.

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

Tessa was great with our dog Charlie while we were away for several days, making sure he had walks each day, spending time with him, sending us pictures, and looking after our house and yard. When we returned home, it was clear Charlie had been well-cared for, as he wasn't at all anxious or overly-"clingy," as he has been in the past after separation for a few days. We'd highly recommend Tessa.

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Tim E.
Sitter Profile Image: Gail F.
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Gail F.
from
$30
per night
5.0 out of 5 stars
5 reviews
8 years of experience
morton grove, IL, 60053

About: My names Gail! I am 26 years old and look to make some new furry friends. I have experience watching family dogs, friend’s dogs, and anyone who needs help. I have watched dogs in my home for as long as two weeks. I have gone to the clients house to watch the dog/cat or I pop in to make sure they are fed, go to the bathroom, and make sure they are walked and played with so they don’t feel lonely. I have my own way of transportation and super flexible in times. I can provide bowls and leashes if needed. I can give you updates as reassurance if necessary. I love being around dogs and cats! I love playing with them and making them feel at home (: I currently work about 5-6 days a week. I do choose my own schedule at the end of the week, so I am very flexible on time! I have my own car, so I am able to get around very easy. I am able to put puppers in or out of crates if needed! I am able to distribute any medications to pets. Making sure the pets feel safe and comfortable while their family is out of town!

Sitter Profile Image: Bridget N.
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Bridget N.
Star Sitter
from
$90
per night
5.0 out of 5 stars
80 reviews
22 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

Bridget was the best dog sitter we have ever had (that is saying a lot because we have had him for 11 years)! She communicates with us the whole time and sent a ton of great photos. Our dog has some special needs (arthritis and doesn’t love other dogs) and she handled it perfectly. We will book her for all future vacations and dog walks.

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

We are so happy to have found Annie. We have a 4 year old lab/doberman mix, Luna, who is very sweet, but anxious. As a result, we are not comfortable boarding her and we have been restricting our travel so that we don't leave her behind. We recently booked Annie to stay with Luna while we were away for a week, and we could not be happier with the live of care and attention that Luna received. Annie stayed in our house with Luna and we received daily updates on how and what they were doing while we were gone. It was so easy to communicate with Annie both before and while we were away - she was very responsive, and asked questions if she needed any clarification. When we got home, both Luna and our home were in great shape. We will definitely use Annie again for future travel, and feel very lucky to have found someone who gives us peace of mind that our fur baby is in good hands while we are away.

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Brandy R.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60612

Han did a wonderful job! So happy we found them! Our furry family was well taken care of, and so was our home. Looking forward to working with them again in the future!

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Elizabeth P.
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The median cost per night for house sitting in Skokie is $50

Pet parents share their Rover experiences - Skokie

1 / 1
5.0 out of 5 stars

Rosy and Josh are great house sitters! They do a wonderful job watching Izzy. We get tons of communication and pictures while we are away and always come back to a happy dog and a clean house. Thanks!

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Steven V.
House Sitting
5.0 out of 5 stars

Tessa did a great job watching Shiloh. Tons of walks (her favorite) and came home to a happy dog! Tessa was very responsive and easy to communicate and coordinate with. Will book Tessa again for future dog sitting needs!

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Jon M.
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

Becca was fantastic! Our dogs couldn’t stop raving about her when we got back. She was a great communicator, knew how to adapt to our dogs different styles, and was a pleasure to have in our home.

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Peter K.
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

Shante has been our dog sitter for over a year and a half. She’s been more than we can ask for. She’s so good with our dog, thoughtful, responsible, and professional. Highly recommended!!

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Marie S.
House Sitting
5.0 out of 5 stars

Claude house-sat and took care of our three doggos for five nights, and everything went amazingly! The communication and photos were great, and they just made us feel comfortable throughout the process. They also watered our garden and did other above-and-beyond tasks. We’ll definitely use them again!

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luther r.
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

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
5.0 out of 5 stars

Kelso made me feel at ease while watching my chihuahua, Selena, while I was out of town. I was very nervous having someone new come in that I didn’t know seeing as my ex always watched my dog for me in the past. This was my first time hiring someone. She gave me updates with pictures and videos that I loved! Great communication throughout the stay. Selena enjoyed her company as well and I will definitely use her in the future as long as she is available! 10/10 would recommend her to anyone I know looking for a sitter. Thanks kelso!

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Natalie T.
House Sitting
5.0 out of 5 stars

Melissa was awesome! Very helpful and responsive. Cards a lot about our pets and took excellent care of them.

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William R.
House Sitting
5.0 out of 5 stars

Katie and her fiancé were great! They were self sufficient and very good about sending updates. We have a reactive dog and it was such a relief to know she was doted on and cared for. I would highly recommend Katie!

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Jenny S.
House Sitting
5.0 out of 5 stars

Tiffany was an amazing caretaker of our older dog & cat. She was super reliable & followed all our instructions to perfection. Our home looked amazing when we returned. RECOMMEND! Thanks Tiffany!

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Nick M.
House Sitting
5.0 out of 5 stars

Revan cared for our puppy and cat with such care and love. We feel so lucky to have found her. I was very hesitant to leave our 7 month old puppy for two weeks so Revan came over to meet our pup in advance. When I saw how comfortable and happy she was with Revan, I felt so much better. Revan kept up us up to date every day and when the pup had some gastrointestinal issues, she made chicken and rice for her. We came home to a spotless house and two well-loved pets. Revan truly went above and beyond, making the care of our pets her priority rather than a side gig. She was present with them, kept them on their schedules, and gave our very athletic pup tons of exercise every day. We highly recommend Revan!

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Jenny A.
House Sitting
5.0 out of 5 stars

Jonah was great with our dog! Sent lots of photos and left our apartment in great shape. We'll definitely ask him to watch our dog again.

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Kat S.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Ray took exceptional care of our dog and was communicative with updates and pics the entire stay along with being a great house and plant sitter. Highly recommended

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Jennifer E.
House Sitting
5.0 out of 5 stars

Emily is terrific! She is a true animal lover and pays close attention to my dog, making her feel comfortable and happy. Emily also took great care of our plants and house while we were on vacation. I highly recommend her. She will be your pet’s next best friend!

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Lara H.
House Sitting
5.0 out of 5 stars

Riley was great taking care of our senior dog, Gus. He's not the easiest dog to care for -- needing to be carried up and down steps -- but Riley was up to the task.

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Evan J.
House Sitting
5.0 out of 5 stars

Natalie took great care of our dog while we were out of town and gave us frequent updates. Would definitely book her again and recommend her to anyone else.

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Dominic G.
House Sitting
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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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.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Skokie

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Sitters in Skokie average 4
repeat house sitting clients

FAQs for House Sitting - Skokie

Frequently asked questions about Rover

The average cost for House Sitting in Skokie on Rover is $66.6 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 7,836 sitters on Rover offering House Sitting across Skokie. 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 Skokie 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 Skokie 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 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!

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 Skokie. 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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