House Sitting Skokie

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

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Over 129
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.

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Sitter Profile Image: Tiffany G.
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Tiffany G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 29 reviews
17 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: Vasilisa C.
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Vasilisa C.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
4 years of experience
Evanston, IL, 60202

“Vasilisa looked after our 11 month old puppy ‘Happy’—and was just perfect! She really tuned into our pup’s energy and managed her routine like a champ. It was Happys first time being away from us and Vasilisa could not have been kinder or more patient. Thank you V!!!!”

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

“Alex was wonderful with our pups (and even helped out with a few of our clients while we were away!). Alex kept us updated, communicated consistently, and truly made the dogs their top priority. We’re so grateful and would absolutely recommend Alex!”

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Lauren C.
Sitter Profile Image: Nicholas W.
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Nicholas W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
10 years of experience
Lincolnwood, IL, 60712

“⭐️⭐️⭐️⭐️⭐️”

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Michael G.
Sitter Profile Image: Andrew N.
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Andrew N.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 73 reviews
22 repeat clients
17 years of experience
Evanston, IL, 60201

“Andrew did a great job taking care of our two pets for the weekend. He communicates well and is always our go to for when we need someone to care for them.”

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Emilia G.
Sitter Profile Image: Alyson W.
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Alyson W.
from
$65
per night
5.0 out of 5 stars
• 7 reviews
18 years of experience
Skokie, IL, 60076

“Alyson did an absolutely amazing job caring for our sweet tri-pawd, George. She went above and beyond giving George extra care, walks, and cuddles while we were away. She also provided us with ongoing communication on how he was doing, along with pictures, so we were worry-free during our time away from him. I would highly recommend Alyson to anyone, and we will definitely be working with her in the future!”

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Kevin M.
Sitter Profile Image: Shannon S.
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Shannon S.
from
$55
per night
2 repeat clients
17 years of experience
Evanston, IL, 60202

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

Sitter Profile Image: Alanoud A.
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Alanoud A.
from
$45
per night
3.0 out of 5 stars
• 5 reviews
3 years of experience
Rogers Park, Chicago, IL, 60626

“Alanoud came to our house to help one busy evening for a few hours. It happened to be pouring rain, but she took care of our big, rambunctious pup in good cheer nonetheless. I'm feeling quite confident about having her stay at our home for a few days while we attend a wedding out of town later this month.”

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Christina R.
Sitter Profile Image: Jesse G.
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Jesse G.
from
$100
per night
5.0 out of 5 stars
• 9 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: Steven & Angela C.
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Steven & Angela C.
from
$30
per night
25 years of experience
Evanston, IL, 60202

About: Angela and Steve have had several decades of taking care of pets, and they currently have two dogs and two cats. Angela has previously worked for Bark Place in Rogers Park, as well as taking care of friends' and family's pets. We're predominantly available on weekends, but can be at your place by 6 pm on weekdays. We're flexible and will work with you to ensure we meet your needs. We will treat your pets and home as if they were our own and ensure we don't miss any details. We will not treat our visits as just a job, but as a way to ensure your pet feels comfortable while you are away.

Sitter Profile Image: Emily V.
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Emily V.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
8 years of experience
Evanston, IL, 60201

About: I grew up in a dog home and have always loved dogs. I worked at a daycare/boarding facility for 3 years, and finished my work there as a supervisor. There, i gained experience in caring for dogs from 3 months old to 18 years old, as well as dogs with health complications and mobility difficulties. I also volunteered at an animal shelter for 2 years as a handler for behaviorally challenged dogs. I currently work at another dog daycare boarding/training facility. I work full time at a daycare/boarding facility in Evanston. I'm almost always available for house sitting, drop ins or walks before or after work, and i'm looking forward to filling my free time with doggies! Body language is a very important part of communication and safety with dogs. When i'm with dogs, i'm extra careful to pay attention to what they are telling me with their body! When im meeting a new dog, I make sure to avoid eye contact, turn sideways, and get lower to the ground, all things that show your pup im a friend, not a threat. All in all, every dog is different, has their own personality, likes, and dislikes. I make sure I learn and respect them so I can build trust, and keep everyone safe and happy.

Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
22 years of experience
Norwood Park, Chicago, IL, 60631

“Katelyn was great with our fur babies! She sent plenty of photo updates throughout the booking. She updated us about anything going on with the kids and asked questions along the way. We really appreciated her communication! The dogs loved her during meet and greet. I’m sure they wanted her to stay with all the doggy cuddle puddles! Would definitely book her again! It was so reassuring to have someone reliable, communicable, and compassionate. Made our vacation a breeze. We missed our doggos, but didn’t have to worry or stress with Katelyn!”

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Bryana M.
Sitter Profile Image: Dorion D.
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Dorion D.
from
$53
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
7 years of experience
Albany Park, Chicago, IL, 60625

“Deftly and intuitively cared for my old pup at short notice. Couldn't have asked for a kinder person to leave her with. =)”

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Patrick M.
Sitter Profile Image: Randi K.
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Randi K.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
28 years of experience
West Ridge, Chicago, IL, 60659

“Randi was an awesome dog sitter! Our dog warmed up to her almost immediately. She paid special attention to the specific care our dog needed when she watched her at our place for about a week. She took note of all of Zara’s needs and would send over photos periodically to let us know everything was going well. I would highly recommend her for caring for your animal and I’m sure our dog Zara would too!”

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Anna L.
Sitter Profile Image: Bishop H.
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Bishop H.
from
$35
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
8 years of experience
Albany Park, Chicago, IL, 60625

“Bishop did a fantastic job caring for each of my animals and my plants! My dogs keep looking for her in her bedroom. This is all I need to know regarding her relationships with my animals and will work with her again if she is interested.”

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Michele P.
Sitter Profile Image: Hillary O.
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Hillary O.
from
$60
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
25 years of experience
Edgewater, Chicago, IL, 60660

“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: Gail G.
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Gail G.
from
$110
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
42 years of experience

“Gail has taken care of my pup-house sitting-several times and my baby adores her. She is the best and I am grateful to have someone I can trust not just with the dog but in my home. Highly recommend!”

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Estrella M.
Sitter Profile Image: Anna H.
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Anna H.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
1 year of experience
North Park, Chicago, IL, 60659

“Anna is truly the best sitter ever!! She is constantly in communication and keeps you up to date on what’s going on. This is my second time booking her and she had always been flexible to my schedule and willing to accommodate me.”

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larissa r.
Sitter Profile Image: Chris C.
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Chris C.
from
$60
per night
5.0 out of 5 stars
• 26 reviews
13 repeat clients
20 years of experience
Rogers Park, Chicago, IL, 60626

“Chris was great. She was professional and awesome with my dogs. She gave plenty of updates and i never had to worry about my dogs while I was away. I will be using her again.”

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Ryan P.
Sitter Profile Image: Patrick P.
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Patrick P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
14 years of experience
Chicago, IL, 60625

“Patrick stayed at our house for eight nights with our dog. He left the place immaculate. Our dog was excited for us to come home but not desperate, like she has been with other sitters. He was responsive with all requests and sent frequent pictures. I trust that my dog had a great time with Patrick and we'll definitely use his services in the future.”

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Jenny K.
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The median cost per night for house sitting in Skokie is $50

Pet parents share their Rover experiences - Skokie

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5.0 out of 5 stars

Ray took wonderful care of our senior dog, Lilah, at our home! He was extremely caring, sympathetic, and attentive to all of her extra needs. He handled her feeding, medication, potty breaks, and treats perfectly, all while keeping us updated throughout the stay. We are so grateful for his efforts, communication, and understanding. We couldn't have asked for a better sitter!

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Catherine B.
House Sitting
5.0 out of 5 stars

Tiffany took excellent care of our two dogs on short notice while we went on an overnight trip. It was our first time using a sitter since moving to the area last year so we were nervous, but didn’t need to be because Tiffany was incredible! She was kind, communicative, sent lots of updates during her stay, and most importantly the dogs loved her! It gave us such peace of mind to know they were being taken care of so well.

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Kristine L.
House Sitting
5.0 out of 5 stars

Em was so good with our dog Tessa and I plan to use her again. She was very professional from the beginning. She sent pictures every day and communicated with us to let us know what was going on at home and with our dog. She was a great caretaker for our old dog.

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

Wafae took such good care of our kitty while we were gone. She was communicative and thoughtful, and even made an extra effort to stay the night with our cat to make sure she could do the last feeding before we got home. We will definitely book her again and would recommend!

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Skylar C.
House Sitting
5.0 out of 5 stars

Melissa was great and this was my first time having her stay at my home with my Labrador. She sent photos with fun messages and I came home to a clean house and a happy puppy!

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Patti S.
House Sitting
5.0 out of 5 stars

Gail is the best as always! She takes care of my kitties like her own and she’s always on time and on top of things. She even made sure my kitties are comfortable after she left. 10/10 experience and will always come back to Gail for help if she’s available.

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JIYU
House Sitting
5.0 out of 5 stars

Anna did a great job giving our dogs, Archie and Pinto, lots of attention. They seemed very happy and well taken care of after her stay with them. She provided frequent updates and quick responses. She gave them lots of play time and frequent walks over the 2 days she was with them

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David P.
House Sitting
5.0 out of 5 stars

Athena is a very kind and flexible sitter who took great care of my pets. Would book with her again any time!

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Spencer R.
House Sitting
5.0 out of 5 stars

Donna and Stephen are fantastic! They took great care of our dog, cat and house. The communication (photos) from Donna while we were gone was great. We're very grateful that we found them.

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Chuck M.
House Sitting
5.0 out of 5 stars

Fantastic dog sitter! I felt super safe leaving my dogs and home in Kelso hands and I love that we have someone responsible and reliable that we can call on for our dog sitting needs. Kelso rocks!

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Sam G.
House Sitting
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

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

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

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

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

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
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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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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 of House Sitting in Skokie on Rover is $72 per night as of October 2026. Most bookings cost between $41 and $95 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 7,754 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.

<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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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