House Sitting Skokie

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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: Gail F.
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Gail F.
from
$50
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
morton grove, IL, 60053

Gail is the best!! She took time to meet up with me beforehand to confirm all details and meet my kitty and she was very responsive, sweet and kind, and she gave my kitty a lot of love and company. My kitty is just as happy and active when I returned home. She is super responsible and even took care of my apartment for me.

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

Katherine was fantastic with my dog! She was attentive, communicative, asked great questions to figure out what was needed, and followed through on everything. She also went above and beyond on providing updates and taking care of my place while sitting the dog. I'd be happy to book with her again!

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

Andrew did a great job with our two animals while we were on vacation for about a week. He’s taken great care while house sitting, got our mail, and cleaned our cats litter box. We can always count on and trust Andrew with our pets!

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Emilia G.
Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$40
per night
5.0 out of 5 stars
5 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: Patrick P.
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Patrick P.
from
$50
per night
5.0 out of 5 stars
5 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.
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: Jewel D.
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Jewel D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
28 repeat clients
16 years of experience
Skokie, IL, 60076

Jewel was a perfect pick for our dogs! She was very considerate and did a wonderful job caring for them during our vacation and we wouldn't hesitate to book her again!!!

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Christine M.
Sitter Profile Image: Hillary O.
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Hillary O.
from
$60
per night
5.0 out of 5 stars
23 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: Tiffany G.
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Tiffany G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
28 reviews
14 repeat clients
10 years of experience
Skokie, IL, 60077

Tiffany did a wonderful job taking care of my anxious dog Churro! My house was spotless when I got home and she sent regular photos and updates, and handled his medication schedule too. He was happy and well cared for all week. Churro and I look forward to working with Tiffany again!

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Jordan H.
Sitter Profile Image: Wafae B.
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Wafae B.
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
Forest Glen, Chicago, IL, 60646

Wafae was amazing! She cared for both my dog and cat for nearly two weeks and I came back to a clean home and happy pets. Great communication and helped me out with a last min request that I’m eternally grateful for. Thank you, Wafae!!

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Mari R.
Sitter Profile Image: Alyson W.
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Alyson W.
from
$50
per night
5.0 out of 5 stars
6 reviews
18 years of experience
Evanston, IL, 60201

About: I'm attentive, detail-oriented, and generous with love and affection for all dogs I have the privilege to take care of. I have experience helping my family take care of our beloved dachshunds throughout my childhood (3 over the course of my life). I also have dog-sat for numerous families back when I lived in Minneapolis. I'm a dog lover through and through. I'm a busy grad student at Northwestern, so I can't have a dog of my own right now. Pet-sitting allows me to fulfill that desire for puppy cuddles when it fits my schedule! I have classes during the day and club activities at night, but lots of flexibility in my schedule to drive to pet sitting appointments. I would prefer to take care of dogs in their homes and go for walks in their neighborhood rather than stay in my small studio apartment. This makes the dog feel safe in their space. I am dedicated towards making dogs feel comfortable with me by following their existing routines and spending as much time as I can with them.

Sitter Profile Image: Anna H.
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Anna H.
from
$40
per night
5.0 out of 5 stars
7 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: Tammy G.
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Tammy G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
5 years of experience
Chicago, IL, 60618

Had a great experience with Tammy, who provided in-home dog-sitting for our two dogs while we were away for a couple of weeks. She was kind, professional, communicative, and took very good care of the fur babies. We returned to a tidy house and a couple of happy, healthy doggos. Will definitely ask her to sit for us again, and would recommend her to others!

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Meghann C.
Sitter Profile Image: Alanoud A.
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Alanoud A.
from
$45
per night
3 years of experience
Rogers Park, Chicago, IL, 60626

About: No two dogs are the same, and I adjust my care to match. I have experience with puppies — including reinforcing basic commands and helping build good habits early on — as well as senior dogs, where I adjust to a slower pace and give extra attention to comfort and mobility. I pay close attention to each dog's personality and energy level, adapting my approach whether that means more playtime and structure for a young pup or a calmer, gentler visit for an older dog. I communicate clearly throughout every visit with updates and photos, and I always leave things clean and tidy behind me. Available for house/pet sittings and drop-ins all week. Guaranteed evenings and flexible during the daytime. Let's chat and coordinate the best care for your pet! I come to your home so your cat can stay in their own comfy space, sticking to their normal routine for feeding, litter, and playtime. I handle litter care thoroughly no matter the setup, and if your cat needs medication, I make sure it's given on schedule and exactly as instructed. I pay close attention to how your cat's doing — energy, appetite, mood — and I'll send you updates and photos so you're never left wondering. And of course, I always tidy up before I go, so you come home to a happy cat and a clean space!

Sitter Profile Image: Jesse G.
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Jesse G.
Star Sitter
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: LeChar T.
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LeChar T.
Star Sitter
from
$55
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
15 years of experience
Rogers Park, chicago, IL, 60626

LeChar was great - she and my dog, Marshmallow, bonded immediately, leaving me confident she was in good hands. I got pictures and reports of their activities while I was gone for three days, and Marshmallow seemed very loved and well-taken care of. I look forward to having her back for a future visit!

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Virginia T.
Sitter Profile Image: Randi K.
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Randi K.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Emily M.
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Emily M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
10 years of experience
Chicago, IL, 60625

Emily was so wonderful. My Bruno was very anxious and had GI issues all week. Emily handled everything like a champ. She was attentive and responsive. She communicated frequently and sent lots of pictures. Plus more when we asked. I would ABSOLUTELY book again. In fact I already have booked again

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Claire H.
Sitter Profile Image: Taylor W.
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Taylor W.
from
$45
per night
4.7 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Skokie, IL, 60076

About: I have absolutely loved all animals from an extremely young age. I grew up with two large dogs (newfoundlands), and I also had a number of small animals growing up. I have had two guinea pigs, a hamster, and now, a cat! I love caring for all types of animals, but my passion especially lies with cats and dogs. I have experience caring overnight for my family friends' dogs, who are both wild and fun golden doodles. I also have cared for my friends 2 cats for two months while he did rotations! I currently own my own cat named Pepe, and I have 2 family dogs back home in Indiana. Both of my dogs at home have medical issues, and both take medications and have special needs. I have watched these dogs while my family was away for two weeks, and on numerous other occasions. I also have experience working with elderly dogs, as my late Newfoundland Lucy was 15 years old when she passed away. I am excited to work with you, and I can't to meet your furry friends! I am a full time PA student that lives in the Skokie area, so I am at school a fair amount- usually from around 9am-3pm Monday-Friday (this varies quite a bit depending on faculty schedules). Often we have gaps in scheduling, and when I am not at school, I am studying, working out, or hanging out with my cat. I carve time to play and enrich my own cat each day, and I certainly have time to enrich your pets as well! My two dogs are crate trained at home, but they normally have free reign over the house when no one is home. I am completely comfortable crating your pets, if that is what you need, by the time I leave your house.

Sitter Profile Image: Athena S.
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Athena S.
from
$45
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
West Ridge, Chicago, IL, 60645

Athena was amazing! Our girls had so much fun & were very well taken care of. She also sent plenty of pictures and updates! We couldn’t have asked for anyone better!

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Abbey R.
1 / 1
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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

Great as always. My pup had a little unexpected health issue while he was with Ray and Ray notified me right away and handled it amazingly. All was well in the end, but glad he was there handle it and it went very smoothly and without drama.

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D L.
House Sitting
5.0 out of 5 stars

Anna did a great job taking care of River! She stayed with him and took amazing care of my apartment! Will definitely be booking again to stay with River. I appreciate her treating and loving him like her own while I was gone.

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Michael C.
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

Gail is the best!! She took time to meet up with me beforehand to confirm all details and meet my kitty and she was very responsive, sweet and kind, and she gave my kitty a lot of love and company. My kitty is just as happy and active when I returned home. She is super responsible and even took care of my apartment for me.

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JIYU
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

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

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
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

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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  • 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

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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 $67.36 per night (as of September 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 September 2026, there are 7,806 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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