House Sitting Highland Park

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

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Over 82
pet parents in Highland Park have booked house sitting

Highland Park, 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: Dylan M.
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Dylan M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
4 years of experience
Highland Park, IL, 60035

“Dylan was a lifesaver when we had another cancellation at the last minute. He was professional and great with our senior pup. We'd definitely work with him again.”

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Krysta M.
Sitter Profile Image: Bryn K.
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Bryn K.
from
$100
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
Highland Park, IL, 60035

“Bryn has been my dog sitter twice and each time has done an amazing job. My dog Bruno is a very large Bullmastiff and she had no issue watching him and it’s very obvious Bruno feels comfortable with her. She’s conveniently close by and does a great job communicating and keeping me posted on how things are going. I will continue to use Bryn in the future when she’s available. Five Stars!!!!”

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Jon A.
Sitter Profile Image: Sarah G.
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Sarah G.
from
$55
per night
5.0 out of 5 stars
• 22 reviews
3 repeat clients
10 years of experience
Riverwoods, IL, 60015

“Sarah took care of our cat for four days at our house while we were away. He has to be given medication at certain times during the day and also loves human attention. Sarah was caring and responsible, spent time hanging out with him, and made sure he got his meals and medicine at the right times. She also checked in with us, asked good questions, and responded quickly when we checked in with her. We hope to hire Sarah again, and highly recommend her for petsitting and housesitting.”

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Barbara F.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 143 reviews
43 repeat clients
7 years of experience
Prospect Heights, IL, 60070

“Gabrielle is always fast to respond & great with communication. She spends quality time with my dog while I am away which is great for my older, anxious pup!”

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Kathryn O.
Sitter Profile Image: Michael M.
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Michael M.
from
$85
per night
4.8 out of 5 stars
• 28 reviews
9 repeat clients
10 years of experience
Northbrook, IL, 60062

“Michael was fantastic! We have 2 large dogs, one has pretty bad anxiety, he handled him so well! He communicated, sent pictures, and really cared about taking care of our dogs! I would recommend him to anyone. He did some training with our dogs as well which helps with getting energy out, I just really appreciate how caring he was with our dogs!”

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Hillary M.
Sitter Profile Image: Katelyn D.
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Katelyn D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
20 years of experience
Norwood Park, Chicago, IL, 60631

“This was Katelyn’s second time watching Shadow, and she was wonderful again! She kept me updated with messages and pictures, communicated any changes in her schedule, and let me know when his supplements were running low. I really appreciated her attentiveness and communication. it gave me peace of mind knowing Shadow was in good hands. I’d happily book with her again!”

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Alix A.
Sitter Profile Image: Grace R.
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Grace R.
from
$75
per night
5.0 out of 5 stars
• 85 reviews
46 repeat clients
10 years of experience
Northbrook, IL, 60062

“Thank you so much for staying with our dogs over Memorial Day week/weekend!! Grace did a great job of taking care of 2 dogs and our house! Highly recommend!”

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Annie O.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Highland Park, IL, 60035

“Alyssa was great! She updated us throughout the weekend with pictures and what the dog was up to. She was on time and reliable, and the dog loved her immediately. Would definitely recommend Alyssa to other dog owners!”

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Michael S.
Sitter Profile Image: Valerie F.
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Valerie F.
from
$70
per night
10 years of experience
Vernon Hills, IL, 60061

About: I’ve had multiple dogs growing up. I love going on walks and letting them take their time. Sometimes it’s like they walk me haha. I even taught my childhood dogs how to shake paws and to sit! I’m available most days! I work online so my schedule is determined by me. I’m available to take care of someone’s special baby! I’m a very active person so taking dogs out isn’t a problem. I have a cat that I regularly play with. I clean her space daily and change her bowls out. As for dogs, I take my mother’s dog on a walk about three times a day when I visit her.

Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 9 reviews
7 repeat clients
7 years of experience
Evanston, IL, 60201

“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.
Sitter Profile Image: Ke’Vin J.
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Ke’Vin J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 28 reviews
6 repeat clients
20 years of experience
Libertyville, IL, 60048

“Ke'Vin has sat for our two dogs a number of times...the dogs love him, my wife loves the videos...very happy customers, highly recommend!!!!!”

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Kane C.
Sitter Profile Image: Gail F.
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Gail F.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 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: Stephen M.
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Stephen M.
from
$100
per night
5.0 out of 5 stars
• 41 reviews
17 repeat clients
15 years of experience
Wheeling, IL, 60090

“Stephen was great. We were extremely nervous about leaving Ellie overnight. She has been with us a year, but we have not left her alone very much. We weren’t sure how she would react. Stephen worked with us and kept us informed the whole time. His constant communication was fantastic. We look forward to using him again.”

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Susan T.
Sitter Profile Image: Mateo T.
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Mateo T.
from
$40
per night
18 years of experience
Lake Forest, IL, 60045

About: I’ve grown up around dogs my entire life, so caring for them has always felt very natural to me. My last dog was with me for 14 years, and I got to experience every stage of her life with her. I went from playing with her as a little kid to taking her on walks and eventually helping care for her as she got older. Having her alongside me for so many years made her feel like a constant part of my life, and I really grew up with her in a way that I’ll always be grateful for. My current dog has been with me for four years and was rescued from a breeding farm. When we first brought her home, she was extremely nervous and wouldn’t even leave our mudroom. It took a lot of patience and consistency for her to become comfortable, but now she sleeps in my bed and follows me everywhere. That experience taught me that every dog has a different personality and comfort level, and sometimes they just need someone willing to give them the time to adjust. Maple (Her name) has taught me so much about her, myself, and how to care for different dogs. Given that she lives at home with my mother while I’m at school, I miss her like I’d miss a sibling or parent and we both always get unbelievably excited to see eachother when I am home for breaks. I genuinely enjoy being around dogs and building a relationship with them. Whether they’re energetic, shy, older, or just love attention, I like figuring out what makes each dog comfortable and happy. I think caring for pets gives me just as much joy as I give them, which is why I take it seriously and genuinely enjoy spending time with them. I am a current junior at the College of Lake Forest, studying psychology and I’m as well a member of the Men’s Lacrosse team. Given that, my schedule can get fairly busy during the afternoon and early evening most days however I am very good at managing my class schedule and athletics schedule to best make time for what I need, which will be the pet. No matter what home I’m in I will provide the animal with better than proper care. Growing up with pets I’ve gained a true care for every single one of them and I can guarantee that I will provide the best environment, safety, care, and love to any pet whether it’s in my own apartment or the clients home.

Sitter Profile Image: Tammy D.
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Tammy D.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
35 years of experience
Bannockburn, IL, 60015

“I am so very grateful that I found Tammy on rover.com because she is the perfect pet sitter. I highly recommend her!!! She was affectionate and gentle as she cared for my 15-year-old special needs dog. I felt 100% comfortable with Tammy caring for my dog while I was away on vacation. Tammy has decades of excellent experience with dogs and cats, and she herself is 100% reliable, trustworthy, skilled at problem solving, and has a great understanding of pet behavior, needs, nutrition, meds, etc. Tammy provided frequent texts and detailed reports on my dog's behavior, and she even helped my husband's aunt pull weeds out in our yard. Tammy goes above and beyond the call of duty and exceeded my expectations. I recommend that you make Tammy your first choice when looking for a great pet sitter. I'm sure you will be delighted with Tammy's wonderful care for your precious pet.”

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Jean G.
Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$125
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
45 years of experience
NORTHBROOK, IL, 60062

“Jennifer took such great care of Ref while we traveled for spring break. She took him on multiple walks a day, spent quality time playing with him, and even went above and beyond by helping with laundry. It gave us so much peace of mind knowing he was not only well cared for, but truly loved while we were away. We came home to a happy pup and a spotless home, couldn’t ask for more. Highly recommend Jennifer!”

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Caroline E.
Sitter Profile Image: Tiffany G.
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Tiffany G.
from
$68
per night
5.0 out of 5 stars
• 33 reviews
18 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: Sonia G.
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Sonia G.
from
$65
per night
5 years of experience
Lake Bluff, IL, 60044

About: I grew up with dogs my whole life. For the past 3 years I’ve taken care of dogs for multiple families, stayed over to care for pets overnight, worked as a dog walker, and always love playing and meeting new pups. I have cared for multiple pets at once, am consistent with feeding and walking schedules, have cared for pets of all ages, and love to share updates and pictures of your pup. I am a graduate student based in Lake Bluff who loves animals! I have a car and a lot of morning and evening flexibility with some mid-day flexibility as well to feed, walk, or check in on pets. I am also available for overnight stays to ensure your pet is cared for overnight. Because of my flexible schedule, I am available for last minute bookings to help care for your pet in any way needed. I can’t wait to meet new furry friends! I feel comfortable staying in clients home if needed, dropping in to walk or feed pets, and crating pets if needed. I’ve had repeat clientele for whom I’ve cared for free roam and crated pets, dogs with special care needs, stayed overnight both short and long term, and worked as a dog walker. My own dog is a small, 18 lbs, friendly dog who loves to meet new friends. I have experience with my own and other pets and thus have a good understanding of animal body language, building trust, and understand that a good pet sitter should get to know your pet on their own terms. I am also willing to do meet and greats to ensure both you and your pet are comfortable with the match.

Sitter Profile Image: Keyla P.
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Keyla P.
from
$50
per night
5 years of experience
Glenview, IL, 60026

About: Hi, my name is Keyla! I’m a lifelong animal lover ready to treat your pets like family! I’ve had dogs my entire life and spent a year working at a dog kennel, so I know exactly how to keep your furry friends safe and happy. Whether your dog loves going on long walks or just wants to curl up on the couch for some cuddles, I’m your person. I also absolutely love cats! Because my partner has severe allergies, we can't have any cats of our own right now—which means I have tons of leftover love and attention ready to give to yours. I’m reliable, active, and can't wait to send you plenty of fun photo updates while you're away. I look forward to meeting your pups and kitties!

Sitter Profile Image: Bridget N.
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Bridget N.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 89 reviews
26 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.
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The median cost per night for house sitting in Highland Park is $55

Pet parents share their Rover experiences - Highland Park

1 / 1
5.0 out of 5 stars

Tess was great! She took good care if our cat and made sure to send plenty of updates. Thanks Tess!!

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Sarah S.
House Sitting
5.0 out of 5 stars

Best attention to detail from any dog Sitter I have had thus far! And, as others have stated, Kevin, is an artist and did beautiful renderings of my two pups! Really appreciated his attention to detail and care!

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Kathy B.
House Sitting
5.0 out of 5 stars

Bryn has been my dog sitter twice and each time has done an amazing job. My dog Bruno is a very large Bullmastiff and she had no issue watching him and it’s very obvious Bruno feels comfortable with her. She’s conveniently close by and does a great job communicating and keeping me posted on how things are going. I will continue to use Bryn in the future when she’s available. Five Stars!!!!

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Jon A.
House Sitting
5.0 out of 5 stars

Grace did an amazing job taking care of our dog and cat! Both are rescues from Texas and have their own little quirks, and she handled each of them with so much patience, kindness, and care. It gave us such peace of mind knowing they were in great hands while we were away. Grace was also incredibly communicative and sent us regular updates on how both of our babies were doing and handling our absence, which we really appreciated. It was clear that she genuinely cared about making sure they were both comfortable and happy. We would 100% recommend Grace to anyone looking for someone they can truly trust with their pets. She’s wonderful, and we’d absolutely have her care for our babies again!

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Lindsey J.
House Sitting
5.0 out of 5 stars

Jennifer took such great care of Ref while we traveled for spring break. She took him on multiple walks a day, spent quality time playing with him, and even went above and beyond by helping with laundry. It gave us so much peace of mind knowing he was not only well cared for, but truly loved while we were away. We came home to a happy pup and a spotless home, couldn’t ask for more. Highly recommend Jennifer!

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Caroline E.
House Sitting
5.0 out of 5 stars

We really appreciated having Thalia stay at our home to watch our pets while we were away. She communicated well and we came home to happy pets and a clean home!

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Jaime J.
House Sitting
5.0 out of 5 stars

Leah is so professional and amazing with my dogs. She is a great communicator and very responsible. You can absolutely trust her with your fur babies.

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Alison W.
House Sitting
5.0 out of 5 stars

Amanda is the best cat and house sitter ever, responsive and responsible and treats our cats and home so well.

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David S.
House Sitting
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Book with peace of mind

  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Highland Park

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Sitters in Highland Park average 4
repeat house sitting clients

FAQs for House Sitting - Highland Park

Frequently asked questions about Rover

The average cost of House Sitting in Highland Park is $44 per night as of November 2026. Most bookings cost between $32 and $100 per night. On Rover, 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 November 2026, there are 7,509 sitters on Rover offering House Sitting across Highland Park. 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 Highland Park 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 Highland Park 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 Highland Park 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 Highland Park. On Rover:

  • 87% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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