Dog Sitting Highland

Book a Highland dog sitter to watch your dog in your sitter’s home or yours.

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Over 118
pet parents in Highland have booked dog sitting

Highland, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Janette V.
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Janette V.
from
$60
per visit
5.0 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
Lansing, IL, 60438

“Janette was amazing, 10/10 recommend her! She accepted my last minute booking on a very busy weekend, communicating quickly and kindly to coordinate the drop-in. She did an amazing job of communicating before, during, & after the drop-in even when I wasn't able to promptly answer her. Janette even went above & beyond - going out on a limb to greet my very scared cats with treats!”

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L. E.
Sitter Profile Image: Shaniesha Mariel S.
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Shaniesha Mariel S.
from
$18
per visit
4.9 out of 5 stars
• 10 reviews
1 repeat client
7 years of experience
Chicago Heights, IL, 60411

About: Hi, my name is Shaniesha! I work at a animal shelter from 6am-10am. I’m a veterinarian medicine student working toward becoming a veterinarian. I have hands on skills and knowledge from my studies, so you can feel confident your pet is in safe, loving, and capable hands. Caring for animals is not just my future career it’s my passion. <3 I’m available open through the week, Monday to Sunday to care for your pets! With a fully open schedule, I’ll make sure they get all the love, attention, and care they need every day. I live in an apartment with no fenced yard but I can insure you that your pups will get lots of time outside if needed via walks. I live in a smoke, animal, and kid free home. I am a vet student and animal volunteer. I’ve been volunteering at shelters for a year 1. I often socialize, walk, and train dogs of all sizes. At school I’ve learned how to restrain both cats and dogs in needed in a fear free safe way to ensure the animals safety. I also know signs of fear anxiety and aggression and how to respond to those signs. I absolutely love animals with all my heart. I only have one animal in my home being a hamster poncho. I can ensure any animals in my care are away from poncho and safe. As for in others homes I will respect all boundaries you may have regarding your home and your animals safety. Your and pets best Interest is my priority.

Sitter Profile Image: Guadalupe R.
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Guadalupe R.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
5 years of experience
Whiting, IN, 46394

“Lupe took care of my cats during the holidays with great care! She paid attention to all their needs and kept me updated on everything. This was my first time leaving them alone like this, so I'm really glad I had Lupe to count on.”

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Lissette D.
Sitter Profile Image: Alexandria R.
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Alexandria R.
from
$17
per visit
6 years of experience
Chicago, IL, 60617

About: Growing up with and caring for my own dog has taught me how important patience, consistency, and attention are when it comes to pets. I’m very attentive to a dog’s behavior, energy levels, and comfort, and I always make sure they feel safe, cared for, and loved. I also have experience with basic grooming, keeping routines consistent, and giving pets calm, gentle care based on their individual needs and personality. I'm currently looking fo a Pet care fits well into my daily and weekly routine because I’m someone who enjoys staying active, organized, and consistent. While I’m currently looking for a part-time summer job, pet sitting and care is something that also works well with my schedule long-term because it gives me flexibility once I start school again. I’m able to balance responsibilities well, and I enjoy spending time with animals as part of my routine rather than seeing it as just work. job for the summer. When caring for pets in a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure they are fed on schedule, have fresh water, get plenty of attention, playtime, walks if needed, and a clean environment. I’m very attentive to a pet’s behavior and comfort level, and I always try to create a calm, safe, and loving atmosphere while respecting the owner’s instructions and home. I also make sure to give updates so owners feel reassured while they’re away.

Sitter Profile Image: Kylie J.
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Kylie J.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Chatham, Chicago, IL, 60619

“Kylie fed and walked my dog while I was out of town for two days When I came home my dog was happy and appeared welk cared for. kylie provided me with information about the walks she took woth my dog. I would book Kylie again.”

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Linda M.
Sitter Profile Image: Alexandria S.
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Alexandria S.
from
$18
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
25 years of experience
South Deering, Chicago, IL, 60617

About: Hi Rover! My name is Alex. I have been a pet owner since I could walk; dogs, cats, fish, birds, gerbils, even rats! I absolutely love animals and I am sure I can give your pet the love they require while you are away. I am the fur mommy of Sāj (pronounced Sage), and my angel fur baby Stasi 🕊️💕. Sāj loves other dogs almost more than she loves me. We have fur friends of all ages, shapes and sizes. So big or small, she can adapt and be a fun friend to play/cuddle with. I do work a full time job, however, I have flexibility in my day for walks, playtime, feeding, etc. I can provide plenty of daily updates and pictures. For new clients, I offer a doggie report card and Polaroid photo to ensure your pet was taken care of with the same love you give. If you have any questions or concerns please do not hesitate to ask. I look forward to meeting you and your dog! I have a hybrid schedule of work from home and office time, with flexibility to ensure your pet, like mine, are not left alone for extended periods of time throughout the day. I have a home with huge fenced yard to roam and play. I live within walking distance to regular parks and don’t mind taking a trip to the dog parks for socializing and exercise.

Sitter Profile Image: Veerali R.
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Veerali R.
from
$13
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
2 years of experience
Chicago, IL, 60649

“Had to book an extra day of drop in visits at the last minute, and Veerali was amazing about it. Appreciated the fast response flexibility!! Thank you!!”

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Addie H.
Sitter Profile Image: Lisa H.
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Lisa H.
from
$25
per visit
5.0 out of 5 stars
• 124 reviews
38 repeat clients
20 years of experience
Oak Forest, IL, 60452

“Lisa is attentive and reliable! I had never used Rover before but we needed someone to feed our cats while we were away. I booked Lisa for multiple drop-in visits based on her reviews and I’m very glad I did. She is communicative and caring. Definitely recommend!”

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Gina B.
Sitter Profile Image: Brooklyn H.
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Brooklyn H.
from
$17
per visit
7 years of experience
Park Forest, IL, 60466

About: I have my own animal and my friends have pets that is am very fond of, I babysit as well so I have quite a lot of experience Whenever you tell me of a job I’ll clear my schedule to walk and play with them every 3-4 hours, let them relax give them some treats I’ll watch them carefully and pony give safe toys and things to play with, I believe if you tire them out there better behaved!!

Sitter Profile Image: Sabrina A.
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Sabrina A.
from
$60
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Merrillville, IN, 46307

“We were very pleased with how Sabrina showed great patience with our pets. She communicated very well throughout the entire visit 👏 with text and pictures. Thanks Sabrina 😊. We hope you will be available in the near future because of your professionalism.”

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keithcheeks@yahoo.com
Sitter Profile Image: Guillermina L.
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Guillermina L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 118 reviews
37 repeat clients
10 years of experience
Chicago Lawn, Chicago, IL, 60629

“Guillermina was great with my cats. She was able to visit everyday to feed, play and administer supplements. I recommend her for your visits.”

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Daniel G.
Sitter Profile Image: Tasha T.
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Tasha T.
from
$35
per visit
5.0 out of 5 stars
• 79 reviews
27 repeat clients
15 years of experience
Park Forest, IL, 60466

“This was our first time using Rover and Tasha was amazing! We were able to enjoy our time away and not worry about our dog. I can’t wait to use Rover/Tasha again.”

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Deon K.
Sitter Profile Image: Mara D.
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Mara D.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Evergreen Park, IL, 60805

“Mara is simply the best—highly recommended! My husband and I have never trusted anyone outside of family to care for our two senior dogs. One requires medication, and the other is extremely anxious, so finding the right person felt overwhelming. Mara immediately put us at ease. She took the time to meet with me and my dogs before her scheduled visits and was incredibly patient while I learned how to use the app. Not only is she kind and attentive with my pets, but she is also very capable and handled their somewhat complicated care with confidence. She communicated clearly, letting me know when something came up without causing unnecessary worry, and managed every situation thoughtfully—even things I hadn’t anticipated. Mara is responsive, flexible, and truly easy to work with. When I needed to add a service last minute, she responded right away and accommodated my request without hesitation. I can’t say enough good things—she is trustworthy, compassionate, and incredibly reliable. I wouldn’t trust anyone else with my dogs.”

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Darlene F.
Sitter Profile Image: Susan K.
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Susan K.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
57 years of experience
BEECHER, IL, 60401

About: Please take into consideration the quality of your pet sitter over a low rate inexperienced "pet lover" that just wants to watch animals . There's a difference. "RATES LISTED HERE ARE BASIC RATES- THEY MAY BE ADJUSTED ON A CASE BY CASE SCENARIO (UP OR DOWN) DEPENDING ON THAT ANIMALS PARTICULAR NEEDS" *******IMO- ANIMALS trump most people 😁 I Specialize in special needs animals & alternative ways to treat that aren't offered by most vets due to my life long experience , I know what works. I also am fond on taking care of any & all animals including horses and farm animals. Right down to guinea pigs n snakes of all kinds. If you need dog boarding, as long as I have notice I can make myself available & home 24/7 ** I work M-F daily, so any animal I can work into my schedule is a great fit. I cannot do daily letting out of dogs unless I have NOTICE (deposit required) I am open to ANY animal watched in my home if that is preferential. I can also "stay" in your home outside of my daily work schedule I'm in a huge farm house, large yard and except for weekly job am always home for one on one. Im extremely close to my local vet and have dealt with many different situations.

Sitter Profile Image: Bailey S.
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Bailey S.
from
$20
per visit
4.4 out of 5 stars
• 8 reviews
2 repeat clients
7 years of experience
Oak forest, IL, 60452

About: I am a Veterinarian Technician with 7 years experience. I graduated from Fox college Vet Tech Institute and working with animals is my passion. I have experience working with Dogs, Cats, Rodents, Rabbits, Exotics, and Birds. I offer additional care for seniors pets (Ex: taking them on shorter more frequent walks) and pets who have health concerns. (Ex: Giving medications). Book with me and your pet will be in great hands! I am available 7 days a week! I offer Early morning walks, afternoon walks, evening walks, and night time walks. What ever time works for you most likely works for me! I live in an animal friendly apartment! I have a large kennel if your pet prefers to sleep in one. I have a big field of grass behind me for leash walks / play time.

Sitter Profile Image: Caeli H.
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Caeli H.
from
$35
per visit
15 years of experience
South Shore, Chicago, IL, 60649

About: I think the best way to connect with pets is to give them as much time and love as possible. I like to figure out what each dog needs out of the walk. Some dogs don’t need a really log walk all the time. And some dogs need to build up how long they can go. Let me figure out what your dog needs exactly. I also like to take them to doggy parks to see other dogs. If they don’t like it all good we can just play with there favorite toys and cuddle. Also when staying the night they will have a good amount of space. I live in and apartment which I know isn’t the most spacious but most of the day we would be out .

Sitter Profile Image: Bola A.
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Bola A.
from
$35
per visit
4.9 out of 5 stars
• 193 reviews
77 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“Bola’s wonderful! We’re glad to have her support with our dogs.”

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Elizabeth & Monica H.
Sitter Profile Image: Chante S.
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Chante S.
from
$25
per visit
5 years of experience
South Shore, Chicago, IL, 60649

About: I provide dependable, attentive care and treat every dog like family. I’m patient, observant, and make sure each pet feels safe, comfortable, and cared for while their owner is away. I’m experienced with maintaining feeding schedules, walks, playtime, and giving dogs the attention they need to stay relaxed and happy. Pet care fits naturally into my daily routine because I already structure my schedule around being responsible, active, and consistent. I have the flexibility to dedicate time throughout the day for walks, feeding, playtime, bathroom breaks, and giving pets attention and companionship. I enjoy staying active and spending time with animals, so caring for pets feels rewarding rather than stressful. Throughout the week, I make sure pets have a stable routine, plenty of supervision, and a comfortable environment where they can feel safe and relaxed while their owners are away. When caring for pets in my home, I focus on creating a safe, clean, and comfortable environment where they can feel relaxed and cared for. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, bathroom breaks, and any special instructions from the owner. I also make sure pets get plenty of attention, supervision, and exercise throughout the day. When caring for pets in a client’s home, I respect their space and maintain the pet’s usual routine to help them feel comfortable while their owner is away. I make sure they are fed on time, walked, given fresh water, and receive companionship and care. I also provide regular updates and photos so owners can feel confident their pets are in good hands.

Sitter Profile Image: Russell P.
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Russell P.
from
$17
per visit
4 years of experience
Crestwood, IL, 60445

About: I’ve owned many dogs and have taken care of and pet sit for my family and friends. I really enjoy the company and the energy that animals bring. I will match that energy that they have. I am off of school for the whole summer. So I need something to do during the day so I do not go insane from not having anything to do. I love giving attention to my clients animals and make sure they are having fun and that they are comfortable. I make sure they have used the bathroom and I am also very good at reading the animals body language. I have been around a lot of animals as I’ve grown up.

Sitter Profile Image: Elijah G.
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Elijah G.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
25 years of experience
Valparaiso, IN, 46385

About: We have always had pets (Mostly Dogs) growing up and have never met a dog or cat that didn't like us. We are the type of people that animals (Fur Babies) just feel at ease with. From the smallest of toy and lap dogs to the much larger Great Danes and Mastiffs. We will always get along, even the dog that nobody can handle and scares them. My patients never wears thin and eventually all, even the most stubborn pet warms up to me. Any pet under our supervision will always be taken care of from walks, to alone time to calm their nerves if need be but NEVER neglected. We truly believe that your Dogs and/or Cats should and will be treated just you would. Thanks, Between my wife and I we are essentially available 24/7. And hope to accommodate any ones schedule. Our routine will be scheduled around whatever is needed We have a full half acre completely fenced in (Wooden privacy fence). And of course whatever it is you and your dogs like enjoy we will accommodate.

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The median cost per visit for dog sitting in Highland is $20

Dog parents share their Rover experiences - Highland

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5.0 out of 5 stars

Sad to see our sitter move but they took care of our pitbull whole heartily like their own! We were nervous because he’s a strong dog but they handled him very well because of their experience! Thank you Mariah !

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Brittany S.
Drop-In Visits
5.0 out of 5 stars

Gabriela was wonderful with my dog and cat! She left detailed notes, was always on time, and was flexible with scheduling. I really appreciated the care and attention she gave them, and it was such a relief knowing they were in good hands. I would happily book with her again and highly recommend her!

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Gigi V.
Drop-In Visits
5.0 out of 5 stars

Dave is a top tier sitter! From the initial meet and greet, our two dogs warmed up to him instantly.He has that natural dog lover energy that pups immediately trust. ​During his drop-in visits while we were away, he went above and beyond to make sure they weren't just checked on, but truly entertained and cared for. He spent quality time playing with them, and knowing they were in such good hands gave us total peace of mind. We will definitely be booking Dave again and highly recommend him to anyone looking for a reliable, attentive sitter!

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Metzin R.
Drop-In Visits
5.0 out of 5 stars

First time using Arianna and was a great experience! Very good with my large doggo and communication was excellent as well. Will be using Arianna as my main sitter going forward.

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Mike M.
Drop-In Visits
5.0 out of 5 stars

Sam is great! She’s been watching my puppy for the past month and she delivers to my dogs’ needs everytime!

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Anna B.
Drop-In Visits
5.0 out of 5 stars

Katie was absolutely wonderful! She watched our dogs, Nico and Nora, while we were on vacation, and we couldn’t have asked for a better sitter. She was always punctual, incredibly patient, kind, and genuinely loving with both of our dogs. She also made such a great impression during our meet-and-greet by being so sweet and patient with my little girl, which meant a lot to us. It gave us so much peace of mind knowing our dogs were in such caring hands while we were away. Katie is truly a wonderful person, and I highly recommend her to anyone looking for a trustworthy, compassionate pet sitter!

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Kaitlyn B.
Drop-In Visits
5.0 out of 5 stars

Highly recommend, took great care & great pictures of our pups to keep us updated. Was very responsive and accommodating while we were away.

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Brendan H.
Drop-In Visits
5.0 out of 5 stars

I'm so glad David was available for a drop-in visit with Sam while I was away for the afternoon. The photos he shared showed that Sam was very happy to see him.

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Mary G.
Drop-In Visits
5.0 out of 5 stars

Taryn was absolutely great and would highly recommend her. I booked her last minute and she was very flexible all throughout as I needed to add additional days for Roxy’s visits. Great communication with sending photos and updates on daily basis. I would highly recommend and would definitely use Taryn in the future!

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Colleen H.
Drop-In Visits
5.0 out of 5 stars

Bridget was really great. My dog loved her. Happy to know I have a reliable dog sitter in the event I want to travel again with my family. My dog is a diabetic and requires insulin shots and Bridget handled it like a pro! Thanks Bridget

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Jessie G.
Drop-In Visits
5.0 out of 5 stars

Alix always does a great job, and is punctual with her check ins. My Dottie absolutely loves her, and based on the pictures she sends during updates, Dottie looks happier to see Alix, than she is to see me 🤣 Thank you Alix!!

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Tyler S.
Drop-In Visits
5.0 out of 5 stars

Jennifer is responsive, responsible, accommodating and just overall terrific. We were in a pinch and she generously provided holiday care to our two old dogs with very short notice. She reassured us throughout all the visits with pictures and reports. If all Pet Sitters were like Jennifer there sure would be lots and lots of happy animals and owners. We feel very lucky to have found her.

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Jennifer M.
Drop-In Visits
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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

    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.

How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Highland

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Sitters in Highland average 7
repeat dog sitting clients

FAQs for Dog Sitting - Highland

Frequently asked questions about Rover

The average cost of Dog Sitting in Highland is $19 per visit as of November 2026. Most bookings cost between $17 and $28 per visit. 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 8,847 sitters on Rover offering Dog Sitting across Highland. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 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!

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.

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.

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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Highland with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 84% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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.

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.

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