Pet Boarding Highland

Find a loving Highland pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 335
pet parents in Highland have booked pet boarding

Highland, Find top rated pet boarding

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: bridget c.
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bridget c.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 26 reviews
12 repeat clients
15 years of experience
Beverly, Chicago, IL, 60655

“Our Daisy had a great time at her overnight with Bridget. Bridget was great to work with, excellent communication and sent lots of pics/videos. Definitely recommend.”

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Laura H.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.7 out of 5 stars
• 80 reviews
45 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

“Dominique is great with my girl Pip !!! My dog recognizes her block in the neighborhood as we walk by and even stops to smell the entrance with excitement each time we pass by. Dominique is quick to respond, sends lots of updates with pictures, and I come home to a happy tired dog after being away!!”

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Angelica G.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$50
per night
2.5 out of 5 stars
• 4 reviews
3 years of experience
Steger, IL, 60475

About: I have both a cat and a dog. Recently moved out to steger/monee. I can't wait to meet some of your fuzzy friends and help out! -Sarah Just moved to Edgewater and available from Mondays-Friday and before 4pm on Weekends! Anywhere that I can commute via CTA to walk, sit, or feed your pet. I have 3 cats in my apartment, although I have previous experience with a family dog. I also have experience volunteering at PAWS animal shelter.

Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
• 62 reviews
21 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

“Manuel was absolutely wonderful with Panch! He made sure he got his medication, took him on daily walks, and gave him extra snuggles during the storm. He kept us updated every day with messages and pictures, which gave us such peace of mind. When we picked Panch up, he was happy, freshly bathed, and clearly very well cared for. We’re so grateful for the love and attention Manuel gave him! ❤️”

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Cynthia O.
Sitter Profile Image: Aramis M.
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Aramis M.
from
$45
per night
25 years of experience
South Shore, Chicago, IL, 60649

About: With 25 years of experience around dogs, I have developed a strong understanding of canine behavior, training, handling, and everyday care. I have experience working with dogs of different breeds, sizes, ages, and temperaments. I believe every dog deserves patience, consistency, structure, and individual attention. Whether caring for an energetic puppy or an older companion, I tailor my approach to each dog’s personality, needs, and established routine. I personally provide all care for pets booked through Rover, including feeding, walking, exercise, supervision, and daily routines. I am the sole caretaker and take pride in providing a safe, comfortable, and positive experience for every dog in my care. Caring for dogs is a regular part of my daily life. I enjoy providing a balance of exercise, playtime, relaxation, and structured routines. We’re conveniently located near beautiful Lake Michigan, giving us access to wonderful walking areas and outdoor activities. I also enjoy taking suitable dogs to Jackson Bark Dog Park for exercise, play, and socialization when appropriate and approved by their owners. Whether your dog enjoys an active day outdoors or prefers relaxing inside with the family, I make sure their daily routine is tailored to their individual needs. Dogs in my care receive attention, companionship, and plenty of opportunities to enjoy themselves! I strive to provide a safe, comfortable, and welcoming environment where every dog feels at home. Our property features spacious, dedicated kennel runs, allowing each dog to have its own comfortable space when needed. Our guests aren’t limited to their kennels, though! Dogs are also welcome inside our home to relax, spend time with the family, and enjoy a more personal boarding experience. We’re located near beautiful Lake Michigan, providing wonderful opportunities for walks and outdoor exercise. One of our favorite destinations is Jackson Bark Dog Park, which offers a separate private area where dogs can enjoy individual exercise and playtime without interacting with unfamiliar dogs. This is especially beneficial for dogs that prefer their own space or aren’t comfortable in large groups. Visits are offered when appropriate and with owner approval. As an experienced dog trainer, I understand canine behavior, body language, and the importance of structured routines. I carefully consider each dog’s personality, comfort level, and compatibility before allowing interactions with other dogs. My goal is to provide more than just boarding. I want every dog to enjoy exercise, companionship, affection, and individualized care while giving their owners peace of mind.

Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 400 reviews
187 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

“Once again Charlie had a great stay with Liz! he is still tired from all the play he had. We always feel at ease when we travel knowing our dog is in good hands!”

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Luis B.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$42
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
16 years of experience
Englewood, Chicago IL, IL, 60621

“Victoria is well prepared to board. She’s thoughtful and gives your fur baby what they need to enjoy their stay. She sticks to your routine and sends photos/videos daily. 10/10! Thank you and I hope you’ll care for my Jackson in the future.”

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Shanice S.
Sitter Profile Image: Jennifer, Richard & Ruthie P.
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Jennifer, Richard & Ruthie P.
from
$70
per night
4.8 out of 5 stars
• 54 reviews
25 repeat clients
15 years of experience
Country Club Hills, IL, 60478

“As always, Jennifer and her babies are some of our favorite people in the world. Our puppies love them even more. Each of our stays with Jennifer are perfect. Each day we receive updates with photos. This fills us with a sense of security that our puppies are happy. We know they are well cared for and just as loved as if they were with us at home. Thank you Jennifer!”

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Jon And Veronica H.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 32 reviews
14 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

“OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.”

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Tiffany S.
Sitter Profile Image: Maria N.
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Maria N.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Orland Hills, IL, 60487

“Maria did an outstanding job caring for Spinx during his boarding from October 24–26. She sent me photos while he was with her, which put me at ease, and it was clear how much she cares about the pets in her care. As a retired educator, I especially appreciate someone dependable, caring, and thoughtful. I couldn’t be more pleased with Maria’s care, and I will definitely book with her again. I highly recommend her to anyone looking for dependable boarding for their dog.”

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G Diane W.
Sitter Profile Image: Flor H.
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Flor H.
from
$50
per night
18 years of experience
East Side, Chicago, IL, 60617

About: At 13 I had the privilege of being a doggy mom, I wouldn’t replace the moments for a thing! I love dogs and they deserve to feel safe and cared for. ROD dog lover! I am now 20 and my bestie for the restie is my fur baby🥰 I am currently doing online school and have a flexible work schedule. Commonly work nights mostly during the weekends but am able to go in whenever I have 2 dogs! My sisters cat visits here and there. My dogs are both Shih Tzu and Maltese. 1 boy 1 girl. They are very accustomed to our home and are very well trained!

Sitter Profile Image: Sharett B.
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Sharett B.
from
$50
per night
4.9 out of 5 stars
• 70 reviews
29 repeat clients
7 years of experience
South Chicago, Chicago, IL, 60617

“Sharett took good care of our Cora. She sent great pictures and introduced her to Law and Order. Communicating with her was a breeze. We were so thankful that she was flexible on pick up day as we were dealing with getting family to try the airport.”

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Ozzy G.
Sitter Profile Image: Candace M.
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Candace M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
9 repeat clients
14 years of experience
South Side, Chicago, IL, 60653

“Best Doggy sitter ever! This is my puppy's 2nd home. Thank you Candace and Francesca for making Sunny feel at home, every time she's with you. She's always so happy to see you.”

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Noredia A.
Sitter Profile Image: Tabitha G.
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Tabitha G.
from
$35
per night
5.0 out of 5 stars
• 33 reviews
10 repeat clients
10 years of experience
West Lawn, Chicago, IL, 60629

“Truly amazing photos. Tabitha’s dog and kids seemed to love their time with our Stella. It was good to know she was loved and entertained during her stay”

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fletcher S.
Sitter Profile Image: Maria W.
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Maria W.
from
$55
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
30 years of experience
Whiting, IN, 46394

About: I am a Mother of 4 grown daughters! I am a single woman and I love animals and the love they bring to my life. I had all kinds of pets as a child and in my married household we had a loving and sweet Shih Tzu that was like another daughter to me. I regularly dog sit my 2 Grandoodles Hazel and Daisy and my other daughter has a husky/shepard mix named Charlie. I live alone and have so much time to devote to your pet! I am very patient... (even with the most stubborn of pets) I am available with much flexibility weekly and weekends. Please consider me as your next house/dog sitter! Your pet/home are absolutely my very first priority when house/pet sitting. I’ll keep your pet/pets safe and loved throughout our time together. Nothing is more important. Absolutely nothing comes before watching your pets! I do prefer to watch your pet/pets in their own environment as they are most comfortable in their own homes. I will sleep with your pet if that’s their routine! I follow all the instructions given to me by the pets owner and I take tons of pictures !

Sitter Profile Image: Aryonna F.
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Aryonna F.
from
$50
per night
15 years of experience
Blue island, IL, 60462

About: I have taken care of dogs since I was 9 years old. I have walked them, bathed them, cuddles , massages, gave medications you name it. I absolutely love the feeling and genuine love that dogs give so I protect and love them at all cost! A stay home wife with no children home currently, so I’m free a lot! Needing a new hobby I enjoy to consume my days now. I have small babies so the house is already baby proofed! Also can purchase whatever is needed to make them feel comfortable! Not big on dogs being in crates and cages but if that’s what your prefer that can be arranged as well! Long as the dog is comfortable I am happy!

Sitter Profile Image: Danny V.
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Danny V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 32 reviews
5 repeat clients
20 years of experience
Oak Forest, IL, 60452

“Danny was great with Maui and received updates during his stay. He made sure Maui took his allergy medication and provided all the attention and affection any dog could ask!!! Will definitely contact Danny to watch Maui in the future.”

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Daniela C.
Sitter Profile Image: Kimberley C.
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Kimberley C.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 41 reviews
13 repeat clients
6 years of experience
Tinley Park, IL, 60487

“Kimberly and Matthew were great with our dogs! We enjoyed the consistent updates and pictures. One of our dogs is a nervous guy and he warmed up quickly to both. Highly recommend!”

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Christina P.
Sitter Profile Image: Desiree Z.
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Desiree Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 177 reviews
54 repeat clients
5 years of experience
Orland Park, IL, 60462

“We booked Desiree for a four day dog sitting stay and they were absolutely wonderful. Our dog Tucker was so happy, well fed and relaxed when we got home. Desiree communicated from start to finish. I highly recommend to all dog parents and would rebook with Desiree in a heartbeat.”

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.Artin S.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 157 reviews
7 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

“Ania did a great job taking care of Dalí. He is very shy and needs time adjusting to new people. She was very gentle with him, and even took him on a couple of walks leading up to our reservation to make sure he was comfortable with her. Ania was responsive, accommodated Dalí’s needs, and sent pictures/video updates. I have already booked another boarding reservation with her.”

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Annette S.
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The median cost per night for pet boarding in Highland is $50

Pet parents share their Rover experiences - Highland

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5.0 out of 5 stars

We left our dog for 2 nights and 3 days, and everything was fantastic! Arianna sent great photo updates and treated our dog like family. Picked up a happy, relaxed pup. Highly recommend!! Thank you, Arianna, for doing a fantastic job🔥🔥🔥💪🏼💪🏼💪🏼

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Santos N.
Boarding
5.0 out of 5 stars

Rachel is awesome it’s almost like my dog is on vacation…always so caring with my Frenchie…and he loves staying in her home

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Ben V.
Boarding
5.0 out of 5 stars

David was fantastic with my two pups. His two dogs were also super friendly and great playmates for my two!

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Chase R.
Boarding
5.0 out of 5 stars

I was so nervous to leave my dogs for a week since I rarely ever spend time away with them. I chose Cassidy because of her experience and many great reviews. As soon as I received updates the very first night, I was finally able to relax and enjoy my vacation. Cassidy gave updates frequently and sent me lots of pictures whenever she could. She was so accommodating to my dog Ace and she made sure to wash him after he had a few accidents in the cage due to his anxiety. My dogs had so much fun and they were well taken care of while I was gone. Cassidy is communicative, accommodating and a very trustworthy dog sitter.

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Ariana B.
Boarding
5.0 out of 5 stars

We.were.outta our home for almost 2.weeks I reached out to Victoria and we did.a.meet and greet.. Victoria communications were.excellent..She took good care of my cats for days. She sent lots.of.pictures and kept me.updated.om everything. Would definitely recommend her.amd.will.use her services again

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Jennifer S.
Boarding
5.0 out of 5 stars

Doris always takes great care of our two dogs. She sends lots of pictures and reassures us they are doing well while we are gone. So grateful for her!

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Kelly B.
Boarding
5.0 out of 5 stars

Kassia took such good care of the special needs of Coco, She sent pictures during Coco’s stay to ease my anxiety over leaving her. I would definitely use her again!

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Jane M.
Boarding
5.0 out of 5 stars

Once again, Elizabeth took great care of my dog. I’m so thankful and relieved to have found her and I will definitely book with her again.

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Jackie B.
Boarding
4.0 out of 5 stars

Mariel and family were very receiving of Ellie and Ellie apparently had an enjoyable time. We would use Mariel again.

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Ethan C.
Boarding
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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?

  • Cashless payments

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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.

  • World-class support

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

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for pet boarding - Highland

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Sitters in Highland average 8
repeat pet boarding clients

FAQs for Pet Boarding - Highland

Frequently asked questions about Rover

The average cost of Pet Boarding in Highland is $49 per night as of November 2026. Most bookings cost between $37 and $56 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.

There are 3,843 sitters on Rover for Pet Boarding in Highland. About 89% of Highland sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IN ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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