House Sitting in Highwood

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Paula J.
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Sitter Profile Image: Paula J.
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1. Paula J.

Your babies are my family too!
Wheeling, IL, 60090
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
13 repeat clients
from
$37
per night

Paula was great in taking care of my cat while i was on a weekend trip. She sent me pictures every time she went to my house to feed her and showed me pics of them playing. Made my heart smile. Recommend Paula for your fur baby!

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Sitter Profile Image: Beth E.
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Sitter Profile Image: Beth E.
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2. Beth E.

Star Sitter
Lake Forest Animal Lover
Lake Forest, IL, 60045
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$30
per night

Beth was wonderful. She took the time to meet our crew in advance, she stayed in touch while we were gone and was flexible when we unexpectedly had our trip delayed a day. We plan to reach out again for any future pet sitting needs!

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Sitter Profile Image: Jonathan N.
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Sitter Profile Image: Jonathan N.
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3. Jonathan N.

Star Sitter
30+ Years of Pet Care Expertise
Glencoe, IL, 60022
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
90 reviews
15 repeat clients
from
$88
per night

Jonathan took great care of our sensitive and sad dog who had an ear infection with lots of love and great communication. He left the house in great shape as was very kind and responsive. Definitely plan to ask Jonathan to watch our dogs again.

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Sitter Profile Image: Grace R.
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Sitter Profile Image: Grace R.
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4. Grace R.

Rover 101
Full life experienced dog caretaker
Northbrook, IL, 60062
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
41 repeat clients
from
$65
per night

Grace was great. Kept in touch with me during our time away and all was well when we returned. Our pup Pepper was in good hands! We will plan to use Grace in the future!

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Sitter Profile Image: Maria B.
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Sitter Profile Image: Maria B.
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5. Maria B.

Star Sitter
animal lover w/ flexible schedule!
Highland Park, IL, 60035
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
68 reviews
22 repeat clients
from
$75
per night

Maria is amazing- went above and beyond with my 6 month old English springer spaniel. She put my dog first the entire weekend. She always exercised him, spent time with him and cared for him like he was her own dog. She sent me photos and updates everyday. Not to mention, she left my apartment absolutely spotless. Her attention to detail with her care of my dog let me feel comfortable and carefree when I was away. You’d be lucky to hire Maria to take care of your pup!! I am so grateful to have found her!

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Sitter Profile Image: Stephen M.
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Sitter Profile Image: Stephen M.
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6. Stephen M.

Rover 101
Star Sitter
Loves dogs, cats and most people.
Wheeling, IL, 60090
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
13 repeat clients
from
$85
per night

Discovering Stephen on Rover was one of the luckiest things that has ever happened to our family. An unexpected tragedy this August left our two geriatric dogs, a 100lb German Shepherd and 180lb English Mastiff, suddenly alone in a big house with no one to care for them. The situation was dire, and the job description was complex, but when Stephen stepped up to the plate, he did not miss a beat. From managing lengthy supplement and medicine regimens, to vet visit transport, to accommodating special needs and demanding overnight/early morning schedules, Stephen generously went above and beyond the call of duty time and time again. He prioritized loving and respecting our beautiful doggies above all aspects of the job, and they needed a lot of love! It’s hard to overstate Stephen’s professionalism, trustworthiness, and genuine good humor, even in challenging situations. He has a gift for this work. Your pets will love him and you will too!

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Sitter Profile Image: Chris B.
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Sitter Profile Image: Chris B.
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7. Chris B.

Rover 101
Dogs will be treated like royalty!
Highland Park, IL, 60035
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
40 repeat clients
from
$65
per night

Chris was FANTASTIC with Brie! They enjoyed their time together. My dog is notoriously a picky eater too and Chris eventually got her to eat as well! She was sweet and took care of Brie like she was her own pet! Will definitely be using Chris in the future for dog sitting!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
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8. Tara R.

Star Sitter
Teacher who loves animals!
Lake Forest, IL, 60045
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$80
per night

Tara was great, at ease with our dog and obviously very thoughtful of what would be best for her. We look forward to being able to book her again.

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Sitter Profile Image: Sasha O.
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Sitter Profile Image: Sasha O.
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9. Sasha O.

Star Sitter
Local dog loving pre-vet major
Lincolnshire, IL, 60069
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$50
per night

Felt good knowing our dogs were with someone who had experience with elderly dogs. Thankful Sasha could stay at our home to keep them company and make sure they were ok the whole week we were gone.

Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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10. Kim L.

WFH Pet Lover Ready to Assist!
Northfield, IL, 60093
7.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
28 reviews
14 repeat clients
from
$45
per night

Kim was great with my puppy! She took her to the dog park daily and showered her with attention. I was able to enjoy my trip knowing that Ciri was in good hands. Kim also cleaned up after herself while staying at my place. I will definitely be booking her for future trips.

Sitter Profile Image: Sonya J.
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Sitter Profile Image: Sonya J.
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11. Sonya J.

flexible & fun!
Northbrook, IL, 60062
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$75
per night

Sonya was such a blessing to find. My puppy, Mia is a rescue and very scared of people. Sonya was so personable and kind. She took her time to get to know Mia and made sure she felt comfortable in her environment. By the end of the day, Sonya had walked her multiple times, trained her with treats, and played tug of war. Can’t wait for next time!

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Sitter Profile Image: Sarah E.
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Sitter Profile Image: Sarah E.
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12. Sarah E.

Dogs, Cats, Hamsters, Fish Oh My!
Buffalo Grove, IL, 60089
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
8 repeat clients
from
$40
per night

Sarah stayed at my house and watched my small dog (who thinks she’s a baby) and 2 visiting cats. I received updates and pictures and can see that my baby was happy and in good hands. Sarah’s has a very loving demeanor that Cali took to right away. Even one of the visiting cats usually hides when new people come to the house and doesn’t like many people took a liking to her! My home was left in the same condition as I left it and lines of communication was great before, during and after her stay. I 100% felt at ease with Sarah and would highly recommend her and will definitely be using her services again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara G.
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Sitter Profile Image: Sara G.
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13. Sara G.

Experienced Pet Sitter and Walker!
Winnetka, IL, 60093
6.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$63
per night

Sara never disappoints! She is prompt, efficient, and thorough in all parts of her house sitting stay. She takes excellent care of my dog , keeps me informed and sends amazing photos of their time together.She leaves my home as she found it. I am very confident of her stay with my pet while I'm gone!

Sitter Profile Image: Alessandra M.
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Sitter Profile Image: Alessandra M.
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14. Alessandra M.

Star Sitter
Pawsome Care for Furry Friends!
Northbrook, IL, 60062
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$30
per night

Alessandra is awesome! We are so happy with the care our dogs got while we were away on vacation. She sends the cutest photos, is excellent with updates and communication and made our trip so much better knowing they were in good hands! We will definitely hire her again for our next vacation!!!

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Sitter Profile Image: Jessica I.
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Sitter Profile Image: Jessica I.
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15. Jessica I.

Making tails wag and hearts happy!
Highland Park, IL, 60035
1.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
8 reviews
from
$77
per night

Jessica is fantastic! She's been taking care of my pets while I'm at work, and I couldn't be happier with her service. She's punctual, friendly, and my pets absolutely love her. I trust her completely with their care, and it's such a relief knowing they're in good hands. I highly recommend Jessica for anyone in need of a reliable and caring pet sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Max L.
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Sitter Profile Image: Max L.
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16. Max L.

Highly empathetic animal lover!
Lake Forest, IL, 60045
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
14 years of experience
from
$100
per night

About: Between two childhood dogs and 1.5 years at PetSmart, I am a lover of all pets everywhere and treat them with the utmost love, respect, and care possibly. I am currently not working a job, so I have open availability. I am able to provide services on weekdays and weekends, and open for weekends as well. Pet would be leashed at all times due to not having a fence at home. Plenty of open grassy area to use for doing business. Fresh water and appropriate food for pets in question available at all times.

Sitter Profile Image: Hillary M.
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Sitter Profile Image: Hillary M.
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17. Hillary M.

Professional dog lover <3
Highland Park, IL, 60035
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$50
per night

Hillary is a great dog sitter! I completely trusted her to take care of our two dogs and she did an excellent job. I loved that she kept us updated and even sent pictures. I would definitely feel comfortable hiring Hillary again.

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Sitter Profile Image: Eiko R.
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Sitter Profile Image: Eiko R.
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18. Eiko R.

Friendly, Reliable, and Flexible
Riverwoods, IL, 60015
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 years of experience
from
$30
per night

About: I've taken care of dogs for a good majority of my life through family friends and acquaintances. I have a flexible schedule that allows me to help others check in with their pet needs. I'm currently on a gap year studying for medical board exams. I have the flexibility to board during weekends and weekdays. Preferably after 10 in the morning. I can easily follow directions, let me know how your dog is most comfortable and i'll be on it to give them the freedom or the space they need while still giving them attention.

Sitter Profile Image: Sivan A.
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Sitter Profile Image: Sivan A.
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19. Sivan A.

So excited to meet all your pets!
Riverwoods, IL, 60015
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$45
per night

Sivan helped us last minute as our plans for our Dog fell through the day before our trip. We were so thankful and were very happy with the care of our Fur baby!

Sitter Profile Image: Marilyn C.
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Sitter Profile Image: Marilyn C.
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20. Marilyn C.

Love taking care of cats and dogs!
Highwood, IL, 60040
0.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$50
per night

Marilyn did a great job taking care of our cat Ozzie. Her communication was clear and timely. She was sweet to take care of some things she noticed at our house. Will hire her again!

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Highwood House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Highwood are rated on average 5 out of 5 stars based on 15 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Highwood:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Highwood house sitting needs. On Rover, it's easy to find a loving dog sitter in Highwood who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Highwood house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Highwood for your dog — people who'll treat him like family.

House Sitting