House Sitting in Highwood

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Blakely Verified Background CheckRover 101

Days won’t be ruff with me helping.

Lake Forest, IL, 60045

House Sitting, Drop-In Visits, Dog Walking

"Blakely did a great job. My dog can be very difficult with strangers and he warmed up to her right away! (more)"

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2. Molly Verified Background CheckRover 101

Wags & Kisses!

Highland Park, IL, 60035

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Molly was amazing with my dog! She was very responsive to all of my texts while I was away and my dog had a great time with her! She’s also very punctual and... (more)"

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3. Maria Verified Background Check

Great Love and Attention with me

Wheeling, IL, 60090

House Sitting, Drop-In Visits, Dog Walking

"Maria is absolutely Awesome! Very responsible and dependable. I will definitely recommend her to my friends and will be booking her again. I f you want great... (more)"

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4. Grace Verified Background CheckRover 101

Full life experienced dog caretaker

Deerfield, IL, 60015

House Sitting, Drop-In Visits, Dog Walking

"Grace was great with our two dogs. This was our first time using a dog sitter and it was a very positive experience. Our one dog is quite skittish and nervou... (more)"

5. Emily Verified Background CheckRover 101

We LOVE animals!

Highland Park, IL, 60035

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Emily watched our dog when we went on vacation. She is one of the most kind individuals you will meet. She has a good, caring heart and is trustworthy and ... (more)"

Confirmed availability
This weekend
6. Emily Verified Enhanced Background Check

Fun Loving Dog Sitter

deerfield, IL, 60015

House Sitting, Drop-In Visits, Dog Walking

"Emily loves dogs and she is caring and loving towards them. She has dogs of her own, but I have also seen how she has cared for my dog as if she was her own.... (more)"

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7. Misty Verified Enhanced Background Check

A tired dog is a happy dog!

HIGHLAND PARK, IL, 60035

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Misty and my love for animals began when I was very young. Animals would gravitate towards me because I knew how to properly respect and... (more)

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8. Alyssa Verified Background Check

Experienced Dog Sitter Available

Highland Park, IL, 60035

House Sitting, Drop-In Visits, Dog Walking

"Alyssa was incredibly responsive and helpful when my wife and I were in a pinch and needed to leave town within about 48 hours. She was careful to ensure she... (more)"

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9. Sasha Verified Background Check

I’m so excited to meet your dog(s)!

Highwood, IL, 60040

House Sitting, Drop-In Visits, Dog Walking

About: Hello everyone, my name is Sasha! I have had dogs since the day I was born and haven’t lived one day without owning one. Me and my parents have all... (more)

Confirmed availability
Thanksgiving
10. Rose Verified Background Check

A personalized pooch experience :)

Lake Forest, IL, 60045

House Sitting, Drop-In Visits

"Rose was great. She stayed for four nights while we were away at a family gathering, and sent frequent pictures of Maggie. When our return flight was delayed... (more)"

Confirmed availability
Thanksgiving
11. Denis & Nikki Verified Background Check

Will walk, run, or board your pet!

Deerfield, IL, 60015

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Denis & Nikki were great! Lots of photos, so I knew my Corgis were having the greatest time while we were gone. Thank you!! (more)"

Confirmed availability
Thanksgiving
12. Chris Verified Background CheckRover 101

Dogs will be treated like royalty!

Highland Park, IL, 60035

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Chris was so great with our dog, Eden. She is clearly very experienced with handling dogs - she came prepared with treats to our meet & greet! Eden was thril... (more)"

13. Liz Verified Background CheckRover 101

Your Dog is like My Dog in our Home

Northbrook, IL, 60062

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Camden and Real had enjoyable time with Liz. They appeared well rested and happy when we got home. (more)"

14. Grace Verified Background Check

Would love to help!

lake forest, IL, 60045

House Sitting, Drop-In Visits, Dog Walking

"Grace was our pet sitter over the Thanksgiving holiday. She was an excellent pet sitter and our pets loved her immediately. She was an great communicator fro... (more)"

15. Elizabeth Verified Background CheckRover 101

Super compassionate Cat & dog lover

Highland park, IL, 60035

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is amazing. My crew has never been better cared for and they loved her too. She made it easy to be away without a care in the world. I'll plan futu... (more)"

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16. Cheryl Verified Background Check

Patient, Dependable Animal Lover

Highland Park, IL, 60035

House Sitting, Drop-In Visits, Dog Walking

"Cheryl has watched my special needs dog on many occasions. He loves her gentle, nurturing disposition and and it shows when I return home to a happy dog! Ch... (more)"

Confirmed availability
This weekend
17. Mikalyn Verified Background Check

All you need is love and a dog <3

Lake Forest, IL, 60045

House Sitting, Drop-In Visits, Dog Walking

About: I've grown up with dogs all of my life. I've raised and trained dogs ranging in different sizes and breeds, anywhere from miniature dachshunds to 1... (more)

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18. Janis Verified Background Check

' Aunt Janis' the dog whisperer

Highwood, IL, 60040

House Sitting

"Janis just housesat with my dog and did a great job! I would recommend her. (more)"

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19. Alejandra Verified Background Check

Looking to meet my new best friends

deerfield, IL, 60015

House Sitting, Drop-In Visits, Dog Walking

"Alejandra stayed with our 3 dogs this past weekend and she was wonderful. She was responsive, caring and sent tons of pictures. She asked the right question... (more)"

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20. Olivia Verified Background Check

Give Your Pets the Love They Need

Lake Forest, IL, 60045

House Sitting, Drop-In Visits, Dog Walking

"Olivia was great! Our pup loved having her stay. We got good updates with pictures. She was very flexible when some plans changed mid-tip. (more)"


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.