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.
Calendar Recently Updated
Maria W.
1.
Great Love and Attention with meWheeling, IL, 60090
House Sitting, Drop-In Visits, Dog Walking

Maria did a great job with my two spoiled puppies! She fed them their special foods and cared for them as if they were her own. They almost licked her face off … (more)

from
$50
per night
Calendar Recently Updated
Hannah K.
2.
Hi! I am friendly and available!!Lake Forest, IL, 60045
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Great communicator and the dogs loved her. Thanks Hannah (more)

from
$38
per night
Stephen M.
Loves dogs, cats and most people.Wheeling, IL, 60090
House Sitting, Drop-In Visits, Dog Walking

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 su… (more)

from
$60
per night
Confirmed availability: Memorial day
Denis & Nikki M.
Will walk, run, or board your pet!Deerfield, IL, 60015
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I was extremely skeptical about trying it Rover, as we have two great Danes that not everybody could handle. However, circumstances forced us to get sitters, an… (more)

from
$55
per night
Calendar Recently Updated
Grace R.
5.
Full life experienced dog caretakerDeerfield, IL, 60015
House Sitting, Drop-In Visits, Dog Walking

Grace was attentive, friendly, professional, and thorough in her review and care for our animals (two cats and an oddball dog). She was quick to reply and clea… (more)

from
$40
per night
Calendar Recently Updated
6.
Best In-Home Care for Your Dogs! 🐶Lincolnshire, IL, 60069
House Sitting, Drop-In Visits, Dog Walking

David house sat our 120 lb. German Shepherd for a week. During that week, we got daily updates with pictures of Max playing in the back yard. The house was cl… (more)

from
$75
per night
Calendar Recently Updated
7.
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 an… (more)

from
$45
per night
8.
Excellent Care While Giving BackWheeling, IL, 60090
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Anna, Did a great job at my home for my dog! (more)

from
$50
per night
Confirmed availability: Memorial day
I enjoy their company from them!Highwood, IL, 60040
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Isabella is very nice and friendly. She loves pets and likes to meet new ones and take good care of them. I would recommend Isabella to take care of your pets. (more)

from
$100
per night
Calendar Recently Updated
10.
Dogs will be treated like royalty!Highland Park, IL, 60035
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Chris was absolutely outstanding as our sitter! If I could give her more than five stars I would. She provided exceptional care for our dogs. One of our dogs ha… (more)

from
$58
per night
Calendar Recently Updated
11.
Dog Lover, missing my tibbie :)Lincolnshire, IL, 60069
House Sitting, Drop-In Visits, Dog Walking

To whom it may concern, Megan has been volunteering at my farm in Costa Rica for a few days and was very much into my 6 dogs - they are 4 border collies, 1 d… (more)

from
$38
per night
Calendar Recently Updated
12.
Days won’t be ruff with me helping!Lake Forest, IL, 60045
House Sitting, Drop-In Visits, Dog Walking

Blakey was great! Super communicative and responsive, kept us in the loop while we were gone, and took great care of our dogs. Highly recommend! (more)

from
$30
per night
Calendar Recently Updated
13.
I aim to please ALL pet friends!Highwood, IL, 60040
House Sitting, Drop-In Visits, Dog Walking

Sasha did an amazing job watching our newly rescued dog. She sent pictures and updates every day, which was very comforting and allowed us to enjoy our vacation… (more)

from
$45
per night
Calendar Recently Updated
14.
I love Animals I am great with petsHighland Park, IL, 60035
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’ve been pet sitting for 4 years. I am involved in a lot of extracurricular activities and I am athletic so I can run and tire out your pet if he/sh… (more)

from
$70
per night
Nurturing & Loving Dog SitterLake Forest, IL, 60045
House Sitting

Christine has been a wonderful caregiver to Momo, my golden retriever. Momo was able to bond with Christine the moment they met. My dog has been happy (and mayb… (more)

from
$50
per night
Calendar Recently Updated
16.
Flexible sitter that loves ALL petsHighwood, IL, 60040
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our pup was in good spirits when we got back. Good pics and house was in good order (more)

from
$25
per night
Calendar Recently Updated
17.
Pet-loving PodcasterLake Forest, IL, 60045
House Sitting, Drop-In Visits, Dog Walking

Andrea is a loving dog person. I've known her for many years. She used to come to my golden retrievers birthday parties. She is fun and responsible and I wou… (more)

from
$30
per night
Calendar Recently Updated
18.
Care that makes a best friend.Highwood, IL, 60040
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Maydeli. I am 22 years old and a student at NEIU. Soon to be teacher. I have experience with babysitting children, dogs, and cats. Eve… (more)

from
$30
per night
19.
I'll take good care of your pet!Highwood, IL, 60040
House Sitting, Dog Walking

Joelle was easy to work with and even without introductions to the dog and house she had no difficulties to take care of our dog. We will be contacting her agai… (more)

from
$65
per night
Confirmed availability: Memorial day
20.
Hi! College student who loves pets!Highwood, IL, 60040
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sophia is an incredibly caring and engaging individual. You won't find a mean bone in her body as her care for other people, and especially those who are most v… (more)

from
$30
per night

Rover also offers House Sitting in:


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.