Pet Boarding in Highwood
Find a loving Highwood pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Highwood pet boarders

“Kim was excellent with our high energy puppy. She provided a ton of pictures and gave her a lot of playtime outside! I would highly recommend Kim and plan on using her again in the future!”


“Being military and having to travel often, she’s always available and happy to take my girls in. My babies love coming here, I think they are more excited when we pull up than when we’re leaving. There’s no other sitter I would rather leave my kids with! 10/10 recommend!”


“Chisato was a great dogsitter! She sent multiple updates every day with how Juni was doing. She followed Juni's care instructions and reached out if she had questions. Juni seemed like she had a lot of fun with Chisato! Thank you, Chisato!”


“Tatiana was the best taking care of both pups. Tatiana came over to meet our dogs and they gravitated towards her calm and loving nature. Thank you for going above and beyond for us.”



“Thank you Julia for everything! She sent updates on how my dog Autumn was doing. I felt comfortable leaving Autumn with Julia and we will continue booking with her for when we go out of town 😊”


“First time using Rover. Vicki did a fabulous job caring for my dog Phonzie. It gave me such peace of mind. We will be using her again. She also sent me daily pictures.”


“Michelle took great care of our dog. She is very organized, thorough and responsive. She has a lovely home and a very big and gentle dog who will make a great friend to any dog guest. She definitely spoiled our dog! Highly recommended.”


“Kyle was very flexible and accommodating, kept us informed of all activities. Great 6ft fence in the back yard for fetch and to let out the zoomies. Will 100% rebook with him again!”

“We absolutely love having Diedre watching our dogs. My two pups were staying with her this weekend, and while one of my dogs was immediately very happy there, my other dog was very reactive and anxious around her dogs (this is normal for my dog - her dogs were great). Instead of it ruining our weekend, she pivoted and was so flexible and did drop in visits with our reactive/anxious dog. In the end, both of my dogs got what they wanted - Tilly got to stay and play and Sadie got to be comfortable at home, and got individualized attention. Both dogs were well taken care of and very happy. 10/10 🥰”



“Jayne took care of our dog Biubiu for a whole month and did a fantastic job! We could tell Jayne really bonded with Biubiu and treated him as if he were her own dog. A few weeks into the stay Biubiu had some soft/liquid stool issues, and Jayne did a great job communicating with us so we could determine the best course of action for Biubiu. She also took the most amazing daily photos of Biubiu, way better than the pictures we ourselves have taken of him.”


“Mike and Mary were great with Chloe. Very flexible with meet/greet, pickup and drop off. Really appreciated the pics and updates that they sent. Thanks for the great stay!”


“Positive experience all around - good communication, helpful meet & greet, flexible on pickup / drop-off times, updates and pics during the stay. Definitely will sign up with Anita again!”


“My pups had a great stay with Xiaolin! She is so kind and attentive. Xiaolin sent alot of cute pictures and videos, which was wonderful. I knew they were being well taken care of - thank you Xiaolin!”


“Yessica is awesome with my pup. She kept me informed and up to date on what was going on. She was very understanding of Lady's special needs and very professional about my pet's care. I have finally found my regular sitter.”


“Patricia was amazing with our dog. She sent daily updates and photos and he had so much fun that he did not want to come home when we came to get him. She treated him like he was her own. Highly recommend.”

Loving pet boarding sitters in your neighborhood
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Kim K.Star Sitter

“Kim was excellent with our high energy puppy. She provided a ton of pictures and gave her a lot of playtime outside! I would highly recommend Kim and plan on using her again in the future!”


Jennifer A.
Star Sitter


“Being military and having to travel often, she’s always available and happy to take my girls in. My babies love coming here, I think they are more excited when we pull up than when we’re leaving. There’s no other sitter I would rather leave my kids with! 10/10 recommend!”


Dar F.Star Sitter

“Dar is very good sitter, she updated me every day on how my Little Corgi is doing. She will be my regular sitter now whenever I have to go somewhere.”


Chisato A.Star Sitter

“Chisato was a great dogsitter! She sent multiple updates every day with how Juni was doing. She followed Juni's care instructions and reached out if she had questions. Juni seemed like she had a lot of fun with Chisato! Thank you, Chisato!”


Tatiana P.Star Sitter

“Tatiana was the best taking care of both pups. Tatiana came over to meet our dogs and they gravitated towards her calm and loving nature. Thank you for going above and beyond for us.”




Julia M.

“Thank you Julia for everything! She sent updates on how my dog Autumn was doing. I felt comfortable leaving Autumn with Julia and we will continue booking with her for when we go out of town 😊”


Vicki N.Star Sitter

“First time using Rover. Vicki did a fabulous job caring for my dog Phonzie. It gave me such peace of mind. We will be using her again. She also sent me daily pictures.”


Michelle F.Star Sitter

“Michelle took great care of our dog. She is very organized, thorough and responsive. She has a lovely home and a very big and gentle dog who will make a great friend to any dog guest. She definitely spoiled our dog! Highly recommended.”


Kyle D.
Star Sitter

“Kyle was very flexible and accommodating, kept us informed of all activities. Great 6ft fence in the back yard for fetch and to let out the zoomies. Will 100% rebook with him again!”


Marta G.


“Bohdi had a blast by Marta. She sent updates and pictures of him playing with other dogs. We will definitely book Marta again when we need a sitter.”


Deidre G.Star Sitter

“We absolutely love having Diedre watching our dogs. My two pups were staying with her this weekend, and while one of my dogs was immediately very happy there, my other dog was very reactive and anxious around her dogs (this is normal for my dog - her dogs were great). Instead of it ruining our weekend, she pivoted and was so flexible and did drop in visits with our reactive/anxious dog. In the end, both of my dogs got what they wanted - Tilly got to stay and play and Sadie got to be comfortable at home, and got individualized attention. Both dogs were well taken care of and very happy. 10/10 🥰”




Jayne P.


“Jayne took care of our dog Biubiu for a whole month and did a fantastic job! We could tell Jayne really bonded with Biubiu and treated him as if he were her own dog. A few weeks into the stay Biubiu had some soft/liquid stool issues, and Jayne did a great job communicating with us so we could determine the best course of action for Biubiu. She also took the most amazing daily photos of Biubiu, way better than the pictures we ourselves have taken of him.”


Mike M.Star Sitter

“Mike and Mary were great with Chloe. Very flexible with meet/greet, pickup and drop off. Really appreciated the pics and updates that they sent. Thanks for the great stay!”


Anita P.

“Positive experience all around - good communication, helpful meet & greet, flexible on pickup / drop-off times, updates and pics during the stay. Definitely will sign up with Anita again!”


Xiaolin Y.Star Sitter

“My pups had a great stay with Xiaolin! She is so kind and attentive. Xiaolin sent alot of cute pictures and videos, which was wonderful. I knew they were being well taken care of - thank you Xiaolin!”


Sarah M.

“Sarah was amazing! She took such great care of our dog and was even flexible when our travel plans changed! Definitely recommend Sarah for boarding.”


Yessica A.

“Yessica is awesome with my pup. She kept me informed and up to date on what was going on. She was very understanding of Lady's special needs and very professional about my pet's care. I have finally found my regular sitter.”


Patricia K.


“Patricia was amazing with our dog. She sent daily updates and photos and he had so much fun that he did not want to come home when we came to get him. She treated him like he was her own. Highly recommend.”


Katelynn O.

“We cannot thank Katelynn enough for watching Reggie! She was so communicative and compassionate. Reggie had a great stay! We couldn’t recommend her more.”


yana s.

“My dog Rex is a longtime client of Yana's. Our Chicagoland vacations are stress-free knowing he is well cared for. Visit time with his pal Olive is a bonus.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Highwood.
Rover makes it easy to find Highwood pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
