Dog Boarding in Oakwood Hills, IL
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Top rated Oakwood Hills dog boarders

“June is so easy to work with. We had last minute changes with our booking and she graciously updated the dates and times at the last minute. Thanks, June!”


“Victoria cared wonderfully for my pet. My dog had a happy place to stay and explore in the backyard. She also sent regular updates and videos, which I was looking fwd to.”


“I think Lucky had a better vacation than I did!! He arrived shaking and scared and left happy and relaxed. Great home for an active dog. Just the right amount of communication.”


“Carolyn , was amazing with my puppy . It was my first time ever using the app and I felt comfortable leaving my puppy with her . She send me updates about my puppy and made him felt at home . ❤️”


“Katie is an absolutely amazing sitter. She sends so many updates, so you won’t be worried about your fur babies at all. My two dogs spend 4 days with her and they were treated like royalty. Kathleen is so detailed, even giving me a record of their feeding times, potty time and play time etc. She kept them very entertained and brought them for plenty of walks and fun time at the dog park. If my dogs could talk they would tell me they didn’t miss me. Lol. I recommend booking with Kathleen, she knows how to take care of your dog and they will be in great hands. Definitely booking again. Rating beyond: 5/5.”


“Zoe had a wonderful stay. John is kind and very easy to work with. We appreciated the daily updates and pictures and how well she was cared for. We would use him again!”


“Anzhalika and her family were phenomenal hosts for our little Rhubarb. Her sons took Rhu for walks, sent us pictures both days and gave us updates on how she was adjusting. They agreed to have a meet and greet a week before to make sure this was a good fit for everyone and we are so grateful for this wonderful experience. We highly recommend Anzhalika and her family to host your fur babies. Thank you, again!”


“Barb, was absolutely wonderful. Very accommodating and communicative. Our dog is a picky eater and she even went as far as feeding him out of her hand to make sure he was eating enough. We couldn’t have asked for a better care taker for our fur baby. Will definitely book again!”



“Jessica took great care of Avery. She was boarding another rat terrier at the same time and took steps to ensure the two dogs got along at feeding time. Her daughter made sure Avery got lots of love and exercise. She came home happy & healthy. Overall it was a great experience.”


About: I was raised on a farm, love animals and will take care of yours as if they were my own! They will always have love! I have recently lost my full time position and now I am open to all day, every day, any day to help with your fur baby needs! I have a fenced in yard for your dog needs! I have multiple litter boxes for your cat needs. I will treat your babies with the utmost love and respect!

About: It all started when I was 5 and my sister and I convinced our animal loving parents to add to our family, we got a golden retriever puppy and a kitten in the same year. I have never lived a day without a pet in 35 years! I have open availability. I have 2 smaller dogs and a parrot. I live in a nice, quiet neighborhood perfect for walking furry friends. Ricky and Lucy (cavapoos) love a good slumber party :) I do not have a fenced in yard. My pups know the perimeters. I do take leashed potty breaks and walks with pup visitors. I am familiar with "runners" and an capable of making sure that doesn't happen!

“Kelli was great with my two dogs! From the original meet n greet to picking them up from vacation, the dogs seemed happy and we'll cared for!”



“Maisy liked being with Kathleen and John - She came home happy and bouncing and her very own self. Kathleen and John are a wonderful couple who loved and cared for our Maisy for the time that we were gone. They gave us the peace of mind not to have to worry about our little one.”


“We were very happy to find Joanne and her family to care for our dog Tipper. They were very friendly and very complimentary of Tipper when we had our meet and greet. Tipper is a high energy pup and got along well with their dog Honey. Joanne sent daily updates with pictures which we appreciated. When we picked Tipper up she had all her things packed up and ready to go. We appreciated that because we were tired from our trip. We were also pleased that Tipper was tired too. This tells us she was given lots of attention and activity during her stay at Joanne’s. Tipper spent the afternoon and evening napping as we did too. We have already mentioned to Joanne that we’d like to use her again this summer. We highly recommend her as a great dog sitter!”



“Jill is far more experienced boarding pets than most boarders on this site. She is very patient and loving with our fifteen year old dog, which is why I booked her months in advance for our most recent trip, even though I have to drive a little further than I would like. I intend to use her again for our next trip, assuming that our dear old dog is still with us.”


“Michele gave excellent care to our dogs. She provided daily pictures or videos and was always responsive to any of our questions. We would highly recommend her as a sitter and plan to use her again in the future.”


“This is the second time our dog has stayed with Derek. She returned happy and was well taken care of. It’s so nice to not have to worry about your dog while on vacation. Knowing she was in good hands was priceless. Thank you Derek!”


“Indre is great! Our pup was well taken care of and was well taken care of.”


“Ben is friendly, direct, and very good with my dogs! We did a meet & get before leaving the dogs with him for a week- it was about 30 minutes and went well. Ben's dog is a gem and kept my large dog busy, while Ben's cat was thankfully cautious of my small dog (I didn't know he didn't do well with cats!) The residence has an excellent back yard and Ben accommodated my fence-jumper by putting a stake and lead in his yard. We received daily photos of my pups, which were truly appreciated. My dogs were happy and healthy when I picked them up. I will gladly book with Ben again!”



“She was very inviting and spoiled the girls accordingly. The girls were nice and tired after a full day of play. Absolutely wonderful to work with. We were a little late getting there from when we promised; but she was understanding. I would highly recommend this sitter & if we were ever in the neighborhood again, we would definitely use her!”

Loving dog boarding sitters in your neighborhood
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June & Wade C.Star Sitter

“June is so easy to work with. We had last minute changes with our booking and she graciously updated the dates and times at the last minute. Thanks, June!”


Victoria G.

“Victoria cared wonderfully for my pet. My dog had a happy place to stay and explore in the backyard. She also sent regular updates and videos, which I was looking fwd to.”


Laura & Ryan A.Star Sitter

“I think Lucky had a better vacation than I did!! He arrived shaking and scared and left happy and relaxed. Great home for an active dog. Just the right amount of communication.”


Carolyn G.Star Sitter

“Carolyn , was amazing with my puppy . It was my first time ever using the app and I felt comfortable leaving my puppy with her . She send me updates about my puppy and made him felt at home . ❤️”


Kathleen B.Star Sitter

“Katie is an absolutely amazing sitter. She sends so many updates, so you won’t be worried about your fur babies at all. My two dogs spend 4 days with her and they were treated like royalty. Kathleen is so detailed, even giving me a record of their feeding times, potty time and play time etc. She kept them very entertained and brought them for plenty of walks and fun time at the dog park. If my dogs could talk they would tell me they didn’t miss me. Lol. I recommend booking with Kathleen, she knows how to take care of your dog and they will be in great hands. Definitely booking again. Rating beyond: 5/5.”


John S.Star Sitter

“Zoe had a wonderful stay. John is kind and very easy to work with. We appreciated the daily updates and pictures and how well she was cared for. We would use him again!”


Anzhalika M.

“Anzhalika and her family were phenomenal hosts for our little Rhubarb. Her sons took Rhu for walks, sent us pictures both days and gave us updates on how she was adjusting. They agreed to have a meet and greet a week before to make sure this was a good fit for everyone and we are so grateful for this wonderful experience. We highly recommend Anzhalika and her family to host your fur babies. Thank you, again!”


Barb K.Star Sitter

“Barb, was absolutely wonderful. Very accommodating and communicative. Our dog is a picky eater and she even went as far as feeding him out of her hand to make sure he was eating enough. We couldn’t have asked for a better care taker for our fur baby. Will definitely book again!”




Jessica V.Star Sitter

“Jessica took great care of Avery. She was boarding another rat terrier at the same time and took steps to ensure the two dogs got along at feeding time. Her daughter made sure Avery got lots of love and exercise. She came home happy & healthy. Overall it was a great experience.”


Jill N.
“I would highly recommend Jill to anyone looking for a sitter. Jill has been wonderful with my dog Laci. She has welcomed her into her home and treats her as one of her own. Laci is quite comfortable, loves to run and hang out in the backyard. Jill has made a stressful time much less stressful for Laci.”


Holly H.
“Holly has watched our Toby multiple times. I can’t say enough good things about these experiences! We were able to enjoy our vacations knowing that Holly was treating Toby like her own, and Toby was always excited to see her again. Highly highly recommend!”


Kelli M.Star Sitter

“Kelli was great with my two dogs! From the original meet n greet to picking them up from vacation, the dogs seemed happy and we'll cared for!”




Kathleen & John N.

“Maisy liked being with Kathleen and John - She came home happy and bouncing and her very own self. Kathleen and John are a wonderful couple who loved and cared for our Maisy for the time that we were gone. They gave us the peace of mind not to have to worry about our little one.”


JoAnne F.


“We were very happy to find Joanne and her family to care for our dog Tipper. They were very friendly and very complimentary of Tipper when we had our meet and greet. Tipper is a high energy pup and got along well with their dog Honey. Joanne sent daily updates with pictures which we appreciated. When we picked Tipper up she had all her things packed up and ready to go. We appreciated that because we were tired from our trip. We were also pleased that Tipper was tired too. This tells us she was given lots of attention and activity during her stay at Joanne’s. Tipper spent the afternoon and evening napping as we did too. We have already mentioned to Joanne that we’d like to use her again this summer. We highly recommend her as a great dog sitter!”




Jill L.


“Jill is far more experienced boarding pets than most boarders on this site. She is very patient and loving with our fifteen year old dog, which is why I booked her months in advance for our most recent trip, even though I have to drive a little further than I would like. I intend to use her again for our next trip, assuming that our dear old dog is still with us.”


Michele C.

“Michele gave excellent care to our dogs. She provided daily pictures or videos and was always responsive to any of our questions. We would highly recommend her as a sitter and plan to use her again in the future.”


Derek G.Star Sitter

“This is the second time our dog has stayed with Derek. She returned happy and was well taken care of. It’s so nice to not have to worry about your dog while on vacation. Knowing she was in good hands was priceless. Thank you Derek!”


Indre P.

“Indre is great! Our pup was well taken care of and was well taken care of.”


Ben J.Star Sitter

“Ben is friendly, direct, and very good with my dogs! We did a meet & get before leaving the dogs with him for a week- it was about 30 minutes and went well. Ben's dog is a gem and kept my large dog busy, while Ben's cat was thankfully cautious of my small dog (I didn't know he didn't do well with cats!) The residence has an excellent back yard and Ben accommodated my fence-jumper by putting a stake and lead in his yard. We received daily photos of my pups, which were truly appreciated. My dogs were happy and healthy when I picked them up. I will gladly book with Ben again!”




Stella G.
Star Sitter


“She was very inviting and spoiled the girls accordingly. The girls were nice and tired after a full day of play. Absolutely wonderful to work with. We were a little late getting there from when we promised; but she was understanding. I would highly recommend this sitter & if we were ever in the neighborhood again, we would definitely use her!”
Oakwood Hills dog parents share their Rover experiences
Excellent dog sitter. Will definitely use her again in the future. Received daily updates with pictures while I was away.

Our pups had a blast running around Victoria's large spacious yard with her friendly pup. She has the perfect set up for watching dogs. With her calm demeanor, I was quickly at ease leaving my dogs with her. She provided the perfect amount of updates and videos while we were away. We will definitely be rebooking.

Carolyn took amazing care of our pup while we were out of town for 10 days! Her communication is exceptional and she send lots of updates and pictures throughout the stay. We know that our dog is in good hands when we go out of town and leave him with Carolyn! Highly highly recommended, we could not be happier about having such a reliable sitter for our pup!!

Cynthia was wonderful! She took amazing care of my dog. I felt so comfortable knowing she was in her care. She kept me up to date with photos and her love of animals was apparent throughout. Thank you!!!

Jeremy and his wife took the best care of our golden retriever Cosmo while we were on vacation in Maui! This is our 3rd time using Jeremy for dog sitting and honestly I really don't want to use anyone else. His two Australian Shepherds Meatball and Zoey are best buds with Cosmo and they have so much fun together. Jeremy sent cute pics and updates everyday and Cosmo was so happy when we picked him up at the end of the week! You could tell that he loved his vacation too. Thank you so much, Jeremy!

Popular requests near you
Select a filter and find qualifying Oakwood Hills sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!
The median cost per night for dog boarding in Oakwood Hills is $50
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Oakwood Hills average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 1,001 sitters provided dog boarding in Oakwood Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Oakwood Hills dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Oakwood Hills have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Oakwood Hills.
Rover makes it easy to find Oakwood Hills dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 1,001 dog boarding sitters in Oakwood Hills on Rover, so you’re sure to find the perfect match for your dog! In Oakwood Hills, 94% of sitters offer daily exercise, 97% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
