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

“June was a fantastic sitter for our two pups while we were away! She was so communicative and sent pictures a few times every day so we could see how happy they were. One of our dogs is deathly afraid of thunderstorms and she comforted him throughout the night. She also took them on several walks, which they absolutely love and brought our pups back home when our flight was delayed and the timing became an issue. I 100% recommend June -she treated our dogs like her own!”


“Kathleen is a knowledgable, friendly, and extremely competent Dog Boarder ... very aware of my dogs needs and wants ... She did an amazing job of keeping me informed during my dogs recent 4-day stay ..highly recommend Kathleen .....just outstanding service ..... thanks Kathleen .......Travis Williams”


“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.”



“Milo's stay at Stella's was great! I appreciated her honesty as he has some treat aggression. He was great with her dog Buddy and liked one of the other dogs staying but not the labradoodle. I'm grateful she was able to keep him a little later too, as our flight got back late. She sent pictures regularly and I loved seeing Milo in motion! Thank you for taking such great care of my little pup!”


“This is our repeat boarding with our delightful and energetic pup. Carolyn took care of River very well and took a lot of outdoor walks with her. Her home set-up and location close to a forest preserve, nature path and pond, are perfect, as River loves the outdoors. We feel reassured leaving our dog with Carolyn as it is somehow a treat and a home away from home for River.”


“Once again, Derek and his family were the perfect caregivers for my dog Bear. They are kind, caring, and willing to do all of the small, nice things for Bear that I do. I am so happy to have found Derek, as we have several long trips planned in the next few months. We will go away knowing that our sweet pup is in the best hands possible. Thank you so much, Derek!”


“Kelli is a devoted dog lover who took excellent care of my 11 year old frenchy for a couple of nights. Some medication was required and Stevie sleeps in bed with me. Her medication was no issue for Kelli and she allowed Stevie to sleep with her which was so appreciated. Kelli works from home which is a real benefit when caring for Stevie. We greatly appreciate Kelli and her efforts on behalf of Stevie. We are already booked for our next trip with Kelli 🐾🐾”


“Cheryl was amazing! Our pups loved being there and felt welcome. We received picture updates throughout the day. I highly recommend and will use her services in the future. Thanks again Cheryl!”


“Jill is an amazing and professional dog sitter! She picked up my dog right from my house and took wonderful care of him for an extended period of time. I felt completely at ease knowing he was in great hands. I highly recommend Jill to anyone looking for the best dog sitter!”


“Melody was an absolute blessing and we could not have happier! She took us as a last minute booking, as our normal sitter was unable to take our dog. Sadie has never stayed with someone she didn’t know before and Melody made her and us feel very comfortable. She kept us updated with pictures and texts. We could not have asked for anything more! Thank you again Melody for taking care of our anxious girl and treating her like your own!”


“Wow! Absolutely wow! To give you an idea of how well my boys experience was…They didn’t want to leave. I had to entice them with treats to get in the car to go home. They were loving on Nancy from the moment the door to her home was opened to seeing their smiling faces when we picked them up after a weekend. We now refer to this experience as “Aunt Nancy’s Oasis.” These boys had so much fun they were wiped when they got home and probably had the best sleep of their lives.”


“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.”


“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!”



“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.”


About: I’ve had pets in my family my whole life: always dogs, a few cats over the years, a house rabbit, hamsters, ducks, fish, lizards, turtles - so many lovely creatures! I’ve worked with rescues and shelters and have taken care of elderly dogs at the end of their lifespan administering medications orally, injections, and topically. For my other job I do freelance graphic design from home and make my own schedule, so I’m very flexible with my schedule. When pet sitting at my home your pet will have my company throughout the day. I offer check ins, feeding, walking, playing, cleaning up after all pets and livestock at their home. I board dogs and caged pets overnight or for multiple days at my home where dogs have access to a fenced yard at any time of the day, full time supervision, and cozy accommodations.
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June & Wade C.Star Sitter

“June was a fantastic sitter for our two pups while we were away! She was so communicative and sent pictures a few times every day so we could see how happy they were. One of our dogs is deathly afraid of thunderstorms and she comforted him throughout the night. She also took them on several walks, which they absolutely love and brought our pups back home when our flight was delayed and the timing became an issue. I 100% recommend June -she treated our dogs like her own!”




Jessica V.Star Sitter

“Jessica was amazing and very accommodating with our skittish rescue dog. She was also very flexible with drop-off and pick-up times. We have booked her again!”


Kathleen B.Star Sitter

“Kathleen is a knowledgable, friendly, and extremely competent Dog Boarder ... very aware of my dogs needs and wants ... She did an amazing job of keeping me informed during my dogs recent 4-day stay ..highly recommend Kathleen .....just outstanding service ..... thanks Kathleen .......Travis Williams”


Victoria G.

“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.”




Stella G.
Star Sitter


“Milo's stay at Stella's was great! I appreciated her honesty as he has some treat aggression. He was great with her dog Buddy and liked one of the other dogs staying but not the labradoodle. I'm grateful she was able to keep him a little later too, as our flight got back late. She sent pictures regularly and I loved seeing Milo in motion! Thank you for taking such great care of my little pup!”


Carolyn G.Star Sitter

“This is our repeat boarding with our delightful and energetic pup. Carolyn took care of River very well and took a lot of outdoor walks with her. Her home set-up and location close to a forest preserve, nature path and pond, are perfect, as River loves the outdoors. We feel reassured leaving our dog with Carolyn as it is somehow a treat and a home away from home for River.”


Derek G.Star Sitter

“Once again, Derek and his family were the perfect caregivers for my dog Bear. They are kind, caring, and willing to do all of the small, nice things for Bear that I do. I am so happy to have found Derek, as we have several long trips planned in the next few months. We will go away knowing that our sweet pup is in the best hands possible. Thank you so much, Derek!”


Kelli M.Star Sitter

“Kelli is a devoted dog lover who took excellent care of my 11 year old frenchy for a couple of nights. Some medication was required and Stevie sleeps in bed with me. Her medication was no issue for Kelli and she allowed Stevie to sleep with her which was so appreciated. Kelli works from home which is a real benefit when caring for Stevie. We greatly appreciate Kelli and her efforts on behalf of Stevie. We are already booked for our next trip with Kelli 🐾🐾”


Barb K.Star Sitter

“Barb was great! Our dog fit right in with her family and felt at home. Communication was excellent too and we got frequent pictures of our dog.”


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!”


Cheryl B.Star Sitter

“Cheryl was amazing! Our pups loved being there and felt welcome. We received picture updates throughout the day. I highly recommend and will use her services in the future. Thanks again Cheryl!”


Jill N.

“Jill is an amazing and professional dog sitter! She picked up my dog right from my house and took wonderful care of him for an extended period of time. I felt completely at ease knowing he was in great hands. I highly recommend Jill to anyone looking for the best dog sitter!”


Melody C.Star Sitter

“Melody was an absolute blessing and we could not have happier! She took us as a last minute booking, as our normal sitter was unable to take our dog. Sadie has never stayed with someone she didn’t know before and Melody made her and us feel very comfortable. She kept us updated with pictures and texts. We could not have asked for anything more! Thank you again Melody for taking care of our anxious girl and treating her like your own!”


Nancy P.

“Wow! Absolutely wow! To give you an idea of how well my boys experience was…They didn’t want to leave. I had to entice them with treats to get in the car to go home. They were loving on Nancy from the moment the door to her home was opened to seeing their smiling faces when we picked them up after a weekend. We now refer to this experience as “Aunt Nancy’s Oasis.” These boys had so much fun they were wiped when they got home and probably had the best sleep of their lives.”


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.”


Holly H.

“Can’t ask for more! Holly was really accommodating and took great care of my dog while keeping me informed of how he was doing.”


Esther & Daniel T.

“Esther and Daniel were amazing. They took such wonderful care of Zeus that I think he was sad to leave them. He got lots of affection and they sent pictures to show how great he was.”


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!”




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.”


Carisa B.
About: I’ve had pets in my family my whole life: always dogs, a few cats over the years, a house rabbit, hamsters, ducks, fish, lizards, turtles - so many lovely creatures! I’ve worked with rescues and shelters and have taken care of elderly dogs at the end of their lifespan administering medications orally, injections, and topically. For my other job I do freelance graphic design from home and make my own schedule, so I’m very flexible with my schedule. When pet sitting at my home your pet will have my company throughout the day. I offer check ins, feeding, walking, playing, cleaning up after all pets and livestock at their home. I board dogs and caged pets overnight or for multiple days at my home where dogs have access to a fenced yard at any time of the day, full time supervision, and cozy accommodations.
Oakwood Hills dog parents share their Rover experiences
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.
