House Sitting Oak Creek At Countryside
Find a loving house sitter to watch over your pets and your home.

Over 1,050 pet parents in Oak Creek At Countryside have booked house sitting
Oak Creek At Countryside, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alyssa was absolutely amazing beyond expectations. She cared for our 2 pups and our cat. Great communication and true care for our babies. Would highly recommend and when needed Will definitely ask for help again. A+++”

“Great communication, great photos, very kind and helpful. Animals loved her. I have a hard time trusting people to take care of my animals at the level that I do but she was so amazing with them (and me)!”

“Jasmine was just amazing! First time using her to care for our Cavapoo Mavrick and we cold not be more happy. She was very communicative during her entire stay with Mavrick. She sent daily updates and pictures. We will use her again and again.”

“Stephanie was amazing with my girls. She took care of them. Sent a ton of pictures and went above and beyond with their care. I highly recommend using Stephanie for your fur babies.”

“Doug is such a caring person. He took amazing care of our dog and house for more than a week. Our dog absolutely loved him. Moreover he took care of our plants and fish. He also did a very beautiful sketch of our dog. He is so talented! We are highly recommending him!”

“Absolutely phenomenal job Lydia and Emmitt watching our two dogs while we were away. Not only did they take care of our pups, but had to deal with our AC going out the 2nd day we were gone. They handled it in stride, all the while keeping us updated with pictures, walks, and coming home to a clean house and well taken care of doggos was more than we could of asked for. Highly recommend them for your pets needs!”

“I immediately felt at ease when I met Samouila. It’s difficult to find someone you’re comfortable taking care of your dogs, nevermind staying in your home! But I left feeling completely confident that my dogs and my home was safe. Highly recommended!!”

“Mary did a wonderful job caring for our Coco! Coco is 14 years old Shih Tzu and is on 2 medications and is very particular with his food. She took extra care and followed directions perfectly!! We have already scheduled her for another visit for a longer time. Thank you so much Mary!! 🐾🐶”

“Jennifer is the cat whisper and gives total devotion to your pet. Words cant express the enjoyment in my heart when they bonded and I knew after the first day of just meet n grèet she was in great hands. Thank you so much.”

“Jason was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾”

“We’re so happy with Brooke taking care of our fur baby, Maggie Mae! She’s absolutely amazing for overnight stays—we trust her completely in our home, and everything is always just as we left it. On top of that, she’s gone above and beyond for us. While we were away, she graciously was willing to deal with roofers and show them exactly where the leak was—such a huge help! Also, Brooke is incredibly accommodating and understanding, especially when our travel plans shift due to airline delays or cancellations. She sends plenty of pictures (which we love, because we miss our Mags!) and is always super communicative, positive, and reliable. Highly, highly, highly recommend! We are thankful for her.”


“We've used Barbara for drop in visits for over a year now and adore her but this past week we had her housesit for the first time. We came back after 10 days to a clean home and happy (fat!) cats! She provided us with photos every day and stories about what was going on back home. What a relief to just be able to enjoy our vacation, knowing our furkids were safe and loved.”

“Peyton was amazing, great communication and provided photos while we were out. My doggos seemed very happy to have a new face to get all the loves from. Will definitely rebook and use in the future if she will have us.”

“Taylor and Bruno are fantastic, we really appreciate their house sitting-dog watching and taking care of our chickens. Wonderful communication and pictures. Thank you Taylor and Bruno!!”

“We are very happy with Sierra house sitting our 2 dogs. She took great care of them, took them on walks, played with them in the yard and we received pictures of the dogs having fun as well. It was great knowing that our dogs were well taken care of and we could relax and enjoy our vacation. We will definitely be using Sierra again.”

“Alexandra was a good communicator, punctual and above all kind and loving with my dogs. She sent lots of updates with photos and left the house clean. I will definitely hope to use her services again.”

About: As a lifelong dog lover and owner for 10 years, I’m now embarking on a new chapter after 24 wonderful years in Chicago. Following a long career in advertising sales, I’m seeking a slower-paced, more fulfilling path — one that lets me combine my reliability with my love for animals. At 49, I bring maturity, responsibility, and genuine care to every pup I watch, ensuring your they are looked after as if they were my own. Also, the doodle you see in some pics is my amazingly chill, gets along with every living thing, sidekick Lambeau. So please note your dog(s) must be okay with other dogs. I'm currently taking some time off and won't be going back to remote work until the fall '26, at the earliest. So I'm very flexible with my time at the moment. I live in an apartment complex (2 bed / 2 bath) with a huge unfenced grassy area off my lanai, that Lambeau and I call our own backyard. I also live across the street from John Chesnut park, in the Tarpon Woods area so Lambeau and I spend lots of time at that huge dog park and/or exploring the various trails. So if you're open to that as well, I'll gladly take your pup(s) over there for some adventures.
“Melissa was a pleasure to meet and my dog enjoyed having her company for the weekend. Melissa came prepared to our meet and greet with questions to ask, so I could tell her main priority was making sure my dog was well taken care of. She provided me with updates throughout the weekend and even sent me a few photographs of my smiling dog. When Melissa couldn't find Emma's toys she even went out and purchased her a brand new ball. Upon my return my dog was relaxed, and everything in the house was just as it was left. I will be sure to book Melissa for my next trip! Thank you, Melissa!!”

“Stephanie has been such a huge help in keeping our fur babies well taken care of when we are away and also giving us peace of mind that we have someone reliable, responsible, and caring in our home. Thank you so much!!!!”

The median cost per night for house sitting in Oak Creek At Countryside is $50
Pet parents share their Rover experiences - Oak Creek At Countryside
We couldn’t have asked for a better sitter for Blu! She kept us updated throughout his stay with frequent messages and lots of photos, which gave us so much peace of mind while we were away. It was clear that Blu was well cared for and truly in great hands. She was also incredibly thoughtful and respectful of our home, even taking the time to tidy up before she left, which was such a nice surprise. Her communication, professionalism, and genuine care exceeded our expectations. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter. Thank you for taking such wonderful care of Blu! -Jen

Jasmine watched our dog Mickey while we went away for three nights and we were very very happy with the care that she gave him and the updates and photos that she sent to us. She even got him to eat on day one which we did not expect! We’ve been looking for someone for a very long time who we are comfortable with, and we have finally found someone!

Katie was the best sitter ever!! She was so reliable and took such good care of my three dogs. She didn’t just let them out for a quick potty, every time she stopped by she spent lots of time with them keeping them company. She also sent so many photos that made me feel really secure about their well being. I will absolutely use Katie again! If you’re protective about your pets and want the best care possible- book with Katie!

Melissa was amazing while we were out of town! Our pups need eyedrops twice a day and she notified us after every dose so that we knew they were staying on schedule. Loved the frequent photos and updates! Our return flight was majorly delayed and she was so helpful through that as well! We will absolutely use her services in the future!

We love Mason! He was absolutely amazing with our dogs. One of our pups is a feisty Chihuahua, and somehow Mason had him wrapped around his finger in no time! He was great about providing updates and keeping both dogs on their regular schedule while we were away for an extended weekend, which gave us so much peace of mind. It was clear our dogs were happy, comfortable, and well cared for. We would definitely book Mason again and highly recommend him to anyone looking for a trustworthy and caring sitter!

I couldn’t be happier or more impressed with Sophia. She is awesome! she took wonderful care of our baby and treated her life her own I saw this with the many updates (not just pictures but videos)of their time together I could see how loved Lulu was by their interaction this was our first time leaving our little girl alone for so long and using the service so of course we were a little nervous. When we arrived home our place was left in the same condition we left it I was really great being able to keep Lulu in her comfortable space. Sophia is kind,compassionate, respectful and a wonderful caregiver. We completely trust her and she relieved our stress and anxiety and about leaving so we were able to enjoy our trip to the fullest knowing she was well taken care Lulu has a new Auntie lol! We will be requesting Sophia every time from now on, I would highly recommend her to anyone who wants to feel secure and worry free about their pet care💕
I know my dog Pickles is in great hands when Richi comes to pet sit for him. Pickles loves lots of attention and love and Richi is so caring and always sends me photos to enjoy. I highly recommend these two pet lovers for times we need to be away from our fur babies.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
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