House Sitting Oak Park Southwest
Find a loving house sitter to watch over your pets and your home.

Over 2 pet parents in Oak Park Southwest have booked house sitting
Oak Park Southwest, 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.
“Julia took excellent care of our girl. We made a last minute request for Julia to extend her stay and she was kind enough to accommodate. I would definitely recommend Julia for your pet sitting needs.”

“Lulu is awesome with our kitties. She always goes above and beyond to ensure they are happy and adjusting well while we are gone. She updates us regularly which helps to ease our minds too. She is the best!!”

“Jennifer took care of our 2 dogs and home for a few days - she did a fantastic job! She communicates regularly with pictures and information which is super helpful and comforting while being away. We highly recommend Jennifer!”

“Maryn provided exceptional dog/house sitting services. She made sure my dog was attended to as requested, provided walks, kept the house tidy, and provided me with regular updates on my dog. This was my first time using Rover and she made the process seamless and worry free.”


“Ell was great! She kept me updated with photos, & I could tell my dogs were very well taken care of. She also took good care of my home & left it clean & organized! She also did me the favor of watering my outdoor plants. I will definitely be hiring Ell again!”

“This is the third time we’ve had Pamela stay with our pups. I can’t say enough good things about her. Our fur babies are always cared for as if they belong to her, and she leaves our house in excellent condition!”

About: In a dog eat dog world, I have helped family and friends with their dogs and cats. Along with that I grew up in cat household throughout my childhood. I have experience with playing with and loving dogs, especially my grandmother's dog during my middle school and high school years. I've had to pet sit for friends for their cat within the last year. That responsibility included feeding the cat since he was an outside cat. But as a previous cat owner I know how to change a litter box and not let the cat think it is the god of the house. In addition to that, I've gone to a relative's house to let her dog out to the use the bathroom and fed him. As a full time preschool instructional assistant, I have early evening availability during Wed through Friday and weekend availability to come look after and play with your furry friends.
“We had never used Rover before, so we were super nervous how it would work with our fur babies. Erin eased our worries completely, even doing a test run for an hour before our vacation! One of our girls can be kind of hesitant/growly at people she doesn't know, but she warmed up to Erin immediately. The entire time we were gone, Erin sent us updates and pictures...making it so much easier for us to enjoy our vacation!! We can't say enough how amazing she is and we will definitely be using her again!!!”

“Stephanie was fantastic watching our French Bulldog! We got a number of updates and she went above and beyond. We very much appreciated her and will be using her again!”


About: I’ve loved animals of all kinds since I was a kid! For the last 8 years I have worked as a veterinary assistant working hands on with pets of all kinds including anxious pets, special needs pets, and geriatric pets. I’m comfortable giving medications or following specific directions for pets that need just a little more attention. I of course love pets of all ages whether that’s playing with young pets or giving older pets more accommodations. I’m currently working part-time at an animal clinic, so I’ll have plenty of time to care for your pet! I go for walks twice daily already and your pet would make a perfect addition! I live in an apartment with my 13 year old cat, Juliet. Juliet is a very sweet cat but will typically hide when other pets are boarded in the home. My apartment is located in the Volker neighborhood with parks and plenty of walking trails nearby. For in home boarding, pets are welcome on my furniture including the bed. I am happy to follow any and all requests for boarding / caretaking inside your home, including giving medications either orally or injectables.
“Another 6⭐️ rating for Abby! She took great care of our energetic 11 month old Golden Retriever “Hank”—he loves her! He got plenty of exercise and TLC. Abby kept us updated to include photos. She is the consummate professional. We will definitely seek her services again!”

“Jonathan was thorough and professional once again! One of our dogs has severe anxiety and Jonathan took the time to revisit our pets to ensure an easy stay. Thank you for loving our pets this past weekend!”


“Lori was great with our dogs. She sent lots of pictures and cared for them well during our time away. You can tell that she takes her job seriously and wants what’s best for the animals. We will hire her again!”


About: I’ve been owned by several (rescue) dogs and a few cats. Am capable a caring for multiple pets in household. Have lived with 3 dogs for several years. I’m good with all animals and have a tendency to make a critter calm. Senior dogs are a specialty and regular medications are no problem. Done a lot of house sitting for pets and home security. Day care and overnights easy as I am retired with only a few obligations with my time. I am retired so an abundance of time is available. I do have a commitment to sit with a dog and two cats every Wednesday. I feed/walk/play with two dogs every evening and a long walk on Saturday afternoon. I clean a home once a month on my schedule. I am involved in my church (Sunday worship and once a month vestry meetings). If you desire overnight stays or extended visits I’m able to do that as long as leaving for above mentioned obligations works with your pet. My specialty is senior dogs. I prefer smaller dogs as I am older fella and wouldn’t want to lose grip walking or caring for large dogs. Feeding/walks/medications not a problem If doing check ins I am punctual and trustworthy in your home.
“Rachel did an amazing job with our dogs. We were able to enjoy our vacation, knowing she was taking such good care of them. We got daily updates, with pictures. She gladly brought in mail and watered plants for us. She is very accommodating and fit us in to her schedule. She was able to pop in for 3 afternoons visits before her time here started when our son wasn’t able to get here during the day to let them out. We will definitely be calling her for future jobs! She’s a gem!!”

“This is the second time Vanessa has watched my greyhound mix, and it was just as good as the first time. She's responsive and sends daily updates. I would recommend Vanessa to others.”

About: Hi, I'm Sophie! I grew up surrounded by animals and have been pet sitting for over 12 years. I also volunteer at a local animal shelter, where I regularly walk dogs of all sizes, personalities, and energy levels. I provide dependable, loving care so your pet will be in good hands. I work 3 days a week so I have lots of time to keep your pets happy! My schedule varies weekly and can be flexible. I follow your pet's normal routine to help them feel comfortable and happy. I'll make sure they have fresh food and water, potty breaks, exercise, playtime, and plenty of affection
The median cost per night for house sitting in Oak Park Southwest is $45
Pet parents share their Rover experiences - Oak Park Southwest
Mirette was wonderful! She helped us out at the last minute when our original sitter plans didn't work out. She was flexible, reliable, and took great care of our pups. She kept us updated, was great at communication. and respectful of our house. We would trust her with our pups again without any hesitation!

Michael was an incredible sitter for Buddy while I was away! He was so attentive and made sure Buddy stayed on his normal daily routine, which gave me so much peace of mind. He sent daily updates along with plenty of pictures, so I always knew Buddy was happy and well cared for. Not only did Michael take Buddy along with him when he ran errands (Buddy absolutely adores car rides!), but he also made sure Buddy got plenty of playtime with other dogs. It was clear that Buddy was treated like part of the family. I couldn’t have asked for a better sitter during my time away. I highly recommend Michael to anyone looking for someone who is reliable, caring, and genuinely loves dogs. Thank you again, Michael

It was our first time having Kayma house sit and stay with the two dogs. It went great and we will definitely use her again. We travel as a family once or twice a year and have found that the dogs are less stressed if they get to stay home. Both middle age pups, one more shy than the other. Kayma shared photos and updates each day. Glad to have connected with Kayma.

Charlett was absolutely wonderful with my dog! She gave me so much peace of mind while I was away by sending regular updates, photos, and videos, and it was clear Poppy was happy, comfortable, and well cared for the entire time. Charlett was reliable, communicative, and genuinely attentive to Poppy’s needs. When I picked her up, she was relaxed, happy, and had clearly been treated like part of the family. It’s obvious Charlotte truly loves animals, and that comes through in the level of care she provides. I wouldn’t hesitate to book with Charlotte again and highly recommend her to anyone looking for a trustworthy, caring, and dependable dog sitter!

Maryn was so great, our dog had so much fun with her and got so much love, attention, exercise, and play time! She sent so many pictures which put us at ease and allowed us to enjoy our trip knowing our dog was taken care of. Would definitely use Maryn again and definitely recommend her!

Mattie really seems to love our fur babies when taking care of them in our absence. We regularly received text photos and updates letting us know how they were all doing. In one picture, one of our cats was laying on Mattie's legs while our dogs were snuggled up the each side of her. Our condo lobby attendant said Mattie was super nice and great with our pets.

This was my first time using Rover, and my first time leaving my kitties. I was blown away at how wonderful Ashley was! She was so attentive and wonderful with them. She did perfect with the insulin injections for Pedro and made sure he ate, sent me pictures and I swear my house was cleaner than when I left it! I highly recommend her. 🩵
I can’t say enough good things about Kennedy! While I was in Mexico, she took such incredible care of my dogs and gave me total peace of mind the entire time. She went above and beyond—not only making sure they were happy, cared for, and loved on, but also administering their medications and kept everything on track. When feeding schedules needed to change, she adapted without hesitation and handled it all seamlessly. It’s clear she genuinely cares about the animals she looks after, and that kind of trust is priceless. I came home to calm, healthy, happy pups—which says everything. I highly recommend her to anyone looking for a reliable, attentive, and truly compassionate pet sitter!

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