House Sitting in Winfield

Find a loving dog sitter to watch your dog overnight in your home.

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1. Lance Verified Background CheckRover 101

Will Care for Your Pet & Your Home

Glen Ellyn, IL, 60137

House Sitting, Drop-In Visits, Dog Walking

"Lance is the best! This is our second time working with him, and Maggie just loves him. It is so nice to see our baby not get upset that we're leaving and to… (more)"

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2. Rose Verified Enhanced Background Check

Dog/Kitty caretaker full time!

Naperville, IL, 60563

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Rose stayed at our home for 4 nights. I think if my pets could talk they would give her a big 5star. She kept in touch with messages and pictures of them. I c… (more)"

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3. Virginia Verified Enhanced Background Check

Peace of mind for your furry family

Carol Stream, IL, 60188

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Virginia is the BEST! I have had her watch my dog and my sister had Virginia watch her dogs many times. She is respectful, kind, and caring I'm so happy tha… (more)"

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4. Donatella Verified Background CheckRover 101

Conscientious & Trustworthy

Naperville, IL, 60563

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Donatella was amazing with our 2 dogs over a long weekend. She was very attentive and went above and beyond to care for them while we were out of town. She kep… (more)"

5. Amanda Verified Background Check

Your dog = Royalty 🤴👸

Naperville, IL, 60540

House Sitting, Drop-In Visits, Dog Walking

"I’m so glad I found Amanda! She took great care of my pup, Rosie. She sent daily updates with pictures and responded right away whenever I messaged her. This w… (more)"

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6. Lauren Verified Background Check

Service Dog trainer & dog fanatic

Glendale Heights, IL, 60139

House Sitting, Drop-In Visits, Dog Walking

"Highly recommend Lauren! She has a lot of experience with dogs through her service dog program and in dog behavior. Lauren will set your dog up for success and… (more)"

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7. Mary Verified Background Check

We will treat your pet like family

Geneva, IL, 60134

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Mary was so great with our little dog Jefe! She had a fenced in yard and her little dog got along great with ours. Mary sent lots of pics and was super flexibl… (more)"

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8. Grace Verified Background Check

Your Fur Baby’s New Best Friend!

Wheaton, IL, 60187

House Sitting, Drop-In Visits, Dog Walking

"Grace is perfect for this job because she absolutely loves, loves, loves animals! All animals. She is trustworthy, responsible, kind and thorough. She is “al… (more)"

9. Jason Verified Background Check

Army Vet with lots of love for dogs

Glendale Heights, IL, 60139

House Sitting, Drop-In Visits

"Jason was great with our furbabies. He was able to take care of our 2 dogs and 2 cats with short notice. We would definitely recommend him to anyone looking an… (more)"

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10. Anne Verified Enhanced Background Check

Wildlife Biologist & Zoologist

Lisle, IL, 60532

House Sitting, Drop-In Visits, Dog Walking

"Anne is our trusted go to for all of our animals! We have exotics and two dogs that require specialized attention and time commitments that Anne provides with… (more)"

11. Elizabeth Verified Background Check

I know a lot with 15 years exp!

Naperville, IL, 60563

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I'm quite happy with how she was able to get old Max moving and always seems to be available any time we needed her. Even helped work on his howling tendencies… (more)"

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12. Beth Verified Enhanced Background Check

A Dog's PARADISE!

Glen Ellyn, IL, 60137

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Beth is perfect for your pet's caregiver. She is responsible, nurturing and provides a loving and positive environment for your 4-legged child. She will love y… (more)"

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13. Nicole Verified Background CheckRover 101

Dogs are not pets, they’re family

Carol Stream, IL, 60188

House Sitting, Drop-In Visits, Dog Walking

"Nicole went above and beyond during her overnight stay with Benson. She is very friendly and I would definitely recommend to anyone thinking about booking her.… (more)"

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14. Caterina Verified Background Check

Animal lover of all sorts 💕

Carol stream, IL, 60188

House Sitting, Drop-In Visits, Dog Walking

"Cat has always been the best caregiver for my babies, she even helped out with my fish while I was away! Thanks so much cat! (more)"

15. Carrie Verified Background Check

Dog-lover at heart! Happy to help!

Wheaton, IL, 60187

House Sitting, Drop-In Visits, Dog Walking

"Carrie and her sister, Natasha, were great to work with and my dog had a very good time Natasha. Natasha was on time, very caring, sweet, and respectful. Defin… (more)"

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16. Kelly Verified Background Check

Dog Mom to active 3-legged Husky!

Naperville, IL, 60540

House Sitting, Drop-In Visits, Dog Walking

"Kelly is a dog's best friend. She is so loving and patient with every pooch, winning over even the toughest of four-legged friends. Kelly has experience with p… (more)"

17. Aurelio Verified Enhanced Background Check

Pet sitter/ Dog walker

West Chicago, IL, 60185

House Sitting, Drop-In Visits, Dog Walking

"He was wonderful. Polite and respectful. Our dogs loved him. (more)"

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18. Michaela Verified Enhanced Background CheckRover 101

Extra Love and Care

Naperville, IL, 60563

House Sitting, Drop-In Visits, Dog Walking

"Michaela was amazing! Very easy to work with leading up to her first stay. Dogs and home well taken care of - happy all around! Wonderful to work with! (more)"

19. Sharon Verified Background CheckRover 101

Home full time large fenced in yard

Warrenville, IL, 60555

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Our dog Dexter had a great time during his stay with Sharon. He was spoiled by playing with her dog, lounging in the sun, playing in the fenced in yard and goi… (more)"

20. Karley Verified Background Check

Avail during COVID & LOWER RATES

Winfield, IL, 60190

House Sitting, Drop-In Visits, Dog Walking

"Karley was awesome! She left a detailed list of the care she provided for our 3 dogs and also provided pictures. It was a huge relief knowing that our animals … (more)"


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winfield house sitting needs. On Rover, it's easy to find a loving dog sitter in Winfield who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winfield house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winfield for your dog — people who'll treat him like family.