House Sitting in Westchester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Karolly Z.
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Sitter Profile Image: Karolly Z.
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1. Karolly Z.

Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60302
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$70
per night

Karolly is the best! She took care of our dog for 4 days, checked in regularly and sent tons of videos and photos. It was such a relief knowing our pup was being well taken care of!

Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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2. Malcomn F.

Star Sitter
Kind, professional, one of the best
Austin, Chicago, IL, 60651
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$40
per night

Malcolm is very flexible and punctual! He gave our dogs so much attention and love. I have a reactive and anxious dog I was very worried of being away from, but she loved him and did well. He provides thorough updates and is detailed. Would recommend for dog walks and house sitting needs!

Sitter Profile Image: Trevor B.
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Sitter Profile Image: Trevor B.
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3. Trevor B.

Star Sitter
Will treat your furbaby as my own!
La Grange, IL, 60525
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$35
per night

Exceptional care, communication and diligence. Trevor was outstanding in every way. Highly recommend.

Sitter Profile Image: Matthew E.
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Sitter Profile Image: Matthew E.
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4. Matthew E.

Man’s Best Friend
Hinsdale, IL, 60521
4.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
56 reviews
36 repeat clients
from
$30
per night

Matthew has stayed with our dogs multiple times now and always leaves us with peace of mind that our babies are being taken care of while we’re away. He’s great with the dogs and takes good care of our home as well!

Sitter Profile Image: Charlie L.
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Sitter Profile Image: Charlie L.
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5. Charlie L.

All pets welcome! Love them all.
Clarendon Hills, IL, 60514
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Charlie is a wonderful dog sitter for our baby. We appreciate all the photos and feedback she provides during the day, so we know our pup is taken care of and spoiled when we are not with him.

Sitter Profile Image: Sarah P.
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Sitter Profile Image: Sarah P.
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6. Sarah P.

Star Sitter
Patient, Kind, and Compassionate
Western Springs, IL, 60558
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$75
per night

Sarah took great care of our dog while we were away for a few nights! She provided pictures, updates, was super easy to work with. Our dog was well cared for when we returned thanks to Sarah! We will definitely work with her again.

Sitter Profile Image: James D.
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Sitter Profile Image: James D.
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7. James D.

Star Sitter
I love dogs they are great pets
La Grange Park, IL, 60526
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
6 repeat clients
from
$40
per night

Jim was fantastic with our 1 year old pup! Great updates and communication while we were away. Went for lots of walks and provide amazing care. Will absolutely book Jim again!

Sitter Profile Image: Annie L.
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Sitter Profile Image: Annie L.
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8. Annie L.

Star Sitter
The sitter who listens to you
Forest Park, IL, 60130
4.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
15 repeat clients
from
$45
per night

Annie gave me daily photo updates and left me a picture she drew of Kiku, my floofy cat, after she left which was fun! My place looked better than how I left it when I got back. Kiku seemed happy to have a friend while I was gone and she got lots of quality time and attention with Annie staying at my place.

Sitter Profile Image: Irena W.
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Sitter Profile Image: Irena W.
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9. Irena W.

Retired and ready to love your pets
Riverside, IL, 60546
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
23 reviews
12 repeat clients
from
$50
per night

Irena took great care of my 2 dogs in my home. This was my first time and I was nervous. She sent me a picture every day and assured me that all was well. I already have her booked again She’s a keeper!

Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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10. April S.

Star Sitter
Home full time - loves animals
Elmwood Park, IL, 60707
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
13 repeat clients
from
$40
per night

April is responsive, personable, and friendly. She stayed in our home and took great care of our cat and dog, who can be anxious and high-strung at times. We enjoyed getting pictures and updates while we were away. Highly recommend!

Sitter Profile Image: Kat V.
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Sitter Profile Image: Kat V.
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11. Kat V.

Full Time Care: Senior Specialist
LaGrange Park, IL, 60526
1.3 mi. away
House Sitting
5.0 out of 5 stars
26 reviews
7 repeat clients
from
$60
per night

Kat was great! She kept us updated and sent great pics of our pup throughout. On top of everything else, she even left the house cleaner than it’s been in months!

Sitter Profile Image: Kyrra W.
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Sitter Profile Image: Kyrra W.
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12. Kyrra W.

Cuddled with pets in South Korea
Bellwood, IL, 60104
2.6 mi. away
House Sitting
5.0 out of 5 stars
5 reviews
from
$30
per night

Really grateful Kyrra was available to watch our little one while away. You can just tell she has a heart of gold and loves caring for animals. I never once felt anxious about leaving my dog with her as I just knew my baby would be in good hands. I was right. Thank you Kyrra!

Sitter Profile Image: Maggie D.
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Sitter Profile Image: Maggie D.
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13. Maggie D.

I love all types of dogs!
Hinsdale, IL, 60521
4.4 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Maggie did a great job with my two dogs! She stayed overnight with them and made sure they had what they needed. Very responsible!!

Sitter Profile Image: Vanessa A.
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Sitter Profile Image: Vanessa A.
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14. Vanessa A.

I’ll love your pets as my own!
McCook, IL, 60525
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$35
per night

Vanessa was great with my pet pig Rosa and pup Slinky! I will be taking a longer trip soon and Vanessa took the time to make sure she had a grasp on Rosa and her routine ahead of time, since Rosa is the stubborn one. Absolutely recommend her ❤️

Sitter Profile Image: Adrianna D.
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Sitter Profile Image: Adrianna D.
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15. Adrianna D.

Your Dog's New BFF :)
Oak Brook, IL, 60523
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$40
per night

Adrianna has helped us out with our dog so many times when we were stuck. Our dog loves her and gets so excited when she’s around and always burns so much energy when she takes him out which is exactly what we need! She has so much love for all dogs! You can tell that she treats all dogs she’s around like her own. I’d absolutely recommend her for anything pup related!

Sitter Profile Image: caroline b.
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Sitter Profile Image: caroline b.
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16. caroline b.

Star Sitter
upbeat & accommodating dog lover!
hinsdale, IL, 60521
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
11 repeat clients
from
$85
per night

We absolutely loved working with Caroline! Caroline is easy to trust -- we felt at ease leaving our pup Frank with her while we were away. She is so kind, caring, attentive and professional. She took Frank out on regular walks, administered meds when necessary, gave him lots of pets and cuddles, and sent us regular updates. Frank adores her and so do we!

Sitter Profile Image: Ame P.
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Sitter Profile Image: Ame P.
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17. Ame P.

Friendly and Responsible Pet Sitter
La grange, IL, 60525
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$39
per night

Ame did a great job looking after our puppers and our home! She sent photos and kept us posted daily. She’s very nice and gentle with shy dogs.

Sitter Profile Image: Rebecca B.
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Sitter Profile Image: Rebecca B.
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18. Rebecca B.

Wagging Tails, Happy Trails
Hinsdale, IL, 60521
3.8 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night

Rebecca is one of the best pet sitters there is. She was our neighbor and she took care of our dogs, fish, and my daughters hamster. Rebecca was never hesitant when it came to the animal we asked her to take care of. We always came back to happy and healthy animals. She grew up with a pet dog and still takes care of her dog today. She is the most responsible pet sitter there is and she is always energetic and brightens your day.

Sitter Profile Image: Gail G.
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Sitter Profile Image: Gail G.
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19. Gail G.

🌠 Winter Specials 🌠
Westchester, IL, 60154
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$115
per night

Gail has taken care of my pup-house sitting-several times and my baby adores her. She is the best and I am grateful to have someone I can trust not just with the dog but in my home. Highly recommend!

Sitter Profile Image: Jarrett W.
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Sitter Profile Image: Jarrett W.
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20. Jarrett W.

A walk a day will keep the vet away
Bellwood, IL, 60104
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per night

Jarrett took great care of my pup and my place!

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Westchester House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Westchester are rated on average 5 out of 5 stars based on 11 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Westchester:

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

House Sitting