House Sitting in Westchester

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Loving house sitters in your neighborhood

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Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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1. 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
from
$60
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
Profile image

Malcolmn did a terrific job taking care of our two big dogs in our home. He kept us well-informed about their activities and left the place super tidy. Highly recommend Malcolmn!

Availability updated yesterday
Sitter Profile Image: Naylah S.
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Sitter Profile Image: Naylah S.
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2. Naylah S.

Star Sitter
Missing My Dog!
Oak Park, IL, 60302
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
Profile image

Naylah was the best!! She kept in great communication and bailey had a blast!!! I will be using her in the future and recommend 1000% for anyone to use Naylah to watch their fur babies!!! She’s the best!!!

Availability updated 26 days ago
Sitter Profile Image: Annie L.
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Sitter Profile Image: Annie L.
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3. 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
from
$45
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
Profile image

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.

Availability updated 4 days ago
Sitter Profile Image: Diane B.
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Sitter Profile Image: Diane B.
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4. Diane B.

Aunt Diane and the Frying Pan
River Forest, IL, 60305
4.3 mi. away
House Sitting
from
$50
per night
5.0 out of 5 stars
3 reviews
Profile image

Diane was so kind and wonderful with our senior dog. She made such an effort to get to know us and our dog’s needs. She communicated clearly throughout her short stay. We can’t wait to book her again!

Availability updated yesterday
Sitter Profile Image: Sarah P.
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Sitter Profile Image: Sarah P.
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5. Sarah P.

Patient, Kind, and Compassionate
Western Springs, IL, 60558
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
Profile image

Sarah is absolutely amazing. She is trustworthy, profesional, reliable and the most caring person! It is such a relief to have zero worries about my home and my baby while we travel. Thank you Sarah for being the fabulous soul and taking the best care of Pixie!

Availability updated yesterday
Sitter Profile Image: Shay W.
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Sitter Profile Image: Shay W.
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6. Shay W.

Love Them Like My Own
Oak Park, IL, 60301
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
55 reviews
21 repeat clients
Profile image

Shay was great with our pups! She was very responsive over email and text and sent us updates on how things were going. We came home to a clean house with happy and relaxed dogs. We hope she will come back again!

Availability updated 4 days ago
Sitter Profile Image: Natalie R.
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Sitter Profile Image: Natalie R.
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7. Natalie R.

Rover 101
Pawsitively the Best Care!!
Justice, IL, 60458
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
10 reviews
Profile image

Natalie was great!! This was our first time booking with her and we would 100% want her to come back. So would our pup! She stayed in our home with him while we were away and our dog acted like they were best friends from the start. Natalie spent lots of time with him and took care of feeding, walking, and playing with him like a pro. Her communication was excellent and she even left behind adorable Polaroid pictures of our little guy for us to enjoy, along with a clean house just like we left it. We’d trust Natalie with our dog and home again any time and hope the experience was as good for her as it was for us!

Availability updated today
Sitter Profile Image: Irena W.
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Sitter Profile Image: Irena W.
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8. 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
from
$50
per night
5.0 out of 5 stars
28 reviews
13 repeat clients
Profile image

Haven’t been gone for 8 days in a very long time. I had complete trust in Irena .She took great care of my dogs as usual. Pictures sent every day made me happy and comfortable. Irena is a keeper!!

Availability updated over 1 year ago
Sitter Profile Image: Karolina U.
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Sitter Profile Image: Karolina U.
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9. Karolina U.

Star Sitter
Live. Laugh. Love Pets. ♥️🐾
Burr Ridge, IL, 60527
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
Profile image

Karolina was very caring to our animals and very responsive. She stayed over the Christmas and I was able to not worry while visiting my family. I will ask for her to housesit when I need it again.

Availability updated today
Sitter Profile Image: Kyrra W.
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Sitter Profile Image: Kyrra W.
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10. Kyrra W.

Cuddled with pets in South Korea
Bellwood, IL, 60104
2.6 mi. away
House Sitting, Dog Walking
from
$50
per night
5.0 out of 5 stars
11 reviews
1 repeat client
Profile image

Kyrra is awesome! She was really proactive in communication, sent frequent photo and text updates. Our dog and cat both loved her instantly. Our dog can be especially challenging, but Kyrra handled her well. I would definitely use Kyrra again!

Availability updated 26 days ago
Sitter Profile Image: James D.
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Sitter Profile Image: James D.
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11. 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
from
$40
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
Profile image

James was incredibly professional and treated our dogs with kindness. Thank you so very much, James!

Availability updated 3 days ago
Sitter Profile Image: Casey K.
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Sitter Profile Image: Casey K.
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12. Casey K.

Rover 101
Former daycare attendant
Addison, IL, 60101
6.7 mi. away
House Sitting, Drop-In Visits
from
$65
per night
5.0 out of 5 stars
66 reviews
21 repeat clients
Profile image

We are repeat clients of Casey’s and are so grateful for her attentiveness to our pup when we travel. She provides great updates, and takes exceptional care to give us peace of mind. She always leaves the house looking better than we left it and we always come home to a happy dog. This past booking she graciously accommodated us adding a last minute pup to the mix and provided additional enrichment for them both and some additional treats at the end. Grateful we found her!

Availability updated 7 days ago
Sitter Profile Image: Karolly Z.
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Sitter Profile Image: Karolly Z.
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13. Karolly Z.

Star Sitter
Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60302
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$78
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
Profile image

She's the best! My pup loves her and is comfortable around her. She's taken care of him a few times now and I know he's in good hands and is well taken care of!

Availability updated today
Sitter Profile Image: April S.
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Sitter Profile Image: April S.
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14. April S.

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

We’ve had April house-sit a few times and feel assured that our house and girls are well taken care of while we’re away. We also love getting updates and pictures that she sends us. I highly recommend April.

Availability updated 2 days ago
Sitter Profile Image: Danielle J.
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Sitter Profile Image: Danielle J.
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15. Danielle J.

Stand-in dog mom!
Willowbrook, IL, 60527
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
Profile image

Danielle did a great job watching our dog and two cats! She seems to really enjoy bonding with the animals. She was very communicative (which I like) and checked in with any questions throughout the week. She left the house clean and orderly. I would definitely use her again!

Availability updated 7 days ago
Sitter Profile Image: Kat V.
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Sitter Profile Image: Kat V.
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16. Kat V.

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

Kat is an unbelievable pet and house sitter! Our senior dog has cancer and she provided the most compassionate care. Our house was cleaner than we left it! We are thankful to have found her.

Availability updated today
Sitter Profile Image: Jacob W.
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Sitter Profile Image: Jacob W.
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17. Jacob W.

Experienced and enthusiastic sitter
Oak Park, IL, 60304
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
Profile image

He was able to respond really fast and had availability last minute which was wonderful. He came over and immediately had a rapport with my dog it was so nice. He sent picture updates the whole time I was away and when I got home my pets were happy and healthy! Thanks so much Jacob!!!!

Availability updated 5 days ago
Sitter Profile Image: Yulissa C.
Verified Enhanced Background Check
Sitter Profile Image: Yulissa C.
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18. Yulissa C.

Your fur baby’s fairy godmother 💖
Riverside, IL, 60546
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
4.5 out of 5 stars
9 reviews
4 repeat clients

Yulissa has been helping our family with our 2 dogs for over 2 years. She is reliable and responsible. Our dogs love her. She treats them well with loving attention and aerobic walks. She has made sure that they eat and get a treat! We will continue to have Yulissa help us take care of our dogs.

Availability updated today
Sitter Profile Image: Monica H.
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Sitter Profile Image: Monica H.
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19. Monica H.

Safety & comfort is my #1 priority!
Westchester, IL, 60154
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
Profile image

I cannot recommend Monica, highly enough for anyone in need of a trustworthy and caring house-sitting dog sitter! Monica provided exceptional service while looking after both our home and Roxi. From our initial communication, Monica was professional, courteous, and demonstrated a genuine love for dogs, she’s even got some kisses from Roxi on our meet and greet! she took the time to understand all of my dog's needs and routines, ensuring a seamless transition while we were away. Monica kept me updated with regular messages and photos, which was reassuring. It was clear that my dog was not only well cared for but also received plenty of love and attention 🥰 In addition to excellent pet care, Monica took great care of our home. Everything was in perfect order and I truly appreciated the extra touches like bringing in the mail. We will definitely be booking Monica again!

Availability updated 21 days ago
Sitter Profile Image: Nicholas H.
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Sitter Profile Image: Nicholas H.
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20. Nicholas H.

My passion is to care for animals
La Grange, IL, 60525
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

Nicholas has walked, played with and stayed overnight with my dog many times over the past couple of years. He is a thoughtful and caring young man who loves dogs! My dog is a bit reactive and uncomfortable around other dogs. Nicholas is extremely aware of the dog’s surroundings and is able to keep him calm and happy while on walks. He also loves to play with dogs and can help your pet get the activity they need. Additionally, he has stayed at my home and pet sat for me a number of times and I have always come home to a happy dog snd a clean house! I would highly recommend Nicholas to anyone who is looking for quality care for their pets!

Availability updated 5 days ago

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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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