House Sitting in Montclare, Chicago, IL

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Top rated Montclare house sitters

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Sitter Profile Image: Andrea C.
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Andrea C.
Star Sitter
from
$50
per night
5 out of 5.0 stars
33 reviews
13 repeat clients
4 years of experience
Portage Park, Chicago, IL, 60641

Andrea is fantastic! She watched out two dogs and our home for 5 days while we were out of town. She sent many photos and was very communicative, which we really appreciated, and she was so sweet with the dogs. I can tell they were very well cared for while we were gone. We would love to have Andrea back the next time we travel!

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Natalia M.
Sitter Profile Image: ray r.
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ray r.
Star Sitter
from
$60
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
50 years of experience
Norridge, IL, 60706

Thank you, Ray. We appreciate you and will call upon you again. Ray is dependable and our dogs are well cared for under his supervision. Highly recommend!

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Kathy D.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
40 years of experience
River Forest, IL, 60305

Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!

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Stone H.
Sitter Profile Image: Jo D.
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Jo D.
Star Sitter
from
$69
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
21 years of experience
Portage Park, Chicago, IL, 60630

Jo was great!! She was very communicative and took great care of our little Josie. This was our first time leaving our 3 month old puppy for the night and Jo made us feel so comfortable. We will definitely be using Jo again!! 🙂

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Kate H.
Sitter Profile Image: Coleen T.
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Coleen T.
Star Sitter
from
$75
per night
5 out of 5.0 stars
145 reviews
34 repeat clients
24 years of experience
Chicago, IL, 60634

Coleen stayed with our animals while we were gone and was amazing. She sent many messages and photos throughout our trip so we knew they were getting the best care. When we got home our dog was tired and happy - a sign of a fun long weekend! We will definitely rebook with Coleen and would recommend her to anyone.

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Andrea B.
Sitter Profile Image: Perniall G.
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Perniall G.
Star Sitter
from
$50
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
30 years of experience
Humboldt Park, Chicago, IL, 60651

Perniall was great with the dogs. Patient with our one dog who is a bit barky to new people in the home and we successfully had no accidents from our puppy for the day

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Andrew M.
Sitter Profile Image: Jillian L.
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Jillian L.
from
$60
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
20 years of experience
Irving Park, Chicago, IL, 60641

Jillian watched our two dachshunds for a weekend and she was fantastic - friendly and easy to communicate with, very punctual. We are looking forward to having her watch them again!

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Kara W.
Sitter Profile Image: Renee S.
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Renee S.
from
$45
per night
5 out of 5.0 stars
11 reviews
15 years of experience
Belmont Cragin, Chicago, IL, 60639

Renee is incredibly thoughtful, thorough, and knowledgeable when it comes to pet care. She takes the time to learn your pet, and applies her experience to help them thrive while you’re away. She was consistent with communication at every step as well, and incredibly trustworthy. My pup warmed up to her right away!

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Madi M.
Sitter Profile Image: Maiya D.
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Maiya D.
Star Sitter
from
$48
per night
5 out of 5.0 stars
43 reviews
15 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

Maiya was so great and took really good care of Lucy while we were away for the day! She gave us regular updates and helped Lucy as she is working through some anxious behaviors since Lucy can struggle with some separation anxiety. She made us feel so comfortable and we would absolutely recommend her to anyone needing a dog sitter!

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Brian E.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$50
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
10 years of experience
Irving Park, Chicago, IL, 60641

Stephanie pup sat and house sat for us while we were out of town for over a week and she was FANTASTIC every step of the way. She came over to meet our two pups and they instantly connected, even our doggo who’s a bit of a scaredy cat loved her instantly. We explained the flow of a typical day before we left, and throughout the trip we never for a second worried that Stephanie needed extra reminders or pings. Stephanie sent us regular updates and pics of the pups as they explored the neighborhood on their leashed walks. Stephanie was also very clean and treated our place with a ton of respect - we’d had the place cleaned before we left and it looked even cleaner and tidier when we got back. Overall we were really happy with Stephanie, who helped us out immeasurably while also juggling her work. Our pups were well taken care of, our place was looked after, and I honestly can’t remember another trip we took where we didn’t have to worry at all about how our girls were doing, and we have Stephanie to thank for that!

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Ryan P.
Sitter Profile Image: April S.
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April S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
64 reviews
18 repeat clients
28 years of experience
Elmwood Park, IL, 60707

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!

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Mary C.
Sitter Profile Image: Malcomn F.
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Malcomn F.
Star Sitter
from
$60
per night
5 out of 4.9 stars
37 reviews
15 repeat clients
8 years of experience
Austin, Chicago, IL, 60651

Malcomn is the best. He leaves the house spotless and our pets are extremely happy. We continually refer him to others and recommend you book him.

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Kelsey K.
Sitter Profile Image: Oluwemimo "Ola" A.
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Oluwemimo "Ola" A.
from
$42
per night
5 out of 5.0 stars
7 reviews
8 years of experience
Maywood, IL, 60153

Ola was a wonderful dog sitter for our pup. She was neat, orderly, and respectful of our place while we were gone. She did us a huge favor by staying with our pup over Memorial Day weekend. 10/10!

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Sarah C.
Sitter Profile Image: Karolly Z.
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Karolly Z.
Star Sitter
from
$88
per night
5 out of 5.0 stars
58 reviews
17 repeat clients
3 years of experience
Oak Park, IL, 60301

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!

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Kristen M.
Sitter Profile Image: Cheryl L.
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Cheryl L.
Star Sitter
from
$59
per night
5 out of 4.9 stars
95 reviews
30 repeat clients
20 years of experience
Logan Square, Chicago, IL, 60647

Cheryl was terrific! She stayed at our house and she and Maggie got along great while we were far away for 12 days. She sent regular pictures and updates, so it was great to have a worry-free vacation. All was well at our house when we returned. We would have Cheryl come again.

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Susan R.
Sitter Profile Image: Annie L.
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Annie L.
from
$45
per night
5 out of 4.9 stars
91 reviews
20 repeat clients
13 years of experience
Forest Park, IL, 60130

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.

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Gina L.
Sitter Profile Image: Ariel R.
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Ariel R.
Star Sitter
from
$55
per night
5 out of 5.0 stars
25 reviews
8 repeat clients
4 years of experience
River Forest, IL, 60305

Ariel is a great pet/house sitter. She was flexible, responsive, and our dog took to her very quickly, which never happens. We will definitely book her for future dog sitting!

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Abigail H.
Sitter Profile Image: Max B.
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Max B.
from
$35
per night
5 out of 4.6 stars
10 reviews
2 repeat clients
8 years of experience
Oak Park, IL, 60602

Great sitter. Very friendly. Seems like my pup had a great time. Max is a pro dog sitter. Will book with him again. He asked good questions about dog related things that I forgot about

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Patrick B.
Sitter Profile Image: Elijah M.
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Elijah M.
Star Sitter
from
$85
per night
5 out of 5.0 stars
71 reviews
33 repeat clients
14 years of experience
Portage Park, Chicago, IL, 60641

Elijah took great care of my cat while I had to travel for work. My cat had medication that needed to be administered, and there were no problems. So happy! Thank you!

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Wendy K.
Sitter Profile Image: Ashley L.
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Ashley L.
from
$65
per night
5 out of 4.9 stars
137 reviews
46 repeat clients
5 years of experience
Elmwood Park, IL, 60707

Ashley left my home cleaner than before we left. She took great care of our dog, who had recently injured his leg, and adapted care plans on the fly despite it being her first time watching them. She handled a deaf and visually impaired 1.5y/o Aussie like she'd lived with him her whole life. Everyone was happy, safe, and sound upon our return.

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Alexa H.
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Sitter Profile Image: Andrea C.
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Sitter Profile Image: Andrea C.
Verified Enhanced Background Check

Andrea C.
Star Sitter

Paws, play and plenty of love!
Portage Park, Chicago, IL, 60641
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
33 reviews
13 repeat clients
Profile image

Andrea is fantastic! She watched out two dogs and our home for 5 days while we were out of town. She sent many photos and was very communicative, which we really appreciated, and she was so sweet with the dogs. I can tell they were very well cared for while we were gone. We would love to have Andrea back the next time we travel!

Availability updated today
Sitter Profile Image: ray r.
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Sitter Profile Image: ray r.
Verified Enhanced Background Check

ray r.
Star Sitter

Handled all from frogs to horses
Norridge, IL, 60706
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
Profile image

Thank you, Ray. We appreciate you and will call upon you again. Ray is dependable and our dogs are well cared for under his supervision. Highly recommend!

Availability updated today
Sitter Profile Image: Diane B.
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Sitter Profile Image: Diane B.
Verified Enhanced Background Check

Diane B.
Star Sitter

Aunt Diane and the Frying Pan
River Forest, IL, 60305
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
Profile image

Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jo D.
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Sitter Profile Image: Jo D.
Verified Enhanced Background Check

Jo D.
Star Sitter

Trusted pet sitting & peace of mind
Portage Park, Chicago, IL, 60630
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$69
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Jo was great!! She was very communicative and took great care of our little Josie. This was our first time leaving our 3 month old puppy for the night and Jo made us feel so comfortable. We will definitely be using Jo again!! 🙂

Availability updated 2 days ago
Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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Coleen T.
Star Sitter

Reliable Carer for Your Fur Babies
Chicago, IL, 60634
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
145 reviews
34 repeat clients
Profile image

Coleen stayed with our animals while we were gone and was amazing. She sent many messages and photos throughout our trip so we knew they were getting the best care. When we got home our dog was tired and happy - a sign of a fun long weekend! We will definitely rebook with Coleen and would recommend her to anyone.

Availability updated today
Sitter Profile Image: Perniall G.
Verified Enhanced Background Check
Sitter Profile Image: Perniall G.
Verified Enhanced Background Check

Perniall G.
Star Sitter

Random animals are attracted to me!
Humboldt Park, Chicago, IL, 60651
4.9 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Perniall was great with the dogs. Patient with our one dog who is a bit barky to new people in the home and we successfully had no accidents from our puppy for the day

Availability updated today
Sitter Profile Image: Jillian L.
Verified Enhanced Background Check
Sitter Profile Image: Jillian L.
Verified Enhanced Background Check

Jillian L.

flexible schedule, remote worker
Irving Park, Chicago, IL, 60641
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
Profile image

Jillian watched our two dachshunds for a weekend and she was fantastic - friendly and easy to communicate with, very punctual. We are looking forward to having her watch them again!

Availability updated yesterday
Sitter Profile Image: Renee S.
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Sitter Profile Image: Renee S.
Verified Background Check

Renee S.
Rover 101

Peppy Paws Petcare
Belmont Cragin, Chicago, IL, 60639
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
11 reviews
Profile image

Renee is incredibly thoughtful, thorough, and knowledgeable when it comes to pet care. She takes the time to learn your pet, and applies her experience to help them thrive while you’re away. She was consistent with communication at every step as well, and incredibly trustworthy. My pup warmed up to her right away!

Availability updated yesterday
Sitter Profile Image: Maiya D.
Verified Background Check
Sitter Profile Image: Maiya D.
Verified Background Check

Maiya D.
Star Sitter

Available for Thanksgiving!
Logan Square, Chicago, IL, 60647
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
43 reviews
15 repeat clients
Profile image

Maiya was so great and took really good care of Lucy while we were away for the day! She gave us regular updates and helped Lucy as she is working through some anxious behaviors since Lucy can struggle with some separation anxiety. She made us feel so comfortable and we would absolutely recommend her to anyone needing a dog sitter!

Availability updated 3 days ago
Sitter Profile Image: Stephanie M.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie M.
Verified Enhanced Background Check

Stephanie M.

Animal lover!
Irving Park, Chicago, IL, 60641
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Stephanie pup sat and house sat for us while we were out of town for over a week and she was FANTASTIC every step of the way. She came over to meet our two pups and they instantly connected, even our doggo who’s a bit of a scaredy cat loved her instantly. We explained the flow of a typical day before we left, and throughout the trip we never for a second worried that Stephanie needed extra reminders or pings. Stephanie sent us regular updates and pics of the pups as they explored the neighborhood on their leashed walks. Stephanie was also very clean and treated our place with a ton of respect - we’d had the place cleaned before we left and it looked even cleaner and tidier when we got back. Overall we were really happy with Stephanie, who helped us out immeasurably while also juggling her work. Our pups were well taken care of, our place was looked after, and I honestly can’t remember another trip we took where we didn’t have to worry at all about how our girls were doing, and we have Stephanie to thank for that!

Availability updated 7 days ago
Sitter Profile Image: April S.
Verified Background Check
Sitter Profile Image: April S.
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April S.
Star Sitter

School hours - loves anumals
Elmwood Park, IL, 60707
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
64 reviews
18 repeat clients
Profile image

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!

Availability updated 10 days ago
Sitter Profile Image: Malcomn F.
Verified Enhanced Background Check
Sitter Profile Image: Malcomn F.
Verified Enhanced Background Check

Malcomn F.
Star Sitter

Kind, professional, one of the best
Austin, Chicago, IL, 60651
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
37 reviews
15 repeat clients
Profile image

Malcomn is the best. He leaves the house spotless and our pets are extremely happy. We continually refer him to others and recommend you book him.

Availability updated 7 days ago
Sitter Profile Image: Oluwemimo "Ola" A.
Verified Enhanced Background Check
Sitter Profile Image: Oluwemimo "Ola" A.
Verified Enhanced Background Check

Oluwemimo "Ola" A.

Pet friend
Maywood, IL, 60153
4.4 mi. away
House Sitting, Drop-In Visits
from
$42
per night
5 out of 5.0 stars
7 reviews
Profile image

Ola was a wonderful dog sitter for our pup. She was neat, orderly, and respectful of our place while we were gone. She did us a huge favor by staying with our pup over Memorial Day weekend. 10/10!

Availability updated yesterday
Sitter Profile Image: Karolly Z.
Verified Enhanced Background Check
Sitter Profile Image: Karolly Z.
Verified Enhanced Background Check

Karolly Z.
Star Sitter

Whiskers and Wags: My Heart's Furr
Oak Park, IL, 60301
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$88
per night
5 out of 5.0 stars
58 reviews
17 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 3 days ago
Sitter Profile Image: Cheryl L.
Verified Enhanced Background Check
Sitter Profile Image: Cheryl L.
Verified Enhanced Background Check

Cheryl L.
Star Sitter

Fun-loving music teacher loves pets
Logan Square, Chicago, IL, 60647
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5 out of 4.9 stars
95 reviews
30 repeat clients
Profile image

Cheryl was terrific! She stayed at our house and she and Maggie got along great while we were far away for 12 days. She sent regular pictures and updates, so it was great to have a worry-free vacation. All was well at our house when we returned. We would have Cheryl come again.

Availability updated today
Sitter Profile Image: Annie L.
Verified Background Check
Sitter Profile Image: Annie L.
Verified Background Check

Annie L.

The sitter who listens to you
Forest Park, IL, 60130
3.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 4.9 stars
91 reviews
20 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 7 days ago
Sitter Profile Image: Ariel R.
Verified Enhanced Background Check
Sitter Profile Image: Ariel R.
Verified Enhanced Background Check

Ariel R.
Star Sitter

Passionate Pet Professional
River Forest, IL, 60305
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
25 reviews
8 repeat clients
Profile image

Ariel is a great pet/house sitter. She was flexible, responsive, and our dog took to her very quickly, which never happens. We will definitely book her for future dog sitting!

Availability updated 8 days ago
Sitter Profile Image: Max B.
Verified Enhanced Background Check
Sitter Profile Image: Max B.
Verified Enhanced Background Check

Max B.

I'm a simple man. I see dog, I pet!
Oak Park, IL, 60602
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.6 stars
10 reviews
2 repeat clients
Profile image

Great sitter. Very friendly. Seems like my pup had a great time. Max is a pro dog sitter. Will book with him again. He asked good questions about dog related things that I forgot about

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Elijah M.
Verified Enhanced Background Check
Sitter Profile Image: Elijah M.
Verified Enhanced Background Check

Elijah M.
Star Sitter

Experienced Animal Caregiver
Portage Park, Chicago, IL, 60641
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
71 reviews
33 repeat clients
Profile image

Elijah took great care of my cat while I had to travel for work. My cat had medication that needed to be administered, and there were no problems. So happy! Thank you!

Availability updated today
Sitter Profile Image: Ashley L.
Verified Enhanced Background Check
Sitter Profile Image: Ashley L.
Verified Enhanced Background Check

Ashley L.
Rover 101

Someone you can count on!
Elmwood Park, IL, 60707
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.9 stars
137 reviews
46 repeat clients
Profile image

Ashley left my home cleaner than before we left. She took great care of our dog, who had recently injured his leg, and adapted care plans on the fly despite it being her first time watching them. She handled a deaf and visually impaired 1.5y/o Aussie like she'd lived with him her whole life. Everyone was happy, safe, and sound upon our return.

Availability updated today

How Rover works

  1. 1. Search

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  2. 2. Meet & Greet

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

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