Dog Boarding in Montclare, Chicago

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Top rated Montclare dog boarders

1 / 1
Sitter Profile Image: Rob R.
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Rob R.
from
$38
per night
5 out of 4.7 stars
54 reviews
24 repeat clients
5 years of experience
Elmwood Park, IL, 60707

Rob is a good dog sitter and I feel good about leaving my dogs with him. My dog Jerry has can have difficulty being in new places and he did well staying with Rob. I recommend Rob.

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Jason B.
Sitter Profile Image: Andrea C.
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Andrea C.
Star Sitter
from
$50
per night
5 out of 5.0 stars
32 reviews
9 repeat clients
3 years of experience
Belmont Cragin, Chicago, IL, 60634

Andrea was amazing! She had our 2 goldens for 4 nights. She sent photos and videos everyday and kept us updated on how they were doing! They loved staying with her!! Will definitely use again!!

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Sarah P.
Sitter Profile Image: Diana & Scott P.
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Diana & Scott P.
Star Sitter
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
6 years of experience
Logan Square, Chicago, IL, 60647

My dog Quigley had an amazing weekend with Diana and Scott. They took him to lots of fun places and we’re sure to update me every day! They were very professional and I look forward to using them for my pet care needs in the future!

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Maddy K.
Sitter Profile Image: Corey & Robert D.
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Corey & Robert D.
Star Sitter
from
$59
per night
5 out of 5.0 stars
130 reviews
42 repeat clients
45 years of experience
Portage Park, Chicago, IL, 60630

Corey and Robert were great for daycare. They were super easy to communicate with and sent photo updates throughout the day of our dog. When we came to pick her up she was passed out on the couch from a day of playing with the other dogs and Corey and Robert. They were accommodating for a later than usual daycare pickup as well. Will definitely be using them again!

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Matt G.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
14 years of experience
Humboldt Park, Chicago, IL, 60647

Heather was absolutely wonderful. I felt so comfortable and at ease knowing my doggo was in such great hands. She sent photos throughout the day, lots of walks, and even a field trip to the nature preserve. I absolutely trust Heather to take great care of my dog and will definitely book with her again. Highly recommend!

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Taylor J.
Sitter Profile Image: Rossana & Kurt M.
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Rossana & Kurt M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
20 years of experience
Dunning, Chicago, IL, 60634

Rossana and Kurt are amazing! They took such good care of our dog while we were away and they were flexible when we had a travel issue. Truly wonderful people! We are thankful for them and the great level of service they provided.

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Scott H.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$95
per night
5 out of 5.0 stars
125 reviews
34 repeat clients
20 years of experience
Albany Park, Chicago, IL, 60625

Tango had a great time at Laura's. She kept us updated on his shenanigans and really seemed to understand him. We have already booked another stay and I'll be enjoying my next trip even more knowing he's in good hands.

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Susan A.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
219 reviews
82 repeat clients
12 years of experience
Humboldt Park, Chicago, IL, 60651

Ruben is an absolute HERO. I was struggling to find someone to keep my fur babies (dog & cat) long enough because work kept extending my trip away from home and that’s where a Ruben came in. He worked within my budget, picked up & dropped off my animals while I was already out of town and even left us a little goodie bag. Both Cocoa and Willie came back happy and healthy! Would recommend Ruben 20/10!

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Christine B.
Sitter Profile Image: Robert H.
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Robert H.
from
$50
per night
5 out of 5.0 stars
34 reviews
16 repeat clients
5 years of experience
Irving Park, Chicago, IL, 60641

Robert was incredible! He and his wife took excellent care of our dog Harvey, who admittedly has a bit of separation anxiety. They were caring, understanding, and super communicative during the booking process, leading up to drop off, and throughout the stay. We received multiple pictures and videos each day and when I picked Harvey up at the end, I could just tell he had a very relaxing weekend with tons of walks, pets, and great care. They’ve got a very secure home with a lockable deck that Harvey loved, and the front door opens up to a courtyard set off from the main drag. I felt so comfortable leaving Harvey with them, and will 100% look to Robert’s calendar when we need boarding for Harvey in the future. One of our best dog sitters yet. ❤️ Thank you!!!

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Matt K.
Sitter Profile Image: Angelica C.
Verified Background Check
Angelica C.
Star Sitter
from
$40
per night
5 out of 5.0 stars
83 reviews
35 repeat clients
40 years of experience
Melrose Park, IL, 60160

Angel was amazing! I was nervous at first as I had never had someone watch my dogs in their home but it was the best decision I could have made. She was kind, communicative and sent me pictures of them throughout my trip. Her home is spotless and spacious and the yard is perfectly set up for dogs. I would recommend her to anyone and will absolutely be using her again in the future! I can’t thank her enough for the great care she took of my dogs!

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Doris O.
Sitter Profile Image: Camille S.
Verified Background Check
Camille S.
Star Sitter
from
$49
per night
5 out of 5.0 stars
169 reviews
54 repeat clients
44 years of experience
Belmont Cragin, Chicago, IL, 60634

Camille provided exceptional care to our sweet Annie. We felt confident and comfortable after our meet and greet where Camille answered all of my questions. W were very pleased to receive pictures and comments that affirmed our decision to have Camille watch her for a long weekend. Camille shared that she enjoyed watching Annie and it is clear that Annie loved being at her place, too!

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Sarah H.
Sitter Profile Image: Michelle H.
Verified Enhanced Background Check
Michelle H.
Star Sitter
from
$42
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
13 years of experience
Oak Park, IL, 60302

Michelle and her family were super good with Penny. She was well taken care of and they were flexible with drop off and pick up. My dog was picky about eating her kibble and they sorted it so I didn’t worry. I will definitely use Michelle again!

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Ann W.
Sitter Profile Image: John S.
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John S.
from
$49
per night
5 out of 5.0 stars
23 reviews
8 repeat clients
10 years of experience
OAK PARK, IL, 60304

John did a great job with our 125lb Bernese Mtn Dog, Georgia. From the pictures we received every day, it was clear Georgia was getting a lot of love and attention. She had a fenced in back yard and a very friendly playmate. We definitely plan to use John again!

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Brawley R.
Sitter Profile Image: Luciano & Luciene S.
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Luciano & Luciene S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
102 reviews
28 repeat clients
17 years of experience
Oak Park, IL, 60302

I am happy and my pup Henry is happy! 10 days with Lucy and her family. He was well loved and taken care of. Lots of fun walking adventures too. I couldn’t ask for more.

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Catherine U.
Sitter Profile Image: Tomas S.
Verified Enhanced Background Check
Tomas S.
Star Sitter
from
$35
per night
5 out of 5.0 stars
23 reviews
3 repeat clients
5 years of experience
Humboldt Park, Chicago, IL, 60651

Tomas was amazing with Cesar. It was my first time using the app so I was a little nervous. Tomas answered many questions I had throughout the whole experience and that made me feel more comfortable. He cared for Cesar like he was his own. He made sure Cesar had his allergy meds and his vitamins. He sent pics and even told me we could face time so that I could see my fur baby. I would definitely recommend Tomas to sit for your fur baby...

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Towannah W.
Sitter Profile Image: Adam W.
Verified Enhanced Background Check
Adam W.
Star Sitter
from
$50
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

Penny looks like she had a nice time staying with Adam and we would use his services again (if he's available). He provided updates when requested and was transparent about an altercation Penny had with another dog (who surprised her). I recommend Adam as a sitter!

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Victoria And Sean W.
Sitter Profile Image: Suzanne G.
Verified Enhanced Background Check
Suzanne G.
from
$40
per night
5 out of 5.0 stars
22 reviews
9 repeat clients
2 years of experience
Norwood Park, Chicago, IL, 60630

Suzanne took excellent care of my 10 yo Lab Mix as if she were her own. Played fetch in backyard, let her snuggle in bed and sent updates with pictures.

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Katie L.
Sitter Profile Image: Christin C.
Verified Enhanced Background Check
Christin C.
Star Sitter
from
$35
per night
5 out of 5.0 stars
40 reviews
15 repeat clients
20 years of experience
Avondale, Chicago, IL, 60618

Christin kept us up to date on Scout’s happenings and sent daily pictures/videos. Scout made a new friend with the their dog as well. Great communication and put us at ease while we were away.

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Rachel W.
Sitter Profile Image: Diana Z.
Verified Background Check
Diana Z.
from
$60
per night
5 out of 4.9 stars
56 reviews
21 repeat clients
14 years of experience
Montclare, Chicago, IL, 60634

Diana has been very proactive throughout the stay.. my pup seemed to love her ... Diana was very communicative she sent me daily reports...Diana was more than happy to take melody to the doctor when melody fell sick. I had a very peaceful vacation thanks to Diana :)

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Meenakshi P.
Sitter Profile Image: jonathon t.
Verified Enhanced Background Check
jonathon t.
Star Sitter
from
$50
per night
5 out of 5.0 stars
31 reviews
10 repeat clients
20 years of experience
Jefferson Park, Chicago, IL, 60630

Jonathan took great care of Basil and updated us the cutest pics of her. He has a backyard and so our pup sunbathed in it like she was on vacation. We are so excited to have found a sitter so close to us and so responsive. Thanks!

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Vi N.
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Loving dog boarding in your neighborhood

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Sitter Profile Image: Rob R.
Verified Enhanced Background Check
Sitter Profile Image: Rob R.
Verified Enhanced Background Check

1. Rob R.

Dog who like walks will love me
Elmwood Park, IL, 60707
1.1 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 4.7 stars
54 reviews
24 repeat clients
Profile image

Rob is a good dog sitter and I feel good about leaving my dogs with him. My dog Jerry has can have difficulty being in new places and he did well staying with Rob. I recommend Rob.

Availability updated 5 days ago
Sitter Profile Image: Andrea C.
Verified Background Check
Sitter Profile Image: Andrea C.
Verified Background Check

2. Andrea C.

Rover 101
Star Sitter
Everything you need under one woof!
Belmont Cragin, Chicago, IL, 60634
0.5 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
32 reviews
9 repeat clients
Profile image

Andrea was amazing! She had our 2 goldens for 4 nights. She sent photos and videos everyday and kept us updated on how they were doing! They loved staying with her!! Will definitely use again!!

Availability updated 5 days ago
Sitter Profile Image: Diana & Scott P.
Verified Enhanced Background Check
Sitter Profile Image: Diana & Scott P.
Verified Enhanced Background Check

3. Diana & Scott P.

Star Sitter
Your Pet's Second Best Friend.
Logan Square, Chicago, IL, 60647
4.7 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

My dog Quigley had an amazing weekend with Diana and Scott. They took him to lots of fun places and we’re sure to update me every day! They were very professional and I look forward to using them for my pet care needs in the future!

Availability updated 5 days ago
Sitter Profile Image: Corey & Robert D.
Verified Enhanced Background Check
Sitter Profile Image: Corey & Robert D.
Verified Enhanced Background Check

4. Corey & Robert D.

Rover 101
Star Sitter
Let Us Spoil Your Fur Baby! 🐾
Portage Park, Chicago, IL, 60630
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$59
per night
5 out of 5.0 stars
130 reviews
42 repeat clients
Profile image

Corey and Robert were great for daycare. They were super easy to communicate with and sent photo updates throughout the day of our dog. When we came to pick her up she was passed out on the couch from a day of playing with the other dogs and Corey and Robert. They were accommodating for a later than usual daycare pickup as well. Will definitely be using them again!

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Heather S.
Verified Enhanced Background Check
Sitter Profile Image: Heather S.
Verified Enhanced Background Check

5. Heather S.

Star Sitter
Loving Dog Boarding in Logan, WFH
Humboldt Park, Chicago, IL, 60647
4.2 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Heather was absolutely wonderful. I felt so comfortable and at ease knowing my doggo was in such great hands. She sent photos throughout the day, lots of walks, and even a field trip to the nature preserve. I absolutely trust Heather to take great care of my dog and will definitely book with her again. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Rossana & Kurt M.
Verified Enhanced Background Check
Sitter Profile Image: Rossana & Kurt M.
Verified Enhanced Background Check

6. Rossana & Kurt M.

Star Sitter
Rossana and Kurt - Animal Lovers
Dunning, Chicago, IL, 60634
0.9 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

Rossana and Kurt are amazing! They took such good care of our dog while we were away and they were flexible when we had a travel issue. Truly wonderful people! We are thankful for them and the great level of service they provided.

Availability updated yesterday
Sitter Profile Image: Laura C.
Verified Enhanced Background Check
Sitter Profile Image: Laura C.
Verified Enhanced Background Check

7. Laura C.

Rover 101
Star Sitter
House, yard, grass & lots of love!
Albany Park, Chicago, IL, 60625
5.1 mi. away
Boarding, Doggy Day Care
from
$95
per night
5 out of 5.0 stars
125 reviews
34 repeat clients
Profile image

Tango had a great time at Laura's. She kept us updated on his shenanigans and really seemed to understand him. We have already booked another stay and I'll be enjoying my next trip even more knowing he's in good hands.

Availability updated 6 days ago
Sitter Profile Image: Ruben M.
Verified Enhanced Background Check
Sitter Profile Image: Ruben M.
Verified Enhanced Background Check

8. Ruben M.

Star Sitter
Loving care when you're not there.
Humboldt Park, Chicago, IL, 60651
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
219 reviews
82 repeat clients
Profile image

Ruben is an absolute HERO. I was struggling to find someone to keep my fur babies (dog & cat) long enough because work kept extending my trip away from home and that’s where a Ruben came in. He worked within my budget, picked up & dropped off my animals while I was already out of town and even left us a little goodie bag. Both Cocoa and Willie came back happy and healthy! Would recommend Ruben 20/10!

Availability updated today
Sitter Profile Image: Robert H.
Verified Enhanced Background Check
Sitter Profile Image: Robert H.
Verified Enhanced Background Check

9. Robert H.

Rover 101
A relaxing pet getaway!
Irving Park, Chicago, IL, 60641
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
34 reviews
16 repeat clients
Profile image

Robert was incredible! He and his wife took excellent care of our dog Harvey, who admittedly has a bit of separation anxiety. They were caring, understanding, and super communicative during the booking process, leading up to drop off, and throughout the stay. We received multiple pictures and videos each day and when I picked Harvey up at the end, I could just tell he had a very relaxing weekend with tons of walks, pets, and great care. They’ve got a very secure home with a lockable deck that Harvey loved, and the front door opens up to a courtyard set off from the main drag. I felt so comfortable leaving Harvey with them, and will 100% look to Robert’s calendar when we need boarding for Harvey in the future. One of our best dog sitters yet. ❤️ Thank you!!!

Availability updated today
Sitter Profile Image: Angelica C.
Verified Background Check
Sitter Profile Image: Angelica C.
Verified Background Check

10. Angelica C.

Star Sitter
Dogs are just furry little kids!
Melrose Park, IL, 60160
3.2 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
83 reviews
35 repeat clients
Profile image

Angel was amazing! I was nervous at first as I had never had someone watch my dogs in their home but it was the best decision I could have made. She was kind, communicative and sent me pictures of them throughout my trip. Her home is spotless and spacious and the yard is perfectly set up for dogs. I would recommend her to anyone and will absolutely be using her again in the future! I can’t thank her enough for the great care she took of my dogs!

Availability updated 10 days ago
Sitter Profile Image: Camille S.
Verified Background Check
Sitter Profile Image: Camille S.
Verified Background Check

11. Camille S.

Star Sitter
Big Yard, House, and Lots of Love.
Belmont Cragin, Chicago, IL, 60634
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
169 reviews
54 repeat clients
Profile image

Camille provided exceptional care to our sweet Annie. We felt confident and comfortable after our meet and greet where Camille answered all of my questions. W were very pleased to receive pictures and comments that affirmed our decision to have Camille watch her for a long weekend. Camille shared that she enjoyed watching Annie and it is clear that Annie loved being at her place, too!

Availability updated yesterday
Sitter Profile Image: Michelle H.
Verified Enhanced Background Check
Sitter Profile Image: Michelle H.
Verified Enhanced Background Check

12. Michelle H.

Star Sitter
My best friend has four paws.
Oak Park, IL, 60302
2.7 mi. away
Boarding, Doggy Day Care
from
$42
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

Michelle and her family were super good with Penny. She was well taken care of and they were flexible with drop off and pick up. My dog was picky about eating her kibble and they sorted it so I didn’t worry. I will definitely use Michelle again!

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: John S.
Verified Enhanced Background Check
Sitter Profile Image: John S.
Verified Enhanced Background Check

13. John S.

I love Chicago sports and dogs.
OAK PARK, IL, 60304
4.2 mi. away
Boarding, House Sitting, Doggy Day Care
from
$49
per night
5 out of 5.0 stars
23 reviews
8 repeat clients
Profile image

John did a great job with our 125lb Bernese Mtn Dog, Georgia. From the pictures we received every day, it was clear Georgia was getting a lot of love and attention. She had a fenced in back yard and a very friendly playmate. We definitely plan to use John again!

Availability updated today
Sitter Profile Image: Luciano & Luciene S.
Verified Enhanced Background Check
Sitter Profile Image: Luciano & Luciene S.
Verified Enhanced Background Check

14. Luciano & Luciene S.

Star Sitter
We're a family that loves animals.
Oak Park, IL, 60302
3.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
102 reviews
28 repeat clients
Profile image

I am happy and my pup Henry is happy! 10 days with Lucy and her family. He was well loved and taken care of. Lots of fun walking adventures too. I couldn’t ask for more.

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Tomas S.
Verified Enhanced Background Check
Sitter Profile Image: Tomas S.
Verified Enhanced Background Check

15. Tomas S.

Star Sitter
Loving Pet Care You Can Count On
Humboldt Park, Chicago, IL, 60651
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
23 reviews
3 repeat clients
Profile image

Tomas was amazing with Cesar. It was my first time using the app so I was a little nervous. Tomas answered many questions I had throughout the whole experience and that made me feel more comfortable. He cared for Cesar like he was his own. He made sure Cesar had his allergy meds and his vitamins. He sent pics and even told me we could face time so that I could see my fur baby. I would definitely recommend Tomas to sit for your fur baby...

Availability updated 2 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Adam W.
Verified Enhanced Background Check
Sitter Profile Image: Adam W.
Verified Enhanced Background Check

16. Adam W.

Star Sitter
Compassionate, loving and caring!
North Center, Chicago, IL, 60618
5.9 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Penny looks like she had a nice time staying with Adam and we would use his services again (if he's available). He provided updates when requested and was transparent about an altercation Penny had with another dog (who surprised her). I recommend Adam as a sitter!

Availability updated 2 days ago
Sitter Profile Image: Suzanne G.
Verified Enhanced Background Check
Sitter Profile Image: Suzanne G.
Verified Enhanced Background Check

17. Suzanne G.

Pet's Home Away from Home
Norwood Park, Chicago, IL, 60630
3.1 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
22 reviews
9 repeat clients
Profile image

Suzanne took excellent care of my 10 yo Lab Mix as if she were her own. Played fetch in backyard, let her snuggle in bed and sent updates with pictures.

Availability updated 27 days ago
Sitter Profile Image: Christin C.
Verified Enhanced Background Check
Sitter Profile Image: Christin C.
Verified Enhanced Background Check

18. Christin C.

Star Sitter
Dog and Cat parent, helping you!
Avondale, Chicago, IL, 60618
3.8 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
40 reviews
15 repeat clients
Profile image

Christin kept us up to date on Scout’s happenings and sent daily pictures/videos. Scout made a new friend with the their dog as well. Great communication and put us at ease while we were away.

Availability updated 3 days ago
Sitter Profile Image: Diana Z.
Verified Background Check
Sitter Profile Image: Diana Z.
Verified Background Check

19. Diana Z.

Rover 101
Loving Sitter Home FT, Fenced Yard
Montclare, Chicago, IL, 60634
0.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
56 reviews
21 repeat clients
Profile image

Diana has been very proactive throughout the stay.. my pup seemed to love her ... Diana was very communicative she sent me daily reports...Diana was more than happy to take melody to the doctor when melody fell sick. I had a very peaceful vacation thanks to Diana :)

Availability updated over 1 year ago
Sitter Profile Image: jonathon t.
Verified Enhanced Background Check
Sitter Profile Image: jonathon t.
Verified Enhanced Background Check

20. jonathon t.

Star Sitter
Almost always available. :3
Jefferson Park, Chicago, IL, 60630
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
31 reviews
10 repeat clients
Profile image

Jonathan took great care of Basil and updated us the cutest pics of her. He has a backyard and so our pup sunbathed in it like she was on vacation. We are so excited to have found a sitter so close to us and so responsive. Thanks!

Availability updated 3 days ago
Confirmed availability for 4th of July Weekend

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