Dog Boarding in Grand Crossing, Chicago, IL

Drop off your dog at a sitter’s home or dog boarding center in the morning and pick them up in the evening.

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Top rated Grand Crossing dog boarders

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Sitter Profile Image: Katherine C.
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Katherine C.
Star Sitter
from
$40
per night
5 out of 5.0 stars
59 reviews
17 repeat clients
10 years of experience
Alsip, IL, 60803

Simply the BEST! My dog didn’t want to get in the car to leave! Katherine had a nice big yard and a pup Colby who clearly entertained my Tully. I received lots of pictures while I was gone and I was kept updated just enough so I could relax during my time away. I will be booking again!

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Rebecca C.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
23 reviews
6 repeat clients
25 years of experience
Near West Side, Chicago, IL, 60607

Emily was amazing - accommodating, on time, and so sweet to send photos throughout the day while I was at work. Would 100% book again - thank you Emily!

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Ellie B.
Sitter Profile Image: Candace C.
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Candace C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
73 reviews
31 repeat clients
30 years of experience
Blue Island, IL, 60406

Mia really enjoyed her stay with Candace and her family. Her home was so inviting, when she took me to see her fenced yard the first thing I said was the area was very calming and relaxing. Candace sent me updates and pictures throughout the entire stay. I will definitely book with Candace again!

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Nicki S.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$50
per night
5 out of 5.0 stars
141 reviews
49 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara was amazing and graciously sent pics of my puppy when requested. He was happy and well taken care of. She was excellent when the date I entered was incorrect but still agreed to keep my fur baby once it was corrected. I highly recommend Tamara for pet sitting services.

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Servetta M.
Sitter Profile Image: E K.
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E K.
from
$45
per night
5 out of 5.0 stars
322 reviews
146 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

loved getting frequent updates and photos of my puppy! Elizabeth and her family were very flexible and accommodating. My pup had a blast! Definitely will have them sit again!!!

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Sabrina O.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5 out of 5.0 stars
117 reviews
43 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was amazing!! She watched our mini dachshund Ellie for a week and did an incredible job. We got adorable photo updates daily and enjoyed our vacation so much more knowing Ellie was in good hands. Definitely recommend!

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Indra S.
Sitter Profile Image: Bola A.
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Bola A.
Star Sitter
from
$49
per night
5 out of 4.9 stars
123 reviews
34 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Bola did such an amazing job with my PawSon, Zuko! She checked in daily during our trip, kept us aware of any behavior that wasn’t typical to his schedule and sent us lots of cute photos. She’s so kind and gave Zuko soooo much love. We will def be using her again.. she’s family now!

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Candace R.
Sitter Profile Image: Lisette S.
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Lisette S.
Star Sitter
from
$30
per night
5 out of 5.0 stars
55 reviews
9 repeat clients
8 years of experience
McKinley Park, Chicago, IL, 60609

Lisette was awesome! I always felt confident that my pup was in good hands and she was great with communication & updates. She was also accommodating with pickup & dropoff times, which was a plus. Would definitely love to have Jax stay with her again! Thanks, Lisette 😌

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Emily C.
Sitter Profile Image: Kyla G.
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Kyla G.
Star Sitter
from
$35
per night
5 out of 5.0 stars
46 reviews
23 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kayla, was awesome! She had our little fur baby for 9 days and sent photos of him having a great time. I’ll definitely, used her again. Thank you for everything.

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Monica M.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5 out of 5.0 stars
16 reviews
8 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah watched Luna and we couldn't be happier. She sent consistent photos and videos, and it was clear they were having a great time. Luna was so happy when we picked her up, and then promptly fell asleep all night, so I know she was getting at it. Highly recommend! Thank you so much!

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Jason P.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

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Tiffany S.
Sitter Profile Image: Linde L.
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Linde L.
Star Sitter
from
$45
per night
5 out of 5.0 stars
8 reviews
6 repeat clients
31 years of experience
Douglas, Chicago, IL, 60616

Linde was great with Wrigley! We were really worried because Wrigley is still adjusting to a new city, but she made sure he (and us) were comfortable with everything. She let Wrigley adjust at his own pace, and sent tons of pics. We’ll definitely be booking again!

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Apple L.
Sitter Profile Image: Tonisa J.
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Tonisa J.
from
$50
per night
5 out of 5.0 stars
75 reviews
35 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa thanks for caring for my furbaby we have been using you for a while now and my dog loves you and so do our family your a pure blessing.

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Theresa P.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5 out of 5.0 stars
197 reviews
79 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

Dwight was fantastic. I have a very adorable but very playful puppy and he took great care of her. While I was on vacation he kept me updated at my request and sent pictures. Absolutely would recommend and plan to re-book Dwight in the future! Thank you again for your kindness and hospital with my furry BFF.

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Stephanie H.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5 out of 5.0 stars
112 reviews
51 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley B. was phenomenal with our dogs. They came back home happy and well rested. Our tiny dog is very anxious and can be hard to deal with so we truly appreciate her!! She sent photo and video updates and was great with communication leading up to booking and during the stay. Will definitely book with her and her family again! Book with Ashley B - you and your pups will not be disappointed!!

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Briana H.
Sitter Profile Image: Tashea’ & Dushan M.
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Tashea’ & Dushan M.
from
$55
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
15 years of experience
Auburn Gresham, Chicago, IL, 60620

Tashea and Dushan did an amazing job watching my 2 month old American Bully. I was nervous because it was my first time away from her, but they kept me updated with pictures and videos and she looked super happy in every single one. I highly recommend them for dog boarding.

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Kahla R.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$55
per night
5 out of 5.0 stars
9 reviews
5 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
258 reviews
97 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Beverly took wonderful care of our boys! We have two large dogs, one requires medicine twice a day. She was a true professional across the board. She took care of them as they were her own dogs. Beverly was unbelievabley cool, calm and confident in handling our boys. Highly recommend. Definitely going back to her. 20 stars!

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Alex C.
Sitter Profile Image: Victoria A.
Verified Enhanced Background Check
Victoria A.
Star Sitter
from
$40
per night
5 out of 5.0 stars
7 reviews
4 repeat clients
16 years of experience
Englewood, Chicago IL, IL, 60621

Victoria was very communicative and sent lots of pictures. She understood how it might be hard to leave them for more than a day, and was kind. She followed instructions and kept me informed!

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Samantha N.
Sitter Profile Image: Cashmere A.
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Cashmere A.
from
$48
per night
4 years of experience
Grand Crossing, Chicago, IL, 60621

About: I have several years of experience caring for pets, including dogs, cats, and small animals. I’m attentive to their needs, ensuring they are well-fed, exercised, and receive plenty of affection. I’m comfortable with daily routines, administering medications, and providing a safe, clean environment. My genuine love for animals drives me to treat each pet as if they were my own. I’m currently full time stay at home. Pet care fits naturally into my daily routine, as I enjoy starting and ending my day with time dedicated to animals. Feeding, walking, and spending quality time with pets are activities I plan around, making them a consistent and fulfilling part of my schedule. Their well-being is a priority, and I find that caring for them adds structure, joy, and balance to my day My apartment building has a huge fence for pets to run around. I provide a safe environment for all animals that come to my home.

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Sitter Profile Image: Katherine C.
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Sitter Profile Image: Katherine C.
Verified Enhanced Background Check

Katherine C.
Star Sitter

Reliable, Loving Pet Care—Tail Wags
Alsip, IL, 60803
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
59 reviews
17 repeat clients
Profile image

Simply the BEST! My dog didn’t want to get in the car to leave! Katherine had a nice big yard and a pup Colby who clearly entertained my Tully. I received lots of pictures while I was gone and I was kept updated just enough so I could relax during my time away. I will be booking again!

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

Emily S.
Star Sitter

WFH Pup Lover
Near West Side, Chicago, IL, 60607
8.0 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
23 reviews
6 repeat clients
Profile image

Emily was amazing - accommodating, on time, and so sweet to send photos throughout the day while I was at work. Would 100% book again - thank you Emily!

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

Candace C.
Star Sitter

We treat your dog like it our own!
Blue Island, IL, 60406
7.8 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
73 reviews
31 repeat clients
Profile image

Mia really enjoyed her stay with Candace and her family. Her home was so inviting, when she took me to see her fenced yard the first thing I said was the area was very calming and relaxing. Candace sent me updates and pictures throughout the entire stay. I will definitely book with Candace again!

Availability updated yesterday
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter

Experienced Dog Owner
Grand Boulevard, Chicago, IL, 60653
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
141 reviews
49 repeat clients
Profile image

Tamara was amazing and graciously sent pics of my puppy when requested. He was happy and well taken care of. She was excellent when the date I entered was incorrect but still agreed to keep my fur baby once it was corrected. I highly recommend Tamara for pet sitting services.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: E K.
Verified Background Check
Sitter Profile Image: E K.
Verified Background Check

E K.
Rover 101

Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
322 reviews
146 repeat clients
Profile image

loved getting frequent updates and photos of my puppy! Elizabeth and her family were very flexible and accommodating. My pup had a blast! Definitely will have them sit again!!!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check

Ashley M.
Rover 101
Star Sitter

WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
6.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
117 reviews
43 repeat clients
Profile image

Ashley was amazing!! She watched our mini dachshund Ellie for a week and did an incredible job. We got adorable photo updates daily and enjoyed our vacation so much more knowing Ellie was in good hands. Definitely recommend!

Availability updated today
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Sitter Profile Image: Bola A.
Verified Enhanced Background Check

Bola A.
Star Sitter

Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 4.9 stars
123 reviews
34 repeat clients
Profile image

Bola did such an amazing job with my PawSon, Zuko! She checked in daily during our trip, kept us aware of any behavior that wasn’t typical to his schedule and sent us lots of cute photos. She’s so kind and gave Zuko soooo much love. We will def be using her again.. she’s family now!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lisette S.
Verified Enhanced Background Check
Sitter Profile Image: Lisette S.
Verified Enhanced Background Check

Lisette S.
Star Sitter

For the love of pets!
McKinley Park, Chicago, IL, 60609
5.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
55 reviews
9 repeat clients
Profile image

Lisette was awesome! I always felt confident that my pup was in good hands and she was great with communication & updates. She was also accommodating with pickup & dropoff times, which was a plus. Would definitely love to have Jax stay with her again! Thanks, Lisette 😌

Availability updated 5 days ago
Sitter Profile Image: Kyla G.
Verified Enhanced Background Check
Sitter Profile Image: Kyla G.
Verified Enhanced Background Check

Kyla G.
Star Sitter

Available to watch your fur babies!
West Elsdon, Chicago, IL, 60632
6.2 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
46 reviews
23 repeat clients
Profile image

Kayla, was awesome! She had our little fur baby for 9 days and sent photos of him having a great time. I’ll definitely, used her again. Thank you for everything.

Availability updated 4 days ago
Sitter Profile Image: Kamiah & Casius D.
Verified Enhanced Background Check
Sitter Profile Image: Kamiah & Casius D.
Verified Enhanced Background Check

Kamiah & Casius D.
Star Sitter

Hyde Park Area Pup Care
Woodlawn, Chicago, IL, 60637
1.4 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
16 reviews
8 repeat clients
Profile image

Kamiah watched Luna and we couldn't be happier. She sent consistent photos and videos, and it was clear they were having a great time. Luna was so happy when we picked her up, and then promptly fell asleep all night, so I know she was getting at it. Highly recommend! Thank you so much!

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check

Daphnay S.
Star Sitter

Dog Lover and Owner
Douglas, Chicago, IL, 60653
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

Availability updated 8 days ago
Sitter Profile Image: Linde L.
Verified Enhanced Background Check
Sitter Profile Image: Linde L.
Verified Enhanced Background Check

Linde L.
Star Sitter

Loving home & lakeside walks await!
Douglas, Chicago, IL, 60616
4.8 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
8 reviews
6 repeat clients
Profile image

Linde was great with Wrigley! We were really worried because Wrigley is still adjusting to a new city, but she made sure he (and us) were comfortable with everything. She let Wrigley adjust at his own pace, and sent tons of pics. We’ll definitely be booking again!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tonisa J.
Verified Background Check
Sitter Profile Image: Tonisa J.
Verified Background Check

Tonisa J.
Rover 101

Your pups second home....
Calumet Heights, chicago, IL, 60617
2.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
75 reviews
35 repeat clients
Profile image

Tonisa thanks for caring for my furbaby we have been using you for a while now and my dog loves you and so do our family your a pure blessing.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Dwight C.
Verified Background Check
Sitter Profile Image: Dwight C.
Verified Background Check

Dwight C.
Rover 101
Star Sitter

Work from home - large fenced yard
Woodlawn, Chicago, IL, 60637
1.3 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 5.0 stars
197 reviews
79 repeat clients
Profile image

Dwight was fantastic. I have a very adorable but very playful puppy and he took great care of her. While I was on vacation he kept me updated at my request and sent pictures. Absolutely would recommend and plan to re-book Dwight in the future! Thank you again for your kindness and hospital with my furry BFF.

Availability updated 9 days ago
Sitter Profile Image: Ashley B.
Verified Background Check
Sitter Profile Image: Ashley B.
Verified Background Check

Ashley B.
Star Sitter

Open house for Pets
Hyde Park, Chicago, IL, 60615
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
112 reviews
51 repeat clients
Profile image

Ashley B. was phenomenal with our dogs. They came back home happy and well rested. Our tiny dog is very anxious and can be hard to deal with so we truly appreciate her!! She sent photo and video updates and was great with communication leading up to booking and during the stay. Will definitely book with her and her family again! Book with Ashley B - you and your pups will not be disappointed!!

Availability updated 18 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tashea’ & Dushan M.
Verified Background Check
Sitter Profile Image: Tashea’ & Dushan M.
Verified Background Check

Tashea’ & Dushan M.

14+ years of dog care and love!
Auburn Gresham, Chicago, IL, 60620
2.5 mi. away
Boarding, Dog Walking
from
$55
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Tashea and Dushan did an amazing job watching my 2 month old American Bully. I was nervous because it was my first time away from her, but they kept me updated with pictures and videos and she looked super happy in every single one. I highly recommend them for dog boarding.

Availability updated 9 months ago
Sitter Profile Image: Brandon E.
Verified Background Check
Sitter Profile Image: Brandon E.
Verified Background Check

Brandon E.

It’s not the DOG it’s YOU
South Shore, Chicago, IL, 60649
2.4 mi. away
Boarding
from
$55
per night
5 out of 5.0 stars
9 reviews
5 repeat clients
Profile image

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

Availability updated 4 months ago
Sitter Profile Image: Beverly B.
Verified Background Check
Sitter Profile Image: Beverly B.
Verified Background Check

Beverly B.
Star Sitter

Home full-time, individual care
Chatham, Chicago, IL, 60620
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
258 reviews
97 repeat clients
Profile image

Beverly took wonderful care of our boys! We have two large dogs, one requires medicine twice a day. She was a true professional across the board. She took care of them as they were her own dogs. Beverly was unbelievabley cool, calm and confident in handling our boys. Highly recommend. Definitely going back to her. 20 stars!

Availability updated 50 days ago
Sitter Profile Image: Victoria A.
Verified Enhanced Background Check
Sitter Profile Image: Victoria A.
Verified Enhanced Background Check

Victoria A.
Star Sitter

Animal lover
Englewood, Chicago IL, IL, 60621
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
7 reviews
4 repeat clients
Profile image

Victoria was very communicative and sent lots of pictures. She understood how it might be hard to leave them for more than a day, and was kind. She followed instructions and kept me informed!

Availability updated 3 days ago
Sitter Profile Image: Cashmere A.
Verified Enhanced Background Check
Sitter Profile Image: Cashmere A.
Verified Enhanced Background Check

Cashmere A.

Loving & Reliable Pet Care
Grand Crossing, Chicago, IL, 60621
1.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$48
per night
4 years of experience

About: I have several years of experience caring for pets, including dogs, cats, and small animals. I’m attentive to their needs, ensuring they are well-fed, exercised, and receive plenty of affection. I’m comfortable with daily routines, administering medications, and providing a safe, clean environment. My genuine love for animals drives me to treat each pet as if they were my own. I’m currently full time stay at home. Pet care fits naturally into my daily routine, as I enjoy starting and ending my day with time dedicated to animals. Feeding, walking, and spending quality time with pets are activities I plan around, making them a consistent and fulfilling part of my schedule. Their well-being is a priority, and I find that caring for them adds structure, joy, and balance to my day My apartment building has a huge fence for pets to run around. I provide a safe environment for all animals that come to my home.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend

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