Dog Boarding in Englewood, Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Tania B.
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Sitter Profile Image: Tania B.
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1.

Tania B.

Rover 101
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
Boarding
5.0
29 reviews
6 repeat clients
from
$45
per night

Tania is AMAZING!! Our dog is happy and healthy when we picked her up. She sent updates throughout our time away. She is very quick to respond. She is also very thorough when caring for our dog. Would highly recommend!

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Sitter Profile Image: Holly R.
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Sitter Profile Image: Holly R.
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2.

Holly R.

Your Pet's Extended (WFH) Family
Woodlawn, Chicago, IL, 60637
Boarding, Drop-In Visits, Doggy Day Care
5.0
64 reviews
29 repeat clients
from
$55
per night

Miles was in heaven during his stay. He enjoyed a huge backyard and lots of friends to play with. Holly gave us a number of pictures everyday showing how he was doing. Next time we need someone to take care of Miles, we’re calling Holly.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Tanisha & Darrius T.
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Sitter Profile Image: Tanisha & Darrius T.
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3.

Tanisha & Darrius T.

Rover 101
🐾❤️ Comfort means everything ❤️🐾
Ashburn, CHICAGO, IL, 60652
Boarding, Doggy Day Care
5.0
117 reviews
30 repeat clients
from
$45
per night

I cannot recommend Tanisha & Darrius enough! First time using Rover and first time leaving our fur baby with someone new while we travel and the experience was fantastic for both us and Sadie! Tanisha sends tons of photos and updates and was so helpful throughout the whole process. We will be recommending them to anyone we know and would use them a million times over! 5 stars isn’t enough!!!

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Sitter Profile Image: Tashea’ & Dushan M.
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Sitter Profile Image: Tashea’ & Dushan M.
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4.

Tashea’ & Dushan M.

14 years of dog care and love!
Auburn Gresham, Chicago, IL, 60620
Boarding, Dog Walking
5.0
13 reviews
2 repeat clients
from
$45
per night

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.

Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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5.

Maria C.

Double lot yard adores dogs
Chicago Lawn, Chicago, IL, 60629
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
103 reviews
52 repeat clients
from
$40
per night

Maria did a great job caring for Dickens while I was out of town. She treats him like he was her own, which I really appreciate. Will definitely be using her services again when I need it!

Sitter Profile Image: David B.
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Sitter Profile Image: David B.
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6.

David B.

Senior Dog Experience!
Lower West Side, Chicago, IL, 60608
Boarding, Doggy Day Care, Dog Walking
5.0
5 reviews
1 repeat client
from
$40
per night

David and Jamie have looked after Hershey a few times now and have done an amazing job. They send regular updates with pictures and have been very flexible with drop-off/pickup timing. They are quick to reply and communicate well. It's always comforting seeing Hershey's tail wag as he walks up the steps and sees them again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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7.

Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
12 repeat clients
from
$55
per night

Kayla did a great job watching Mabel! She gave lots of updates and was very attentive. It was evident she really cares about the dogs she is watching. We would definitely rebook with her again!

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Sitter Profile Image: Kyle H.
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Sitter Profile Image: Kyle H.
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8.

Kyle H.

Rover 101
Over a decade of experience!
Hyde Park, Chicago, IL, 60615
Boarding
5.0
14 reviews
3 repeat clients
from
$50
per night

Kyle and Ben were great! They sent an email update with a photo so we could see how it was going. They were also very responsive and flexible with the drop-off and pick-up time!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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9.

Makeba L.

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
Boarding, Doggy Day Care
5.0
12 reviews
8 repeat clients
from
$48
per night

Makeba took phenomenal care of my dog during my vacation. I had a dogsitter set up before my trip and they cancelled last minute. Makeba was able to accommodate me and my dog. She took time to meet Shortie beforehand to learn about him. Makeba updated me during my trip on Shortie’s progress and sent photos of his day. I will absolutely book her services again! Highly recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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10.

Briana V.

Your dogs second family! 🤗
South Lawndale, Chicago, IL, 60623
Boarding, Doggy Day Care
5.0
36 reviews
9 repeat clients
from
$40
per night

Briana has sat for my dog Kodi a couple times and she is an excellent sitter. She always sends me updates and pictures throughout his stay and he always comes back home happy, healthy and full of energy. I can count on Briana to stick to his feeding and walking schedule as instructed. Kodi looks forward to visiting with Briana and her 2 dogs again in the near future. Thanks again Briana!

Sitter Profile Image: Joanne & Randy M.
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Sitter Profile Image: Joanne & Randy M.
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11.

Joanne & Randy M.

Experience, compassion, and safety
Woodlawn, Chicago, IL, 60637
Boarding
5.0
3 reviews
from
$65
per night

Highly recommend. Joanne and Randy were extremely attentive and conscientious. Very professional and caring toward our beloved Murphy. Will book again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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12.

Ashley B.

Open house for Pets
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
53 reviews
32 repeat clients
from
$57
per night

Ashley helped me at the very last minute when I had a dog sitter cancel the day before I left for vacation. I am so appreciative of her family being able to watch my dog. They treated Teddy like he was their own! Thank you again kind people!

Sitter Profile Image: Ye S.
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Sitter Profile Image: Ye S.
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13.

Ye S.

Cats are family!
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting
1 review
2 repeat clients
from
$140
per night

Hi, It’s Evelyn here! It’s my pleasure to have an opportunity to recommend Ye to everyone who loves cat! He is super considerate and I have never seen a cat that does not like him, if only you could hear the purring of my cat on his lap, that’s how lovely he is in the cat’s eyes!

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Sitter Profile Image: Tonisa J.
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Sitter Profile Image: Tonisa J.
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14.

Tonisa J.

Rover 101
Your pups second home....
Calumet Heights, chicago, IL, 60617
Boarding, Drop-In Visits
5.0
66 reviews
27 repeat clients
from
$45
per night

Tonisa was wonderful! She answered all of my questions regarding my pups stay. She made me feel very comfortable and well informed with pics and messages from the beginning all the way to the end. Tonisa & her daughter were amazing!

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Sitter Profile Image: Ebonee A.
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Sitter Profile Image: Ebonee A.
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15.

Ebonee A.

12 + years of Vet-Tech experience!
Hyde Park, Chicago, IL, 60615
Boarding, Doggy Day Care
5.0
23 reviews
11 repeat clients
from
$50
per night

Sparky had a great stay with Ebonee. He got a lot of walks and seemed to feel right at home. Ebonee took a lot of pictures for us, which made us feel comfortable. Would definitely recommend Ebonee and would use her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Daisy C.
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Sitter Profile Image: Daisy C.
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16.

Daisy C.

making inse-purr-able cat friends!
Armour Square, Chicago, IL, 60616
Boarding
5.0
32 reviews
2 repeat clients
from
$45
per night

Daisy was a wonderful caretaker to our kitten! She kept us updated during his stay and was overall very easy to communicate with. Will definitely be booking again!

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Sitter Profile Image: Waverly J.
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Sitter Profile Image: Waverly J.
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17.

Waverly J.

Your Fav Pet Sitter!
Grand Boulevard, Chicago, IL, 60653
Boarding
5.0
98 reviews
53 repeat clients
from
$35
per night

Waverly took wonderful care of Brian. He wasn't nervous after the meet and greet. Waverly sent video and was quick to respond to inquiries. She eased my concerns about leaving Brian. Will request her services again.

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Sitter Profile Image: Sophie R.
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Sitter Profile Image: Sophie R.
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18.

Sophie R.

South Loop Based Pet Lover!
Loop, Chicago, IL, 60605
Boarding, House Sitting, Drop-In Visits
5.0
39 reviews
12 repeat clients
from
$50
per night

Sophie was wonderful and would highly recommend! She stayed at our home to watch our dog & cat and it was such a relief coming home knowing they were taken care of. Will definitely use her again in the future.

Sitter Profile Image: Christina & Joshua C.
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Sitter Profile Image: Christina & Joshua C.
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19.

Christina & Joshua C.

Dog loving family
Beverly, Chicago, IL, 60643
Boarding, Doggy Day Care
5.0
18 reviews
6 repeat clients
from
$60
per night

Christina and Joshua did an awesome job with my Jada. Being my first time using the service, I was a little nervous ? But they were very assuring and made my girl feel loved during my absence. The pictures and daily reports from them made me feel totally at ease. When I picked her up she was happy and healthy!! Christina and Joshua will be my only go to when I n need a sitter and caregiver of my Jada? Thank you both for such great service ??

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Sitter Profile Image: Lindsey Z.
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Sitter Profile Image: Lindsey Z.
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20.

Lindsey Z.

Dog lover looking for a houseguest!
Loop, Chicago, IL, 60605
Boarding
5.0
6 reviews
3 repeat clients
from
$50
per night

Lindsey took great care of our terrier over a long weekend. He’s very nervous when we have to leave him with someone else, but it seems like he really took a shine to her. We definitely wouldn’t hesitate to use Lindsey again!

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When it comes to dog boarding, dog owners in Englewood, Chicago, IL love Rover.com. Over 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of dog boarding in Englewood may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Englewood dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Englewood, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Englewood, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

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