Dog Boarding in Englewood, Chicago, IL

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Top rated Englewood dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: E K.
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E K.
from
$45
per night
5.0 out of 5 stars
349 reviews
166 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E K. Was amazing. She took the best care of my baby and also was so good at making me feel at ease as this was my first time leaving my baby. I would recommend her 100 times over. She would provide daily updates and photo of my baby and always made sure that I knew he was well cared for.

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Diana N.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
26 reviews
15 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

kamiah and cassius were wonderful and i highly recommend them. they took great care of my dog. quick communicators, very professional, and they were kind when i was running late. i am looking forward to booking with them again!

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David B.
Sitter Profile Image: Marey M.
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Marey M.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Auburn Gresham, Chicago, IL, 60620

Marley was absolutely amazing! She communicated very well throughout the entire stay and made sure Dakota ate his food, which I truly appreciated. She gave him plenty of walks and took really great care of him overall. I felt completely at ease knowing Dakota was in such good hands. I will definitely be using her services again and highly recommend her to anyone looking for a reliable, caring dog sitter.

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Marvin s.
Sitter Profile Image: Yeju K.
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Yeju K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60601

Yeju was great!! She gave an update each day with pictures and took my pup on plenty of walks. She even baked some dog treats to share when picking up. 10/10 would book again!

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Trevor M.
Sitter Profile Image: Bola A.
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Bola A.
from
$49
per night
4.9 out of 5 stars
161 reviews
55 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Amazing. Took great care of sawyer. Sent update photos and was so responsive. Couldn’t ask for a best first experience on Rover. Will rebook.

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Melba M.
Sitter Profile Image: Kyla G.
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Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
56 reviews
26 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

It was the first time Oso stayed with someone who wasn’t family member. Kyla kept me update with pics and videos. Oso was happy and well take care

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Leslie P.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
226 reviews
76 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience

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Tina W.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
79 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa watched my dog last minute after an emergency when I needed someone the most. She cared for my baby and communicated consistently. I highly recommend her!

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Jenae T.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
163 reviews
60 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

After a quick move to out of state move to Chicago with a vacation already planned, we had to scramble to find somewhere for our dogs go. Our dogs stayed with Ashley for a full week and it was such a relief to know they were well taken care of. We received frequent pictures and updates during the week. One of our dogs is having a hard time adjusting to city life and Ashley was very accommodating and gracious with her. We will definitely be reaching out to Ashley again in the future!

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Alma B.
Sitter Profile Image: Tabitha G.
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Tabitha G.
Star Sitter
from
$36
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
West Lawn, Chicago, IL, 60629

Truly amazing photos. Tabitha’s dog and kids seemed to love their time with our Stella. It was good to know she was loved and entertained during her stay

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fletcher S.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$35
per night
5.0 out of 5 stars
16 reviews
10 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

Brandon was awesome to work with! He kept consistent with his communication and took care of our fur baby. He’s also a trainer, so your pup is in good hands!

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Derrick V.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
7 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: Megan S.
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Megan S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Evergreen Park, IL, 60805

Megan did a great job with Winston - an eight month old Miniature Schnauzer puppy with plenty of energy. She is very patient, caring, and easy to coordinate with. I will definitely leverage her services again.

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Thong L.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
37 reviews
10 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

This is Manuel’s 2nd time watching my kitty Luna and he was just as awesome as the first time! He sent me a ton of photos, was very flexible with pick up and drop off times and overall very communicative.

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Pascale L.
Sitter Profile Image: Marieclaire M.
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Marieclaire M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
18 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60606

Marieclaire is so amazing with Kylo. She provides regular updates of him which always puts me at ease while I’m away. She also genuinely seems to care about Kylo and I can tell because he’s always so excited to see her!

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Kailani M.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
212 reviews
85 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

This review is very long over due! Dwight and his wife took exquisite, loving care of my Bentley who typically has anxiety. I have always been so worried about leaving him but not during this long stay. Dwight made Bentley part of family and for that I am grateful. Bentley was happy and healthy upon my return.

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Juliet K.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
40 years of experience
Roseland, Chicago, IL, 60628

Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.

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Anthonisha C.
Sitter Profile Image: Amy C.
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Amy C.
from
$60
per night
5.0 out of 5 stars
19 reviews
11 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

I can’t say enough good things about Amy! As a traveling pet parent, she was a dream. A ton of communication and photos, and I could tell how much my dog loved her, her boyfriend, and animals. Would 100% request her again.

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Elizabeth H.
Sitter Profile Image: Ann V.
Verified Enhanced Background Check
Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
118 reviews
20 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.

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Janice J.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
121 reviews
38 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was AMAZING!! I truly can’t thank him enough for taking such good care of our dog! We had to leave our 6 month old puppy for a few days, and we were so anxious about finding the right person to watch her. We could not have found a better option! Nathan was super responsive, patient, and treated our dog like she was his own! We will definitely be repeat customers!

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Ryan B.
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Englewood dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

⭐️⭐️⭐️⭐️⭐️ Liz was absolutely wonderful with my dog while I was traveling overseas. I was gone for almost 10 days on a very long international trip, so it was really important for me to find someone I could trust — and Liz exceeded my expectations. She provided regular updates with photos and videos showing what my dog was doing, which gave me great peace of mind while I was away. It was clear that my dog was happy, comfortable, and well cared for the entire time. Liz and her family created a very welcoming environment, and my dog really enjoyed the social time with the other dogs. He especially loved having access to the backyard where he could play and relax. When I picked him up, he looked healthy, happy, and clearly had a great stay. I would absolutely recommend Liz to anyone looking for a caring and responsible dog sitter, and I would not hesitate to book with her again. Thank you, Liz, for taking such great care of my dog!

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Marvin S.
Boarding
5.0 out of 5 stars

Another great stay with Tamara! Ollie had so much fun and she always sends pics and has great communication. She even dropped Ollie back home which was super helpful after a day of travel. Tamara is AWESOME!

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Raven C.
Boarding
5.0 out of 5 stars

Marley was absolutely amazing! She communicated very well throughout the entire stay and made sure Dakota ate his food, which I truly appreciated. She gave him plenty of walks and took really great care of him overall. I felt completely at ease knowing Dakota was in such good hands. I will definitely be using her services again and highly recommend her to anyone looking for a reliable, caring dog sitter.

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Marvin s.
Boarding
5.0 out of 5 stars

Tashea’ and Dushanbe were wonderful with my dog! They really saved me when I needed a last minute placement over the holidays. They sent updates throughout the stay and were quickly responsive to messages and questions. My pup came home happy and energized, a big difference from when she’s stayed at Kennels. I would definitely use them again!

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Ashley C.
Boarding
5.0 out of 5 stars

The best sitter. They provided pictures of my dog during his stay. Took good care of him. I will continue to use their service.

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Marjorie L.
Boarding
5.0 out of 5 stars

Jacky and Leo are such sweethearts and took care of my boys so well!! She gave them such a sweet Christmas with toys and treats while I was away to visit family. They truly took them in as one of their own, was careful with the dietary restrictions one of them has, and made sure to give me regular updates. Thank you both so much!! We will be back ❤️

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Drew F.
Boarding
5.0 out of 5 stars

Danielle was wonderful! I had a last-minute cancelation and needed to find someone to watch my girl for week with only a day and a half notice. Danielle responded very quickly to my inquiry, was understanding and kind, and walked me through my first experience with a dog sitter on Rover. While I was away, she kept me updated with photos and messages frequently enough to put my mind at ease but not so often that it at all interrupted my time away. My girl was happy and healthy when I got back. Would definitely use her again and recommend her to anyone looking!

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Margaret M.
Boarding
5.0 out of 5 stars

Pamela was so nice and caring to Mia. She was a life saver on such a short notice. . I know Mia miss here.

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Keisha L.
Boarding
5.0 out of 5 stars

Keianna was sooo attentive to my fur baby. She sent photos almost every day and kept me updated on my pup’s health when she had some spotting. Definitely will be booking again!!

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Kamaria P.
Boarding
5.0 out of 5 stars

We had the best experience with Khala. While we went out of town, we decided to board our boy, Zeus. We met Khala at a dog park and everything went so well. Khala is very friendly, warm, professional and very experienced with pets. She is accommodating and very prompt and super flexible with our last minute schedule changes. We will def be using Khala for our upcoming trips. Zeus was very happy staying at her place and she provided photos/updates while Zeus was staying at her place.

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Adelina C.
Boarding
5.0 out of 5 stars

Tiffany is amazing! Professional, patient, and provide timely updates in reference to your fur babies.

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Shanavia D.
Boarding
5.0 out of 5 stars

Dan was super attentive to my dog and made sure to update me often. Communication was also super easy! I'm super grateful that I chose him to watch my baby and would definitely recommend

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Alyssa O.
Boarding
5.0 out of 5 stars

Imeh is wonderful! She has hosted our pup for our past two vacations and we will be back again soon! She takes excellent care of pets, even offering some grooming for them when appropriate. Great option for dog boarding!

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Seanna W.
Boarding
5.0 out of 5 stars

Victoria watched my Charlie while I took my trip. She always keep me aware of how Charlie is doing with plenty pictures. She has watched Charlie before and I love how she takes care of him!

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Thirisia B.
Boarding
5.0 out of 5 stars

This was my 3rd or 4th time using Nakeisha. She accepted my furbaby last minute She took great care of him. She is consistently good.

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B. B.
Boarding
5.0 out of 5 stars

Maria Jose is always above and beyond. We had a very difficult last minute trip, and she cared for our Boy as wonderfully as always.

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Miriam F.
Boarding
5.0 out of 5 stars

Madeleine took such good care of our babies when we went out of town. She sent pictures and videos every day, and her communication was A+! I hope she is available every time I need a sitter. She's amazing, and I'm so glad I found her.

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Kimberly M.
Boarding
5.0 out of 5 stars

Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.

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Joseph G.
Boarding
5.0 out of 5 stars

Candace was an awesome sitter who maintained communication and sent pictures. Luna seems to have enjoyed herself

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Rosetta P.
Boarding
5.0 out of 5 stars

Shantia was very very helpful. I went to check out the space before my vacation and her space was beautiful, lots of room, clean, and accommodating to my dog's needs. I sent very clear and specific instructions for my dog as he is extremely picky and an anxious dog and she took great care of him with no issues on either end. She sent plenty of pictures and videos of my dog while I was away, which eased my anxiety of leaving him with a new person. My dog also does not really vibe well with men and he was able to be around Shantia's boyfriend with no issues or complaints. I will definitely be using Shantia for my dog's care moving forward!

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Mariah B.
Boarding
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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Englewood dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Englewood.

Rover makes it easy to find Englewood dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.