Dog Boarding in Bridgeport, Chicago

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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
Star Sitter
Home of The Kikster Scissorpaws.
McKinley Park, Chicago, IL, 60609
1.8 mi. away
Boarding
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$50
per night

I LOVE my new dog sitter Tania! ? So, we did our meet and greet about a month before his actual stay. She was very nice and Cooper liked her too! I decided to book her that day! She kept Cooper the following month and she did everything right! There wasn’t an enormous amount of pictures and videos sent to me but just enough sent for me to know that he was doing good and was safe! That’s all I really needed to know! I would definitely book with her again! She has such a sweet, calming, aura!

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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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2. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
1.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
44 reviews
18 repeat clients
from
$52
per night

Ashley was great! Super fast response to messages. She sent us updates and Waski pictures often. Waski had a great time playing at parks, walking, and lounging on the deck.

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Sitter Profile Image: Ann-Marie H.
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Sitter Profile Image: Ann-Marie H.
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3. Ann-Marie H.

Pet Auntie Extraordinaire
Near South Side, Chicago, IL, 60605
2.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$50
per night

Ann-Marie was great with our dog! He has warmed up to her so well and she is so caring with him. We appreciate the occasional update from Ann-Marie, and whenever we ask questions, she replies. She is so amenable to the pick-up and drop-off schedule, especially if our flights get delayed. She has been a great caretaker for him for both weekend getaways and week-long trips, highly recommend to other owners!

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Sitter Profile Image: Gillian K.
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Sitter Profile Image: Gillian K.
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4. Gillian K.

Star Sitter
Loves long walks and fluffy friends
Bridgeport, Chicago, IL, 60608
0.8 mi. away
Boarding
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$40
per night

Our third time using Gillian’s pet sitting services and it was fantastic as usual! My dog is always so happy to come here, and Gillian does such a great job keeping us posted with silly photos. This time around my dog decided to hurt her paw days before my trip, but Gillian put my mind at ease with following her new medication routine and giving me updates on how her paw was doing.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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5. Andrew T.

Star Sitter
WFH Couple, Park Nearby
Lower West Side, Chicago, IL, 60608
2.0 mi. away
Boarding
5.0 out of 5 stars
102 reviews
43 repeat clients
from
$45
per night

Andrew and Ana took the best care of Theo! They were very communicative and sent lots of photos. I could tell he was very comfortable there. He had the best time and I will definitely be using them again! They also gave him a cute parting gift of homemade dog treats which he loved.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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6. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
1.4 mi. away
Boarding, Dog Walking
12 reviews
from
$50
per night

Jason is the best!!! He always responds right away and with short notice which is so helpful when emergencies pop up. There’s always plenty of dogs he’s watching so mine has friends to play with! He will also walk your dog when you’re at work if needed. He’s the only person I allow to watch my dog cause I know she’s in great hands.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Briana V.
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Sitter Profile Image: Briana V.
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7. Briana V.

Star Sitter
Always home, 24/7 attention & care!
South Lawndale, Chicago, IL, 60623
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$48
per night

Briana did a great job with my lil guy Maximum. She was attentive and patient with all his energy. This was my 2nd booking with Briana and I’m even more impressed than I was the 1st time. I’m so grateful for her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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8. E K.

Rover 101
Star Sitter
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
245 reviews
106 repeat clients
from
$45
per night

This was my first time leaving Noodle since I adopted him. As soon as I walked in to the house, I knew he would be safe. I received daily updates about his stay for the time he was there. Noodle seemed like he had the best time and he was able to socialize with a family and other dogs. I will definitely be rebooking again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Willy J.
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Sitter Profile Image: Willy J.
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9. Willy J.

Reliable Dog Lover at your Service
Douglas, Chicago, IL, 60653
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$45
per night

Very accommodating, even for a last minute request. Kept me updated on things that could be of concern (my girl refused to eat because she’s dramatic) and sent pics/videos throughout the stay! Would recommend. Thank you again

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Fatimah A.
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Sitter Profile Image: Fatimah A.
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10. Fatimah A.

Rover 101
Star Sitter
WFH caring & fun dog mom
Near West Side, Chicago, IL, 60612
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
194 reviews
73 repeat clients
from
$55
per night

Fatimah was outstanding! Not only is she a wonderful sitter but she also has a calm, kind, warm energy. She really helped me out in a stressful time and I couldn't be happier with her professionalism and overall experience that I had with Fatimah as a sitter for my doodles. My youngest pup really got along great with her dog, Shea. My boys came home exhausted and well care for. She always sent pictures and updates. I would highly recommend Fatimah to others and would definitely utilize her services in the future. Thank you.

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Sitter Profile Image: Regan D.
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Sitter Profile Image: Regan D.
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11. Regan D.

Star Sitter
Your friendly neighborhood pet girl
Near North Side, Chicago, IL, 60654
3.8 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
34 reviews
14 repeat clients
from
$45
per night

Regan and Adam were so good with Gigi! Gigi is sometimes reactive towards other dogs and can’t be in close proximity when on leash. She takes a couple medications for anxiety to help with that reactivity. We have been lucky enough to have family close by to be able to watch her for the past 4 years when we go out of town, but this time none of our family was available so that’s when we found Regan! We did a quick meet and greet to go over Gigis anxiety and meds. They did such a good job at giving updates and sending lots of pictures for the week we were gone. We have never seen Gigi sad to leave family house when being dog sat, but she was so sad to leave Regan and Adam’s place! Will definitely be reusing them as sitters in the future! Can’t recommend them enough!!

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Sitter Profile Image: Joanna K.
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Sitter Profile Image: Joanna K.
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12. Joanna K.

Star Sitter
WFH Artist and Lifelong Dog Lover!
Lower West Side, Chicago, IL, 60608
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$40
per night

Joanna was very attentive and took great care of our boxer,Lola! She sent pics regularly of walks, activities, playtime at the park and snuggles. My Lola was happy and even has another dog that was boarding the same week to play with. I highly recommend Joanna and will definitely use her again.

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Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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13. Katie M.

Star Sitter
Long time animal lover
Near North Side, Chicago, IL, 60610
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
161 reviews
56 repeat clients
from
$45
per night

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Barbara M.
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Sitter Profile Image: Barbara M.
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14. Barbara M.

Rover 101
The sitter DogMom &the MegaSaga pup
South Lawndale, Chicago, IL, 60623
3.1 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$60
per night

A+++++!!!! Barbara and Chewy were absolutely incredible hosts!! We can't say enough about how thoughtful, generous, kind, and communicative that Barbara was during our trip. We were very anxious about leaving our dog (this was our first time using Rover), and she put us at ease, sent frequent updates (including pictures and videos), and was extremely thorough, dedicated, and friendly, and followed our care instructions extremely seriously. Her dog Chewy is a sweetheart who seems to be great as a co-host :) We absolutely recommend Barbara to anyone who is looking for a dog sitter, and we are so grateful to her for this experience!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Makeba L.
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Sitter Profile Image: Makeba L.
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15. Makeba L.

Star Sitter
WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
11 repeat clients
from
$47
per night

One of the best experiences I've ever had! Makeba was wonderful and took great care of my fur baby Benny. I absolutely recommend Makeba's services!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ruben M.
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Sitter Profile Image: Ruben M.
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16. Ruben M.

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

Ruben is ACE APPROVED! My spotted friend can have accidents in new environments or nervous pee. Nope nothing - he had all the potty breaks he needed and clearly was well cared for. Ruben’s place is the equivalent of the coveted middle school overnight gym sleepover except all the kids have four legs. Every tail wagger wants to go! Ace even kept staring at the front door when we left. That’s how you know he had a good time and made awesome friends.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nate N.
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Sitter Profile Image: Nate N.
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17. Nate N.

Star Sitter
Nurture, Bond and Train!
Near West Side, Chicago, IL, 60612
3.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$50
per night

Nate was so amazing with my pup! He gave me daily updates and made sure my dog was right at home. When my dog unexpectedly got sick he notified me and knew how to handle it and gave him some rice. 10/10 recommend will definitely rebook with him!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel A.
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Sitter Profile Image: Daniel A.
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18. Daniel A.

All Dogs Are Perfect
Near West Side, Chicago, IL, 60607
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$60
per night

Daniel has been my favorite Rover experience to date! Extremely helpful, communicative and overall just a pleasure to have my little French bulldog (who can definitively be a diva!) stay with. Would highly recommend and will 100% book again. Thank you Daniel!

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Sitter Profile Image: Melanie S.
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Sitter Profile Image: Melanie S.
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19. Melanie S.

Experienced Dog Owner and Dog Lover
Near North Side, Chicago, IL, 60654
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
157 reviews
62 repeat clients
from
$55
per night

Melanie was amazing! Our dog Ellie stayed with Melanie for 4 nights and had the time of her life. This was our first time leaving our 8 month old golden retriever with anyone overnight, so we didn't want to leave her with just anyone. Being that our dog is still a puppy, we knew she would have a lot of energy and wanted someone with experience. Melanie was the perfect fit! She sent picture/video updates every day, and took Ellie to the dog park every single day. We were able to visit her before booking to see her space and talk through care instructions specific to our dog. She had lots of dog toys and comfy dog beds that Ellie really enjoyed. It was clear she got a lot of love and attention with Melanie. I cannot underestimate how happy I was with the entire experience (and my husband and I are quite particular when it comes to our dog). We will definitely be booking with her again, and you should too!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marchauna B.
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Sitter Profile Image: Marchauna B.
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20. Marchauna B.

Ever seen a dog smile?
Grand Boulevard, Chicago, IL, 60620
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per night

Marchauna was great! I have an older dog and she did such a wonderful job taking care of him. She sent updates and checked in frequently. I was even able to extend his stay at the last minute because of a mistake I made with the dates without any issue. Highly recommend!

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