Dog Boarding in Roseland, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Jacquelyn D.
Verified Enhanced Background Check
Sitter Profile Image: Jacquelyn D.
Verified Enhanced Background Check
1.

Jacquelyn D.

Experienced Dog Sitter
Morgan Park, Chicago, IL, 60655
Boarding, Doggy Day Care
5.0
3 reviews
2 repeat clients
from
$45
per night

So satisfied with Jackie’s care for Beacon! Will use her again!!!. Well done!

Sitter Profile Image: Brianna W.
Verified Background Check
Sitter Profile Image: Brianna W.
Verified Background Check
2.

Brianna W.

Home full-time-big fenced backyard
Calumet Heights, Chicago, IL, 60619
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0
7 reviews
2 repeat clients
from
$48
per night

Briannas the best border! She’s dog sits for my wild dog and doesn’t even complain about how difficult my dog is. She is often available on short notice and worked with me on timing. I appreciate her services sm! Also she has a backyard which is a huge plus!

Sitter Profile Image: Maria C.
Verified Background Check
Sitter Profile Image: Maria C.
Verified Background Check
3.

Maria C.

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

We have been taking our boy to Maria for over two years, and now we will never take him anywhere else! Miles is a senior dog who can be a little challenging at times with his “grumpiness”. She is SO patient with him, and loves and cares for him like he’s her own. She’s also great with communicating- she sends us lots of pictures and funny tidbits throughout his stay. Maria even painted us an absolutely beautiful portrait of our guy for his one year anniversary as her client. We cannot believe how lucky we are to have found such a perfect sitter for Miles! Thank you for loving our little man and being so good to us, Maria!!!

Calendar Recently Updated
Sitter Profile Image: Holly R.
Verified Enhanced Background Check
Sitter Profile Image: Holly R.
Verified Enhanced Background Check
4.

Holly R.

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

We’ve boarded our dog twice with Holly and have had a great experience. She communicates to let us know how he is doing and sends lots of pics. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Raymond G.
Verified Enhanced Background Check
Sitter Profile Image: Raymond G.
Verified Enhanced Background Check
5.

Raymond G.

Rover 101
Safe & Caring Dog and Cat Lover
Morgan Park, Chicago, IL, 60643
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
6 repeat clients
from
$75
per night

Once again, Zelda received exceptional care during her stay. She had lots of attention and walks during her time with Ray. I’m a little surprised she wanted to come home!

Calendar Recently Updated
Sitter Profile Image: Caitlin B.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin B.
Verified Enhanced Background Check
6.

Caitlin B.

Experienced Dog Sitter
Oak Lawn, IL, 60453
Boarding, Doggy Day Care, Dog Walking
10 years of experience
from
$60
per night

About: I have lived and taken care of dogs since I was a toddler. I have always had a huge heart full of love for furry pooches. I have 15 years of experience from just taking care of dogs to grooming, training, and walking dogs. I’m available to take care of your furry friend anytime Monday through Friday except Wednesday nights. I’m very flexible and will do my best to work with your schedule. I love spoiling dogs. I will walk them, play with them, brush and bathe them if desired, and give them a quiet and peaceful place to relax and rest. I especially have an intense love and interest for puppies, so feel free to bring me your furry baby for daycare or any kind of training desired.

Sitter Profile Image: Tonisa J.
Verified Background Check
Sitter Profile Image: Tonisa J.
Verified Background Check
7.

Tonisa J.

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

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!

Calendar Recently Updated
Sitter Profile Image: Kendra C.
Verified Background Check
Sitter Profile Image: Kendra C.
Verified Background Check
8.

Kendra C.

Weekend B&B for PETS
Oak lawn, IL, 60453
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
55 reviews
21 repeat clients
from
$50
per night

This was our second time with Kendra. She’s so attentive with my senior pup (even when she had accidents at her house). We love her and will book her again when we’re in town!

Calendar Recently Updated
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check
Sitter Profile Image: Coretta S.
Verified Enhanced Background Check
9.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
6 repeat clients
from
$35
per night

Coretta took wonderful care of my special needs foster kitty for a long weekend. She sent daily pictures and kept me up to date on everything going on with him daily. Wonderful and pet focused sitter. I will be using her again!

Sitter Profile Image: Jose S.
Verified Background Check
Sitter Profile Image: Jose S.
Verified Background Check
10.

Jose S.

Rover 101
All furry friends are our friends!
Gage Park, Chicago, IL, 60459
Boarding
5.0
48 reviews
25 repeat clients
from
$40
per night

Jose boarded my pup for a full week and did a wonderful job. I felt so much better each time Jose sent me photos of my dog playing with other pups and enjoying herself. Not only was the app simple and easy to work with but Jose was so great, that I will definitely book Jose again in the future.

Calendar Recently Updated
Sitter Profile Image: Mike & Beth K.
Verified Enhanced Background Check
Sitter Profile Image: Mike & Beth K.
Verified Enhanced Background Check
11.

Mike & Beth K.

Oh to live a dog’s life!
Mount Greenwood, Chicago, IL, 60655
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
3 repeat clients
from
$45
per night

Amazing experience! Apollo had a minor scare while I was out of the country with his stool and Beth and Mike handled it so quickly and made me feel like it was family taking care of him. I’m never gonna have anyone else watch Apollo again. Highly recommend them !

Sitter Profile Image: Yadira A.
Verified Enhanced Background Check
Sitter Profile Image: Yadira A.
Verified Enhanced Background Check
12.

Yadira A.

Walk, jump, run.
Oak lawn, IL, 60453
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$64
per night

Yadira was amazing! I was afraid my boy wasn't gonna want to come back.? Her and her family made this a great experience for my pup and my family. The communication was great. I can tell my pup was happy and comfortable. I would recommend her 7 days a week.

Calendar Recently Updated
Sitter Profile Image: Makeba L.
Verified Enhanced Background Check
Sitter Profile Image: Makeba L.
Verified Enhanced Background Check
13.

Makeba L.

WFH, Tiny Tail Friends
Kenwood, Chicago, IL, 60615
Boarding, Doggy Day Care
5.0
8 reviews
3 repeat clients
from
$41
per night

BEST SITTER EVER!! Zora LOVED staying with Makeba! I was worried with her medication she would be a little too much, but Makeba was so kind and loving and patient. We absolutely will be using her again!

Calendar Recently Updated
Sitter Profile Image: Kayla S.
Verified Enhanced Background Check
Sitter Profile Image: Kayla S.
Verified Enhanced Background Check
14.

Kayla S.

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

This was our second time staying with Kayla and it was just as great as the first! Highly recommend! She is very caring and goes above and beyond!

Calendar Recently Updated
Sitter Profile Image: Malaya K.
Verified Enhanced Background Check
Sitter Profile Image: Malaya K.
Verified Enhanced Background Check
15.

Malaya K.

Future vet, tech and lover of pups
Englewood, Chicago, IL, 60621
Boarding, Doggy Day Care
5.0
2 reviews
from
$45
per night

She was wonderful with Timber. Kept me up how’ he’s doing. His behavior. How he was getting along with the other animals. Sent me pictures. I chose the perfect person to watch Timber. I will be definitively booking with her again without a second thought. Couldn’t have asked for a better person to watch my baby boy.

Sitter Profile Image: Ra'eesa S.
Verified Enhanced Background Check
Sitter Profile Image: Ra'eesa S.
Verified Enhanced Background Check
16.

Ra'eesa S.

Extraordinary pet care! :)
Woodlawn, Chicago, IL, 60637
Boarding
5.0
17 reviews
6 repeat clients
from
$45
per night

Ra’eesa did an awesome job with our Charlie dog. He’s 13 and can be a stubborn old man and but Charlie had such a great time he didn’t want to leave. I think it’s safe to say he doesn’t have separation anxiety with her. Definitely recommend

Calendar Recently Updated
Sitter Profile Image: MariaJose R.
Verified Enhanced Background Check
Sitter Profile Image: MariaJose R.
Verified Enhanced Background Check
17.

MariaJose R.

Law student who loves all pups!
Washington Park, Chicago, IL, 60623
Boarding, Doggy Day Care
5.0
6 reviews
from
$38
per night

Maria/MJ was great. She was very communicative from the initial request to board through when I picked up my dog. She sent updates and pictures while I was away and asked questions to ensure she was providing my pup with the highest quality of care. I highly recommend her based on my visit.

Sitter Profile Image: Yolaine J.
Verified Enhanced Background Check
Sitter Profile Image: Yolaine J.
Verified Enhanced Background Check
18.

Yolaine J.

Let your pet rest, while you're awa
Hyde Park, Chicago, IL, 60637
Boarding
1 review
from
$60
per night

Yolaine is a great pet parent and draws the affections of other dogs on her daily walks. Dogs gravitate to her calmness, patience and mutual appreciation.

Calendar Recently Updated
Sitter Profile Image: Chau T.
Verified Enhanced Background Check
Sitter Profile Image: Chau T.
Verified Enhanced Background Check
19.

Chau T.

Active sitter with huge yard
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$45
per night

Chau is such the animal whisper. Somehow animals gravitate to her, probably because she understands their boundaries and has a kind soul. I’ve been fortunate to watcher her raise her one year old pup. Her dog is so well behaved and confident, which speaks to the training Chau did with her. Chau is thoughtful and patient. Your fur baby will be in really good hands.

Sitter Profile Image: Tashea’ & Dushan M.
Verified Background Check
Sitter Profile Image: Tashea’ & Dushan M.
Verified Background Check
20.

Tashea’ & Dushan M.

14 years of dog care and love!
Auburn Gresham, Chicago, IL, 60620
Boarding, Dog Walking
5.0
10 reviews
from
$40
per night

Great with Apollo and made sure the dog and I was comfortable before we parted ways.

Search Map

Pet parents in Roseland, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? 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 Roseland 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 Roseland, 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 Roseland, 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:

Boarding