House Sitting in Calumet Heights, Chicago

Find a loving dog sitter to watch your dog overnight in your 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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Belicia K.
Verified Background Check
Sitter Profile Image: Belicia K.
Verified Background Check

1. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night

Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. Yet, Belicia made a daily effort to give us the loveliest updates about her time with our girl, giving us total peace of mind.

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

2. Rob S.

Star Sitter
Just like home with a side of love!
Hammond, IN, 46327
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$37
per night

Hi Rob, is a good person and a lifesaver. He came over and Housesat for me in an emergency with only 3hrs notice when I had a last minute cancellation. I would recommend him again to watch my pets anytime

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check

3. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jasmine P.
Verified Background Check
Sitter Profile Image: Jasmine P.
Verified Background Check

4. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$75
per night

Jasmine took great care of our dog, Koji, while Koji was a little sick and we had to be out of the house over the weekend. Jasmine came on time, even when we needed her early in the morning, and proactively took Koji on walks every few hours to ensure she had relief from her upset tummy. Koji was happy and relaxed when we came home after spending the day with Jasmine! I’d highly recommend her.

Sitter Profile Image: Shakira C.
Verified Background Check
Sitter Profile Image: Shakira C.
Verified Background Check

5. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Darcelle M.
Verified Background Check
Sitter Profile Image: Darcelle M.
Verified Background Check

6. Darcelle M.

May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per night

Darcelle is great with all animals and has a special talent for getting them to trust her. She pays attention to detail so no matter what instructions you leave her regarding medication, health or play instructions, she balanced everything perfectly. My pet seemed happier at the end of the day, and I never had to worry about her well-being or safety because she updated me via text often. She’s great!

Calendar Recently Updated
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check

7. Crystal A.

Oh! I wanna walk with somebody! 🥰
Washington Heights, Chicago, IL, 60643
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

I have one wire fox terrier and one boxer (he's 100 pounds) and crystal stayed with them an entire month and everyday I got pictures, updates, and so my babies having a GREAT TIME! Crystal also took care of my plants, house dusting, and brought in all my mail. It pained me when I moved from the city, because after six months I have not been able to find someone as good as Crystal. You can 100% trust her with your fur babies!!

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

8. Kathryne G.

Responsible and caring dog owner!
Washington Heights, Chicago, IL, 60643
4.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
3 reviews
from
$40
per night

Kathryne was great! Gave regular updates and made the process super easy. Definitely using again!

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

9. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
5.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per night

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

Sitter Profile Image: Jayden Phoenix P.
Verified Background Check
Sitter Profile Image: Jayden Phoenix P.
Verified Background Check

10. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$46
per night

Roxy is a very responsible dog walking always on time very dependable she took very good care of my dog when she toom my dog on walks my dog loves her walks with Roxy

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
Verified Background Check
Sitter Profile Image: Jessica S.
Verified Background Check

11. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

Jessica is beyond amazing, I met her walking my dog one night and from that moment I could tell how passionate she is about dogs. She’s super sweet and caring and Dino (my dog) loves her like nobody’s business!

Sitter Profile Image: Grace T.
Verified Enhanced Background Check
Sitter Profile Image: Grace T.
Verified Enhanced Background Check

12. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cane E.
Verified Enhanced Background Check
Sitter Profile Image: Cane E.
Verified Enhanced Background Check

13. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$28
per night

Cane did a great job with a houseful of pets! We left him with 3 cats and 2 dogs, one very high-maintenance. The dogs were a little slow to warm up to him, but he was patient and turned their attitudes around. He texted updates frequently and left the house tidy, which we really appreciated at the end of a long trip! When we got back the animals seemed happy and well cared for. We would be glad to hire Cane again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check

14. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$65
per night

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jumie T.
Verified Enhanced Background Check
Sitter Profile Image: Jumie T.
Verified Enhanced Background Check

15. Jumie T.

Dogs love me!
Chicago, IL, 60649
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

About: I am an artist and former dog owner with experience working as a private dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, and diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can talk through it together.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wade S.
Verified Enhanced Background Check
Sitter Profile Image: Wade S.
Verified Enhanced Background Check

16. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$60
per night

He took great care of my best friends

Calendar Recently Updated
Sitter Profile Image: Thomas B.
Verified Background Check
Sitter Profile Image: Thomas B.
Verified Background Check

17. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$50
per night

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

Sitter Profile Image: Shantell B.
Verified Enhanced Background Check
Sitter Profile Image: Shantell B.
Verified Enhanced Background Check

18. Shantell B.

I love pets & pets love me.
South Deering, Chicago, IL, 60617
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

About: I’ve taken care of pets for quite some time now. From hamsters, birds, dogs and cats. The special attention given to animals gives me purpose. I currently care for 2 of my own pets, a chihuahua & cuddly cat. I assist in taking care of a senior dog in my neighborhood. I have created a safe environment for my pets. Which includes safety precautions and for them as well as any guest that visit my home.

Sitter Profile Image: Jessica A.
Verified Enhanced Background Check
Sitter Profile Image: Jessica A.
Verified Enhanced Background Check

19. Jessica A.

😎 all pets welcome to chill 😎
South Chicago, Chicago, IL, 60617
1.0 mi. away
Boarding, House Sitting, Doggy Day Care
3 reviews
from
$80
per night

I worked with Jessica for about 5 years. She’s always been very punctual and diligent. Her attention to detail, organization, and dedication are all unmatched. In addition, she’s very personable and can adapt in any space/situation she’s in.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brianna W.
Verified Background Check
Sitter Profile Image: Brianna W.
Verified Background Check

20. Brianna W.

Home part-time-big fenced backyard
Chicago, IL, 60619
1.0 mi. away
Boarding, House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$56
per night

About: As a dog owner you should pick someone to care for your dog who has experience and loves dogs. Well, that care giver is me. Dogs are super energetic and absolutely loyal and that's what I love most about them. Trying to tire out a dog is fun because they're always ready for a game of fetch. If you choose me to care for your dogs you'll be receiving absolute professional service and a great experience for your dog. I have experience in walking, providing medication, and feeding dogs. Hopefully you pick me to care for your loving, four-legged friends. I work from home part-time so I am available for early morning, afternoon, and evening drop offs most week days and weekends as well. We can arrange a drop off on Mondays, Tuesdays, and Thursdays after 6pm. I have a cat already but they don’t require much attention. I have a big fenced back yard for your fur babies to run around. If you bring the crate I can easily crate them. I have a great neighborhood for dog walking.

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Calumet Heights:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting