House Sitting In Near West Side 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

Calendar Recently Updated
Sitter Profile Image: Saniah I.
Verified Enhanced Background Check
Sitter Profile Image: Saniah I.
Verified Enhanced Background Check

1. Saniah I.

Star Sitter
Saniah: Your pets, my love!
Chicago, IL, 60605
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$50
per night
Profile image

Arrived in time and take care of my dog perfectly, great communication all the time, definitely recommend her and super happy with the service provided.

Calendar Recently Updated
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check

2. Sarah M.

Star Sitter
We’ll have fun in the paw-ffice!
Chicago, IL, 60651
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
12 repeat clients
from
$57
per night
Profile image

Sarah is super sweet patient communicative and professional. my Zoey has some issues adjusting to someone new in the house and sarah was very patient with her and communicative with me. I will book her again and I’m sure Zoey will be grateful.

Calendar Recently Updated
Sitter Profile Image: Emily N.
Verified Background Check
Sitter Profile Image: Emily N.
Verified Background Check

3. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
124 reviews
36 repeat clients
from
$55
per night
Profile image

Emily took great care of my pup Lily and made her feel at ease when I was gone. She was very flexible in accommodating my change in schedule,

Calendar Recently Updated
Sitter Profile Image: Otis B.
Sitter Profile Image: Otis B.

4. Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
26 repeat clients
from
$65
per night
Profile image

Otis was WONDERFUL. We couldn't have higher praise for him. We originally had another Rover scheduled for boarding, and she canceled on us 3 hours before we were supposed to head to the airport. Otis helped us last minute and arrived right on time to save us. Our Bernese Mountain Dog puppy is a highly energetic handful, and Otis kept her entertained and stimulated the entire weekend. Our dogs loved hanging out with him, and he was great about sending us picture updates throughout the day. The house was also in even better condition than when we left it. Otis was the best dog sitter and house guest, and we would 100% always book him if we could.

Calendar Recently Updated
Sitter Profile Image: Nerina M.
Verified Enhanced Background Check
Sitter Profile Image: Nerina M.
Verified Enhanced Background Check

5. Nerina M.

Animal shelter profess./pet lover!
Chicago, IL, 60624
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
4 repeat clients
from
$65
per night
Profile image

Nerina was amazing!! My boy loved hanging out with her, playing, snuggling and going for walks at his favorite park! Is super convenient and much less stressful for him having someone stay at the house with him when I have to go away & we will definitely be booking her again for future trips!! I came home to a very happy pup!!

Confirmed availability: Juneteenth
Sitter Profile Image: Megan W.
Verified Enhanced Background Check
Sitter Profile Image: Megan W.
Verified Enhanced Background Check

6. Megan W.

Star Sitter
Megan W. Of Chicago area
West Town, Chicago, IL, 60622
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
20 repeat clients
from
$70
per night
Profile image

Megan took great care of Lincoln and our home while we were away. She was very professional and also flexible as our apartment was being shown during her stay. Linc was a happy, healthy boy when we got home and can’t wait to have her stay again.

Confirmed availability: Juneteenth
Sitter Profile Image: Lindsay J.
Verified Enhanced Background Check
Sitter Profile Image: Lindsay J.
Verified Enhanced Background Check

7. Lindsay J.

Star Sitter
Cat mom and animal lover
Chicago, IL, 60642
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
11 repeat clients
from
$64
per night
Profile image

Lindsay did a great job taking care of our cats over the holidays. She was communicative, friendly, and most importantly, the cats liked her. Thank you, Lindsay!

Calendar Recently Updated
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check
Sitter Profile Image: Pablo V.
Verified Enhanced Background Check

8. Pablo V.

Rover 101
Fun walks
Chicago, IL, 60642
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
247 reviews
97 repeat clients
from
$66
per night
Profile image

Pablo was a great sitter for my little pup, Harlow. She was recently put on some meds and he gave her those with no problem; greatly relieving my stress about leaving her. He sent lots of pictures and updates while I was gone, which made leaving her for the first time so much easier. Would absolutely have Pablo sit for Harlow again!

Calendar Recently Updated
Sitter Profile Image: Ann Marie M.
Verified Enhanced Background Check
Sitter Profile Image: Ann Marie M.
Verified Enhanced Background Check

9. Ann Marie M.

Star Sitter
In a bind? I’d love to help!
West Town, Chicago, IL, 60482
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
31 repeat clients
from
$90
per night
Profile image

Leaving our puppy for the first time was so nerve racking and Ann Marie was so warm and made us feel so at ease. We had her watch our pup two days in a row and she helped our puppy work through separation anxiety and updated us throughout the experience so we could celebrate his progress across the day. She was so thoughtful and loving to our Archie and we will definitely have her watch him again! Highly recommend Ann Marie!!!

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

10. Amanda B.

Headline incomplete
Loop, Chicago, IL, 60605
1.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$35
per night
Profile image

Amanda took such good care of my kitties and was very communicative! I got updates daily of how they were doing. My apartment was tidy when I got back. Great experience!

Calendar Recently Updated
Sitter Profile Image: Claire M.
Verified Enhanced Background Check
Sitter Profile Image: Claire M.
Verified Enhanced Background Check

11. Claire M.

Your Pet’s Next Best Friend
Chicago, IL, 60607
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$50
per night

Claire was an exceptional cat-sitter. She demonstrated professionalism, reliability, and genuine care for my cat. Claire kept me updated daily with photos and detailed messages about my cat's well-being. I returned home to a happy and well-cared-for pet. I highly recommend Claire for anyone seeking a trustworthy and dedicated pet-sitter.

Confirmed availability: Juneteenth
Sitter Profile Image: Araceli G.
Verified Background Check
Sitter Profile Image: Araceli G.
Verified Background Check

12. Araceli G.

caring & responsible pet sitter
Near West Side, Chicago, IL, 60607
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$50
per night
Profile image

My dogs had a great time with Araceli! She watched my dogs in my home for a weekend and sent lots of updates. She was very responsive when I checked in. House was left tidy :)

Confirmed availability: Juneteenth
Sitter Profile Image: Nicholle K.
Verified Enhanced Background Check
Sitter Profile Image: Nicholle K.
Verified Enhanced Background Check

13. Nicholle K.

Star Sitter
Animal Lover and Kitten Foster 💛
Chicago, IL, 60642
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
22 repeat clients
from
$60
per night
Profile image

We are so lucky to have had Nicki take care of our dog while we were out of town. Nicki has helped us out in the past with walks, but this was the first time she stayed overnight with Ollie and we can't wait to have her back. Our dog can be a lot, high energy and loves all the attention She took such great care of him and sent us many updates and photos while we were out of town, it allowed us to fully relax knowing he was in such great hands. Nicki also went above and beyond to help us get Ollie to a scheduled daycare one morning! We can't wait to have Nicki stay in our home with Ollie again, we are so grateful to Nicki for all her help and to have found someone so wonderful!

Calendar Recently Updated
Sitter Profile Image: Jasmine V.
Verified Enhanced Background Check
Sitter Profile Image: Jasmine V.
Verified Enhanced Background Check

14. Jasmine V.

Rover 101
Star Sitter
Animal lover! :)
Lower West Side, Chicago, IL, 60608
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$60
per night
Profile image

Jasmine kept my dog and cat over a long weekend and stayed in my home. She was polite, kept me updated often with notes and photos, she was prompt in our meeting and left my house spotless. Most importantly - my pets were well cared for and happy when I returned. 100% would book again!

Calendar Recently Updated
Sitter Profile Image: Amanda J.
Verified Enhanced Background Check
Sitter Profile Image: Amanda J.
Verified Enhanced Background Check

15. Amanda J.

Star Sitter
Graduate student who loves animals!
Chicago, IL, 60607
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$50
per night
Profile image

I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only

Calendar Recently Updated
Sitter Profile Image: Ana C.
Verified Enhanced Background Check
Sitter Profile Image: Ana C.
Verified Enhanced Background Check

16. Ana C.

Star Sitter
Will care for your pets like my own
Chicago, IL, 60622
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
3 repeat clients
from
$75
per night
Profile image

Ana was so great with my elderly dog, who can be quite stubborn! She sent updates often that helped me relax - knowing he was being cared for really well. Thank you so much Ana! I will definitely contact you again should I ever need someone to watch Marvin.

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

17. Kaci D.

Love all dogs, big or small!
Near West Side, Chicago, IL, 60661
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$30
per night
Profile image

Kaci was great! I have just moved to Chicago with my pup (Peanut) and was nervous about leaving her alone for the afternoon/evening and found Kaci on Rover. She was awesome! She took great care of Peanut, was very communicative and sent pics of their adventures. I have used her since this booking and would highly recommend Kaci to watch your furry friends 100%.

Calendar Recently Updated
Sitter Profile Image: Kelly M. D.
Verified Background Check
Sitter Profile Image: Kelly M. D.
Verified Background Check

18. Kelly M. D.

Honest friend to animal companions
Chicago, IL, 60608
1.5 mi. away
House Sitting
5.0 out of 5 stars
28 reviews
6 repeat clients
from
$72
per night
Profile image

Kelly took great care of my pup!! She was so patient with his anxiety and won him over quickly. I received lots of photos and updates which helped ease my anxiety in leaving him for the first time in a long time. I would absolutely have Kelly care for Charlie again!!

Confirmed availability: Juneteenth
Sitter Profile Image: Erin B.
Verified Enhanced Background Check
Sitter Profile Image: Erin B.
Verified Enhanced Background Check

19. Erin B.

Weekend Dog Walker & Sitter
Near West Side, Chicago, IL, 60607
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$50
per night

Erin is fantastic! She has watched my cat Walter multiple times and he absolutely adores her. She really takes the time to play with him and is super attentive to his needs!

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

20. Christina L.

Your pet’s home away from home!
Chicago, IL, 60607
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$55
per night
Profile image

Christina was great with my anxious rescue pup, Max! She gave him time to warm up and won him over with snuggles and walks following his lead. She also helped wash the linens, etc. I came home to a happy pup!

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Near West Side:


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